5 Star Lesser Antilles Hotels In 2026

Choose two or more items and save on your trip:

Featured Lesser Antilles 5 Star Hotels

Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

5 out of 5
Barnes Bay West End Village
Four Seasons Resort and Residences Anguilla
The Ritz-Carlton, St. Thomas

The Ritz-Carlton, St. Thomas

5 out of 5
6900 Great Bay St. Thomas St. Thomas
The Ritz-Carlton, St. Thomas
JW Marriott St. Maarten Beach Resort & Spa

JW Marriott St. Maarten Beach Resort & Spa

5 out of 5
144 Oyster Pond Resort Oyster Pond Sint Maarten
JW Marriott St. Maarten Beach Resort & Spa
Sonesta Ocean Point All Inclusive, Adults Only Resort

Sonesta Ocean Point All Inclusive, Adults Only Resort

5 out of 5
1A Rhine Rd. Lowlands
Sonesta Ocean Point All Inclusive, Adults Only Resort
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
Rendezvous Bay Rendezvous Bay
Aurora Anguilla Resort & Golf Club
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
Malliouhana West End Village
Malliouhana Resort Anguilla
Tropical Hotel St Barth

Tropical Hotel St Barth

5 out of 5
Les Hauts de Saint Jean St. Barthelemy
Tropical Hotel St Barth
Rosewood Little Dix Bay

Rosewood Little Dix Bay

5 out of 5
Lee Road, Valley Virgin Gorda Virgin Gorda
Rosewood Little Dix Bay
Le Barthélemy Hotel & Spa

Le Barthélemy Hotel & Spa

5 out of 5
Baie de Grand Cul de Sac St. Barthelemy
Le Barthélemy Hotel & Spa
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.

Five Star Hotel Guide for Lesser Antilles, Caribbean

After years of hard work, you deserve nothing less than the royal treatment. We’re talking first-class service, VIP-worthy spa treatments, and luxurious amenities. Thanks to the AARP Travel Center Powered by Expedia, we present you with 5 star AARP hotels in Lesser Antilles, Caribbean, which will provide you with the luxury pampering you crave at rates, which won’t wipe out your retirement funds. Our five star hotels for AARP members and seniors in Lesser Antilles spoil you to world-class cuisine at on-site restaurants and convenient access to the city’s most popular attractions and must-see sights.

Perhaps you’re traveling to celebrate the freedom of your retirement or to attend your daughter’s wedding, but regardless of the reason for your travels, our Lesser Antilles hotels with 5 stars for AARP members are certain to complete your perfect getaway. Expedia and ARRP have combined efforts to present you with the best deals and discounts on first-rate accommodations. Browse our selection to find the hottest specials around, because treating yourself to luxury shouldn’t break the bank.