The Best Hotels with a Pool in Caribbean Islands from ￥7,643 in 2026

A beach with clear turquoise water, white sand, and palm trees.

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Check availability on Caribbean Islands Hotels with a Pool

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Our top choices for Caribbean Islands hotels with a pool

A modern bedroom with a bed, bedside tables, a potted plant, and a wall with a geometric pattern.

1. Hotel 1325

Bani

Jonaidys nicole

￥8,409 total

includes taxes & fees

Nov 6 - Nov 7

2. Sun on the bay beach hotel

Las Charcas

Ines

￥12,543 total

includes taxes & fees

Nov 7 - Nov 8

A rooftop pool with glass railings, a view of the cityscape, and a clear sky.

3. Hyatt Centric Santo Domingo

Piantini

Hector

￥25,177 total

includes taxes & fees

Nov 27 - Nov 28

A rooftop pool with lounge chairs and a city view.

4. Aloft by Marriott Santo Domingo Piantini

Piantini

Veder

￥22,224 total

includes taxes & fees

Nov 20 - Nov 21

A woman in a black swimsuit standing by a pool with a city view.

5. Courtyard By Marriott Santo Domingo Piantini

Piantini

Elena N.

￥25,671 total

includes taxes & fees

Nov 20 - Nov 21

A modern interior with a glass railing, a marble staircase, and a view of the sky and greenery outside.

6. Dpravia Hotel SRL

Bani

Dennis

￥7,500 total

includes taxes & fees

Nov 6 - Nov 7

A pool area with lounge chairs and umbrellas, surrounded by tropical foliage.

7. El Embajador, a Royal Hideaway Hotel

Bella Vista

Isolina

￥19,953 total

includes taxes & fees

Nov 9 - Nov 10

A multi-story building with prominent signage for Hard Rock Cafe, Samsung, and BlueMail.

8. Apartahotel Alvear

Downtown Santo Domingo

Patrick

￥10,791 total

includes taxes & fees

Nov 6 - Nov 7

A rooftop pool with a view of the ocean, a glass door entrance, and outdoor seating.

9. LINCOLN SUITE

Mata Hambre

Dr. Marcel

￥12,819 total

includes taxes & fees

Nov 6 - Nov 7

A hotel room with a bed, bedside table, lamp, TV, desk, and curtains.

10. Hotel Casa Libertad

30 de Mayo

Jerel

￥9,838 total

includes taxes & fees

Nov 9 - Nov 10

11. Aston Rubi City Suites

Downtown Santo Domingo

Richard

￥16,273 total

includes taxes & fees

Dec 3 - Dec 4

A clear blue sky, a swimming pool, and two thatched-roof structures with a view of the ocean.

12. Serendipia Hotel

Nizao

Alejandro

￥12,234 total

includes taxes & fees

Nov 9 - Nov 10

A rooftop pool area with lounge chairs and umbrellas, a modern building with a glass facade, and a city view at dusk.

13. Santo Domingo Marriott Hotel Piantini - New Hotel

Piantini

Jaime

￥25,671 total

includes taxes & fees

Nov 20 - Nov 21

A rooftop pool area with lounge chairs and a waterfall feature.

14. W&P Santo Domingo

Bella Vista

Frank

￥20,423 total

includes taxes & fees

Dec 6 - Dec 7

A rooftop pool with a city view at dusk.

15. Embassy Suites by Hilton Santo Domingo

Downtown Santo Domingo

Rosa

￥29,487 total

includes taxes & fees

Nov 29 - Nov 30

A rooftop pool area with a wooden deck, lounge chairs, and string lights.

16. Homewood Suites by Hilton Santo Domingo, Dominican Republic

Downtown Santo Domingo

Mario Garcia

￥28,427 total

includes taxes & fees

Nov 21 - Nov 22

A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and tall buildings.

17. Dominican Fiesta Hotel

Los Cacicazgos

Rosanna

￥12,691 total

includes taxes & fees

Nov 28 - Nov 29

A modern living room with a large TV mounted on a wooden panel, a sofa, a coffee table, and a balcony with a view of the city.

18. Armonia 30 By YellowKey

Piantini

Alvin

￥18,512 total

includes taxes & fees

Nov 16 - Nov 17

A hotel room with a large bed, wooden headboard, and a window with purple curtains.

19. Hotel Aladino

Downtown Santo Domingo

carlos

￥18,060 total

includes taxes & fees

Nov 6 - Nov 7

20. InterContinental Real Santo Domingo by IHG

Piantini

Gwendolyn

￥37,295 total

includes taxes & fees

Dec 5 - Dec 6

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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

A resort with a swimming pool, palm trees, and a beach area.

Serenade Caribe Club Family Beach Resort – All Inclusive

Punta Cana

￥44,684 total

includes taxes & fees

Nov 15 - Nov 16

A resort with a large pool area, palm trees, and a view of the ocean.

Hyatt Regency Grand Reserve Puerto Rico

Zarzal

￥50,347 total

includes taxes & fees

Dec 2 - Dec 3

A modern hotel room with a large bed, a flat-screen TV, and a city view through floor-to-ceiling windows.

Mauad Hotel Boutique & Spa, a member of Radisson Individuals

Gascue

￥18,860 total

includes taxes & fees

Dec 6 - Dec 7

A modern hotel room with a large TV, a sofa, a dining table, and a bed.

El Embajador, a Royal Hideaway Hotel

Bella Vista

￥19,953 total

includes taxes & fees

Nov 9 - Nov 10

A rooftop pool with clear water, surrounded by greenery and overlooking a cityscape with modern buildings and a prominent tower.

Hotel Hampton by Hilton Santiago de los Caballeros

Santiago de los Caballeros Centro

￥27,393 total

includes taxes & fees

Nov 8 - Nov 9

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4-star hotels with pools in Caribbean Islands

Serenade Caribe Club Family Beach Resort – All Inclusive

Punta Cana

￥44,684 total

includes taxes & fees

Nov 15 - Nov 16

Hyatt Regency Grand Reserve Puerto Rico

Zarzal

￥50,347 total

includes taxes & fees

Dec 2 - Dec 3

A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of mountains.

Hotel Santiago, Curio Collection by Hilton

Villa Olga

￥31,391 total

includes taxes & fees

Nov 12 - Nov 13

Mauad Hotel Boutique & Spa, a member of Radisson Individuals

Gascue

￥18,860 total

includes taxes & fees

Dec 6 - Dec 7

A resort with a central pool surrounded by palm trees and lounge chairs, a beach in the background, and a tall building to the left.

San Juan Marriott Resort and Stellaris Casino

Condado

￥68,216 total

includes taxes & fees

Nov 30 - Dec 1

A beach with palm trees, a cactus plant, and a thatched-roof structure.

VILLAS and APARTMENTS playa LOS CORALES

Bávaro

￥29,848 total

includes taxes & fees

Nov 6 - Nov 7

A swimming pool with lounge chairs and palm trees, surrounded by a clear sky.

Renaissance Santo Domingo Jaragua Hotel & Casino

Gascue

￥25,782 total

includes taxes & fees

Nov 21 - Nov 22

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5-star hotels with pools in Caribbean Islands

A resort with a central pool, multiple guest rooms, and a view of the ocean.

Live Aqua Punta Cana - All Inclusive - Adults Only

Uvero Alto

￥52,651 total

includes taxes & fees

Nov 15 - Nov 16

A pool area with lounge chairs and umbrellas, surrounded by palm trees, and a view of the sea.

JW Marriott St. Maarten Beach Resort & Spa

Oyster Pond

￥80,612 total

includes taxes & fees

Nov 19 - Nov 20

A resort with a large pool area, multiple levels of water features, and numerous sun loungers with umbrellas.

Scrub Island Resort, Spa & Marina

Scrub Island

￥97,672 total

includes taxes & fees

Dec 5 - Dec 6

A resort with multiple swimming pools, a central fountain, and beachfront views.

Secrets Playa Esmeralda Resort & Spa - Adults Only - All Inclusive

Miches

￥62,442 total

includes taxes & fees

Dec 1 - Dec 2

An aerial view of a resort with a central pool, surrounded by palm trees and beachside accommodations.

Grand Palladium Select Bávaro - All Inclusive

Bávaro

￥49,740 total

includes taxes & fees

Dec 2 - Dec 3

Serenade All Suites - Adults Only Resort - All inclusive

Punta Cana

￥52,361 total

includes taxes & fees

Nov 30 - Dec 1

A resort pool area with palm trees, lounge chairs, and a thatched-roof building.

TRS Turquesa Hotel - Adults Only - All Inclusive

Bávaro

￥42,571 total

includes taxes & fees

Dec 6 - Dec 7

A resort pool with clear blue water, surrounded by palm trees and lounge chairs, with a view of the ocean and modern buildings in the background.

Ocean Allure Eden Bay - Adults Only - All inclusive

Falmouth

￥70,871 total

includes taxes & fees

Nov 24 - Nov 25

A resort with a large central pool, multiple levels of cabanas, and a beach area.

The Signature Level At Grand Palladium Lady Hamilton Resort & Spa

Lucea

￥57,111 total

includes taxes & fees

Nov 22 - Nov 23

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Top Caribbean Islands Hotel Reviews

Majestic Elegance Punta Cana - All Inclusive

10/10 Excellent

"Ground Floor Rooms are not a good idea especially those closest to the ocean. They can be more noisier also. We had to switch rooms because we were lacking heated water for some reason. They switch us to a top floor without any issues. Everything else was top notch and relaxing. Lobby bar was a nice way to wind down after a long day and relax."

Ocean Blue & Sand Beach Resort - All Inclusive

10/10 Excellent

"We had an amazing time during our five-day stay at this beautiful hotel. The staff was incredibly friendly and welcoming, making us feel right at home. We’ll definitely be returning to the Dominican Republic for another beach getaway. The ocean was a stunning shade of blue, and the staff went above and beyond to ensure our comfort and enjoyment."

Hotel Riu Palace Antillas - Adults Only - All Inclusive

10/10 Excellent

"Very nice stay at the Riu Aruba Antillas! - Clean room and comfortable beds - Pool and bar area were clean - Great variety of food options, only thing that was annoying was First Come, First Serve for the “specialty” restaurants. - Beach was beautiful; no rocks just beautiful sand and clear turquoise water. In addition, there was a platform to swim to where you can snorkel and see several different types of fish. Hotel is a bit dated but I would certainly come again!"

Find Hotels with a Pool in Caribbean Islands

Change your mind

Treat yourself

Be picky

Check availability on Caribbean Islands Hotels with a Pool

Our top choices for Caribbean Islands hotels with a pool

1. Hotel 1325

2. Sun on the bay beach hotel

3. Hyatt Centric Santo Domingo

4. Aloft by Marriott Santo Domingo Piantini

5. Courtyard By Marriott Santo Domingo Piantini

6. Dpravia Hotel SRL

7. El Embajador, a Royal Hideaway Hotel

8. Apartahotel Alvear

9. LINCOLN SUITE

10. Hotel Casa Libertad

11. Aston Rubi City Suites

12. Serendipia Hotel

13. Santo Domingo Marriott Hotel Piantini - New Hotel

14. W&P Santo Domingo

15. Embassy Suites by Hilton Santo Domingo

16. Homewood Suites by Hilton Santo Domingo, Dominican Republic

17. Dominican Fiesta Hotel

18. Armonia 30 By YellowKey

19. Hotel Aladino

20. InterContinental Real Santo Domingo by IHG

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

Hotels with pools and free breakfast in Caribbean Islands

Serenade Caribe Club Family Beach Resort – All Inclusive

4-star hotels with pools in Caribbean Islands

Serenade Caribe Club Family Beach Resort – All Inclusive

5-star hotels with pools in Caribbean Islands

Live Aqua Punta Cana - All Inclusive - Adults Only

Top Caribbean Islands Hotel Reviews

Majestic Elegance Punta Cana - All Inclusive