Welcome to the enchanting neighborhoods of Makawao, Olinda, and Haliimaile, nestled in the lush highlands of Maui, Hawaii. This picturesque area is a hidden gem, offering a unique blend of charming rural character and breathtaking natural beauty. Known for its cool climate and stunning panoramic views, these neighborhoods are perfect for those seeking a serene lifestyle away from the hustle and bustle of coastal living.
Makawao, famously recognized for its rich paniolo (cowboy) heritage, boasts a vibrant arts scene and a welcoming community spirit. Stroll through the quaint streets lined with eclectic boutiques, art galleries, and delightful eateries that reflect the local culture. The annual Makawao Rodeo is a must-see, showcasing the area’s cowboy traditions and bringing the community together in celebration.
Just a short drive away, Olinda offers a tranquil atmosphere with its lush landscapes and stunning vistas of both the ocean and the mountains. Ideal for nature lovers, this neighborhood is surrounded by hiking trails and botanical gardens, providing endless opportunities for outdoor adventures.
Haliimaile, with its charming residential areas, is perfect for families and those seeking a peaceful retreat. The homes here are nestled among the verdant surroundings, providing a sense of privacy and tranquility. While these neighborhoods are not located on the waterfront, the allure of the nearby beaches is just a scenic drive away, allowing residents to enjoy the best of both worlds.
In Makawao, Olinda, and Haliimaile, you’ll find a rich sense of community, breathtaking landscapes, and a lifestyle that embraces the beauty of nature. Come discover your dream home in this idyllic slice of Maui!
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.
Discover the possibilities with this captivating 2-bedroom, 1-bathroom cottage situated on a little over half an acre of flat, fully usable land. Built in 2013, this well...
Listing courtesy of Shore To Shore Realty, Inc..
Welcome home to 742 Kekona Place, tucked into the heart of Makawao. If you love the charm of country living, the sense of community that comes with a small town, & the co...
Listing courtesy of Coldwell Banker Island Prop-Ku.
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).
Tucked away on a peaceful private road, 35 Pukiki Place presents a rare opportunity to enjoy the best of Upcountry Maui living in one of the island’s most desirable micro...
Listing courtesy of Coldwell Banker Island Prop(S).
Be the first to call this brand-new home, completed in 2026, your own! Located in the very sought out Kualono subdivision, this thoughtfully designed 3-bedroom, 3.5-bath ...
Listing courtesy of Keller Williams Realty Maui-Ka.