Top Hotels with Swimming Pools in Caribbean Islands | Expedia.com.sg

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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 beach with palm trees and chairs facing 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.

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.

S$211

includes taxes & fees

27 Oct - 28 Oct

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, seating area, dining table, and a TV.

2. Serenade Caribe Club Family Beach Resort – All Inclusive

Punta Cana

S$295

includes taxes & fees

28 Sept - 29 Sept

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.

An outdoor dining area with a glass table, wicker hanging lights, and a view of the ocean.

3. Coyaba Beach Resort

Montego Bay

S$301

includes taxes & fees

1 Oct - 2 Oct

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

A beach with clear turquoise water, sandy shore, and palm trees.

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

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.

S$135

includes taxes & fees

28 Oct - 29 Oct

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

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

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

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

5. Mauad Hotel Boutique

Gascue

S$136

includes taxes & fees

5 Oct - 6 Oct

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

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

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

A spacious balcony with a city view, furnished with sofas, chairs, and tables.

6. Hyatt Centric Santo Domingo

Piantini

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

S$193

includes taxes & fees

16 Oct - 17 Oct

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

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

A modern hotel room with two beds, a balcony with a view of greenery, and a wooden accent wall.

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

Bávaro

S$483

includes taxes & fees

27 Oct - 28 Oct

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

A spacious lobby with a high ceiling, polished marble floors, and modern furnishings including sofas and chairs.

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

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

8. Wyndham Alltra Punta Cana All-Inclusive Resort

Uvero Alto

S$201

includes taxes & fees

29 Sept - 30 Sept

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

A modern dining area with round tables, chairs, and potted plants.

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

Hodelpa Garden Court

Punal

S$197

includes taxes & fees

28 Sept - 29 Sept

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

S$235

includes taxes & fees

28 Sept - 29 Sept

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

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

A water feature with a waterfall and a bird sculpture in a landscaped area.

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

Costa Bahia Hotel & Convention Center

Guayanilla

S$150

includes taxes & fees

27 Oct - 28 Oct

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

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.

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

Ocean Winds Hotel

Costambar

S$115

includes taxes & fees

28 Sept - 29 Sept

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, seating area, dining table, and a TV.

A modern living room with a round wooden table, two upholstered chairs, a sofa, a TV mounted on a wooden wall, and a small kitchen area with a coffee machine.

Serenade Caribe Club Family Beach Resort – All Inclusive

Punta Cana

S$295

includes taxes & fees

28 Sept - 29 Sept

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

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

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

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

S$219

includes taxes & fees

28 Sept - 29 Sept

A modern restaurant with large windows offering a city view.

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

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

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

Dominican Fiesta Hotel

Los Cacicazgos

S$147

includes taxes & fees

5 Oct - 6 Oct

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

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

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

A swimming pool with a view of a building in the background.

Hacienda Villa Sotomayor

Adjuntas

S$100

includes taxes & fees

28 Sept - 29 Sept

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

S$189

includes taxes & fees

27 Oct - 28 Oct

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

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

Spark by Hilton Ponce

Ponce

S$170

includes taxes & fees

6 Oct - 7 Oct

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

A modern dining area with round tables, chairs, and potted plants.

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

Hodelpa Garden Court

Punal

S$197

includes taxes & fees

28 Sept - 29 Sept

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, seating area, dining table, and a TV.

A modern living room with a round wooden table, two upholstered chairs, a sofa, a TV mounted on a wooden wall, and a small kitchen area with a coffee machine.

Serenade Caribe Club Family Beach Resort – All Inclusive

Punta Cana

S$295

includes taxes & fees

28 Sept - 29 Sept

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

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.

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

Ocean Winds Hotel

Costambar

S$115

includes taxes & fees

28 Sept - 29 Sept

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

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

A hotel room with a bed, a desk with a TV, a table with a chair, and a view of the outdoors.

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

Princess Senses The Mangrove Resort - Adults Only

Green Island

S$657

includes taxes & fees

28 Sept - 29 Sept

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

A large outdoor swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a hotel building in the background.

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

S$497

includes taxes & fees

27 Oct - 28 Oct

A modern restaurant with large windows offering a city view.

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

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

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

Dominican Fiesta Hotel

Los Cacicazgos

S$147

includes taxes & fees

5 Oct - 6 Oct

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 dining area with a glass table and wooden chairs, a kitchen with dark cabinets, and a large mirror.

El Oasis Hotel

Aguada

S$99

includes taxes & fees

30 Sept - 1 Oct

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

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

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

S$168

includes taxes & fees

28 Oct - 29 Oct

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

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

Bahia Principe Explore Legend - Hyatt Inclusive Collection - All Inclusive

Bávaro

S$322

includes taxes & fees

28 Sept - 29 Sept

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

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

A modern lounge area with seating arrangements and ambient lighting.

A multi-story hotel with a modern design, featuring balconies and large windows.

W&P Santo Domingo

Bella Vista

S$178

includes taxes & fees

10 Oct - 11 Oct

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

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

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

S$219

includes taxes & fees

28 Sept - 29 Sept

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

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

Grand Palladium Jamaica Resort & Spa All Inclusive

Lucea

S$431

includes taxes & fees

29 Sept - 30 Sept

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

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

A spacious lobby with a seating area, a bar, and large windows offering views of the outside.

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

Lopesan Costa Bávaro Resort Spa & Casino - All Inclusive

Bávaro

S$386

includes taxes & fees

28 Oct - 29 Oct

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

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

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

A modern hotel room with a large bed, a balcony with a view of the sea, and a ceiling fan.

Ocean Coral Spring - All Inclusive

Falmouth

S$468

includes taxes & fees

3 Oct - 4 Oct

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

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

An outdoor seating area with multiple chairs and tables, surrounded by potted plants 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.

Catalonia Santo Domingo

Ciudad Universitaria

S$170

includes taxes & fees

2 Oct - 3 Oct

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 spacious living area with a view of the ocean, featuring a sofa, chairs, a coffee table, and pendant lighting.

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

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

Ocean Eden Bay - Adults Only - All inclusive

Falmouth

S$577

includes taxes & fees

3 Oct - 4 Oct

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

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

A modern hotel room with two beds, a balcony with a view of greenery, and a wooden accent wall.

Lopesan Caoba Lagoon Resort Spa & Casino - All Inclusive

Bávaro

S$483

includes taxes & fees

27 Oct - 28 Oct

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

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

A resort with a central swimming pool, lounge areas, and a view of the ocean.

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

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

Miches

S$482

includes taxes & fees

28 Sept - 29 Sept

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

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.

A restaurant with wooden furniture, large windows, and hanging lights.

Zemi Miches Punta Cana Resort, Curio by Hilton

Miches

S$677

includes taxes & fees

29 Sept - 30 Sept

A water park with multiple slides and a themed structure.

A modern building with large glass windows and a dining area with tables and chairs.

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

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

Princess Family Club Bavaro - All Inclusive

Bávaro

S$281

includes taxes & fees

28 Oct - 29 Oct

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!"

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"