Search for Cheap Deals on
Hotels with Pools in Caribbean Islands

Check Last Minute Caribbean Islands Hotel Deals

Tonight Dec 14 - Dec 15Next weekend Dec 19 - Dec 21

You choose what matters — star rating, location, amenities.

We pick the perfect hotel, packed with all your must-haves.

Your hotel is revealed right after booking!

Featured Caribbean Islands Hotels with a Pool

Majestic Elegance Punta Cana - All Inclusive

Majestic Elegance Punta Cana - All Inclusive

4.5 out of 5
Playa Bavaro - Punta Cana Punta Cana La Altagracia
Book a stay at this luxury property in Punta Cana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the restaurant in our reviews. ...
Majestic Elegance Punta Cana - All Inclusive
Majestic Colonial Punta Cana - All Inclusive

Majestic Colonial Punta Cana - All Inclusive

4 out of 5
Carretera El Macao Punta Cana La Altagracia
Book a stay at this beach property in Punta Cana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
Majestic Colonial Punta Cana - All Inclusive
Condado Vanderbilt Hotel

Condado Vanderbilt Hotel

5 out of 5
1055 Ashford Avenue San Juan
Fully refundableReserve now, pay when you stay
Book a stay at this luxury hotel in San Juan. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean rooms ...
Condado Vanderbilt Hotel
Barceló Bávaro Palace - All Inclusive

Barceló Bávaro Palace - All Inclusive

4.5 out of 5
Carretera Bávaro Km. 1 Punta Cana La Altagracia
Book a stay at this luxury property in Punta Cana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our ...
Barceló Bávaro Palace - All Inclusive
The Condado Plaza Hotel

The Condado Plaza Hotel

4 out of 5
999 Ashford Avenue San Juan
Book a stay at this beach resort in San Juan. Enjoy 2 outdoor pools, 2 restaurants, and a beach locale. Our guests praise the pool and the helpful staff in our ...
The Condado Plaza Hotel
La Concha Resort, Puerto Rico, Autograph Collection

La Concha Resort, Puerto Rico, Autograph Collection

4 out of 5
1077 Ashford Ave Condado San Juan
Book a stay at this beach resort in San Juan. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
La Concha Resort, Puerto Rico, Autograph Collection
Bahia Principe Luxury Ambar - Adults Only - All Inclusive

Bahia Principe Luxury Ambar - Adults Only - All Inclusive

4.5 out of 5
Carettera Arena Gorda Punta Cana La Altagracia
Book a stay at this luxury property in Punta Cana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the restaurant in our reviews. ...
Bahia Principe Luxury Ambar - Adults Only - All Inclusive
Wyndham Grand Rio Mar Rainforest Beach and Golf Resort

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort

5 out of 5
6000 Rio Mar Boulevard Río Grande
Book a stay at this luxury resort in Río Grande. Enjoy 4 outdoor pools, a full-service spa, and 5 restaurants. Our guests praise the pool and the helpful staff ...
Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
Bahia Principe Grand Punta Cana - All Inclusive

Bahia Principe Grand Punta Cana - All Inclusive

4 out of 5
Arena Gorda - Macao Punta Cana La Altagracia
Book a stay at this beach property in Punta Cana. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Arena Gorda Beach and Cana Bay Golf ...
Bahia Principe Grand Punta Cana - All Inclusive
San Juan Marriott Resort and Stellaris Casino

San Juan Marriott Resort and Stellaris Casino

4.5 out of 5
1309 Ashford Avenue San Juan
Book a stay at this luxury hotel in San Juan. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
San Juan Marriott Resort and Stellaris Casino
Majestic Mirage Punta Cana, All Suite Resort - All Inclusive

Majestic Mirage Punta Cana, All Suite Resort - All Inclusive

5 out of 5
Bavaro Punta Cana La Altagracia
Book a stay at this luxury property in Punta Cana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the restaurant in our reviews. ...
Majestic Mirage Punta Cana, All Suite Resort - All Inclusive
The Royal Sonesta San Juan

The Royal Sonesta San Juan

4 out of 5
5961 Isla Verde Avenue Carolina
Fully refundableReserve now, pay when you stay
Book a stay at this beach resort in Carolina. Enjoy a full-service spa, 6 restaurants, and a beach locale. Our guests praise the pool and the helpful staff in ...
The Royal Sonesta San Juan
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.