Photo by Anguilla Tourist Board

Caribbean Islands Hotel with Pool

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Check prices for these dates

Our top choices for Caribbean Islands hotels with a pool

1. Hampton Inn & Suites San Juan

Hampton Inn & Suites San Juan
3.0 star property
Isla Verde
9.0 out of 10, Wonderful, (2,305 reviews)
  • cleanliness
    Sun-drenched paradise awaits with a refreshing outdoor pool, swim-up bar, and hot tub just minutes from Isla Verde Beach.
The price is HK$1,398
HK$1,908 total
includes taxes & fees
18 Nov - 19 Nov
Hampton Inn & Suites San Juan

2. Hyatt Place Bayamon

Hyatt Place Bayamon
3.5 star property
Hato Tejas
9.0 out of 10, Wonderful, (1,823 reviews)
  • cleanliness
    Outdoor pool serenity meets casino thrills at this Bayamon retreat with stylish loungers and gaming tables.
The price is HK$1,192
HK$1,529 total
includes taxes & fees
2 Dec - 3 Dec
Hyatt Place Bayamon

3. El Conquistador Resort

El Conquistador Resort
4.0 star property
Cabezas
9.2 out of 10, Wonderful, (3,684 reviews)
  • cleanliness
    Float through paradise at this beachfront resort with 4 pools, lazy river, and waterslides in a spectacular island setting.
The price is HK$2,605
HK$3,396 total
includes taxes & fees
9 Nov - 10 Nov
El Conquistador Resort

4. Hyatt House San Juan

Hyatt House San Juan
3.5 star property
Santurce
9.2 out of 10, Wonderful, (1,249 reviews)
  • cleanliness
    Dive into warm Caribbean waters at this tranquil San Juan hotel pool retreat with complimentary beach shuttle service.
The price is HK$1,511
HK$2,075 total
includes taxes & fees
15 Nov - 16 Nov
Hyatt House San Juan

5. Hyatt Regency Grand Reserve Puerto Rico

Hyatt Regency Grand Reserve Puerto Rico
4.0 star property
Zarzal
9.2 out of 10, Wonderful, (3,524 reviews)
  • cleanliness
    Tropical paradise at the pool: Swim up to the bar or relax in one of 3 stunning pools.
The price is HK$1,939
HK$2,494 total
includes taxes & fees
2 Dec - 3 Dec
Hyatt Regency Grand Reserve Puerto Rico

6. Serenade Caribe Club Family Beach Resort – All Inclusive

Serenade Caribe Club Family Beach Resort – All Inclusive
4.5 star property
Punta Cana
8.4 out of 10, Very good, (682 reviews)
The price is HK$1,875
HK$2,400 total
includes taxes & fees
15 Nov - 16 Nov
Serenade Caribe Club Family Beach Resort – All Inclusive

7. Dreams Flora Resort & Spa - All Inclusive

Dreams Flora Resort & Spa - All Inclusive
4.0 star property
Punta Cana
8.8 out of 10, Excellent, (750 reviews)
The price is HK$2,645
HK$2,645 total
includes taxes & fees
1 Dec - 2 Dec
Dreams Flora Resort & Spa - All Inclusive

8. Hyatt Centric San Juan - Isla Verde

Hyatt Centric San Juan - Isla Verde
4.0 star property
Isla Verde
9.2 out of 10, Wonderful, (847 reviews)
  • cleanliness
    Discover a sun-soaked retreat with an inviting outdoor pool, hot tub, and poolside bar service for refreshing tropical escapes.
The price is HK$1,326
HK$1,873 total
includes taxes & fees
16 Nov - 17 Nov
Hyatt Centric San Juan - Isla Verde

9. British Colonial - Nassau

British Colonial - Nassau
4.0 star property
Downtown Nassau
8.6 out of 10, Excellent, (3,154 reviews)
  • cleanliness
    Splash into paradise at this beachfront resort offering 2 pools, a lazy river, and a thrilling waterslide.
The price is HK$1,861
HK$2,733 total
includes taxes & fees
9 Nov - 10 Nov
British Colonial - Nassau

10. Majestic Colonial Punta Cana - All Inclusive

Majestic Colonial Punta Cana - All Inclusive
4.0 star property
Bávaro
9.0 out of 10, Wonderful, (5,687 reviews)
  • cleanliness
    Resort paradise features 2 pools, waterslide, and hot tub for ultimate relaxation at luxury all-inclusive.
The price is HK$2,399
HK$2,399 total
includes taxes & fees
7 Nov - 8 Nov
Majestic Colonial Punta Cana - All Inclusive
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.

Choose what matters most at hotels with a pool in Caribbean Islands