Title: Book the Best Caribbean Islands Hotels with Early Check-in in 2025 | 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) ![Aruba which includes a beach and landscape views](https://images.trvl-media.com/place/9/840e79f2-085b-48c9-8dcd-0909f6eefeeb.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Aruba Tourism Authority # Find Hotels with Early Check-in 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 Hotels with Early Check-in Tonight [Nov 15 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=3000652683&startDate=2025-11-15&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 16 - Nov 17](https://www.expedia.ca/Hotel-Search?regionId=3000652683&startDate=2025-11-16&endDate=2025-11-17&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=3000652683&startDate=2025-11-21&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=3000652683&startDate=2025-11-28&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Caribbean Islands Hotels with Early Check-in ![Beach nearby, white sand, beach towels](https://images.trvl-media.com/lodging/28000000/27600000/27595000/27594919/2229c460.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Single Room, 1 Queen Bed, Sea Facing (Room #12) | Terrace/patio](https://images.trvl-media.com/lodging/28000000/27600000/27595000/27594919/e40d3ddb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/28000000/27600000/27595000/27594919/ee0a8227.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/28000000/27600000/27595000/27594919/8fd9628e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Vieques Guesthouse Esperanza 9.8/10 Exceptional (498) "The owners are fantastic. We really enjoyed our stay!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan CA $175 CA $200 total includes taxes & fees Nov 21 - Nov 22 [](https://www.expedia.ca/Vieques-Hotels-The-Vieques-Guesthouse.h27594919.Hotel-Information) ![Business centre](https://images.trvl-media.com/lodging/2000000/1520000/1513800/1513765/w3836h2557x4y3-0f5f5a14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1520000/1513800/1513765/w3837h2556x3y4-d2b7970a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1520000/1513800/1513765/w3840h2557x0y3-41d3909f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1520000/1513800/1513765/64c7f4fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hodelpa Garden Court Puñal 9.4/10 Exceptional (1009) "I loved this hotel " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Luisania CA $117 CA $149 total includes taxes & fees Nov 21 - Nov 22 [](https://www.expedia.ca/Santiago-De-Los-Caballeros-Hotels-Hodelpa-Garden-Court.h1513765.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/1400/1395/dbced3a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, minibar, in-room safe](https://images.trvl-media.com/lodging/1000000/10000/1400/1395/6516bce6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Royal Suite (Ambassador) | View from room](https://images.trvl-media.com/lodging/1000000/10000/1400/1395/4c3d0169.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 7:30 AM to 7:30 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/1400/1395/90b269a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### El Embajador, a Royal Hideaway Hotel Bella Vista 9.2/10 Wonderful (1276) "Great hotel ! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Juan CA $179 CA $229 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Santo-Domingo-Hotels-El-Embajador.h1395.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/5000000/4260000/4258000/4257992/187ba09f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Room](https://images.trvl-media.com/lodging/5000000/4260000/4258000/4257992/da3bb9cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/5000000/4260000/4258000/4257992/0452fab3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Room](https://images.trvl-media.com/lodging/5000000/4260000/4258000/4257992/1d066a5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Terraza de San Juan Old San Juan 8.2/10 Very good (1004) "My stay was ok. Staff was friendly." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Paolo CA $134 CA $164 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/San-Juan-Hotels-La-Terraza-De-San-Juan.h4257992.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/3000000/2180000/2172800/2172752/bdbeebcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Yoga](https://images.trvl-media.com/lodging/3000000/2180000/2172800/2172752/16bf1c1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, body treatments, hydrotherapy, aromatherapy](https://images.trvl-media.com/lodging/3000000/2180000/2172800/2172752/9a7541e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, free beach shuttle, free beach cabanas, sun loungers](https://images.trvl-media.com/lodging/3000000/2180000/2172800/2172752/be102651.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Scrub Island Resort, Spa & Marina Scrub Island 9.2/10 Wonderful (174) "Excellent staff and room " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $605 CA $810 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Scrub-Island-Hotels-Scrub-Island-Resort.h2172752.Hotel-Information) ![Premium Apartment, 1 Queen Bed, Non Smoking | Private kitchenette](https://images.trvl-media.com/lodging/32000000/31760000/31752900/31752803/9ae1d1ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV, Netflix, iPod dock, MP3 dock](https://images.trvl-media.com/lodging/32000000/31760000/31752900/31752803/547fb209.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Apartment, 1 Queen Bed, Non Smoking | In-room dining](https://images.trvl-media.com/lodging/32000000/31760000/31752900/31752803/e97b2698.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/32000000/31760000/31752900/31752803/792a31bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Suite - Pasavento Building Aguadilla Pueblo 9.6/10 Exceptional (206) "Highly recommend, staff is great, room was beautiful, " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katherine [](https://www.expedia.ca/Aguadilla-Hotels-Modern-Suite-Pasavento-Building.h31752803.Hotel-Information) ![Beach nearby, beach towels](https://images.trvl-media.com/lodging/17000000/16010000/16000700/16000623/a663a09d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/17000000/16010000/16000700/16000623/128740ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/17000000/16010000/16000700/16000623/6fe1a1e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/17000000/16010000/16000700/16000623/e3a33bde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### RINCON PLAZA HOTEL Rincon 8.8/10 Excellent (609) "Great place to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angel [](https://www.expedia.ca/Rincon-Hotels-Que-Chevere.h16000623.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/8000000/8000000/7998400/7998330/531f5682.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/8000000/8000000/7998400/7998330/0b0b7cef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/8000000/8000000/7998400/7998330/18c53129.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom](https://images.trvl-media.com/lodging/8000000/8000000/7998400/7998330/4e32ade1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### JW Marriott Hotel Santo Domingo Piantini 9.0/10 Wonderful (588) "Great location and hotel facilities " ![Mexico](https://a.travel-assets.com/egds/marks/flags/mx.svg) Dianne CA $309 CA $395 total includes taxes & fees Dec 5 - Dec 6 [](https://www.expedia.ca/Santo-Domingo-Hotels-JW-Marriott-Hotel-Santo-Domingo.h7998330.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) ![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 (4541) "Such an enjoyable resort " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rosa CA $522 CA $522 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Punta-Cana-Hotels-Majestic-Elegance-Punta-Cana-All-Inclusive.h2191836.Hotel-Information) ![Exclusive Suite, 1 Queen Bed with Sofa bed, Balcony, Pool View | Private spa tub](https://images.trvl-media.com/lodging/84000000/83240000/83234800/83234776/585227d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive Suite, 1 Queen Bed with Sofa bed, Balcony, Pool View | Private kitchen](https://images.trvl-media.com/lodging/84000000/83240000/83234800/83234776/3133b7d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/84000000/83240000/83234800/83234776/75ee1439.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive Suite, 1 Queen Bed with Sofa bed, Balcony, Pool View](https://images.trvl-media.com/lodging/84000000/83240000/83234800/83234776/ee6ec895.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hôtel Guadeloupe Palm Suites Saint-François 9.2/10 Wonderful (27) "The hotel is small, relatively new and built around a pleasant patio and small pool. Our balcony overlooked these. The hotel is about 2km from the closest beach and good restaurants so a car, while not essential, makes the trips more manageable." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Michael [](https://www.expedia.ca/Saint-Francois-Hotels-Hotel-GUADELOUPE-PALM-SUITES.h83234776.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=2025-11-30&endDate=2025-12-01®ionId=3000652683&adults=2&property_amenities_group_explore=express_checkin&sort=RECOMMENDED&openPlayBack=true) ## Top Caribbean Islands Hotel Reviews ### Hotel Riu Montego Bay - Adults Only - All Inclusive 10/10 Excellent "My stay here was during Hurricane Melissa so things were different for us. Our first two days on the resort were amazing before the storm hit. The private beach, pools, swim up bar were all amazing, staff was great, very kind and beautiful people. The food was 4/10 only because it was bland and lacked seasoning but I think they make it that way to accommodate all people, there was a good variety though. The staff did great during and after the storm in my opinion, they were definitely prepared for Melissa. Our trip was extended from 4 to 9 days, we had to travel to Kingston to get back to the US it was definitely a vacation for the books! " [](https://expedia.ca/Montego-Bay-Hotels-Riu-Montego-Bay-Adults-Only-All-Inclusive.h2062016.Hotel-Information)