The Best Hotels with a Pool in Caribbean Islands from ₩154,973 in 2026 | Expedia

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Check availability on Caribbean Islands Hotels with a Pool

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Sep 27 - Sep 28

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Sep 28 - Sep 29

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Our top choices for Caribbean Islands hotels with a pool

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

A balcony with a table, a bowl of oranges, a drink, and sunglasses.

A spacious lobby with a high ceiling, large windows offering views of palm trees, and a seating area with modern furniture.

A beach with palm trees and chairs facing the ocean.

1. Hyatt Vacation Club at Hacienda del Mar, Dorado

Sabana

Splash into blissful relaxation at this beachfront resort with outdoor pools and a poolside bar.

₩150,573

₩223,162 total

includes taxes & fees

Oct 27 - Oct 28

A resort with a water park, multiple swimming pools, and beachfront views.

A modern living room with a sofa, ottoman, round table, and chairs.

A modern hotel room with a bed, sofa, two tables, and decorative wall art.

A modern hotel room with a bed, seating area, dining table, and a TV.

2. Serenade Caribe Club Family Beach Resort – All Inclusive

Punta Cana

₩232,612

₩297,738 total

includes taxes & fees

Sep 30 - Oct 1

A resort pool area with lounge chairs, umbrellas, and a view of the ocean.

A dining area with a large table and chairs, a wine rack, and a view of greenery through a glass wall.

A four-poster bed with a canopy, a nightstand with a lamp, wicker stools, and a view of a pool and greenery.

A bar area with a stone counter, wooden stools, and a view of the ocean at dusk.

3. Coyaba Beach Resort

Montego Bay

₩224,437

₩319,171 total

includes taxes & fees

Oct 1 - Oct 2

A multi-story building with a pool, surrounded by lush greenery and palm trees.

A gated entrance with palm trees, a dirt path, and a view of the sea at sunset.

A balcony with two chairs and a table, overlooking a coastal view with buildings and a clear sky.

A balcony with a metal chair, a green fence, and a view of the ocean and palm trees.

4. Sea Gate Hotel

Isabel II

Splash into paradise at this hotel's sun-soaked pool sanctuary with refreshing views and aquatic adventures nearby.

₩134,053

₩154,973 total

includes taxes & fees

Sep 28 - Sep 29

A rooftop pool area with lounge chairs and umbrellas, a clear sky, and a view of the city skyline.

A buffet table with various food items and a view of the ocean.

A modern bathroom with a freestanding bathtub, a toilet, and a shower area.

A spacious lobby with a large chandelier, plush seating, and a checkered marble floor.

5. Mauad Hotel Boutique

Gascue

₩112,388

₩143,857 total

includes taxes & fees

Oct 5 - Oct 6

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

A modern bar area with a central island, bar stools, and hanging plants.

A modern interior with a sofa, round tables, and a bookshelf with decorative items.

A modern hotel room with a bed, sofa, and armchair, a TV, and a large window with a city view.

6. Hyatt Centric Santo Domingo

Piantini

Rooftop pool retreat in Santo Domingo offers cooling respite and panoramic city views just minutes from Blue Mall.

₩159,984

₩204,779 total

includes taxes & fees

Oct 16 - Oct 17

A resort with multiple buildings, a central pool area, and surrounding greenery.

A spacious indoor area with a modern design, featuring a long corridor with seating and potted plants.

A lobby with artificial trees, a central spiral sculpture, and modern seating.

7. Lopesan Caoba Lagoon Resort Spa & Casino - All Inclusive

Bávaro

₩399,873

₩511,838 total

includes taxes & fees

Oct 26 - Oct 27

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

A modern restaurant with round tables, grey chairs, and a dark interior.

An outdoor dining area with tables and chairs, a thatched roof, and a view of the ocean and palm trees.

An aerial view of a beach with rows of palm trees and sun loungers.

8. Wyndham Alltra Punta Cana All-Inclusive Resort

Uvero Alto

₩212,657

₩212,657 total

includes taxes & fees

Sep 29 - Sep 30

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

Breakfast included

4 stars

5 stars

Hot tub

Spa

Hotels with pools and free breakfast in Caribbean Islands

A rooftop garden with four canopy beds, surrounded by lush tropical plants and palm trees under a clear blue sky.

A modern living room with a sectional sofa, a round coffee table, and a desk area with two computers.

A pool area with lounge chairs, umbrellas, and a small garden.

A spacious lobby with seating areas, a reception desk, and a large plant.

Hodelpa Garden Court

Punal

₩163,009

₩208,652 total

includes taxes & fees

Sep 28 - Sep 29

A modern hotel lobby with a reception desk, seating area, and a bar.

A person relaxing by a pool with a drink and a bowl of fruit.

A dining area with a table, chairs, a potted plant, and a view of tropical plants outside.

A modern indoor dining area with multiple tables and chairs, large windows with a view of greenery and a street, and pendant lighting.

Hyatt Place Bayamon

Hato Tejas

₩193,903

₩248,705 total

includes taxes & fees

Sep 28 - Sep 29

A modern building with a bridge over a small pond, surrounded by lush greenery and palm trees.

A spacious lobby with large windows, blue seating, and a modern design.

A spacious lobby with a classic car exhibit, modern furniture, and large windows offering natural light.

A modern lobby with a large, glittery whale sculpture, a blue wave design, and a sign indicating a smoking area.

Costa Bahia Hotel & Convention Center

Guayanilla

₩154,735

₩185,496 total

includes taxes & fees

Sep 28 - Sep 29

A modern pool area with a view of mountains, a wooden staircase, and a glass railing.

A modern, well-lit room with a sofa, chairs, a wooden table, and a ceiling fan.

An outdoor dining area with wooden tables and chairs, a ceiling fan, and decorative wall art.

A spacious outdoor dining area with wooden tables and chairs, covered by a wooden roof structure.

Ocean Winds Hotel

Costambar

₩95,205

₩121,867 total

includes taxes & fees

Sep 28 - Sep 29

A resort with a water park, multiple swimming pools, and beachfront views.

A modern living room with a sofa, ottoman, round table, and chairs.

A modern hotel room with a bed, sofa, two tables, and decorative wall art.

A modern hotel room with a bed, seating area, dining table, and a TV.

Serenade Caribe Club Family Beach Resort – All Inclusive

Punta Cana

₩232,612

₩297,738 total

includes taxes & fees

Sep 30 - Oct 1

A person relaxing by a pool with a tray of fruit and a drink.

A pool table with chairs, a bar area, and a seating area with plants and a wooden ceiling.

A man sitting on a wicker sofa, reading a book, with a glass of drink on a table in front of him.

A modern hotel lobby with a reception desk, decorative white panels, and a buffet area with various food items.

Hodelpa Gran Almirante Hotel & Casino

Los Jardines

₩181,134

₩231,851 total

includes taxes & fees

Sep 28 - Sep 29

A modern restaurant with large windows offering a city view.

A spacious lobby with wooden beams, comfortable seating, and a bar area.

A modern living room with a sofa, wicker chairs, a round coffee table, and a large window with curtains.

A spacious lobby with a wooden ceiling, a bar area with stools, and a reception desk.

Dominican Fiesta Hotel

Los Cacicazgos

₩121,809

₩155,915 total

includes taxes & fees

Oct 5 - Oct 6

A spacious lobby with high ceilings, wooden furniture, and potted plants.

A nighttime pathway with evenly spaced lights leading to a building with a balcony.

A wooden deck with a pergola, surrounded by tropical plants and rocks.

A bedroom with a wooden bed, a bedside table with a lamp, an air conditioner, and a wall-mounted shelf with decorative items.

Hacienda Villa Sotomayor

Adjuntas

₩86,383

₩106,345 total

includes taxes & fees

Sep 28 - Sep 29

A spacious lobby with a marble reception desk, a potted plant, and a modern staircase.

A two-story building with balconies, a yellow facade, and a sign for 'PONCE PLAZA HOTEL & CASINO'.

A modern interior with a round ottoman, a small round table, and several potted plants.

A swimming pool with lounge chairs, surrounded by potted plants and modern buildings.

Ponce Plaza Hotel & Casino

Ponce Centro

₩169,394

₩204,967 total

includes taxes & fees

Sep 28 - Sep 29

A modern cafe with wooden tables, green carpeting, and a kitchen area.

A house with a red and white exterior, a flag, and a flag-adorned chair.

A modern office space with a reception desk, seating area, and green carpet.

A hotel entrance with a sign reading 'spark by Hilton,' a covered area with lights, and a bench.

Spark by Hilton Ponce

Ponce

₩165,440

₩180,329 total

includes taxes & fees

Oct 6 - Oct 7

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4-star hotels with pools in Caribbean Islands

A rooftop garden with four canopy beds, surrounded by lush tropical plants and palm trees under a clear blue sky.

A modern living room with a sectional sofa, a round coffee table, and a desk area with two computers.

A pool area with lounge chairs, umbrellas, and a small garden.

A spacious lobby with seating areas, a reception desk, and a large plant.

Hodelpa Garden Court

Punal

₩163,009

₩208,652 total

includes taxes & fees

Sep 28 - Sep 29

A resort with a water park, multiple swimming pools, and beachfront views.

A modern living room with a sofa, ottoman, round table, and chairs.

A modern hotel room with a bed, sofa, two tables, and decorative wall art.

A modern hotel room with a bed, seating area, dining table, and a TV.

Serenade Caribe Club Family Beach Resort – All Inclusive

Punta Cana

₩232,612

₩297,738 total

includes taxes & fees

Sep 30 - Oct 1

A modern pool area with a view of mountains, a wooden staircase, and a glass railing.

A modern, well-lit room with a sofa, chairs, a wooden table, and a ceiling fan.

An outdoor dining area with wooden tables and chairs, a ceiling fan, and decorative wall art.

A spacious outdoor dining area with wooden tables and chairs, covered by a wooden roof structure.

Ocean Winds Hotel

Costambar

₩95,205

₩121,867 total

includes taxes & fees

Sep 28 - Sep 29

A wooden deck with a table and chairs, overlooking a body of water and a distant island.

A modern hotel room with a bed, a sofa, a TV, a minibar, and a view of the ocean.

An infinity pool with a water feature, lounge chairs, and a view of the ocean.

An overwater bungalows connected by a wooden walkway, a beach, and a resort building in the background.

Princess Senses The Mangrove Resort - Adults Only

Green Island

₩696,831

₩696,831 total

includes taxes & fees

Sep 28 - Sep 29

A spacious outdoor area with wooden flooring, seating arrangements, and a view of the beach.

A resort with multiple buildings, a large pool area, and a beach.

A spacious dining area with wooden tables and chairs, hanging wicker chandeliers, and a high wooden ceiling.

A resort with multiple swimming pools, a beach, and a view of the ocean.

Princess Grand Jamaica Resort - All Inclusive

Green Island

₩629,919

₩629,919 total

includes taxes & fees

Sep 28 - Sep 29

A modern restaurant with large windows offering a city view.

A spacious lobby with wooden beams, comfortable seating, and a bar area.

A modern living room with a sofa, wicker chairs, a round coffee table, and a large window with curtains.

A spacious lobby with a wooden ceiling, a bar area with stools, and a reception desk.

Dominican Fiesta Hotel

Los Cacicazgos

₩121,809

₩155,915 total

includes taxes & fees

Oct 5 - Oct 6

A living room with a dark sofa, a coffee table, a TV mounted on the wall, and a wooden ceiling.

A doorway leading to a balcony with a view of a garden, a pool, and a yellow building.

A yellow sign with "BIENVENIDOS EL OASIS" and the year "1993".

A yellow building with a green roof, a wooden porch with chairs, and a number '21' on the door.

El Oasis Hotel

Aguada

₩115,773

₩126,193 total

includes taxes & fees

Oct 14 - Oct 15

A spacious living area with a large window, a sofa set, a coffee table, and a view of a building and palm trees.

A modern kitchen with a central island, bar stools, and pendant lighting.

A modern hotel with a central pool, multiple floors, and a rooftop terrace.

A modern hotel room with a large bed, a desk, and a balcony with a view of the building's exterior.

Faranda Single 1 Punta Cana Adults Only

Punta Cana

₩168,013

₩215,057 total

includes taxes & fees

Oct 27 - Oct 28

A large swimming pool with a castle-like structure in the center, surrounded by lounge chairs and umbrellas.

A hotel lobby with a view of a castle, seating areas, and a ceiling fan.

A resort with multiple buildings, a beach, and palm trees.

A beach resort with multiple levels of buildings, palm trees, and a clear view of the ocean.

Bahia Principe Explore Legend - Hyatt Inclusive Collection - All Inclusive

Bávaro

₩341,324

₩341,324 total

includes taxes & fees

Sep 28 - Sep 29

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

A modern lounge area with seating arrangements and ambient lighting.

A bar area with wooden furniture, a counter, and a TV screen displaying a sports event.

A modern hotel room with a sofa, a dining table, a TV, and large windows offering city views.

W&P Santo Domingo

Bella Vista

₩147,610

₩188,941 total

includes taxes & fees

Oct 10 - Oct 11

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5-star hotels with pools in Caribbean Islands

A person relaxing by a pool with a tray of fruit and a drink.

A pool table with chairs, a bar area, and a seating area with plants and a wooden ceiling.

A man sitting on a wicker sofa, reading a book, with a glass of drink on a table in front of him.

A modern hotel lobby with a reception desk, decorative white panels, and a buffet area with various food items.

Hodelpa Gran Almirante Hotel & Casino

Los Jardines

₩181,134

₩231,851 total

includes taxes & fees

Sep 28 - Sep 29

A resort with a central pool, multiple lounge areas, and a beach.

A beach resort with a white sandy beach, clear turquoise water, and a row of white buildings with balconies overlooking the beach.

A spacious lobby with a grand chandelier, multiple levels with columns, and a central staircase.

A hot tub with a wooden deck and a view of the beach.

Grand Palladium Jamaica Resort & Spa All Inclusive

Lucea

₩392,363

₩456,634 total

includes taxes & fees

Sep 29 - Sep 30

A pool area with lounge chairs and umbrellas, surrounded by palm trees and a building in the background.

A beachside resort with outdoor seating areas, palm trees, and a thatched-roof structure.

A courtyard with palm trees, a water feature, and a building with large windows.

An aerial view of a resort with multiple buildings, a large pool, and a beach area with palm trees.

Lopesan Costa Bávaro Resort Spa & Casino - All Inclusive

Bávaro

₩404,630

₩517,926 total

includes taxes & fees

Oct 26 - Oct 27

A resort with multiple swimming pools, sun loungers, and a view of a forested hill.

A spacious lobby with a checkered floor, yellow seating, and a large window offering a view of palm trees.

A modern outdoor patio with a black and white tiled floor, a wooden ceiling, and a view of the ocean.

An aerial view of a beach with rows of sun loungers and umbrellas, and a clear view of the ocean.

Ocean Coral Spring - All Inclusive

Falmouth

₩495,792

₩495,792 total

includes taxes & fees

Oct 3 - Oct 4

A poolside area with lounge chairs and umbrellas, a clear sky, and a view of the ocean.

A modern hotel room with a large bed, a desk, a chair, a small table, and a view of the ocean.

An outdoor seating area with multiple chairs and tables, surrounded by potted plants and a view of the ocean.

A spacious lobby with a high ceiling, a central staircase, and a seating area with sofas and chairs.

Catalonia Santo Domingo

Ciudad Universitaria

₩140,823

₩180,254 total

includes taxes & fees

Oct 3 - Oct 4

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.

A resort with a large central pool, multiple swimming pools, and a view of the ocean.

A spacious lobby with a high ceiling, large windows, and a central seating area.

A balcony with a view of the ocean, featuring lounge chairs and a patterned floor.

Ocean Eden Bay - Adults Only - All inclusive

Falmouth

₩611,417

₩611,417 total

includes taxes & fees

Oct 3 - Oct 4

A resort with multiple buildings, a central pool area, and surrounding greenery.

A spacious indoor area with a modern design, featuring a long corridor with seating and potted plants.

A lobby with artificial trees, a central spiral sculpture, and modern seating.

Lopesan Caoba Lagoon Resort Spa & Casino - All Inclusive

Bávaro

₩399,873

₩511,838 total

includes taxes & fees

Oct 26 - Oct 27

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

A balcony with wicker furniture overlooking a beach with umbrellas and lounge chairs.

An aerial view of a resort with multiple buildings, a swimming pool, and a beach.

A spacious lobby with a high ceiling, a stone fireplace, a sofa set, and a round table.

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

Miches

₩510,904

₩510,904 total

includes taxes & fees

Sep 28 - Sep 29

A resort with a large infinity pool, palm trees, and a view of the water.

A modern hotel room with two beds, a large window with a view of palm trees and mountains, and a balcony with seating.

A resort with multiple buildings, a large pool, and boats on the water.

A modern hotel room with a large bed, a TV, a balcony with a view of the sea, and a seating area.

Zemi Miches Punta Cana Resort, Curio by Hilton

Miches

₩560,666

₩717,657 total

includes taxes & fees

Oct 17 - Oct 18

A water park with multiple slides and a themed structure.

A restaurant with a unique wall of terracotta pots, wicker furniture, and a cozy seating area.

A bar area with a view of the beach and ocean, a bar counter, and a person preparing drinks.

A beach volleyball game with players in shorts, palm trees, and a clear sky.

Princess Family Club Bavaro - All Inclusive

Bávaro

₩236,713

₩302,981 total

includes taxes & fees

Sep 28 - Sep 29

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.

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Top Caribbean Islands Hotel Reviews

Hotel Riu Montego Bay - Adults Only - All Inclusive

Hotel Riu Montego Bay - Adults Only - All Inclusive

10/10 Excellent

"From the time we arrived we were greeted with a warm welcome and a fruit punch rum drink. Our room was upgraded without having to ask. The staff for the entire trip was extremely helpful and always pleasant if any questions were asked. Food delicious! Entertainment checked off as you are never bored there. Such a amazing atmosphere we will definitely be back!"

Hotel Riu Palace Aruba - All Inclusive

Hotel Riu Palace Aruba - All Inclusive

10/10 Excellent

"This place was great! Recently renovated from what we understand. It's walking distance to town and shopping and restaurants. Our room was fantastic. They really focus on keeping things clean. Variety of food!! We absolutely loved the daily exercise by the pool, Luis and the whole team was fantastic. We laughed and got exercise too, it was one of our favorite parts of the day!. We loved the snorkeling too!"

Hotel Riu Palace Paradise Island - Adults Only - All Inclusive

Hotel Riu Palace Paradise Island - Adults Only - All Inclusive

10/10 Excellent

"Buffet was great & all on site restaurants! Staff were super friendly and helpful. Generous wet bar in room fully stocked. Room decor was a bit dated & music by pool was too loud, but otherwise we were incredibly pleased. Would def return!"

San Juan Airport Hotel

San Juan Airport Hotel

10/10 Excellent

"Todo perfecto"

Ocean Blue & Sand Beach Resort - All Inclusive

Ocean Blue & Sand Beach Resort - All Inclusive

10/10 Excellent

"This place is wonderful, I stayed with my partner and the energy was great. The staff were kind and cool. The assistance from Gregorio from reception was exceptional. Leonel also make our stayed more fun and special. I will definitely go back, we loved it."

Majestic Elegance Punta Cana - All Inclusive

Majestic Elegance Punta Cana - All Inclusive

10/10 Excellent

"Nice"

Sunscape Coco Punta Cana - All Inclusive

Sunscape Coco Punta Cana - All Inclusive

10/10 Excellent

"Staff"