Maui Properties

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.

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.

CLASSIC remodeled 1939 plantation home in one of Haiku's sweetest locations, just moments from Pauwela Cannery and world-famous surf. Tucked away on a charming cul-de-sac, this cozy single-level home offers the perfect blend of old Hawaii character and modern comfort. Enjoy exceptional indoor-outdoor living with expansive covered decks made for entertaining, relaxing and soaking in the island breeze. The airy interior features a beautifully remodeled kitchen with granite countertops, gas cooktop, and abundant natural light from the thoughtfully placed skylights. Additional features include a spacious laundry area, outdoor shower, and level yard perfect for summer barbecues and gatherings. An ideal North Shore retreat for surfers, swimmers, kiters, paddlers, or anyone who loves the ocean lifestyle! Ho'okipa is at your back door. The best of island living awaits right out front.

Nestled in a peaceful tropical setting in desirable Upcountry Maui, this unique one-acre property offers the perfect blend of privacy, flexibility, and North Shore convenience. Once home to a charming Christmas tree farm, the property is surrounded by towering mature Norfolk pines, lush greenery, and established landscaping that creates a serene, park-like atmosphere with beautiful ocean and horizon views. The property features a comfortable 2-bedroom, 1-bath main residence filled with natural light and warm island character. With open usable land, mature trees, cool Upcountry breezes, and a private setting, the property feels like a peaceful retreat while still being just minutes from Paia, Makawao, beaches, restaurants, grocery stores, and the conveniences of Maui’s North Shore lifestyle. A rare opportunity to own a versatile Maui property with mature landscaping and a truly special setting in one of the island’s most sought-after locations. This is a Residential Condo (CPR) listing.

Hidden away in a lush tropical setting, this special Haiku property feels like stepping back into old Maui. A long winding driveway leads through palms, fruit trees, and mature landscaping to three separate homes privately positioned throughout the property. The upper cottage features 4 bedrooms and 2 baths with peaceful garden and peekaboo ocean views. A newer 2-bedroom, 1-bath ohana adds flexibility for extended family or guests, while the lower 3-bedroom, 2-bath home sits tucked away in its own private setting surrounded by nature. Just minutes to beaches, restaurants, grocery stores, and the charm of a small country town, this property offers the rare combination of privacy, convenience, and classic Haiku character. Directly next door, the same owner is also offering an additional neighboring 2.4-acre property for sale. Together, the two properties create a rare opportunity to own approximately 4.4 acres in one of Maui’s most desirable North Shore locations. An exceptional opportunity to own a multi-dwelling Haiku retreat in one of Maui’s most desirable North Shore locations.

This lush 2.4-acre North Shore property captures the feeling of old Hawai‘i with expansive ocean and jungle views, abundant tropical landscaping, and a true Maui food forest setting. Thoughtfully developed over the years, the land is filled with mature fruit trees and terraced gardens including mango, avocado, and a wide variety of tropical plantings that create an incredibly peaceful and abundant environment. The property features a beautiful 3-bedroom, 2-bath main home along with a charming 1-bedroom, 1-bath ohana, privately positioned within the landscape to take advantage of the natural beauty and serene surroundings. Just minutes to beaches, restaurants, grocery stores, and the charm of small-town North Shore living, this property offers the rare combination of privacy, convenience, and a deep connection to the land. Directly next door is the neighboring multi-dwelling property also being offered for sale by the same owner. Together, both properties create a rare opportunity to own approximately 4.4 acres in one of Maui’s most desirable Haiku locations. An exceptional opportunity to own a private Maui retreat with the feeling of your own tropical sanctuary, surrounded by nature, beauty, and old Hawai‘i charm.

Welcome to 50 Eono Place where refined design meets the tranquility of Upcountry living. This newly renovated 5 bedroom, 3 bath Haiku estate offers a rare blend of modern luxury, effortless comfort, and serene island living, complemented by flexible living space to suit a variety of lifestyles. Featuring top of the line finishes, architectural enhancements throughout, and thoughtfully integrated smart home technology, you can control lighting, security cameras, media, window coverings, and entry access from your phone. A 50-panel photovoltaic system adds efficiency while helping keep energy costs low. Nestled in a peaceful, private setting, this property invites you to slow down and take in the beauty of Maui. Evenings are magical, with clear star-filled skies and vibrant sunset hues enjoyed from your jacuzzi. The expansive grounds offer endless possibilities for entertaining, creating your own outdoor oasis, or simply enjoying space for pets to roam. A nearly year-round running stream flows through the land, offering a rare chance to explore and connect with nature right in your backyard. This is more than a home, it’s a lifestyle defined by serenity, space, and elevated island living. Both owners hold inactive Hawaii real estate licenses. Video coming soon!

Serene estate set on 3.7 lush tropical acres with sweeping ocean views, located near Twin Falls in Haiku. The two-story residence offers 5 bedrooms and 6.5 baths, plus a dedicated library room and a separate office, each with its own full en-suite bathroom, providing flexible living options for a variety of needs. An expansive covered deck captures panoramic ocean and garden views. This private and peaceful property features a wide variety of mature tropical landscaping, including fruit trees and palms, along with a perennial stream that enhances the natural setting. A trail leads to a level area along the stream, offering a quiet place to relax and enjoy the surroundings. The grounds provide ample space for gardening, outdoor living, and the opportunity to grow your own food. At night, it feels as though you could reach out and touch the stars. A detached structure, originally a garage, has been converted into a spacious building with high ceilings. It offers flexible use as a studio, workshop, gym, or additional creative space, depending on the needs of the next owner. Garden paths wind through the grounds past sculptural accents that lend artistic character to the landscape. The property offers a strong sense of privacy and connection to nature, while still being within easy reach of the North Shore's beaches, waterfalls, and outdoor amenities. Well-suited for a variety of lifestyles, from extended family living to those seeking a peaceful island setting. This is Unit A of a CPR.

Unique, Untouched Opportunity Awaits on this Lush 4 acre lot off of Haumana Rd located in the Hui Kuai Aina O Peahi Subdivision. Lots of nearly level pastureland, quiet neighborhood, with endless possibilities and opportunities for animals and agricultural uses.

There are many building sites with ocean and mountain views. Water sources would be via rain catchment or a well. The parcel was surveyed in 2019 (survey map in associated docs). Currently, this property has 1 tax map key number, but originally it consisted of 4 lots. 2 of the 4 lots have a potential break in the chain of title. The sellers have decided not to clear the title and sell at a reduced price. The pictures were taken years ago, and do not reflect the current condition.

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.

Offering a rare opportunity to own an acre of lush, tranquil land and a quality crafted two-bedroom home tucked away at the end of the Waha Pl. cul de sac in Haiku. Soaring ceilings, open floor plan, granite counter tops, and wood floor all add to the charm of this peaceful sanctuary. The 2 car garage and great location, just 5 mins from Jaws Country Store, add to the functionality. Enjoy the fresh air and bird songs on your huge screened in porch that wraps over half of the home creating extra living spaces. The land abounds with tropical growth including various avocados, bananas, ulu, kalo, kava, gingers, ti, coconuts, coffee, and more! Well cared for and maintained by the owner, this home has a fresh roof and interior paint ready for it's new owner to move in and enjoy the North Shore lifestyle. Call your Realtor today to schedule a showing and see if this is the one for you! This is unit 2 of a CPR property.

Discover your private tropical sanctuary on the ocean-side of the Hana Hwy in Haiku, with views of Maui’s iconic North Shore — a custom-built masterpiece that blends island-style elegance and low-maintenance luxury. Stucco walls and a durable metal roof shelter expansive covered decks, providing shade, privacy, and year-round comfort, while imperial plaster walls are highlighted by hand-carved?‘Ohi‘a posts in every room. Open-beam ceilings and oiled Brazilian tiger-wood flooring add a warm, high-quality feel, and oversized picture windows flood the interior with natural light and frame breathtaking ocean vistas. The chef-grade kitchen features a GE dual-fuel gas range with convection oven, a stainless-steel refrigerator and dishwasher, and ample counter space for culinary creativity. Unwind in the spa-like master bath with a tumbled marble soaking tub, the ultimate tropical oasis. Set on over one acre of mature fruit trees—including coconut, mango, breadfruit, and avocado—the property also offers the option to add a guest cottage, making this rare ocean-view estate the perfect blend of privacy, natural beauty, and modern island living for buyers seeking a unique Maui home that feels like a permanent vacation.

Welcome to this spacious 4-bedroom, 2.5-bath home featuring two family rooms and a two-car garage, ideally situated in the heart of Haiku and move-in ready. The main residence sits on just over an acre of lush, flat, usable land in scenic Haiku—Portion A of a CPR/Residential condo. Enjoy tropical landscaping and an abundance of fruit trees, including loquats, guava, and bananas. Set back from the road, this two-story house boasts vaulted ceilings and numerous upgrades. In 2022, the owners installed a new roof, new decks and railings, updated flooring, and more. This well-cared-for home offers a dedicated gated driveway, privacy from the cottage portion, and current AG zoning that allows for agricultural buildings with a farm plan. Centrally located, it's just 10 minutes from Haiku Town Center and 5 minutes to Makawao town. Experience the best of Haiku living—schedule a visit to see this exceptional property today!

Also listed a Vacant Land, MLS #409399 Rare 27-acre property in Haiku on Maui’s North Shore, offering exceptional privacy, serenity, and sweeping panoramic views. This unique estate spans 3 contiguous TMKs and is gated for added security and exclusivity. Enjoy expansive ocean and Haleakala views from multiple vantage points across the property. A custom-built 2-bedroom, 1-bath home is situated on the upper portion of the land, providing a comfortable living space to enjoy immediately — or to serve as a guest house while you build your dream estate. The upper acreage features flat, usable pasture land, while the lower portion offers gently rolling terrain. This acreage is ideal for agricultural use, an equestrian estate, a private retreat, an estate home or even a subdivision. The land has not been farmed in over 30 years. SELLER FINANCING IS AVAILABLE, making this a rare opportunity to secure large, versatile acreage in Haiku with flexible terms.

Also listed as Residential, MLS# 409398 Rarely available 27-acre estate on Maui’s North Shore in Haiku, offering remarkable privacy, tranquility, and breathtaking panoramic views. Comprised of 3 contiguous TMKs, this gated property provides exceptional flexibility and exclusivity. Enjoy sweeping ocean and Haleakala views from multiple vantage points throughout the land. A thoughtfully designed 998 sq ft custom home featuring 2 bedrooms and 1 bath is perched on the upper portion of the property, perfectly positioned to capture the scenery. The upper acreage offers flat, usable pasture land, ideal for agricultural or equestrian use, while the lower acreage gently rolls, creating a beautiful and functional landscape. With land that has not been farmed in over 30 years and is not a CPR, this property presents a rare opportunity for an agricultural estate, private retreat, equestrian compound, future estate home, or potential subdivision. Seller financing is available, adding exceptional flexibility to secure one of Haiku’s most versatile large-acreage offerings.

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.

Welcome to this charming 2-bedroom, 1-bath cottage nestled on just over an acre of lush land in beautiful Haiku. This is Unit B of a CPR (residential condo), offering privacy and tranquility in a picturesque setting. Surrounded by an abundance of mature fruit trees—including loquats, guava, bananas, coffee, and avocados—you’ll enjoy both the bounty and the open space this property provides. The owner has recently started clearing some of the back portion of the lot, enhancing usability and views. This well-maintained cottage features a carport and an additional 200 sq ft detached flexible space. The home is thoughtfully positioned to maximize privacy from neighboring properties. Currently, Maui County allows cottages on agricultural land to be expanded up to 1500 sq ft, presenting a wonderful opportunity for future growth. At the time of listing, Portion A is also available for sale, making this a unique chance to own a piece of paradise with flexible options for expansion. Experience the best of Haiku living—schedule a visit to see this exceptional property today!

Tucked along a quiet country lane in Haiku, sits 2.26 level acres of lush, open land. The kind of acreage that gives you room to breathe, room to grow, and room to share. Two structures. One property. Space. The single-level plantation-style main house was renovated and refreshed in 2025. Inside, vaulted beamed ceilings, warm wood cabinetry, quartz counters, and a gas range make the kitchen the natural heart of the home. The open living area flows easily and looks out to the land from every angle. But the back lanai is what you'll talk about. At 772 square feet, it's not a porch, it's a room without walls. Room for separate dining and sitting areas and windows wrapped on two sides opening to green lawn and mature trees. Morning coffee, Sunday dinners, afternoon rain. This is where Haiku life happens. A two-story studio cottage sits separately on the property, comfortable, functional, and just far enough away to feel like its own world. Whether that's where the parents land, the adult kids set up, or a long-term tenant helps carry the mortgage, the flexibility here is real. The land produces too. Ulu, lychee, papaya, and banana are already growing, already giving. Level, usable acreage of this size in Haiku doesn't come around often. And a property set up this well for multi-generational living comes around even less.

Situated on two privately fenced and gated acres in Haiku, Holokai Hale is a North Shore estate designed for indoor-outdoor living. More than 1,600 square feet of covered space includes lanais, walkways, and multiple areas to relax. Plumeria and puakenikeni line the grounds, with partial ocean views through the canopy. The home offers five bedrooms, six bathrooms, and over 5,000 square feet. The main residence centers on a chef’s kitchen with a large island, butler’s pantry, and direct access to covered lanais for dining and entertaining. Interior and exterior spaces connect seamlessly. The grounds include a saline pool and spa, sauna, cold plunge, and established landscaping with raised garden beds, papaya trees, banana and ginger groves, citrus, lei flowers, and a mature soursop tree. You will find vaulted ceilings and Brazilian Tiger wood floors and each bedroom includes an en-suite bathroom with the primary bedrooms Italian White Carrara Marble bathroom and extra large dressing suite. A separate guest suite provides privacy for extended stays. Additional structures include a detached workshop, an air-conditioned studio with its own sink, and a bonus room above the garage which also has a dumbwaiter. The property is supported by a 52-panel photovoltaic system, solar hot water, split air conditioning, and a whole-home backup generator. Holokai Hale is a flexible property suited for a primary residence, extended family living, or a private retreat.