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$3,495,000
5 Beds ⋅ 3 Baths ⋅ 408773 MLS ⋅ Fee Simple Tenure
Set across sixteen acres of fully fenced acreage, this Haiku estate is a world unto itself. Private, expansive, and rich with possibility. Thoughtfully positioned structures create a harmonious compound designed for inspired living, hosting, and creativity. Whether envisioned as an exclusive mountain residence, an artist’s enclave, or a destination wellness retreat, the setting effortlessly supports a life well-lived. At the heart of the property, the main home captures the essence of refined rural living. An impressive primary suite is wrapped in glass windows and doors, inviting natural light and lush views from nearly every angle. A warm fireplace lounge in the living area sets the tone for intimate evenings, while a concealed projection screen transforms the space into a private cinema. The screened lanai area offers flexibility for gatherings or hosting events of any kind. Throughout the grounds, there are additional dwellings and versatile spaces, including a two-room cottage currently utilized as an office, an upper guest cottage with its own outdoor shower house, and a two-story building tucked privately toward the rear of the acreage. Each structure enhances the estate’s ability to accommodate guests or creative pursuits. The outdoor experience is equally compelling. Pass by the courtyard area and enjoy the sounds of the cascading waterfall and koi fish pond, and head out to meandering trails that wind through the landscape. A commercial-grade kitchen with an adjacent screened-in gathering space, along with dedicated men’s and women’s bathhouses, reflects the property’s history as a curated retreat destination. Leisure and restoration take center stage with a resort-style pool complete with a water slide, waterfall, an accompanying pool house, and a tranquil massage pavilion. This is more than acreage; it is a legacy estate with the capacity to evolve alongside your vision, all within a setting that feels worlds away.

1055 Kaupakalua Rd, Haiku

Listing courtesy of Hawaii Life (W).

$999,000
3 Beds ⋅ 2 Baths ⋅ 408664 MLS ⋅ Fee Simple Tenure
This refreshed 3-bed, 2-bath plantation-style home sits on a spacious 10,000+ sq ft lot just minutes from Haiku town center. Surrounded by lush greenery and mature fruit trees, it offers a peaceful, tropical setting with plenty of room to grow. Bright, flexible floor plan and freshly updated, open kicheck, and a charming pass-through window to the enclosed lanai. Sunroom with double-paned windows showcases serene views, while a detached bonus space is perfect for a workshop, office, or yoga studio. With potential to add an Ohana (buyer to verify), this move-in ready home blends classic Hawaiian architecture with modern updates, an ideal balance of comfort, character, and convenience.

815 Kuulei St, Haiku

Listing courtesy of Real Broker.

$1,150,000
408656 MLS ⋅ Fee Simple Tenure
Discover an exceptional opportunity in one of Haiku's most sought-after neighborhoods. This CPR Unit A lot showcases expansive ocean and mountain views, with commanding vantage points of the West Maui Mountains and Haleakala. Positioned atop a gently elevated hill, the lot enjoys an open, unobstructed outlook and a peaceful, private setting. Located within a gated community, the property features underground electric, water meter and all standard utilities. An easy ready to build lot, making it a perfect canvas for your dream home. The neighborhood is known for its quiet charm, yet it provides convenient access to local restaurants, shopping, and the town center, offering the ideal blend of tranquility and lifestyle convenience. This is a rare chance to secure a top tier parcel in Haiku with premium views, prime location, and effortless access.

1022 Auwaha Pl Unit Unit A, Haiku

Listing courtesy of Coldwell Banker Island Prop(P).

$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.

$2,900,000
6 Beds ⋅ 3 Baths ⋅ 727310 MLS ⋅ ['Fee Simple'] Tenure
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. 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 of 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 Kuiaha Rd, HAIKU

Listing courtesy of Nathalie Mullinix Realty Universal, Inc..

$975,000
408529 MLS ⋅ Fee Simple Tenure
Auction property now accepting bids! Pe‘ahi Farms is an exceptional Maui Upcountry private estate, situated on a 130-foot bluff at Opana Point, overlooking the world-famous Jaws surf break. CPR Unit B is positioned at the top of the loop, offering a prime opportunity to capture sweeping ocean and mountain views. This shovel-ready land is zoned for agricultural use and farming. With a pre-approved Special Management Area (SMA) designation, on-site water, and existing electrical connections, the property offers a streamlined permitting process for your perfect retreat. This Haiku estate provides a unique lifestyle defined by sustainability, community, and deep connection to the land.  Make an offer today and prepare to savor the refreshing trade winds and soak in the extraordinary scenery of this amazing Maui estate. The seller may consider financing options. Contact your preferred Realtor® for more details or to make an offer. Buyers and Buyers' agents are responsible for independently verifying all information material to their purchase decision.

580 Kai Huki Cir Unit B, Haiku

Listing courtesy of Maui County Real Estate LLC.

$1,375,000
3 Beds ⋅ 2 Baths ⋅ 408424 MLS ⋅ Fee Simple Tenure
Sprawling 7.78-acre property with incredible potential. This vintage home needs repairs and updating and is located just minutes from Makawao and Haiku towns, conveniently close to Paia. Set in a highly desirable North Shore Maui setting, the mostly overgrown land includes a gulch and mature eucalyptus trees, offering privacy and a true sense of space while remaining easily accessible. Maui’s North Shore is known for its charming, unique towns with local shopping and dining, as well as Ho‘okipa’s world-class surfing and scenic coastal views. Zoned Agricultural, the property provides a variety of options including farming, gardening, or future improvement. The hollow tile structure with masonry framing offers a blank canvas for renovation and personalization. With its acreage, location, and versatile zoning, this property is well suited for those seeking space, privacy, and long-term potential.

2475 Kaupakalua Rd, Haiku

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

$7,950,000
3 Beds ⋅ 2 Baths ⋅ 408161 MLS ⋅ Fee Simple Tenure
Seller is now offering FULL ownership in this truly irreplaceable North Shore Maui oasis. Set amid panoramic ocean, coastline, and waterfall views, this sanctuary offers rare natural resources and privacy. Enter through hand-crafted 24-foot custom gates into a double-fenced private estate featuring 6 permitted structures thoughtfully designed with a blend of Japanese, Hawaiian, and Balinese architectural influences. Improvements include a dedicated ag center, office/garage, infrared sauna, custom loft, and multiple living spaces that harmonize seamlessly with the surrounding landscape. A stone walking path encircles the property, guiding you through a stunning rainbow eucalyptus forest, paperbark tree grove, and a variety of producing trees including cherry, papaya, banana and more. A wrap-around driveway with parking for 20+ vehicles makes the estate ideal for hosting gatherings and entertaining family/friends. This self-sustaining retreat features a 280-foot private well with county water rights, nutrient-rich soil ideal for agriculture, and owned solar with commercial-grade infrastructure. Enjoy ocean and waterfall access from the property! An opportunity to fully own one of Maui’s most inspiring and unique estates—Don’t miss out!!!

180 Door Of Faith Rd, Haiku

Listing courtesy of eXp Realty.

$3,250,000
3 Beds ⋅ 4 Baths ⋅ 408112 MLS ⋅ Fee Simple Tenure
It’s time for you to own your escape. Maui's North Shore is calling. Wake to the sound of the warm trade winds gently swaying the trees. Stroll in your expansive yard picking fresh fruit to complement your morning smoothie. Sit with your favorite book in your treehouse perched over a lush forest, dappled with sunshine. Catch a rainbow and end your day soaking in your outdoor bath, watching the sun set. Your idyllic Maui escape is ready: 965 Hog Back Road. At the end of a country road, tucked behind a majestic Royal Poinciana tree, sits a true North Shore treasure. Originally designed by renowned Maui architect Harry Rice and now reborn as a mid-century modern retreat, the home is elegantly enveloped by more than four acres of lush, private gardens. Light-filled living spaces open to expansive lanais and a spa-like outdoor bath featuring a 72” concrete soaking tub and custom shower. The gourmet kitchen boasts a 48” Hestan gas range, paneled Hestan refrigerator, European-style cabinetry, and a dedicated pantry/prep area. The 3,100 sq. ft. home features 3 spacious bedrooms, each with a luxurious ensuite bath, plus a separate upgraded cottage ideal for guests. A custom eucalyptus spiral staircase and handcrafted details throughout accentuate the classic Maui roots. Mature fruit trees, peaceful walking paths, and a treehouse overlooking the forested gulch create a private, retreat-like setting. All the home's amenities and features, accompanied with North Shore conveniences, make this a truly unique architectural treasure. This is an A unit of a CPR.

965 Hog Back Rd, Haiku

Listing courtesy of Hawaii Life (W).

$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).

$3,000,000
405097 MLS ⋅ Fee Simple Tenure
Pe’ahi Farms, a 16-lot estate subdivision at Opana Point on the island of Maui, is now offering Lot 16 - the crown jewel of Pe’ahi Farms - with commanding views of the Pacific Ocean, Opana Point, Molokai, the West Maui Mountains, and Haleakala. Lot 16 is 75.93 acres in size plus nearly 50 acres of AG leasehold that make up the main loop area surrounded by Kai Huki Circle. Nearly all of Lot 16 is covered by a Maui County pre-approved building envelope which will expedite the SMA process and ensure flexibility in development. Lot 16 will accommodate many combinations of a main residence, ohana, and farm. Within the AG zone, farming and/or horse paddocks are allowed. Thirteen lots have sold, and Lot 16 is one of just three lots that remain.

400 Kai Huki Cir Unit Lot 16, Haiku

Listing courtesy of Hawaii Life (W).

$1,700,000
401931 MLS ⋅ Fee Simple Tenure
5.28 acre Vacant Unit A of Haumana View Condo; ocean coastline views as well as open panoramas to Haleakala. Lots of nearly level and cleared pastureland. A private fresh ground water well and infrastructure is installed and shared with adjoining Unit B. The neighborhood is quiet and relatively remote, being at the ocean end of Haumana Road. Seller is also selling adjoining Unit B of 2.0 acres as a separate offering priced at $900,000. Property is fenced for animals and agricultural uses. There are currently horses on the property so Seller's agent must be present to open the entrance gate. Please allow 24 hours notice.

Haumana Rd Unit Unit A, Haiku

Listing courtesy of Hugh Starr & Co LLC.

Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.