Hotels with Air Conditioning in Caribbean Islands, Caribbean

Start date: Check-in selected.
To Date
End date: Check-out

  • 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 Hotels with Air Conditioning

Tonight
Dec 27 - Dec 28
Tomorrow
Dec 28 - Dec 29
Next weekend
Jan 2 - Jan 4
In two weeks
Jan 9 - Jan 11

Our top choices for Caribbean Islands hotels with air conditioning

Beach nearby, white sand, sun loungers, beach umbrellas
PUNTA CANA Paradise Studios BEACH POOL

PUNTA CANA Paradise Studios BEACH POOL

PUNTA CANA Paradise Studios BEACH POOL
3.0 star property
Bávaro
10.0 out of 10, Exceptional, (42)
"It was a great spot for our group getaway!!"
United States
Katrina
The price is P8,740
P11,353 total
includes taxes & fees
Jan 5 - Jan 6, 2026
PUNTA CANA Paradise Studios BEACH POOL
Outdoor pool
Privada Stays - Private Pools & Colorful-Chic Boutique Hotel

Privada Stays - Private Pools & Colorful-Chic Boutique Hotel

Privada Stays - Private Pools & Colorful-Chic Boutique Hotel
3.0 star property
Oranjestad
9.8 out of 10, Exceptional, (606)
"Excellent friendly staff, cant wait to return."
Canada
shawn
The price is P13,806
P15,707 total
includes taxes & fees
Jan 23 - Jan 24, 2026
Privada Stays - Private Pools & Colorful-Chic Boutique Hotel
Rooftop terrace
Villa Cofresi Hotel

Villa Cofresi Hotel

Villa Cofresi Hotel
3.0 star property
Rincon
9.8 out of 10, Exceptional, (1134)
"Great place to stay!"
United States
Jacqueline
Villa Cofresi Hotel
Beach nearby, white sand, sun loungers, beach umbrellas
STUDIOS and SUITES Ducassi ROOFTOP POOL

STUDIOS and SUITES Ducassi ROOFTOP POOL

STUDIOS and SUITES Ducassi ROOFTOP POOL
4.5 star property
Bávaro
9.6 out of 10, Exceptional, (64)
"Good location and friendly staff"
United States
Henrique
The price is P10,326
P14,345 total
includes taxes & fees
Jan 7 - Jan 8, 2026
STUDIOS and SUITES Ducassi ROOFTOP POOL
View from property
Olga's Fancy

Olga's Fancy

Olga's Fancy
3.0 star property
St. Thomas
9.6 out of 10, Exceptional, (1001)
"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 P8,518
P10,009 total
includes taxes & fees
Jan 10 - Jan 11, 2026
Olga's Fancy
Outdoor pool
Hotel Santiago, Curio Collection by Hilton

Hotel Santiago, Curio Collection by Hilton

Hotel Santiago, Curio Collection by Hilton
4.0 star property
Villa Olga
9.6 out of 10, Exceptional, (361)
"Very well located it , beautiful rooms and amazing staff👍👍"
United States
Luis
The price is P7,846
P10,043 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Hotel Santiago, Curio Collection by Hilton
Exterior
Cruz Bay Boutique Hotel

Cruz Bay Boutique Hotel

Cruz Bay Boutique Hotel
3.0 star property
St. John
9.6 out of 10, Exceptional, (319)
"Roomstatus and staff excellent!"
United States
Dean
The price is P19,607
P22,058 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Cruz Bay Boutique Hotel
Exterior
Hyatt Centric Santo Domingo

Hyatt Centric Santo Domingo

Hyatt Centric Santo Domingo
4.0 star property
Piantini
9.6 out of 10, Exceptional, (171)
"Friendly staff and good location"
United States
Daniel
The price is P7,461
P9,550 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Hyatt Centric Santo Domingo
Beach bar
STUDIO APART HOTEL ROOFTOP POOL BEACH

STUDIO APART HOTEL ROOFTOP POOL BEACH

STUDIO APART HOTEL ROOFTOP POOL BEACH
4.5 star property
Bávaro
9.6 out of 10, Exceptional, (55)
"I appreciated how safe and quiet the property felt. It’s an ideal place for anyone looking to unwind in a tropical setting. I would absolutely stay here again. "
United States
Paola
The price is P7,063
P9,922 total
includes taxes & fees
Jan 6 - Jan 7, 2026
STUDIO APART HOTEL ROOFTOP POOL BEACH
Egyptian cotton sheets, premium bedding, free WiFi
Anchors Hotel

Anchors Hotel

Anchors Hotel
2.0 star property
Fajardo
9.6 out of 10, Exceptional, (44)
"The Hotel is amazing "
United States
Ariel Susset
The price is P11,285
P15,186 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Anchors Hotel
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

Grand Hyatt Baha Mar

Grand Hyatt Baha Mar

10/10 Excellent
"We had a great time, expensive but worth the money "
Husayn 4-night trip
Posted 14 hours ago
Grand Hyatt Baha Mar

Frequently asked questions

How much do hotels with air conditioning in Caribbean Islands cost?
Prices for hotels with air conditioning in Caribbean Islands range between P9,550 and P22,058 per night. No matter your budget, you'll be sure to locate an awesome place to enjoy a trip in air-conditioned comfort. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best hotels with air conditioning in Caribbean Islands?
Slide right into vacation mode and chill out in one of Caribbean Islands's multiple hotels with air conditioning. With a total average guest review rating of 9.6, there's something for every taste and budget. Many visitors to Punta Cana recommend a stay at The Westin Puntacana Resort & Club, a highly rated 4.5-stars hotel with a spa, hypo-allergenic bedding and air conditioning. Another favorite pick in this popular city is Four Points by Sheraton Puntacana Village. This 4-stars escape includes a terrace and a sauna.
How many hotels with air conditioning are there in Caribbean Islands?
Browse through our 5154 hotels with air conditioning in Caribbean Islands and lock in your favorite. Whether you're embarking on a vacation with all the fam or kicking it with friends, your perfect stay is just a few clicks away with Expedia.
What are the best cheap hotels with air conditioning in Caribbean Islands?
Save on your Caribbean Islands vacation by booking hotels with air conditioning starting from P9,550 per night. Want to explore the must-see sights of Punta Cana? Put your luggage down at Apartahotel Yamili, a wallet-friendly option with in-room AC, breakfasts and a garden. If you're going to San Juan, Andalucia Guest House is a popular pick. It offers the air-conditioned comfort your crew wants along with a terrace and a garden. Discover Caribbean Islands on a shoestring by filling your travel itinerary with fabulously free attractions. Cabeza de Toro Beach in Punta Cana is a must-see. If you're headed to San Juan, you can leave your wallet in your pocket when you visit Condado Beach. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Are there any family-friendly hotels with air conditioning in Caribbean Islands?
Yes there are, so round up your group and get busy planning your next getaway in Caribbean Islands! If Punta Cana is on your agenda, lock in a stay at The Westin Puntacana Resort & Club. This 4.5-stars option is a popular family-friendly retreat with AC. It also features a playground and pillow top mattresses. Another great choice is The Sanctuary at Los Corales. Also in Punta Cana, it has a 3.5-stars rating and comes with a nearby theme park, a nearby beach and air conditioning. Once you've unpacked your suitcase and settled in, it's time to get to know Punta Cana. Make memories together at family-friendly attractions such as Bavaro Beach and Cabeza de Toro Beach.
Are there any 5-star hotels with air conditioning in Caribbean Islands?
Yes, so go ahead and treat yourself to a luxurious escape. Tortuga Bay Hotel is one of our outstanding 5-star hotels with air conditioning in Caribbean Islands. Located in the popular city of Punta Cana, a beach view and a sauna are just a couple of its conveniences. An alternative 5-star option in Punta Cana is Sanctuary Cap Cana, a Luxury Collection Resort, Dominican Republic, Adult All-Inclusive. Along with AC, it features golf and a beach view.
Why book your hotel with air conditioning in Caribbean Islands with Expedia?
Vacationing should be a piece of cake, so if you're chasing hotels with air conditioning at a competitive price, Expedia can help. Keep the budget in check and go for an all-inclusive stay with AC, or splurge and book a high-end hotel to treat your loved ones.
How can I find cheap hotels with air conditioning in Caribbean Islands?
Expedia can help you search for cheap hotels with air conditioning in Caribbean Islands. Just select "air conditioned" under the amenities filter options to view stays with this feature. Then, choose your hotel star rating (lower-rated stays are more affordable) and your budget per night to find the best places with AC at the most affordable price.
What is there to do in Caribbean Islands near my hotel with air conditioning?
Wherever your travels take you in Caribbean Islands, you'll find loads of fun things to explore here. Planning a trip to Punta Cana? Bavaro Beach is a favorite attraction to visit while you're there.