Welcome to the enchanting neighborhoods of Makawao, Olinda, and Haliimaile, nestled in the lush hills of Maui, Hawaii. These charming communities offer a unique blend of rich history, vibrant culture, and stunning natural beauty, making them a hidden gem for those seeking a tranquil lifestyle in paradise.
Makawao, often referred to as the “Paniolo (cowboy) town,” is steeped in a rich ranching heritage. Stroll through its picturesque streets lined with art galleries, quaint shops, and local eateries that serve up mouthwatering Hawaiian cuisine. The community is known for its welcoming spirit and hosts various events throughout the year, including the famous Makawao Rodeo, where you can witness thrilling cowboy competitions and experience the island's ranching culture firsthand.
Just a short drive away, Olinda offers breathtaking views of the island and is renowned for its cool, crisp climate. This peaceful neighborhood is perfect for those who appreciate nature, with lush forests and hiking trails that lead to stunning vistas. The area is also home to several farms, where you can find fresh produce and artisanal goods that reflect the island's agricultural heritage.
Haliimaile, a quaint community nestled between Makawao and Upcountry Maui, is known for its rich pineapple history and laid-back atmosphere. The Haliimaile Distilling Company offers a unique taste of local spirits, showcasing the flavors of Maui in every sip.
Together, these neighborhoods create a harmonious blend of culture, community, and natural beauty. Whether you’re looking to settle down or simply exploring, Makawao, Olinda, and Haliimaile promise a lifestyle that is as vibrant as it is serene. Come and discover your slice of paradise in these enchanting Upcountry Maui communities!
Upcountry Cottage with Ocean Views & Open Yard This freestanding 2-bedroom, 1-bath cottage offers approximately 600 sq. ft. of living space and was renovated in 2023. The...
Listing courtesy of Keller Williams Realty Maui-Ka.
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 s...
Listing courtesy of The Maui Real Estate Team Inc.
Enjoy cool upcountry breezes, bicoastal views and the convenience of nearby Makawao Town in this thoughtfully upgraded ranch style residence. Situated in a gated communit...
Listing courtesy of Keller Williams Realty Maui-Ki.
Up country living at its best downtown Makawao. Lightfilled 3 bed, 2 bath one story home, new vinyl windows throughout. Expansive living room that moves into a large e...
Listing courtesy of Chris Bakeman Realty LLC.
Over two acres on Makawao Avenue, held by the same owners for generations. The property sits up on a rise in the band between Pukalani and Makawao, with Haleakala above i...
Listing courtesy of Keller Williams Realty Maui-Ka.
Tucked privately at the top of a cul-de-sac, this beautifully appointed 3-bedroom, 3-bath home plus office is a Makawao residence that offers a rare combination of thoug...
Listing courtesy of Equity One Real Estate Inc (P).
Welcome to 30 Paha‘a Place, a beautifully updated and exceptionally versatile Upcountry Maui home tucked away on a flag lot at the end of a quiet cul-de-sac in Pukalani. ...
Listing courtesy of Keller Williams Realty Maui-Ka.
Warm 4-bedroom, 2-bath home in the heart of Makawao! Conveniently located within walking distance to schools, parks, shopping, and local restaurants, this property offers...
Listing courtesy of Tri-Isle Rlty & Dev Co Inc.
One of the most turnkey development opportunities in Upcountry Maui. This 1.8-acre vacant lot comes with its own three rare 5/8" county water meters and county-approved b...
Listing courtesy of Coldwell Banker Island Prop-Ku.
In the Hawaiian language, Iini means "to desire, yearn for, or long for"—a fitting introduction to this tastefully renovated 4-bedroom, 3.5-bath home with a new shingle r...
Listing courtesy of Equity One Real Estate Inc (M).
Follow the country road to the very top of Piiholo Road, where peaceful Upcountry living, privacy, and breathtaking surroundings await. Nestled on this exceptional 3 Acre...
Listing courtesy of Coldwell Banker Island Prop(P).
Nestled on a private road, 37 Pukiki Place offers the peace, privacy, and tranquility that define Upcountry Maui living. This recently renovated single-level residence is...
Listing courtesy of Coldwell Banker Island Prop(S).