A tropical beach with clear turquoise waters, lush green hills, and a small red building on a hill.

Hotels with Early Check-in in Caribbean from $141

Top Cities in Caribbean

A beach with clear turquoise water, a sandy shore, and a city skyline with tall buildings including a Marriott hotel.
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San Juan

San Juan

Check availability on Caribbean Hotels with Early Check-in

This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Caribbean hotels with express check-in

A resort with multiple swimming pools, palm trees, and a view of the ocean.

1. Rincon of the Seas - Grand Caribbean Hotel

Rincon of the Seas - Grand Caribbean Hotel
3.0 star property
Rincon
9.2 out of 10, Wonderful, (1,446 reviews)
"Good place to stay right on the beach"
United States
Carmen
Rincon of the Seas - Grand Caribbean Hotel
A beach with a wooden structure and a thatched roof, surrounded by white posts and greenery.

2. Tropikist Beach Hotel & Resort

Tropikist Beach Hotel & Resort
3.0 star property
Crown Point
7.8 out of 10, Good, (1,005 reviews)
"Perfect stay, my mom and I had a wonderful experience, can’t wait to visit again"
United States
Hazel Ann
$147 nightly
The price is $160
Oct 4 - Oct 5
Total with taxes and fees
Tropikist Beach Hotel & Resort
A wooden deck with a pool, lounge chairs, and a hot tub.

3. Windjammer Landing Resort and Residences

Windjammer Landing Resort and Residences
5.0 star property
Gros Islet
9.2 out of 10, Wonderful, (1,002 reviews)
"Great place to take a family vacation."
United States
Fahad K
$357 nightly
The price is $391
Oct 6 - Oct 7
Total with taxes and fees
Windjammer Landing Resort and Residences
A luxurious dining area with round tables, white tablecloths, and gold chairs, featuring floral centerpieces and a view of the ocean.

4. TRYP by Wyndham Isla Verde

TRYP by Wyndham Isla Verde
3.5 star property
Isla Verde
8.4 out of 10, Very good, (1,786 reviews)
"Great location"
United States
Carlos
$168 nightly
The price is $183
Oct 1 - Oct 2
Total with taxes and fees
TRYP by Wyndham Isla Verde
A resort with a swimming pool, beach, and a bridge.

5. The Condado Plaza Hotel

The Condado Plaza Hotel
4.0 star property
Condado
8.0 out of 10, Very good, (2,896 reviews)
"Great stay"
United States
CleveAnn
$182 nightly
The price is $198
Oct 18 - Oct 19
Total with taxes and fees
The Condado Plaza Hotel
Water park

6. The Royal at Atlantis

The Royal at Atlantis
4.0 star property
Paradise Island
8.8 out of 10, Excellent, (3,061 reviews)
"Great spot to holiday at."
Canada
Jay
The Royal at Atlantis
A beach with two blue umbrellas and four lounge chairs.

7. Hampton Inn & Suites San Juan

Hampton Inn & Suites San Juan
3.0 star property
Isla Verde
9.0 out of 10, Wonderful, (2,314 reviews)
"Great place to stay"
United States
Raquel
$200 nightly
The price is $218
Oct 6 - Oct 7
Total with taxes and fees
Hampton Inn & Suites San Juan
A large swimming pool with blue tiles, surrounded by lounge chairs and umbrellas, and palm trees in the background.

8. 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, (5,567 reviews)
"Amazing stay!"
United States
Treniece
Hotel Riu Montego Bay - Adults Only - All Inclusive
A hotel with a modern design, featuring a large pool area, a bridge, and a view of the cityscape at dusk.

9. Sheraton Puerto Rico Resort & Casino

Sheraton Puerto Rico Resort & Casino
4.0 star property
Santurce
9.2 out of 10, Wonderful, (1,292 reviews)
"Great place to stay"
United States
Brandon
$250 nightly
The price is $277
Oct 5 - Oct 6
Total with taxes and fees
Sheraton Puerto Rico Resort & Casino
A rooftop terrace with a pool, seating area, and city views at dusk.

10. Ciqala Suites Hotel

Ciqala Suites Hotel
4.0 star property
Santurce
8.2 out of 10, Very good, (1,002 reviews)
"Nice hotel full of young and grown ppl"
United States
Miguel
$129 nightly
The price is $141
Sep 30 - Oct 1
Total with taxes and fees
Ciqala Suites Hotel
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

Renaissance Wind Creek Aruba Resort

Renaissance Wind Creek Aruba Resort

10/10 Excellent
"This our third year staying here and we absolutely love it. We actually just arrived back from celebrating our anniversary. We stayed from 9/22-9:26. The servers at the bar are always amazing- Leiddy assisted twice at the pool bar and she’s an absolute angel. We got a cabana for two of the days of our stay. The second day was a little disappointing as we stood on the iguana side. The cabana didn’t seem to be set up with everything in time as we were there a little after 9am as that’s the time we are able to get access into the cabana. The service was slower than usual, we were missing some of the condiments that should have came with the food, cabana was missing rafts. Understandable things happen also. Overall we will continue to stay with renaissance it’s our favorite."
Daina 4-night trip
Posted 1 hour ago
Renaissance Wind Creek Aruba Resort

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