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5 Star Hotels in Lesser Antilles

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Featured 5 Star Lesser Antilles Hotels

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 $607 per night from Jan 7 to Jan 8
$607
includes taxes & fees
Jan 7 - Jan 8
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
JW Marriott St. Maarten Beach Resort & Spa
5 out of 5
  • 7 min walk from Oyster Bay Marina
The price is $534 per night from Jan 10 to Jan 11
$534
includes taxes & fees
Jan 10 - Jan 11
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
Sonesta Ocean Point All Inclusive, Adults Only Resort
5 out of 5
  • 12 min drive from Oyster Bay Marina
The price is $652 per night from Jan 6 to Jan 7
$652
includes taxes & fees
Jan 6 - Jan 7
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
  • 4 hours drive from Oyster Bay Marina
The price is $1,666 per night from Jan 26 to Jan 27
$1,666
includes taxes & fees
Jan 26 - Jan 27
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
Four Seasons Resort and Residences Anguilla
5 out of 5
  • 26 min drive from Oyster Bay Marina
The price is $1,527 per night from Jan 7 to Jan 8
$1,527
includes taxes & fees
Jan 7 - Jan 8
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
Christopher Hotel
5 out of 5
  • 32 min drive from Oyster Bay Marina
The price is $1,366 per night from Feb 3 to Feb 4
$1,366
includes taxes & fees
Feb 3 - Feb 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 $1,656 per night from Jan 21 to Jan 22
$1,656
includes taxes & fees
Jan 21 - Jan 22
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 $1,632 per night from Jan 17 to Jan 18
$1,632
includes taxes & fees
Jan 17 - Jan 18
Stay at this 5-star luxury hotel in Virgin Gorda. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Little Dix Bay Beach and Virgin Gorda ...
Rosewood Little Dix Bay
GYP SEA Saint Barth
5 out of 5
  • 28 min drive from Oyster Bay Marina
The price is $1,021 per night from Jan 28 to Jan 29
$1,021
includes taxes & fees
Jan 28 - Jan 29
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
Park Hyatt St. Kitts
5 out of 5
  • 2 hours drive from Oyster Bay Marina
The price is $1,174 per night from Feb 1 to Feb 2
$1,174
includes taxes & fees
Feb 1 - Feb 2
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
Malliouhana Resort Anguilla
5 out of 5
  • 27 min drive from Oyster Bay Marina
The price is $2,025 per night from Jan 6 to Jan 7
$2,025
includes taxes & fees
Jan 6 - Jan 7
Stay at this 5-star luxury resort in West End Village. Enjoy free WiFi, free valet parking, and 2 outdoor pools. Popular attractions Meads Bay Pond and Meads ...
Malliouhana Resort Anguilla
Sandals Grande Antigua - ALL INCLUSIVE Couples Only
5 out of 5
  • 2 hours drive from Oyster Bay Marina
Stay at this 5-star luxury property in St. John's. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
Sandals Grande Antigua - ALL INCLUSIVE Couples Only
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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 $534.

  • 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.