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

Boutique Hotels in Caribbean from ₩225,750

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Top Cities in Caribbean

A beach with clear turquoise water, a sandy shore, and a city skyline with tall buildings including a Marriott hotel.
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San Juan

San Juan

Check availability on Caribbean Boutique Hotels

This weekend
Oct 2 - Oct 4
Next weekend
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, (688 reviews)
"The staff and the room were wonderful."
United States
Christopher
The price is ₩305,623
₩405,446 total
includes taxes & fees
Oct 14 - Oct 15
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, (845 reviews)
"Just an awesome beautiful place to stay beach entrance had a great time here and will be back."
United States
Israel
The price is ₩355,964
₩457,840 total
includes taxes & fees
Oct 27 - Oct 28
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 ₩204,723
₩232,195 total
includes taxes & fees
Oct 4 - Oct 5
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 ₩312,225
₩399,648 total
includes taxes & fees
Oct 2 - Oct 3
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, (863 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 ₩173,864
₩225,750 total
includes taxes & fees
Oct 3 - Oct 4
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, (902 reviews)
"Loved my short stay at this resort. The staff is friendly and welcoming. Great food and atmosphere. I have no complaints! Would definitely recommend."
United States
Fern
The price is ₩186,856
₩237,803 total
includes taxes & fees
Oct 7 - Oct 8
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, (1,003 reviews)
"Great staff and great hotel, the location is the best!"
United States
Juan
The price is ₩472,773
₩618,391 total
includes taxes & fees
Oct 13 - Oct 14
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 ₩629,201
₩766,051 total
includes taxes & fees
Oct 30 - Oct 31
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, (194 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 ₩626,528
₩702,220 total
includes taxes & fees
Oct 7 - Oct 8
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

La Concha Resort, Puerto Rico, Autograph Collection

La Concha Resort, Puerto Rico, Autograph Collection

10/10 Excellent
"Excelente"
Edreisy Soto 2-night trip
Posted 2 hours ago
La Concha Resort, Puerto Rico, Autograph Collection

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