No. 8 Caribe Hilton (San Juan), Puerto Rico
Sharing a private peninsula with 17 acres of tropical gardens and beach, Caribe Hilton resides between Old San Juan and Condado, home to the city's trendiest clubs and restaurants. Across the open-air lobby from the main entrance is the oceanfront Oasis Bar, where the piña colada was invented in 1954. The 910 rooms and suites sport a modern design palette of warm oranges and yellows—but guests spend more time outdoors than in. Take a dip in the expansive three-level swimming pool that overlooks San Juan's only private beach, or head to the sand for uninterrupted quiet. Ready to explore? The hotel coordinates trips into Old San Juan, where visitors explore sites like San Juan Cathedral and the San Juan Museum of Art and History.