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$1,400,000
3 Beds ⋅ 2 Baths ⋅ 410446 MLS ⋅ Fee Simple Tenure
Discover the space, privacy, and flexibility this exceptional Central Maui property has to offer. Tucked away at the end of a quiet dead-end road on a beautifully landscaped oversized parcel, this unique property features a 3-bedroom, 1.5-bath main home, a detached 2-bedroom, 1-bath cottage, an additional attached living space, and the possibility of an additional dwelling. Whether you're searching for a multi-generational home, a potential investment opportunity, or simply extra living space, this property checks all the boxes. The lush tropical landscaping enhances the peaceful setting, while the expansive yard provides ample space for gardening, outdoor entertaining, or simply enjoying Maui's beautiful weather. Located in the heart of Central Maui, the convenience is hard to beat. You're just minutes from schools, parks, medical facilities, shopping, dining, and all the everyday amenities that make Central Maui such a desirable place to call home. Don't miss this exceptional Kahului opportunity. Contact your favorite REALTOR® today to schedule your private showing.

135 E Papa Ave, Kahului

Listing courtesy of Coldwell Banker Island Prop(Ka).

$13,300,000
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.

33 Hana Hwy, Paia

Listing courtesy of The Agency Maui.

$2,395,000
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.

56 Lopaka Pl, Kula

Listing courtesy of Haleakala Realty, LLC.

$4,500,000
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
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.

$2,350,000
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.

$2,095,000
3 Beds ⋅ 3 Baths ⋅ 410263 MLS ⋅ Fee Simple Tenure
Welcome to your private oasis at 4345 Waha Place! Nestled on 2 usable, level acres just off Hana Highway, this exceptional property offers unparalleled privacy and tranquility. The newly renovated two-story main residence features three bedrooms and three bathrooms, thoughtfully updated with modern comfort and timeless style. Beautiful hardwood flooring flows throughout the home. Fresh interior and exterior paint, updated lighting, and upgraded hardware complete this move-in-ready retreat. Adding to the property's versatility is a detached two-bedroom, two-bath Ohana with an 870-square-foot garage. The Ohana exudes warmth with soft, neutral finishes, vaulted ceilings, skylights, and expansive windows that fill the home with natural light. Its inviting living area provides the perfect place to relax. Surrounded by lush tropical landscaping, great avocados, mangoes, and bananas tucked away at the base of a Pu'u, the expansive grounds create an inspiring setting for creativity, entertaining, or simply enjoying Maui's peaceful lifestyle. With multiple living spaces, abundant usable land, and exceptional privacy, this property is much more than a home, it's a sanctuary. Don't miss the opportunity to own this unique Maui retreat.

4345 Waha Pl, Haiku

Listing courtesy of Coldwell Banker Island Prop(S).

$1,900,000
3 Beds ⋅ 3 Baths ⋅ 410160 MLS ⋅ Fee Simple Tenure
Located in the highly desirable neighborhood of Maui Meadows, 3248 Akala Drive offers a spacious and well maintained property situated on a beautifully landscaped ½-acre lot. The thoughtfully updated main residence features a wraparound deck with ocean views, a PV system, and a tile roof. The main home offers a flexible floor plan with the primary suite, additional bedroom, full bathroom, kitchen, and living area located upstairs. The kitchen is beautifully appointed with granite countertops, wood cabinetry, tile finishes, and stainless steel appliances. The lower level includes an additional bedroom, full bathroom, and family room, providing added space for guests, family, or a home office. Also located on the lower level is a one-bedroom, one-bath ohana with a private entrance and lanai, offering excellent versatility for guests, extended family, or rental potential. A detached one-bedroom, one-bath cottage at the front of the property features its own private and spacious covered outdoor living area. With a single-car garage and ample additional parking, this property provides the space and flexibility. Whether you are looking for multi-generational living, rental opportunities, or your own private island retreat, this property offers privacy, comfort, and the Maui lifestyle you've been waiting for.

3248 Akala Dr, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$2,649,000
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
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
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
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
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. 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
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.

$750,000
2 Beds ⋅ 1 Baths ⋅ 410055 MLS ⋅ Fee Simple Tenure
Unique investment opportunity on an approximately 12,506 sq. ft. lot with two tenant-occupied homes providing current rental income. The first residence (2062 Ulei), built in 1947, features 2 bedroom, 1 bathroom, and approximately 605 sq. ft. of living area. The second home (2064 Ulei), built in 1938, offers 2 bedrooms, 1 bathroom, and approximately 472 sq. ft. Both homes are in need of repairs and updating, but provide a solid foundation for renovation, rental income potential, or multi-generational living. Property is being sold as-is. Buyer and Buyer's Agent are advised to do their own due diligence. Please do not disturb tenants and do not enter property without an appointment. Mahalo

2062 Ulei Pl, Wailuku

Listing courtesy of Realty 1st Inc.

$1,365,000
2 Beds ⋅ 2 Baths ⋅ 410052 MLS ⋅ Fee Simple Tenure
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. There is plenty of storage area between a large closet off the carport and a separate shed for all your yard tools or Maui toys. The cute and cozy cottage has its own lanai area 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 down Haleakala Highway to Central Maui or North Shore Beaches. It all comes together as 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
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.

$1,148,000
3 Beds ⋅ 3 Baths ⋅ 410037 MLS ⋅ Fee Simple Tenure
Also listed as commercial MLS # 410039. Three contiguous lots-offered together, featuring a 3-bedroom, 2.5-bath main home, an unfinished 2-bedroom, 1-bath cottage, and a vacant lot with an existing slab foundation. Combined, the properties offer 1,778 sq ft of living area on a total land area of approximately 8,497 sq ft. Zoned Mixed-Use Commercial/Residential within the Wailuku Redevelopment Area (WRA), this rare offering presents exceptional flexibility and endless possibilities. Just moments from the vibrant heart of Wailuku Town, this one-of-a-kind property invites you to live, work, create, and invest—all from one unique location. The welcoming plantation-style main home blends island charm with thoughtful updates, including newer split A/C units, an owned net-metered photovoltaic (PV) system, a new roof, fresh exterior paint, and more. Step outside to a private backyard patio—an inviting space for quiet mornings, outdoor dining, or relaxing with family and friends. Just steps away, the unfinished cottage, previously used as a workspace, offers an exciting opportunity to bring your vision to life. Whether transformed into a guest ohana, home office, creative studio, or income-producing rental, its newer roof and new exterior paint provide a strong foundation for future possibilities. Completing this unique offering is the rare vacant lot presenting additional potential for expansion or future development, subject to applicable approvals. Enjoy the convenience of being just minutes from Wailuku's restaurants, boutiques, government offices, medical facilities, and everyday essentials. Whether you're seeking a personal residence, a live-work environment, or an investment with exceptional upside, this is a rare opportunity to shape your future in one of Maui's most historic and evolving communities.

73A Maluhia Dr, Wailuku

Listing courtesy of ENRG Realty.

$1,479,000
3 Beds ⋅ 3 Baths ⋅ 409999 MLS ⋅ Fee Simple Tenure
This property really is a little gem. It has been well cared for and ready for a buyer that wants a turnkey move in experience. The location is super convenient with easy access to Pukalani Terrace Shopping Center and Pukalani Superette, and approx. a 15-minute drive to Kahului. It features many upgrades including but not limited to, tub to shower conversions in the main house and ohana, beautifully retiled pool with ceramic tiles with a new heating system installed in 2026, the main house interior walls are newly plastered, also a full kitchen remodel and new flooring throughout the main house. The back deck overlooks the pool and is great for outdoor entertaining and summertime pool parties and the backyard is fully fenced and secure from off property access. The 2nd home ohana features a walk-in pantry, easy access to a spacious back yard and covered lanai off the primary bedroom, and a covered gazebo for outdoor gatherings.

3260 Kihapai Pl, Makawao

Listing courtesy of Welcome Hawaii Properties.

$6,750,000
5 Beds ⋅ 6 Baths ⋅ 409921 MLS ⋅ Fee Simple Tenure
Sunlight and ocean breezes flow through 21 feet of bi-folding floor-to-ceiling glass doors, complemented by soaring 14-foot ceilings that blur the boundaries between home and horizon. Step into this South Maui beachfront estate, where elegant stone columns welcome you to a true masterpiece. The open-concept spaces unfold effortlessly, anchored by a chef's kitchen featuring custom white oak cabinetry with an interior finish that adds warmth and depth, quartzite countertops, tumbled Belgian limestone tile accents, hand-scraped French oak flooring, professional-grade appliances, and a generous breakfast bar— the perfect hub for shared meals, laughter, and connection. A floating staircase leads upstairs to the bedrooms, where the primary suite awaits as a serene sanctuary for the soul. It includes a spa-inspired soaking tub, dual vanities, a spacious walk-in closet, and a private ocean-view lanai ideal for morning reflections. Each additional guest suite has been thoughtfully designed to soothe the senses, with layouts and features that prioritize comfort, including ensuite bathrooms for ultimate privacy. Outside, your personal coastal retreat beckons. Lounge poolside in the saltwater pool, host gatherings under a canopy of stars, or savor a cocktail as the sky blazes with sunset hues. A detached guesthouse with a full bathroom and a two-car garage offer flexible additional space, while integrated smart home technology blends modern convenience into this tranquil, soul-nourishing haven. The adjacent lot is also for sale by the same seller. (MLS #409920, 892 S Kihei Rd) and can be purchased together.

860 S Kihei Rd, Kihei

Listing courtesy of Hawaii Life (W).

$2,495,000
4 Beds ⋅ 4 Baths ⋅ 409902 MLS ⋅ Fee Simple Tenure
This Kula property consists of THREE separate homes on 2.736 acres with a combined living area of over 6,000 square feet. Located at approximately 3,000 feet elevation, the homes sit on a gated and fully fenced parcel with coveted county zoning of Rural Half Acre. The property offers ocean and multi-island views, with a neighboring Koa forest as a natural backdrop and includes a fenced pasture area. The property includes 60 owned photovoltaic panels, two electric meters plus a sub-meter, two water tanks (1,500 gallons and 1,000 gallons), and a 5/8-inch county water meter. Additional features include a commercial-grade carbon fiber water filtration system, five standalone storage structures, and pasture area. The location provides convenient access to Upcountry schools, shopping, and all the best that Kula has to offer. The three homes can serve as a family compound or for multiple living and rental uses. This is the opportunity you have been waiting for.

16 Kekaulike Ave, Kula

Listing courtesy of Compass-W.

$1,900,000
3 Beds ⋅ 2 Baths ⋅ 409893 MLS ⋅ Fee Simple Tenure
Tucked just off coveted Polipoli Road in Kula, this remarkable Upcountry estate is a rare blend of artistic legacy, architectural pedigree, and timeless Maui beauty. Once home to celebrated Hawai‘i artist and educator Richard “Dick” L. Nelson — creator of the renowned Tri-Hue watercolor technique the property reflects a life inspired by creativity, tranquility, and the extraordinary natural surroundings of Upcountry Maui. Designed in collaboration with distinguished mid-century architect Edward Sullam, a protégé of legendary architect Vladimir Ossipoff and architect of the original Shops at Wailea, the residence was thoughtfully positioned to embrace breathtaking bi-coastal views stretching from mountain to ocean. A charming one-bedroom cottage welcomes you near the entry, while the main residence sits gracefully atop the property, capturing panoramic vistas, golden sunsets, and the peaceful ambiance that makes Kula one of Maui’s most treasured communities. The home showcases quality construction and timeless architectural design with expansive windows, skylights, and abundant natural light throughout. Rich character and warmth are felt in every space. One of the three bedrooms served as Dick Nelson’s private art studio and features its own separate entrance, creating endless possibilities for a creative retreat, guest suite, family room, home office, or private sanctuary. The spacious primary suite offers two walk-in closets and easy access to a beautifully appointed bath with dual vanities, walk-in shower, and heated towel bar. The additional bedroom is ideal for guests, or flexible work-from-home living. The kitchen features koa-accented cabinetry, updated built-in appliances, and stainless-steel refrigeration, blending island character with everyday functionality. The open plan living/dining/kitchen features a wood burning fireplace, vaulted wood ceiling, built in credenza and a front viewing deck perfect for drinks at sunset. A two-car garage with loft storage adds convenience and practicality. Located in the heart of Kula, this exceptional property offers the coveted Upcountry lifestyle — cool evenings, scenic paths, and close proximity to beloved local destinations including Grandma’s Coffee House, Kula Bistro, the Kula Market, Haleakala Waldorf School, and Kula Elementary. Nearby attractions such as the Lavender Farm, Strawberry Farm, and Ulupalakua Ranch & Winery complete the idyllic Maui experience. Rarely does a property combine such artistic provenance, architectural significance, and awe-inspiring beauty. This is more than a home, it is a legacy property where inspiration, serenity, and Maui’s finest views come together in perfect harmony.

162 Koheo Rd, Kula

Listing courtesy of ENRG Realty.

$4,750,000
3 Beds ⋅ 4 Baths ⋅ 409873 MLS ⋅ Fee Simple Tenure
This 10 acre Piiholo property at 4,000' elevation borders a 41-acre State forest and has incredible ocean and mountain views. The very distinctive and extraordinary main residence, designed by renowned architect Jim Hestand of Maui Architectural Group, is an absolute work-of-art. Almost entirely constructed with old-growth redwood, the architectural inspiration was designed for the well-known concerts and poetry gatherings among the owners in the days of its grandeur...a true legacy property. The main home has recently been thoroughly and lovingly returned to its original beauty and beyond, with the remodeling and modernizing of the kitchen and bathrooms. All of the out-buildings, concrete driveway and landscaping have also been restored. Rare peace and privacy are assured within the grounds. The 2nd residence is reminiscent of a mountain cabin vibe. The 2 residences are separated by many usable acres of trees and orchards. One could certainly imagine this property being ideal for horses. In between the two homes there is an artist/musician studio with flexible use. There are 2 water meters, serving each end of the property. Additionally, there is a large garage/workshop and a useful farm structure. Pi'iholo, is known for cool days and cooler evenings with passing mists, reliable rainfall and refreshing trade winds. There are several respected public schools and excellent private schools in the region. Farmers markets, supermarkets and roadside stands assure you can keep your shopping Up Country. The range of restaurants is remarkable. And for health care, Up Country has it all.

2450 Piiholo Rd, Makawao

Listing courtesy of Coldwell Banker Island Prop(P).

$4,500,000
5 Beds ⋅ 4 Baths ⋅ 409863 MLS ⋅ Fee Simple Tenure
E Komo Mai to Your Own Private Paradise Above Wailea As you pass through the gates at 3264 Keha Drive, a lush tropical landscape unfolds before you. Spread across nearly three-quarters of an acre in the heart of Maui Meadows, this private sanctuary welcomes you home. Every detail of this incredible multi-family estate has been designed to embrace the beauty and peacefulness of island living, while delivering the comforts and amenities of a private luxury retreat. Cascading waterfalls and a tranquil koi pond greet you upon arrival, and from the very first moment, the stage is set for an immersive Maui experience. Perched high above Wailea on the sun-warmed slopes of Haleakala, this estate commands a 180-degree panoramic view that stops you in your tracks every single time. The Pacific stretches endlessly before you, with Kaho'olawe rising from the sea to the left and Lana'i to the right, two islands framing a horizon that transforms at golden hour into something that simply cannot be described, only witnessed. This is the view that Maui is famous for, and it belongs to this home. Life here is lived looking outward from every vantage point the estate offers. Mornings begin slowly, coffee in hand, the ocean laid out below you. Evenings end with the sun dropping toward the horizon as the sky ignites in brilliant color, the trade winds moving through, each sunset an original. You will never see the same one twice. The estate is rare in both scale and versatility, offering significant square footage and a multi-structure configuration that opens up genuine possibilities. The main residence, complete with two living rooms and generous proportions, is complemented by an attached private guest suite, a separate two-bedroom rental, and an additional private guest suite. For a multi-generational family, it is the perfect gathering place. For the investor, it is an income-producing property with the rental infrastructure already in place. Outside, resort-caliber living awaits. A sparkling pool anchors the outdoor space, with a sauna, steam room, full outdoor bar, and poolside television all within reach, thoughtfully designed for quiet mornings and unforgettable gatherings alike. These spaces don't just complement the Maui lifestyle; they embody it. Over 72 solar panels paired with integrated smart home technology run quietly in the background, dramatically reducing energy costs and delivering the kind of efficiency a property of this caliber deserves. A fully electric Nissan Leaf and dedicated charging station are included, making the transition to island living as seamless as it should be. This estate is offered fully furnished and completely turnkey, perfectly suited for the island family ready to settle into something exceptional, the buyer watching another winter roll in somewhere far from here, or the investor seeking a property that works as beautifully as it looks. Bring your suitcase. Everything else is already waiting. Opportunities like this are rare. The elevation, the views, the scale, the versatility, all within one of Maui's most coveted neighborhoods. This kind of property doesn't come around often, and when it does, it doesn't last. Resort Living. Island Privacy. Endless Possibilities.

3264 Keha Dr, Kihei

Listing courtesy of eXp Realty.

$2,150,000
4 Beds ⋅ 3 Baths ⋅ 409809 MLS ⋅ Fee Simple Tenure
Spacious, private, and full of character, 25 Lumahai Place, just off Olinda Road, sits on 2.88 acres with sweeping ocean and West Maui mountain views, cool fresh air, and temperatures that feel like spring year round. A 2,732 square foot main home and detached cottage, 5-7 minutes from Seabury Hall and Makawao Town. The main home's soaring wood-beam ceilings and wood-burning fireplace set a warm, welcoming tone from the moment you walk in. The living and dining areas flow naturally to a the lanai where the views take center stage. The kitchen is generous in size, flooded with natural light, and thoughtfully appointed with granite and butcher block countertops, a farmhouse sink, walk-in pantry, and a picture window perfectly framing the landscape outside. New refrigerator and stove were added in 2026, along with an updated under-sink water filtration system. A solar PV system with battery storage keeps energy costs in check. The primary suite is privately situated with vaulted ceilings, a gas stove, and a beautifully updated ensuite featuring dual vanities, walk-in shower, and soaking tub. Fresh paint and a fully redone second bathroom reflect the care and attention put into this home. Two additional bedrooms, a dedicated laundry room, built-in storage, and a finished loft, ideal as a library, playroom, or fun creative space, complete the main level. Downstairs, a separate 1-bedroom, 1-bath space with its own entrance and newly added sliding door offers excellent flexibility for guests, extended family, or a home office. The recently remodeled detached cottage has its own driveway, parking area, and cement stairs, providing true separation and privacy, and built to last. Perfect for multigenerational living, long-term guests, or rental income. Extensive eucalyptus clearing has opened up the property, improving views, natural light, and usable space while preserving its peaceful Upcountry character. Wake to birds singing and fall asleep to the sound of wind moving through the trees.

25 Lumahai Pl, Makawao

Listing courtesy of Compass-W.

$12,400,000
5 Beds ⋅ 6 Baths ⋅ 409793 MLS ⋅ Fee Simple Tenure
In 2015, a family from Idaho built this home for one purpose: to bring everyone together on the ocean in Maui. A place where children and grandchildren could land, spread out, and stay awhile. A decade later, it is offered for the first time. Fee simple, sandy beachfront on the quiet end of Halama Street, built by Smith Builders Maui with materials chosen to outlast the people who chose them. Inside, the craftsmanship is deliberate and quiet. Douglas fir wainscoting, artisan wallpaper, Rocky Mountain hardware. Five ensuite bedrooms, so everyone has their own space and no one is underfoot. The primary suite claims the entire upper level: dual closets, a dedicated office, its own laundry, and an oversized covered lanai exclusive to the upper floor. Ocean views to the front, mountain and garden views beyond. Whoever owns this home can host the whole family and still have somewhere to breathe. The kitchen, dining, and living spaces open directly to the coast. Pool, lawn, palms, then sandy beach, then ocean. The Pacific is not a backdrop here. It is the reason for all of it. The 3-car garage includes an upstairs ohana, ready for an onsite caretaker or extended family overflow. Monier tile roof, Hardie siding, copper gutters: a home that locks, leaves, and waits without complaint. Quiet enough to feel removed. Close enough to Kihei’s dining and conveniences that proximity is never a question. This is what multigenerational ownership looks like on Maui.

1536 Halama St, Kihei

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

$7,500,000
4 Beds ⋅ 5 Baths ⋅ 409785 MLS ⋅ Fee Simple Tenure
Introducing a true masterpiece of modern design and craftsmanship completed in January 2025 - a brand-new, 4-bedroom, 4.5-bathroom home in the prestigious double gated Lanikeha subdivision of Kaanapali Golf Estates. Designed by West Maui's renowned architect Atom Kasprzycki and built by West Maui's highly respected builder, Thad Henry Design Group. This stunning 4,012 square-foot residence offers an unparalleled living experience on the island of Maui. Every detail of this home has been thoughtfully curated to combine sophistication, comfort, and the natural beauty of its surroundings. The open-concept layout features expansive living spaces, with large pocket doors and windows that invite abundant natural light and showcase breathtaking panoramic views of the Pacific Ocean and neighboring islands of Lana'i and Molokai. High ceilings and custom finishes throughout create a sense of grandeur and luxury, while the flow between interior and exterior spaces is perfect for island-style living. The chef's kitchen is a culinary dream, featuring top-of-the-line appliances, sleek custom cabinetry, and a large central island. It flows seamlessly into the dining and living areas, where you can enjoy the tranquility of your surroundings or entertain guests in style. Multiple sliding glass pocket doors open to a spacious covered lanai with a pool, spa, and expansive outdoor living spaces, ideal for alfresco dining and relaxing in the Maui sunshine. The impressive primary suite is a true retreat offering access to the lanai, an oversized walk-in closet, a spa-inspired bathroom with indoor and outdoor showers as well as a soaking tub and dual vanities. The additional three bedrooms suites offer privacy and comfort for family or guests, with ample closet space and serene, lush views. An attached one-bedroom, one-bath Ohana offers separate quarters to accommodate more guests. Other highlights include a three-car garage with an electrical vehicle hookup, 66 photo-voltaic panels, 6 Tesla Powerwall batteries, home fire sprinkler system, quartz countertops throughout, motorized shades and exquisite landscaping that enhances the natural beauty of the property. Every element of this home has been designed with an emphasis on quality and detail, ensuring a seamless blend of contemporary style and ultimate island living. Located within the exclusive Lanikeha community, this home offers access to world-class amenities, including a clubhouse, fitness center, and pool. With proximity to the renowned Kaanapali Beach, championship golf courses, fine dining, and upscale shopping, this is the perfect place to enjoy the finest island lifestyle. Don't miss your chance to own this exceptional property in one of Maui's most sought-after neighborhoods. Located in close proximity to Maui Preparatory Academy.

1015 Anapuni Pl Unit 62, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$2,290,000
3 Beds ⋅ 3 Baths ⋅ 409783 MLS ⋅ Fee Simple Tenure
Gated North Shore estate featuring two substantial dwellings on 2.181 private acres in desirable Haiku Country Estates. Offering approximately 3,481 square feet of combined living area, this exceptional property blends privacy, flexibility, and income potential in one of Maui’s most sought-after rural communities. The main residence is a beautifully crafted Lindal Cedar home offering 3 bedrooms and 3 bathrooms across approximately 2,482 square feet. Thoughtfully updated over the years, including a major renovation in 2017, recent improvements include updated flooring, new garage doors, and refreshed lanai spaces. Its versatile layout provides multiple living areas ideal for extended family, guests, or additional rental opportunities. Built in 2019, the separate 999-square-foot, 2-bedroom, 2-bath ohana is privately situated near the front of the property and offers excellent flexibility for long-term rental income, multigenerational living, or guest accommodations. Adding even more value, a County-approved building permit issued February 5, 2025, allows for an approximately 500-square-foot addition to the ohana, creating future expansion potential without the uncertainty of starting the permitting process. Bordered with mature bamboo for exceptional privacy, the agriculturally zoned property is beautifully landscaped with an abundance of established fruit-bearing trees, including lychee, mango, avocado, banana, macadamia, coconut, pomelo, orange, and a variety of citrus, creating your own tropical orchard and island sanctuary. This rare offering combines lots of usable acreage, two quality residences, expansion potential, privacy, and lifestyle—all just minutes from Haiku Town, world-class beaches, surfing, hiking, and everything Maui’s North Shore has to offer.

2695 Lia Pl, Haiku

Listing courtesy of Kokua Realty LLC.

$5,995,000
2 Beds ⋅ 2 Baths ⋅ 409768 MLS ⋅ Fee Simple Tenure
Presenting this rare and private oceanfront estate offering over 125 feet of linear ocean frontage in one of Maui’s most captivating coastal settings. Privately gated and thoughtfully secured, the estate opens with an immediate sense of warmth carrying an effortless charm and an authenticity that exceeds expectation. Designed with a relaxed yet refined aesthetic, the spacious home evokes the feeling of a private coastal retreat that is warm, welcoming, and deeply connected to its surroundings. Rich wood flooring, vaulted ceilings, layered textures, expansive pocketing doors, and expansive oceanfront decks create a seamless indoor-outdoor lifestyle that feels both refined and inviting. Beautifully landscaped with Hawaiian style favorites, expansive lawn areas ideal for gathering, and thoughtfully designed rock wall accents, the grounds feel like a destination in themselves, a tranquil setting where you can unwind, entertain, and explore Maui’s coastline. A separate guest cottage with a charming porch and private hot tub offers an inviting retreat for family and friends while maintaining privacy throughout the estate. Positioned on an expansive oceanfront parcel, this secure and welcoming coastal retreat delivers an elevated island experience where panoramic ocean views of Maui’s neighboring islands, sunsets, and moonrises over Haleakala become part of everyday life. And, located just steps from Maalaea Harbor, oceanfront dining, Haycraft Beach, and the iconic Freight Trains surf break, this remarkable offering delivers the rare balance of exclusivity, authenticity, and effortless island living.

210 S Hauoli St, Wailuku

Listing courtesy of Engel & Volkers Maui.

$1,350,000
3 Beds ⋅ 4 Baths ⋅ 409735 MLS ⋅ Fee Simple Tenure
Located in a quiet cul-de-sac in Central Kihei, 94 Mehani Place offers exceptional flexibility and value with a 3-bedroom, 3.5-bath main home (1,696 sqft) plus a detached 1-bedroom, 1-bath ohana (480 sqft). Positioned on a generous 10,487 sq. ft. corner lot, the property enjoys enhanced privacy, expanded lush outdoor space, and a well-maintained fully fenced / gated yard that is ideal for entertaining, relaxing, and pets. Best of all, no HOA fees! The main home features multiple living areas and spacious upstairs and downstairs lanais with mountain views, creating a comfortable indoor-outdoor lifestyle. The detached ohana adds versatility for extended family, guests, or potential rental income. Energy efficiency is a standout with 20 owned photovoltaic solar panels, battery storage, and an EV charge in the garage, and remote front window blinds—helping keep utility costs to a low minimum. Centrally located just minutes from beaches, shopping, dining, and schools, this is a rare opportunity to own a flexible, income-producing property in a prime South Maui location. Want to book a showing? Easy to show with just a 24 hour notice!

94 Mehani Pl, Kihei

Listing courtesy of Keller Williams Realty Maui-Ka.