Small and sparsely populated, Lanai appeals to those seeking seclusion. Half an hour by air from Honolulu, the 90,000-acre “Pineapple Isle” was long the domain of the Dole fruit empire, and turned to tourism with the opening of two luxury resorts in the early 1990s, now both Four Seasons properties. Oracle cofounder Larry Ellison acquired 98 percent of the island in 2012, with a stated goal of transforming it into a fully sustainable, self-sufficient green community. The atmosphere here remains decidedly low-key: The island has one quaint plantation town, Lanai City, and a loose network of dirt roads that lend themselves to four-wheeling. Highlights include the coral reefs of the Hulopoe Bay marine preserve, the bizarre red rock formations at the Garden of the Gods, a grounded World War II-era vessel off Shipwreck Beach and breathtaking vistas along the historic Munro Trail.