Maui Properties

Welcome to Maui Uplands, often considered the gem of Makawao. This quality-built 3-bedroom, 2-bath home, along with a separate 2-bedroom, 1-bath detached cottage, is set on beautifully landscaped grounds in one of Upcountry Maui’s most desirable communities. Surrounded by rock walls, fruit trees, and lush tropical plantings, the property is truly a gardener’s delight. Maui Uplands is unique offering underground utilities as well as a community center, pool, and tennis courts—adding to the appeal of this well-loved neighborhood. The home’s charming entrance invites you to linger on the comfortable covered lanai, where you can enjoy views of the garden and stone barbecue area. Inside, the hardwood floors and vaulted ceilings create a warm, airy sense of space. The open-concept kitchen, dining, and living areas, just off the lanai, provide an ideal setting for both entertaining and relaxed island living. The downstairs area offers flexible space suitable for a variety of uses. The 2-bedroom cottage, conveniently located near the property’s entrance, features its own private yard, deck, ample storage, and carport—offering comfort, privacy, and excellent potential for rental income.

Beautiful, ocean view Kama’aina estate ideally located in Lower Olinda…just ¼ mile to Seabury Hall. Completely remodeled, charming and elegant plantation-style home built in the 1939 has all the character of times gone by with the refined touches of today’s thoughtful upgrades. Wrap-around covered lanai overlooks the pool, spa, views and natural beauty of the grounds. Entry lanai opens to spacious living room with fir floors and fireplace. Bright & open kitchen and dining area are also positioned to enjoy the ocean and sunset views and also opens up to covered lanai. Upper level also features three bedrooms and one bath—including beautiful primary bedroom with private lanai. Completely remodeled downstairs works as an ideal guest quarters and features nice bedroom area, disappearing privacy doors, large bathroom, kitchenette and open living area with fireplace…from which you may step right out to pool area and spa. Enjoy the fruit and ambiance of having many mature trees. Nicely landscaped grounds feature design by Chris Curtis with automated sprinklers, large amazing fruit trees, irrigation and dramatic night lighting. Tasteful circular driveway welcomes you from the gated entry off of Olinda Road. Workshop/studio space with toilet/sink and outdoor shower off of garage. Solar hot water, Photo voltic grid-tie plus battery system and gas fireplaces. Abundant built in storage, book-cases and drawers. Mature & fruit trees include: mango, avocado, acai berry, lemon, lime, kukui, coffee, lychee, grapefruit, surnam cherry, tangerine, longuan, magnolia, coral & monkeypod. Completely fenced.

Incredible Value in Makawao! Discover the charm of Upcountry living in this maintained single-level home, ideally situated on a quiet cul-de-sac in one of Makawao's most desirable neighborhoods. Filled with natural light and refreshing cross breezes, this inviting 3-bedroom, 2-bath home features vaulted ceilings, owned photovoltaic panels, solar hot water, wood flooring, and a functional layout designed for comfortable island living. The spacious yard is perfect for entertaining, gardening, or creating your own outdoor retreat. The two-car garage features high open ceilings, providing excellent storage and exciting potential for additional living space, adding flexibility to fit your future needs. Conveniently located just minutes from charming Makawao Town, Eddie Tam Park, schools, shopping, and local dining, and only about 15 minutes from Kahului and Maui's beautiful beaches, this home offers the ideal blend of Upcountry charm and everyday convenience. With exceptional value in one of Maui's most sought-after communities, this is an opportunity you won't want to miss. Schedule your private showing today!

Welcome to Maui Uplands! This beautiful 2-bedroom, 2-bath home with views of the West Maui mountains was fully renovated in 2023. Luxury vinyl flooring, custom bathrooms, a bright and functional kitchen are just some of the wonderful features of this spacious 1,012 sqft home. Attic insulation was installed to maximize the efficiency of a new Bosch central AC and heating system for those hot summer days and cool upcountry winter mornings. A 200amp power upgrade was completed to the home in April of 2024 along with a Tesla Wall Charger. A privacy fence, brand new hot tub, and concrete slab are the icing on the cake to this sweet upcountry retreat. Maui Upland residents enjoy access to a private, gated pool and tennis courts. Whether you're relaxing indoors or taking in the Mountain views from your lanai, this home is designed to provide a comfortable and enjoyable living experience, making it a perfect place to call home. This is unit B of a CPR Property.

Looking to build Upcountry? 11 Huliamahi Place offers a compelling combination of location, views, and usability. This B unit of a two-unit CPR offers an acre of gently sloped land, views of the ocean, Haleakala, and the West Maui Mountains, and entitlements to build a cottage of up to 1,500 square feet. There is plenty of space to build your home, grow a garden, and plant an orchard. Private water and underground utilities run to the land. There is a storage container for you to keep gardening tools, and building supplies before you build. The location is hard to beat for convenience and climate. It is just minutes away from Kulamalu. There you will find the Saturday Upcountry Farmer’s market, food trucks, Longs Drugs, Farm to Table food at Marlow, organic produce at Okoa Farms Store, and libations at the Lahaina Brewing Company. Other Upcountry restaurants, shops, and amenities are close by in Pukalani and Makawao Town. Central Maui and North Shore Beaches are just 15 minutes away. If you are interested in building your home and life Upcountry, contact your favorite Realtor to arrange a showing.

Your whole family will have space in this energy efficient, turnkey, Bungalow Style, multi-level "Mini Mansion" It's nestled Upcountry on Haleakala. Walking distance to schools and Historical Makawao Town and short drive to town, beaches, and airport. 3 bedroom 2 baths can be divided into a separate 1 bd 1 ba attached ohana with private yard, kitchen, driveway, and entrance that easily could be rented. A new perimeter fence has created 5 enclosed unique yards. Living on a private road is safe for kids and pets. Extra large, tall carport with a workshop and observation deck on top with an incredible view creates one of the best spaces on the property. Pictures don't do it justice I'm able to email more detailed pictures I look forward to hearing from you. All comments, data is provided by seller or seller's representatives. Buyer to confirm all & hold all parties harmless from any discrepancy data in the mls and advertising. Limited Service–Data Entry Addendum signed by seller/s must be signed by buyer/s with Purchase Contract.

Enjoy space, flexibility, and privacy in this charming 3-bedroom, 2-bath home situated on 2 beautiful, useable, acres (not a CPR). Tucked away at the end of a cul-de-sac and bordered by a gulch, the setting feels peaceful and secluded. Inside, adaptable living areas easily accommodate a growing household, remote work, hobbies, or guests. The covered deck gives the feeling of indoor/ outdoor living and is a great place to entertain…..or curl up with a good book. Neat, clean and well-cared for, this home is move-in ready. And did I mention: it’s being sold furnished! Just bring your personal touches and enjoy.

Upcountry Maui living at its finest. Approximately 2,500 sq ft under roof featuring a 960 sq ft main upper level with 1 bed / 1 bath and an open-concept layout. Remodeled kitchen and bath (Spring 2022) with new granite and marble countertops, island with bar seating, built-in window seat, wood-burning fireplace with tile surround for cozy nights, and a designated interior laundry area for easy access. Enjoy 704 sq ft of lanai space — now partially covered — allowing year-round indoor/outdoor living in Makawao’s cool climate. The lower level offers over 1,500 sq ft of finished space with a separate entrance, 4 rooms with tall ceilings and a bath. Conforming as shop/storage, providing flexibility for hobbies, workspace, or creative use. There are also additional perks you’ll only discover in person. This beautifully well-maintained exterior is surrounded by lush, mature landscaping including olive, avocado, liliko'i, guava, peach, tropical flowers, and more. Relax in the backyard oasis featuring a serene pond home to goldfish and a private hot tub — your own Upcountry retreat. Private and peaceful with close proximity to Makawao Town, Seabury Hall, King Kekaulike & Kamehameha Schools, and convenient access to Makawao Forest Reserve. No HOA dues. Cool climate. A world-away feel with everyday convenience. This is a CPR'd property.

Welcome to 3584 Baldwin Avenue in the heart of Makawao—where Upcountry charm meets thoughtful design and everyday comfort. This beautifully finished single-level 3-bedroom, 2-bath home offers an ideal blend of modern upgrades and classic country character, just steps from the shops and restaurants of Makawao Town. Inside, warm acacia engineered hardwood flooring flows seamlessly throughout, creating a cohesive and inviting feel. The kitchen is both stylish and functional, featuring stainless steel appliances, polished concrete countertops, hardwood cabinetry, and an oversized farmhouse sink—perfect for gathering, cooking, and entertaining. An efficient heat pump AC system, along with ceiling fans, ensures year-round comfort in Makawao’s sought-after climate. Step outside to enjoy the home’s welcoming oversized wraparound front deck, ideal for morning coffee, sunset conversations, or just taking in the Upcountry ambiance. Cedar shingle siding adds timeless appeal and enhances the home’s classic plantation aesthetic. A versatile bonus room with its own covered deck offers flexible space for a home office, studio, guest overflow, or creative retreat. This is an exceptional opportunity to own a move-in-ready home in one of Upcountry Maui’s most desirable and walkable towns. Some photos virtually staged.

Discover a rare investment opportunity just steps away from the charming town of Makawao! This diverse property features 3 livable structures. A main house built in 1964, two separate cottages constructed in 1942, all currently tenant-occupied. In addition, there is a spacious Quonset hut. The Quonset hut presents versatility, suitable for a workshop, art studio, music studio, or additional storage. The homes are set amongst a lush, mature landscape with avocado trees, a variety of thriving citrus and bananas. A tropical ambiance and plenty of potential for fruitful harvests. This unique property layout is ideal for anyone seeking rental income, or multi-generational living arrangement. With existing tenants in place. Don't miss this unique opportunity to own a piece of paradise close to Makawao, where rural charm meets modern convenience!

Perched in the serene elevations of Upcountry Maui, this property combines breathtaking views with privacy and expansive land, offering exceptional potential for the future. At approximately 3,000 feet above sea level, it enjoys cool, crisp mountain air and a unique natural setting. Consisting of two separate TMKs totaling 1.14 acres. This Lindal Cedar residence offers three bedrooms and two bathrooms on approximately 0.20 acres, along with an adjacent 0.94-acre agricultural parcel that is currently seventh on the County water meter waitlist. Both parcels are being sold together, allowing flexibility for expansion, creative use, or long-term planning. The property embraces its surroundings with vaulted ceilings and large windows that capture views of mature trees and distant ocean scenery. With a wraparound deck, enjoy a warm and inviting interior with a strong connection to the outdoors. Featuring a welcoming open-concept layout, the home is designed for both effortless daily living and seamless entertaining. With the adjacent parcel, the property’s potential is elevated for agricultural use, thoughtful accommodation, or future expansion.

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.

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

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.

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 mountain apples, oranges, tangerines, lemons, limes, bananas, peaches, curry leaf, Suriname cherries, ginger and turmeric. Additional structures include a workspace and storage shed, offering flexibility for hobbies or projects, an ocean view deck for relaxing or sunset dinners, and a large generator to keep the home fully powered during outages. The dryer, cooktop and oven are all gas powered. Owners average electric bill has been less than $100/month! 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.