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

Caribbean Islands Hotel with Pool

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
  • Be picky

    Search almost a million properties worldwide

Check availability on Caribbean Islands Hotel with Pool

Tonight
10 Aug - 11 Aug
Tomorrow
11 Aug - 12 Aug
This weekend
14 Aug - 16 Aug
Next weekend
21 Aug - 23 Aug

Our top choices for Caribbean Islands hotels with a pool

1. Serenade Caribe Club Family Beach Resort – All Inclusive

Serenade Caribe Club Family Beach Resort – All Inclusive
Punta Cana
HK$1,805
HK$2,310 total
includes taxes & fees
9 Sept - 10 Sept
Serenade Caribe Club Family Beach Resort – All Inclusive

2. Hyatt Vacation Club at Hacienda del Mar, Dorado

Hyatt Vacation Club at Hacienda del Mar, Dorado
Sabana
  • Splash into blissful relaxation at this beachfront resort with outdoor pools and a poolside bar.
HK$1,011
HK$1,444 total
includes taxes & fees
9 Sept - 10 Sept
Hyatt Vacation Club at Hacienda del Mar, Dorado

3. Hyatt Regency Grand Reserve Puerto Rico

Hyatt Regency Grand Reserve Puerto Rico
Zarzal
  • Tropical paradise at the pool: Swim up to the bar or relax in one of 3 stunning pools.
HK$2,063
HK$2,654 total
includes taxes & fees
10 Sept - 11 Sept
Hyatt Regency Grand Reserve Puerto Rico

4. Princess Grand Jamaica Resort - All Inclusive

Princess Grand Jamaica Resort - All Inclusive
Green Island
  • Splash into tropical bliss at this all-inclusive beachfront resort with four outdoor pools and a free water park.
HK$3,664
HK$3,664 total
includes taxes & fees
25 Aug - 26 Aug
Princess Grand Jamaica Resort - All Inclusive

5. Hyatt Place Manati

Hyatt Place Manati
Manati
  • Splash into relaxation at the outdoor pool while sun loungers beckon for post-casino wins.
HK$1,123
HK$1,459 total
includes taxes & fees
11 Aug - 12 Aug
Hyatt Place Manati

6. Hodelpa Garden Court

Hodelpa Garden Court
Punal
  • Splash into paradise at this refreshing oasis with a clean, tropical pool and garden views.
HK$901
HK$1,153 total
includes taxes & fees
11 Aug - 12 Aug
Hodelpa Garden Court

7. Spark by Hilton Ponce

Spark by Hilton Ponce
Ponce
  • Splash into relaxation at this Puerto Rican retreat with two outdoor pools and poolside loungers.
HK$958
HK$1,045 total
includes taxes & fees
18 Aug - 19 Aug
Spark by Hilton Ponce

8. Anchors Hotel

Anchors Hotel
Fajardo
  • Refreshing outdoor pool offers afternoon relaxation at this convenient El Conquistador Golf Course hotel.
HK$1,095
HK$1,579 total
includes taxes & fees
31 Aug - 1 Sept
Anchors Hotel

9. Ocean Winds Hotel

Ocean Winds Hotel
Costambar
HK$517
HK$662 total
includes taxes & fees
12 Aug - 13 Aug
Ocean Winds Hotel

10. Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG
Seven Mile Beach
  • Soak up island sun at a pristine outdoor pool with loungers and easy beach access.
HK$2,159
HK$3,287 total
includes taxes & fees
17 Aug - 18 Aug
Hotel Indigo Grand Cayman by IHG
View all properties

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

Ocean Winds Hotel

Ocean Winds Hotel
Costambar
HK$517
HK$662 total
includes taxes & fees
12 Aug - 13 Aug
Ocean Winds Hotel

Hotel Pinar Dorado by Gran Jimenoa

Hotel Pinar Dorado by Gran Jimenoa
Jarabacoa
HK$727
HK$930 total
includes taxes & fees
31 Aug - 1 Sept
Hotel Pinar Dorado by Gran Jimenoa

CocoLaPalm Seaside Resort

CocoLaPalm Seaside Resort
Negril
HK$808
HK$1,001 total
includes taxes & fees
22 Aug - 23 Aug
CocoLaPalm Seaside Resort

Hotel Gran Jimenoa

Hotel Gran Jimenoa
Jarabacoa
HK$705
HK$902 total
includes taxes & fees
31 Aug - 1 Sept
Hotel Gran Jimenoa

Hyatt Centric Santo Domingo

Hyatt Centric Santo Domingo
Piantini
HK$927
HK$1,186 total
includes taxes & fees
21 Aug - 22 Aug
Hyatt Centric Santo Domingo

Spark by Hilton Ponce

Spark by Hilton Ponce
Ponce
HK$958
HK$1,045 total
includes taxes & fees
18 Aug - 19 Aug
Spark by Hilton Ponce

Faranda Single 1 Punta Cana Adults Only

Faranda Single 1 Punta Cana Adults Only
Punta Cana
HK$865
HK$1,107 total
includes taxes & fees
24 Aug - 25 Aug
Faranda Single 1 Punta Cana Adults Only

Days Inn By Wyndham Juan Dolio

Days Inn By Wyndham Juan Dolio
Villas Del Mar
HK$571
HK$731 total
includes taxes & fees
1 Sept - 2 Sept
Days Inn By Wyndham Juan Dolio

Mauad Hotel Boutique

Mauad Hotel Boutique
Gascue
HK$985
HK$1,261 total
includes taxes & fees
11 Aug - 12 Aug
Mauad Hotel Boutique

Serenade Caribe Club Family Beach Resort – All Inclusive

Serenade Caribe Club Family Beach Resort – All Inclusive
Punta Cana
HK$1,805
HK$2,310 total
includes taxes & fees
9 Sept - 10 Sept
Serenade Caribe Club Family Beach Resort – All Inclusive
View all properties

4-star hotels with pools in Caribbean Islands

Ocean Winds Hotel

Ocean Winds Hotel
Costambar
HK$517
HK$662 total
includes taxes & fees
12 Aug - 13 Aug
Ocean Winds Hotel

Hotel Pinar Dorado by Gran Jimenoa

Hotel Pinar Dorado by Gran Jimenoa
Jarabacoa
HK$727
HK$930 total
includes taxes & fees
31 Aug - 1 Sept
Hotel Pinar Dorado by Gran Jimenoa

Hilton Ponce Golf & Casino Resort

Hilton Ponce Golf & Casino Resort
Ponce
HK$1,220
HK$1,354 total
includes taxes & fees
30 Aug - 31 Aug
Hilton Ponce Golf & Casino Resort

Hyatt Centric Santo Domingo

Hyatt Centric Santo Domingo
Piantini
HK$927
HK$1,186 total
includes taxes & fees
21 Aug - 22 Aug
Hyatt Centric Santo Domingo

Faranda Single 1 Punta Cana Adults Only

Faranda Single 1 Punta Cana Adults Only
Punta Cana
HK$865
HK$1,107 total
includes taxes & fees
24 Aug - 25 Aug
Faranda Single 1 Punta Cana Adults Only

Mauad Hotel Boutique

Mauad Hotel Boutique
Gascue
HK$985
HK$1,261 total
includes taxes & fees
11 Aug - 12 Aug
Mauad Hotel Boutique

Residence Inn by Marriott Santiago de los Caballeros

Residence Inn by Marriott Santiago de los Caballeros
La Fardiquera
HK$996
HK$1,275 total
includes taxes & fees
23 Aug - 24 Aug
Residence Inn by Marriott Santiago de los Caballeros

Barceló Santo Domingo

Barceló Santo Domingo
Miraflores
HK$583
HK$747 total
includes taxes & fees
21 Aug - 22 Aug
Barceló Santo Domingo

Serenade Caribe Club Family Beach Resort – All Inclusive

Serenade Caribe Club Family Beach Resort – All Inclusive
Punta Cana
HK$1,805
HK$2,310 total
includes taxes & fees
9 Sept - 10 Sept
Serenade Caribe Club Family Beach Resort – All Inclusive

El Oasis Hotel

El Oasis Hotel
Aguada
HK$847
HK$924 total
includes taxes & fees
11 Aug - 12 Aug
El Oasis Hotel
View all properties

5-star hotels with pools in Caribbean Islands

Casa de Campo Resort and Villas

Casa de Campo Resort and Villas
La Romana
HK$1,723
HK$2,205 total
includes taxes & fees
12 Aug - 13 Aug
Casa de Campo Resort and Villas

Windjammer Landing Resort and Residences

Windjammer Landing Resort and Residences
Gros Islet
HK$2,490
HK$3,415 total
includes taxes & fees
11 Aug - 12 Aug
Windjammer Landing Resort and Residences

El Embajador, a Royal Hideaway Hotel

El Embajador, a Royal Hideaway Hotel
Bella Vista
HK$788
HK$1,008 total
includes taxes & fees
14 Aug - 15 Aug
El Embajador, a Royal Hideaway Hotel

Lopesan Costa Bávaro Resort Spa & Casino - All Inclusive

Lopesan Costa Bávaro Resort Spa & Casino - All Inclusive
Bávaro
HK$2,344
HK$3,001 total
includes taxes & fees
9 Sept - 10 Sept
Lopesan Costa Bávaro Resort Spa & Casino - All Inclusive

TRS Turquesa Hotel - Adults Only - All Inclusive

TRS Turquesa Hotel - Adults Only - All Inclusive
Bávaro
HK$1,949
HK$2,494 total
includes taxes & fees
1 Sept - 2 Sept
TRS Turquesa Hotel - Adults Only - All Inclusive

Lopesan Serenity Bay Resort, Spa & Casino – Adults Only All-Inclusive

Lopesan Serenity Bay Resort, Spa & Casino – Adults Only All-Inclusive
Bávaro
HK$2,372
HK$3,036 total
includes taxes & fees
9 Sept - 10 Sept
Lopesan Serenity Bay Resort, Spa & Casino – Adults Only All-Inclusive

The St Regis Cap Cana Resort

The St Regis Cap Cana Resort
Cap Cana
HK$3,012
HK$3,856 total
includes taxes & fees
9 Sept - 10 Sept
The St Regis Cap Cana Resort

Scrub Island Resort, Spa & Marina

Scrub Island Resort, Spa & Marina
Scrub Island
HK$3,229
HK$4,345 total
includes taxes & fees
8 Sept - 9 Sept
Scrub Island Resort, Spa & Marina

Zemi Miches Punta Cana Resort, Curio by Hilton

Zemi Miches Punta Cana Resort, Curio by Hilton
Miches
HK$2,664
HK$3,409 total
includes taxes & fees
30 Aug - 31 Aug
Zemi Miches Punta Cana Resort, Curio by Hilton

Lopesan Caoba Lagoon Resort Spa & Casino - All Inclusive

Lopesan Caoba Lagoon Resort Spa & Casino - All Inclusive
Bávaro
HK$2,068
HK$2,648 total
includes taxes & fees
9 Sept - 10 Sept
Lopesan Caoba Lagoon Resort Spa & Casino - All Inclusive
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.
View all properties

Top Caribbean Islands Hotel Reviews

Hotel Riu Montego Bay - Adults Only - All Inclusive

Hotel Riu Montego Bay - Adults Only - All Inclusive

10/10 Excellent
"Rooms, food and entertainment was great 👍"
Terence 5-night trip
Posted less than an hour ago
Hotel Riu Montego Bay - Adults Only - All Inclusive
Hyatt Regency Grand Reserve Puerto Rico

Hyatt Regency Grand Reserve Puerto Rico

10/10 Excellent
"GREAT STAY WITH MY FAMILY OF 6"
AMY A 4-night trip
Posted less than an hour ago
Hyatt Regency Grand Reserve Puerto Rico
Excellence El Carmen - Adults Only All Inclusive

Excellence El Carmen - Adults Only All Inclusive

10/10 Excellent
"Our stay at Excellence El Carmen was absolutely amazing! From the moment we arrived, the atmosphere immediately made us feel like we were truly on vacation. we were greeted with champagne and our bags were taken by the concierge, Check in was quick and easy. The resort is beautiful, relaxing, and has such a peaceful tropical feel that makes it easy to disconnect from everyday life and simply enjoy the moment. One of my favorite things was the overall location and atmosphere. Whether we were relaxing by the pool, walking around the property, enjoying the scenery, or just taking in the beautiful surroundings, there was always something that made the experience feel special. What I appreciated most was being able to slow down, relax, laugh, make memories, and genuinely enjoy the time away. Sometimes a vacation is more than just where you stay; it’s about how you feel while you're there, and Excellence El Carmen gave us exactly the experience we needed. We left with beautiful memories and an even greater appreciation for the time we spent there. I would absolutely recommend Excellence El Carmen to anyone looking for a beautiful adults-only getaway with an amazing atmosphere. Thank you for such a memorable experience. We would definitely visit again! 🌴🥂✨"
Verna 4-night trip
Posted 2 hours ago
Excellence El Carmen - Adults Only All Inclusive
Holiday Inn Resort Aruba - Beach Resort & Casino by IHG

Holiday Inn Resort Aruba - Beach Resort & Casino by IHG

10/10 Excellent
"All staff were friendly"
Nileshkumar 3-night trip
Posted 3 hours ago
Holiday Inn Resort Aruba - Beach Resort & Casino by IHG
Hotel Riu Palace Aruba - All Inclusive

Hotel Riu Palace Aruba - All Inclusive

8/10 Good
"Beautiful rooms. We were upgraded to an oceanfront room. Beautiful pool and swim up bar! Great drinks! Great buffet for breakfast."
Stacey 3-night trip
Posted 3 hours ago
Hotel Riu Palace Aruba - All Inclusive
Wyndham Alltra Punta Cana All-Inclusive Resort

Wyndham Alltra Punta Cana All-Inclusive Resort

10/10 Excellent
"😊"
Phara 3-night trip
Posted 3 hours ago
Wyndham Alltra Punta Cana All-Inclusive Resort
Ocean Blue & Sand Beach Resort - All Inclusive

Ocean Blue & Sand Beach Resort - All Inclusive

10/10 Excellent
"Excelente los servicios"
Gustavo 4-night trip
Posted 4 hours ago
Ocean Blue & Sand Beach Resort - All Inclusive
Fairmont El San Juan Hotel

Fairmont El San Juan Hotel

8/10 Good
"Beautiful lobby, lovely pool area, Really nice hotel rooms and hallways are ok however looks like they could use some upgrading, WATCH OUT! RESORT FEES... about additional $110 bucks a day.. Stay plus resort fees = higher end hotel... El San Juan Hotel is short of that,,, very nice, nice stay overall but certainly not on the higher end.."
Raymond 7-night trip
Posted 13 hours ago
Fairmont El San Juan Hotel