Find hotels in Caribbean Islands from $27

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Our top choices for Caribbean Islands hotels

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, (3,554 reviews)
"Loved everything about our stay! Perfect family getaway!!"
United States
Denise
$276 nightly
The price is $301
May 27 - May 28
Total with taxes and fees
Hyatt Vacation Club at Hacienda del Mar, Dorado

Hyatt Regency Grand Reserve Puerto Rico

Hyatt Regency Grand Reserve Puerto Rico
4.0 star property
Zarzal
9.0 out of 10, Wonderful, (2,971 reviews)
"Very nice stay!"
United States
Jose
$347 nightly
The price is $378
Jun 16 - Jun 17
Total with taxes and fees
Hyatt Regency Grand Reserve Puerto Rico

Hotel Indigo Turks Caicos Grace Bay by IHG

Hotel Indigo Turks Caicos Grace Bay by IHG
3.5 star property
Grace Bay
9.6 out of 10, Exceptional, (51 reviews)
"Food was great and the staff was very pleasant"
United States
Angie
$361 nightly
The price is $437
Jun 16 - Jun 17
Total with taxes and fees
Hotel Indigo Turks Caicos Grace Bay by IHG

Hotel Santiago, Curio Collection by Hilton

Hotel Santiago, Curio Collection by Hilton
4.0 star property
Villa Olga
9.6 out of 10, Exceptional, (594 reviews)
"The breakfast is literally so good. The staff was so friendly and the rooms were very clean. "
United States
Sandra
$143 nightly
The price is $180
May 21 - May 22
Total with taxes and fees
Hotel Santiago, Curio Collection by Hilton

ONE GT Grand Cayman

ONE GT Grand Cayman
4.5 star property
George Town
$367 nightly
The price is $411
May 25 - May 26
Total with taxes and fees
ONE GT Grand Cayman

Family Selection at Grand Palladium Select Bávaro - All Inclusive

Family Selection at Grand Palladium Select Bávaro - All Inclusive
5.0 star property
Bávaro
9.8 out of 10, Exceptional, (71 reviews)
"Great affordable place for families. Nice beach access and pools with plenty of food. Service is good too. "
United States
Tony
$412 nightly
The price is $527
Jun 16 - Jun 17
Total with taxes and fees
Family Selection at Grand Palladium Select Bávaro - All Inclusive

Casa de Campo Resort and Villas

Casa de Campo Resort and Villas
5.0 star property
La Romana
9.4 out of 10, Exceptional, (1,018 reviews)
"Incredible place. outstanding rooms and service"
United States
Luis
$220 nightly
The price is $281
Jun 15 - Jun 16
Total with taxes and fees
Casa de Campo Resort and Villas

The Courtleigh Hotel and Suites

The Courtleigh Hotel and Suites
4.0 star property
New Kingston
9.2 out of 10, Wonderful, (1,005 reviews)
"Good hotel"
United States
Kedean
$189 nightly
The price is $209
May 20 - May 21
Total with taxes and fees
The Courtleigh Hotel and Suites

Tiamo Beach Resort and Spa

Tiamo Beach Resort and Spa
4.0 star property
Runaway Bay
8.6 out of 10, Excellent, (10 reviews)
"The staff was so accommodating and welcoming. "
United States
Janet
$248 nightly
The price is $286
May 20 - May 21
Total with taxes and fees
Tiamo Beach Resort and Spa

La Playa Orient Bay

La Playa Orient Bay
4.0 star property
Orient Bay
9.4 out of 10, Exceptional, (711 reviews)
"Beautiful hotel relaxing with a beautiful beach. Wonderful vacation as always on my fourth trip there."
United States
Diane
$345 nightly
The price is $360
Jun 10 - Jun 11
Total with taxes and fees
La Playa Orient Bay

The Jamaica Pegasus Hotel

The Jamaica Pegasus Hotel
3.5 star property
New Kingston
8.6 out of 10, Excellent, (1,021 reviews)
"Breakfast was great, food at the restaurant downstairs was excellent. "
United States
Deryck
$199 nightly
The price is $219
May 23 - May 24
Total with taxes and fees
The Jamaica Pegasus Hotel

Grand Case Beach Club

Grand Case Beach Club
4.0 star property
Grand Case
9.6 out of 10, Exceptional, (1,008 reviews)
"Amazing stay"
United States
LUBOV
$272 nightly
The price is $282
Jun 15 - Jun 16
Total with taxes and fees
Grand Case Beach Club

Hodelpa Garden Court

Hodelpa Garden Court
4.0 star property
Punal
9.4 out of 10, Exceptional, (1,012 reviews)
"A great experience and so close to the airport!"
United States
Jonothan
$116 nightly
The price is $149
May 22 - May 23
Total with taxes and fees
Hodelpa Garden Court

Bluebeard's Castle Resort

Bluebeard's Castle Resort
4.0 star property
Charlotte Amalie
8.8 out of 10, Excellent, (415 reviews)
$235 nightly
The price is $261
Jun 17 - Jun 18
Total with taxes and fees
Bluebeard's Castle Resort

Santo Domingo Bay Convention Resort & Casino

Santo Domingo Bay Convention Resort & Casino
4.5 star property
Boca Chica
8.6 out of 10, Excellent, (331 reviews)
"Very nice hotel."
United States
Jose Daniel
$187 nightly
The price is $240
May 20 - May 21
Total with taxes and fees
Santo Domingo Bay Convention Resort & Casino

El Conquistador Resort

El Conquistador Resort
4.0 star property
Cabezas
9.0 out of 10, Wonderful, (3,408 reviews)
"We loved everything about our stay!"
United States
Miguel
$384 nightly
The price is $419
Jun 2 - Jun 3
Total with taxes and fees
El Conquistador Resort

Wyndham Alltra Punta Cana All-Inclusive Resort

Wyndham Alltra Punta Cana All-Inclusive Resort
4.0 star property
Uvero Alto
8.8 out of 10, Excellent, (1,128 reviews)
"Beautiful place to stay!"
United States
JoAnn
$240 nightly
The price is $240
May 28 - May 29
Total with taxes and fees
Wyndham Alltra Punta Cana All-Inclusive Resort

Hodelpa Gran Almirante Hotel & Casino

Hodelpa Gran Almirante Hotel & Casino
5.0 star property
Los Jardines
9.6 out of 10, Exceptional, (1,012 reviews)
"Great place to stay in Santiago."
United States
Llency
$133 nightly
The price is $170
May 22 - May 23
Total with taxes and fees
Hodelpa Gran Almirante Hotel & Casino

Aquarius Vacation Club at Boqueron Beach Resort

Aquarius Vacation Club at Boqueron Beach Resort
3.5 star property
Cabo Rojo
9.2 out of 10, Wonderful, (2,478 reviews)
"Amazing location and beautiful staff and hotel highly recommend! "
United States
SANTA
$159 nightly
The price is $170
May 20 - May 21
Total with taxes and fees
Aquarius Vacation Club at Boqueron Beach Resort

Embassy Suites by Hilton Santo Domingo

Embassy Suites by Hilton Santo Domingo
4.0 star property
Downtown Santo Domingo
9.4 out of 10, Exceptional, (1,069 reviews)
"Excelente hotel"
United States
Sayonara
$140 nightly
The price is $180
May 30 - May 31
Total with taxes and fees
Embassy Suites by Hilton Santo Domingo
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.

Vacation Rentals in Caribbean Islands

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Stay near popular Caribbean Islands attractions

Learn more about Caribbean Islands

During your stay in Caribbean Islands, you can discover things to see and do in the local area.

Panoramic view of a tropical beach paradise with a calm sea and palm trees.

Top Caribbean Islands Hotel Reviews

More cheap stays in Caribbean Islands

Hotels in Caribbean Islands with star-rating

Find out more about Caribbean Islands

Top reasons to visit Caribbean Islands

  • Stunning Beaches: The Caribbean Islands boast some of the world's most beautiful beaches, perfect for sunbathing and relaxation.
  • Adventure Activities: Enjoy thrilling activities like reef diving, snorkeling, and various water sports for an adrenaline rush.
  • Rich Cultural Experiences: Immerse yourself in local traditions, music, and cuisine that reflect the diverse heritage of the islands.
  • Secret Bays: Discover hidden bays that offer tranquility and stunning views, ideal for a peaceful getaway.
  • Breathtaking Sunsets: Witness unforgettable sunsets that paint the sky in vibrant colors, perfect for romantic evenings.

Things to do in Caribbean Islands

The Caribbean Islands offer an ideal vacation destination with stunning beaches and rich cultural experiences. Enjoy activities like golf getaways, reef diving, and thrilling underwater sports. Don't miss the chance to relax at secret bays and witness breathtaking sunsets, making your trip unforgettable. Whether you're seeking adventure or relaxation, the Caribbean has something for everyone.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Caribbean Islands

  • Find cheap hotels on Expedia: Expedia's search tool enables you to set your budget, choose your desired location, and much more. You can organize your results to display prices from lowest to highest, making it easy to find the most affordable hotels first. Additionally, you can refine your search by hotel type; for instance, selecting the Eco-certified filter will show you a range of sustainable and environmentally friendly hotels that you can book.
  • Consider bundling your trip: You can save money by combining your hotel accommodations in the Caribbean Islands with your flights and activities through an Expedia package deal.

Best time to go to Caribbean Islands

The best time to visit Caribbean Islands depends on your weather preferences. The hottest average temperature around Caribbean Islands is in September, when weather is mostly sunny and rainfall is light rain. The coolest average temperature around Caribbean Islands is in November when weather is mostly sunny and rainfall is light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudiness
January79.3°F (26.3°C)No RainMostly Sunny
February78.8°F (26.0°C)No RainMostly Sunny
March79.2°F (26.2°C)No RainMostly Sunny
April80.1°F (26.7°C)Light RainMostly Sunny
May80.4°F (26.9°C)Light RainMostly Sunny
June81.7°F (27.6°C)Light RainMostly Sunny
July82.2°F (27.9°C)Light RainMostly Sunny
August82.8°F (28.2°C)Light RainMostly Sunny
September82.9°F (28.3°C)Light RainMostly Sunny
October82.6°F (28.1°C)Light RainMostly Sunny
November78.3°F (25.7°C)Light RainMostly Sunny
December79.5°F (26.4°C)No RainMostly Sunny

Why book with Expedia?

  • Flexible booking

    On Expedia, you can find plenty of hotels with flexible cancellation in Caribbean Islands using the “Fully refundable property” search filter. Just be sure to always double-check each hotel's cancellation policy before booking.

  • Book now and pay later

    With countless book now, pay later options, there's no need to wait till payday to grab a deal. Use the “Reserve now, pay later” search filter to view all properties available with this payment option in Caribbean Islands.

  • Hotel comparison

    Thanks to the handy “Compare properties” tool on Expedia, you can compare hotels in Caribbean Islands side by side with just a few clicks.

  • Member prices

    Join Expedia's loyalty program, One Key, for free and unlock Member Prices and rewards on select hotels worldwide. Simply log in when you search and look out for the blue savings label.