A tropical beach with clear turquoise waters, lush green hills, and a small red building on a hill.

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Caribbean Accommodation: Most Popular Cities to Stay

A marina with a white boat named 'Achina' docked, surrounded by palm trees and a building with a green roof.
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Punta Cana

Punta Cana

Check availability on Caribbean Boutique Hotels

Our top choices for Caribbean boutique hotels

Restaurant

1. Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)

Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)
4.0 star property
Condado
9.0 out of 10, Wonderful, (685 reviews)
"⭐️⭐️⭐️"
United States
Carlos
The price is £221
includes taxes & fees
20 Oct - 21 Oct
Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)
View from property

2. Aire de O:live

Aire de O:live
4.0 star property
Isla Verde
9.2 out of 10, Wonderful, (820 reviews)
"Love this place will definitely be back"
United States
Katira
The price is £253
includes taxes & fees
22 Sept - 23 Sept
Aire de O:live
Terrace/patio

3. Villa Herencia Hotel

Villa Herencia Hotel
3.5 star property
Old San Juan
9.2 out of 10, Wonderful, (884 reviews)
"Loved every aspect of this hotel. Will return in the future!"
United States
Kevin
The price is £101
includes taxes & fees
21 Sept - 22 Sept
Villa Herencia Hotel
Family Room | Living area | LED TV

4. Billini Hotel, Historic Luxury

Billini Hotel, Historic Luxury
4.5 star property
Zona Colonial
9.2 out of 10, Wonderful, (868 reviews)
"Great place"
United States
Andy M
The price is £180
includes taxes & fees
25 Sept - 26 Sept
Billini Hotel, Historic Luxury
Courtyard

5. Wonders Boutique Hotel - Adults Only

Wonders Boutique Hotel - Adults Only
3.5 star property
Oranjestad
9.8 out of 10, Exceptional, (859 reviews)
"Accommodations were great and staff was lovely! Perfect walk to Renaissance hotel and shops."
United States
Alyssa M
The price is £131
includes taxes & fees
20 Oct - 21 Oct
Wonders Boutique Hotel - Adults Only
4 outdoor pools, free pool cabanas, pool umbrellas

6. True Blue Bay Resort

True Blue Bay Resort
4.0 star property
St. George's
9.0 out of 10, Wonderful, (893 reviews)
"The pool and general areas could be improved. The staff is very helpful. Overall it was a comfortable place to stay"
United States
Aisha
The price is £131
includes taxes & fees
23 Sept - 24 Sept
True Blue Bay Resort
Front of property

7. Hotel El Convento

Hotel El Convento
4.5 star property
Old San Juan
9.2 out of 10, Wonderful, (1,002 reviews)
"Great staff and great hotel, the location is the best!"
United States
Juan
The price is £293
includes taxes & fees
18 Oct - 19 Oct
Hotel El Convento
Garden

8. Royal Palms Hotel

Royal Palms Hotel
3.5 star property
Pembroke Parish
9.8 out of 10, Exceptional, (584 reviews)
"Charming boutique hotel, lovely gardens and an excellent location!"
United States
Jane
The price is £422
includes taxes & fees
20 Sept - 21 Sept
Royal Palms Hotel
In-room safe, iron/ironing board, free WiFi, bed sheets

9. Waves Resort & Spa, Barbados, An Autograph Collection® All-Inclusive Resort

Waves Resort & Spa, Barbados, An Autograph Collection® All-Inclusive Resort
4.0 star property
Prospect
9.0 out of 10, Wonderful, (185 reviews)
"The Waves Resort is such a beautiful property with an attentive and lovely staff. Zoe, Daron and others welcomed us warmly immediately and graciously upgraded our room upon request. Our stay was amazing from beginning to end. Our room was beautiful and the meals were delicious and healthy. We couldn’t ask for a better vacation- it was exactly what we needed: peace, quiet and rejuvenation."
United States
Rhasheda
The price is £388
includes taxes & fees
25 Sept - 26 Sept
Waves Resort & Spa, Barbados, An Autograph Collection® All-Inclusive Resort
View from property

10. Sandy Haven Resort

Sandy Haven Resort
4.0 star property
Negril
8.6 out of 10, Excellent, (848 reviews)
"Beautiful rooms , great staff. The property could use some TLC but other than that I would return again."
United States
Anastacia
Sandy Haven Resort
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 Hotel Reviews

La Concha Resort, Puerto Rico, Autograph Collection

La Concha Resort, Puerto Rico, Autograph Collection

8/10 Good
"My stay at LaConcha was great, the beds were comfortable but we expected the linen to be changed it was not, the housekeeper only made the beds. The food in AQA was not good at all. The service was good but the food and for the price was not worth it. But overall my stay was great."
Sherry 3-night trip
Posted 4 hours ago
La Concha Resort, Puerto Rico, Autograph Collection