Title: Book the Best HISTORIC Hotels in Caribbean Islands in 2026 | 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) ![Panoramic view of a tropical beach paradise with a calm sea and palm trees.](https://images.trvl-media.com/place/3000652683/0f906013-1c42-421c-97bc-ef4a41f0db0e.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/3000652683/0f906013-1c42-421c-97bc-ef4a41f0db0e.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 Historic Hotels Tonight [Mar 16 - Mar 17](https://www.expedia.ca/Hotel-Search?regionId=3000652683&startDate=2026-03-16&endDate=2026-03-17&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 17 - Mar 18](https://www.expedia.ca/Hotel-Search?regionId=3000652683&startDate=2026-03-17&endDate=2026-03-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=3000652683&startDate=2026-03-20&endDate=2026-03-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=3000652683&startDate=2026-03-27&endDate=2026-03-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Caribbean Islands historic hotels ![Lobby](https://images.trvl-media.com/lodging/3000000/2840000/2836400/2836309/fabf48f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed](https://images.trvl-media.com/lodging/3000000/2840000/2836400/2836309/f8774a78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2840000/2836400/2836309/8b9bf4ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/3000000/2840000/2836400/2836309/4fe3ec94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ponce Plaza Hotel & Casino [](https://www.expedia.ca/Ponce-Hotels-Ponce-Plaza-Hotel-Casino.h2836309.Hotel-Information) Ponce Centro 9.2/10 Wonderful (1,003 reviews) "Everything was exceptional…very clean, friendly staff, excellent WiFi and a/c, had every amenity we needed. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathryn CA $196 CA $238 total includes taxes & fees Mar 17 - Mar 18 [](https://www.expedia.ca/Ponce-Hotels-Ponce-Plaza-Hotel-Casino.h2836309.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/75000000/74630000/74626500/74626459/23281575.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/75000000/74630000/74626500/74626459/9ab98329.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/75000000/74630000/74626500/74626459/29227a56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/75000000/74630000/74626500/74626459/e2cd075c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxurious one bedroom cottage [](https://www.expedia.ca/Argyle-Hotels-Luxurious-One-Bedroom-Cottage.h74626459.Hotel-Information) Carriacou and Petite Martinique 9.8/10 Exceptional (11 reviews) "Our stay at this location was extremely comfortable. Everything met our expectations." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Penelope J. CA $177 CA $204 total includes taxes & fees Mar 17 - Mar 18 [](https://www.expedia.ca/Argyle-Hotels-Luxurious-One-Bedroom-Cottage.h74626459.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/64000000/63950000/63943400/63943398/ad1d6c5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, travel crib, free WiFi](https://images.trvl-media.com/lodging/64000000/63950000/63943400/63943398/a3b436d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/64000000/63950000/63943400/63943398/1911e7cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/64000000/63950000/63943400/63943398/b1e41b7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hidden Gem Budget Beach Studio / High-Speed Wifi [](https://www.expedia.ca/Aguadilla-Hotels-Hidden-Gem-Budget-Beach-Studio-High-Speed-Wifi.h63943398.Hotel-Information) Aguadilla Pueblo 9.6/10 Exceptional (4 reviews) "Room was spotless, great location just steps from the beach and restaurants, host was super kind" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Zachary CA $110 CA $226 total includes taxes & fees Mar 17 - Mar 18 [](https://www.expedia.ca/Aguadilla-Hotels-Hidden-Gem-Budget-Beach-Studio-High-Speed-Wifi.h63943398.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/33000000/32650000/32646300/32646287/e5437be5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/33000000/32650000/32646300/32646287/a355a0d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/33000000/32650000/32646300/32646287/61ce66aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/33000000/32650000/32646300/32646287/32c87697.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homey Escape with Patio Access and FREE Laundry [](https://www.expedia.ca/Ponce-Hotels-Remodeled-Apartment-With-Terrace-And-Laundry.h32646287.Hotel-Information) Ponce 9.0/10 Wonderful (18 reviews) "Easy check in. Sweet people. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dene CA $95 CA $210 total includes taxes & fees Mar 17 - Mar 18 [](https://www.expedia.ca/Ponce-Hotels-Remodeled-Apartment-With-Terrace-And-Laundry.h32646287.Hotel-Information) ![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/70000000/69660000/69654500/69654403/6d2ba9b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/70000000/69660000/69654500/69654403/6c1cb957.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/70000000/69660000/69654500/69654403/fc9d61e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/70000000/69660000/69654500/69654403/942c534a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Corner Budget Beach Studio with High-Speed WiFi 500 30 wifi speeds [](https://www.expedia.ca/Aguadilla-Hotels-Cozy-Corner-Budget-Beach-Studio-With-High-Speed-WiFi-500-30-Wifi-Speeds.h69654403.Hotel-Information) Aguadilla Pueblo 9.0/10 Wonderful (28 reviews) "This is a prime location. You have alot around that is walking distance, theres two aguadilla plazas, plenty of walkable restaurants and bars, and most importantly you have parque de colon which is a beautiful beach in that area. The rental is right on the main road on the water, perfect for a jog which i did every morning. I stood at the zen den and it was such a nice studio apartment with a small but nice patio area, the room was big enough to walk around and be cozy. The accommodation was... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tracey CA $108 CA $158 total includes taxes & fees Mar 17 - Mar 18 [](https://www.expedia.ca/Aguadilla-Hotels-Cozy-Corner-Budget-Beach-Studio-With-High-Speed-WiFi-500-30-Wifi-Speeds.h69654403.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34210000/34200400/34200385/3b0dbcb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34210000/34200400/34200385/e70c5505.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34210000/34200400/34200385/7c6c50d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/35000000/34210000/34200400/34200385/fb307211.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Panoramic View+Private+Cozy=Affordable [](https://www.expedia.ca/Basseterre-Hotels-Ocean-View-Gated-Community-Cozy-Apartment.h34200385.Hotel-Information) Basseterre 10/10 Exceptional (21 reviews) "Excellent stay, great host" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wilfried W. CA $117 CA $144 total includes taxes & fees Mar 17 - Mar 18 [](https://www.expedia.ca/Basseterre-Hotels-Ocean-View-Gated-Community-Cozy-Apartment.h34200385.Hotel-Information) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/19000000/18800000/18790500/18790431/99c8b449.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/19000000/18800000/18790500/18790431/4157aa54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18800000/18790500/18790431/7a4e0fbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/19000000/18800000/18790500/18790431/0c57d4af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Breathtaking Views from Sapphire Village II [](https://www.expedia.ca/St-Thomas-Hotels-Breathtaking-Views-From-Sapphire-Village-II.h18790431.Hotel-Information) St Thomas 8.8/10 Excellent (31 reviews) "Host was very polite and accommodating. This was my first time using VRBO and she was very patient and easy to communicate with." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matt V. CA $185 CA $392 total includes taxes & fees Mar 18 - Mar 19 [](https://www.expedia.ca/St-Thomas-Hotels-Breathtaking-Views-From-Sapphire-Village-II.h18790431.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/39000000/38120000/38119400/38119312/396cfa06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/39000000/38120000/38119400/38119312/w1116h720x36y0-cac92e5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, stereo](https://images.trvl-media.com/lodging/39000000/38120000/38119400/38119312/430021a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/39000000/38120000/38119400/38119312/682aa6c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### BELLA CASA 3DORM, 3BA, PISCINA, BILLAR, BBQ, COCINA, COMEDOR 6 SILLAS NEVERA [](https://www.expedia.ca/San-Jose-De-Las-Matas-Hotels-Bella-Casa-3dorm.h38119312.Hotel-Information) San Jose de las Matas 10/10 Exceptional (6 reviews) "Nice villa to spend with families the owner of the property excellent people ! While we stayed there felt like home cant wait to go back there ill recommend anyone looking for a villa " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Omary CA $247 CA $322 total includes taxes & fees Mar 17 - Mar 18 [](https://www.expedia.ca/San-Jose-De-Las-Matas-Hotels-Bella-Casa-3dorm.h38119312.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/60000000/59010000/59000700/59000694/aedfbe1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/60000000/59010000/59000700/59000694/f3d801e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, in-room safe, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/60000000/59010000/59000700/59000694/81d1be4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/60000000/59010000/59000700/59000694/32fa3caa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cerca de Atracciones Turísticas podra disfrutar en familia y/o romanticamente [](https://www.expedia.ca/Moca-Hotels-House.h59000694.Hotel-Information) Moca 9.6/10 Exceptional (72 reviews) "Comfortable and clean stay.Just what we needed. Looking forward to our next stay there." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Helen R. CA $122 CA $221 total includes taxes & fees Mar 23 - Mar 24 [](https://www.expedia.ca/Moca-Hotels-House.h59000694.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/73000000/72940000/72937100/72937049/613d4a0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/73000000/72940000/72937100/72937049/dce81af1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/73000000/72940000/72937100/72937049/b2a3609d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/73000000/72940000/72937100/72937049/c4e5a349.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Caribbean Sea View Apt.on 19 level, a serene Stay [](https://www.expedia.ca/Guayacanes-Hotels-Caribbean-Sea-View-Apton-19-Level.h72937049.Hotel-Information) Juan Dolio - El Pueblo 9.0/10 Wonderful (8 reviews) "Some of the amenities stood out I loved the balcony view and the host was very helpful " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shawn N. CA $121 CA $187 total includes taxes & fees Mar 23 - Mar 24 [](https://www.expedia.ca/Guayacanes-Hotels-Caribbean-Sea-View-Apton-19-Level.h72937049.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=2026-03-30&endDate=2026-03-31®ionId=3000652683&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Caribbean Islands Hotel Reviews ![Hotel Riu Montego Bay - Adults Only - All Inclusive](https://images.trvl-media.com/lodging/3000000/2070000/2062100/2062016/5bbbc6e7_y.jpg) ### Hotel Riu Montego Bay - Adults Only - All Inclusive 4/10 Poor "Personally my room had roaches on multiple occasions. The toilet always clogged and the dj didn’t really play diverse music. The buffet food was often cold as well and not that many options on a daily basis " [](https://expedia.ca/Montego-Bay-Hotels-Riu-Montego-Bay-Adults-Only-All-Inclusive.h2062016.Hotel-Information) ![Grand Hyatt Baha Mar](https://images.trvl-media.com/lodging/8000000/7780000/7779300/7779293/2a1abb87_y.jpg) ### Grand Hyatt Baha Mar 6/10 Okay "The property was really beautiful, updated, and clean. Had everything we needed. I was however put off by the condition of the bathroom. We had a standard room and the bathtub situation was a wreck. A bathtub that was 2 feet tall with a glass shower door. You had to literally bring knees to chest to step into the shower. Then the door leaked all over the bathroom floor when opened. Just a mess. Cleaning service did not clean on schedule, a couple days they came by at 7:00pm to see if we wanted service, it was too late in the day" [](https://expedia.ca/Nassau-Hotels-Grand-Hyatt-Baha-Mar.h7779293.Hotel-Information) ![La Concha Resort, Puerto Rico, Autograph Collection](https://images.trvl-media.com/lodging/2000000/1770000/1760300/1760259/w3996h2667x0y0-9cd60f72_y.jpg) ### La Concha Resort, Puerto Rico, Autograph Collection 6/10 Okay "I had reserved two rooms and had called the hotel directly the week prior to request that the rooms be on the same floor if not next to one another and at check in, I was given keys for one and told that the second had to be cleared by housekeeping and that I would be notified soon. 2 hours later, when I went to check on the status, I was told "you already checked in" and when I said I don't have my keys to the second room, I was given a room 2 FLOORS AWAY from the original room and was told there was nothing that could be done until days later... you would think that if I am requesting rooms on the same reservation and with the call that they would at least put them on the same floor! " [](https://expedia.ca/San-Juan-Hotels-La-Concha-Renaissance-San-Juan-Resort.h1760259.Hotel-Information) ![Caribe Hilton](https://images.trvl-media.com/lodging/1000000/10000/9300/9228/ae0d235f_y.jpg) ### Caribe Hilton 8/10 Good "This hotel was in a great location and has a beautiful view. We booked the bi-level premium suite and really expected it to blow us away for the price. It was nice, but very dated. The carpet was old (and still wet on the stairs when we first arrived), you need two people to open the sliding glass doors on the balcony, the pictures show a sink in the kitchenette but there isn't one, and the refrigerator was one of the smallest ones I've seen. The tiles were cracked in the master shower, and the hot water heater is bipolar. In the morning you can barely cut it on before it burns you, but by the afternoon, you can't get it hot at all. I didn't notice when booking that there is an additional $50 per day resort fee that will be added to your bill. Unlike most Hiltons, you also do not receive a complimentary breakfast. The breakfast buffet is $35 per person. There are a good variety of restaurants on site, but they are also pricey. There are several local restaurants around that are great quality and more affordable, but we were told that we couldn't bring any outside food to the pool area. They literally check your bookbag every time you go to the pool for glass, speakers, and outside food. The first 2 being understandable, but this means you are stuck ordering off their poolside menu that includes a $24 burger and $20 grilled chicken sandwich. There are plenty of chairs which was nice compared to some resorts. Overall, we had a great time, but I wouldn't rebook at this hotel. " [](https://expedia.ca/San-Juan-Hotels-Caribe-Hilton.h9228.Hotel-Information) ![The Reef at Atlantis](https://images.trvl-media.com/lodging/2000000/1790000/1782700/1782699/62298272_y.jpg) ### The Reef at Atlantis 8/10 Good "For the price, more should be entailed with the room. Water was scarce… no ice. Little things missed. " [](https://expedia.ca/Nassau-Hotels-The-Reef-At-Atlantis.h1782699.Hotel-Information) ![Warwick Paradise Island- All Inclusive- Adults Only](https://images.trvl-media.com/lodging/11000000/10920000/10912100/10912061/4e96e3b2_y.jpg) ### Warwick Paradise Island- All Inclusive- Adults Only 10/10 Excellent "Yes the shuttle was easy to find. The rooms were clean the staff very nice,helpful and accommodating the oitdoor pool and beach area werevery nice " [](https://expedia.ca/Nassau-Hotels-Warwick-Paradise-Island-All-Inclusive-Adults-Only.h10912061.Hotel-Information)