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!
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.
Perched along desirable Alaluana Road in Olinda, this exceptional vacant parcel offers breathtaking mountain and ocean views in one of Upcountry Maui's most scenic locati...
Listing courtesy of Hawaii Life (MA).
Crest the rolling hills and you’ll discover this breathtaking Upcountry Maui estate: a one-of-a-kind property with a rare combination of privacy, expansive space, and tim...
Listing courtesy of Coldwell Banker Island Prop(S).
Perched just above Makawao Town, 1131 Kehau Place captures the essence of Upcountry living with sweeping ocean and West Maui Mountain views, cool trade winds, and the con...
Listing courtesy of Compass-W.
Also listed under Multi-Dwelling (MLS 409725). This unique multi-unit property (4 structures, 8 units) offers a rare opportunity for investors seeking strong cash flow an...
Listing courtesy of eXp Realty.
Also listed under Residential MLS #409724. This unique multi-structure, multi-unit property offers a rare opportunity for investors seeking strong cash flow and long-ter...
Listing courtesy of eXp Realty.
Perched in coveted Upcountry Maui, this original Plantation-style 3-bedroom home captures breathtaking north and south shore views, sweeping across the entire Central Val...
Listing courtesy of Corcoran Pacific Properties.
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 ...
Listing courtesy of Compass.
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.