Caribbean Islands Hotels with Adjoining Rooms

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Check availability on Caribbean Islands Hotels with connecting rooms

Tonight
4 Dec - 5 Dec
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5 Dec - 6 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Caribbean Islands Hotels with connecting rooms

Business centre
Hodelpa Garden Court

Hodelpa Garden Court

4.0 star property
Puñal
9.4 out of 10, Exceptional, (1006)
"I enjoy my stay there "
United States
Emmanuel
The price is RM320
RM410 total
includes taxes & fees
2 Jan - 3 Jan 2026
Hodelpa Garden Court
Exterior
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4.0 star property
Pelican Key
9.0 out of 10, Wonderful, (1494)
"This was place was the best most amazing place ever would definitely come back with my family again "
United States
Ana
The price is RM729
RM875 total
includes taxes & fees
8 Dec - 9 Dec
Simpson Bay Resort, Marina & Spa
Outdoor pool, pool loungers
Four Points by Sheraton Santo Domingo

Four Points by Sheraton Santo Domingo

4.0 star property
La Caleta
8.2 out of 10, Very good, (175)
"Nice staff and management. Would stay again."
United States
Jackeline Robles De
The price is RM432
RM553 total
includes taxes & fees
17 Dec - 18 Dec
Four Points by Sheraton Santo Domingo
Premium bedding, down duvets, pillow-top beds, minibar
Catalonia Santo Domingo

Catalonia Santo Domingo

5.0 star property
Ciudad Universitaria
8.8 out of 10, Excellent, (1715)
" MANAGMENT Front desk staff,Restaurant staff are Amazing!.Breakfast excellent!"
United States
Alejandro
The price is RM397
RM508 total
includes taxes & fees
1 Jan - 2 Jan 2026
Catalonia Santo Domingo
Balcony view
Coconut Palms Inn On The Beach

Coconut Palms Inn On The Beach

2.5 star property
Rincon
9.4 out of 10, Exceptional, (479)
" The room was very clean, check in was easy, all the staff was very friendly. Would stay again."
United States
Kim
Coconut Palms Inn On The Beach
Outdoor pool, pool loungers
Karibea Valmenière Hôtel

Karibea Valmenière Hôtel

3.0 star property
Fort-de-France
8.0 out of 10, Very good, (651)
"Enjoyed our stay"
United States
MALCOLM
The price is RM357
RM374 total
includes taxes & fees
7 Dec - 8 Dec
Karibea Valmenière Hôtel
Outdoor pool
Hotel Santiago, Curio Collection by Hilton

Hotel Santiago, Curio Collection by Hilton

4.0 star property
Villa Olga
9.6 out of 10, Exceptional, (325)
"Very well located it , beautiful rooms and amazing staff👍👍"
United States
Luis
The price is RM458
RM586 total
includes taxes & fees
20 Dec - 21 Dec
Hotel Santiago, Curio Collection by Hilton
Front of property – evening/night
San Juan Airport Hotel

San Juan Airport Hotel

3.0 star property
Isla Verde
8.4 out of 10, Very good, (5381)
"Clean room, very friendly staff especially the assistant manager of restaurant/bar. "
United States
Karrie M
San Juan Airport Hotel
Outdoor pool, pool umbrellas, pool loungers
Hotel La Pagerie

Hotel La Pagerie

4.0 star property
Pointe du Bout
8.8 out of 10, Excellent, (882)
"Great Hotel and staff"
Canada
Roland
Hotel La Pagerie
Outdoor pool, pool cabanas (surcharge), pool umbrellas
ROK Hotel Kingston, Tapestry Collection by Hilton

ROK Hotel Kingston, Tapestry Collection by Hilton

4.0 star property
Kingston
8.8 out of 10, Excellent, (1157)
"It was good "
United States
Leo
The price is RM622
RM769 total
includes taxes & fees
21 Dec - 22 Dec
ROK Hotel Kingston, Tapestry Collection by Hilton
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.
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Top Caribbean Islands Hotel Reviews

The Royal Sonesta San Juan

The Royal Sonesta San Juan

10/10 Excellent
" Fantastic hotel"
Guillermo Alfonso 3-night trip
Posted 1 day ago
The Royal Sonesta San Juan
Renaissance Wind Creek Aruba Resort

Renaissance Wind Creek Aruba Resort

10/10 Excellent
"We stayed there as part of our honeymoon and it was such an amazing location to explore Oranjstad. We love the hotel, the upgraded penthouse floors at ocean suites and the daily boat rides to Renaissance island. I would recommend anyone to stay here if visiting Aruba!"
Braden 4-night trip
Posted 3 days ago
Renaissance Wind Creek Aruba Resort

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Frequently asked questions

How much do hotels with connecting rooms in Caribbean Islands cost?
You'll pay somewhere from RM374 to RM875 per night for hotels with connecting rooms in Caribbean Islands. No matter your budget, a terrific stay is a click away on Expedia. 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 connecting rooms in Caribbean Islands?
Jump into holiday mode and take advantage of extra space in one of Caribbean Islands's multiple hotels with connecting rooms. With a total average guest review rating of 8.7, there's something here for every budget and taste. Many visitors to Punta Cana prefer staying at The Westin Puntacana Resort & Club, a 4.5-star property with connecting rooms, a marina and a beach bar. Another unbeatable choice here is Four Points by Sheraton Puntacana Village. This 4-star escape has a sauna and pillow top mattresses.
How many hotels with adjoining rooms are there in Caribbean Islands?
Select from 481 hotels with adjoining rooms in Caribbean Islands. Whether you're escaping with the whole family or close friends, and wherever your travels take you, Expedia can help you find the perfect hotel.
Are there any family-friendly hotels with connecting rooms in Caribbean Islands?
There are, so round up your crew and organise your next getaway in Caribbean Islands! If Punta Cana is your preferred destination, check out The Westin Puntacana Resort & Club. This 4.5-star option is a favourite family-friendly hotel with connecting rooms. In addition, it features a playground and beach umbrellas. Another good pick is The Level at Melia Caribe Beach. Also in Punta Cana, it has a 4.5-star rating and has free food and beverages, complimentary breakfast and connecting rooms. Once you've settled into your room, it's time to discover the best of Punta Cana. Make memories together at family-friendly attractions like Bavaro Beach and Cabeza de Toro Beach.
Are there any 5-star hotels with connecting rooms in Caribbean Islands?
In Caribbean Islands, 5-star hotels with connecting rooms are difficult to find. But there are some 4-star options that have this feature. If your destination is Punta Cana, base yourself at Four Points by Sheraton Puntacana Village. It comes with amenities such as pillow top mattresses and a sauna. Alternatively, spend your holiday at Punta Palmera Cap Cana by Essenza Retreats, also in Punta Cana. Make the most of its connecting rooms in addition to a spa tub and a jetted bathtub.
Why book your hotel with connecting rooms in Caribbean Islands with Expedia?
Reserving a hotel with connecting rooms in Caribbean Islands is as simple as entering your travel dates and selecting an option that suits your needs. Looking for something low cost or luxurious, or a property that also features a pool and free WiFi? Use Expedia's search filters to further narrow your search results and find your ideal match.
How can I find cheap hotels with connecting rooms in Caribbean Islands?
With Expedia's handy filter tool, getting your hands on cheap hotels with connecting rooms in Caribbean Islands is a piece of cake. To find accommodation that'll make your wallet happy, narrow your search by amenities, budget and star rating.
What is there to do in Caribbean Islands near my hotel with connecting rooms?
Whether you enjoy shopping, dining, history or culture, Caribbean Islands has something to suit all tastes! The well-known city of San Juan is home to lots of sights and experiences, including Condado Beach, Escambron Beach and Casa Bacardi. If you're holidaying in Havana, Havana Cathedral, Great Theatre of Havana and National Museum of Natural History shouldn't be missed.