Panoramic view of a tropical beach paradise with a calm sea and palm trees.

Caribbean Islands Hotel Guide - Hotels with Pool in Caribbean Islands, Caribbean

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Caribbean Islands Hotels with Pool

Our top choices for Caribbean Islands hotels with a pool

3 outdoor pools, open 8:00 AM to 10:30 AM, pool umbrellas, pool loungers

Ocean Winds Hotel

Ocean Winds Hotel
4.5 star property
Costambar
9.2 out of 10, Wonderful, (63 reviews)
The price is €82
includes taxes & fees
21 Jun - 22 Jun
Ocean Winds Hotel
Outdoor pool

Paradise Tamarindo

Paradise Tamarindo
3.0 star property
Sabana de Guacuco
10.0 out of 10, Exceptional, (5 reviews)
The price is €64
includes taxes & fees
21 Jun - 22 Jun
Paradise Tamarindo
Outdoor pool, open 9:00 AM to 6:00 PM, pool umbrellas, pool loungers

Days Inn By Wyndham Juan Dolio

Days Inn By Wyndham Juan Dolio
Villas Del Mar
9.2 out of 10, Wonderful, (46 reviews)
The price is €59
includes taxes & fees
23 Jun - 24 Jun
Days Inn By Wyndham Juan Dolio
Exterior

Hyatt Vacation Club at Hacienda del Mar, Dorado

Hyatt Vacation Club at Hacienda del Mar, Dorado
3.5 star property
Sabana
9.4 out of 10, Exceptional, (3,693 reviews)
  • cleanliness
    Splash into blissful relaxation at this beachfront resort with outdoor pools and a poolside bar.
The price is €222
includes taxes & fees
15 Jul - 16 Jul
Hyatt Vacation Club at Hacienda del Mar, Dorado
3 outdoor pools, open 7:00 AM to 10:00 PM, pool loungers

Hyatt Regency Grand Reserve Puerto Rico

Hyatt Regency Grand Reserve Puerto Rico
4.0 star property
Zarzal
9.0 out of 10, Wonderful, (2,984 reviews)
  • cleanliness
    Tropical paradise at the pool: Swim up to the bar or relax in one of 3 stunning pools.
The price is €298
includes taxes & fees
28 Jun - 29 Jun
Hyatt Regency Grand Reserve Puerto Rico
Exterior

Sea Gate Hotel

Sea Gate Hotel
2.5 star property
Isabel II
9.6 out of 10, Exceptional, (1,002 reviews)
  • cleanliness
    Splash into paradise at this hotel's sun-soaked pool sanctuary with refreshing views and aquatic adventures nearby.
The price is €105
includes taxes & fees
27 Jun - 28 Jun
Sea Gate Hotel
Outdoor pool

El Encuentro Surf Lodge

El Encuentro Surf Lodge
3.0 star property
Cabarete
10.0 out of 10, Exceptional, (5 reviews)
The price is €78
includes taxes & fees
24 Jun - 25 Jun
El Encuentro Surf Lodge
Outdoor pool

The Weekender Hotel

The Weekender Hotel
2.0 star property
Santurce
10.0 out of 10, Exceptional, (11 reviews)
The price is €161
includes taxes & fees
21 Jun - 22 Jun
The Weekender Hotel
3 outdoor pools

Santo Domingo Bay Convention Resort & Casino

Santo Domingo Bay Convention Resort & Casino
4.5 star property
Boca Chica
8.6 out of 10, Excellent, (522 reviews)
The price is €194
includes taxes & fees
20 Jul - 21 Jul
Santo Domingo Bay Convention Resort & Casino
Exterior

Hyatt Centric Santo Domingo

Hyatt Centric Santo Domingo
4.0 star property
Piantini
9.8 out of 10, Exceptional, (272 reviews)
  • cleanliness
    Rooftop pool retreat in Santo Domingo offers cooling respite and panoramic city views just minutes from Blue Mall.
The price is €136
includes taxes & fees
10 Jul - 11 Jul
Hyatt Centric Santo Domingo
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.
View all properties

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

Breakfast included
4 stars

Hotels with pools and free breakfast in Caribbean Islands

3 outdoor pools, open 7:00 AM to 10:00 PM, pool loungers
Hyatt Regency Grand Reserve Puerto Rico

Hyatt Regency Grand Reserve Puerto Rico

Hyatt Regency Grand Reserve Puerto Rico
4.0 star property
Zarzal
9.0 out of 10, Wonderful, (2984)
The price is €298
includes taxes & fees
28 Jun - 29 Jun
Hyatt Regency Grand Reserve Puerto Rico
View all properties

4-star hotels with pools in Caribbean Islands

3 outdoor pools, open 7:00 AM to 10:00 PM, pool loungers
Hyatt Regency Grand Reserve Puerto Rico

Hyatt Regency Grand Reserve Puerto Rico

Hyatt Regency Grand Reserve Puerto Rico
4.0 star property
Zarzal
9.0 out of 10, Wonderful, (2984)
The price is €298
includes taxes & fees
28 Jun - 29 Jun
Hyatt Regency Grand Reserve Puerto Rico
View all properties

5-star hotels with pools in Caribbean Islands

5 outdoor pools, open 7:00 AM to 6:00 PM, pool umbrellas, pool loungers
Lopesan Costa Bávaro Resort Spa & Casino - All Inclusive

Lopesan Costa Bávaro Resort Spa & Casino - All Inclusive

Lopesan Costa Bávaro Resort Spa & Casino - All Inclusive
5.0 star property
Bávaro
8.4 out of 10, Very good, (7046)
The price is €458
includes taxes & fees
29 Jun - 30 Jun
Lopesan Costa Bávaro Resort Spa & Casino - 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.
View all properties

Top Caribbean Islands Hotel Reviews

Grand Hyatt Baha Mar

Grand Hyatt Baha Mar

10/10 Excellent
"Staff was outstanding! With particular shout outs to Andre and the Fountain towel area and seating staff and Ryan at the pool bar.Mona at Cleo our server was also very good. Rooms were clean and spacious. We had ocean view that was beautiful. The food was always great with Carna and Cleo both delicious and generous. The consierge staff were friendly and helpful. We hope to be back next year."
Patrick 4-night trip
Posted less than an hour ago
Grand Hyatt Baha Mar