Caribbean Luxury Holidays 2026

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Top Luxury Caribbean Hotels

Condado Vanderbilt Hotel

1055 Ashford Avenue San Juan

NZ$666

30 Aug - 31 Aug

includes taxes & fees

Stay at this luxury hotel in San Juan. Enjoy free Wi-Fi, 4 outdoor pools and a full-service spa. Our guests praise the helpful staff and the clean rooms in their ...

9.4/10 Exceptional! (1,857 reviews)

"all good"

Reviewed on 21 Aug 2026

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

Salt Coppers Runaway Bay Saint Ann

NZ$507

21 Sept - 22 Sept

includes taxes & fees

Stay at this luxury resort in Runaway Bay. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the pool and the helpful staff in their reviews. ...

8.4/10 Very good! (2,484 reviews)

"Extremely disappointing experience and absolutely not what was advertised or what we paid for. A significant portion of the resort was closed due to ongoing hurricane renovations, yet this was not properly disclosed before booking and we were still charged full price. The food was one of the worst ..."

Reviewed on 22 Aug 2026

Majestic Elegance Punta Cana - All Inclusive

Playa Bavaro - Punta Cana Punta Cana La Altagracia

Stay at this luxury resort in Punta Cana. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the pool and the restaurant in their reviews. ...

9/10 Wonderful! (4,960 reviews)

"Everything was great! From the entrance to exit. Room, pools, food, drinks, service, people! Santiago was a great help. The ocean was a little bit upsetting though, I guess not a season in the middle of August."

Reviewed on 22 Aug 2026

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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.