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

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Oct 2 - Oct 4
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Oct 9 - Oct 11

Our top choices for Caribbean boutique hotels

A restaurant with a warm ambiance, featuring framed artwork on the walls, a central round table surrounded by chairs, 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, (686 reviews)
"⭐️⭐️⭐️"
United States
Carlos
The price is CA $319
CA $423 total
includes taxes & fees
Sep 28 - Sep 29
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, (831 reviews)
"Beautiful place prime location"
United States
Mekkah
The price is CA $372
CA $478 total
includes taxes & fees
Oct 25 - Oct 26
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, (885 reviews)
"Loved every aspect of this hotel. Will return in the future!"
United States
Kevin
The price is CA $169
CA $191 total
includes taxes & fees
Sep 29 - Sep 30
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, (869 reviews)
"Great place"
United States
Andy M
The price is CA $293
CA $375 total
includes taxes & fees
Sep 28 - Sep 29
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, (862 reviews)
"I love it! It was so secluded but worth the stay will definitely stay again when I come back!!!"
United States
Tiffany
The price is CA $178
CA $237 total
includes taxes & fees
Oct 6 - Oct 7
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, (899 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 CA $181
CA $234 total
includes taxes & fees
Oct 28 - Oct 29
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
9.2 out of 10, Wonderful, (1,001 reviews)
"Great staff and great hotel, the location is the best!"
United States
Juan
The price is CA $420
CA $549 total
includes taxes & fees
Oct 6 - Oct 7
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, (586 reviews)
"Charming boutique hotel, lovely gardens and an excellent location!"
United States
Jane
The price is CA $668
CA $814 total
includes taxes & fees
Oct 4 - Oct 5
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
9.0 out of 10, Wonderful, (193 reviews)
"This was our first all inclusive resort and it did not disappoint! It was smaller but that made it more enjoyable because you never felt crowded and the beach felt very private. The dining and café were great experiences and my wife loved the spa. The staff were so welcoming and helpful and we never had any issues. We took the water taxi to explore one of the other resorts. Would definitely come back here if we get back to Barbados!"
United States
Scott
The price is CA $654
CA $733 total
includes taxes & fees
Oct 4 - Oct 5
Waves Resort & Spa, Barbados, An Autograph Collection® All-Inclusive Resort
A decorative sign with a palm tree design, set against a blurred background of a beach and ocean.

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

The Reef at Atlantis

The Reef at Atlantis

10/10 Excellent
"Food wasn’t great but the amenities and scenery more than made up for it!"
Serena 6-night trip
Posted 10 hours ago
The Reef at Atlantis