Compare Hotels with Pools in Caribbean
Secret Bargains - Save an extra 10% or more on select Hotels with Pools
Get more for your budget and save up to 50% off select Secret Bargain hotels
Get even more value with CheapTickets Price Guarantee!
Change your flight without a fee on select flights
Featured Caribbean Hotels with Pools

Majestic Elegance Punta Cana - All Inclusive
Playa Bavaro - Punta Cana Punta Cana La Altagracia
$424 nightly
The price is $424 total per night
$424 total
Dec 9 - Dec 10
Total with taxes and fees
With a stay at Majestic Elegance Punta Cana - All Inclusive in Punta Cana (Bávaro), you'll be a 1-minute drive from Arena Gorda Beach and 6 minutes from Cana Bay Golf Club.
On private beach
Pool

Majestic Colonial Punta Cana - All Inclusive
Carretera El Macao Punta Cana La Altagracia
$416 nightly
The price is $416 total per night
$416 total
Dec 10 - Dec 11
Total with taxes and fees
With a stay at Majestic Colonial Punta Cana - All Inclusive in Punta Cana (Bávaro), you'll be a 2-minute drive from Arena Gorda Beach and 15 minutes from Downtown Punta Cana.
On private beach
Pool

Condado Vanderbilt Hotel
1055 Ashford Avenue San Juan
$467 nightly
The price is $518 total per night
$518 total
Dec 9 - Dec 10
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
A stay at Condado Vanderbilt Hotel places you in the heart of San Juan, within a 10-minute walk of Condado Beach and Casino del Mar at La Concha Resort.
Pool
Hot Tub

Barceló Bávaro Palace - All Inclusive
Carretera Bávaro Km. 1 Punta Cana La Altagracia
$444 nightly
The price is $568 total per night
$568 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
With a stay at Barceló Bávaro Palace - All Inclusive in Punta Cana (Bávaro), you'll be a 4-minute drive from Cocotal Golf and Country Club and 8 minutes from Bavaro Beach.
On private beach
Pool

The Condado Plaza Hotel
999 Ashford Avenue San Juan
$207 nightly
The price is $225 total per night
$225 total
Dec 14 - Dec 15
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
The Condado Plaza Hotel is centrally located in San Juan, a 4-minute walk from Condado Beach and 9 minutes by foot from Parque La Ventana al Mar.
Pool
Restaurant

La Concha Resort, Puerto Rico, Autograph Collection
1077 Ashford Ave Condado San Juan
$348 nightly
The price is $386 total per night
$386 total
Dec 15 - Dec 16
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at La Concha Resort, Puerto Rico, Autograph Collection in San Juan (Condado), you'll be a 3-minute walk from Casino del Mar at La Concha Resort and 12 minutes by foot from Condado Beach.
Pool
Hot Tub

Bahia Principe Luxury Ambar - Adults Only - All Inclusive
Carettera Arena Gorda Punta Cana La Altagracia
With a stay at Bahia Principe Luxury Ambar - Adults Only - All Inclusive in Punta Cana (Bávaro), you'll be within a 10-minute drive of Cana Bay Golf Club and Iberostar Golf Course.
On private beach
Pool

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
6000 Rio Mar Boulevard Río Grande
$854 nightly
The price is $948 total per night
$948 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
With a stay at Wyndham Grand Rio Mar Rainforest Beach and Golf Resort in Río Grande (Mameyes II), you'll be within a 5-minute walk of Luquillo Beach and Wyndham Rio Mar Casino.
Pool
Hot Tub

Bahia Principe Grand Punta Cana - All Inclusive
Arena Gorda - Macao Punta Cana La Altagracia
With a stay at Bahia Principe Grand Punta Cana - All Inclusive, you'll be centrally located in Punta Cana, within a 10-minute drive of Cana Bay Golf Club and Iberostar Golf Course.
Pool
Breakfast included

San Juan Marriott Resort and Stellaris Casino
1309 Ashford Avenue San Juan
$454 nightly
The price is $504 total per night
$504 total
Dec 14 - Dec 15
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at San Juan Marriott Resort and Stellaris Casino in San Juan (Condado), you'll be a 5-minute walk from Casino del Mar at La Concha Resort and within a 5-minute drive of Condado Beach.
Pool
Hot Tub

Majestic Mirage Punta Cana, All Suite Resort - All Inclusive
Bavaro Punta Cana La Altagracia
$553 nightly
The price is $553 total per night
$553 total
Dec 9 - Dec 10
Total with taxes and fees
With a stay at Majestic Mirage Punta Cana, All Suite Resort - All Inclusive in Punta Cana (Bávaro), you'll be a 2-minute drive from Arena Gorda Beach and 6 minutes from Cana Bay Golf Club.
Pool
Hot Tub

The Royal Sonesta San Juan
5961 Isla Verde Avenue Carolina
$411 nightly
The price is $448 total per night
$448 total
Dec 14 - Dec 15
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at The Royal Sonesta San Juan in Carolina (Isla Verde), you'll be a 3-minute drive from Isla Verde Beach and 9 minutes from Pan American Pier.
Pool
Spa
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.
Caribbean Hotels with Pools essential information
Hotels with Pools in Caribbean |
3170 |
|---|---|
Highest price | $948 |
Cheapest price | $225 |
Total number of hotels in Caribbean | 84,684 |
Popular hotels | Majestic Elegance Punta Cana - All Inclusive, Majestic Colonial Punta Cana - All Inclusive, Condado Vanderbilt Hotel, Barceló Bávaro Palace - All Inclusive, The Condado Plaza Hotel, La Concha Resort, Puerto Rico, Autograph Collection, Bahia Principe Luxury Ambar - Adults Only - All Inclusive, Wyndham Grand Rio Mar Rainforest Beach and Golf Resort, Bahia Principe Grand Punta Cana - All Inclusive, San Juan Marriott Resort and Stellaris Casino, Majestic Mirage Punta Cana, All Suite Resort - All Inclusive, The Royal Sonesta San Juan |
Most Recent Caribbean Hotel Reviews

Hotel Riu Palace Paradise Island - Adults Only - All Inclusive
5 out of 5
Posted 2 days ago
CheapTickets Verified Review
"Report was nice the staff is amazing "
A verified traveler stayed at Hotel Riu Palace Paradise Island - Adults Only - All Inclusive
More Hotels with Pools
Types of Hotels
More to Explore in Caribbean
Top Picks
Flights
Packages
- Aruba Vacation Packages
- Antigua and Barbuda Vacation Packages
- Grenada Vacation Packages
- Jamaica Vacation Packages
- Curaçao Vacation Packages
- Trinidad and Tobago Vacation Packages
- Cayman Islands Vacation Packages
- Anguilla Vacation Packages
- U.S. Virgin Islands Vacation Packages
- St. Croix Island Vacation Packages
- St. Lucia Vacation Packages
- Bahamas Vacation Packages
- St. Thomas Vacation Packages
- Barbados Vacation Packages
- Turks and Caicos Vacation Packages
- Puerto Rico Vacation Packages
- Dominican Republic Vacation Packages
- Sint Maarten Vacation Packages





