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$2,100,000
5 Beds ⋅ 3 Baths ⋅ 410578 MLS ⋅ Fee Simple Tenure
Discover a rare property offering flexibility, privacy, and strong income potential. Situated on approximately 2 acres of agriculturally zoned land in Haiku, this unique estate features multiple dwellings—ideal for multi-generational living or rental use. Conveniently located just a short drive to Haiku Town, Makawao, the North Shore, and world-renowned surf at Ho‘okipa and Paia. The main residence offers 5 bedrooms, 3 bathrooms, and a 1-car garage with its own private yard. A second home includes 4 bedrooms, 3 bathrooms, and a 1-car garage, thoughtfully positioned to provide separation and privacy, with multiple private entrances for flexible use. At the rear of the property is an original plantation-style home with 4 bedrooms and 1 bathroom, along with an additional structure featuring expansive floor-to-ceiling glass panels—ideal for an office, studio, or creative workspace with mountain views. The grounds feature a variety of tropical fruit trees, including mango, mountain apple, loquat, lychee, and avocado, along with bamboo, palms, and flowering plants such as ginger and gardenia. There is ample space for farming, gardening, or future improvements. Additional features include two water meters, one cesspool, and one septic system. A versatile property with multiple use options. Contact your Realtor today to schedule a private showing

2615 Kaupakalua Rd, Haiku

Listing courtesy of Royal Realty LLC.

$975,000
410181 MLS ⋅ Fee Simple Tenure
This 4.43-acre property in Haiku, sitting directly across the street from Twin Falls, offers a great mixture of usable land, development potential, and a serene setting along the year-round Hoolawa Stream. Unlike many North Shore parcels, the topography is predominantly flat, providing a versatile canvas for a private retreat, agricultural venture, or multiple dwellings. This prime location offers easy access to Hana Highway, Haiku Town, Twin Falls, hiking trails, and North Shore beaches. Whether you are looking to create a homesite, multi-generational retreat, or a long-term investment, this acreage provides the flexibility and space to realize your goals in one of Maui’s most sought-after locations.

204 Ulalena Loop, Haiku

Listing courtesy of Hawaii Life (W).

$1,075,000
2 Beds ⋅ 2 Baths ⋅ 409762 MLS ⋅ Fee Simple Tenure
Discover a rare opportunity to own a private slice of Maui’s North Shore paradise at 630 Ho’olawa Rd in Haiku. Tucked away just 2 miles past Twin Falls on the ocean side of Hana Highway, this charming 2-bedroom, 2-bath island style home offers the perfect blend of seclusion, sustainability, and convenience- just 39 minutes from Kahului Airport (OGG). Set on a total of 1.35 acres across two TMKs- TMK 290010350000 (.94 acres) and TMK 290010700000- (0.41 acres) - this property provides flexibility, space, and potential for future use, all surrounded by lush tropical greenery. The home features a durable metal roof and is thoughtfully designed for off-grid living with modern comforts, including a robust solar energy system installed in 2021 and a back up generator for peace of mind. Water is sustainably sourced via a well maintained rain catchment system with ample storage capacity and advanced filtration. The property offers high speed fiber optic internet allowing you to stay connected while enjoying your private retreat. The land is rich with mature fruit trees including orange, grapefruit, tangerine, lemon, lime, banana, papaya, pineapple and breadfruit creating your own edible tropical oasis. Additional features include a septic system updated in 2019, enhancing the overall value and utility of this unique offering. Whether you’re seeking a peaceful full time residence, a sustainable lifestyle property or a private Maui getaway, this hidden gem captures the essence of living lightly on the land.

630 Hoolawa Rd, Haiku

Listing courtesy of Redfin Corporation.

$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.

$895,000
2 Beds ⋅ 1 Baths ⋅ 409576 MLS ⋅ Fee Simple Tenure
et on approximately one acre in desirable Upcountry Maui, this unique property offers privacy, flexibility, and convenient access to Paia, Makawao, and Maui’s North Shore. Once home to a charming Christmas tree farm, the property features mature Norfolk pines, open usable land, cool Upcountry breezes, and beautiful ocean and horizon views. The comfortable 2-bedroom, 1-bath main residence is filled with natural light and island character. The home and grounds would benefit from cosmetic improvements, including fresh paint and renewed landscaping, presenting an excellent opportunity for a buyer to add value and create a personalized Maui retreat. Surrounded by mature trees in a peaceful and private setting, the property is just minutes from beaches, restaurants, shopping, and everyday conveniences. A motivated seller and a property with considerable potential—bring your vision and explore the possibilities. This is a Residential Condominium Property Regime (CPR) listing.

2475 Liliko'i Rd Unit B, Haiku

Listing courtesy of KM Brokerage LLC.

$1,250,000
3 Beds ⋅ 3 Baths ⋅ 409390 MLS ⋅ Fee Simple Tenure
Tucked away on 1.47 lush agricultural acres in Haiku, this private property offers a rare blend of flexibility, privacy, and island charm. Public records reflect a 2-bedroom, 2-bath home, while the adaptable layout allows for multiple living options, including a potential attached studio or separate-entry unit—ideal for extended family, guests, or rental income. The home features a spacious, open feel with seamless indoor-outdoor living. Mature landscaping includes a variety of fruit trees—lime, Hawaiian lemon, coconut, banana, and sugar cane—along with puakenikeni, heliconia, and gardenia and other tropical flowers. A peaceful bamboo grove adds to the sense of serenity, tucked within the uncultivated portion of the acreage. Additional highlights include a detached structure with an Endless Pool spa and storage, extra outbuildings, and two fenced areas suited for gardening, pets, or agriculture. Set back from Holokai Road behind a gated entry, the property offers exceptional privacy in a peaceful Haiku setting. Within a 15 minute drive, are stores, schools, post office and beaches. Some images include virtual staging. Survey Completed 05/06/2026

145 S Holokai Rd, Haiku

Listing courtesy of REMAX Hawaii Maui.

$1,800,000
3 Beds ⋅ 2 Baths ⋅ 408841 MLS ⋅ Fee Simple Tenure
Tucked away on a quiet cul-de-sac, this charming property offers the perfect blend of privacy, beauty, and low-maintenance living. The lush, landscaped grounds are a true tropical paradise, featuring an array of edible delights like multiple varieties of Avocado, Breadfruit, Passion Fruit, Lemon, Orange, Tangerine, Papaya, Banana and more. Surrounding you in vibrant color and fragrance are stunning flowering plants, including multiple varieties of Hibiscus, Ginger, Heliconia, and more. The home itself is designed for effortless upkeep and timeless appeal, with a durable steel roof, cedar siding, and brand-new hardwood and high-tech vinyl plank flooring. Inside, you’ll find thoughtful details like solid bamboo cabinetry, soaring open beam ceilings, and multiple covered, screened lanais—perfect for soaking in the serene surroundings or entertaining guests. This property is more than just a home; it’s a retreat. Schedule your private showing today and experience the tranquility and charm for yourself!

Haiku

Listing courtesy of Compass-W.

$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.

$2,900,000
5 Beds ⋅ 3 Baths ⋅ 408644 MLS ⋅ Fee Simple Tenure
Also listed as Single Family w/ Det Ohana or Cottage Res - MLS# 408817 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.

$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).