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 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](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) ![](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 [Oct 12 - Oct 13](https://www.expedia.ca/Hotel-Search?regionId=3000652683&startDate=2025-10-12&endDate=2025-10-13&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 13 - Oct 14](https://www.expedia.ca/Hotel-Search?regionId=3000652683&startDate=2025-10-13&endDate=2025-10-14&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=3000652683&startDate=2025-10-17&endDate=2025-10-19&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=3000652683&startDate=2025-10-24&endDate=2025-10-26&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) ![Beach/ocean view](https://images.trvl-media.com/lodging/10000000/9110000/9105300/9105241/c678f479.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condado Vanderbilt Hotel Condado 9.2/10 Wonderful (1597) "We had a fantastic stay" CA $402 CA $536 total includes taxes & fees Oct 22 - Oct 23 [](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) ![6 restaurants, breakfast, lunch, dinner served; Asian cuisine](https://images.trvl-media.com/lodging/8000000/7230000/7229500/7229415/8b793e99.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) ![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) ### Bahia Principe Luxury Runaway Bay - Adults Only - All Inclusive Runaway Bay 8.4/10 Very good (2556) "Beautiful love the resort " CA $462 CA $462 total includes taxes & fees Oct 14 - Oct 15 [](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) ![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) ![9 outdoor pools, open 8:00 AM to 6:00 PM, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/3000000/2200000/2191900/2191836/583b27e1.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) ### Majestic Elegance Punta Cana - All Inclusive Bávaro 9.0/10 Wonderful (4388) "Amazing resort, with friendly staff, rich culture, clean, and right next to the 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) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/30000/23200/23106/c974117d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/23200/23106/930895ac.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) ### Hotel El Convento Old San Juan 9.0/10 Wonderful (1005) "Loved our stay. The staff were fantastic! Many restaurants and shops nearby as well as historic sites." CA $276 CA $361 total includes taxes & fees Oct 14 - Oct 15 [](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) ![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) ![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) ![Interior entrance](https://images.trvl-media.com/lodging/14000000/13190000/13180800/13180717/b2224362.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Majestic Mirage Punta Cana - All inclusive Bávaro 9.2/10 Wonderful (5800) "Fantastic place to go" [](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) ![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) ![Reception](https://images.trvl-media.com/lodging/2000000/1930000/1927600/1927524/7bc88bf0.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 (1012) "Rooms and property where very nice. Food was great and staff where always friendly." CA $638 CA $811 total includes taxes & fees Oct 21 - Oct 22 [](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 (1003) "Room very clean , staff very nice and helpful, the food is good either breakfast or dinner and awesome pool. " CA $929 CA $1,180 total includes taxes & fees Nov 9 - Nov 10 [](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) ![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) ![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) ![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) ### The Crane Resort Diamond Valley 8.6/10 Excellent (1000) "Views are gorgeous " CA $452 CA $568 total includes taxes & fees Nov 12 - Nov 13 [](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) ![Exterior](https://images.trvl-media.com/lodging/3000000/2810000/2802600/2802575/a037fa30.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) ![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 9.4/10 Exceptional (1013) "The staff were the best! I will never stop recommending this 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) ![11 restaurants, breakfast, lunch, dinner served; Mexican cuisine](https://images.trvl-media.com/lodging/1000000/990000/982800/982733/7b69b0ed.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) ![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 (2461) "We had an amazing stay!!!" [](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=2025-10-27&endDate=2025-10-28®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 ![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 "My stay at this hotel was truly exceptional. The staff was warm, welcoming and always ready to help with a smile. The room was spotless, beautifully maintained, and very comfortable, making me feel right at home with an amazing ocean view. the location was perfect, easy valet parking. I would highly recommend this hotel to anyone looking for comfort, quality and outstanding service. I look forward to returning" [](https://expedia.ca/San-Juan-Hotels-La-Concha-Renaissance-San-Juan-Resort.h1760259.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 "Balcony view beautiful!" [](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 "I rated it excellent " [](https://expedia.ca/Noord-Hotels-Riu-Palace-Antillas-All-Inclusive-Adult-Only.h28648.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 "I had a great experience, the staff was amazing and went above and beyond " [](https://expedia.ca/Punta-Cana-Hotels-Breathless-Punta-Cana-Resort-Spa-Adults-Only-All-Inclusive.h6411385.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 "Great view from the room" [](https://expedia.ca/Nassau-Hotels-Riu-Palace-Paradise-Island-All-Inclusive-Adults-Only.h1039.Hotel-Information) ![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 really enjoyed the service and the food " [](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 "Everything was amazing! Practically a private beach" [](https://expedia.ca/San-Juan-Hotels-Royal-Sonesta-San-Juan.h289099.Hotel-Information) ![Majestic Elegance Punta Cana - All Inclusive](//images.trvl-media.com/lodging/3000000/2200000/2191900/2191836/fe18cfe4_y.jpg) ### Majestic Elegance Punta Cana - All Inclusive 10/10 Excellent "Our room was always kept super clean. The level of service was great from start to finish. This is a place we would strongly consider visting again. Admittedly it was the slow season but the restaurant schedule was a bit confusing and constantly changing. Perhaps it would have helped to upgrade to have the butler service " [](https://expedia.ca/Punta-Cana-Hotels-Majestic-Elegance-Punta-Cana-All-Inclusive.h2191836.Hotel-Information) ![Grand Hyatt Baha Mar](//images.trvl-media.com/lodging/8000000/7780000/7779300/7779293/8fc5fb82_y.jpg) ### Grand Hyatt Baha Mar 10/10 Excellent "Ocean view room wss amazing. The food at Stix was quite tasty. There are several pools...all are great. The Baha Mar hotels are extremely nice." [](https://expedia.ca/Nassau-Hotels-Grand-Hyatt-Baha-Mar.h7779293.Hotel-Information)