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Top Luxury Caribbean Islands Hotels

Condado Vanderbilt Hotel

1055 Ashford Avenue San Juan

17 hours drive from Windward Islands

Condado Vanderbilt Hotel is a San Juan luxury 5-star beach property where you can treat yourself to 24-hour room service, pillowtop beds, and more. Deluxe amenities ...

9.2/10 Wonderful! (1,660 reviews)

Room, staff, service, ambiance, location were perfect! I'll be back!

Reviewed on 2025/12/14

Bahia Principe Luxury Runaway Bay - Adults Only - All Inclusive

Salt Coppers Runaway Bay Saint Ann

36 hours drive from Windward Islands

Bahia Principe Luxury Runaway Bay - Adults Only - All Inclusive is one of the Runaway Bay sumptuous 4.5-star all-inclusive properties where you can pamper yourself ...

8.2/10 Very Good! (2,507 reviews)

Great place

Reviewed on 2025/12/10

Majestic Elegance Punta Cana - All Inclusive

Playa Bavaro - Punta Cana Punta Cana La Altagracia

21 hours drive from Windward Islands

Majestic Elegance Punta Cana - All Inclusive is one of the Punta Cana lavish 4.5-star all-inclusive properties where you can treat yourself to jetted bathtubs ...

8.8/10 Excellent! (4,579 reviews)

Love it

Reviewed on 2025/12/12

See all 84,879 properties in Caribbean Islands

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.