1Round Hill Hotel & Villas, Jamaica: Ralph Lauren-designed interiors, private beach service, a swish spa built inside an old 18th-century plantation house. Nothing about Round Hill screams “all-inclusive”—but then again, maybe that’s exactly what keeps this place so hush hush. Alfred Hitchcock, Jackie and JFK are just a few of the A-listers who have stayed here, where 63 rooms and suites are done up in white linens and rich mahogany. Don’t miss the standout Caribbean dinners accompanied by live music.

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