Hotels with Swimming Pool in Caribbean Islands, Caribbean

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Our top choices for Caribbean Islands hotels with a pool

Sea Gate Hotel

Sea Gate Hotel
2.5 star property
Isabel II
9.6 out of 10, Exceptional, (1005)
"Wonderful staff, perfect location. Best beds on our entire vacation. "
United States
Dock
The price is P8,945
P10,134 total
includes taxes & fees
Dec 27 - Dec 28
Sea Gate Hotel

Hotel Santiago, Curio Collection by Hilton

Hotel Santiago, Curio Collection by Hilton
4.0 star property
Villa Olga
9.6 out of 10, Exceptional, (359)
"Very well located it , beautiful rooms and amazing staff👍👍"
United States
Luis
The price is P7,485
P9,581 total
includes taxes & fees
Dec 28 - Dec 29
Hotel Santiago, Curio Collection by Hilton

Hyatt Vacation Club at Hacienda del Mar, Dorado

Hyatt Vacation Club at Hacienda del Mar, Dorado
3.5 star property
Sabana
9.4 out of 10, Exceptional, (3024)
"Amazing place to stay"
United States
Ronald Ivan Serrano, Catherine Ingrid Vazquez
The price is P13,429
P17,198 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Hyatt Vacation Club at Hacienda del Mar, Dorado

Olga's Fancy

Olga's Fancy
3.0 star property
St. Thomas
9.6 out of 10, Exceptional, (1000)
"Great location near the Ferry Dock and downtown Charlotte Amalie (walking distance). The rooms were very clean, the staff were welcoming, and Eddie was incredibly responsive and friendly."
Canada
Deborah
The price is P8,516
P10,006 total
includes taxes & fees
Jan 24 - Jan 25, 2026
Olga's Fancy

Hacienda Villa Sotomayor

Hacienda Villa Sotomayor
3.0 star property
Adjuntas
9.0 out of 10, Wonderful, (20)
"Spend a night. Lovely place to make few days stay. great accommodations and hospitality. "
United States
Sadhasivam
The price is P6,302
P7,399 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Hacienda Villa Sotomayor

El Embajador, a Royal Hideaway Hotel

El Embajador, a Royal Hideaway Hotel
5.0 star property
Bella Vista
9.2 out of 10, Wonderful, (1296)
"Great stay "
United States
Nelson
The price is P6,134
P7,851 total
includes taxes & fees
Dec 30 - Dec 31
El Embajador, a Royal Hideaway Hotel

Siesta Hotel

Siesta Hotel
3.0 star property
St. George's
9.0 out of 10, Wonderful, (1009)
"Always a great stay at the Siesta , great staff comfortable beds always stay whenever I am in Grenada "
United States
Ramesh
The price is P5,912
P7,094 total
includes taxes & fees
Dec 30 - Dec 31
Siesta Hotel

Hotel Hampton by Hilton Santiago de los Caballeros

Hotel Hampton by Hilton Santiago de los Caballeros
3.0 star property
Santiago de los Caballeros
9.2 out of 10, Wonderful, (12)
"Beautiful Hotel Great location Amazing rooms Very good Breakfast & Dinner I will go back very soon."
United States
Menahem
The price is P6,452
P8,259 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Hotel Hampton by Hilton Santiago de los Caballeros

Royal Delonix Hotel

Royal Delonix Hotel
3.0 star property
Penuelas
9.2 out of 10, Wonderful, (324)
"Great experience , the staff just outstanding. Great place to stay "
United States
Jesus
Royal Delonix Hotel

Hotel Vista Azul

Hotel Vista Azul
3.0 star property
Aguadilla
9.0 out of 10, Wonderful, (21)
"Great property. Had lots to do. Only issue is parking as the club and other activities people park so hard for guests to park"
United States
Rose M
The price is P7,095
P8,027 total
includes taxes & fees
Dec 28 - Dec 29
Hotel Vista Azul
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