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$1,580,000
2 Beds ⋅ 2 Baths ⋅ 410513 MLS ⋅ Fee Simple Tenure
Welcome to this custom-built Haiku home in the desirable Windward Estates subdivision. Situated on 2.27 private, usable acres at the end of a quiet cul-de-sac, this 2-bedroom, 2-bath residence offers 1,314 square feet of thoughtfully designed living space with hardwood floors, vaulted ceilings, and an open floor plan. Expansive covered lanais overlook lush tropical landscaping with a variety of mature fruit trees. The property also includes a prepared homesite for a future second dwelling with potential ocean views. Conveniently located just minutes from Paia, Hookipa Beach, and Maui's North Shore, this property offers privacy, potential, and the best of island living. Enjoy indoor-outdoor living with expansive covered lanais overlooking beautifully landscaped grounds filled with mature tropical fruit trees, including star fruit, star apple, citrus, banana, papaya, and more.

250 Heaaula Pl, Haiku

Listing courtesy of Commercial Prop of Maui LLC.

$2,700,000
3 Beds ⋅ 5 Baths ⋅ 410469 MLS ⋅ Fee Simple Tenure
This phenomenal slice of paradise was appraised for $2,700,000.00 (Listed price), in July 2026. It consists of 5.05 Splendid acres on an AG Zoned parcel, in the heart of Haiku. Emerald green pastures dotted with various fruit trees, flowers, and room for horses, sheep, goats, chickens, etc. This Legacy property is as close to heaven on earth, as can be. The owner/ builder imagined everything with a purpose, and it shows in the quality upgrades throughout the Main home and property. Lychee, coconut, mango, mountain apples, and avocado trees are a few of the trees that frame the acreage, and make for wonderful eating. The Lychee were planted so that they would stagger bloom every other year. The flowers are a variety of Hibiscus, Gardenias, and several other fragrant, and tropical treasures!! The farm also features a small barn, and extra tool shed. Construction includes vaulted ceilings, a large covered exterior living area, featuring a kitchen, great space to watch sports, and large windows taking in the verdant lawns, in addition, another fabulous wrap around lanais, with yet another barbeque covered lanais. This owner built main home, boasts everything you need to run a farm/ranch, and then some. The 4064 sq. ft., Main home is a large single- story home, constructed on post and piers. The home is on a slight hillside, permitting for a large under- home work shop, providing both power, and water, as well as an extra half bath, for the workers. Main home features multi-generation living. It boasts 2 large kitchens, 3 En Suite Bedrooms, an extra full, and half bath, a media room, library, a large den, formal full bar, and separate office. All the bedrooms are equipped with TV access. Included are several large aquariums, which will remain in the main home. The sellers have installed an electric gate for access to the main home. There is a separate entrance to the cottages. There are also two fully permitted 1000 square foot, 3 bed 2 bath - cottages. One of the cottages features a 2-car garage. These cottages are tenant occupied, and are now rented on a month- to- month basis. The main home, and one of the cottages are equipped with Photo voltaic panels. The property is on one water, and electric meter. Qualified buyers may arrange to view the property, keeping in mind, that a 48 hour -notice is required to view the Ohanas. The property is being sold AS IS. The current Owner/Trustee was not on site when the property was built. The Trustee who built it, passed away in 2016, so Seller’s Disclosure will be limited.

1525 Kaupakalua Rd, Haiku

Listing courtesy of Coldwell Banker Island Prop-KP.

$1,075,000
3 Beds ⋅ 2 Baths ⋅ 410309 MLS ⋅ Fee Simple Tenure
Discover a rare opportunity to own a piece of Maui's beloved North Shore. Located just moments from the heart of historic Paia Town, this charming 3-bedroom, 2-bathroom home offers approximately 1,496 square feet of living space on an expansive 0.32-acre lot. Originally built in 1941, the home blends timeless island character and can offer something to someone willing to invest in its potential. Whether you're looking for a primary residence, a second home, or an investment opportunity, this property provides the space and location to bring your vision to life. Enjoy the convenience of being within walking distance of Pa?ia's renowned restaurants, boutiques, cafés, and local shops, while also being just minutes from world-famous beaches, Ho‘okipa Beach Park, and the legendary Maui North Shore surf and wind sports. The oversized lot offers much potential at 13,900 sq ft with various palm trees and multiple plumeria trees planted throughout the property. Baldwin Avenue presents an exceptional opportunity to own in one of Maui's most sought-after communities.

345 Baldwin Ave, Paia

Listing courtesy of Maui Realty Co Inc.

$2,190,000
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.

$1,899,000
3 Beds ⋅ 1 Baths ⋅ 409269 MLS ⋅ Fee Simple Tenure
Gentleman farm possible on your almost 12 acres of Haiku land! The home is simple and functional, this three-bedroom one bath house has many recent upgrades such as new kitchen and bathroom, flooring and paint. Most of this is a blank canvas that can be made into your dream! Very private setting with a lot of usable land and some gulches as well, nature at it's best! Very secluded spot yet minutes away from Haiku stores, school and parks- about 15 minuets to Hookipa for surf or Paia for a lazy stroll around town. Haleakala mountain views and ocean views possible from a second story. Come plan out your family compound on this large parcel of land. 5/8 water meter.

580-A Lihau Pl, Haiku

Listing courtesy of Millennium Realty Inc.

$2,325,000
3 Beds ⋅ 2 Baths ⋅ 408878 MLS ⋅ Fee Simple Tenure
Step into wonder the moment you arrive. The driveway winds beneath a natural canopy of mature trees, where the air cools, light softens, and the outside world fades away. Entering a hidden garden… quiet, sheltered, and deeply immersed in the surrounding nature. The grounds have been thoughtfully cultivated into a lush tropical paradise, abundant with fruiting trees, vibrant flowers, and layered green foliage. The landscape transforms throughout the day: golden morning light filtering through leaves, colorful sunsets framing the palms, and clear nights revealing stars and moonlight from the upper lanai. Two thoughtfully designed structures fully renovated in 2023 configured as a flexible 2-bedroom, 2-bath haven... deal for living, working, or hosting guests. A bright studio space with windows on all four sides and stunning Haleakala and garden views has opportunity to be a third bedroom. Interiors exude calm, designer-inspired elegance with clean lines, abundant natural light, and an effortless relaxed atmosphere. Expansive openings frame captivating garden views, while seamless indoor-outdoor flow invites the landscape into everyday life. Shaded lanais offer serene spots for morning coffee with Haleakala vistas or open-air evening dining. Fully equipped for modern off-grid independence, the property boasts three 5,000-gallon water tanks and a robust photovoltaic system with lithium battery storage for reliable power. Phone and high-speed fiber optic internet keep you connected without sacrificing privacy. A prime building site awaits, offering the potential to create a future main residence with stunning ocean and mountain views—unlocking even greater long-term opportunities. Private, intentional, and deeply rooted in its natural surroundings, this Haiku sanctuary invites a lifestyle of simplicity, comfort, and daily communion with the elements.

453 N Honokala Rd, Haiku

Listing courtesy of Compass-W.

$1,099,000
4 Beds ⋅ 3 Baths ⋅ 408710 MLS ⋅ Fee Simple Tenure
Looking for some privacy in the lush tropics of Haiku with 4 bedrooms and 3 baths on .73 of an acre of land? 82 Mamao Pl is on a private dead-end road and is the main house of the completed CPR property. The house feels larger than 1,520sqft with lots of big windows, high ceilings in the living area and separation of the bedrooms. Freshly painted, new interior doors, updated bathrooms with a spacious laundry room. The property is move-in ready! Driving through Maui Ranch Estates neighborhood is very quiet, peaceful and respectful of neighbors. 82 Mamao Pl has no HOA or fees! There is lots of room to expand the main house and a good size yard for a garden, greenhouse or treehouse. Avocados, bananas, lilikoi and tropical flowers. Hawaiian Tel and Fiber Optic available.

82 Mamao Pl, Haiku

Listing courtesy of Keller Williams Realty Maui-Ka.

$1,750,000
3 Beds ⋅ 2 Baths ⋅ 408594 MLS ⋅ Fee Simple Tenure
Shows well, will not last!!! Luxurious feel, tropical landscaping, flows well. Well-maintained three-bedroom, two-bath home in Paia, offering a quiet setting and several modern updates. Recent remodel improvements provide a fresh, comfortable feel, and a new roof adds long-term peace of mind. Functional layout with inviting living spaces, ready for everyday island living.

36 Hoku Pl, Paia

Listing courtesy of Nathalie Mullinix Rlty Universal Inc.

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.