Caribbean Hotels with a Pool from ₩265,824

Top Cities in Caribbean

A beach with clear turquoise water, a sandy shore, and a city skyline with tall buildings including a Marriott hotel.

A beach with clear turquoise water, white sand, and green foliage in the foreground.

Check availability on Caribbean Hotels with a Pool

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Our top choices for Caribbean hotels with a pool

1. Majestic Elegance Punta Cana - All Inclusive

Bávaro

Luxury resort offers 9 pools, waterslides, and swim-up bars for tropical refreshment.

2. Majestic Colonial Punta Cana - All Inclusive

Bávaro

Resort paradise features 2 pools, waterslide, and hot tub for ultimate relaxation at luxury all-inclusive.

On the beach, white sand, beach cabanas, sun loungers

3. Condado Vanderbilt Hotel

Condado

Dive into a coastal paradise with 4 outdoor pools, cabanas, and sweeping ocean views at this luxury resort.

₩552,189 total

includes taxes & fees

Sep 20 - Sep 21

4 outdoor pools, pool umbrellas, sun loungers

4. Barceló Bávaro Palace - All Inclusive

Bávaro

Tropical poolside paradise boasts four dazzling pools, a thrilling water park, and a beach retreat with family-friendly amenities.

₩374,233 total

includes taxes & fees

Oct 1 - Oct 2

5. The Condado Plaza Hotel

Condado

Tropical escape with two dreamy pools, a refreshing waterslide, and swim-up bar service creates a family oasis in San Juan.

₩265,824 total

includes taxes & fees

Oct 6 - Oct 7

7 restaurants; breakfast, lunch, dinner, and brunch served

6. La Concha Resort, Puerto Rico, Autograph Collection

Condado

Aquatic paradise awaits at this beachfront resort with 3 pools, 2 hot tubs, and poolside dining.

₩467,601 total

includes taxes & fees

Sep 17 - Sep 18

7. Bahia Principe Escape Ambar - Hyatt Inclusive Collection - Adults Only - All Inclusive

Bávaro

Tropical paradise features 2 outdoor pools, hot tub, and swim-up bar service at all-inclusive resort.

5 outdoor pools, open 8:00 AM to 10:00 PM, cabanas (surcharge)

8. Wyndham Grand Rio Mar Rainforest Beach and Golf Resort

Mameyes II

Dive into aquatic bliss with 4 sparkling pools, 5 hot tubs, and a thrilling waterslide at this luxury rainforest resort.

₩553,974 total

includes taxes & fees

Sep 20 - Sep 21

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Top Caribbean Hotel Reviews

Renaissance Wind Creek Curacao Resort

10/10 Excellent

"Breakfast is a bit expensive in my opinion esp if your traveling with young kids who are picky and still have to pay normal prices even though they don’t eat much. But other the. That it was good. There was poop in the pool for two days and the staff didn’t clean it—regardless of bringing it to their attention. And how do I know it was poop, one of the kids stepped on it and it stained the bottom of the pool. So idk how long after they cleaned it. But two days in a row, it was there."

Hotel Rumbao, a Tribute Portfolio Hotel

10/10 Excellent

"Excellent stay for me and my teenage daughter. Every interaction was very pleasant, friendly, and helpful. Property has vast options for relaxing in calm quiet peace, or having fun throughout the day and night. Food options were all amazing. We had dinner at a different restaurant each night and in the daytime the buffets. Highly recommend and hope to be back again soon."

Hilton Aruba Caribbean Resort and Casino

8/10 Good

"Our stay at the Hilton Aruba was great. Gorgeous grounds. Great staffs. Love Maria in Laguna restaurant for breakfast. Our room was okay. I am convinced that I didn’t get the room that we booked. I booked garden/ partial ocean view. We got a view of the Riu hotel. I was very annoyed that the Hilton charge for umbrellas on the beach. I think the amount of money, one paid to stay at your resort should be included. Overall our vacation was great. Prepare to spend money in Aruba. It’s not cheap.. Food was great at the Sunset restaurant. Shout out to the chef."

British Colonial - Nassau

8/10 Good

"It was a great stay, But be prepare to nickled and dimed to death. to stay at resort, there is a $39.99 i belive to stay there, on top of what you pay to expedia. its a resort tax.then theres a parking fee on top of that. the fee is $35. each night, you park your rental car there. so that was a unexpectaned $75 plus tax , additional every night."

La Concha Resort, Puerto Rico, Autograph Collection

10/10 Excellent

"I really enjoyed my stay here! Housekeeping did a great job keeping our room clean throughout the stay, and the food was good, the beach and pool areas were really nice and relaxing The staff was kind and welcoming, and valet was always great and handled everything smoothly. I will say, if you’re looking for something super affordable, this may not be the best option. But if you don’t mind spending a little more for quality, the experience was definitely worth the money."

Renaissance Santo Domingo Jaragua Hotel & Casino

10/10 Excellent

"This hotel created one of the best birthday experiences ever! As an avid traveler, I must say that this was one of the most spacious hotel rooms I have ever stayed in. The staff were incredibly pleasant, welcoming, and accommodating. A special thank you for the thoughtful birthday surprise—the cake and card waiting for me in my room truly made my day. It was such a beautiful and unexpected personal touch that made my birthday even more memorable. Thank you to the entire team for your thoughtfulness, warm hospitality, and for making my birthday stay so special. I truly appreciated it!❤️❤️💯💯"

Room 1

Change your mind

Treat yourself

Be picky

Top Cities in Caribbean

San Juan

St. Thomas

Check availability on Caribbean Hotels with a Pool

Our top choices for Caribbean hotels with a pool

1. Majestic Elegance Punta Cana - All Inclusive

2. Majestic Colonial Punta Cana - All Inclusive

3. Condado Vanderbilt Hotel

4. Barceló Bávaro Palace - All Inclusive

5. The Condado Plaza Hotel

6. La Concha Resort, Puerto Rico, Autograph Collection

7. Bahia Principe Escape Ambar - Hyatt Inclusive Collection - Adults Only - All Inclusive

8. Wyndham Grand Rio Mar Rainforest Beach and Golf Resort

9. Bahia Principe Explore Punta Cana - Hyatt Inclusive Collection - All Inclusive

10. San Juan Marriott Resort and Stellaris Casino

Top Caribbean Hotel Reviews

Renaissance Wind Creek Curacao Resort

The Royal at Atlantis

Hotel Riu Palace Paradise Island - Adults Only - All Inclusive

Hotel Rumbao, a Tribute Portfolio Hotel

Sheraton Santo Domingo Hotel

Hilton Aruba Caribbean Resort and Casino

British Colonial - Nassau

La Concha Resort, Puerto Rico, Autograph Collection

Renaissance Santo Domingo Jaragua Hotel & Casino

Explore a world of travel with Expedia

Hotels with a Pool in Caribbean from ₩265,824

Change your mind

Treat yourself

Be picky

Top Cities in Caribbean

San Juan

St. Thomas

Check availability on Caribbean Hotels with a Pool

Our top choices for Caribbean hotels with a pool

1. Majestic Elegance Punta Cana - All Inclusive

2. Majestic Colonial Punta Cana - All Inclusive

3. Condado Vanderbilt Hotel

4. Barceló Bávaro Palace - All Inclusive

5. The Condado Plaza Hotel

6. La Concha Resort, Puerto Rico, Autograph Collection

7. Bahia Principe Escape Ambar - Hyatt Inclusive Collection - Adults Only - All Inclusive

8. Wyndham Grand Rio Mar Rainforest Beach and Golf Resort

9. Bahia Principe Explore Punta Cana - Hyatt Inclusive Collection - All Inclusive

10. San Juan Marriott Resort and Stellaris Casino

Top Caribbean Hotel Reviews

Renaissance Wind Creek Curacao Resort

Explore a world of travel with Expedia