Search Hotels with Early Check-in in Caribbean

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Our top choices for Caribbean hotels with express check-in

Rincon of the Seas - Grand Caribbean Hotel

Rincon of the Seas - Grand Caribbean Hotel
3.0 star property
Rincon
9.0 out of 10, Wonderful, (1086)
"Great for families."
United States
Jesenia
The price is ฿5,914
฿6,446 total
includes taxes & fees
8 Jan - 9 Jan 2026
Rincon of the Seas - Grand Caribbean Hotel

Tropikist Beach Hotel & Resort

Tropikist Beach Hotel & Resort
3.0 star property
Crown Point
7.6 out of 10, Good, (846)
"Location, close to airport and ocean."
United States
June
The price is ฿33,672
฿40,407 total
includes taxes & fees
4 Jan - 5 Jan 2026
Tropikist Beach Hotel & Resort

Windjammer Landing Resort and Residences

Windjammer Landing Resort and Residences
5.0 star property
Gros Islet
9.2 out of 10, Wonderful, (1000)
"Staff super courteous, rooms clean, beautiful beach Food and drinks expensive for non all inclusive "
Canada
Lisa Marie
The price is ฿14,140
฿16,917 total
includes taxes & fees
3 Jan - 4 Jan 2026
Windjammer Landing Resort and Residences

TRYP by Wyndham Isla Verde

TRYP by Wyndham Isla Verde
3.5 star property
Isla Verde
8.2 out of 10, Very good, (1443)
"The place was relaxing "
United States
Nancy
The price is ฿6,587
฿8,401 total
includes taxes & fees
5 Jan - 6 Jan 2026
TRYP by Wyndham Isla Verde

The Condado Plaza Hotel

The Condado Plaza Hotel
4.0 star property
Condado
8.0 out of 10, Very good, (1890)
"friendly staff and overall a good easy stay "
United States
Eric
The price is ฿8,014
฿9,922 total
includes taxes & fees
19 Jan - 20 Jan 2026
The Condado Plaza Hotel

The Royal at Atlantis

The Royal at Atlantis
4.0 star property
Paradise Island
8.6 out of 10, Excellent, (2705)
"Wonderful experience and place to stay"
United States
Aaron
The Royal at Atlantis

Hampton Inn & Suites San Juan

Hampton Inn & Suites San Juan
3.0 star property
Isla Verde
9.0 out of 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
Maureen
The price is ฿7,688
฿9,906 total
includes taxes & fees
24 Dec - 25 Dec
Hampton Inn & Suites San Juan

Hotel Plaza De Armas Old San Juan

Hotel Plaza De Armas Old San Juan
2.0 star property
San Juan
7.2 out of 10, Good, (1001)
"AIRCONDITIONER IN ROOM ONLY AT ONE LEVEL AND VERY LOUD. TOILET DID NOT FLUSH PROPERLY. LOCATION WAS EXCELLENT AND STAFF PROVIDED EXTRA PILLOWS. THE PROPERTY WAS SUFFICIENT FOR THE PRICE AND ONLY ONE NIGHT."
United States
Lisa
Hotel Plaza De Armas Old San Juan

Hotel Riu Montego Bay - Adults Only - All Inclusive

Hotel Riu Montego Bay - Adults Only - All Inclusive
4.0 star property
Montego Bay
8.6 out of 10, Excellent, (5071)
"had a great stay "
United States
Amyia naomi
Hotel Riu Montego Bay - Adults Only - All Inclusive

Sheraton Puerto Rico Resort & Casino

Sheraton Puerto Rico Resort & Casino
4.0 star property
Santurce
9.0 out of 10, Wonderful, (1078)
"Great place to stay"
United States
Amber
The price is ฿8,690
฿11,546 total
includes taxes & fees
19 Jan - 20 Jan 2026
Sheraton Puerto Rico Resort & Casino
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