an plantation-style bungalow in Lana'i, Hawaii
Photo: Lucy Martin
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Lana'i, Hawaii

In a state known for its teeming-with-tourists resort towns, the tiny island of Lana'i remains refreshingly and authentically local. Sure, there are a few luxury hotels, but Lana'i still largely resembles the plantation-style town it was designed to be by the Dole Pineapple Company in the 1920s. Its 2,500 residents enjoy a quiet and relaxed lifestyle, working in the tourism industry and spending their free time lounging on the beach.

The Houses
Lana'i is known for its plantation-style homes, which are basically bungalows with decks or covered porches. They feature hipped, corrugated-metal roofs and original double-hung windows. They sell for between $300,000 and $600,000.

Why Buy Now?
Lana'i presents one of the last opportunities to live in an authentic Hawaiian community at a relatively affordable price. Lana'i was recently added to the National Trust for Historic Preservation's 2009 list of Most Endangered Historic Sites in America. That's because Castle & Cooke, the company that now owns Dole—and most of Lana'i—wants to demolish several historic buildings in Lana'i City to make way for commercial developments.

Best Place for: Waterfront, Healthy Living, Cottages and Bungalows
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