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

Search Boutique Hotels in Caribbean

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Caribbean Boutique Hotels

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, (690 reviews)
"The staff and the room were wonderful."
United States
Christopher
The price is ฿6,642
฿9,032 total
includes taxes & fees
28 Oct - 29 Oct
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, (872 reviews)
"Great location and staff!"
United States
Aimee Matos
The price is ฿7,060
฿9,080 total
includes taxes & fees
26 Oct - 27 Oct
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, (886 reviews)
"Loved every aspect of this hotel. Will return in the future!"
United States
Kevin
The price is ฿5,393
฿6,116 total
includes taxes & fees
15 Oct - 16 Oct
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, (870 reviews)
"Great place"
United States
Andy M
The price is ฿7,720
฿9,882 total
includes taxes & fees
15 Oct - 16 Oct
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, (867 reviews)
"A lovely oasis with great personal service. Highly recommend!"
Canada
Anna
The price is ฿3,846
฿5,005 total
includes taxes & fees
13 Nov - 14 Nov
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, (907 reviews)
"room was clean, staff was friendly... breakfast good enough i guess"
United States
Teague
The price is ฿6,647
฿8,312 total
includes taxes & fees
15 Oct - 16 Oct
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, (1,000 reviews)
"Absolutely beautiful hotel will definitely be back"
United States
Aarika
The price is ฿10,962
฿14,338 total
includes taxes & fees
19 Oct - 20 Oct
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, (587 reviews)
"Charming boutique hotel, lovely gardens and an excellent location!"
United States
Jane
The price is ฿15,558
฿18,942 total
includes taxes & fees
13 Nov - 14 Nov
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, (201 reviews)
"Everyone from check in to check out was extremely accommodating"
United States
KELVIN
The price is ฿15,532
฿17,409 total
includes taxes & fees
20 Oct - 21 Oct
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Caribbean Hotel Reviews

British Colonial - Nassau

British Colonial - Nassau

10/10 Excellent
"Very convenient hotel"
Joanne 2-night trip
Posted less than an hour ago
British Colonial - Nassau

Explore a world of travel with Expedia