Title: Caribbean Hotels with Early Check-in from CA $257: Book the Right Hotels with Early Check-in Room in Caribbean, - Expedia.ca

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![Trunk Bay which includes island views](https://images.trvl-media.com/place/6068195/50d468d4-c434-4d10-9dfa-ce3006419950.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Caribbean Hotels with Early Check-in from CA $257

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## Check availability on Caribbean Hotels with Early Check-in

Tonight

[Dec 24 - Dec 25](https://www.expedia.ca/Hotel-Search?regionId=6022969&startDate=2025-12-24&endDate=2025-12-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 25 - Dec 26](https://www.expedia.ca/Hotel-Search?regionId=6022969&startDate=2025-12-25&endDate=2025-12-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6022969&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6022969&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Caribbean hotels with express check-in

![On the beach, sun loungers](https://images.trvl-media.com/lodging/1000000/980000/978700/978626/4f727505.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Poolside bar](https://images.trvl-media.com/lodging/1000000/980000/978700/978626/db8ded11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/1000000/980000/978700/978626/7799f895.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's play area - outdoor](https://images.trvl-media.com/lodging/1000000/980000/978700/978626/9301e0b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Rincon of the Seas - Grand Caribbean Hotel

[](https://www.expedia.ca/Rincon-Hotels-Rincon-Of-The-Seas-Grand-Caribbean-Hotel.h978626.Hotel-Information)

Rincon

9.0/10

Wonderful

(1086)

"Great for families."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jesenia

CA $260

CA $283 total

includes taxes & fees

Jan 8 - Jan 9, 2026

[](https://www.expedia.ca/Rincon-Hotels-Rincon-Of-The-Seas-Grand-Caribbean-Hotel.h978626.Hotel-Information)

![Deluxe Room, 1 King Bed](https://images.trvl-media.com/lodging/2000000/1680000/1677500/1677405/27b989e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Room, Ocean View | Beach/ocean view](https://images.trvl-media.com/lodging/2000000/1680000/1677500/1677405/7d41ba1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 1 King Bed | Terrace/patio](https://images.trvl-media.com/lodging/2000000/1680000/1677500/1677405/30a92657.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1680000/1677500/1677405/2ef4663c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tropikist Beach Hotel & Resort

[](https://www.expedia.ca/Crown-Point-Hotels-Tropikist-Beach-Hotel-Resort.h1677405.Hotel-Information)

Crown Point

7.6/10

Good

(846)

"Location, close to airport and ocean."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

June

CA $1,481

CA $1,777 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Crown-Point-Hotels-Tropikist-Beach-Hotel-Resort.h1677405.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/14500/14461/b34de80b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Villa, Multiple Beds, Private Pool, Beach View (Beachfront 2-Bedroom Luxury Villa) | Living room](https://images.trvl-media.com/lodging/1000000/20000/14500/14461/8efb1886.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/20000/14500/14461/0c471ff9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Villa, Multiple Beds, Private Pool, Ocean View (Hilltop Four Bedroom Villa with Pool) | Beach/ocean view](https://images.trvl-media.com/lodging/1000000/20000/14500/14461/4dfabe3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Windjammer Landing Resort and Residences

[](https://www.expedia.ca/Gros-Islet-Hotels-Windjammer-Landing-Resort-And-Residences.h14461.Hotel-Information)

Gros Islet

9.2/10

Wonderful

(1000)

"Staff super courteous, rooms clean, beautiful beach Food and drinks expensive for non all inclusive "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Lisa Marie

CA $547

CA $670 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/Gros-Islet-Hotels-Windjammer-Landing-Resort-And-Residences.h14461.Hotel-Information)

![Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/3500/3498/416b94be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/3500/3498/d3cf2163.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/1000000/10000/3500/3498/8bca7945.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/3500/3498/2df2578c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### TRYP by Wyndham Isla Verde

[](https://www.expedia.ca/San-Juan-Hotels-TRYP-By-Wyndham-Isla-Verde.h3498.Hotel-Information)

Isla Verde

8.2/10

Very good

(1444)

"Excellent places "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Genesis

CA $290

CA $369 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/San-Juan-Hotels-TRYP-By-Wyndham-Isla-Verde.h3498.Hotel-Information)

![2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/7200/7143/e18049f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/1000000/10000/7200/7143/f7cb1b09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach/ocean view](https://images.trvl-media.com/lodging/1000000/10000/7200/7143/9c0c4847.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Coffee shop](https://images.trvl-media.com/lodging/1000000/10000/7200/7143/w5760h3835x0y5-f8de434b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Condado Plaza Hotel

[](https://www.expedia.ca/San-Juan-Hotels-The-Condado-Plaza-Hilton.h7143.Hotel-Information)

Condado

8.0/10

Very good

(1890)

"friendly staff and overall a good easy stay "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Eric

CA $351

CA $435 total

includes taxes & fees

Jan 19 - Jan 20, 2026

[](https://www.expedia.ca/San-Juan-Hotels-The-Condado-Plaza-Hilton.h7143.Hotel-Information)

![Water park](https://images.trvl-media.com/lodging/1000000/470000/460500/460429/b4c36dbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Water park](https://images.trvl-media.com/lodging/1000000/470000/460500/460429/2fbff25e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![19 bars/lounges, 4 poolside bars, 6 beach bars](https://images.trvl-media.com/lodging/1000000/470000/460500/460429/390b44b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/1000000/470000/460500/460429/910004c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Royal at Atlantis

[](https://www.expedia.ca/Nassau-Hotels-The-Royal-At-Atlantis.h460429.Hotel-Information)

Paradise Island

8.6/10

Excellent

(2707)

"Wonderful experience and place to stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Aaron

[](https://www.expedia.ca/Nassau-Hotels-The-Royal-At-Atlantis.h460429.Hotel-Information)

![Beach nearby, white sand, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/1000000/70000/63500/63448/605e1c94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/70000/63500/63448/82edd85b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/70000/63500/63448/bb958d2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/70000/63500/63448/c5b0ff98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn & Suites San Juan

[](https://www.expedia.ca/San-Juan-Hotels-Hampton-Inn-Suites-San-Juan.h63448.Hotel-Information)

Isla Verde

9.0/10

Wonderful

(2174)

"We enjoyed pool and bar area...staff was excellent and we ate there several times with very good food and great prices!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Maureen

CA $338

CA $435 total

includes taxes & fees

Jan 13 - Jan 14, 2026

[](https://www.expedia.ca/San-Juan-Hotels-Hampton-Inn-Suites-San-Juan.h63448.Hotel-Information)

![5 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/3000000/2070000/2062100/2062016/5bbbc6e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free minibar, in-room safe, individually decorated](https://images.trvl-media.com/lodging/3000000/2070000/2062100/2062016/bff1abc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/3000000/2070000/2062100/2062016/c3c2f7de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 restaurants, breakfast, dinner served; international cuisine](https://images.trvl-media.com/lodging/3000000/2070000/2062100/2062016/56799c10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Riu Montego Bay - Adults Only - All Inclusive

[](https://www.expedia.ca/Montego-Bay-Hotels-Riu-Montego-Bay-Adults-Only-All-Inclusive.h2062016.Hotel-Information)

Montego Bay

8.6/10

Excellent

(5073)

"had a great stay "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Amyia naomi

[](https://www.expedia.ca/Montego-Bay-Hotels-Riu-Montego-Bay-Adults-Only-All-Inclusive.h2062016.Hotel-Information)

![Beach nearby, free beach shuttle, beach towels](https://images.trvl-media.com/lodging/3000000/2940000/2935900/2935885/2bbc3b48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/3000000/2940000/2935900/2935885/688cd1ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 restaurants, breakfast, lunch, dinner served; Brazilian cuisine](https://images.trvl-media.com/lodging/3000000/2940000/2935900/2935885/b2f05683.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pet-friendly](https://images.trvl-media.com/lodging/3000000/2940000/2935900/2935885/9cb7f96f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sheraton Puerto Rico Resort & Casino

[](https://www.expedia.ca/San-Juan-Hotels-Sheraton-Puerto-Rico-Hotel-Casino.h2935885.Hotel-Information)

Santurce

9.0/10

Wonderful

(1074)

"Great place to stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Amber

CA $382

CA $508 total

includes taxes & fees

Jan 19 - Jan 20, 2026

[](https://www.expedia.ca/San-Juan-Hotels-Sheraton-Puerto-Rico-Hotel-Casino.h2935885.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/5000000/4540000/4538800/4538751/c9106895.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/5000000/4540000/4538800/4538751/c4092669.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![The Signature Suite](https://images.trvl-media.com/lodging/5000000/4540000/4538800/4538751/922eab5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/5000000/4540000/4538800/4538751/adceede4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

###  Ciqala Suites Hotel

[](https://www.expedia.ca/San-Juan-Hotels-CIQALA-Luxury-Suites.h4538751.Hotel-Information)

Santurce

7.8/10

Good

(1004)

"The room was spotless and the staff was very courteous."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Drexel

CA $196

CA $257 total

includes taxes & fees

Jan 6 - Jan 7, 2026

[](https://www.expedia.ca/San-Juan-Hotels-CIQALA-Luxury-Suites.h4538751.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.

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## Top Caribbean Hotel Reviews

![Comfort Suites Paradise Island](https://images.trvl-media.com/lodging/1000000/20000/13700/13636/04fa6b2d_y.jpg)

### Comfort Suites Paradise Island

10/10 Excellent

"Everything about the hotel was great. "

[](https://expedia.ca/Nassau-Hotels-Comfort-Suites-Paradise-Island.h13636.Hotel-Information)

![The Royal at Atlantis](https://images.trvl-media.com/lodging/1000000/470000/460500/460429/b4c36dbb_y.jpg)

### The Royal at Atlantis

10/10 Excellent

"A great vacation place for kids & adults, we certainly enjoyed our time there. We were there in December. Weather was between 75-80F"

[](https://expedia.ca/Nassau-Hotels-The-Royal-At-Atlantis.h460429.Hotel-Information)

![Hotel Rumbao, a Tribute Portfolio Hotel](https://images.trvl-media.com/lodging/1000000/50000/48900/48823/c16aa94e_y.jpg)

### Hotel Rumbao, a Tribute Portfolio Hotel

10/10 Excellent

"Great room, excellent staff. Centrally located "

[](https://expedia.ca/San-Juan-Hotels-Sheraton-Old-San-Juan-Hotel.h48823.Hotel-Information)

![La Concha Resort, Puerto Rico, Autograph Collection](https://images.trvl-media.com/lodging/2000000/1770000/1760300/1760259/22470d47_y.jpg)

### La Concha Resort, Puerto Rico, Autograph Collection

10/10 Excellent

"Great location and amenities"

[](https://expedia.ca/San-Juan-Hotels-La-Concha-Renaissance-San-Juan-Resort.h1760259.Hotel-Information)

![Renaissance Wind Creek Aruba Resort](https://images.trvl-media.com/lodging/1000000/30000/28400/28399/816cc91c_y.jpg)

### Renaissance Wind Creek Aruba Resort

10/10 Excellent

"Our server I think her name was Katy was amazing. The food was delicious. I would not recommend the buffet but Blue and L.G. Smirh steakhouse were great. Jonathon booked our excursion. I would definitely recommend "

[](https://expedia.ca/Oranjestad-Hotels-Renaissance-Aruba-Resort-Casino.h28399.Hotel-Information)

![Renaissance Wind Creek Curacao Resort](https://images.trvl-media.com/lodging/3000000/2360000/2351400/2351342/b80bf129_y.jpg)

### Renaissance Wind Creek Curacao Resort

10/10 Excellent

"Staff"

[](https://expedia.ca/Willemstad-Hotels-Renaissance-Curacao-Resort-Casino.h2351342.Hotel-Information)

![The Reef at Atlantis](https://images.trvl-media.com/lodging/2000000/1790000/1782700/1782699/62298272_y.jpg)

### The Reef at Atlantis

10/10 Excellent

"Beautiful area will definitely stay again "

[](https://expedia.ca/Nassau-Hotels-The-Reef-At-Atlantis.h1782699.Hotel-Information)

![Hotel Riu Palace Paradise Island - Adults Only - All Inclusive](https://images.trvl-media.com/lodging/1000000/10000/1100/1039/9adb12c0_y.jpg)

### Hotel Riu Palace Paradise Island - Adults Only - All Inclusive

10/10 Excellent

"We had a wonderful time here the only bad thing was the wind. It had nothing to do with the hotel. We hopefully return in the future."

[](https://expedia.ca/Nassau-Hotels-Riu-Palace-Paradise-Island-All-Inclusive-Adults-Only.h1039.Hotel-Information)

![The Coral at Atlantis](https://images.trvl-media.com/lodging/1000000/470000/460500/460427/ccfe6f2c_y.jpg)

### The Coral at Atlantis

10/10 Excellent

"This experience was perfection, and I look forward to returning "

[](https://expedia.ca/Nassau-Hotels-The-Coral-At-Atlantis.h460427.Hotel-Information)