5 Star Hotels in Lesser Antilles, Caribbean
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Check availability on Lesser Antilles 5 Star Hotels
Top Lesser Antilles 5 Star Hotels

Four Seasons Resort and Residences Anguilla
Four Seasons Resort and Residences Anguilla
9.6 out of 10, Exceptional, (234)

The Ritz-Carlton, St. Thomas
The Ritz-Carlton, St. Thomas
8.4 out of 10, Very good, (419)
The price is €643
includes taxes & fees
27 Aug - 28 Aug

Sonesta Ocean Point All Inclusive, Adults Only Resort
Sonesta Ocean Point All Inclusive, Adults Only Resort
8.6 out of 10, Excellent, (1005)
The price is €492
includes taxes & fees
7 Sept - 8 Sept

Christopher Hotel
Christopher Hotel
9.6 out of 10, Exceptional, (225)

JW Marriott St. Maarten Beach Resort & Spa
JW Marriott St. Maarten Beach Resort & Spa
8.8 out of 10, Excellent, (204)
The price is €287
includes taxes & fees
4 Sept - 5 Sept

Sandals Grande Antigua - ALL INCLUSIVE Couples Only
Sandals Grande Antigua - ALL INCLUSIVE Couples Only
8.4 out of 10, Very good, (458)

Tropical Hotel St Barth
Tropical Hotel St Barth
9.8 out of 10, Exceptional, (92)

Rosewood Little Dix Bay
Rosewood Little Dix Bay
9.2 out of 10, Wonderful, (92)
Save an average of 15% on thousands of hotels when you're signed in
Explore similar 4-star hotels
Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Lesser Antilles.

Simpson Bay Resort, Marina & Spa
Billy Folly Road 37, Simpson Bay
The price is €109 per night from 31 Aug to 1 Sept
€109
31 Aug - 1 Sept
includes taxes & fees
8.8/10 Excellent! (1,306 reviews)
Still don't see what you're looking for?
See all properties in Lesser Antilles.
You can also use these popular filters to refine your search.
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.
Learn more about Lesser Antilles
Island views, seaside views and top sights from Orient Bay Beach to Sapphire Beach—discover Lesser Antilles, a tropical destination also famous for its port.

Photo by Anguilla Tourist Board
Open Photo by Anguilla Tourist Board
Top Lesser Antilles Hotel Reviews

The Ritz-Carlton, St. Thomas
10/10 Excellent
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Areas of Lesser Antilles
Hotel Theme
- Adventure Sport Hotels in Lesser Antilles
- All Inclusive Hotels in Lesser Antilles
- Beach Hotels in Lesser Antilles
- Boutique Hotels in Lesser Antilles
- Business Hotels in Lesser Antilles
- Casino Hotels in Lesser Antilles
- Cheap Hotels in Lesser Antilles
- Family Friendly Hotels in Lesser Antilles
- Golf Hotels in Lesser Antilles
- Green / Sustainable Hotels in Lesser Antilles
- Historic Hotels in Lesser Antilles
- Hotels with Air Conditioning in Lesser Antilles
- Hotels with Bar in Lesser Antilles
- Hotels with Breakfast in Lesser Antilles
- Hotels with Childcare in Lesser Antilles
- Hotels with Connecting Rooms in Lesser Antilles
- Hotels with Parking in Lesser Antilles
- Hotels with Pool in Lesser Antilles
- Hotels with Restaurant in Lesser Antilles
- Hotels with Spa in Lesser Antilles
- Hotels with WiFi in Lesser Antilles
- Hotels with Yoga in Lesser Antilles
- LGBT-Friendly Hotels in Lesser Antilles
- Luxury Hotels in Lesser Antilles
- Pet Friendly Hotels in Lesser Antilles
- Romantic Hotels in Lesser Antilles
- Ski Hotels in Lesser Antilles
- Wedding Hotels in Lesser Antilles
More accommodation types in Lesser Antilles
- Condo Rentals in Lesser Antilles
- Villas in Lesser Antilles
- Holiday Homes in Lesser Antilles
- Apartments in Lesser Antilles
- Resorts in Lesser Antilles
- Cottages in Lesser Antilles
- Aparthotels in Lesser Antilles
- Guest Houses in Lesser Antilles
- B&B in Lesser Antilles
- Condo Resorts in Lesser Antilles
- Caravan Parks in Lesser Antilles
- Houseboats in Lesser Antilles
- Cabin Rentals in Lesser Antilles
- Farmstay in Lesser Antilles
More top Lesser Antilles Hotels
- Jolly Beach Antigua - All-inclusive
- Grand Case Beach Club
- Lindbergh Bay Hotel and Villas
- Emerald Beach Resort
- The Ritz-Carlton, St. Thomas
- Hawksbill Resort Antigua
- Oyster Bay Beach Resort
- Holland House Beach Hotel
- Flamboyan on the Bay Resort and Villas
- The Buccaneer Beach & Golf Resort
- Divi Little Bay Beach Resort
- St Kitts Marriott Beach Resort, Casino & Spa
- Royal Islander Resort La Plage
- Hilltop Villas at Bluebeard's Castle
- Mafolie Hotel
- Bolongo Bay Beach Resort
- Pirates Pension at Bluebeard's Castle
- The Westin St. John Resort Villas
- Sea Gate Hotel
Expedia's Latest Trends
Flights
Activities
Packages
Holiday Rentals