Find Hotels with a Pool in Caribbean Islands

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Caribbean Islands Hotels with a Pool

Tonight
Aug 30 - Aug 31
Tomorrow
Aug 31 - Sep 1
Next weekend
Sep 5 - Sep 7
In two weeks
Sep 12 - Sep 14

Top Caribbean Islands Hotels with a Pool

Our top choices for Caribbean Islands hotels with a pool

Hyatt Vacation Club at Hacienda del Mar, Dorado
Exercise/lap pool

Hyatt Vacation Club at Hacienda del Mar, Dorado

3.5 star property
9.4 out of 10, Exceptional, (2437)
"Great place to stay"
The price is ￥20,871
￥27,558 total
includes taxes & fees
Sep 23 - Sep 24
Hyatt Vacation Club at Hacienda del Mar, Dorado
Anchors Hotel
Exterior

Anchors Hotel

2.0 star property
10.0 out of 10, Exceptional, (11)
"I enjoyed my stay"
The price is ￥25,925
￥35,469 total
includes taxes & fees
Aug 31 - Sep 1
Anchors Hotel
Hotel Santiago, Curio Collection by Hilton
Outdoor pool

Hotel Santiago, Curio Collection by Hilton

4.0 star property
9.6 out of 10, Exceptional, (197)
"Amazing place to stay "
The price is ￥18,702
￥23,939 total
includes taxes & fees
Sep 5 - Sep 6
Hotel Santiago, Curio Collection by Hilton
La Vue Boutique Inn
Exterior detail

La Vue Boutique Inn

3.5 star property
8.8 out of 10, Excellent, (184)
"Great place "
La Vue Boutique Inn
Mafolie Hotel
Outdoor pool

Mafolie Hotel

3.0 star property
8.6 out of 10, Excellent, (1011)
"It is a boutique hotel up in the mountains. Beautiful views. Kind professionals and unique rooms that you wont find in modern hotels."
Mafolie Hotel
CocoLaPalm Seaside Resort
2 outdoor pools, pool umbrellas, sun loungers

CocoLaPalm Seaside Resort

3.5 star property
9.2 out of 10, Wonderful, (1014)
"My favorite place to stay in Negril. Very safe, cozy resort with great staff. Great food and perfect location right on 7 Mile Beach."
The price is ￥15,398
￥19,065 total
includes taxes & fees
Sep 13 - Sep 14
CocoLaPalm Seaside Resort
Aloft Santo Domingo Piantini
Outdoor pool

Aloft Santo Domingo Piantini

4.0 star property
9.4 out of 10, Exceptional, (355)
"Great location "
The price is ￥14,247
￥18,237 total
includes taxes & fees
Sep 5 - Sep 6
Aloft Santo Domingo Piantini
Bakour Punta Cana Suites
2 outdoor pools

Bakour Punta Cana Suites

5.0 star property
8.6 out of 10, Excellent, (65)
"Great hotel, very clean, people there is very great "
The price is ￥13,815
￥16,302 total
includes taxes & fees
Sep 2 - Sep 3
Bakour Punta Cana Suites
DAYMOND BLUE TROPICAL LODGE
Exterior

DAYMOND BLUE TROPICAL LODGE

3.5 star property
9.0 out of 10, Wonderful, (12)
"Beautiful views nice quiet place many restaurants too choose from nearby great beaches and places to go definitely go back again"
The price is ￥10,631
￥12,545 total
includes taxes & fees
Aug 31 - Sep 1
DAYMOND BLUE TROPICAL LODGE
STUDIOS and SUITES Ducassi ROOFTOP POOL
Deluxe Studio Suite, City View | City view

STUDIOS and SUITES Ducassi ROOFTOP POOL

10.0 out of 10, Exceptional, (3)
"This hotel is perfect for small groups of friends. We rented two suites, both with balconies and kitchenettes, which made it feel like a home away from home. Days were spent at the private beach or rooftop pool, and evenings exploring nearby restaurants. Breakfast on-site was always fresh and filling. The location made it easy to balance relaxation and nightlife. "
The price is ￥18,579
￥21,923 total
includes taxes & fees
Sep 2 - Sep 3
STUDIOS and SUITES Ducassi ROOFTOP POOL
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.

Hotels with pools and free breakfast in Caribbean Islands

DAYMOND BLUE TROPICAL LODGE
Exterior

DAYMOND BLUE TROPICAL LODGE

3.5 star property
9.0 out of 10, Wonderful, (12)
The price is ￥10,631
￥12,545 total
includes taxes & fees
Aug 31 - Sep 1
DAYMOND BLUE TROPICAL LODGE

4-star hotels with pools in Caribbean Islands

Residence Inn by Marriott Santiago de los Caballeros
Exterior

Residence Inn by Marriott Santiago de los Caballeros

4.0 star property
9.6 out of 10, Exceptional, (215)
The price is ￥18,967
￥24,277 total
includes taxes & fees
Sep 5 - Sep 6
Residence Inn by Marriott Santiago de los Caballeros

Hotels with pools and ocean views in Caribbean Islands

Hyatt Vacation Club at Hacienda del Mar, Dorado
Exercise/lap pool

Hyatt Vacation Club at Hacienda del Mar, Dorado

3.5 star property
9.4 out of 10, Exceptional, (2437)
The price is ￥20,871
￥27,558 total
includes taxes & fees
Sep 23 - Sep 24
Hyatt Vacation Club at Hacienda del Mar, Dorado
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.

Top Caribbean Islands Hotel Reviews

Explore a world of travel with Expedia

Explore a world of travel with Expedia