Lānaʻi

Lanai is the splurge add-on: a small, quiet island built around two luxury resorts, the Four Seasons at Hulopoe Bay and the adults-only Sensei Lanai. Larry Ellison acquired the majority of the island in 2012, and the polished resort experience reflects that single ownership. There are no traffic lights, and exploring beyond town and the bay means unpaved roads, some of which call for a four-wheel-drive vehicle. The easy way in is the ferry, with three round trips daily between Maalaea Harbor on Maui and Manele Harbor on Lanai, which makes a day trip or a two-night stay simple to bolt onto a Maui itinerary. Choose it for seclusion, not for variety.