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$1,999,000

Experience the Maui Meadows lifestyle where space, privacy, and relaxed island living come together in one of South Maui’s most desirable residential neighborhoods. Set on a generously sized lot in an exceptionally quiet setting, this unique property offers the flexibility to create a private Maui residence with potential rental income or an inviting multi-generational family compound with room for everyone to enjoy their own space. This residence features a distinctive brick exterior and tile roof, a combination that not only adds character but also helps keep the interior naturally cooler in Maui’s warm tropical climate. Two split-system air conditioners provide additional year-round comfort, while the home’s flexible layout lends itself beautifully to everyday island living. Adding even more versatility is the detached ohana, remodeled in 2021 with a new roof and water heater. The separation between the main residence and ohana creates wonderful possibilities for extended family, guests, a home office, additional private living space or rental income. Outside, the expansive grounds and outdoor living areas invite you to embrace the lifestyle Maui is famous for—morning coffee in the fresh island air, relaxed afternoons at home, and evenings spent outdoors under the Maui sky. The large fully fenced lot provides a sense of openness and privacy that can be increasingly difficult to find in South Maui. Maui Meadows is prized for its peaceful residential atmosphere, larger properties, and proximity to the best of South Maui. This private Estate is just minutes from world-famous beaches, Wailea and Kihei restaurants, shopping, championship golf courses, resorts, and countless opportunities to enjoy the ocean and outdoors. Whether you envision a private island retreat or a multi-generational Maui home with space to gather and room to spread out, this home offers a rare combination of location, flexibility, privacy, and the laid-back lifestyle that makes Maui Meadows so special.

2 Beds ⋅ 3 Baths ⋅ 410821 MLS ⋅ Fee Simple Tenure

Experience the Maui Meadows lifestyle where space, privacy, and relaxed island living come together in one of South Maui’s most desirable residential neighborhoods. Set on a generously sized lot in an exceptionally quiet setting, this unique property offers the flexibility to create a private Maui residence with potential rental income or an inviting multi-generational family compound with room for everyone to enjoy their own space. This residence features a distinctive brick exterior and tile roof, a combination that not only adds character but also helps keep the interior naturally cooler in Maui’s warm tropical climate. Two split-system air conditioners provide additional year-round comfort, while the home’s flexible layout lends itself beautifully to everyday island living. Adding even more versatility is the detached ohana, remodeled in 2021 with a new roof and water heater. The separation between the main residence and ohana creates wonderful possibilities for extended family, guests, a home office, additional private living space or rental income. Outside, the expansive grounds and outdoor living areas invite you to embrace the lifestyle Maui is famous for—morning coffee in the fresh island air, relaxed afternoons at home, and evenings spent outdoors under the Maui sky. The large fully fenced lot provides a sense of openness and privacy that can be increasingly difficult to find in South Maui. Maui Meadows is prized for its peaceful residential atmosphere, larger properties, and proximity to the best of South Maui. This private Estate is just minutes from world-famous beaches, Wailea and Kihei restaurants, shopping, championship golf courses, resorts, and countless opportunities to enjoy the ocean and outdoors. Whether you envision a private island retreat or a multi-generational Maui home with space to gather and room to spread out, this home offers a rare combination of location, flexibility, privacy, and the laid-back lifestyle that makes Maui Meadows so special.

818 Kumulani Dr, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

$3,985,000

5 STRUCTURE OCEANFRONT COMPOUND | OFFERED AT $ 3,985,000. An exceptional opportunity to own a private oceanfront estate overlooking breathtaking Waipio Bay in beautiful Huelo. Set behind electronic gates and surrounded by a protective hedge on 2 acres, this fully permitted sanctuary offers the rare combination of privacy, expansive ocean views, multiple living spaces, lush tropical grounds and a remarkable degree of self-sufficiency. The main residence features 4 bedrooms/3 baths, beautiful teak flooring and a Primary Suite spa inspired bathroom with a private entrance to the pool. The Primary Suite entry doors and bed are custom made from Koa Wood, adding to the tropical elegance. A large gazebo next to the main house has a private ocean view deck, shower and spa as your guests will enjoy yoga, stargazing, whale watching or cocktails at sunset with the outdoor lifestyle Maui is known for. A beautifully renovated 2 bedroom/1 bath ohana provides a private retreat for guests, extended family or tenants, with its own patio and spa and expansive ocean views. A 4-car garage includes a 1 bedroom/1 bath apartment with a deck up above. A separate Garden Cottage with a kitchen adds yet another peaceful area for naps, personal seclusion or the perfect artist’s studio. You’ll find an abundance of fruit trees, tropical flowers and a large organic garden with a nearby equipment shed to support the property’s practical side. The grounds are a true delight with a pool and waterfall feature surrounded by mature tropical, low maintenance landscaping. Designed with 2 large capacity water catchment tanks and pump house, propane for hot water and cooking, security system and established hardscape walkways, while only 30 minutes to the airport and Costco. A property of this scale, privacy, oceanfront setting and versatility is rarely offered at this price point. Come experience it in person by appointment through your favorite Realtor.

4 Beds ⋅ 3 Baths ⋅ 410782 MLS ⋅ Fee Simple Tenure

5 STRUCTURE OCEANFRONT COMPOUND | OFFERED AT $ 3,985,000. An exceptional opportunity to own a private oceanfront estate overlooking breathtaking Waipio Bay in beautiful Huelo. Set behind electronic gates and surrounded by a protective hedge on 2 acres, this fully permitted sanctuary offers the rare combination of privacy, expansive ocean views, multiple living spaces, lush tropical grounds and a remarkable degree of self-sufficiency. The main residence features 4 bedrooms/3 baths, beautiful teak flooring and a Primary Suite spa inspired bathroom with a private entrance to the pool. The Primary Suite entry doors and bed are custom made from Koa Wood, adding to the tropical elegance. A large gazebo next to the main house has a private ocean view deck, shower and spa as your guests will enjoy yoga, stargazing, whale watching or cocktails at sunset with the outdoor lifestyle Maui is known for. A beautifully renovated 2 bedroom/1 bath ohana provides a private retreat for guests, extended family or tenants, with its own patio and spa and expansive ocean views. A 4-car garage includes a 1 bedroom/1 bath apartment with a deck up above. A separate Garden Cottage with a kitchen adds yet another peaceful area for naps, personal seclusion or the perfect artist’s studio. You’ll find an abundance of fruit trees, tropical flowers and a large organic garden with a nearby equipment shed to support the property’s practical side. The grounds are a true delight with a pool and waterfall feature surrounded by mature tropical, low maintenance landscaping. Designed with 2 large capacity water catchment tanks and pump house, propane for hot water and cooking, security system and established hardscape walkways, while only 30 minutes to the airport and Costco. A property of this scale, privacy, oceanfront setting and versatility is rarely offered at this price point. Come experience it in person by appointment through your favorite Realtor.

311 Door Of Faith Rd, Haiku

Listing courtesy of Island Sotheby's International Realty(W).

$2,389,000

Sweeping ocean views, recent updates, and ultimate privacy define this custom hillside house and cottage tucked away on a quiet double cul de sac on desirable Kuaua Place in Maui Meadows. This unique property features a nicely refreshed 1,900 square foot main home designed for seamless indoor outdoor island living, alongside a separate detached 676 square foot cottage situated on low maintenance grounds. The main residence offers a flexible 4 bedroom, 3 bathroom layout with exposed beamed ceilings, an open and airy living area, and private lanais on both levels that invite year round sunsets and whale watching. Steps away, the charming 1 bedroom, 1 bath cottage has its own open beamed ceilings and private lanai, making it perfect for guests or rental income. Both dwellings feature split air conditioning. Additionally, the main home features an owned photovoltaic system. Located just minutes from Wailea’s world class beaches, resorts, shopping, and golf, this property offers the absolute best of South Maui living.

4 Beds ⋅ 3 Baths ⋅ 410769 MLS ⋅ Fee Simple Tenure

Sweeping ocean views, recent updates, and ultimate privacy define this custom hillside house and cottage tucked away on a quiet double cul de sac on desirable Kuaua Place in Maui Meadows. This unique property features a nicely refreshed 1,900 square foot main home designed for seamless indoor outdoor island living, alongside a separate detached 676 square foot cottage situated on low maintenance grounds. The main residence offers a flexible 4 bedroom, 3 bathroom layout with exposed beamed ceilings, an open and airy living area, and private lanais on both levels that invite year round sunsets and whale watching. Steps away, the charming 1 bedroom, 1 bath cottage has its own open beamed ceilings and private lanai, making it perfect for guests or rental income. Both dwellings feature split air conditioning. Additionally, the main home features an owned photovoltaic system. Located just minutes from Wailea’s world class beaches, resorts, shopping, and golf, this property offers the absolute best of South Maui living.

3375 Kuaua Pl, Kihei

Listing courtesy of Compass-W.

$1,350,000

For those who value privacy, peace, and a life removed from the busy pace of life, 2480 Upper Kanaio Road offers a rare opportunity to embrace the quiet beauty of Kanaio. Set on approximately 4 acres with expansive ocean views, this private gated property features a remodeled main residence, detached cottage, and a flexible lower-level living area—creating space for family, guests, extended living, or a private retreat. The main home is currently configured with two bedrooms on the primary level, while the lower level functions as a one-bedroom mother-in-law quarters with its own living space and breathtaking ocean views. A detached one-bedroom cottage with loft has also been partially remodeled as of July 2026, offering additional accommodations or creative space. Both residences enjoy sweeping views toward the Pacific and the surrounding natural landscape. Designed for comfortable island living, the main home features a tankless water heater, 33 photovoltaic panels with three Tesla Powerwall batteries, newer kitchen appliances, and thoughtful remodeling throughout. Electric and County water already hooked up. Separate private gated entry provides added privacy for both the main residence and the mother-in-law quarters. Here, the rewards are found beyond the walls of the home: quiet mornings, dramatic ocean horizons, cool trade winds, brilliant sunsets, and star-filled nights far removed from the distractions of urban life. Kanaio offers a rare sense of space and simplicity—where the pace slows, the landscape takes center stage, and the days are measured by nature rather than a schedule. For the buyer seeking something different—privacy over proximity, tranquility over traffic, and the authentic simplicity of rural Maui—this is an opportunity to create your own private sanctuary in one of the island’s most peaceful settings.

3 Beds ⋅ 3 Baths ⋅ 410746 MLS ⋅ Fee Simple Tenure

For those who value privacy, peace, and a life removed from the busy pace of life, 2480 Upper Kanaio Road offers a rare opportunity to embrace the quiet beauty of Kanaio. Set on approximately 4 acres with expansive ocean views, this private gated property features a remodeled main residence, detached cottage, and a flexible lower-level living area—creating space for family, guests, extended living, or a private retreat. The main home is currently configured with two bedrooms on the primary level, while the lower level functions as a one-bedroom mother-in-law quarters with its own living space and breathtaking ocean views. A detached one-bedroom cottage with loft has also been partially remodeled as of July 2026, offering additional accommodations or creative space. Both residences enjoy sweeping views toward the Pacific and the surrounding natural landscape. Designed for comfortable island living, the main home features a tankless water heater, 33 photovoltaic panels with three Tesla Powerwall batteries, newer kitchen appliances, and thoughtful remodeling throughout. Electric and County water already hooked up. Separate private gated entry provides added privacy for both the main residence and the mother-in-law quarters. Here, the rewards are found beyond the walls of the home: quiet mornings, dramatic ocean horizons, cool trade winds, brilliant sunsets, and star-filled nights far removed from the distractions of urban life. Kanaio offers a rare sense of space and simplicity—where the pace slows, the landscape takes center stage, and the days are measured by nature rather than a schedule. For the buyer seeking something different—privacy over proximity, tranquility over traffic, and the authentic simplicity of rural Maui—this is an opportunity to create your own private sanctuary in one of the island’s most peaceful settings.

2480 Upper Kanaio Rd, Kula

Listing courtesy of The Agency Maui.

$1,659,000

Unique on Maui, and nestled in the sought-after Upcountry community of Pukalani, this multi-unit property presents a rare chance to own a plantation style home, inviting cottage, versatile workshop, and two separate flex spaces, all set on over 1/2 acre of fully fenced land. The main residence has just been updated with new interior paint, new vinyl plank flooring, and a revamped kitchen featuring beautiful quartz countertops. It is move-in ready with a bright, clean, fresh feel. Enjoy panoramic views of Haleakala and the West Maui Mountains by day and town lights by night as you unwind in the backyard fire pit area. Two strategically positioned flex space studios offer options for a home office, studio, extra storage, or a small business. The layout ensures privacy with generous spacing between the main house, cottage, and workshop, making it ideal for multi-generational living or rental opportunities. There's also potential for a CPR, offering added flexibility for future development or investment. Situated in one of Maui's most ideal climates, this property is minutes away from multiple schools, community parks, boutique shopping, a local golf course, and variety of favorite dining spots. Truly a must-see opportunity that cannot be fully appreciated from a drive-by. Please schedule a private tour through your realtor today.

3 Beds ⋅ 2 Baths ⋅ 410729 MLS ⋅ Fee Simple Tenure

Unique on Maui, and nestled in the sought-after Upcountry community of Pukalani, this multi-unit property presents a rare chance to own a plantation style home, inviting cottage, versatile workshop, and two separate flex spaces, all set on over 1/2 acre of fully fenced land. The main residence has just been updated with new interior paint, new vinyl plank flooring, and a revamped kitchen featuring beautiful quartz countertops. It is move-in ready with a bright, clean, fresh feel. Enjoy panoramic views of Haleakala and the West Maui Mountains by day and town lights by night as you unwind in the backyard fire pit area. Two strategically positioned flex space studios offer options for a home office, studio, extra storage, or a small business. The layout ensures privacy with generous spacing between the main house, cottage, and workshop, making it ideal for multi-generational living or rental opportunities. There's also potential for a CPR, offering added flexibility for future development or investment. Situated in one of Maui's most ideal climates, this property is minutes away from multiple schools, community parks, boutique shopping, a local golf course, and variety of favorite dining spots. Truly a must-see opportunity that cannot be fully appreciated from a drive-by. Please schedule a private tour through your realtor today.

190 Aliiolani St, Pukalani

Listing courtesy of Compass-W.

$1,050,000

19 Kameeui Place offers something a finished home cannot: the freedom to build on Maui's West Side, your way. This 10,942 square foot (0.25 acre) R-3 lot sits in Honokowai, north of Kaanapali, and comes with two legally permitted dwellings and county water, sewer, and electric already connected to the site. R-3 zoning allows for up to three dwellings on the lot. With two already permitted, there is room to shape the property around your own vision. Retain and renovate some of the existing improvements, renovate one structure to live in while you build the rest at your own pace, design and build a new primary home, or add a third dwelling such as an ohana or guest house. The two existing structures total 1,512 square feet: a 912 square foot dwelling and a separate 600 square foot dwelling. The front structure is likely not habitable, and the rear structure is in poor condition. Both are legally permitted, giving an investor, contractor, or creative buyer a head start a bare lot does not offer. How much of that head start you use is up to you. Offered fee simple and sold strictly as-is, this is an opportunity for a buyer who sees value not only in the land, but in what it can become. Buyer and buyer's agent to verify all zoning, permitting, utilities, flood designation, and development options with the County of Maui prior to offer.

3 Beds ⋅ 1 Baths ⋅ 410695 MLS ⋅ Fee Simple Tenure

19 Kameeui Place offers something a finished home cannot: the freedom to build on Maui's West Side, your way. This 10,942 square foot (0.25 acre) R-3 lot sits in Honokowai, north of Kaanapali, and comes with two legally permitted dwellings and county water, sewer, and electric already connected to the site. R-3 zoning allows for up to three dwellings on the lot. With two already permitted, there is room to shape the property around your own vision. Retain and renovate some of the existing improvements, renovate one structure to live in while you build the rest at your own pace, design and build a new primary home, or add a third dwelling such as an ohana or guest house. The two existing structures total 1,512 square feet: a 912 square foot dwelling and a separate 600 square foot dwelling. The front structure is likely not habitable, and the rear structure is in poor condition. Both are legally permitted, giving an investor, contractor, or creative buyer a head start a bare lot does not offer. How much of that head start you use is up to you. Offered fee simple and sold strictly as-is, this is an opportunity for a buyer who sees value not only in the land, but in what it can become. Buyer and buyer's agent to verify all zoning, permitting, utilities, flood designation, and development options with the County of Maui prior to offer.

19 Kameeui Pl, Lahaina

Listing courtesy of Keller Williams Realty Maui-Ka.

$4,650,000

Experience classic plantation style charm blended with modern island living at this stunning oceanfront residence on Halama Street. Set on a gated and private .46 acre lot, this home captures the essence of Maui with refreshing ocean breezes, sweeping multi island views, and direct oceanfront access right outside your door. The main residence is sold fully furnished and designed for effortless comfort, while the detached ohana offers flexibility for guests, extended family, or an onsite caretaker. A sparkling in ground pool surrounded by lush island landscaping creates the perfect setting for relaxation and entertaining. From sunrise to sunset, enjoy the ultimate Maui lifestyle in a home that combines timeless character with tropical tranquility. Make 1656 Halama Street your personal Maui oasis. A new asphalt shingle roof is scheduled for completion in September 2026.

4 Beds ⋅ 3 Baths ⋅ 410691 MLS ⋅ Fee Simple Tenure

Experience classic plantation style charm blended with modern island living at this stunning oceanfront residence on Halama Street. Set on a gated and private .46 acre lot, this home captures the essence of Maui with refreshing ocean breezes, sweeping multi island views, and direct oceanfront access right outside your door. The main residence is sold fully furnished and designed for effortless comfort, while the detached ohana offers flexibility for guests, extended family, or an onsite caretaker. A sparkling in ground pool surrounded by lush island landscaping creates the perfect setting for relaxation and entertaining. From sunrise to sunset, enjoy the ultimate Maui lifestyle in a home that combines timeless character with tropical tranquility. Make 1656 Halama Street your personal Maui oasis. A new asphalt shingle roof is scheduled for completion in September 2026.

1656 Halama St, Kihei

Listing courtesy of Compass-W.

$1,549,000

HEAVENLY HANA AWAITS! Nestled in a peaceful, private setting just minutes from Hana town, this beautiful home and separate cottage offer a rare blend of tropical serenity, comfort, and convenience. The main home features a treetop-inspired setting with an expansive deck, abundant windows, open living spaces, and lush tropical views. The spacious kitchen includes granite countertops, rich wood cabinetry, and a gas range. The primary suite offers a walk-in closet and spa-like en-suite bath with double sinks, a large shower, and separate soaking tub. Downstairs, flexible space provides storage, covered parking, or room for entertaining. The level yard is surrounded by mature fruit trees and tropical landscaping, with ample space to create an outdoor oasis or add a pool. The charming separate cottage includes an oversized covered porch and a comfortable 2-bedroom, 1-bath layout—perfect for guests, extended family, or additional living space. Near Hana town, pristine beaches, and Hana Airport, this property delivers privacy and timeless Old Hawaii charm with everyday convenience. Experience the special lifestyle that makes Hana one of Maui’s most treasured places.

2 Beds ⋅ 2 Baths ⋅ 410684 MLS ⋅ Fee Simple Tenure

HEAVENLY HANA AWAITS! Nestled in a peaceful, private setting just minutes from Hana town, this beautiful home and separate cottage offer a rare blend of tropical serenity, comfort, and convenience. The main home features a treetop-inspired setting with an expansive deck, abundant windows, open living spaces, and lush tropical views. The spacious kitchen includes granite countertops, rich wood cabinetry, and a gas range. The primary suite offers a walk-in closet and spa-like en-suite bath with double sinks, a large shower, and separate soaking tub. Downstairs, flexible space provides storage, covered parking, or room for entertaining. The level yard is surrounded by mature fruit trees and tropical landscaping, with ample space to create an outdoor oasis or add a pool. The charming separate cottage includes an oversized covered porch and a comfortable 2-bedroom, 1-bath layout—perfect for guests, extended family, or additional living space. Near Hana town, pristine beaches, and Hana Airport, this property delivers privacy and timeless Old Hawaii charm with everyday convenience. Experience the special lifestyle that makes Hana one of Maui’s most treasured places.

143 Alalele Pl, Hana

Listing courtesy of Keller Williams Realty Maui-Ki.

$4,995,000

OCEANFRONT LIVING, NORTH SHORE STYLE. Some oceanfront homes give you a view. This one makes the ocean part of everyday life. Set beside Tavares Bay, just minutes east of Paia, 465 & 467 Hana Hwy combine an oceanfront main residence, private guest cottage and additional approx. 6,000 SF adjacent parcel into one exceptional North Shore retreat. From the moment you enter, the Pacific draws you through the home, filling the living and dining spaces with blue water, horizon and light. The Pacific is the backdrop, the surf is the soundtrack, and the home creates an effortless connection between indoor and outdoor living. Treasured as the owner’s retreat for over twenty years, the light-filled, furnished, single-level main residence offers 2,072 sq. ft. with 3 bedrooms and 2 baths. Imagine waking to the sea and ending the day to the gentle lull of the waves. Vaulted natural wood ceilings, crisp white enameled beams and travertine floors create a warm, natural palette throughout the home, complemented by granite counters, soft-close cabinetry, stainless-steel appliances and central A/C. Renovated in approximately 2004 and updated in 2018, expansive windows keep the ocean ever present throughout the home. The ocean-facing primary suite opens to a private outdoor seating area. Its spacious en-suite bath features a walk-in closet, floor-to-ceiling stone-tiled open shower, private outdoor shower and soaking tub. Outside, the grounds have been artfully nurtured over time. Mature tropical landscaping, including ginger, heliconia, plumeria and abundant foliage, creates privacy and the feeling of an established Hawaiian garden. Panoramic Pacific, West Maui Mountain, Molokai and Sunset Color views surround the property. Here, the ocean becomes part of the rhythm of the day. Look toward Tavares Bay to see what the swell is bringing, head down to the beach, or simply stay home and watch the ocean change throughout the day. A separate guest cottage, thoughtfully divided into two independent studio accommodations, adds another dimension to the property. Studio One features a wet bar and full bathroom, while Studio Two includes a full kitchen and full bathroom. The cottage creates inviting possibilities for guests or extended family while maintaining comfortable separation from the main residence. Together, the two parcels total 18,988 sq. ft., nearly half an acre adjacent to Tavares Bay. The included adjacent vacant parcel has its own water meter and expands the possibilities of the property, offering additional space to shape it around your own vision for the future. Two parcels. A private guest cottage. Nearly half an acre beside Tavares Bay. Thoughtfully established tropical grounds. And at the heart of it all, a home where the Pacific is part of how you live.

3 Beds ⋅ 2 Baths ⋅ 410634 MLS ⋅ Fee Simple Tenure

OCEANFRONT LIVING, NORTH SHORE STYLE. Some oceanfront homes give you a view. This one makes the ocean part of everyday life. Set beside Tavares Bay, just minutes east of Paia, 465 & 467 Hana Hwy combine an oceanfront main residence, private guest cottage and additional approx. 6,000 SF adjacent parcel into one exceptional North Shore retreat. From the moment you enter, the Pacific draws you through the home, filling the living and dining spaces with blue water, horizon and light. The Pacific is the backdrop, the surf is the soundtrack, and the home creates an effortless connection between indoor and outdoor living. Treasured as the owner’s retreat for over twenty years, the light-filled, furnished, single-level main residence offers 2,072 sq. ft. with 3 bedrooms and 2 baths. Imagine waking to the sea and ending the day to the gentle lull of the waves. Vaulted natural wood ceilings, crisp white enameled beams and travertine floors create a warm, natural palette throughout the home, complemented by granite counters, soft-close cabinetry, stainless-steel appliances and central A/C. Renovated in approximately 2004 and updated in 2018, expansive windows keep the ocean ever present throughout the home. The ocean-facing primary suite opens to a private outdoor seating area. Its spacious en-suite bath features a walk-in closet, floor-to-ceiling stone-tiled open shower, private outdoor shower and soaking tub. Outside, the grounds have been artfully nurtured over time. Mature tropical landscaping, including ginger, heliconia, plumeria and abundant foliage, creates privacy and the feeling of an established Hawaiian garden. Panoramic Pacific, West Maui Mountain, Molokai and Sunset Color views surround the property. Here, the ocean becomes part of the rhythm of the day. Look toward Tavares Bay to see what the swell is bringing, head down to the beach, or simply stay home and watch the ocean change throughout the day. A separate guest cottage, thoughtfully divided into two independent studio accommodations, adds another dimension to the property. Studio One features a wet bar and full bathroom, while Studio Two includes a full kitchen and full bathroom. The cottage creates inviting possibilities for guests or extended family while maintaining comfortable separation from the main residence. Together, the two parcels total 18,988 sq. ft., nearly half an acre adjacent to Tavares Bay. The included adjacent vacant parcel has its own water meter and expands the possibilities of the property, offering additional space to shape it around your own vision for the future. Two parcels. A private guest cottage. Nearly half an acre beside Tavares Bay. Thoughtfully established tropical grounds. And at the heart of it all, a home where the Pacific is part of how you live.

465 & 467 Hana Hwy, Paia

Listing courtesy of Maui Real Estate Advisors LLC.

$1,385,000

Aloha and welcome to 12 Nohokai St, a corner lot on the sunny side of South Maui! Multi-living options on a large lot with the potential to expand. The large lot and layout of the property exude a relaxed and spacious feel. The location of the property is well desired as it's across the street from Yee's Orchards, a block away from McDonald's, schools, shopping, dining out, a gym, Kihei Aquatic Center and oh yeah, don't forget the beach! The property has been well taken care of over the years! The main house has 3 bedroom, 2 baths with a large carport. There is a separate laundry room and a storage room off the carport. The main house was remodeled in 2024 with Formica countertops, wood cabinets, newer appliances and luxurious vinyl plank flooring. The detached cottage has 2 bedrooms with 1 bath and was remodeled in 2022. Each dwelling has their own driveways. If you're looking for a place to live and or an investment property, 12 Nohokai St is one to see! Added bonus!! This property is designated Business Community Plan. A relative of the Sellers holds an Active Hawaii Real Estate license. Buyer(s) to participate in Sellers 1031 Exchange at no cost to the Buyer(s). *Attention investors! Sellers are also selling the adjacent lot, 1164 S.Kihei Rd MLS #410589. Combined the two lots total 5 rental units on 23,714 sqft or 0.5444 acres. The property generates great rental income and is designated “Business/Commercial” on the Kihei Community Plan, opening up many possibilities for future development.

3 Beds ⋅ 2 Baths ⋅ 410591 MLS ⋅ Fee Simple Tenure

Aloha and welcome to 12 Nohokai St, a corner lot on the sunny side of South Maui! Multi-living options on a large lot with the potential to expand. The large lot and layout of the property exude a relaxed and spacious feel. The location of the property is well desired as it's across the street from Yee's Orchards, a block away from McDonald's, schools, shopping, dining out, a gym, Kihei Aquatic Center and oh yeah, don't forget the beach! The property has been well taken care of over the years! The main house has 3 bedroom, 2 baths with a large carport. There is a separate laundry room and a storage room off the carport. The main house was remodeled in 2024 with Formica countertops, wood cabinets, newer appliances and luxurious vinyl plank flooring. The detached cottage has 2 bedrooms with 1 bath and was remodeled in 2022. Each dwelling has their own driveways. If you're looking for a place to live and or an investment property, 12 Nohokai St is one to see! Added bonus!! This property is designated Business Community Plan. A relative of the Sellers holds an Active Hawaii Real Estate license. Buyer(s) to participate in Sellers 1031 Exchange at no cost to the Buyer(s). *Attention investors! Sellers are also selling the adjacent lot, 1164 S.Kihei Rd MLS #410589. Combined the two lots total 5 rental units on 23,714 sqft or 0.5444 acres. The property generates great rental income and is designated “Business/Commercial” on the Kihei Community Plan, opening up many possibilities for future development.

12 Nohokai St, Kihei

Listing courtesy of Keller Williams Realty Maui-Ka.

$1,295,000

Aloha and welcome to 1164 S.Kihei Rd on the sunny south side of Maui! Multi-living options on a large lot with the potential to expand. The large lot and layout of the property exude a relaxed and spacious feel. Great location of S.Kihei Rd, across the street from Yee's Orchards, a block away from McDonald's, shopping, dining out, schools, a gym, Kihei Aquatic Center and oh yeah, don't forget the beach! The property has been well taken care of over the years! The main house has 3 bedrooms with 2 baths, today it is utilized as 2 bedrooms with 1 bath and a 1 bedroom with 1 bath (size of a studio). The main house was remodeled in 2023 with Quartz countertops, wood cabinets, and luxurious vinyl plank flooring. The detached cottage has 2 bedrooms with 1 bath. The cottage was remodeled in 2022 with granite countertops, wood cabinets and luxurious vinyl plank flooring. The property offers lots of space for parking and each dwelling has their own covered carport. The yard is easy to maintain too! If you're looking for a place to live and or an investment property, 1164 S.Kihei Rd is one to see! Added bonus, his property is designated Business Community Plan. Licensed Hawaii Real Estate agent is part owner. Buyer(s) to participate in Sellers 1031 Exchange at no cost to the Buyer(s). *Attention investors! Sellers are also selling the adjacent lot, 12 Nohokai St. MLS # 410591. Combined the two lots total 5 rental units on 23,714 sqft or 0.5444 acres. The property generates great rental income and is designated “Business/Commercial” on the Kihei Community Plan, opening up many possibilities for future development.

3 Beds ⋅ 2 Baths ⋅ 410589 MLS ⋅ Fee Simple Tenure

Aloha and welcome to 1164 S.Kihei Rd on the sunny south side of Maui! Multi-living options on a large lot with the potential to expand. The large lot and layout of the property exude a relaxed and spacious feel. Great location of S.Kihei Rd, across the street from Yee's Orchards, a block away from McDonald's, shopping, dining out, schools, a gym, Kihei Aquatic Center and oh yeah, don't forget the beach! The property has been well taken care of over the years! The main house has 3 bedrooms with 2 baths, today it is utilized as 2 bedrooms with 1 bath and a 1 bedroom with 1 bath (size of a studio). The main house was remodeled in 2023 with Quartz countertops, wood cabinets, and luxurious vinyl plank flooring. The detached cottage has 2 bedrooms with 1 bath. The cottage was remodeled in 2022 with granite countertops, wood cabinets and luxurious vinyl plank flooring. The property offers lots of space for parking and each dwelling has their own covered carport. The yard is easy to maintain too! If you're looking for a place to live and or an investment property, 1164 S.Kihei Rd is one to see! Added bonus, his property is designated Business Community Plan. Licensed Hawaii Real Estate agent is part owner. Buyer(s) to participate in Sellers 1031 Exchange at no cost to the Buyer(s). *Attention investors! Sellers are also selling the adjacent lot, 12 Nohokai St. MLS # 410591. Combined the two lots total 5 rental units on 23,714 sqft or 0.5444 acres. The property generates great rental income and is designated “Business/Commercial” on the Kihei Community Plan, opening up many possibilities for future development.

1164 S Kihei Rd, Kihei

Listing courtesy of Keller Williams Realty Maui-Ka.

$2,100,000

Discover a rare property offering flexibility, privacy, and strong income potential. Situated on approximately 2 acres of agriculturally zoned land in Haiku, this unique estate features multiple dwellings—ideal for multi-generational living or rental use. Conveniently located just a short drive to Haiku Town, Makawao, the North Shore, and world-renowned surf at Ho‘okipa and Paia. The main residence offers 5 bedrooms, 3 bathrooms, and a 1-car garage with its own private yard. A second home includes 4 bedrooms, 3 bathrooms, and a 1-car garage, thoughtfully positioned to provide separation and privacy, with multiple private entrances for flexible use. At the rear of the property is an original plantation-style home with 4 bedrooms and 1 bathroom, along with an additional structure featuring expansive floor-to-ceiling glass panels—ideal for an office, studio, or creative workspace with mountain views. The grounds feature a variety of tropical fruit trees, including mango, mountain apple, loquat, lychee, and avocado, along with bamboo, palms, and flowering plants such as ginger and gardenia. There is ample space for farming, gardening, or future improvements. Additional features include two water meters, one cesspool, and one septic system. A versatile property with multiple use options. Contact your Realtor today to schedule a private showing

5 Beds ⋅ 3 Baths ⋅ 410578 MLS ⋅ Fee Simple Tenure

Discover a rare property offering flexibility, privacy, and strong income potential. Situated on approximately 2 acres of agriculturally zoned land in Haiku, this unique estate features multiple dwellings—ideal for multi-generational living or rental use. Conveniently located just a short drive to Haiku Town, Makawao, the North Shore, and world-renowned surf at Ho‘okipa and Paia. The main residence offers 5 bedrooms, 3 bathrooms, and a 1-car garage with its own private yard. A second home includes 4 bedrooms, 3 bathrooms, and a 1-car garage, thoughtfully positioned to provide separation and privacy, with multiple private entrances for flexible use. At the rear of the property is an original plantation-style home with 4 bedrooms and 1 bathroom, along with an additional structure featuring expansive floor-to-ceiling glass panels—ideal for an office, studio, or creative workspace with mountain views. The grounds feature a variety of tropical fruit trees, including mango, mountain apple, loquat, lychee, and avocado, along with bamboo, palms, and flowering plants such as ginger and gardenia. There is ample space for farming, gardening, or future improvements. Additional features include two water meters, one cesspool, and one septic system. A versatile property with multiple use options. Contact your Realtor today to schedule a private showing

2615 Kaupakalua Rd, Haiku

Listing courtesy of Royal Realty LLC.

$15,000,000

Experience the relaxed beauty of the Hawaiian lifestyle in this special West Maui oceanfront estate. Set on two acres of lush, naturally landscaped grounds within a small gated oceanfront community, this tropical paradise offers a rare combination of space, comfort, privacy, and authentic indoor-outdoor island living. The 3-bedroom, 3.5-bath main home is warm, open, and designed to embrace Maui’s natural surroundings. Cathedral ceilings, polished concrete floors, and open living spaces invite the ocean breeze indoors. The gourmet kitchen features high-end appliances and flows naturally to the covered lanai, creating an inviting setting for morning coffee, sunset dinners, & gatherings with family and friends. Each bedroom offers its own en-suite bathroom and private enclosed outdoor shower—a quintessential Hawaiian touch that brings you closer to nature. Outside, the resort-style pool with cascading waterfall creates a peaceful retreat, while the Pacific Ocean provides a beautiful backdrop. A separate 2-bedroom, 1-bath ohana offers comfortable space for visiting family & friends. Features include a gated entry, photovoltaic solar system with Tesla battery storage, 3-car garage, additional storage for kayaks, surfboards, and other ocean gear. A true Maui home where ocean, nature, family, and the laid-back Hawaiian lifestyle come together.

3 Beds ⋅ 4 Baths ⋅ 410537 MLS ⋅ Fee Simple Tenure

Experience the relaxed beauty of the Hawaiian lifestyle in this special West Maui oceanfront estate. Set on two acres of lush, naturally landscaped grounds within a small gated oceanfront community, this tropical paradise offers a rare combination of space, comfort, privacy, and authentic indoor-outdoor island living. The 3-bedroom, 3.5-bath main home is warm, open, and designed to embrace Maui’s natural surroundings. Cathedral ceilings, polished concrete floors, and open living spaces invite the ocean breeze indoors. The gourmet kitchen features high-end appliances and flows naturally to the covered lanai, creating an inviting setting for morning coffee, sunset dinners, & gatherings with family and friends. Each bedroom offers its own en-suite bathroom and private enclosed outdoor shower—a quintessential Hawaiian touch that brings you closer to nature. Outside, the resort-style pool with cascading waterfall creates a peaceful retreat, while the Pacific Ocean provides a beautiful backdrop. A separate 2-bedroom, 1-bath ohana offers comfortable space for visiting family & friends. Features include a gated entry, photovoltaic solar system with Tesla battery storage, 3-car garage, additional storage for kayaks, surfboards, and other ocean gear. A true Maui home where ocean, nature, family, and the laid-back Hawaiian lifestyle come together.

49 Kuahulu Pl Unit Lot 4-C, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$20,500,000

Welcome to the quintessential Maui oceanfront estate, ideally situated on Keawakapu Beach—widely regarded as one of Maui’s most beautiful stretches of sand. This timeless Hawaiian residence embraces its unrivaled setting with approximately 2,500 square feet of covered outdoor living space, perfectly suited for beachfront lounging and entertaining. Designed with architectural integrity and island sensibility, the home features traditional Dickey rooflines topped with black glazed tiles imported from Japan. A electronic gate opens into a private, walled compound that includes the main residence, a detached two-bedroom guest cottage (Ohana), a two-car garage with workshop, and a beautifully landscaped courtyard with a pool and spa. The single level main home offers soaring 16 foot ceilings in the great room with a working fireplace serving as the centerpiece, complemented by an open-concept kitchen and expansive glass walls that frame breathtaking ocean views while preserving privacy. The main residence includes three bedrooms and four bathrooms, all designed with ease of access and comfort in mind. The detached two-bedroom, one-bath Ohana is finished to the same high standard, ideal for visiting family or guests. Set on 0.8 acres, the estate flows seamlessly from lush lawn to the beach, where a protective lava rock point cradles the property and collects soft white sand along this dramatic, crescent-shaped shoreline—one of the largest and most coveted on the island. A rare opportunity to own a true legacy property on Maui’s finest beachfront. **Disclosure** Some pictures have been Virtually Re-Staged and noted.

3 Beds ⋅ 4 Baths ⋅ 410482 MLS ⋅ Fee Simple Tenure

Welcome to the quintessential Maui oceanfront estate, ideally situated on Keawakapu Beach—widely regarded as one of Maui’s most beautiful stretches of sand. This timeless Hawaiian residence embraces its unrivaled setting with approximately 2,500 square feet of covered outdoor living space, perfectly suited for beachfront lounging and entertaining. Designed with architectural integrity and island sensibility, the home features traditional Dickey rooflines topped with black glazed tiles imported from Japan. A electronic gate opens into a private, walled compound that includes the main residence, a detached two-bedroom guest cottage (Ohana), a two-car garage with workshop, and a beautifully landscaped courtyard with a pool and spa. The single level main home offers soaring 16 foot ceilings in the great room with a working fireplace serving as the centerpiece, complemented by an open-concept kitchen and expansive glass walls that frame breathtaking ocean views while preserving privacy. The main residence includes three bedrooms and four bathrooms, all designed with ease of access and comfort in mind. The detached two-bedroom, one-bath Ohana is finished to the same high standard, ideal for visiting family or guests. Set on 0.8 acres, the estate flows seamlessly from lush lawn to the beach, where a protective lava rock point cradles the property and collects soft white sand along this dramatic, crescent-shaped shoreline—one of the largest and most coveted on the island. A rare opportunity to own a true legacy property on Maui’s finest beachfront. **Disclosure** Some pictures have been Virtually Re-Staged and noted.

3146 S Kihei Rd, Kihei

Listing courtesy of Hawaii Life (W).

$26,000,000

What can money buy that time can't? Six years of thoughtful planning, design, construction, and mature landscaping, ready today. Spanning 4.35 acres across two adjoining parcels, including a rare buildable two-acre lot, 215 & 217 Plantation Club Dr. is a wellness retreat for those who value privacy, health, and the freedom to disconnect. Perched 325 feet above sea level in a lush West Maui microclimate and sited according to Chinese feng shui principles, the estate captures panoramic views of Moloka'i, Lana'i, and the Au'au Channel, where humpback whales winter and calve. Across the road is Honolua Bay, Maui's iconic surf break, with the Plantation Golf Course 200 yards away. Recovery is built into the architecture. The primary suite features a 15-foot rain shower and soaking tub, while the pool house includes a Pilates studio and aromatherapy steam shower. Outside, a heated 22-by-60-foot saltwater pool, spa, and cold plunge create a daily ritual of restoration. This isn't a house with amenities. It's a private wellness compound with bedrooms attached. More than 90 fruit trees across 16-plus varieties are irrigated by a private cistern, complemented by an outdoor kitchen with a wood-fired pizza oven. A detached five-car garage with high-lift doors accommodates 10 vehicles. Fully furnished in Plantation Estates near Kapalua Resort, beaches, golf, and dining. Offered below replacement cost - an opportunity that can't be recreated today.

4 Beds ⋅ 5 Baths ⋅ 410474 MLS ⋅ Fee Simple Tenure

What can money buy that time can't? Six years of thoughtful planning, design, construction, and mature landscaping, ready today. Spanning 4.35 acres across two adjoining parcels, including a rare buildable two-acre lot, 215 & 217 Plantation Club Dr. is a wellness retreat for those who value privacy, health, and the freedom to disconnect. Perched 325 feet above sea level in a lush West Maui microclimate and sited according to Chinese feng shui principles, the estate captures panoramic views of Moloka'i, Lana'i, and the Au'au Channel, where humpback whales winter and calve. Across the road is Honolua Bay, Maui's iconic surf break, with the Plantation Golf Course 200 yards away. Recovery is built into the architecture. The primary suite features a 15-foot rain shower and soaking tub, while the pool house includes a Pilates studio and aromatherapy steam shower. Outside, a heated 22-by-60-foot saltwater pool, spa, and cold plunge create a daily ritual of restoration. This isn't a house with amenities. It's a private wellness compound with bedrooms attached. More than 90 fruit trees across 16-plus varieties are irrigated by a private cistern, complemented by an outdoor kitchen with a wood-fired pizza oven. A detached five-car garage with high-lift doors accommodates 10 vehicles. Fully furnished in Plantation Estates near Kapalua Resort, beaches, golf, and dining. Offered below replacement cost - an opportunity that can't be recreated today.

215 Plantation Club Dr, Lahaina

Listing courtesy of Compass-W.

$1,445,000

Located along a quiet cul-de-sac at the edge of Wailea, this two-home property is a blend of resort proximity and easygoing island living. Just steps from the white sand of Keawakapu Beach, this south Kihei setting is one of Maui's most coveted stretches of coastline. This 3 bedroom, 3 bathroom residence has high ceilings and a fully detached cottage with its own private yard — a configuration built for extended family, rental income, or simply room to breathe. Step inside the main home and the great room opens up beneath soaring ceilings, where natural light pours across an open floor plan. Thoughtful recent updates include new appliances in the house and cottage. The primary suite indulges with an oversized jacuzzi tub and dual vanities, a quiet retreat after a day at the beach. Outside, life shifts to the lanai — spacious, covered, and made for entertaining, with a built-in barbecue area ready for sunset gatherings. A stately Royal Poinciana tree anchors the beautifully landscaped yard in cooling shade, while the two-car garage keeps boards, bikes, and beach gear neatly out of sight. The detached cottage is its own quiet escape. PV solar keeps energy costs down. The mature landscaping makes one feel connected to nature. Two homes. One address. All of South Maui's best, right outside the door.

3 Beds ⋅ 3 Baths ⋅ 410473 MLS ⋅ Fee Simple Tenure

Located along a quiet cul-de-sac at the edge of Wailea, this two-home property is a blend of resort proximity and easygoing island living. Just steps from the white sand of Keawakapu Beach, this south Kihei setting is one of Maui's most coveted stretches of coastline. This 3 bedroom, 3 bathroom residence has high ceilings and a fully detached cottage with its own private yard — a configuration built for extended family, rental income, or simply room to breathe. Step inside the main home and the great room opens up beneath soaring ceilings, where natural light pours across an open floor plan. Thoughtful recent updates include new appliances in the house and cottage. The primary suite indulges with an oversized jacuzzi tub and dual vanities, a quiet retreat after a day at the beach. Outside, life shifts to the lanai — spacious, covered, and made for entertaining, with a built-in barbecue area ready for sunset gatherings. A stately Royal Poinciana tree anchors the beautifully landscaped yard in cooling shade, while the two-car garage keeps boards, bikes, and beach gear neatly out of sight. The detached cottage is its own quiet escape. PV solar keeps energy costs down. The mature landscaping makes one feel connected to nature. Two homes. One address. All of South Maui's best, right outside the door.

221 Mahie Pl, Kihei

Listing courtesy of Hawaii Life (W).

$2,700,000

This phenomenal slice of paradise was appraised for $2,700,000.00 (Listed price), in July 2026. It consists of 5.05 Splendid acres on an AG Zoned parcel, in the heart of Haiku. Emerald green pastures dotted with various fruit trees, flowers, and room for horses, sheep, goats, chickens, etc. This Legacy property is as close to heaven on earth, as can be. The owner/ builder imagined everything with a purpose, and it shows in the quality upgrades throughout the Main home and property. Lychee, coconut, mango, mountain apples, and avocado trees are a few of the trees that frame the acreage, and make for wonderful eating. The Lychee were planted so that they would stagger bloom every other year. The flowers are a variety of Hibiscus, Gardenias, and several other fragrant, and tropical treasures!! The farm also features a small barn, and extra tool shed. Construction includes vaulted ceilings, a large covered exterior living area, featuring a kitchen, great space to watch sports, and large windows taking in the verdant lawns, in addition, another fabulous wrap around lanais, with yet another barbeque covered lanais. This owner built main home, boasts everything you need to run a farm/ranch, and then some. The 4064 sq. ft., Main home is a large single- story home, constructed on post and piers. The home is on a slight hillside, permitting for a large under- home work shop, providing both power, and water, as well as an extra half bath, for the workers. Main home features multi-generation living. It boasts 2 large kitchens, 3 En Suite Bedrooms, an extra full, and half bath, a media room, library, a large den, formal full bar, and separate office. All the bedrooms are equipped with TV access. Included are several large aquariums, which will remain in the main home. The sellers have installed an electric gate for access to the main home. There is a separate entrance to the cottages. There are also two fully permitted 1000 square foot, 3 bed 2 bath - cottages. One of the cottages features a 2-car garage. These cottages are tenant occupied, and are now rented on a month- to- month basis. The main home, and one of the cottages are equipped with Photo voltaic panels. The property is on one water, and electric meter. Qualified buyers may arrange to view the property, keeping in mind, that a 48 hour -notice is required to view the Ohanas. The property is being sold AS IS. The current Owner/Trustee was not on site when the property was built. The Trustee who built it, passed away in 2016, so Seller’s Disclosure will be limited.

3 Beds ⋅ 5 Baths ⋅ 410469 MLS ⋅ Fee Simple Tenure

This phenomenal slice of paradise was appraised for $2,700,000.00 (Listed price), in July 2026. It consists of 5.05 Splendid acres on an AG Zoned parcel, in the heart of Haiku. Emerald green pastures dotted with various fruit trees, flowers, and room for horses, sheep, goats, chickens, etc. This Legacy property is as close to heaven on earth, as can be. The owner/ builder imagined everything with a purpose, and it shows in the quality upgrades throughout the Main home and property. Lychee, coconut, mango, mountain apples, and avocado trees are a few of the trees that frame the acreage, and make for wonderful eating. The Lychee were planted so that they would stagger bloom every other year. The flowers are a variety of Hibiscus, Gardenias, and several other fragrant, and tropical treasures!! The farm also features a small barn, and extra tool shed. Construction includes vaulted ceilings, a large covered exterior living area, featuring a kitchen, great space to watch sports, and large windows taking in the verdant lawns, in addition, another fabulous wrap around lanais, with yet another barbeque covered lanais. This owner built main home, boasts everything you need to run a farm/ranch, and then some. The 4064 sq. ft., Main home is a large single- story home, constructed on post and piers. The home is on a slight hillside, permitting for a large under- home work shop, providing both power, and water, as well as an extra half bath, for the workers. Main home features multi-generation living. It boasts 2 large kitchens, 3 En Suite Bedrooms, an extra full, and half bath, a media room, library, a large den, formal full bar, and separate office. All the bedrooms are equipped with TV access. Included are several large aquariums, which will remain in the main home. The sellers have installed an electric gate for access to the main home. There is a separate entrance to the cottages. There are also two fully permitted 1000 square foot, 3 bed 2 bath - cottages. One of the cottages features a 2-car garage. These cottages are tenant occupied, and are now rented on a month- to- month basis. The main home, and one of the cottages are equipped with Photo voltaic panels. The property is on one water, and electric meter. Qualified buyers may arrange to view the property, keeping in mind, that a 48 hour -notice is required to view the Ohanas. The property is being sold AS IS. The current Owner/Trustee was not on site when the property was built. The Trustee who built it, passed away in 2016, so Seller’s Disclosure will be limited.

1525 Kaupakalua Rd, Haiku

Listing courtesy of Coldwell Banker Island Prop-KP.

$13,300,000

33 Hana Highway | An Iconic Legacy Estate on Maui's North Shore There are properties that come to market, and there are properties that define a coastline. Welcome to 33 Hana Highway, an extraordinary beachfront estate in the heart of Paia, offering an exceptionally rare 145 linear feet of pristine white sand beach frontage along one of Maui's most celebrated shorelines. Offered at its July 2026 appraised valued of $13,300,000, this is more than a home—it is an irreplaceable legacy estate where the true luxury lies in the land, the shoreline, and the privilege of ownership. With an unparalleled connection to the Pacific, the residence embraces the timeless character of Maui's North Shore. Thoughtfully designed to complement its spectacular setting, the home captures the relaxed elegance that has long defined Paia—a place where sophistication is measured not by excess, but by authenticity, privacy, and an effortless indoor-outdoor lifestyle. Expansive lanais, light-filled living spaces, and panoramic ocean vistas invite year-round entertaining, quiet reflection, and unforgettable gatherings with family and friends. Beyond the residence, the grounds unfold into a remarkable oceanfront sanctuary framed by mature tropical landscaping, generous lawn areas, and direct access to an expansive stretch of soft white sand. With 145 feet of linear beachfront, the property commands a presence that is increasingly impossible to replicate. This remarkable shoreline offers an extraordinary sense of space, privacy, and permanence rarely found in Hawaii's oceanfront market. Located just moments from the vibrant charm of Paia Town, owners enjoy effortless access to award-winning restaurants, artisan boutiques, renowned galleries, world-class surfing, and the relaxed rhythm that has made Maui's North Shore one of the world's most desirable coastal destinations. Here, every day begins with sunrise over the Pacific and ends with the sound of waves meeting the shore. Properties of this significance are seldom offered. As available beachfront continues to diminish, estates with substantial sandy frontage have become true generational holdings—assets that are acquired with intention and passed forward with pride. Whether preserved in its timeless island character or thoughtfully reimagined into a world-class coastal residence, the intrinsic value will always remain rooted in what can never be recreated: the land, the location, and the extraordinary shoreline. Property Highlights • Recently appraised at $13,300,000 • Approximately 145 linear feet of pristine white sand beach frontage • Exceptional oceanfront estate in the heart of Paia • Expansive Pacific Ocean and coastline views • Authentic island architecture designed for seamless indoor-outdoor living • Mature tropical landscaping and spacious beachfront grounds • Direct access to one of Maui's most desirable sandy beaches • Minutes from Paia's acclaimed restaurants, boutiques, galleries, and North Shore lifestyle • A truly rare legacy estate with enduring generational value Some homes are built. Others become part of Hawaii's history. 33 Hana Highway is one of the few addresses where legacy begins at the shoreline. LLC Member holds an ownership interest in the property. Member is an inactive Realtor in the State of Hawaii. Also listed as a long term rental under MLS# 410820

5 Beds ⋅ 3 Baths ⋅ 410440 MLS ⋅ Fee Simple Tenure

33 Hana Highway | An Iconic Legacy Estate on Maui's North Shore There are properties that come to market, and there are properties that define a coastline. Welcome to 33 Hana Highway, an extraordinary beachfront estate in the heart of Paia, offering an exceptionally rare 145 linear feet of pristine white sand beach frontage along one of Maui's most celebrated shorelines. Offered at its July 2026 appraised valued of $13,300,000, this is more than a home—it is an irreplaceable legacy estate where the true luxury lies in the land, the shoreline, and the privilege of ownership. With an unparalleled connection to the Pacific, the residence embraces the timeless character of Maui's North Shore. Thoughtfully designed to complement its spectacular setting, the home captures the relaxed elegance that has long defined Paia—a place where sophistication is measured not by excess, but by authenticity, privacy, and an effortless indoor-outdoor lifestyle. Expansive lanais, light-filled living spaces, and panoramic ocean vistas invite year-round entertaining, quiet reflection, and unforgettable gatherings with family and friends. Beyond the residence, the grounds unfold into a remarkable oceanfront sanctuary framed by mature tropical landscaping, generous lawn areas, and direct access to an expansive stretch of soft white sand. With 145 feet of linear beachfront, the property commands a presence that is increasingly impossible to replicate. This remarkable shoreline offers an extraordinary sense of space, privacy, and permanence rarely found in Hawaii's oceanfront market. Located just moments from the vibrant charm of Paia Town, owners enjoy effortless access to award-winning restaurants, artisan boutiques, renowned galleries, world-class surfing, and the relaxed rhythm that has made Maui's North Shore one of the world's most desirable coastal destinations. Here, every day begins with sunrise over the Pacific and ends with the sound of waves meeting the shore. Properties of this significance are seldom offered. As available beachfront continues to diminish, estates with substantial sandy frontage have become true generational holdings—assets that are acquired with intention and passed forward with pride. Whether preserved in its timeless island character or thoughtfully reimagined into a world-class coastal residence, the intrinsic value will always remain rooted in what can never be recreated: the land, the location, and the extraordinary shoreline. Property Highlights • Recently appraised at $13,300,000 • Approximately 145 linear feet of pristine white sand beach frontage • Exceptional oceanfront estate in the heart of Paia • Expansive Pacific Ocean and coastline views • Authentic island architecture designed for seamless indoor-outdoor living • Mature tropical landscaping and spacious beachfront grounds • Direct access to one of Maui's most desirable sandy beaches • Minutes from Paia's acclaimed restaurants, boutiques, galleries, and North Shore lifestyle • A truly rare legacy estate with enduring generational value Some homes are built. Others become part of Hawaii's history. 33 Hana Highway is one of the few addresses where legacy begins at the shoreline. LLC Member holds an ownership interest in the property. Member is an inactive Realtor in the State of Hawaii. Also listed as a long term rental under MLS# 410820

33 Hana Hwy, Paia

Listing courtesy of The Agency Maui.

$2,222,222

Wow! Bi-coastal views from Molokini to Paia! This perfectly positioned home and ohana on 1/2 acre of land, in the highly desirable Kula Mala neighborhood, features privacy, convenience, and quality construction. The homes feature stucco exteriors, tile and copper roofing, an owned photovoltaic system, and quality materials throughout. The oversized garage features a grand rooftop lanai with bi-coastal views, including Molokini, Kahoolawe, Lanai, Molokai, the West Maui Mountains, and Haleakala, for sunset entertaining and stargazing. Bonus, permitted 364 sq/ft space perfect for a gym, yoga space, or home office is in addition to the home's 2674 square feet. The built in custom closet in the primary bedroom, kitchen pantry, fireplace, outdoor shower, huge family/game room (with ground floor outdoor entertaining space), and beautiful rock walls are just some of the features that make this home special. The ohana has its own separate driveway and parking, while the main home has an elegant gated entry providing privacy and security. Please do not disturb the ohana tenants. Mahalo. OPEN HOUSE SATURDAY 9/12 from 2pm-6pm.

3 Beds ⋅ 2 Baths ⋅ 410327 MLS ⋅ Fee Simple Tenure

Wow! Bi-coastal views from Molokini to Paia! This perfectly positioned home and ohana on 1/2 acre of land, in the highly desirable Kula Mala neighborhood, features privacy, convenience, and quality construction. The homes feature stucco exteriors, tile and copper roofing, an owned photovoltaic system, and quality materials throughout. The oversized garage features a grand rooftop lanai with bi-coastal views, including Molokini, Kahoolawe, Lanai, Molokai, the West Maui Mountains, and Haleakala, for sunset entertaining and stargazing. Bonus, permitted 364 sq/ft space perfect for a gym, yoga space, or home office is in addition to the home's 2674 square feet. The built in custom closet in the primary bedroom, kitchen pantry, fireplace, outdoor shower, huge family/game room (with ground floor outdoor entertaining space), and beautiful rock walls are just some of the features that make this home special. The ohana has its own separate driveway and parking, while the main home has an elegant gated entry providing privacy and security. Please do not disturb the ohana tenants. Mahalo. OPEN HOUSE SATURDAY 9/12 from 2pm-6pm.

56 Lopaka Pl, Kula

Listing courtesy of Haleakala Realty, LLC.

$4,500,000

Laulea is often translated as “peace and friendship,” which feels particularly appropriate for one of Spreckelsville’s most desirable private roads. Set on just under one-third of an acre, this inviting house and cottage property captures the relaxed character of Maui’s North Shore. The two-bedroom, two-bath main home was completely rebuilt in 1996 with style, warmth, and distinctive details, including seashell relief work, bamboo accents, and ohia posts. Skylights, open-truss ceilings, and an open kitchen and living area fill the home with natural light, while two spacious covered lanais extend the living space outdoors and create inviting settings for dining, relaxing, and gathering with friends. Built in 2005, the elevated cottage has its own Balinese-inspired character, with merbau wood and travertine floors, vaulted ceilings, Venetian plaster, and thoughtful architectural touches throughout. A flexible bonus space below the cottage provides additional room for a home office, gym, studio, storage, or other uses. The lovely backyard and two outdoor showers are perfectly suited to life near the beach. Multiple beaches and surf spots are nearby, along with Maui Country Club, Kaunoa Senior Center, Pa?ia, and convenient access to OGG, Whole Foods, and Costco. Peaceful, private, and full of personality, this is a special little compound in one of the North Shore’s most sought-after neighborhoods.

2 Beds ⋅ 2 Baths ⋅ 410325 MLS ⋅ Fee Simple Tenure

Laulea is often translated as “peace and friendship,” which feels particularly appropriate for one of Spreckelsville’s most desirable private roads. Set on just under one-third of an acre, this inviting house and cottage property captures the relaxed character of Maui’s North Shore. The two-bedroom, two-bath main home was completely rebuilt in 1996 with style, warmth, and distinctive details, including seashell relief work, bamboo accents, and ohia posts. Skylights, open-truss ceilings, and an open kitchen and living area fill the home with natural light, while two spacious covered lanais extend the living space outdoors and create inviting settings for dining, relaxing, and gathering with friends. Built in 2005, the elevated cottage has its own Balinese-inspired character, with merbau wood and travertine floors, vaulted ceilings, Venetian plaster, and thoughtful architectural touches throughout. A flexible bonus space below the cottage provides additional room for a home office, gym, studio, storage, or other uses. The lovely backyard and two outdoor showers are perfectly suited to life near the beach. Multiple beaches and surf spots are nearby, along with Maui Country Club, Kaunoa Senior Center, Pa?ia, and convenient access to OGG, Whole Foods, and Costco. Peaceful, private, and full of personality, this is a special little compound in one of the North Shore’s most sought-after neighborhoods.

450 Laulea Pl, Paia

Listing courtesy of The Maui Real Estate Team Inc.

$2,349,000

Market Rental income $20,000/mo. Main home is a rectangle with courtyard in the middle. Studio units surround the courtyard with covered egress. All units were remodeled in 2019. New Roof, Laminate floors, All Hard Wood Cabinets and Granite counter tops. Please DO NOT DISTURB Tenants and DO NOT WALK property without listing agent present. Some aspects of property are non-conforming.

6 Beds ⋅ 9 Baths ⋅ 410318 MLS ⋅ Fee Simple Tenure

Market Rental income $20,000/mo. Main home is a rectangle with courtyard in the middle. Studio units surround the courtyard with covered egress. All units were remodeled in 2019. New Roof, Laminate floors, All Hard Wood Cabinets and Granite counter tops. Please DO NOT DISTURB Tenants and DO NOT WALK property without listing agent present. Some aspects of property are non-conforming.

50 Hoonani St, Kihei

Listing courtesy of Pacific Shores Realty.

$2,235,000

Enjoy the best of Upcountry Maui from this beautifully maintained Kula Kai residence offering spectacular bi-coastal ocean views, comfortable single-level living, and exceptional flexibility. The thoughtfully designed 3 bedroom, 3 bathroom main home offers 2,340 sq. ft. of living space and is complemented by a private detached 680 sq. ft. 1 bedroom cottage, ideal for extended family, guests, or additional living space. Recent improvements include a new roof and fresh interior and exterior paint. The open-concept floor plan is highlighted by vaulted wood ceilings, a gas fireplace in the living room, abundant natural light, and an updated kitchen complete with a large quartz island, premium appliances, dual ovens, and a walk-in pantry. A loft above the main living area provides the perfect space for a home office or quiet retreat with sweeping island views. The spacious primary suite includes dual walk-in closets, a spa-inspired bath, and an adjoining bonus room ideal for an office, fitness room, or library. Outdoor living is a true highlight, with multiple lanais, an outdoor kitchen, and landscaped grounds featuring mature fruit trees and terraced gardens. Stargaze from the private hot tub and rinse off after a day in the garden in the outdoor shower. Additional amenities include split-system air conditioning, whole-house water filtration, on-demand hot water, separate utility services for the main home and cottage, photovoltaic infrastructure in place (panels not reinstalled following the new roof), an oversized attached two-car garage with loft storage, a second two-car garage beneath the cottage, and a versatile detached studio perfect for creative or recreational use. Located in one of Kula's most desirable neighborhoods at approximately 2,500 feet elevation, this exceptional property offers the ideal combination of privacy, panoramic views, and the cool Upcountry climate, all within easy reach of schools, shopping, dining, and Central Maui.

3 Beds ⋅ 3 Baths ⋅ 410282 MLS ⋅ Fee Simple Tenure

Enjoy the best of Upcountry Maui from this beautifully maintained Kula Kai residence offering spectacular bi-coastal ocean views, comfortable single-level living, and exceptional flexibility. The thoughtfully designed 3 bedroom, 3 bathroom main home offers 2,340 sq. ft. of living space and is complemented by a private detached 680 sq. ft. 1 bedroom cottage, ideal for extended family, guests, or additional living space. Recent improvements include a new roof and fresh interior and exterior paint. The open-concept floor plan is highlighted by vaulted wood ceilings, a gas fireplace in the living room, abundant natural light, and an updated kitchen complete with a large quartz island, premium appliances, dual ovens, and a walk-in pantry. A loft above the main living area provides the perfect space for a home office or quiet retreat with sweeping island views. The spacious primary suite includes dual walk-in closets, a spa-inspired bath, and an adjoining bonus room ideal for an office, fitness room, or library. Outdoor living is a true highlight, with multiple lanais, an outdoor kitchen, and landscaped grounds featuring mature fruit trees and terraced gardens. Stargaze from the private hot tub and rinse off after a day in the garden in the outdoor shower. Additional amenities include split-system air conditioning, whole-house water filtration, on-demand hot water, separate utility services for the main home and cottage, photovoltaic infrastructure in place (panels not reinstalled following the new roof), an oversized attached two-car garage with loft storage, a second two-car garage beneath the cottage, and a versatile detached studio perfect for creative or recreational use. Located in one of Kula's most desirable neighborhoods at approximately 2,500 feet elevation, this exceptional property offers the ideal combination of privacy, panoramic views, and the cool Upcountry climate, all within easy reach of schools, shopping, dining, and Central Maui.

68 Ka Dr, Kula

Listing courtesy of Compass-W.

$2,649,000

Crest the rolling hills and you’ll discover this breathtaking Upcountry Maui estate: a one-of-a-kind property with a rare combination of privacy, expansive space, and timeless charm. The property lies on 4.38 acres of vibrant, open land. It could be your own little oasis, with lush landscaping and tranquility within a short driving distance to charming Makawao Town. The main residence is custom-built with rich redwood walls on both the interior and exterior, a dramatic fireplace hearth formed from black lava rock, teak bannisters, and other handcrafted architectural details throughout. The brand-new deck stretches around the home, providing glorious views of both the mountains and the North Shore. This home was built with love, and the living experience is sure to be warm and absolutely unforgettable. Beyond the primary residence, this property boasts a separate cottage with its own private entrance. This second dwelling offers exceptional flexibility for guests, extended family, or even rental potential.

5 Beds ⋅ 4 Baths ⋅ 410159 MLS ⋅ Fee Simple Tenure

Crest the rolling hills and you’ll discover this breathtaking Upcountry Maui estate: a one-of-a-kind property with a rare combination of privacy, expansive space, and timeless charm. The property lies on 4.38 acres of vibrant, open land. It could be your own little oasis, with lush landscaping and tranquility within a short driving distance to charming Makawao Town. The main residence is custom-built with rich redwood walls on both the interior and exterior, a dramatic fireplace hearth formed from black lava rock, teak bannisters, and other handcrafted architectural details throughout. The brand-new deck stretches around the home, providing glorious views of both the mountains and the North Shore. This home was built with love, and the living experience is sure to be warm and absolutely unforgettable. Beyond the primary residence, this property boasts a separate cottage with its own private entrance. This second dwelling offers exceptional flexibility for guests, extended family, or even rental potential.

1740 Piiholo Rd, Makawao

Listing courtesy of Coldwell Banker Island Prop(S).

$14,000,000

Set on beautifully curated grounds in Spreckelsville on Maui's North Shore, this extraordinary oceanfront estate embodies the timeless character of Old Hawaii, while offering a lifestyle centered around ocean, wellness, and understated luxury. Framed by sweeping views of the Pacific and peaceful bays stretching in both directions, the gated estate occupies one of the most breathtaking settings in Hawaii. A private pathway provides effortless access to a pristine white sandy beach lies just moments away. The compound features two tastefully renovated residences that honor their original plantation-era architecture while incorporating modern comforts and craftsmanship. The main home's four en suite bedrooms, inviting gathering spaces, and beautifully appointed chef's kitchen were designed to bring family and friends together, creating an atmosphere that is both sophisticated and welcoming. There's also a detached ohana perfect for guests or a caretaker. Life here revolves around connection—to nature, community, and the sea. World-class wingfoiling, kitesurfing, surfing, paddling, cycling, and beach walks await just beyond the property. The nearby Maui Country Club with golf, tennis and pickelball have further elevated Spreckelsville as one of Hawaii's most desirable coastal communities for those who embrace an active and healthy lifestyle.

4 Beds ⋅ 4 Baths ⋅ 410153 MLS ⋅ Fee Simple Tenure

Set on beautifully curated grounds in Spreckelsville on Maui's North Shore, this extraordinary oceanfront estate embodies the timeless character of Old Hawaii, while offering a lifestyle centered around ocean, wellness, and understated luxury. Framed by sweeping views of the Pacific and peaceful bays stretching in both directions, the gated estate occupies one of the most breathtaking settings in Hawaii. A private pathway provides effortless access to a pristine white sandy beach lies just moments away. The compound features two tastefully renovated residences that honor their original plantation-era architecture while incorporating modern comforts and craftsmanship. The main home's four en suite bedrooms, inviting gathering spaces, and beautifully appointed chef's kitchen were designed to bring family and friends together, creating an atmosphere that is both sophisticated and welcoming. There's also a detached ohana perfect for guests or a caretaker. Life here revolves around connection—to nature, community, and the sea. World-class wingfoiling, kitesurfing, surfing, paddling, cycling, and beach walks await just beyond the property. The nearby Maui Country Club with golf, tennis and pickelball have further elevated Spreckelsville as one of Hawaii's most desirable coastal communities for those who embrace an active and healthy lifestyle.

477 Laulea Pl, Paia

Listing courtesy of Hawaii Life (W).

$3,950,000

Located inside the Ka'anapali Golf Estates, 23 Kahuakai Place includes a 3-bedroom, 4-bath, 3,145 sq. ft. luxury home, and a 600 sq. ft. 1-bedroom Ohana unit. The property offers incredible amenities, including an incredible private pool and lanai space. Entering the home's expansive foyer, natural light dances through large windows, illuminating the exquisite craftsmanship and attention to detail showcased throughout, including Mahogany pocket doors and trim, slate floors, and wood-lined recessed ceilings with fans. A wall of pocket doors connects the Great Room with the inner pool and hot tub lanai at the heart of the home, allowing for seamless Hawaiian-style indoor-outdoor living. The spacious lanai features both covered and open spaces. The centerpiece is a breathtaking salt-water pool and hot tub that sparkle under the warm Hawaiian sun. The entire space is backed by a natural privacy wall of lush tropical foliage and swaying palm trees, creating a signature Hawaiian look. As the day transitions into night, the space transforms into a magical setting with gas tiki torches and atmospheric pool lighting. Dine under the covered areas day or night, rain or shine, or simply lounge on comfortable seating and listen to the gentle breeze rustling through the tropical foliage. An additional full bath is directly accessible from the pool area. The gourmet kitchen features custom cabinetry, matching top-of-the-line SubZero appliances, a dual-compartment dishwasher, gorgeous granite counters, and a generously sized island for casual meals and socializing during meal prep. The home has three beautiful bedrooms, including one guest suite on the ground floor and a Primary bedroom and additional guest suite on the second floor. All the bathrooms are refreshed and feature Grove plumbing fixtures by Kohler. The ground-floor guest suite has direct lanai access and a full en-suite bath with a walk-in shower. The bathroom design uses the same quality granite counters as the kitchen and a bamboo frosted glass screen—gorgeous tiling ties in with the rest of the home. A beautiful wood staircase leads to the second floor, where one finds the Primary bedroom and a second guest suite. The stairwell is lit by frosted windows featuring a bamboo motif, providing privacy and a consistent design theme as you move throughout the home. Upstairs, one finds the luxurious Primary suite, a true oasis of tranquility. Its spacious layout and ocean views offer the perfect sanctuary to unwind after a long day. The en-suite bathroom is a spa-like retreat, boasting a corner jacuzzi tub, a walk-in shower, and dual vanities; a massive walk-in closet provides ample room for wardrobe and storage. The suite also features a nook that can serve as a yoga, reading or workspace. In the bedroom, sliding glass doors open to a private covered lanai ideally positioned to appreciate the stunning ocean views - it's the perfect place for a morning coffee or afternoon reading. The brightly lit and spacious third guest room also has a private bathroom with a walk-in shower. In addition, the home has a three-zone AC, an alarm system, audio speakers, and a two-car garage with storage. 23 Kahuakai Place also has a 1-bedroom, 1-bath, 600 sq. ft. Ohana unit that is perfect for visiting friends and family. The Ohana features the same high-end cabinetry as the main home, a carport, washer and dryer, and a lanai with ocean views. Take advantage of this opportunity to own a charming home with in-demand features. 23 Kahuakai Place is ideally designed for entertaining guests or spending quality time with loved ones. In addition, residents enjoy golf-cart access to the Ka'anapali Resort, making this the ultimate Maui retreat!

3 Beds ⋅ 4 Baths ⋅ 410135 MLS ⋅ Fee Simple Tenure

Located inside the Ka'anapali Golf Estates, 23 Kahuakai Place includes a 3-bedroom, 4-bath, 3,145 sq. ft. luxury home, and a 600 sq. ft. 1-bedroom Ohana unit. The property offers incredible amenities, including an incredible private pool and lanai space. Entering the home's expansive foyer, natural light dances through large windows, illuminating the exquisite craftsmanship and attention to detail showcased throughout, including Mahogany pocket doors and trim, slate floors, and wood-lined recessed ceilings with fans. A wall of pocket doors connects the Great Room with the inner pool and hot tub lanai at the heart of the home, allowing for seamless Hawaiian-style indoor-outdoor living. The spacious lanai features both covered and open spaces. The centerpiece is a breathtaking salt-water pool and hot tub that sparkle under the warm Hawaiian sun. The entire space is backed by a natural privacy wall of lush tropical foliage and swaying palm trees, creating a signature Hawaiian look. As the day transitions into night, the space transforms into a magical setting with gas tiki torches and atmospheric pool lighting. Dine under the covered areas day or night, rain or shine, or simply lounge on comfortable seating and listen to the gentle breeze rustling through the tropical foliage. An additional full bath is directly accessible from the pool area. The gourmet kitchen features custom cabinetry, matching top-of-the-line SubZero appliances, a dual-compartment dishwasher, gorgeous granite counters, and a generously sized island for casual meals and socializing during meal prep. The home has three beautiful bedrooms, including one guest suite on the ground floor and a Primary bedroom and additional guest suite on the second floor. All the bathrooms are refreshed and feature Grove plumbing fixtures by Kohler. The ground-floor guest suite has direct lanai access and a full en-suite bath with a walk-in shower. The bathroom design uses the same quality granite counters as the kitchen and a bamboo frosted glass screen—gorgeous tiling ties in with the rest of the home. A beautiful wood staircase leads to the second floor, where one finds the Primary bedroom and a second guest suite. The stairwell is lit by frosted windows featuring a bamboo motif, providing privacy and a consistent design theme as you move throughout the home. Upstairs, one finds the luxurious Primary suite, a true oasis of tranquility. Its spacious layout and ocean views offer the perfect sanctuary to unwind after a long day. The en-suite bathroom is a spa-like retreat, boasting a corner jacuzzi tub, a walk-in shower, and dual vanities; a massive walk-in closet provides ample room for wardrobe and storage. The suite also features a nook that can serve as a yoga, reading or workspace. In the bedroom, sliding glass doors open to a private covered lanai ideally positioned to appreciate the stunning ocean views - it's the perfect place for a morning coffee or afternoon reading. The brightly lit and spacious third guest room also has a private bathroom with a walk-in shower. In addition, the home has a three-zone AC, an alarm system, audio speakers, and a two-car garage with storage. 23 Kahuakai Place also has a 1-bedroom, 1-bath, 600 sq. ft. Ohana unit that is perfect for visiting friends and family. The Ohana features the same high-end cabinetry as the main home, a carport, washer and dryer, and a lanai with ocean views. Take advantage of this opportunity to own a charming home with in-demand features. 23 Kahuakai Place is ideally designed for entertaining guests or spending quality time with loved ones. In addition, residents enjoy golf-cart access to the Ka'anapali Resort, making this the ultimate Maui retreat!

23 Kahuakai Pl, Lahaina

Listing courtesy of Welcome Hawaii Properties.

$16,950,000

Perched on Maui’s coveted west side, this extraordinary 8-bedroom private estate offers a level of luxury, privacy, and craftsmanship rarely seen in Hawai'i. More than a home, this is a legacy estate, an irreplaceable Maui sanctuary designed for those who accept nothing less than extraordinary. Located in the coveted Plantation Estates at Kapalua community on the incredible 16th hole of the world-class Plantation Course, the property commands unmatched sweeping panoramic views across the Pailolo Channel framed by the stunning views of the outer islands of Lana'i and Moloka'i. Designed without compromise, the 2-acre estate encompasses more than 8,200 square feet across two separate residences, creating a private retreat unlike any other. Resort-caliber amenities include an infinity-edge pool and dual spas, private office, theater and fitness center. The 7,200 square foot 5-bedroom 5.5 bath main residence seamlessly blends indoor and outdoor living through expansive custom pocket sliding doors that open to reveal breathtaking ocean vistas and unforgettable sunsets. Rich natural materials, custom African Mahogany millwork, exotic stone, and world-class finishes define every space, from the chef’s kitchen and grand great room to the spectacular primary suite. A fully appointed three-bedroom guest cottage with its own pool, fire-pit and Palapa set over a koi pond provides exceptional accommodations for family, guests, or staff while maintaining complete privacy. Aside from world-class golf, the Kapalua resort offer the utmost in amenities including award-winning spa, tennis and pickleball, exquisite dining options and some of the finest beaches: Fleming Beach, Oneloa Bay and Kapalua Bay, which was rated as the Best Beach in America by Conde Nast Travel Magazine.

5 Beds ⋅ 6 Baths ⋅ 410130 MLS ⋅ Fee Simple Tenure

Perched on Maui’s coveted west side, this extraordinary 8-bedroom private estate offers a level of luxury, privacy, and craftsmanship rarely seen in Hawai'i. More than a home, this is a legacy estate, an irreplaceable Maui sanctuary designed for those who accept nothing less than extraordinary. Located in the coveted Plantation Estates at Kapalua community on the incredible 16th hole of the world-class Plantation Course, the property commands unmatched sweeping panoramic views across the Pailolo Channel framed by the stunning views of the outer islands of Lana'i and Moloka'i. Designed without compromise, the 2-acre estate encompasses more than 8,200 square feet across two separate residences, creating a private retreat unlike any other. Resort-caliber amenities include an infinity-edge pool and dual spas, private office, theater and fitness center. The 7,200 square foot 5-bedroom 5.5 bath main residence seamlessly blends indoor and outdoor living through expansive custom pocket sliding doors that open to reveal breathtaking ocean vistas and unforgettable sunsets. Rich natural materials, custom African Mahogany millwork, exotic stone, and world-class finishes define every space, from the chef’s kitchen and grand great room to the spectacular primary suite. A fully appointed three-bedroom guest cottage with its own pool, fire-pit and Palapa set over a koi pond provides exceptional accommodations for family, guests, or staff while maintaining complete privacy. Aside from world-class golf, the Kapalua resort offer the utmost in amenities including award-winning spa, tennis and pickleball, exquisite dining options and some of the finest beaches: Fleming Beach, Oneloa Bay and Kapalua Bay, which was rated as the Best Beach in America by Conde Nast Travel Magazine.

706 Mokuleia Pl Unit 6, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$2,395,000

Also listed under Multi-Dwelling (MLS 409725). This unique multi-unit property (4 structures, 8 units) offers a rare opportunity for investors seeking strong cash flow and long-term upside. Current rents are over $13,000/month. There are 5 one bedroom units, and 3 two bedroom units. Situated on just over half an acre, the property features four separate structures with a total of eight tenant-occupied units, creating an income-producing compound in one of Upcountry Maui’s most desirable locations. Tenants enjoy dedicated parking, on-site laundry, and the convenience of being moments from Makawao’s shops, restaurants, galleries, and local charm. Numerous improvements have already been completed, making this an attractive opportunity for an investor looking to step into an established rental property with immediate income potential. The property also has 3 water meters. Listing includes photos of one of the 8 units. A truly one-of-a-kind upcountry investment property.

5 Beds ⋅ 4 Baths ⋅ 409724 MLS ⋅ Fee Simple Tenure

Also listed under Multi-Dwelling (MLS 409725). This unique multi-unit property (4 structures, 8 units) offers a rare opportunity for investors seeking strong cash flow and long-term upside. Current rents are over $13,000/month. There are 5 one bedroom units, and 3 two bedroom units. Situated on just over half an acre, the property features four separate structures with a total of eight tenant-occupied units, creating an income-producing compound in one of Upcountry Maui’s most desirable locations. Tenants enjoy dedicated parking, on-site laundry, and the convenience of being moments from Makawao’s shops, restaurants, galleries, and local charm. Numerous improvements have already been completed, making this an attractive opportunity for an investor looking to step into an established rental property with immediate income potential. The property also has 3 water meters. Listing includes photos of one of the 8 units. A truly one-of-a-kind upcountry investment property.

15 Olinda Rd, Makawao

Listing courtesy of eXp Realty.

$12,250,000

A rare offering in Kapalua's coveted Honolua Ridge. This private estate commands sweeping ocean vistas with Molokai Island, Honolua Bay, and miles of Pacific blue ocean as a breathtaking backdrop, complemented by views across the renowned Kapalua Plantation Course. Beyond the gates, exquisite landscaping and a stunning Wyland dolphin sculpture greet you, setting the tone for a residence defined by artistry, grand scale and thoughtful design throughout. Perched above the west Maui coastline on a generous, gently sloping lot, the home is designed to embrace Maui's signature indoor-outdoor lifestyle, with expansive living spaces flowing seamlessly to multiple covered and uncovered lanais, a large resort style pool, and lush tropical gardens. The main residence features a chef's kitchen including 2 islands, complemented by and additional prep kitchen ideal for refined daily living and elevated entertaining. Rich acacia wood floors, custom wood detailing, and carefully selected finishes reflect a commitment to craftsmanship and timeless island elegance throughout. The home features a private office, 4 ensuite bedrooms that all enjoy exquisite ocean views, A detached 2-bedroom, 2-bathroom ohana offers exceptional versatility for hosting guests, extended family, or creating a private retreat. It is privately situated with its own driveway and garage. From the gorgeous Maui sunsets and panoramic sea views to the serenity of surrounding golf and coastal landscapes, this fee simple estate delivers privacy, space, and enduring sophistication in one of west Maui's most prestigious enclaves. Kapalua resort is a 23,000-acre planned community comprised of 12 residential neighborhoods of single-family homes and luxury vacation condominiums. Residents enjoy privileged access to the amenities of the world renowned The Resort at Kapalua Bay, the prestigious Ritz Carlton Kapalua Hotel, championship golf courses, the acclaimed Golf Academy, The Kapalua Tennis and Pickleball Garden, 3 pristine white sandy beaches, and miles of scenic coastal and hiking trails that showcase the natural beauty of the island of Maui and the luxurious Kapalua Resort. Enhancing the resort lifestyle is the spectacular 30,000 square foot spa, ideally situated adjacent to the hotel and Coconut Grove, The resort is also home to several award winning restaurants, where exceptional cuisine, ocean views, and impeccable service create memorable dining experiences.

4 Beds ⋅ 5 Baths ⋅ 410057 MLS ⋅ Fee Simple Tenure

A rare offering in Kapalua's coveted Honolua Ridge. This private estate commands sweeping ocean vistas with Molokai Island, Honolua Bay, and miles of Pacific blue ocean as a breathtaking backdrop, complemented by views across the renowned Kapalua Plantation Course. Beyond the gates, exquisite landscaping and a stunning Wyland dolphin sculpture greet you, setting the tone for a residence defined by artistry, grand scale and thoughtful design throughout. Perched above the west Maui coastline on a generous, gently sloping lot, the home is designed to embrace Maui's signature indoor-outdoor lifestyle, with expansive living spaces flowing seamlessly to multiple covered and uncovered lanais, a large resort style pool, and lush tropical gardens. The main residence features a chef's kitchen including 2 islands, complemented by and additional prep kitchen ideal for refined daily living and elevated entertaining. Rich acacia wood floors, custom wood detailing, and carefully selected finishes reflect a commitment to craftsmanship and timeless island elegance throughout. The home features a private office, 4 ensuite bedrooms that all enjoy exquisite ocean views, A detached 2-bedroom, 2-bathroom ohana offers exceptional versatility for hosting guests, extended family, or creating a private retreat. It is privately situated with its own driveway and garage. From the gorgeous Maui sunsets and panoramic sea views to the serenity of surrounding golf and coastal landscapes, this fee simple estate delivers privacy, space, and enduring sophistication in one of west Maui's most prestigious enclaves. Kapalua resort is a 23,000-acre planned community comprised of 12 residential neighborhoods of single-family homes and luxury vacation condominiums. Residents enjoy privileged access to the amenities of the world renowned The Resort at Kapalua Bay, the prestigious Ritz Carlton Kapalua Hotel, championship golf courses, the acclaimed Golf Academy, The Kapalua Tennis and Pickleball Garden, 3 pristine white sandy beaches, and miles of scenic coastal and hiking trails that showcase the natural beauty of the island of Maui and the luxurious Kapalua Resort. Enhancing the resort lifestyle is the spectacular 30,000 square foot spa, ideally situated adjacent to the hotel and Coconut Grove, The resort is also home to several award winning restaurants, where exceptional cuisine, ocean views, and impeccable service create memorable dining experiences.

114 Keoawa St, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$1,325,000

Now offering a $20,000 buyer credit at closing! Looking for a home with multi-generational living options or a mortgage helper? Look no further than 191 Alohilani. This two-bedroom, two-bath home and two-bedroom, one-and-a-half-bath cottage offer the perfect setup and much more. The well-cared-for main home includes a covered, screened lanai with ocean and mountain views, an owned solar system to keep electric bills down, and a flex room that could serve as a third bedroom, hobby room, or home office. A covered hot tub is a great place to watch the sunset and melt away the day’s cares. Plenty of storage is available, including a large closet off the carport and a separate shed for all your yard tools or Maui toys. The cute, cozy cottage has its own lanai with views of Haleakala, the West Maui Mountains, and the ocean. The well-landscaped property offers a mix of beautiful flowers, edibles, and native plants. Handsome stone terraces at the front of the property are interspersed with lime, sugar cane, kalo (taro), pohole fern, starfruit, ohia, papaya, banana, and a variety of herbs. The property’s convenient location is within walking distance of Pukalani Park, the Upcountry Pool, and Pukalani Terrace Shopping Center. It is a short drive d to Central Maui or North Shore Beaches. It's a tidy, move-in-ready package for Upcountry Home buyers. Contact your favorite Maui Realtor to set up a showing today.

2 Beds ⋅ 2 Baths ⋅ 410052 MLS ⋅ Fee Simple Tenure

Now offering a $20,000 buyer credit at closing! Looking for a home with multi-generational living options or a mortgage helper? Look no further than 191 Alohilani. This two-bedroom, two-bath home and two-bedroom, one-and-a-half-bath cottage offer the perfect setup and much more. The well-cared-for main home includes a covered, screened lanai with ocean and mountain views, an owned solar system to keep electric bills down, and a flex room that could serve as a third bedroom, hobby room, or home office. A covered hot tub is a great place to watch the sunset and melt away the day’s cares. Plenty of storage is available, including a large closet off the carport and a separate shed for all your yard tools or Maui toys. The cute, cozy cottage has its own lanai with views of Haleakala, the West Maui Mountains, and the ocean. The well-landscaped property offers a mix of beautiful flowers, edibles, and native plants. Handsome stone terraces at the front of the property are interspersed with lime, sugar cane, kalo (taro), pohole fern, starfruit, ohia, papaya, banana, and a variety of herbs. The property’s convenient location is within walking distance of Pukalani Park, the Upcountry Pool, and Pukalani Terrace Shopping Center. It is a short drive d to Central Maui or North Shore Beaches. It's a tidy, move-in-ready package for Upcountry Home buyers. Contact your favorite Maui Realtor to set up a showing today.

191 Alohilani St, Makawao

Listing courtesy of The Maui Real Estate Team Inc.

$1,399,000

Welcome to a rare opportunity to own a meticulously maintained ocean-view home designed to embrace island living. Enjoy cooling trade winds, panoramic pacific views, seasonal whale watching, and, on clear days, views of the peaks of Hawai‘i Island. Just minutes from beautiful beaches and local conveniences, this plantation-style residence features an open-concept floor plan designed for easy living and entertaining. The spacious layout includes a well-appointed kitchen that flows seamlessly into the main living spaces, and comfortable accommodations for family and visitors. A covered lanai extends the living area outdoors, embracing Hawaii's signature indoor-outdoor lifestyle. Generous room sizes, ample storage, and an easy-care yard enhance both comfort and functionality. Custom finishes throughout include premium light fixtures, faucets, mirrors, and handcrafted Koa and Mango wood bathroom vanities. The primary bath is accented by a distinctive hammered copper sink, adding warmth and character. Additional highlights include separate guest quarters that provide excellent flexibility for potential rental use or a comfortable space for multi generational living and extended family while maintaining privacy and independence. A large two-car garage and workshop provide abundant room for storage, hobbies, or creative pursuits. Offered turnkey and ready to enjoy, this exceptional ocean-view retreat presents a rare opportunity to experience peaceful island living. Some furnishing's may be included. Buyers and buyers agents to independently verify all information deemed material to the purchase, including square footage, zoning, and condition. Property details may not match tax records.

2 Beds ⋅ 2 Baths ⋅ 410046 MLS ⋅ Fee Simple Tenure

Welcome to a rare opportunity to own a meticulously maintained ocean-view home designed to embrace island living. Enjoy cooling trade winds, panoramic pacific views, seasonal whale watching, and, on clear days, views of the peaks of Hawai‘i Island. Just minutes from beautiful beaches and local conveniences, this plantation-style residence features an open-concept floor plan designed for easy living and entertaining. The spacious layout includes a well-appointed kitchen that flows seamlessly into the main living spaces, and comfortable accommodations for family and visitors. A covered lanai extends the living area outdoors, embracing Hawaii's signature indoor-outdoor lifestyle. Generous room sizes, ample storage, and an easy-care yard enhance both comfort and functionality. Custom finishes throughout include premium light fixtures, faucets, mirrors, and handcrafted Koa and Mango wood bathroom vanities. The primary bath is accented by a distinctive hammered copper sink, adding warmth and character. Additional highlights include separate guest quarters that provide excellent flexibility for potential rental use or a comfortable space for multi generational living and extended family while maintaining privacy and independence. A large two-car garage and workshop provide abundant room for storage, hobbies, or creative pursuits. Offered turnkey and ready to enjoy, this exceptional ocean-view retreat presents a rare opportunity to experience peaceful island living. Some furnishing's may be included. Buyers and buyers agents to independently verify all information deemed material to the purchase, including square footage, zoning, and condition. Property details may not match tax records.

46703 Hana Hwy, Hana

Listing courtesy of Compass-W.