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

4345 Waha Pl, Haiku

Listing courtesy of Coldwell Banker Island Prop(S).

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

2695 Lia Pl, Haiku

Listing courtesy of Kokua Realty LLC.

$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..

$1,695,000
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.

$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.

$2,900,000
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.

$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).

$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.

$3,275,000
1 Beds ⋅ 1 Baths ⋅ 407076 MLS ⋅ Fee Simple Tenure
Imagine country roads guiding you to your 15+ acre off-grid retreat on Maui. Room to roam, farm, raise animals, or simply gaze at the stars under wide-open skies. This is a place where life slows down and creativity takes root. Known as The ART Farm at Awalau, the property has long been a haven for artists, filled with craftsmanship, imagination, and architectural freedom. Four distinct sleep arrangements provide privacy for family and friends while still sharing in the beauty of the land. Rolling hills, sweeping views, and expansive ocean vistas create a landscape that uplifts spirits and inspires artistry. Here, a sustainable lifestyle is more than possible - it's effortless. Ride horses across the pastures, tend gardens, or raise animals with ease. Whether you're seeking a family home, a creative sanctuary, or an off-grid lifestyle immersed in nature, this property offers the rare combination of independence, community, and natural beauty. The ART Farm isn't just a home - it's a way of life.

796 Awalau Rd, Haiku

Listing courtesy of Coldwell Banker Island Prop(P).

$1,100,000
2 Beds ⋅ 2 Baths ⋅ 406950 MLS ⋅ Fee Simple Tenure
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 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).

$12,900,000
4 Beds ⋅ 4 Baths ⋅ 406606 MLS ⋅ Fee Simple Tenure
Perched on a sweeping green slope with panoramic ocean and mountain views, this award-winning Haiku retreat blends modern architecture with the serene elegance of a high-end sanctuary. Designed by renowned firm SEE Architecture, the home draws inspiration from iconic museums like the Getty and Venice Guggenheim, mid-century modern design, and the quiet refinement of luxury retreat spaces. Behind a minimalist facade, the experience unfolds—floor-to-ceiling glass reveals unobstructed vistas, blurring the line between indoors and out. Natural materials—including vein-cut silver travertine, western red cedar, and walnut crafted by local artisans—anchor the home to its surroundings. The structure itself is a precision steel BONE system, designed for longevity and environmental harmony. Inside, the interiors are curated with intention: Florim Italian porcelain tile throughout, custom millwork by Henrybuilt in the kitchen, baths, and beyond, handmade Heath Ceramics tile details, bronzed Honduran mahogany pivot door entry, Forbes & Lorax light switches, Phillip Jeffries woven wall coverings, and Waterworks fixtures and finishes. The open-plan layout flows effortlessly from artful entry to the main living spaces, with every room oriented toward the lush, private acreage and distant blue horizon. Beyond the glass, the landscape includes sculptural elements like Chinese scholar’s rocks, a sleek modern swimming pool, and rolling pastures where horses roam. A separate guest cottage provides additional space for visitors, work, or creative pursuits, all while maintaining the retreat’s sense of privacy. The arrival experience is equally compelling—lush, mature landscaping lines the private drive, a verdant gateway cultivated over the past 20 years with care and intention. Several acres of established orchard also grace the property, producing a bounty of citrus, avocado, mango, banana, starfruit, and more—a testament to the land’s abundance and stewardship. A thoughtfully built 1,152 sq ft barn sits tucked near a private eucalyptus forest—an elegant, utilitarian complement offering exceptional potential for future use. This is more than a residence—it’s a living gallery of design, detail, and tranquility.

1642 W Kuiaha Rd, Haiku

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