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$2,995,000
5 Beds ⋅ 3 Baths ⋅ 408773 MLS ⋅ Fee Simple Tenure
Set across 16 fully fenced and gated acres in Ha'iku, this expansive Maui estate offers privacy, substantial infrastructure, multiple structures, and considerable flexibility. The property is served by a County of Maui 5/8-inch water meter and a high-capacity well nearing completion, and is potentially subdividable subject to applicable County approvals. More than 20 varieties of mature exotic fruit trees and flowering plants are established throughout the grounds, with walking paths connecting the residences and amenities. At the center of the property is a 5,000+ square-foot main residence with five bedrooms, three bathrooms (two are large/bathhouse style), and a spacious commercial-type kitchen. The primary suite is surrounded by walls of glass overlooking the tropical landscape. The living room features a fireplace and concealed projection screen, while a large screened lanai provides additional space for dining and entertaining. A landscaped courtyard with a cascading waterfall and koi pond leads to trails winding throughout the property. A separate commercial-grade kitchen, adjoining screened gathering area, and dedicated men's and women's bathhouses reflect the property's history as a retreat destination and provide additional flexibility for larger gatherings. Additional structures include a two-room cottage currently used as an office, an upper guest cottage with a private outdoor shower house, and a separate two-story building tucked toward the rear of the acreage. These spaces provide options for guests, offices, studios, workshops, storage, or other uses. Outdoor amenities include a resort-style swimming pool with a waterfall and slide, pool house, massage pavilion, and extensive landscaped grounds. The estate is offered fully furnished, including more than $150,000 in furnishings, artwork, and antiques, with appraisals available. With 16 acres, multiple structures, established infrastructure, extensive landscaping, and potential subdivision opportunities, this Ha'iku property offers a range of possibilities as a private estate, multigenerational compound, creative retreat, or long-term Maui investment.

1055 Kaupakalua Rd, Haiku

Listing courtesy of Hawaii Life (W).

$24,500,000
4 Beds ⋅ 6 Baths ⋅ 408751 MLS ⋅ Fee Simple Tenure
One-of-a-Kind Keawakapu Beachfront Estate in one of Maui’s most coveted oceanfront settings, offering an extraordinary blend of irreplaceable beach proximity, modern structural integrity, and timeless refined island design. The residence was completely rebuilt from the foundation up, completed in 2013—retaining only the original pool and foundation to preserve its rare, grandfathered beachfront setback. The result is a fully reimagined wood-framed home enhanced with structural steel beams, allowing for expansive open spans and a modern layout. The estate includes a spacious main residence, separate guest home, and three-car garage, creating a private compound ideal for multigenerational living or luxury hosting. Designed for unforgettable gatherings, multiple indoor and outdoor living spaces flow effortlessly to a spectacular resort-style pool with slide, hot tub, waterfalls, and dramatic rock grotto. A distinctive basement level serves as the ultimate retreat, featuring a game room with custom Koa wood bar, in-home gym, craft room, and additional guest suite with full bath. Lush tropical landscaping, sauna, and multiple outdoor showers enhance the resort-caliber experience. The chef’s kitchen and dining area showcases Sepalle wood detailing and striking Labradorite granite countertops, blending warmth with sophistication. The primary suite is a sanctuary, complete with a spa-inspired bath featuring a floating tub, private sundeck, and panoramic Haleakala views. Throughout the property, incredible details and textures create a custom, curated feel. Meticulously rebuilt in 2013 to combine modern structural capability with an irreplaceable oceanfront location, this legacy beachfront estate represents a rare and irreplaceable offering on Maui.

3060 S Kihei Rd, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,599,000
5 Beds ⋅ 4 Baths ⋅ 408728 MLS ⋅ Fee Simple Tenure
Experience the essence of Maui coastal living and investment potential all in one. Located directly across from the beach on S. Kihei Road, this versatile property offers four separately rentable units for maximum income and flexibility. The main home is thoughtfully configured into three distinct living spaces—an upstairs 3-bedroom / 1.5-bath, and two separate 1-bedroom / 1-bath units downstairs. A detached 2-bedroom / 1-bath cottage provides additional income or ohana living options. Each dwelling enjoys its own yard space, beautifully landscaped with tropical flowers and fruit trees, and fully fenced for privacy. The main house includes a shared coin-operated laundry, while the cottage enjoys its own private laundry. With ample parking, no HOA or maintenance fees, and shared ownership of the access drive lot included in the sale, this property represents one of the best ROI opportunities in Kihei. Perfect for multi-generational living or as a fully occupied investment, this property is just minutes from Kihei’s charming town center, boutique shops, parks, and world-class ocean activities. Discover the rare combination of lifestyle, location, and long-term value—right here in the heart of South Maui. Photos have been virtually staged.

1011 S Kihei Rd Unit B, Kihei

Listing courtesy of Compass-W.

$2,995,000
3 Beds ⋅ 2 Baths ⋅ 408713 MLS ⋅ Fee Simple Tenure
Set behind mature areca palms, 30 Mamao Place is a private 5.017-acre Haiku estate cultivated and cared for over more than two decades. Mature fruit trees, multiple microclimates, a large fenced garden, barn with tack room, chicken coop and fire pit create an established setting for growing food, caring for animals and living close to the land—all approximately 30 minutes from the airport. The 3-bedroom, 2-bath cedar residence offers approximately 2,430 sq ft, refined over time with custom woodwork and cabinetry. Soaring 20+ ft ceilings define the great room, while the chef's kitchen features an oversized Wolf range, warming drawers and wine refrigeration. A screened lanai opens to the gardens. A detached office and approximately 2,500 sq ft steel workshop with half bath and separate electric meter provide exceptional space for work, projects, equipment and storage. Additional garages include a nonconforming 1-bedroom, 1-bath living area and separate studio with loft. Concrete drives connect the improvements with privacy between structures. You can build a beautiful house and landscape acreage, but some things simply take time. 30 Mamao offers privacy, mature landscaping, usable acreage and established improvements that would take years to recreate.Come experience this remarkable Haiku property in person—schedule your private showing today.

30 Mamao Pl, Haiku

Listing courtesy of West Maui Land Company Inc.

$895,000
3 Beds ⋅ 1 Baths ⋅ 408706 MLS ⋅ Fee Simple Tenure
AS-IS sale. Rare opportunity in Pukalani, located next to Old Haleakala Highway. This approximately quarter-acre (11,155 sq ft) property features two dwellings. The main house offers approximately 720 sq ft with 3 bedrooms and 1 bathroom, and will require major renovation. It is currently being used for storage and is not in good condition. The half bathroom and garage remain as foundations only. The ohana unit is approximately 600 sq ft with 2 bedrooms and 1 bathroom, offering excellent rental income potential. Both dwellings are connected to 2 cesspools. Conveniently located, restaurant and gas station near. Grocery stores, restaurants, coffee shops, and banks are all within one mile for additional convenience.

3321 Old Haleakala Hwy, Makawao

Listing courtesy of eXp Realty.

$3,595,000
4 Beds ⋅ 6 Baths ⋅ 408673 MLS ⋅ Fee Simple Tenure
Come and see this spacious 7,595 square foot estate home located in the peaceful countryside of Wailuku Country Estates. Just 10 minutes from town, the setting feels quiet and rural while still being conveniently close to everyday amenities. The 2 acre property offers a wonderful sense of openness, with plenty of room to enjoy the outdoors, including putting greens for practicing your golf game. The right side of the home is designed for recreation and fitness, featuring a half court basketball area that leads into an above ground pool room with a jetted swim pool for exercising against the current. A welcoming porte cochere leads into a large entry area with dual staircases that open to an upstairs office and landing. From here, enjoy expansive views of the mountains and ocean, an ideal spot for working from home. Upstairs on the right side are three bedrooms, each with its own bathroom, along with a generous laundry area. The left side of the upper level is dedicated to the main suite, which includes a spacious bedroom, a large dressing room with built-in storage, and a well appointed bathroom. A private staircase connects the main suite to the kitchen, dining, and family gathering areas below. The kitchen sits at the center of the home, designed so the cook remains part of the conversation and activity. Additional features include a three-bay garage with space for vehicles and hobbies, an electric vehicle charging station, and solar panels that help keep energy costs down. A separate single-story cottage offers approximately 1,000 square feet with two bedrooms and two baths, perfect for hosting guests or accommodating extended family. Bright and airy, it features a comfortable living room, a separate dining space, a garage, and a covered lanai where you can enjoy the island breeze. This property is designed for comfortable everyday living. Schedule a private showing with your agent today and come see it for yourself.

2673 Kamaile St, Wailuku

Listing courtesy of Compass-W.

$4,400,000
2 Beds ⋅ 2 Baths ⋅ 408607 MLS ⋅ Fee Simple Tenure
This is a rare opportunity to own in one of Maui’s premier water-sports communities. Set on a private, gated quarter-acre, the elevated Tahitian-style dwellings have a bright, relaxed treehouse feel, with cathedral ceilings and natural cross-ventilation. The main residence is a 2-bedroom, 2-bathroom home with bonus space for guests, while the separate 1-bedroom cottage includes a loft, screened sleeping lanai, and coffee lanai for the morning wave check. The peaceful, private grounds feature low-maintenance landscaping, permeable gravel surfaces, room for a garden, and two outdoor showers for rinsing off after the beach. Created for an active North Shore lifestyle, the property offers an indoor board room with cushioned wall-to-wall matting, a covered 22-foot bay for a jet ski, skiff, or kayaks, two covered parking spaces, and three open-air spaces. An open-air concrete pad for a jet ski provides versatility. The ipe and 316 marine-grade stainless steel sliding gate is suited to the coastal setting. After a day on the water, a dedicated area for a future sauna and cold plunge, with a 220-volt outlet in place, offers a transition from high-energy recreation to recovery and relaxation. Near the bike path and a short walk from Sprecks Beach and the Maui Country Club, this is North Shore living at its best.

462 Laulea Pl, Paia

Listing courtesy of The Maui Real Estate Team Inc.

$3,950,000
5 Beds ⋅ 3 Baths ⋅ 408491 MLS ⋅ Fee Simple Tenure
Set across two fully usable acres in one of Kula most desirable microclimates, this exceptional agricultural-zoned estate presents a rare fusion of refined luxury, privacy, and productive farm-to-table living—framed by commanding west-facing ocean and sunset views over the West Maui Mountains and the neighboring outer islands. The single-level main residence is thoughtfully designed with no interior steps, soaring vaulted ceilings, and expansive window walls that flood the home with natural light while capturing sweeping panoramic vistas. Contemporary farm-style finishes complement the home’s elevated setting, creating a sophisticated yet relaxed Upcountry living experience. A large oversized covered lanai extends the interior living space outdoors, ideal for entertaining, dining, and daily sunset enjoyment. A separate-entry mother-in-law’s quarters provides flexible accommodations for extended family, guests, or on-site support. The main home also features an attached two-car garage, offering convenience and secure storage. The outdoor amenities elevate the property to a true private retreat. A resort-style pool deck showcases a swimming pool, jacuzzi, and waterfall water feature, all overlooking rolling pasturelands and enjoying exceptional privacy due to the home’s commanding elevation above neighboring properties. Mature landscaping, expansive manicured lawns, and a wide variety of established fruit trees create a lush, estate-like environment. Adding significant versatility is a detached three-bedroom cottage with its own private driveway, a dedicated two-car garage, and additional carport parking equipped with electric vehicle charging—ideal for extended family living, guest accommodations, or potential rental use. The property also includes a detached yoga studio / agricultural outbuilding, along with two separate greenhouse structures, supporting both wellness-oriented uses and agricultural production. The home is equipped with solar and two Tesla batteries, providing energy efficiency and reliable backup power. Historically operated as a working farm with hosted tours and yoga experiences, the land continues to produce substantial fruit and agricultural yield, enabling a true farm-to-table lifestyle for daily living and entertaining. The entire estate has been upgraded and remodeled and is offered in move-in-ready condition, allowing immediate enjoyment without compromise. Centrally located within Kula, the property is just minutes from the area's most sought-after restaurants, shops, and Upcountry destinations, while maintaining a rare sense of elevation, openness, and tranquility. A distinctive opportunity to own a luxury contemporary farm estate in one of Maui’s most ideal climates—where sunset views, productive land, and elevated island living seamlessly converge.

40 Pulehu Nui Rd, Kula

Listing courtesy of Berkshire Hathaway Maui Prop-L.

$9,950,000
3 Beds ⋅ 3 Baths ⋅ 408390 MLS ⋅ Fee Simple Tenure
Situated on Maui’s Upcountry serene landscape, this Legacy Estate offers stunning panoramic ocean and mountain views across 22.25 acres of pristine pastoral land. The first parcel of 10.46 acres features a spacious main residence and large detached cottage/studio. The second parcel of 11.79 acres is accompanied with a 2-bedroom 2-bath cottage, ideal for guests or caretakers, with room to build a main residence, and barn. Both parcels have separate water meters. Designed by Hans Riecke and Brian Bolter and constructed by Stephen King and Bill King, this impressive main residence includes an expansive great room with soaring ceilings, four stone fireplaces, a spacious open kitchen with top of the line appliances, dining areas, open sitting-room, office and den, a beautiful primary suite with spacious walk in closets and built-ins, two large guest rooms and covered decks for the enjoyment of the property, providing additional areas for entertaining guests and relaxation. The features throughout the homes exemplify fine craftsmanship with exotic hardwoods and custom finishes. A koa tree forest, producing olive orchard, and citrus orchard are among the many landscape features. This Extraordinary Estate is an Upcountry Maui treasure to behold.

95 & 285 Kekaulike Ave, Kula

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

$1,100,000
3 Beds ⋅ 3 Baths ⋅ 408305 MLS ⋅ Fee Simple Tenure
Newly Improved Value in Hana! Set on nearly two lush acres with expansive usable lawn, mature tropical landscaping, and two separate residences, this unique property offers exceptional privacy, flexibility, and the opportunity to embrace East Maui's unmatched lifestyle. The spacious 3BD/3BA main residence features open-beam ceilings, abundant natural light, private exterior room entrances, and a wraparound Ipe deck overlooking the tropical grounds. A detached 2BD/2BA cottage with its own expansive deck provides ideal space for multi-generational living, guests, a home office, or other permitted uses. Designed for self-sufficient island living, the property includes 29 owned photovoltaic panels, two Tesla batteries, two septic systems, mature fruit trees, multiple outbuildings, and abundant open green space. Interim zoning may accommodate a variety of future uses, including agricultural, wellness, creative, or other permitted endeavors (buyer to conduct their own due diligence). Just minutes from Hana Bay, Hamoa Beach, Wai?anapanapa State Park, and East Maui's breathtaking coastline, this is a rare opportunity to own one of Hana's most versatile properties at an exceptional value.

4685 Uakea Rd, Hana

Listing courtesy of REMAX Hawaii Maui.

$2,180,000
4 Beds ⋅ 3 Baths ⋅ 408295 MLS ⋅ Fee Simple Tenure
Up to 3 units total. 3 Bed 2 Bath Main Dwelling + Attached Studio Ohana + 1 Bed 1 Bath Unattached Cottage Ohana with lanais on both buildings. Maui Meadows is renowned for its awe-inspiring ocean views. Prominently situated with a single level on the hillside, you'll discover within this contemporary elegant home, a spacious living-room kitchen area that seamlessly extends to the highlight of the property, an expansive covered lanai with breathtaking views of the ocean and outer islands. Watch the boats race to Molokini in the morning, or view the whales breach while grilling dinner with family and friends. This remarkable half acre property just underwent a complete transformation. Beautifully reimagined and thoughtfully finished, the Main Dwelling provides a large chef’s kitchen with high open beam ceilings, new floors, Quartz countertops, and stainless steel farmhouse sink, perfect for gatherings. From the living-room hallway, you will pass 2 Bedrooms and 1 Bath on your way to the Primary Suite, with large en-suite bath, which provides a perfect space for modern luxury living, complete with a 4 zone mini split AC system for your comfort. For added convenience, this contemporary residence is divided into three distinct living spaces. The Attached Studio Ohana is connected to the main dwelling through a solar service and storage closet, which can be used flexibly as a fourth bedroom with en-suite bath, or as a convenient grandmother's quarter's for rental income. Additionally, the Detached 1-bedroom, 1-bathroom Cottage Ohana with a covered lanai can provide steady rental income to help with island expenses or serve as extra living area for family, with ample locked indoor storage underneath. With 3 freshly updated units, this modern half acre is a great candidate for a future CPR subdivision, a process in which the detached cottage ohana and main dwelling could be sold separately, while a third unit could be possibly designated and another permitted detached ohana dwelling built. With such a large property, the possibilities stack up quickly. Come experience the luxury of island living in this contemporary versatile residence, nestled high in one of South Maui’s most desirable neighborhoods. All this just minutes from the beach, Wailea’s world-class restaurants, golf courses, and everything that South Maui has to provide. Contact your favorite Realtor today to schedule a showing! Digital staging used in some of MLS photos.

614 Kupulau Pl, Kihei

Listing courtesy of Bello Realty Inc.

$4,950,000
4 Beds ⋅ 2 Baths ⋅ 408089 MLS ⋅ Fee Simple Tenure
Rare opportunity to own one or two contiguous beachfront homes on one of South Maui's favorite beaches. Consolidation of the lots located at 1606 and 1598 Halama Street would create an estate site of over 32,000 square feet. The property is being sold for land value only. The main home and ohana are currently rented to long term tenants. The structures are being sold in "As Is" Condition.

1606 Halama St, Kihei

Listing courtesy of Coldwell Banker Island Prop-KP.

$4,950,000
3 Beds ⋅ 3 Baths ⋅ 408090 MLS ⋅ Fee Simple Tenure
Rare opportunity to own one or two contiguous beachfront homes on one of South Maui's favorite beaches. Consolidation of the lots located at 1598 and 1606 Halama Street would create an estate site of over 32,000 square feet. The property is being sold for land value only. The main home and ohana are currently rented to long term tenants. The structures are being sold in "As Is" Condition.

1598 Halama St, Kihei

Listing courtesy of Coldwell Banker Island Prop-KP.

$5,950,000
5 Beds ⋅ 4 Baths ⋅ 408014 MLS ⋅ Fee Simple Tenure
A rare South Maui estate — 2.118 acres in the exclusive gated community of Kaimanu Estates. This private retreat feels like living in Hana and Old Hawai‘i, surrounded by hundreds of native and fruiting trees including avocado, citrus, banana, lilikoi, guava and many more. With 4,718 sq. ft. in the main residence and a detached studio ohana, the property offers unmatched privacy and opportunity rarely found in South Maui. Just minutes away are Wailea’s world-class golf courses, resorts, fine dining, boutique shopping, and some of the best beaches in the world. Here you’ll find the perfect balance of tropical seclusion and resort-side convenience.

135 Kaimanu Pl, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,395,000
3 Beds ⋅ 3 Baths ⋅ 407568 MLS ⋅ Fee Simple Tenure
Also listed as Multi-Dwelling Residential - MLS 409651. Situated on nearly one acre, the 3-bedroom, 3-bath main home and detached 2-bedroom, 1-bath cottage enjoy sweeping ocean views, sunrise and moonrise vistas, and the tranquility of indoor/outdoor living from the expansive wraparound covered lanai — the ideal spot to watch whales breach and ships sail by. Set against a lush backdrop of tropical landscaping, yet just a short drive from town, this beautifully renovated property offers the perfect blend of island luxury, comfort, and versatility. The main residence was thoughtfully renovated in 2018, showcasing vaulted open-beam ceilings, upgraded lighting fixtures, Australian eucalyptus wood and travertine flooring, and abundant windows that bathe the interiors in natural light. The gourmet kitchen is a chef’s dream, featuring granite countertops, soft-close cherry wood cabinetry, and top-of-the-line Viking stainless steel appliances, including a custom panel side-by-side refrigerator, gas stove with hood, built-in microwave, convection oven, and a separate pantry. The spa-inspired bathrooms offer marble countertops, river rock and mosaic tile shower floors, and a soaking tub in the primary suite — perfect for unwinding after a day in paradise. Additional upgrades include a new roof, windows, and doors (2018), and updated electrical and plumbing systems and interior and exterior paint (2020). Downstairs, a bonus finished basement adds versatility with a full bath, wet bar, and concrete-stained flooring — ideal as a media room, game room or home office. The main home has hot water on demand from its propane tankless water heater. The detached cottage, renovated in 2022, features 2 bedrooms, 1 bath, a 1-car carport, vinyl plank flooring, updated kitchen cabinets, countertops, and appliances. Thoughtfully positioned to allow for privacy, it’s a perfect income opportunity, guest space, or multigenerational living option. The property has two county water meters and two electric meters. Don’t miss the chance to own this unique island retreat — a rare opportunity to enjoy serene tropical living with modern upgrades, flexible living spaces, and unforgettable ocean views.

2609 Kahekili Hwy, Wailuku

Listing courtesy of Carol Ball & Assocs.

$1,825,000
4 Beds ⋅ 3 Baths ⋅ 407512 MLS ⋅ Fee Simple Tenure
Discover Hokuula in the quaint town of Haliimaile, nestled on the gentle slopes of Haleakala, overlooking Maui’s world-renowned Northshore coastline. Expansive ocean and mountain views will greet you from this soon to be Upcountry community of 196-single family homes. Featuring contemporary architecture with six unique, 4-bedroom models on lots of approximately 7,500 to 10,000 square feet. Hokuula offers a variety of diverse floor plans in single and two-story designs. In addition, ohana dwellings are available on various lots, providing even more versatility. Each home has been thoughtfully designed. This single-story Floor Plan A home has 4 bedrooms and 3 bathrooms. Features include an open floor plan, 9 foot ceilings, split AC, rain gutters, covered lanai, attached two car garage. Highlighted amenities consist of stainless-steel appliances, double paned windows, soft close cabinetry. A walking path around the perimeter of the community will provide another way to enjoy the panoramic views from Hali?imaile. Located just a few minutes from the modern conveniences of Kahului as well as the quaint charms of Paia and Makawao. This is truly a unique opportunity to own your piece of paradise on Maui, a wonderful place to call home. Developer reserves the right to modify floor plans, elevations, specifications, features, and prices without prior notice. Square footage and room sizes are approximate. All renderings and floor plans are conceptual and are not intended to be an actual depiction of the home, driveway, or landscaping. Prices vary between floor plan and lot selections along with view corridors. Buyer and Buyer's Agent to conduct due diligence.

179 Maiaku St Unit Lot 165, Makawao

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

$19,750,000
7 Beds ⋅ 9 Baths ⋅ 406991 MLS ⋅ Fee Simple Tenure
This magnificent oceanfront West Maui estate rests on approximately 1/2 acre of prime land in Kahana with over 250 feet of ocean frontage. Perfectly located between Kaanapali and Kapalua Resorts, this oceanfront property has no equal in the Hawaiian Islands. This nearly 10,000 square foot residence epitomizes Pacific Rim architecture. Glass pocket doors slide into rock walls bordering the spacious great room, which includes a grand living and dining area, as well as a fabulous open kitchen with separate enclosed butler's pantry. A floating mezzanine soars above the great room with a phenomenal sports bar and game tables. There are seven oceanfront suites, one being utilized as a media suite and one as a gym, each with a luxurious bath and most with a wet bar. Every suite is oceanfront with sweeping views of the neighboring island of Lanai and glimpses of Molokai. The large primary suite offers complete privacy and a fabulous outdoor lanai. The primary bathroom features an Italian custom two-person stone Jacuzzi tub, exquisite stonework, built-in wall speakers, and an expansive closet. An attached oceanfront one-bedroom Ohana can be utilized as a private office, for guests, or a caretaker. Extensive enhancements to the property include a new roof with 60KW photovoltaic solar system. Throughout the interior a selection of doors were replaced with new 10 ft. doors, freshly stained wood, new screens, and high-efficiency shades. A new Hydraulic elevator was installed, as well as new commercial-grade high efficiency air conditioning systems. Electronics have been significantly improved with a Control 4 System, a new Lutron system, top-of-the-line speakers throughout, as well as a state-of-the-art security camera system. A custom pool, complete with spa and waterfalls, is easily accessible from the great room. Moving outdoors, the oceanfront lanai and grilling area offer expansive coastal views. An outdoor landscape sound system has been integrated into the tropical gardens along with Tiki gas lamps and a fire pit from a local artist. The driveway was redesigned for convenience with the addition of a second entrance. Custom wood gates give the vehicular and pedestrian entrances a sophisticated natural appeal. Offered turnkey.

4809 Lower Honoapiilani Rd, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$870,000
2 Beds ⋅ 2 Baths ⋅ 406950 MLS ⋅ Fee Simple Tenure
Recently appraised at $1,100,000. Submerse yourself into nature and drop down (literally) into paradise at this incredible 3-acre property. There is so much more than meets the eye here. Feel the mana as you descend the switchback trail into sacred grounds and find a lovely home, and several other "jungelows" and out buildings. A tropical breeze swirls around in this valley, keeping it cool and climate friendly. You are completely surrounded by greenery and there is a flowing stream that separates the 2 dwellings nicely. There are many mature fruit trees, beautiful gardens and gorgeous flowers...a truly sustainable property. Slow down and take it all in as you escape to this heaven on earth. Structures have been brought up to county code and are waiting on permits. Access is via a switchback trail. There is no driveway access.

106 Hikiau Rd, Haiku

Listing courtesy of Coldwell Banker Island Prop(P).

$3,559,000
3 Beds ⋅ 2 Baths ⋅ 406880 MLS ⋅ Fee Simple Tenure
Endless horticultural possibilities await on this rare AG-zoned, turnkey property, with the potential for SELLER FINANCING. Complete with a valuable 2-inch water meter, this operational property is full of opportunity. Enjoy the pleasant Kula country weather, breathtaking ocean and mountain views, and the ideal climate for cultivating your own future. Situated on 4.5 acres, the grounds are equipped with a variety of irrigated greenhouses, multiple accessory buildings, and two homes, perfect for both comfortable living or as caretaker's retreat. Recent upgrades include: state-of-the-art Fohse 06i grow lights, an automated irrigation and fertilization system, a custom ventilation and cooling system, new pollen screens, a CAT backup generator with a 2500 triple wall diesel gas tank, and updated electrical. This property is ready for seamless operation. With a successful history as a nursery and a fully licensed hemp farm, this property presents a unique business opportunity for a creative new buyer. Don't miss your chance to be a part of a thriving new enterprise.

248 Piliwale Rd, Kula

Listing courtesy of Coldwell Banker Island Prop(P).

$1,695,000
5 Beds ⋅ 3 Baths ⋅ 406777 MLS ⋅ Fee Simple Tenure
Beautiful Lower Waiehu house and detached cottage with the possibility of owner financing. This gated and fenced property has multiple dwellings and fantastic rental possibilities, great for help on the mortgage payment. Built in 2007, this 5 bedroom, 3 bathroom house and 2 bedroom, 1 bathroom ohana offer multiple units and plenty of parking. Beautifully appointed with high end finishes and designed for low maintenance. No carpet, hardwood floors, real stone and top of line fixtures. The ohana (great mortgage helper) sits at the front of the lot, just across the street from the ocean. The living space for the ohana is on the second floor, with a large garage beneath. The main home is at the back of the property, featuring creative design to maximize the living space on two levels. Both homes have ocean views and bright airy lanais. You're conveniently located next to shopping, restaurants, Waiehu Municipal Golf Course and great ocean access. The property has owned photovoltaic on NET metering.  A solid income for the investor-minded buyer. We have complete Matterport walkthroughs for each unit available upon request. The property is also interim zoning that allows for expansion beyond what is currently built to maximize your ROI. The seller is submitting plans to the County for an additional 3 bedroom house to be built on the property - once the permit is granted, the list price will increase.

167 Lower Waiehu Beach Rd, Wailuku

Listing courtesy of Hawaii Life (W).

$1,550,000
3 Beds ⋅ 2 Baths ⋅ 406718 MLS ⋅ Fee Simple Tenure
PRICE ADJUSTED TO SELL! Unlock the possibilities of this versatile property. Are you're looking for a spacious Multi-generational home or an Investment property on approximately 20,025 sf useable land area. There are (2) separate buildings configured with five separate living spaces, each is designed to offer both separation and privacy. With multiple living areas, the setup is ideal for extended families or for potentially generating rental income. As follows: there are (2) living quarters in the front dwelling; 3 bedroom & 1 bath upstairs, and 2 bedroom & 2 bath downstairs. In addition, there are (3) living quarters in the back dwelling; 2 bedroom & 1 bath, 3 bedroom & 1 bath, and 2-story 4 bedroom & 2 bath. Large backyard perfect for gardening, lot’s of parking available. Both dwellings were remodeled in 2019 with many building improvements. There are Tenants in each area. Serious Buyers only! Due to the privacy of the tenants, interior pictures are not available. Do Not Disturb the Tenants. Call your favorite Realtor to setup an appointment to show with the listing agent. Property information obtained from Real Property Tax Records. Buyer and/or buyer’s agent to conduct the own due diligence on the property.

2259 Mokuhau Rd, Wailuku

Listing courtesy of Blue Hawaii Realty Inc.

$2,900,000
6 Beds ⋅ 5 Baths ⋅ 406466 MLS ⋅ Fee Simple Tenure
The road up to 21 Hulumanu Place winds along a dramatic cliffside. Not everyone will follow it to the top. That's what makes this place yours. By the time the gates swing open, the town below has already disappeared. This is Maluhia Country Ranches, and maluhia means peace and tranquility for a reason. As you step inside the main home, light pours through soaring ceilings and the views open in every direction. Ocean on one side, mountains on the other. The lanai pulls you outside immediately. You'll find yourself lingering long after dinner, watching the light change over the water until the stars take over. It's that kind of place. The layout was designed for the way people want to live. The main house has three bedrooms, three baths, a lofted bonus space, and a kitchen for people who love to cook and gather. An attached studio is perfect for an au pair, a creative space, or the in-laws who want to be close but not that close. Down the path, a detached two-bedroom cottage sits with its own jaw-dropping views, ready for visiting friends, a long-term guest, or rental income when no one's coming to stay. At over 2.6 acres and agriculturally zoned, the land is yours to dream on. A barn. Room for horses. A garden. Or just wide open space under the Hawaiian sky. When you need town, you're twenty minutes away. You just won't want to leave. This is the kind of place most people never find. Once you do, you'll understand why.

21 Hulumanu Pl, Wailuku

Listing courtesy of Compass-W.

$5,500,000
4 Beds ⋅ 3 Baths ⋅ 406427 MLS ⋅ Fee Simple Tenure
Oceanfront home and cottage in a highly desirable private and quiet Kuau neighborhood on Maui’s renowned North Shore. This unique offering is ideally situated in the perfect location, just minutes away from sandy beaches, Kuau Store, Mama’s Fish House, and a quick drive to the lively town of Paia - known for its boutique shopping, local dining options, and vibrant plantation style charm. The main residence is a 4-bedroom, 3-bath home that captures the relaxed island lifestyle with its thoughtfully remodeled interior and breezy, beach-inspired exterior. The first floor features an open-concept layout with wall-to-wall sliding doors providing captivating ocean views as a backdrop with complimentary high ceilings. The expansive sliding doors open up to a wrap-around lanai just off the kitchen and dining area, seamlessly blending indoor and outdoor living while showcasing stunning ocean views and refreshing trade winds. The first floor hosts a guest bedroom, and a full guest bathroom. Upstairs, you will find the primary suite with ensuite, two additional bedrooms, and a second living area with panoramic views spanning from Kahakuloa and Molokai, to Kuau Bay with Ho’okipa just around the corner. Outdoor enthusiasts will appreciate the proximity to world-class water and wind sports such as surfing, kite surfing, wind surfing, diving, paddling, and shelling all just steps away. Adding to the appeal is a charming detached 3-bedroom, 2-bath cottage with classic plantation-style architecture, ready for your personal touch and available to generate potential rental income. This property offering is your opportunity to own in one of Maui’s most coveted locations, where the rhythm of the ocean meets you at the comfort of your home.

116 Kuau Beach Pl, Paia

Listing courtesy of Hawaii Life (W).

$9,995,000
5 Beds ⋅ 5 Baths ⋅ 406423 MLS ⋅ Fee Simple Tenure
100 Kalelemuku is a newly completed (2025) architectural estate set within Kula I'o, a gated enclave that redefines upcountry luxury. This landmark estate is fully fenced and gated, offering sweeping bi-coastal and mountain views across 3.6 acres. The estate offers 7,085 square feet of interior living space, including a 6,070-square-foot primary residence, a 1,015-square-foot two-bedroom ohana, together with a 2,718-square-foot covered lanai and an expansive 1,728-square-foot garage and storage. Every element is designed to celebrate indoor-outdoor living, with a seamless connection to the estate's refined, beautifully planned outdoor spaces. At the heart of the home is a dramatic great room, airy, open, and braced by vaulted ceilings and Fleetwood glass doors that frame vistas of Haleakala and the Pacific. The space flows into a sculptural Gaggenau kitchen, where waterfall-edge quartzite counters, custom cabinetry, and designer fixtures create a kitchen as elegant as it is functional. The home's layout is thoughtfully designed, featuring dual wings that ensure both seclusion and connection to the living areas. One wing houses the primary suite, complete with a private garden retreat, custom dressing room, and spa-style bath featuring luxurious surfaces and fixtures. Two additional bedroom suites are nearby, each with its own en-suite bath. The second primary suite opens directly to the lanai and a second garden retreat, offering ideal accommodations for guests or multi-generational living. A fourth bedroom and a media/flex room complete this wing, providing versatile space for work or relaxation. Each area offers residents seamless access to outdoor living. A sprawling covered lanai includes a full Lynx barbecue kitchen, outdoor refrigeration, and a 42" Trident grill, all shaded and designed for year-round use. Beyond, a 47-foot pool with a Baja shelf, jetted spa, and panoramic views complete the resort-like experience. Every finish in the home reflects a dedication to craftsmanship and contemporary luxury – exquisite wood flooring, Shibusa Tortora and Pietra Italia tile. Gaggenau appliances are featured throughout the kitchen and bar, including refrigeration columns, dual-zone wine and beverage coolers, and a custom coffee system. The bathrooms are appointed with marble and quartzite counters, soaking tubs and premium fixtures. The Ohana guest residence mirrors the same attention to detail. Fully self-contained with two bedrooms and two bathrooms, it features a Thermador kitchen suite, Teak cabinetry, a private garage, and its own covered lanai with a built-in Blaze grill - perfect for long-term guests. Set against the peaceful rhythm of upcountry life yet elevated by modern design and premium appointments, 100 Kalelemuku is a rare new-build offering in one of Maui's most desirable settings. Whether you're watching the sun rise over Haleakala or winding down with a sunset over the Pacific, every moment is choreographed around its beautiful setting and luxurious amenities. Inquire today for a private tour and the opportunity to see this incredible upcountry estate in person.

100 Kalelemuku Pl, Kula

Listing courtesy of Welcome Hawaii Properties.

$5,495,000
4 Beds ⋅ 4 Baths ⋅ 406329 MLS ⋅ Fee Simple Tenure
Self Sustaining Tropical Estate and Cacao Farm - Potential for Seller Financing - Nestled between two river streams on Maui’s serene east end, this extraordinary 14.9-acre tropical estate and working farm offers a rare chance to embrace an off-the-grid lifestyle in true paradise. Designed for self-sustainability at its finest, this unique gentleman’s and ladies’ farm features a deep water well providing pristine drinking water, a powerful state-of-the-art solar energy system, modern septic systems, and acres of mature, fruit-bearing cacao trees. The land is also rich with juicy tropical fruits and vibrant flowering plants. Currently home to approximately 600 cacao trees, the property has the potential to expand up to 11,500 trees. Additionally, an adjacent 180 acres may be available, supporting up to 180,000 more trees. As global cacao production declines and chocolate prices soar, Hawaii is emerging as a prime location for cacao cultivation—making this a timely and strategic investment. Located just 600 feet from the ocean, the estate is exceptionally private and peaceful, with lush botanical surroundings, sweeping ocean views, and three separate access points. Bordered by streams and wrapped in natural beauty, this tropical sanctuary offers unparalleled tranquility, sustainability, and the luxury of living in harmony with nature.

1600 Lower Nahiku Rd, Hana

Listing courtesy of Coldwell Banker Island Prop(S).

$2,100,000
3 Beds ⋅ 2 Baths ⋅ 405873 MLS ⋅ Fee Simple Tenure
An extraordinary highlight of this 7.76-acre, off-grid property is a secluded, natural swimming hole fed by the pristine waters of the Koukouai Stream flowing from Haleakala's slope – a rare and exceptional feature for those seeking tranquility, privacy and a connection to nature. The main residence is a three-bedroom, two-bathroom plantation-style cedar home, complete with a spacious, wrap-around, covered lanai. You’ll enjoy breathtaking ocean views and serene streamside overlooks. Adding to the property’s appeal is a private two-bedroom, two bathroom, two-lanai ohana unit, ideal for guests, extended family or a caretaker, along with a spacious shed/workshop. The landscaped grounds include a wide variety of mature decorative and fruiting trees, plus multiple fenced pastures that can be utilized for a variety of purposes. The property is a member of the Aina O Kipahulu community association, with membership rights to access and water delivery. Kipahulu is a dream destination for both outdoor enthusiasts & those seeking a sustainable lifestyle. Residents of the community have special permission to use several private easements that access the ocean, freshwater swimming spots, and scenic hiking trails. The area’s mild climate, lush vegetation, and cascading waterfalls, including the legendary Oheo Gulch, Pipiwai Trail, and 400-foot Waimoku Falls, make this area one of Hawaii’s last unspoiled treasures.

40685 Hana Hwy, Hana

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

$1,050,000
3 Beds ⋅ 1 Baths ⋅ 405845 MLS ⋅ Fee Simple Tenure
DRASTIC PRICE REDUCTION! Large 1/2 Acre lot with sweeping ocean & mountain views for you to enjoy from this treasured Kamaaina Estate nestled in Waiehu. Serenity abounds as you enjoy the sweeping ocean views and the swaying palm trees. Both the main residence as well as the cottage are in need of TLC. The main home is reminiscent of Old Hawaii with fine architecture featuring high ceilings, spacious rooms, crown molding and built in glass cabinets. Imagine restoring this home back to its grander. This sprawling estate is situated on a rare 26,404 sq. ft. lot also includes a 1/1 bath cottage with fabulous views as well. The R-3 Zoning is a huge opportunity to have multiple accessory dwellings under current zoning rules. This is a great investment to generate income or to create your own family compound. Conveniently located near shopping centers, the MAC, the hospital and churches. Both dwellings are in need work but this project is an opportunity that doesn’t come around very often. To be sold in as-is condition. Sellers did a survey but no Termite Inspection or treatment. Electricity was disconnected. The owners will not do any repairs but are open to offers. Showings to pre-qualified buyers only. Listing agent must be present. Sellers are motivated!

658 Waiehu Beach Rd, Wailuku

Listing courtesy of Sunward Realty Inc.