Maui Properties

Bring your vision to this peaceful Upcountry property nestled just below the cool cloud line of Upper Piiholo. Set on two (2) beautifully established acres, this three (3) bedroom two (2) bath home offers more than twenty six hundred (2600+) square feet of interior space along with views that create an inspiring backdrop for a thoughtful renovation. Native trees, tall pines, and fragrant eucalyptus surround this property, offering both privacy and a deep connection to the land. The home is ready for someone who appreciates character and craftsmanship and wants to restore it to its original charm. A generous wraparound deck already frames the exterior, inviting a seamless indoor and outdoor lifestyle. Inside, the main level features an open living, dining and kitchen area with vaulted ceilings and a striking stone accented fireplace. Two (2) bedrooms and a full bath completes this floor. The primary suite rests on the upper level, offering treetop views and natural light. The finished basement offers a one (1) car parking garage and a large room, perfect for a home office, home theatre or possibly a work out/yoga studio. With internet available and plenty of room to reimagine both indoor and outdoor spaces, this property is a rare opportunity to create something truly special. Whether you update the existing layout or transform it into a more modern Upcountry retreat, the setting and foundation are already in place. This much loved home is waiting for its next chapter.

Located in the desirable Baldwin Ranch Estates Phase 2, this 2.767-acre, Main Home CPR Lot B offers an exceptional opportunity to build your dream home in one of Maui's most sought-after areas. Enjoy breathtaking panoramic views of the North Shore coastline and majestic Haleakala Mountain, providing an idyllic backdrop for your future residence. The property is part of Baldwin Ranch Estates (Phase 2), which boasts a private well providing some of the finest water on the island. With plenty of space and privacy, this property offers the perfect balance of tranquility and convenience, just minutes from the heart of Makawao and Paia. Don’t miss your chance to own a piece of paradise and bring your vision to life! This property is the Unit B of a CPR'd lot.

Located in the desirable Baldwin Ranch Estates Phase 2, this 2.483-acre, Main Home CPR Lot A offers an exceptional opportunity to build your dream home in one of Maui's most sought-after areas. Enjoy breathtaking panoramic views of the North Shore coastline and majestic Haleakala Mountain, providing an idyllic backdrop for your future residence. The property is part of Baldwin Ranch Estates (Phase 2), which boasts a private well providing some of the finest water on the island. With plenty of space and privacy, this property offers the perfect balance of tranquility and convenience, just minutes from the heart of Makawao and Paia. Don’t miss your chance to own a piece of paradise and bring your vision to life! This property is the Unit A of a CPR'd lot.

Welcome to 1072 Aala Place, a charming upcountry property tucked away on a quiet cut-de-sac in the heart of Makawao and experience the perfect blend of comfort, privacy, and the cool Upcountry climate Maui is known for. Inside, you'll enjoy an abundance of natural light streaming through the large picture window overlooking the lush greenery. The open living space flows seamlessly into the kitchen and dining areas, creating an ideal setting for gatherings or relaxed everyday living. Generously sized bedrooms provide comfort and flexibility for family, guests, or a home office. Step outside to your peaceful backyard oasis, surrounded by lush fruit trees and vibrant tropical plants. The property sits on a spacious half acre lot with room for expansion. Located just minutes from Makawao Town's boutiques, cafes, a conveniences, and a short drive to Pukalani, Haiku and premier Upcountry schools, this home is positioned for both lifestyle and convenience. Call your favorite REALTOR to schedule a private showing of this must see property.

Nestled in the heart of charming Makawao, this versatile Maui home offers the perfect blend of space, privacy, and island lifestyle. Situated on a generous 10,000+ sq. ft. lot, the property features a 3-bedroom, 2-bath main residence upstairs filled with natural light and cool upcountry breezes. Downstairs, a 2 bedroom ohana provides flexible living options—ideal for extended family, guests, or potential rental income—while still maintaining a sense of privacy. The expansive lot offers room to garden, entertain, or simply enjoy the peaceful surroundings and open skies that Makawao is known for. Located in one of Maui’s most desirable upcountry communities, you’re just minutes from local schools, shops, restaurants, and the artistic charm of Makawao town, with cooler temperatures and a true neighborhood feel. This property presents a rare opportunity to enjoy multi-generational living or added income potential in a serene, sought-after setting. *A 3D Virtual Tour is available

Multi-unit flexible floor plan with up to 4 bedrooms/2 bathrooms and a studio. Per CPR developer report, upstairs living area is 782 sq. ft. (possible 2 bd/1 ba) and downstairs is a 670 sq. ft. shop with bathroom (possible 2bd /1 ba) plus a studio and a 872 sq. ft carport. All located on a gorgeous .70 acres. This highly coveted neighborhood provides quick access to Makawao and Pukalani while still enjoying the "country life" with majestic views of Haleakala and the idlyllic North Shore. This is a residential CPR. Owner currently lives upstairs and rents out both the downstairs and studio for $2800/$1800. That's $55,200 a year! The owner has constant projects and upgrades going on including new Solar Panels with a Tesla Backup Battery that is net metered. Please see Assoc. Docs for FULL LIST. Whether looking for an investment property or something for a large family, this is a MUST SEE! Call and schedule your showing today!

Thoughtfully reimagined Upcountry residence set on roughly three acres in Maunaolu Plantation, showcasing ocean and mountain views with easy access to the North Shore, Makawao, Paia, and Central Maui conveniences. The interior layout is designed for privacy and balance, with two well-appointed bedroom suites positioned on either side of the central living and kitchen spaces. High-end finishes include Fleetwood doors, Statuary marble countertops, a Lacanche range, Sub-Zero and Fisher & Paykel appliances. Wide decks extend from both sides of the home, creating effortless indoor-outdoor living while capturing morning sun and cooling trade winds; decking is crafted from Thermory Ash, a durable, eco-conscious alternative to Ipe. Additional highlights include ample storage, a detached outbuilding currently used as an office, and a desirable main home building site offering future flexibility.

A rare 5-acre offering along the highly desired upper stretch of Olinda Road, this property delivers the kind of views and setting that define Upcountry living. Positioned beside Haleakala Ranch core lands, the acreage opens toward sweeping bi-coastal vistas, South Shore sunsets, and the rolling pastureland that makes Olinda so treasured. Framed by a striking jacaranda, a towering ficus, and mature landscaping that has evolved over decades, the land carries both history and potential. Multiple vantage points at higher elevations reveal some of the property’s most impressive outlooks—expansive, cinematic, and uniquely private. Improvements on the property include the main house, a secondary rental unit, and a separate art studio. These structures reflect the charm of an earlier era and offer flexible footprints for those looking to update or reimagine the spaces. Many buyers will approach the property with a vision for renovation or new construction to fully maximize the land’s potential. What remains highly valuable is the combination of acreage, established concrete infrastructure, County water service, and a remarkable setting rarely available in this part of Makawao/Olinda.

Welcome to your luxury upcountry home, just a short stroll to Makawao Town but worlds apart. This 4 bedroom, 3 bath house is located at the bottom of a gated driveway inside a master planned development, providing privacy and a "front row seat" on the panoramic, bi-coastal ocean views found there. Upstairs you will find the great room, 3 bedrooms, 2 baths and a spacious, partially covered deck (already roughed in for a hot tub) with elevated north and south shore views. The 4th bedroom and 3rd bath are located on the lower level with a family room and separate entrance, providing a flexible living space that is also perfect for extended family or guests. The spacious 2 car garage has storage alcoves for all the Maui toys, as well as a large workshop area and separate storage room inside. Two outdoor sheds provide additional storage. Other extras include an owned, 24 panel PV solar system on a net meter, a level 2 EV charger, and hard wired surround sound and deck speakers. This home is built to last with lpe decking, hardie board siding, and copper flashings on the exterior, along with bamboo and tiger wood flooring and natural stone interiors. It is sold turn-key, and includes high end custom furnishings. Owner's personal items inside the garage are excluded. This is a Residential CPR. Buyer and Buyer's Agent shall do their own due diligence regarding the use and structures on the property. Owner listed.

***Calling all investors and those seeking multigenerational living!** Nestled near the heart of **Makawao**, this spacious **2,082 sq. ft.** home offers incredible potential and versatility. With its generous layout, there's plenty of room for everyone — whether you envision space for a **home office**, **exercise studio**, or a **playroom for the keiki, you can have it all. Located in a **wonderful neighborhood** with **easy access shopping in Makawao and to Haleakala Highway**, you'll enjoy convenient connections to **Kula, Pukalani, and Kahului**. With some TLC, this property could become your **dream upcountry retreat** with a fantastic **long-term rental opportunity**. Discover the possibilities and make this Makawao gem your own! This property is a REO property.

Welcome to your own slice of Hawaiian paradise at 50 Poha Place, nestled in the coveted Kula 200 community of Maui. This expansive estate spreads across a lush 2-acre canvas, showcasing a remarkable 5,103 sq ft home that artfully blends luxury with tranquility. Step inside to find a beautifully appointed home featuring 6 bedrooms and 5 bathrooms, perfect for extended family gatherings or hosting guests. Admire the craftsmanship of Ohia posts and maple flooring within the spacious living and primary bedroom areas. For those seeking relaxation, indulge in the spa amenities, including an interior and exterior showers, a steam bath, jetted tub, jacuzzi tub, sauna and an "endless" lap pool. The outdoors beckons with a large, covered lanai offering bi-coastal views and breathtaking sunsets, making every evening a picturesque retreat. Cultivate your green thumb with rows of mature, fruit-bearing trees and raised bed gardens. Explore the detached cottage - ideal for guests or potential rental income, and get creative in the detached workshop. This private, gated oasis is more than just a home; it's a lifestyle. Get ready to live your dream in Maui.

Welcome to 1199 Freitas Place in Makawao town — a well-cared-for home that combines functional design with classic island living. This is truly one of the best values in Makawao on a $/sf basis! The property features a 1635 square foot, 3-bed/2-bath main residence and a 667 square foot detached Ohana. Both structures are situated on a lush 0.39 acre corner lot with established fruit trees and versatile outdoor spaces. The main home has been freshly repainted and maintained with great attention to detail. Its thoughtful layout provides a welcoming atmosphere with space for relaxation and entertaining. The separate Ohana, previously used as a hair salon, offers an open floor plan ready to be tailored to your needs — whether as an additional living area, creative workspace, or guest suite. The fenced-in yard showcases a diverse fruit orchard featuring apples, citrus, tropical fruits, macadamia nuts, and edible plants. Additional structures include a workspace and storage shed, offering flexibility for hobbies or projects, and an ocean view deck for relaxing or sunset dinners. Located within walking distance of Makawao Town and Makawao Elementary School, you’ll enjoy the convenience of local shops, dining, and community events, all while feeling tucked away in your own private oasis. This is a property that’s been genuinely cared for, offering a lifestyle that blends nature, creativity, and Maui comfort.

Welcome to true Upcountry Maui living in Makawao Ranch Acres! Tucked away at the end of a quiet cul-de-sac, this charming property features the main home, a detached cottage, and additional space above the garage. The fairly level lot includes both front and back yards, perfect for outdoor entertaining, gardening, and enjoying privacy. Inside, the main house showcases dramatic vaulted ceilings, a fireplace, and an open floor plan. The property is ideally located within walking distance of Historic Downtown Makawao’s galleries, restaurants, The Eddie Tam Memorial Recreation Center, Public Library, schools and a short drive to Kahului Airport, Paia, and Maui’s famed North Shore beaches. This rare Upcountry compound offers flexible living configurations—ideal for multi-generational living, a guest rental, or simply experiencing the Upcountry lifestyle.

Welcome to 1123 Kehau Place — a timeless 3-bedroom, 2-bath plantation-style home nestled on a peaceful hillside just above historic Makawao Town. This classic residence with R-3 Zoning offers 1,392 sq ft of living space filled with warmth, character, and sweeping bi-coastal views that stretch to Moloka‘i. Step inside to find gorgeous hardwood floors, custom built-in cabinetry, and inviting wood accents that highlight the home’s old-world charm. The spacious kitchen, updated with slate tile flooring, granite counters, a center island, and crisp white cabinetry, balances plantation character with modern convenience — perfect for gatherings and home-cooked meals. Both bathrooms have been tastefully remodeled, one featuring a tub/shower with hibiscus tile accents, and the other boasting a walk-in shower, double sinks, and space to add your dream clawfoot tub. Set on a generous 11,250 sq ft lot, this property provides room for creativity and expansion — whether you envision a cottage, orchard, or lush tropical gardens. Enjoy morning coffee on the lanai while taking in the magnificent Upcountry breezes and panoramic views. With its quiet surroundings and close proximity to Makawao’s charming shops, galleries, cafes, and schools, this home offers the perfect blend of tranquility and close to town living. Whether you’re seeking a peaceful primary residence or a retreat steeped in Upcountry charm, this Makawao gem is not to be missed.

This is an amazing and RARE opportunity to own a SINGLE LEVEL home and POOL in Kula 200! Put your own touches and remodeling ideas together for this home with great bones! You'll appreciate the gigantic living room with stone fireplace, a gorgeous open beam ceiling, and views out to the pool! Enjoy the generous den or game room where you and your loved ones or pals can casually relax. In addition to all of this, there is a luxuriously sized primary bedroom opening out to the pool. This is one of the few locations Upcountry that you can truly enjoy a swimming pool! And, you gotta love that outside shower and original pool slide! This 2 acre parcel boasts an elegant Monkey Pod tree, planted by the Owners. The lychee and mango produce beautifully. The location, architecture and price make this an irresistible purchase. Better than that, it could be HOME SWEET HOME.

Discover tranquility and ultimate privacy at this exceptional Upcountry Maui estate. Nestled on the slopes of Haleakala and bordered by a lush gulch, this 3,433 sqft residence and detached cottage are set on two sprawling acres, creating a serene personal retreat. Step into the main home and you will be greeted by an inviting atmosphere. With soaring vaulted ceilings and large picture windows that perfectly frame the expansive ocean views, you will feel like you have nowhere else to be. The recently remodeled kitchen allows you to seamlessly transition to outdoor living on the generous wrap-around lanai, and enjoy breathtaking sunsets year-round. The primary bedroom is on the main floor and the home also has a loft space, perfect for an art studio or yoga space. This home is both expansive, yet cozy, creating a perfect sanctuary. The lower level offers incredible flexibility with a spacious 2-bedroom, 1-bathroom suite, ideal for extended family or guests, as well as a detached cottage that is seperately metered, and has it's own driveway & entrance. Attached to the main home is a 1 car garage as well as a separate 2 car carport along with plenty of space for storage. This is a rare chance to own a versatile and secluded piece of paradise, where the beauty of Upcountry living unfolds around you.

Nestled in the desirable climate of lower Olinda, this newly completed CPR offers a gently sloping 2.5-acre pasture to build your Upcountry dream home. Unit B of the CPR is designated for the main farm dwelling, with its own private entrance directly off Olinda Road. A custom solar gate is currently being constructed, adding both security and style to the property’s gated 3-lot subdivision. With wide open skies, this parcel is perfect for outdoor living, stargazing, and enjoying the peaceful country setting Olinda is known for. This lower Olinda property offers a rare opportunity to create something special. Don’t miss your chance to own a piece of Olinda View, please call to schedule your visit today.