Caribbean Luxury Vacations 2026

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Top Luxury Caribbean Hotels

Condado Vanderbilt Hotel

1055 Ashford Avenue San Juan

NT$9,828

NT$13,091 total

Sep 29 - Sep 30

includes taxes & fees

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 ...

9.4/10 Exceptional! (1,843 reviews)

"All in all a beautiful and pleasant stay at Condado Vanderbilt Hotel! Amazing staff and the vibe was definitely lux! Will be returning back to this property someday!"

Reviewed on 2026/9/16

Bahia Principe Escape Runaway Bay - Hyatt Inclusive Collection - Adults Only - All Inclusive

Salt Coppers Runaway Bay Saint Ann

NT$10,707

NT$10,707 total

Sep 28 - Sep 29

includes taxes & fees

Bahia Principe Escape Runaway Bay - Hyatt Inclusive Collection - Adults Only - All Inclusive is one of the Runaway Bay sumptuous 4.5-star all-inclusive properties ...

8.4/10 Very Good! (2,501 reviews)

"Great improvement."

Reviewed on 2026/9/17

Hotel El Convento

100 Cristo St San Juan

NT$11,106

NT$14,526 total

Sep 20 - Sep 21

includes taxes & fees

Hotel El Convento is a San Juan luxury 4.5-star boutique property where you can pamper yourself with massage services, designer toiletries, and more. The outdoor ...

9.2/10 Wonderful! (1,000 reviews)

"The beautiful building and historic structure"

Reviewed on 2026/9/13

See all 88,844 properties in Caribbean

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.