Maui, HI, United States

With a population of just 164,754, Maui is hardly the bustling metropolis some imagine. The Hawaiian island's tropical charm comes with a heavy bureaucratic burden, as residents must navigate the county's quasi-mayor-council government structure. Despite the natural beauty, the tradeoffs of island life - from the island-hopping commute to the high cost of living - are persistent headaches for many. Yet, for those seeking an escape from the mainland's fast pace, Maui's laidback vibe and diverse community may be worth the hassle.