5 Star Hotels in Lesser Antilles, Caribbean

Start date: Check-in selected.
To Date
End date: Check-out

  • 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 Lesser Antilles 5 Star Hotels

Tonight
24 Nov - 25 Nov
Tomorrow
25 Nov - 26 Nov
This weekend
28 Nov - 30 Nov
Next weekend
5 Dec - 7 Dec

Top Lesser Antilles 5 Star Hotels

3 outdoor pools, pool cabanas (surcharge), pool umbrellas
Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

5.0 star property
West End Village
9.6 out of 10, Exceptional, (239)
"The staff was great. The receptionists were very helpful Medical person was professional The room was clean Beautiful views I had an amazing time "
United States
Nadia
The price is €1,105
includes taxes & fees
1 Dec - 2 Dec
Four Seasons Resort and Residences Anguilla
View from property
The Ritz-Carlton, St. Thomas

The Ritz-Carlton, St. Thomas

5.0 star property
St. Thomas
8.4 out of 10, Very good, (438)
"The seaside massage was spectacular and the view of the ocean while laying pool side is just breathtaking. "
United States
Benita
The price is €978
includes taxes & fees
1 Dec - 2 Dec
The Ritz-Carlton, St. Thomas
Outdoor pool, pool cabanas (surcharge), pool umbrellas
JW Marriott St. Maarten Beach Resort & Spa

JW Marriott St. Maarten Beach Resort & Spa

5.0 star property
Oyster Pond
8.8 out of 10, Excellent, (220)
"Absolutely beautiful, very clean, staff was amazing and very nice, recommend the ocean room the view was stunning. "
United States
ANTONIO D
The price is €522
includes taxes & fees
1 Dec - 2 Dec
JW Marriott St. Maarten Beach Resort & Spa
3 outdoor pools, free pool cabanas, pool umbrellas
Sonesta Ocean Point All Inclusive, Adults Only Resort

Sonesta Ocean Point All Inclusive, Adults Only Resort

5.0 star property
Lowlands
8.6 out of 10, Excellent, (1005)
"Enjoyed my stay"
United States
Shamale
The price is €519
includes taxes & fees
2 Dec - 3 Dec
Sonesta Ocean Point All Inclusive, Adults Only Resort
Water park
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5.0 star property
Rendezvous Bay
9.6 out of 10, Exceptional, (182)
"Beautiful place, beautiful people! Excellent resort for a family vacation."
United States
jeffrey
The price is €741
includes taxes & fees
1 Dec - 2 Dec
Aurora Anguilla Resort & Golf Club
Premium Room | View from room
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5.0 star property
West End Village
9.4 out of 10, Exceptional, (89)
"Perfect vacation "
United States
Alyson
The price is €2,857
includes taxes & fees
20 Dec - 21 Dec
Malliouhana Resort Anguilla
Terrace/patio
Tropical Hotel St Barth

Tropical Hotel St Barth

5.0 star property
St. Barthelemy
9.8 out of 10, Exceptional, (94)
"Excellent property, excellent service"
United States
Pedro A
Tropical Hotel St Barth
3 outdoor pools
Rosewood Little Dix Bay

Rosewood Little Dix Bay

5.0 star property
Virgin Gorda
9.2 out of 10, Wonderful, (95)
"Staff was phenomenal"
United States
Gregory
The price is €1,240
includes taxes & fees
16 Dec - 17 Dec
Rosewood Little Dix Bay
Outdoor pool, open 8:00 AM to 9:00 PM, pool umbrellas, pool loungers
Le Barthélemy Hotel & Spa

Le Barthélemy Hotel & Spa

5.0 star property
St. Barthelemy
9.8 out of 10, Exceptional, (78)
"Wonderful Hotel ! Staff was very attentive, friendly, professional. Food was excellent. Can’t wait to return in the future. "
United States
Kathryn
The price is €2,140
includes taxes & fees
1 Dec - 2 Dec
Le Barthélemy Hotel & Spa
Private beach, beach umbrellas, beach towels, snorkelling
Le Sereno

Le Sereno

5.0 star property
St. Barthelemy
9.6 out of 10, Exceptional, (61)
"Loved our time at this property! The staff was really warm and the location is so unique! "
United States
babi
The price is €1,208
includes taxes & fees
30 Nov - 1 Dec
Le Sereno
Terrace/patio
Christopher Hotel

Christopher Hotel

5.0 star property
St. Barthelemy
9.6 out of 10, Exceptional, (226)
"Clean room, wonderful service, very good Staff"
United States
Fabio
The price is €1,020
includes taxes & fees
16 Dec - 17 Dec
Christopher Hotel
3 outdoor pools, pool umbrellas, pool loungers
Blue Waters Resort & Spa

Blue Waters Resort & Spa

5.0 star property
St. John's
9.4 out of 10, Exceptional, (265)
" Beautiful property with Great service, friendly staff. Food was really good aa well!"
United States
Katherine
Blue Waters Resort & Spa
Beach nearby, white sand, sun-loungers
GYP SEA Saint Barth

GYP SEA Saint Barth

5.0 star property
St. Barthelemy
9.8 out of 10, Exceptional, (83)
"Location and friendly staff "
United States
Ariel
The price is €842
includes taxes & fees
25 Nov - 26 Nov
GYP SEA Saint Barth
6 outdoor pools, pool loungers
Sandals Grande Antigua - ALL INCLUSIVE Couples Only

Sandals Grande Antigua - ALL INCLUSIVE Couples Only

5.0 star property
Dickenson Bay
8.6 out of 10, Excellent, (472)
"This property was amazing love the room and the amenities"
United States
Kelly E
Sandals Grande Antigua - ALL INCLUSIVE Couples Only
Deluxe Suite, Pool Access (Plunge Pool)
Park Hyatt St. Kitts

Park Hyatt St. Kitts

5.0 star property
Basseterre
9.4 out of 10, Exceptional, (189)
"Park Hyatt is luxury "
United States
Keshma
The price is €815
includes taxes & fees
30 Nov - 1 Dec
Park Hyatt St. Kitts
Private beach nearby, sun-loungers, beach umbrellas, beach towels
Hotel Barrière Le Carl Gustaf St Barth

Hotel Barrière Le Carl Gustaf St Barth

5.0 star property
Lurin
9.8 out of 10, Exceptional, (26)
"A superb hotel in Gustavia with easy access to beach and dining"
United States
nikolay
The price is €1,838
includes taxes & fees
2 Dec - 3 Dec
Hotel Barrière Le Carl Gustaf St Barth
Front of property
Hammock Cove Antigua - All Inclusive - Adults Only

Hammock Cove Antigua - All Inclusive - Adults Only

5.0 star property
Willikies
9.8 out of 10, Exceptional, (116)
"Great place to stay. Staff was very attentive"
United States
Stacy
Hammock Cove Antigua - All Inclusive - Adults Only
Outdoor pool, pool umbrellas, pool loungers
Galley Bay Resort & Spa

Galley Bay Resort & Spa

5.0 star property
Five Islands Village
9.4 out of 10, Exceptional, (462)
"Enjoyed all inclusive table service rather than the usual buffet style. Room was right on the beach."
United Kingdom
Richard
Galley Bay Resort & Spa
2 outdoor pools, pool umbrellas, pool loungers
Le Toiny Hôtel & Beach Club

Le Toiny Hôtel & Beach Club

5.0 star property
St. Barthelemy
9.8 out of 10, Exceptional, (44)
"Excellent stay "
United States
Jennifer
The price is €1,188
includes taxes & fees
30 Nov - 1 Dec
Le Toiny Hôtel & Beach Club
Front of property
Lovango Resort + Beach Club (Private Island Resort)

Lovango Resort + Beach Club (Private Island Resort)

5.0 star property
St. John
8.0 out of 10, Very good, (3)
"Beach is terrible "
United States
Helen
Lovango Resort + Beach Club (Private Island Resort)
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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.
Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

Pelican Key, Simpson Bay, 6 Billy Folly Simpson Bay
The price is €104 per night from 10 Dec to 11 Dec
€104
10 Dec - 11 Dec
includes taxes & fees
9/10 Wonderful! (1,350 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.
PoolSpaHot tubBreakfast includedWaterpark
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 Maho Beach to Orient Bay Beach—discover Lesser Antilles, a tropical destination also famous for its port.

See all hotels in Lesser Antilles
Maho Beach featuring tropical scenes, aircraft and a coastal town

Top Lesser Antilles Hotel Reviews

The Ritz-Carlton, St. Thomas

The Ritz-Carlton, St. Thomas

10/10 Excellent
"The seaside massage was spectacular and the view of the ocean while laying pool side is just breathtaking. "
Benita 4-night trip
Posted 6 days ago
The Ritz-Carlton, St. Thomas
Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

10/10 Excellent
"The staff was super helpful and friendly!! They helped us navigate and assisted with reservations! They were always ready to help in any way possible "
Andre 5-night trip
Posted 9 days ago
Four Seasons Resort and Residences Anguilla

Frequently asked questions

What are the best 5-star hotels in Lesser Antilles?
If you're headed for the leading city of St. Barthelemy in Lesser Antilles, Le Sereno is a favourite with travellers. Other 5-star accommodation here that are rated highly by Expedia guests are Le Barthélemy Hotel & Spa and Christopher Hotel. Whichever catches your eye, every aspect of your stay will be meticulously curated to deliver a luxurious experience.
How much does it cost to stay in a 5-star hotel in Lesser Antilles?
The amount you pay for a 5-star hotel in Lesser Antilles depends on factors such as when you plan to go and the length of your getaway. A top tip for landing an awesome deal? Use our pricing filters to compare all of the available accommodation for your chosen dates.

  • Search for the lowest price per night from €104

What makes a hotel 5 stars in Lesser Antilles?
In Lesser Antilles, a hotel needs to provide a specific amount of upscale conveniences to earn 5 stars. These can include gourmet restaurants, saunas and spas, on-site gyms, premium bedding, luxury toiletries and more. What also sets 5-star hotels apart is their superior standard of service. You can look forward to things like concierge services, nightly turn-down services and in-room massage. Some may also offer additional touches such as a welcome gift.

Explore a world of travel with Expedia