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

Boutique Hotels in Caribbean

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Top Cities in Caribbean

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

This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Our top choices for Caribbean boutique hotels

A bedroom with a stone wall, a bed, a small table, a potted plant, a bathtub, and a chandelier.

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, (692 reviews)
"The staff and the room were wonderful."
United States
Christopher
The price is CA $301
CA $403 total
includes taxes & fees
Oct 31 - Nov 1
Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)
A beach resort with a pool area, palm trees, and a view of the ocean.

2. Aire de O:live

Aire de O:live
4.0 star property
Isla Verde
9.4 out of 10, Exceptional, (892 reviews)
"Great location and staff!"
United States
Aimee Matos
The price is CA $368
CA $474 total
includes taxes & fees
Oct 31 - Nov 1
Aire de O:live
A bed with white linens and two hats, a glass-enclosed balcony with a view of greenery and buildings, and a wooden pergola structure.

3. Villa Herencia Hotel

Villa Herencia Hotel
3.5 star property
Old San Juan
9.2 out of 10, Wonderful, (889 reviews)
"It’s like a hostel"
United States
Naoling
The price is CA $211
CA $240 total
includes taxes & fees
Nov 2 - Nov 3
Villa Herencia Hotel
A modern living room with a dining area, a pool, and a large artwork on the wall.

4. Billini Hotel, Historic Luxury

Billini Hotel, Historic Luxury
4.5 star property
Zona Colonial
9.2 out of 10, Wonderful, (873 reviews)
"Great place"
United States
Andy M
The price is CA $322
CA $412 total
includes taxes & fees
Oct 31 - Nov 1
Billini Hotel, Historic Luxury
A nighttime outdoor area with a swimming pool, palm trees, and a lantern-lit table and chairs.

5. Wonders Boutique Hotel - Adults Only

Wonders Boutique Hotel - Adults Only
3.5 star property
Oranjestad
9.8 out of 10, Exceptional, (873 reviews)
"I absolutely LOVED this place. A hidden gem 💎"
United States
Jeana
The price is CA $174
CA $226 total
includes taxes & fees
Nov 30 - Dec 1
Wonders Boutique Hotel - Adults Only
A swimming pool with a sign reading "Grenada," surrounded by palm trees and lounge chairs.

6. True Blue Bay Resort

True Blue Bay Resort
4.0 star property
St. George's
9.0 out of 10, Wonderful, (913 reviews)
"It was cute and convenient, and I would stay here again but more food options should be added to the daily menu but there are always other great options close by"
United States
Janine
The price is CA $249
CA $313 total
includes taxes & fees
Nov 9 - Nov 10
True Blue Bay Resort
A yellow building with "EL CONVENTO" sign, columns, and a staircase leading to the entrance.

7. Hotel El Convento

Hotel El Convento
4.5 star property
Old San Juan
9.4 out of 10, Exceptional, (1,001 reviews)
"Absolutely beautiful hotel will definitely be back"
United States
Aarika
The price is CA $442
CA $578 total
includes taxes & fees
Nov 2 - Nov 3
Hotel El Convento
A garden with vibrant pink bougainvillea flowers, palm trees, and a well-maintained lawn.

8. Royal Palms Hotel

Royal Palms Hotel
3.5 star property
Pembroke Parish
9.8 out of 10, Exceptional, (588 reviews)
"Charming boutique hotel, lovely gardens and an excellent location!"
United States
Jane
The price is CA $649
CA $790 total
includes taxes & fees
Nov 12 - Nov 13
Royal Palms Hotel
A balcony with wicker chairs, a glass table, and a view of the ocean and palm trees.

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
8.8 out of 10, Excellent, (205 reviews)
"I loved majority of the staff they were so sweet and helpful with a great spirit"
United States
Kiayla
The price is CA $665
CA $745 total
includes taxes & fees
Nov 10 - Nov 11
Waves Resort & Spa, Barbados, An Autograph Collection® All-Inclusive Resort
A multi-story hotel with a swimming pool in the foreground.

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

Hotel El Convento

Hotel El Convento

10/10 Excellent
"I absolutely love this property. It’s historical and beautiful. The staff are amazing, and not just one person, the entire staff was wonderful. My family and I stay here every time we come to Puerto Rico. It’s wonderful for families with children. It’s close to so many restaurants, shops, food trucks, historical sites, and not far from beaches either. The only complaint I have is that they were working on expanding their rooftop pool so we were not able to enjoy that part of the property this time. Other than that, everything was wonderful."
Victoria 2-night trip
Posted 4 hours ago
Hotel El Convento