Title: Book the Best Caribbean Islands LUXURY Hotels - Upscale Hotels in Caribbean Islands | Expedia.ca [Caribbean Islands Travel Guide](https://expedia.ca/Caribbean-Islands.dx3000652683)[Hotels in Caribbean Islands](https://expedia.ca/Caribbean-Islands-Hotels.d3000652683.Travel-Guide-Hotels)[Vacation Rentals in Caribbean Islands](https://expedia.ca/Caribbean-Islands-Vacation-Rentals.d3000652683.Travel-Guide-VacationRentals)[Flights to Caribbean Islands](https://expedia.ca/Cheap-Flights-To-Caribbean-Islands.d3000652683.Travel-Guide-Flights)[Caribbean Islands Car Rentals](https://expedia.ca/Car-Rentals-In-Caribbean-Islands.d3000652683.Car-Rental-Guide)[Caribbean Islands Vacation Packages](https://expedia.ca/Caribbean-Islands.d3000652683.Destination-Travel-Guides) ![Anguilla featuring rocky coastline, a beach and tropical scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/25000/25736-Anguilla.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find luxury hotels in Caribbean Islands ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Caribbean Islands Luxury Hotels Tonight [Sep 26 - Sep 27](https://www.expedia.ca/Hotel-Search?regionId=3000652683&startDate=2025-09-26&endDate=2025-09-27&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 27 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=3000652683&startDate=2025-09-27&endDate=2025-09-28&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=3000652683&startDate=2025-09-26&endDate=2025-09-28&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=3000652683&startDate=2025-10-03&endDate=2025-10-05&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Caribbean Islands Luxury Hotels ![On the beach, white sand, beach cabanas, sun loungers](https://images.trvl-media.com/lodging/10000000/9110000/9105300/9105241/2628fada.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/10000000/9110000/9105300/9105241/718b2eec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/10000000/9110000/9105300/9105241/6f8d7cc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/10000000/9110000/9105300/9105241/275406f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condado Vanderbilt Hotel Condado 9.2/10 Wonderful (1612) "Great place" CA $271 CA $361 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/San-Juan-Hotels-Condado-Vanderbilt-Hotel.h9105241.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/8000000/7230000/7229500/7229415/c688bb82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach/ocean view](https://images.trvl-media.com/lodging/8000000/7230000/7229500/7229415/e506400a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/8000000/7230000/7229500/7229415/w6720h4476x0y0-d166bec6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free minibar, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/8000000/7230000/7229500/7229415/87808ff8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bahia Principe Luxury Runaway Bay - Adults Only - All Inclusive Runaway Bay 8.4/10 Very good (2577) "Loved my stay!" CA $451 CA $451 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Montego-Bay-Hotels-Bahia-Principe-Luxury-Runaway-Bay-Adults-Only-All-Inclusive.h7229415.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2200000/2191900/2191836/fe18cfe4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![15 bars/lounges, 2 swim-up bars, 2 poolside bars, beach bar](https://images.trvl-media.com/lodging/3000000/2200000/2191900/2191836/89db612e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 restaurants, breakfast, lunch, dinner served; international cuisine](https://images.trvl-media.com/lodging/3000000/2200000/2191900/2191836/de70f58b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 restaurants, breakfast, lunch, dinner served; international cuisine](https://images.trvl-media.com/lodging/3000000/2200000/2191900/2191836/9c937420.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Majestic Elegance Punta Cana - All Inclusive Bávaro 9.0/10 Wonderful (4327) "Friendly staff, good food, beautiful beach " [](https://www.expedia.ca/Punta-Cana-Hotels-Majestic-Elegance-Punta-Cana-All-Inclusive.h2191836.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/1000000/30000/23200/23106/12be56a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/1000000/30000/23200/23106/0881e27c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/30000/23200/23106/9acaf25a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/30000/23200/23106/c974117d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel El Convento Old San Juan 9.0/10 Wonderful (1013) "Great stay very nice location" CA $261 CA $341 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/San-Juan-Hotels-Hotel-El-Convento.h23106.Hotel-Information) ![12 outdoor pools, open 8:00 AM to 6:00 PM, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/14000000/13190000/13180800/13180717/425132b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, white sand, free beach cabanas, sun loungers](https://images.trvl-media.com/lodging/14000000/13190000/13180800/13180717/65ec1a21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![14 bars/lounges, 4 swim-up bars, 4 poolside bars, beach bar](https://images.trvl-media.com/lodging/14000000/13190000/13180800/13180717/f6b1fa08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Mirage Club Swim Up Suite Outdoor Jacuzzi](https://images.trvl-media.com/lodging/14000000/13190000/13180800/13180717/9b0b3f95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Majestic Mirage Punta Cana - All inclusive Bávaro 9.2/10 Wonderful (5713) "amazing resort!" [](https://www.expedia.ca/Punta-Cana-Hotels-Majestic-Mirage-Punta-Cana-All-Suites-All-Inclusive.h13180717.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1930000/1927600/1927524/5de42f8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1930000/1927600/1927524/7bc88bf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools](https://images.trvl-media.com/lodging/2000000/1930000/1927600/1927524/b31dd9d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Poolside bar](https://images.trvl-media.com/lodging/2000000/1930000/1927600/1927524/e2a613c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Seven Stars Resort & Spa Grace Bay 9.8/10 Exceptional (1014) "Best beach I have ever been to. Friendly staff, amazing views, and top notch suites" CA $599 CA $761 total includes taxes & fees Oct 3 - Oct 4 [](https://www.expedia.ca/Providenciales-Hotels-Seven-Stars-Resort-Spa.h1927524.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1170000/1161700/1161674/52b38064.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, white sand, sun loungers, beach towels](https://images.trvl-media.com/lodging/2000000/1170000/1161700/1161674/d07cccf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, white sand, sun loungers, beach towels](https://images.trvl-media.com/lodging/2000000/1170000/1161700/1161674/342adfd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, sauna, hot tub, body treatments, aromatherapy](https://images.trvl-media.com/lodging/2000000/1170000/1161700/1161674/4dd9dbf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Palms Turks and Caicos Grace Bay 9.2/10 Wonderful (1001) "Great location on beach. Water was beautiful. Service was great. Would recommend to others. Would go back to stay at property." CA $939 CA $1,192 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Providenciales-Hotels-The-Palms-Turks-And-Caicos.h1161674.Hotel-Information) ![View from room](https://images.trvl-media.com/lodging/1000000/20000/17600/17504/b7dbbc69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom, Balcony, Ocean View, Plunge Pool | Living area](https://images.trvl-media.com/lodging/1000000/20000/17600/17504/63486097.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Suite, Ocean View | Living area](https://images.trvl-media.com/lodging/1000000/20000/17600/17504/7b2811d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Penthouse, 3 Bedrooms, Balcony, Ocean View, Plunge Pool, Rooftop Terrace | View from room](https://images.trvl-media.com/lodging/1000000/20000/17600/17504/9b7faff2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Crane Resort Diamond Valley 8.6/10 Excellent (1006) "Views are gorgeous " CA $435 CA $550 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Diamond-Valley-Hotels-The-Crane-Resort.h17504.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2810000/2802600/2802575/99004d8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/3000000/2810000/2802600/2802575/9d60ec2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2810000/2802600/2802575/a037fa30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/3000000/2810000/2802600/2802575/79a9c2b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### JOIA Bávaro by Iberostar - Adults Only - All Inclusive Bávaro 9.2/10 Wonderful (1010) "Great resort" [](https://www.expedia.ca/Punta-Cana-Hotels-Iberostar-Grand-Bavaro-Adults-Only-All-Inclusive.h2802575.Hotel-Information) ![Poolside bar](https://images.trvl-media.com/lodging/1000000/990000/982800/982733/a77917de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/990000/982800/982733/17a6caf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 outdoor pools](https://images.trvl-media.com/lodging/1000000/990000/982800/982733/c1fc912e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![11 restaurants, breakfast, lunch, dinner served; Mexican cuisine](https://images.trvl-media.com/lodging/1000000/990000/982800/982733/65081dd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Excellence Punta Cana - Adults Only All Inclusive Uvero Alto 9.2/10 Wonderful (2480) "Super friendly staff, excellent dining options, beautiful views, clean rooms" [](https://www.expedia.ca/Punta-Cana-Hotels-Excellence-Punta-Cana-Adults-Only-All-Inclusive.h982733.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-10&endDate=2025-10-11®ionId=3000652683&adults=2&star=50&sort=RECOMMENDED&openPlayBack=true) ## Find out more about Caribbean Islands ### Caribbean Islandsand its attractions for luxury travelers The Caribbean Islands are a haven for luxury travellers seeking both relaxation and adventure. Begin your journey in St. Barths, renowned for its upscale boutiques and pristine beaches; here, you can indulge in gourmet dining at world-class restaurants, such as the iconic Eden Rock. Next, explore the vibrant marine life in the British Virgin Islands, where private yacht charters offer exclusive access to hidden coves and snorkelling spots filled with colour. For a taste of culture, visit the historic plantation houses in Antigua, where you can enjoy guided tours and savour local cuisine paired with fine wines. Additionally, the stunning landscapes of Saint Lucia provide the perfect backdrop for a luxury spa retreat, where rejuvenating treatments can be enjoyed amidst lush rainforests and breathtaking views. For a truly luxurious experience, consider staying in the exclusive resorts of the Turks and Caicos, where you can unwind in oceanfront villas equipped with private pools, ensuring your privacy while being pampered by attentive staff. The combination of natural beauty, exquisite dining, and high-end accommodation makes the Caribbean Islands an unforgettable destination for those with discerning tastes. ## Top Caribbean Islands Hotel Reviews ![Hotel Riu Montego Bay - Adults Only - All Inclusive](//images.trvl-media.com/lodging/3000000/2070000/2062100/2062016/5bbbc6e7_y.jpg) ### Hotel Riu Montego Bay - Adults Only - All Inclusive 10/10 Excellent "I enjoy the stay at the hotel" [](https://expedia.ca/Montego-Bay-Hotels-Riu-Montego-Bay-Adults-Only-All-Inclusive.h2062016.Hotel-Information) ![The Royal Sonesta San Juan](//images.trvl-media.com/lodging/1000000/290000/289100/289099/110d1700_y.jpg) ### The Royal Sonesta San Juan 10/10 Excellent "The property is excellent very convenient for people that likes the pool and the beach. Suggestion: don’t charge too much for parking for the guest. " [](https://expedia.ca/San-Juan-Hotels-Royal-Sonesta-San-Juan.h289099.Hotel-Information) ![Breathless Punta Cana Resort & Spa - Adults Only - All Inclusive](//images.trvl-media.com/lodging/7000000/6420000/6411400/6411385/bf86913b_y.jpg) ### Breathless Punta Cana Resort & Spa - Adults Only - All Inclusive 10/10 Excellent "Every one was fantastic. Our favorite people on this trip were our VIP Concierge Eli’s, one of the bellman named Juan and a young lady who brought us drinks at the pool named Yanniie’s (probably spelled that wrong) Thank you so much. This was our first time but we will be back!! Julie & Steven Rm 4136" [](https://expedia.ca/Punta-Cana-Hotels-Breathless-Punta-Cana-Resort-Spa-Adults-Only-All-Inclusive.h6411385.Hotel-Information) ![La Concha Resort, Puerto Rico, Autograph Collection](//images.trvl-media.com/lodging/2000000/1770000/1760300/1760259/22470d47_y.jpg) ### La Concha Resort, Puerto Rico, Autograph Collection 10/10 Excellent "Room service was great staff was awesome " [](https://expedia.ca/San-Juan-Hotels-La-Concha-Renaissance-San-Juan-Resort.h1760259.Hotel-Information) ![Barceló Bávaro Palace - All Inclusive](//images.trvl-media.com/lodging/3000000/2440000/2438600/2438582/b9a77204_y.jpg) ### Barceló Bávaro Palace - All Inclusive 10/10 Excellent "Everything was great!!" [](https://expedia.ca/Punta-Cana-Hotels-Barcelo-Bavaro-Palace-All-Inclusive.h2438582.Hotel-Information) ![Majestic Mirage Punta Cana - All inclusive](//images.trvl-media.com/lodging/14000000/13190000/13180800/13180717/425132b6_y.jpg) ### Majestic Mirage Punta Cana - All inclusive 10/10 Excellent "The guys at the pool bar are totally awesome, they made your time relaxing and memorable Hotel up Keeping is great " [](https://expedia.ca/Punta-Cana-Hotels-Majestic-Mirage-Punta-Cana-All-Suites-All-Inclusive.h13180717.Hotel-Information) ![Hyatt Regency Grand Reserve Puerto Rico](//images.trvl-media.com/lodging/1000000/980000/979700/979694/08d6d09c_y.jpg) ### Hyatt Regency Grand Reserve Puerto Rico 10/10 Excellent "Pool" [](https://expedia.ca/San-Juan-Hotels-Hyatt-Regency-Grand-Reserve-Puerto-Rico.h979694.Hotel-Information) ![Hotel Riu Palace Antillas - Adults Only - All Inclusive](//images.trvl-media.com/lodging/1000000/30000/28700/28648/c1474878_y.jpg) ### Hotel Riu Palace Antillas - Adults Only - All Inclusive 10/10 Excellent "None" [](https://expedia.ca/Noord-Hotels-Riu-Palace-Antillas-All-Inclusive-Adult-Only.h28648.Hotel-Information) ![Hotel Riu Palace Paradise Island - Adults Only - All Inclusive](//images.trvl-media.com/lodging/1000000/10000/1100/1039/9adb12c0_y.jpg) ### Hotel Riu Palace Paradise Island - Adults Only - All Inclusive 10/10 Excellent "The easy beach access was excellent. Food was perfect." [](https://expedia.ca/Nassau-Hotels-Riu-Palace-Paradise-Island-All-Inclusive-Adults-Only.h1039.Hotel-Information)