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5 Star Hotels in Caribbean Islands

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Featured 5 Star Caribbean Islands Hotels

Fairmont El San Juan Hotel
5 out of 5
Fully refundableReserve now, pay when you stay
  • 17 hours drive from Windward Islands
The price is $369 per night from Jun 10 to Jun 11
$369
per night
Jun 10 - Jun 11
Book a stay at this luxury resort in Carolina. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in ...
Fairmont El San Juan Hotel
Lopesan Costa Bávaro Resort Spa & Casino - All Inclusive
5 out of 5
Fully refundableReserve now, pay when you stay
  • 21 hours drive from Windward Islands
The price is $462 per night from Jun 23 to Jun 24
$462
per night
Jun 23 - Jun 24
Stay at this 5-star luxury property in Punta Cana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Lopesan Costa Bávaro Resort Spa & Casino - All Inclusive
Ocean Eden Bay - Adults Only - All inclusive
5 out of 5
Fully refundableReserve now, pay when you stay
  • 37 hours drive from Windward Islands
The price is $390 per night from Jun 9 to Jun 10
$390
per night
Jun 9 - Jun 10
Stay at this 5-star luxury property in Falmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the restaurant in our reviews. ...
Ocean Eden Bay - Adults Only - All inclusive
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Serenade All Suites - Adults Only Resort
5 out of 5
Fully refundableReserve now, pay when you stay
  • 21 hours drive from Windward Islands
The price is $354 per night from Jul 7 to Jul 8
$354
per night
Jul 7 - Jul 8
Stay at this 5-star luxury hotel in Punta Cana. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Bavaro Beach and Cabeza de Toro Beach ...
Serenade All Suites - Adults Only Resort
Ocean Coral Spring Resort - All inclusive
5 out of 5
Fully refundableReserve now, pay when you stay
  • 37 hours drive from Windward Islands
The price is $345 per night from Jun 9 to Jun 10
$345
per night
Jun 9 - Jun 10
Stay at this 5-star luxury property in Falmouth. Enjoy free breakfast, free WiFi, and a full-service spa. Our guests praise the pool and the helpful staff in ...
Ocean Coral Spring Resort - All inclusive
Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
5 out of 5
Fully refundableReserve now, pay when you stay
  • 16 hours drive from Windward Islands
The price is $379 per night from Jun 9 to Jun 10
$379
per night
Jun 9 - Jun 10
Stay at this 5-star luxury resort in Río Grande. Enjoy 3 outdoor pools, a full-service spa, and 2 restaurants. Our guests praise the pool and the helpful staff ...
Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
Excellence Punta Cana - Adults Only All Inclusive
5 out of 5
  • 22 hours drive from Windward Islands
Stay at this 5-star luxury property in Punta Cana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
Excellence Punta Cana - Adults Only All Inclusive
Condado Vanderbilt Hotel
5 out of 5
Fully refundableReserve now, pay when you stay
  • 17 hours drive from Windward Islands
The price is $379 per night from Jul 7 to Jul 8
$379
per night
Jul 7 - Jul 8
Stay at this 5-star luxury hotel in San Juan. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the restaurant in our ...
Condado Vanderbilt Hotel
Majestic Mirage Punta Cana - All inclusive
5 out of 5
  • 21 hours drive from Windward Islands
The price is $567 per night from Jun 8 to Jun 9
$567
per night
Jun 8 - Jun 9
Stay at this 5-star luxury property in Punta Cana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the restaurant in our reviews. ...
Majestic Mirage Punta Cana - All inclusive
Finest Punta Cana by The Excellence Collection - All Inclusive
5 out of 5
  • 22 hours drive from Windward Islands
Stay at this 5-star luxury property in Punta Cana. Enjoy free breakfast, free WiFi, and free valet parking. Our guests praise the breakfast and the pool in our ...
Finest Punta Cana by The Excellence Collection - All Inclusive
Excellence El Carmen - Adults Only - All Inclusive
5 out of 5
  • 22 hours drive from Windward Islands
Stay at this 5-star luxury property in Punta Cana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the restaurant in our reviews. ...
Excellence El Carmen - Adults Only - All Inclusive
 Live Aqua Punta Cana - All Inclusive - Adults Only
5 out of 5
Fully refundableReserve now, pay when you stay
  • 22 hours drive from Windward Islands
The price is $372 per night from Jun 9 to Jun 10
$372
per night
Jun 9 - Jun 10
Stay at this 5-star luxury property in Punta Cana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
Live Aqua Punta Cana - All Inclusive - Adults Only
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5-Star Hotel in Caribbean Islands

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 Caribbean Islands.

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 Caribbean Islands for you. Sort by:

  • Price: Want to live large, but keep that budget balanced? We got you. We have 5-star hotels starting at $345.

  • Amenities: Caribbean Islands 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 Caribbean Islands—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 Caribbean Islands your way.