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$26,500,000
6 Beds ⋅ 6 Baths ⋅ 409734 MLS ⋅ Fee Simple Tenure
THE ULTIMATE MAUI DREAM . .The most sophisticated are no longer asking where to live . .They are asking, “Where can we breathe?” Welcome to The Makena Generational Oceanside Retreat offering resort-style living with smart-home technology, unobstructed ocean & sunset views, Haleakala sunrise views situated on a professionally landscaped one-acre gated and walled tropical estate.The fully operational compound is ready for occupancy offering a vast combination of energy efficiency, self-sufficiency and refined comfort featuring the largest residential Tesla Solar Roof in the US installed in 2024. A unique opportunity to own a private Maui sanctuary of this stature where luxury, wellness and sustainability coexist in harmony. The indoor-outdoor lifestyle is designed for multigenerational living, executive retreats and legacy ownership. In a world moving faster than ever, it is intentionally crafted for life to slow down. Extensively upgraded under the current owner with substantial infrastructure, aesthetic and technology enhancements, the property is now offered well below current replacement cost. The Makena community remains one of Maui’s most coveted luxury destinations. The current property manager creates effortless luxury living with lock-and-leave convenience. The luxurious amenities are endless. The privately separated interior living areas offer exceptional craftsmanship, premium wood finishes, floor-to-ceiling bifold glass doors, elevator, gourmet kitchen, exercise area, massage room, sauna, and steam shower. The dramatic custom water features include a puka lava entry waterfall with pond and interior floor-to-ceiling water feature at the base of the floating staircase. The additional luxury oceanside pool home with its oversized heated pool includes its own gourmet kitchen, Italian brick pizza oven and rear projection entertainment system. Combined with many additional features, the estate offers a total of 8b-8b comfortably accommodating up to 16 guests. Parking is a breeze with a 4+car garage and generous additional parking areas.

7505 Makena Rd, Kihei

Listing courtesy of Compass-W.

$5,000,000
4 Beds ⋅ 4 Baths ⋅ 409679 MLS ⋅ Fee Simple Tenure
Welcome to the Resort in Maui Meadows — an extraordinary private estate where jaw-dropping panoramic ocean views, unforgettable sunsets, and elevated island living converge in one of South Maui’s most coveted neighborhoods. Perfectly positioned above the coastline, this exceptional residence captures sweeping vistas stretching across the Pacific Ocean to the neighboring islands, creating a breathtaking backdrop from nearly every room. By day, enjoy sparkling turquoise waters and endless horizon views; by evening, experience Maui’s legendary sunsets illuminating the sky in spectacular color. Designed to live like a private luxury resort, the property is an entertainer’s dream. Expansive indoor-outdoor living spaces flow seamlessly onto oversized lanais and gathering areas curated for unforgettable sunset dinners, cocktail parties, celebrations, and relaxed evenings beneath the stars. The open-concept design invites effortless hosting while maximizing the stunning ocean vistas and cooling island trade winds throughout the home. The chef’s kitchen anchors the residence with premium appliances, generous prep and serving areas, and elegant finishes designed for both intimate dining and large-scale entertaining. Spacious guest accommodations provide comfort and privacy for family and friends, while the primary suite offers a tranquil retreat with spa-inspired luxury and mesmerizing ocean views. Surrounded by lush tropical landscaping and an atmosphere of complete serenity, the Resort in Maui Meadows delivers a rare sense of escape while remaining just moments from Wailea’s world-class beaches, golf courses, fine dining, and luxury resorts. This is more than a home — it is a destination, a retreat, and a lifestyle defined by breathtaking beauty, privacy, and unforgettable entertaining in the heart of South Maui.

557 Kupulau Dr, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

$9,500,000
6 Beds ⋅ 6 Baths ⋅ 409677 MLS ⋅ Fee Simple Tenure
Welcome to 1949 W Kuiaha Rd: a rare opportunity to acquire a one of a kind, legacy Maui country estate within one of the most beautiful microclimates of all the Hawaiian islands. On 39 acres of pristine land, two skillfully crafted homes look out onto expansive, gently sloping green pastures with full panoramic ocean views.  Enjoy tranquil ocean, garden & mountain views from the entire downstairs great room as well as from the 818 sq ft covered lanai of the 4 bed 3.5 bath main home. Notable features are massive beam construction, Venetian plaster walls, a 1050 sq ft Primary suite with a fireplace, clawfoot tub & its own 756 sq ft private Ipe deck with incredible ocean views, a 659 sq ft multipurpose room with its own stairwell entrance, a 200 sq ft office, a 1933 sq ft garage, 531 sq ft of storage & an owned PV system. Just beyond the bamboo grove is a quaint 2 bed/2.5 bath, 1495 sq ft cottage which features a stunning 586 sq ft covered lanai & Ipe deck offering prime ocean views, Monkeypod slab counters in the kitchen & living room, a fireplace, 2 offices, semi outdoor shower & a gorgeous vaulted cupola roof. In addition, there are 4 fenced pastures, 2 partially enclosed sheds totaling 782 sq ft, 1 garden shed, 3 additional loafing sheds & a hitching post. The impressive array of fruit & ornamental trees, Rainbow Eucalyptus & Cook Pine forests, 2 acre garden, a seasonal stream, 3 property entrances, inspiring Haleakala, Giggle Hill, West Maui mountain & Pacific ocean views, incredible privacy, immersion in nature, general potential & future value that this property offers is unlike any other. There is much to explore, enjoy & create. This property is an equestrian’s and rancher's dream. 1949 W Kuiaha Rd is well-positioned in Haiku Pauwela with close proximity to Haiku, Makawao & Paia towns, Baldwin beach, Twin falls, exceptional schools, the best farmer’s markets on the island, private & international airports.  This property is a gem & must be seen in person to appreciate.  Seller is open to selling all or part of the property: A four unit CPR is in progress. Once completed, individual lots will be available to purchase separately at an elevated value. Seller may be open to trades. Contact Listing agent for more information. Listing agent is related to Seller.

1949 W Kuiaha Rd, Haiku

Listing courtesy of Hawaii Life (MA).

$1,600,000
3 Beds ⋅ 3 Baths ⋅ 409671 MLS ⋅ Fee Simple Tenure
Located in the heart of Haiku, this unique country property offers the perfect blend of privacy, flexibility, and island charm on approximately 2.01 fee simple acres. The property features a 3-bedroom, 3-bath main home along with a detached 2-bedroom, 1-bath cottage that provides additional living space and versatility. Surrounded by lush tropical scenery, the property offers a peaceful setting with ample room to enjoy the outdoor lifestyle that Haiku is known for. Conveniently situated near Haiku Town, North Shore beaches, and Upcountry amenities, this property presents a rare opportunity to enjoy tranquil Maui living while remaining within easy reach of shopping, dining, and recreation.

1630 Kauhikoa Rd, Haiku

Listing courtesy of Shore To Shore Realty, Inc..

$1,999,000
2 Beds ⋅ 2 Baths ⋅ 409663 MLS ⋅ Fee Simple Tenure
Welcome to your private tropical oasis in serene Maui Meadows. This remarkable and rare property spans over a 0.52-acre corner lot, offering a true resort-style experience with lush tropical landscaping that provides exceptional privacy and tranquility. This unique estate features three distinct dwellings, making it ideal for multi-generational living, rental income opportunities, or a private family compound. Situated on a corner lot, two of the dwellings are accessed through their own automatic gated entry off Mililani Place. The main residence enjoys a separate private gated entrance off Mapu Place, where the owner has enhanced the property with poured concrete and covered gazebo parking areas. The property offers abundant storage, including a standalone tool shed, additional storage space for seasonal items, and a workshop area—perfect for a DIY enthusiast. The main home features an open and airy floor plan with 2 spacious bedrooms, 2 bathrooms, and an office area. The primary suite includes a beautifully renovated outdoor shower, walk-in closet, ensuite bath, and additional storage space. High vaulted ceilings and an updated kitchen enhance the living space, which opens to a private, fenced backyard complete with a vegetable garden and irrigation system. Split A/C systems have been installed throughout for energy efficiency and customizable cooling. A large south-facing lanai overlooks the tropical grounds and pool, seamlessly extending the living space beyond the interior square footage. The charming 496 sq ft cottage is tucked among the lush gardens and offers 1 bedroom and 1 bathroom with high ceilings and a spacious lanai for indoor-outdoor living. The cottage has been tastefully updated with granite finishes, new tile, and high-end vinyl flooring throughout. Additional features include a private outdoor shower, BBQ area, its own washer and dryer, A/C, and two off-street parking spaces. The newly renovated 352 sq ft studio has been thoughtfully upgraded with marble finishes, a new tub, vanity, and flooring. The kitchen includes new cabinetry, full-size refrigerator, dishwasher, and garbage disposal. Additional highlights include high-end vinyl flooring, ample storage with a pantry and closet, a private lanai, an outdoor shower, and its own washer and dryer. Enjoy glimpses of the ocean along with stunning West Maui Mountain views. The property is also rich with mature fruit trees, including mango, tangerine, blood orange, lemon, banana, avocado, soursop, and lilikoi—perfect for those who appreciate island living and homegrown produce. This is a rare opportunity to own a versatile and private estate in one of Maui’s most desirable neighborhoods—offering the perfect blend of seclusion, flexibility, and convenience. Truly a slice of paradise. Property is being sold AS IS. Listing agent is related to the seller. Seller holds an Inactive RE License.

3161 Mapu Pl, Kihei

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

$1,849,000
3 Beds ⋅ 2 Baths ⋅ 409590 MLS ⋅ Fee Simple Tenure
This newly refreshed Kula retreat pairs a beautifully updated main residence with a detached cottage, offering the flexibility that makes this property truly exceptional. Set on nearly three-quarters of an acre just two properties from the open ranchlands of Haleakala Ranch, the property offers exceptional flexibility for extended family, a private studio, potential rental income, or exploring its CPR potential to unlock the possibility of two separately titled properties on one exceptional parcel. Both the main residence and cottage enjoy ocean views, cool Upcountry breezes, and the privacy of neighboring half-acre lots. The cottage enjoys its own lanai and views, making it well suited for extended family, guests, a private office, or supplemental income from day one. Permitted plans to expand the cottage to approximately 840 square feet, plus a covered lanai and outdoor kitchen, create even greater flexibility for the future. Inside the main home, hardwood and cork flooring, a classic Jøtul fireplace, and a light-filled primary suite make the everyday feel considered. Nearly 800 square feet of multi-level decking extends the living space outdoors, creating the perfect setting for quiet mornings, unforgettable sunsets, and the relaxed rhythm of Upcountry living. Designed to evolve with your life, the property is equally suited for welcoming family, working from home, generating supplemental income, or exploring its long-term CPR potential. Minutes from Makawao, Pukalani, top schools, and Upcountry's favorite local spots, this exceptional property offers a rare opportunity to enjoy the beauty, flexibility, and enduring appeal that make Kula one of Maui's most treasured places to call home.

1041 Lower Kimo Rd, Kula

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

$1,695,000
3 Beds ⋅ 3 Baths ⋅ 409579 MLS ⋅ Fee Simple Tenure
Tucked away on approximately two acres in the heart of Haiku, this unique multi-dwelling property captures the timeless feeling of old Maui. A long private driveway winds through mature tropical landscaping and fruit trees, revealing expansive valley, gulch, and West Maui Mountain views. The upper 4-bedroom, 2-bath residence overlooks Maliko Gulch and features a recently installed roof. The property also includes a newer 2-bedroom, 1-bath ohana with a remodeled attached studio, two adjoining tiny homes connected by a custom deck, and a privately situated lower 3-bedroom, 2-bath residence. Together, these living spaces offer exceptional flexibility for extended family, guests, creative workspace, or other possibilities. Some areas offer an opportunity for cosmetic updating and personalization. Located just minutes from beaches, restaurants, shopping, and Maui’s North Shore communities. The neighboring 2.4-acre property is also available separately, creating the potential to own approximately 4.4 combined acres.

1640 Kokomo Rd, Haiku

Listing courtesy of KM Brokerage LLC.

$1,795,000
3 Beds ⋅ 2 Baths ⋅ 409577 MLS ⋅ Fee Simple Tenure
Tucked away on approximately two acres in Haiku, this unique multi-dwelling property offers privacy, versatility, and expansive views of Maliko Gulch, the valley, and West Maui Mountains. The upper 4-bedroom, 2-bath residence features a recently installed roof. Additional living spaces include a newer 2-bedroom, 1-bath ohana with a remodeled attached studio, two adjoining tiny homes connected by a custom deck with shared kitchen and bath facilities, and a privately situated lower 3-bedroom, 2-bath residence. Surrounded by mature tropical landscaping and fruit trees, the property offers flexible possibilities for extended family, guests, creative space, or rental income. Some areas provide an opportunity for cosmetic updating and personalization. Conveniently located near beaches, shopping, restaurants, and Maui’s North Shore communities. The neighboring 2.4-acre property is also available separately, creating the potential to own approximately 4.4 combined acres.

1660 Kokomo Rd, Haiku

Listing courtesy of KM Brokerage LLC.

$1,795,000
4 Beds ⋅ 1 Baths ⋅ 409572 MLS ⋅ Fee Simple Tenure
Discover a rare opportunity to own approximately 11.3 acres in the peaceful Hali’imaile/Makawao area. This private agricultural-zoned Lot A CPR parcel offers ocean and mountain views, cool breezes, and a true Upcountry ranch feel. Located within the Kaluanui Ridge 7-lot subdivision, the property is conveniently positioned between Makawao and Paia, with approximately a 5-minute drive in either direction. At an elevation of about 1200 ft this area reportedly gets an average of about 59 inches of rainfall per year and mostly sunny days all year round. This spacious property offers the privacy, open space, and quiet rural lifestyle that make Upcountry Maui so desirable. The land is mostly fenced and includes an approx. one-acre fenced animal pasture, making it well suited for livestock, farming, homesteading, or creating your ideal Maui country retreat. The lot also borders a drainage reserve, providing additional privacy and a natural buffer. Two existing container home dwellings are already in place. The larger dwelling features 4 bedrooms, a kitchen, bathroom, 40ft storage container, off-grid solar system with 21 PV panels, inverter setup, and roughly 14 kWh of 48V battery storage, and an 800-gallon water catchment system. The second container dwelling includes 2 bedrooms, 1 bathroom, kitchen, and catchment system, with power available by generator or from the main solar setup. Enjoy privacy, acreage, views, and the peaceful beauty of Maui’s Upcountry lifestyle—all while remaining close to town, beaches, schools, shops, and conveniences.

2759 Baldwin Ave Unit 7 F A, Makawao

Listing courtesy of Hawaii Life (W).

$4,999,999
2 Beds ⋅ 3 Baths ⋅ 409543 MLS ⋅ Fee Simple Tenure
Discreetly positioned off Kula Highway, the approach reveals very little. A winding drive. A narrowing road. Then, through the trees, a freshly painted 1933 guest cottage quietly appears, a subtle introduction to what lies ahead. A whisper of what came before. Keep driving. The landscape begins to unfold. And then you arrive. A refined modern architectural private retreat. Exposed beams. Oak floors. Walls of Andersen windows drawing the landscape inward from every direction. Once cattle ranch land, these twenty-two rolling acres of open pasture and mature eucalyptus and jacaranda have evolved into one of Maui’s most distinctive private estates. Deer move effortlessly through the golden afternoon light. Birdsong replaces background noise. The silence here feels restorative, the kind that settles into you. The former owner named it Pheasant Ridge for good reason. Originally built in 2001 and thoughtfully reimagined in 2019, the main home was designed for a deeply intentional way of living. The open-concept kitchen, dining, and living spaces flow together in one expansive, light-filled room anchored by a fireplace and framed entirely by the land beyond. The primary suite faces Haleakala. The guest suite offers its own en-suite bath and soaking tub worthy of a primary retreat. This is not beach Maui. The air is cooler. The light lingers longer. Life moves at its own pace. Evenings call for the warmth of a fireplace, and there will be evenings worthy of it. A Pilates studio occupies the garage. A separate she - shed is settled into the surrounding landscape. AG zoning and open pasture invite horses, livestock, or simply the freedom of open land returning to its natural purpose.

8515 Kula Hwy, Kula

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

$4,895,000
4 Beds ⋅ 6 Baths ⋅ 409534 MLS ⋅ Fee Simple Tenure
Located within the coveted acreage community of Wailuku Country Estates, 2150 Kamaile Street offers a rare combination of privacy, scale, and resort-style living across approximately 2.78 acres. The main residence spans approximately 3,175 square feet and is designed to capture the essence of indoor-outdoor island living. Generous living spaces flow effortlessly to the surrounding grounds, creating an inviting setting for both everyday comfort and elevated entertaining. A detached two-bedroom, two-bathroom Ohana of approximately 1,000 square feet enhances the compound feel of the property. Complete with an oversized garage, this separate residence offers privacy and versatility while remaining integrated into the overall estate design. Recent enhancements have transformed the outdoor experience into a private retreat. A newly constructed resort-style pool and spa anchor the property’s recreational amenities, complemented by an expanded pool deck ideal for gatherings. A tranquil water feature and private putting green further elevate the grounds, creating a curated setting designed for relaxation and enjoyment. The detached barn structure has been thoughtfully upgraded and finished, adding substantial flexibility to the estate. Whether utilized as a studio, gym, office, creative space, or extended entertaining area, it contributes meaningful utility and enhances the property’s overall functionality. With nearly three acres of usable land, multiple structures, and newly added resort-level amenities, 2150 Kamaile Street presents a compelling opportunity to own a private lifestyle compound in one of Central Maui’s most desirable estate communities. This is a property designed not only as a residence — but as a destination.

2150 Kamaile St, Wailuku

Listing courtesy of Berkshire Hathaway Maui Prop-L.

$3,333,000
7 Beds ⋅ 5 Baths ⋅ 409514 MLS ⋅ Fee Simple Tenure
Set on 2 acres of lush, tropical grounds, this is a gorgeous private, ocean view Haiku estate that offers a rare combination of space, flexibility, and luxury. The main home has warm wood finishes, exposed beam ceilings, and an open layout that brings in natural light all around. The craftsmanship throughout is immediately felt—from the solid wood flooring underfoot to the custom details that give the home both substance and warmth. In addition to the main residence, there are four well-integrated living spaces, including an attached 2/1 and 3/1, as well as a detached ohana and a separate studio space. Whether for extended family, guests, or simply creating a more expansive way of living, the layout allows for a level of versatility that’s increasingly hard to find. The resort-style pool area captures ocean views and is designed for relaxation and entertaining. Entry to the home is marked by a serene garden setting, complete with a koi pond, water features, and a footbridge that sets a calm, intentional tone as you arrive. This property balances multiple living spaces while still feeling like a single, cohesive estate. It’s well-suited for those looking for a private retreat, a multi-generational setup, or a Maui home that offers more than just one way to live. Located with easy access to the North Shore and Paia, this is a property that offers both privacy and convenience in equal measure.

1073 Nanihoku Pl, Haiku

Listing courtesy of eXp Realty.

$2,500,000
4 Beds ⋅ 4 Baths ⋅ 409511 MLS ⋅ Fee Simple Tenure
Exceptional 3Bed/3Bath with 1B/1.5B Detached Ohana in front, BOTH with Expansive Ocean views and wrap around decks. House has two wrap around decks with Ocean views from living areas, kitchen, and bedrooms. Vaulted ceilings with open floor plan. 1Bedroom Ohana has covered carport, large deck also with Ocean views from living area and deck. Buildings were painted and tented this year. Driveway was graded and new gravel just put in in May 2026. Fruit producing Manago tree in fenced back yard with BBQ and storage shed.

3275 Kehala Dr Unit 3275 A Kehala Dr, Kihei

Listing courtesy of AOK Properties LLC.

$2,499,000
3 Beds ⋅ 3 Baths ⋅ 409471 MLS ⋅ Fee Simple Tenure
Enjoy incredible ocean views from this beautifully updated home and cottage located in the highly sought-after Maui Meadows neighborhood. Tucked away on a quiet cul-de-sac, this .59-acre property offers exceptional privacy surrounded by lush tropical landscaping, while the spacious pool and deck area create the perfect setting for relaxing or entertaining in true island style. The main residence has been recently remodeled and features high ceilings, a stunning chef's kitchen designed for both everyday living and hosting, as well as a loft that can be used as an office or private retreat. This custom pole house offers 3 bedrooms and 3 bathrooms with lanai spaces that seamlessly blend indoor and outdoor living. A separate 1-bedroom, 1-bath cottage provides excellent flexibility for guests or extended family. One of the unique highlights of this property is the unobstructed ocean views with no power lines in sight, enhancing the natural beauty of the setting. This is a truly special island home you won't want to miss. The location is unbeatable—peaceful and private, yet just minutes from the world-famous beaches, resorts, restaurants, shopping and golf courses. Your own tropical paradise awaits. Main residence is being sold furnished; the ohana is unfurnished

3450 Malina Pl, Kihei

Listing courtesy of Wailea Point Realty, Inc..

$1,950,000
3 Beds ⋅ 2 Baths ⋅ 409369 MLS ⋅ Fee Simple Tenure
Newly Remodeled and absolutely fabulous. Custom one of a kind living in this amazing house, pool, and barndominium. High cielings and lofts, large 10k+ sq ft. lot, ideal central location, and an amazing integrated design. Its the perfect family compound. Some areas may be non-conforming and may not match the county tax records.

371 Lono Ave, Kahului

Listing courtesy of Big Wave Realty LLC.

$3,400,000
4 Beds ⋅ 3 Baths ⋅ 409325 MLS ⋅ Fee Simple Tenure
If home is where your horse is, try imagining yourself on this 9.618-acre ranch in the heart of Maui's cowboy town, Makawao! With a 16-stall horse barn and a climate-controlled tack room, a huge riding arena used for horse shows, training, and riding lessons, and farm buildings filling every corner, this has been a working ranch for the last 25 years. The primary dwelling was originally built as a barn but was converted into a 4-bedroom, 3-bath, 2,914 sq. ft. amazing home with windows looking out on the ranch as well as barn-high ceilings that give a spacious feeling to the heart of the house! Enjoy extreme comfort with cooling and heating mini-splits in every room! Wind down the rustic center spiral staircase to the mother-in-law style lower-level, where you'll find 2 of the bedrooms and the laundry room. Across from the main arena is the original home that is now a completely rebuilt cottage with a large attached studio... a great place for a ranch manager to live. The possibilities are endless with this versatile property!

61 Kee Rd, Makawao

Listing courtesy of Equity One Real Estate Inc (M).

$2,500,000
4 Beds ⋅ 4 Baths ⋅ 409304 MLS ⋅ Fee Simple Tenure
A true family home offering expansive living space and room to breathe. This beautifully renovated property features tasteful finishes throughout, a large wraparound deck with great ocean and mountain views, a spacious three-car carport, and a dedicated workshop. The main home includes an extended living area that's ideal for multigenerational living generous in size and conveniently located on the main level for easy access. In addition, there's a charming two-bedroom cottage with its own carport, plus a stunning resort-style pool perfectly tucked away for maximum privacy. This property is all about seclusion and comfort an exceptional Maui retreat. Not a drive-by, as it's impossible to appreciate all the features from the street. Enjoy your own backyard oasis with mature mango, papaya, and pomelo trees providing a fresh tropical harvest.

487 Hoala Dr, Kihei

Listing courtesy of Hawaii Life (W).

$1,995,000
4 Beds ⋅ 3 Baths ⋅ 409303 MLS ⋅ Fee Simple Tenure
OVERVIEW: Within the sought-after and well-managed Honu Alahele neighborhood in South Maui, known for its maintained setting and residential feel, and just a short distance from miles of pristine sandy beaches, 34 Honuea Street stands apart as one of the only newer-construction homes available for sale. Completed in 2023 and paired with a fully detached cottage, remodeled in 2021, the property offers a level of flexibility that is increasingly hard to find, including 3,340 total square feet under roof and $612 price per square foot. MAIN RESIDENCE (4BR / 2.5BA) COMPLETED 2023: The main residence reflects a clean, modern aesthetic grounded in simplicity and thoughtful design. Natural light and generous ceiling heights create a sense of volume throughout, while the open-concept layout allows the home to flow easily from one space to the next. At the center, a spacious kitchen anchors daily living, featuring an oversized island with counter seating, granite countertops, and a full appliance suite. The kitchen connects seamlessly to the dining and living areas, with sliding door opening to a private lanai and fenced yard, creating an easy indoor-outdoor rhythm that suits life in South Maui.Upstairs, the primary suite offers a quiet retreat with its own balcony, a spacious ensuite bath, and a well-designed walk-in closet with built-ins. A flexible, great room provides additional space for work, relaxation, or gathering, complemented by three additional bedrooms, a full bath, and a dedicated laundry room. Dual-zone air conditioning with Carrier central and Mitsubishi split systems supports efficient, comfortable living and there is also a water filtering system throughout the home. DETACHED COTTAGE (1BR / 1BA) REMODELED 2021: Set apart from the main residence, the detached one-bedroom cottage offers a fully self-contained living space with its own gated driveway, carport, private lanai, and kitchen. It provides a level of independence that works well for extended family, long-term guests, or long-term rental income. ENERGY EFFICIENCY: Energy efficiency is one of the property’s strongest advantages, with an electric bill that approaches zero. The main residence is supported by 22 photovoltaic solar panels, Enphase microinverters, dual Tesla Powerwall backup units and two EV charging stations. Together, these systems generate and store power, helping reduce monthly utility costs while providing added reliability. The detached cottage also includes its own photovoltaic solar system, extending the energy-conscious design across both structures. THE LOCATION: Located just minutes from Great Schools, near 5-mile Sugar Beach, the Kihei Farmers Market, and the Kihei Canoe Club, with convenient access to dining, daily essentials, and Central Maui, the setting offers both accessibility and a strong sense of neighborhood. SUMMARY: A Newer Home, a fully Detached Cottage, and a layout designed for how people actually live. 34 Honuea Street presents a rare opportunity in today’s Kihei market.

34 Honuea St, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

$1,999,000
3 Beds ⋅ 2 Baths ⋅ 409237 MLS ⋅ Fee Simple Tenure
Privately positioned in Maui Meadows, 505 Ho'ohalahala offers exceptional space, flexibility, and privacy. Located just minutes away from resort amenities and resort beaches, this home delivers the Wailea location without the Wailea price tag. This fully fenced and gated estate provides a true sense of privacy with expansive, all usable grounds. Mature landscaping surrounds the property, reflecting the seller’s pride of ownership and years of thoughtful care. Situated on one of the larger lots in Maui Meadows, this property has been owned and cared for by the seller for decades. Ample parking accommodates multiple vehicles and there's an abundance of storage space for equipment. Perfect for a general contractor or those needing space to operate and thrive. Large pool with spacious adjacent shade cabana creates the ideal super private setting for outdoor entertaining or relaxing. The detached ohana is well separated from the main residence, offering excellent flexibility for guests or extended ohana. Well designed for multi generational living with space and tons of separation. Built in equity opportunity with lots of room to add value. Property is on a septic system eliminating future headaches. Opportunities like this don’t come around often in Maui Meadows.

505 Hoohalahala St, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,275,000
3 Beds ⋅ 2 Baths ⋅ 409196 MLS ⋅ Fee Simple Tenure
If you are looking for an excellent investment opportunity, a private family compound, or a home for yourself with solid rental income on the side, 279 Olani Place deserves your attention. This well-maintained property features a 3-bedroom/2 bath open plan main house and a 1 bedroom/1 bath ohana, located two blocks away from the longest stretch of sandy beach on Maui. Situated on a quiet cul de sac, on a private flag lot set up from the street, this property offers a fully-enclosed low-maintenance compound in one of the best locations on the island, conveniently close to so much of Maui. In 2018, the main house kitchen and bathrooms were renovated and new roofing was installed. In 2024 new luxury plank flooring was installed throughout the interior, and both generous decks were replaced, including stainless steel railings and an outside shower on the back deck, perfect after a trip to the beach. Also in 2024, a new split AC system was installed. The next door ohana is fully self-contained with its own electric meter and solar water heater. The kitchen and bathroom were renovated in 2018. Next to the ohana is outside shower is a truly therapeutic high end hot tub, ready anytime to soothe your aching muscles. Currently, the house and ohana together would bring in close to $6700 monthly, and would offer a great opportunity for investors. At its price, this property also offers a great opportunity for a family that wants to live close, near the beach. And maybe rent out the ohana. This property offers many opportunities, and is ready to sell. Schedule your appointment today.

279 Olani Pl, Kihei

Listing courtesy of Real Broker.

$1,988,000
10 Beds ⋅ 6 Baths ⋅ 409192 MLS ⋅ Fee Simple Tenure
Cash Flow 6-Unit Investment Property on massive 10,498sq.ft. lot in Central Kahului minutes from the Airport, Mall & Hotels! Investor Mega Landlord or House Hacker Opportunity. Multi-family Real Estate like this Rarely Exists & also a Great Option for Multi-Generational Living or Care Home. Outside, the partly fenced yard offers ample room for gardening and outdoor activities, providing a serene retreat in a bustling neighborhood. Located near Maui’s excellent dining options, grocery stores, schools, offices, and shopping centers, convenience meets potential in this versatile property. Don't miss out on the chance to own a property with both immediate appeal & long-term potential in one of Maui's most desirable locations. Inquire for Current Leased Active Rental Income & be Amazed at the ROI for this Turn-key Opportunity!

145 Kane St, Kahului

Listing courtesy of eXp Realty.

$1,600,000
3 Beds ⋅ 3 Baths ⋅ 409154 MLS ⋅ Fee Simple Tenure
I am excited to introduce this stunning residence in North Kihei, located within the desirable Honu Alahele subdivision. This spacious 3-bedroom, 3-bathroom home features a two-car garage, stainless steel appliances, and a versatile bonus room that offers added flexibility for your needs. The interior features wooden floors throughout and includes a solar water heater. The large primary bedroom is complete with an en-suite bathroom and its own private Lanai. The living area transitions to the outdoors through two sliding doors that lead to a generous backyard—situated on a quiet cul-de-sac. Additionally, the property includes a detached one-bedroom Ohana. Ohana features high ceilings, tile flooring, its own private yard, and a dedicated washer and dryer. Please note that there are currently tenants in both the main house and the Ohana.

116 Honuhula Pl, Kihei

Listing courtesy of Whalers Investment Group LLC.

$1,250,000
3 Beds ⋅ 2 Baths ⋅ 408913 MLS ⋅ Fee Simple Tenure
Wake up to this awesome Maui Island beauty in this exceptional dual-residence property offering both comfort and versatility. The main home features 3 bedrooms and 2 bathrooms, thoughtfully designed for everyday living, while the charming cottage offers 2 bedrooms and 1 bath—perfect for extended family, guests, or potential rental income. Set on a large, level lot, this property captures expansive, breathtaking views stretching from the North Shore to the South Shore, with unforgettable sunrises over Haleakala that will start each day on a spectacular note. Additional highlights include a 2-car attached garage with ample storage, providing both convenience and functionality. Ideally located, this home is just minutes from shopping, dining, schools, and all the amenities you could need—offering the perfect balance of tranquility and accessibility. A rare opportunity to own a versatile property with unmatched views and endless potential.

299 Liholiho St, Wailuku

Listing courtesy of Coldwell Banker Island Prop(S).

$1,385,000
3 Beds ⋅ 2 Baths ⋅ 408833 MLS ⋅ Fee Simple Tenure
Single Level Main Home plus Detached Cottage in South Kihei. Close to the Ocean, Outside the Flood Zone. Two fully detached dwellings on one property, just minutes from Kihei’s beaches, dining, and everyday conveniences. Close enough to enjoy morning ocean strolls and sunset skies, yet positioned outside of the flood zone for added peace of mind. The main residence offers 3 bedrooms and 2 bathrooms with high vaulted ceilings that create an open, airy feel throughout. Ceramic tile flooring runs seamlessly across the home for durability and easy island living, while the kitchen features Silestone countertops and functional workspace. A separate interior laundry area adds convenience. One of the standout features is the expansive covered patio — currently utilized as a home gym and recreation area — offering flexible space that could easily transform into an outdoor lounge, dining area, or entertainment retreat. The main home also enjoys its own private front yard framed by a distinctive blue rock wall, adding both character and separation. Privately positioned behind the primary home, the fully detached 2 bedroom, 1 bathroom cottage offers its own comfortable living space with a spacious open floor plan. The cottage includes a small private backyard, generous storage, and a separate electric meter, enhancing independence between dwellings. Located in desirable South Kihei, near beaches, parks, restaurants, and shopping, this property offers flexibility for extended living, rental potential, or long-term investment. Property is fully tenant occupied. Please do not disturb occupants. Some bedroom photos have been virtually modified to minimize personal items for presentation purposes.

113 Lanakila Pl, Kihei

Listing courtesy of Real Broker.

$2,900,000
6 Beds ⋅ 3 Baths ⋅ 408817 MLS ⋅ Fee Simple Tenure
Also listed as Multi-Dwelling Res - MLS# 408644 Owner financing with 65% down. This property is majestic and unique. One of a kind!!! Perfect for Estate Living or farming. Zoning is commercial/AG A-1 Plan for your families future. Several opportunities. Welcome to Bamboo Valley Haiku, Maui. This Maui estate, located in a hidden tropical valley and bordered by a year round flowing stream is the ultimate in privacy and seclusion. At the heart of the estate is a custom 6 bedroom, 3 bath main residence and 1 bdrm detached cottage currently operating as Bamboo Valley Inn - loved by travelers from around the world. The main home offers exceptional privacy and exquisite design elements set upon an incredible backdrop of raw natural beauty. With no homes in sight, the property captures the essence of North Shore living- peaceful, tropical, powerful and refined. 3 cozy fireplaces complement the tropical atmosphere on cool north shore nights. The expansive covered lanai has tremendous views creating an idyllic setting for outdoor dining, entertaining and relaxing. The gated entry leads to a meandering stone driveway ensuring tranquility, security and seclusion. Tucked away approximately 100 yards from the main home, and beautifully concealed behind swaying bamboo, you will discover the charming Polynesian style pole home cottage. This home is full of architectural character containing custom lava rock features throughout, wrap around lanais and an open design creating a strong indoor-outdoor Hawaiian lifestyle. Both homes contain large windows that dissolve the boundaries between indoor and outdoor, so light pours in from every direction and the tropical forest and landscape become part of the interior decor. Without ever leaving the property you can enjoy a peaceful stroll through an exotic bamboo forest on a groomed trail which leads to the year round stream. This is more than an estate - it is a tranquil retreat where nature and comfort blend seamlessly. Spacious, quiet and surrounded by beauty, this Haiku property offers a lifestyle that is increasingly hard to find in the heart of Haiku, Maui. This property is being offered fully furnished with quality, move-in ready furnishings.

1444 W Kuiaha Rd, Haiku

Listing courtesy of Nathalie Mullinix Rlty Universal Inc.

$1,900,000
3 Beds ⋅ 3 Baths ⋅ 408797 MLS ⋅ Fee Simple Tenure
Welcome to Papalani - where the idyllic Hana coastline meets an artistic vision of multi-dwelling living. This tropical 1 acre estate along the Waiohonu stream and across from the Venus Pool offers a unique opportunity for shared ownership, rental income, or a private retreat. The property features 4 distinct living spaces, thoughtfully positioned for privacy and flexibility. The spacious main residence has multiple lanais, vaulted ceilings, and custom finishes. A grand covered entrance and curved staircase leads to the open living room and kitchen with abundant natural light and a primary suite with soaking tub, shower, bidet, and artist’s studio. Downstairs is an additional living area and bedroom, 1.5 baths, and 2 outdoor showers. Adjacent to the main house is a 2 bedroom guest suite with a screened kitchenette and lanais. The 1 bed 700sf ohana is well built with a full kitchen, bath, and laundry. At the front of the estate is the original 656sf restored cottage with open layout, tall ceilings, tile floors, and an indoor/outdoor soaking tub and shower. Located directly across from Waioka Pond (Venus Pool) and just 3 minutes from iconic Hamoa Beach, the property is close to Hana’s markets, cafes, & art galleries. Though the structures are solidly built, they reflect their age - offering a remarkable canvas for the visionary buyer to reimagine this estate in their own style.

6900 Hana Hwy, Hana

Listing courtesy of Real Broker.

$11,900,000
3 Beds ⋅ 4 Baths ⋅ 408784 MLS ⋅ Fee Simple Tenure
Above a quarter mile of untouched North Shore coastline rises a rare opportunity to own one of Maui’s most extraordinary oceanfront estates. 400 Mehana Road commands sweeping 180 degree views of the Pacific from its elevated perch 275 feet above the sea. From sunrise to moonrise, panoramic ocean views create a constantly evolving backdrop to daily life. The 5,403 square foot primary residence offers 3 bedrooms and 3.5 bathrooms, thoughtfully positioned to embrace the extraordinary setting from nearly every room. Soaring coffered ceilings and expansive windows frame the ocean beyond, while newly installed bamboo flooring adds warmth and natural texture. Motorized shade screens provide comfort and ease, allowing the interiors to transition effortlessly throughout the day. The chef’s kitchen is both striking and functional, anchored by dual islands finished in black India leathered granite, creating a natural gathering space for entertaining or quiet evenings at home. A separate 1,050 square foot cottage with 1 bedroom and 1.5 bathrooms sits discreetly above the bluffs, privately tucked away from the main residence. Ideal for guests, extended family, or a creative retreat, it offers flexibility without compromising the estate’s sense of privacy and scale. Just fifteen minutes from town and easily accessible off Hana Highway, the property offers a rare balance of seclusion and connection. Some of Maui’s most respected private schools, including Seabury Hall, Montessori, Carden Academy, and Waldorf High School, are all within a short drive, adding meaningful convenience to this exceptional lifestyle. Spanning 20.5 acres, the grounds unfold with open lower meadows suited for equestrian use, irrigated gardens, and an edible orchard. A 293 foot well and a 5/8 inch County water meter provide reliable water resources. Along the eastern boundary, an enchanting 80 foot waterfall cascades toward the shoreline, creating a natural habitat for native Hawaiian green sea turtles. Private access to a secluded rocky beach enhances the rarity of this exceptional Maui estate. This is more than a home. It is a legacy estate where privacy, natural grandeur, and architectural presence come together in one of Maui’s most extraordinary coastal settings.

400 Mehana Rd, Haiku

Listing courtesy of Island Sotheby's Int'l Rlty(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).

$1,649,000
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 on over five private acres in one of Haiku’s most peaceful pockets, this exceptional cedar residence offers a rare blend of craftsmanship and true custom design. The 3-bedroom, 2-bath main home spans approximately 2,430 sq ft and is defined by soaring ceilings, rich natural materials, and an immediate sense of quality. The heart of the home is the chef’s kitchen, dining area, and inviting sitting space, opening to a screened-in lanai overlooking the property. The kitchen features an oversized Wolf range, warming drawers, wine refrigerator, reverse-osmosis water at the bar sink, and thoughtfully designed appliance garages. A great room provides a more formal setting with 20+ ft ceilings. Custom cabinetry and built-ins throughout reflect the work of a master woodworker, including special details such as a custom vanity base crafted from 1830s dining table legs. Privacy is exceptional, with a tall, mature areca palm hedge lining the perimeter. Additional structures include a 2,500 sq ft steel workshop with half bath and separate electric meter, a detached garage used as a 1-bed/1-bath residence, a second detached two-car garage with studio and loft, and a detached office. The established grounds feature a concrete driveway to all structures, fenced garden, fire pit, barn with tack room and chicken coop, and mature fruit trees. An exceptional Haiku offering—properties of this caliber and privacy rarely come to market. Private showings now available.

30 Mamao Pl, Haiku

Listing courtesy of West Maui Land Company Inc.