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5 Star Hotels in Lesser Antilles

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Featured 5 Star Lesser Antilles Hotels

Four Seasons Resort and Residences Anguilla
5 out of 5
  • 26 min drive from Oyster Bay Marina
The price is $1,012 per night from Dec 1 to Dec 2
$1,012
includes taxes & fees
Dec 1 - Dec 2
Stay at this 5-star luxury resort in West End Village. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. ...
Four Seasons Resort and Residences Anguilla
Royalton CHIC Antigua, An Autograph Collection All-Inclusive Resort – Adults Only
5 out of 5
Fully refundableReserve now, pay when you stay
  • 2 hours drive from Oyster Bay Marina
The price is $536 per night from Dec 1 to Dec 2
$536
includes taxes & fees
Dec 1 - Dec 2
Stay at this 5-star luxury resort in St. John's. Enjoy free WiFi, free valet parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. ...
Royalton CHIC Antigua, An Autograph Collection All-Inclusive Resort – Adults Only
Sonesta Ocean Point All Inclusive, Adults Only Resort
5 out of 5
  • 12 min drive from Oyster Bay Marina
The price is $543 per night from Dec 1 to Dec 2
$543
includes taxes & fees
Dec 1 - Dec 2
Stay at this 5-star luxury property in Lowlands. Enjoy free breakfast, free WiFi, and 3 outdoor pools. Our guests praise the pool and the helpful staff in our ...
Sonesta Ocean Point All Inclusive, Adults Only Resort
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The Ritz-Carlton, St. Thomas
5 out of 5
Fully refundableReserve now, pay when you stay
  • 4 hours drive from Oyster Bay Marina
The price is $1,158 per night from Dec 1 to Dec 2
$1,158
includes taxes & fees
Dec 1 - Dec 2
Stay at this 5-star luxury resort in St. Thomas. Enjoy free parking, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. ...
The Ritz-Carlton, St. Thomas
JW Marriott St. Maarten Beach Resort & Spa
5 out of 5
  • 7 min walk from Oyster Bay Marina
The price is $382 per night from Dec 5 to Dec 6
$382
includes taxes & fees
Dec 5 - Dec 6
Stay at this 5-star luxury hotel in Oyster Pond. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
JW Marriott St. Maarten Beach Resort & Spa
Christopher Hotel
5 out of 5
  • 32 min drive from Oyster Bay Marina
The price is $1,402 per night from Dec 3 to Dec 4
$1,402
includes taxes & fees
Dec 3 - Dec 4
Stay at this 5-star luxury hotel in St. Barthelemy. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
Christopher Hotel
Le Sereno
5 out of 5
  • 33 min drive from Oyster Bay Marina
The price is $1,366 per night from Dec 1 to Dec 2
$1,366
includes taxes & fees
Dec 1 - Dec 2
Stay at this 5-star luxury hotel in St. Barthelemy. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Gustavia Harbor and Grand Cul de Sac ...
Le Sereno
Rosewood Little Dix Bay
5 out of 5
  • 3 hours drive from Oyster Bay Marina
The price is $895 per night from Dec 17 to Dec 18
$895
includes taxes & fees
Dec 17 - Dec 18
Stay at this 5-star luxury hotel in Virgin Gorda. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions The Baths and Little Dix Bay Beach ...
Rosewood Little Dix Bay
GYP SEA Saint Barth
5 out of 5
  • 28 min drive from Oyster Bay Marina
The price is $1,047 per night from Dec 1 to Dec 2
$1,047
includes taxes & fees
Dec 1 - Dec 2
Stay at this 5-star luxury hotel in St. Barthelemy. Enjoy free breakfast, free WiFi, and free valet parking. Popular attractions Gustavia Harbor and Flamands ...
GYP SEA Saint Barth
Le Barthélemy Hotel & Spa
5 out of 5
  • 33 min drive from Oyster Bay Marina
The price is $2,361 per night from Dec 9 to Dec 10
$2,361
includes taxes & fees
Dec 9 - Dec 10
Stay at this 5-star luxury hotel in St. Barthelemy. Enjoy free breakfast, free WiFi, and free valet parking. Popular attractions Gustavia Harbor and Grand Cul ...
Le Barthélemy Hotel & Spa
Park Hyatt St. Kitts
5 out of 5
  • 2 hours drive from Oyster Bay Marina
The price is $686 per night from Dec 17 to Dec 18
$686
includes taxes & fees
Dec 17 - Dec 18
Stay at this 5-star luxury hotel in Basseterre. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular ...
Park Hyatt St. Kitts
Hotel Barrière Le Carl Gustaf St Barth
5 out of 5
  • 32 min drive from Oyster Bay Marina
The price is $1,832 per night from Dec 1 to Dec 2
$1,832
includes taxes & fees
Dec 1 - Dec 2
Stay at this 5-star luxury hotel in St. Barthelemy. Enjoy free breakfast, free WiFi, and free valet parking. Popular attractions Gustavia Harbor and Plage du ...
Hotel Barrière Le Carl Gustaf St Barth
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5-Star Hotel in Lesser Antilles

It’s time. No more meh motels and so-so stays. This vacation it’s all about living it up, and that starts with a great hotel. You want first-class service and award-winning restaurants. Well, let us introduce you to a 5-star hotel in Lesser Antilles.

So nice you’ll blink twice

What makes a hotel worthy of supreme star-age? For starters, the service has to be top-notch and personalized. These hotels often have 24-hour room service, a welcome gift upon your arrival, and help you with your bags—even if you travel light.

Are they nicer? Heck yeah, they are! Most 5-star hotels have jaw-dropping aesthetics that give an authentic feel of class. And we’re not talking about that faux-gold soap dish your Aunt Tilda puts out for the guests—it’s the real deal.

Stars in your eyes

Are 5-stars hotels worth it? If you like the finer things in life, then yes, they sure are. But we also know you’re the type that likes to get your caviar on a fish stick budget. We’re right there with you, and that is why we make it easy to find the best 5-star hotel in Lesser Antilles for you. Sort by:

  • Price: Want to live large, but keep that budget balanced? We got you. We have 5-star hotels starting at $382.

  • Amenities: Lesser Antilles skyline view? Maybe a heated indoor pool? Looking for a Michelin-star restaurant? Search for the hotels that have the amenities you desire.

  • Hotwire Hot Rate: We’ll tell you the name of the hotel after you book, and you might just save a ton.

When you’re looking for the top 5-star hotels in Lesser Antilles—but don’t want to pay top dollar—let us help you out. You can get that posh palace of your dreams, and have money left to take on Lesser Antilles your way.