Haliimaile, HI

Tucked into the lower slopes of Haleakala just minutes from Makawao, Haliimaile is a quiet Upcountry neighborhood with deep agricultural roots. Originally built as a pineapple plantation camp in the 1920s, the area keeps its historic charm with modest plantation-style homes, wide-open views, and active farm plots. Its best-known landmark is the historic Haliimaile General Store, a former plantation commissary that is now one of the island's favorite dinner spots. For residents, living here means cooler trade winds, peaceful streets, and a convenient midpoint between central Maui and the higher Upcountry towns.