Caribbean Hotels with Early Check-in from ￥22,751

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

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Check availability on Caribbean Hotels with Early Check-in

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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

Carmen

A beach with a wooden structure and a thatched roof, surrounded by white posts and greenery.

2. Tropikist Beach Hotel & Resort

Crown Point

Hazel Ann

￥27,933 total

includes taxes & fees

Sep 30 - Oct 1

A wooden deck with a pool, lounge chairs, and a hot tub.

3. Windjammer Landing Resort and Residences

Gros Islet

Fahad K

￥64,979 total

includes taxes & fees

Oct 1 - Oct 2

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

Isla Verde

Carlos

￥28,813 total

includes taxes & fees

Oct 1 - Oct 2

A resort with a swimming pool, beach, and a bridge.

5. The Condado Plaza Hotel

Condado

CleveAnn

￥31,164 total

includes taxes & fees

Oct 18 - Oct 19

6. The Royal at Atlantis

Paradise Island

Jay

A beach with two blue umbrellas and four lounge chairs.

7. Hampton Inn & Suites San Juan

Isla Verde

Raquel

￥34,283 total

includes taxes & fees

Oct 6 - Oct 7

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

Montego Bay

Treniece

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Top Caribbean Hotel Reviews

The Coral at Atlantis

10/10 Excellent

"Everything was perfect"

Renaissance Wind Creek Curacao Resort

10/10 Excellent

"The moment I walked into the Renaissance, the team handed me a cold bottle of water. After arriving on a hot, sunny day, that small gesture meant so much and the welcome only got better. Tahyka at reception was personable, warm, and genuinely hospitable. She noticed it was my birthday, and then Riangelo appeared with his amazing smile, personality, and a birthday plate! This dynamic duo also let me know I’d been upgraded to a Majesty room. Talk about a welcome. This was my first solo trip to Curaçao, and the location was perfect. I could walk along the water into Willemstad to see the floating Queen Emma Bridge, try restaurants, visit museums, shop for souvenirs, and enjoy the Kaya Kaya street party. There’s even a mall at the property, where I treated myself to a spa visit. My room looked like something out of a movie: beautiful, spotless, and wonderfully cool after a day in the sun. The property was always clean, room service was great, and the team accommodated my request for a late checkout. I’ve already told my friends and family about this place. If I could give it 10 stars, I would. The setting felt like a postcard, but the people made it feel like paradise. I’d stay here 10,000 times over. Bon bini!"

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."

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Check availability on Caribbean Hotels with Early Check-in

Our top choices for Caribbean hotels with express check-in

1. Rincon of the Seas - Grand Caribbean Hotel

2. Tropikist Beach Hotel & Resort

3. Windjammer Landing Resort and Residences

4. TRYP by Wyndham Isla Verde

5. The Condado Plaza Hotel

6. The Royal at Atlantis

7. Hampton Inn & Suites San Juan

8. Hotel Riu Montego Bay - Adults Only - All Inclusive

9. Sheraton Puerto Rico Resort & Casino

10. Ciqala Suites Hotel

Top Caribbean Hotel Reviews

The Coral at Atlantis

Renaissance Wind Creek Curacao Resort

Renaissance Wind Creek Aruba Resort

Comfort Suites Paradise Island

Hotel Rumbao, a Tribute Portfolio Hotel

Hotel El Convento

Galleon House Hotel

Sheraton Santo Domingo Hotel

Boutique Hotel Palacio

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Hotels with Early Check-in in Caribbean from ￥22,751

Change your mind

Treat yourself

Be picky

Check availability on Caribbean Hotels with Early Check-in

Our top choices for Caribbean hotels with express check-in

1. Rincon of the Seas - Grand Caribbean Hotel

2. Tropikist Beach Hotel & Resort

3. Windjammer Landing Resort and Residences

4. TRYP by Wyndham Isla Verde

5. The Condado Plaza Hotel

6. The Royal at Atlantis

7. Hampton Inn & Suites San Juan

8. Hotel Riu Montego Bay - Adults Only - All Inclusive

9. Sheraton Puerto Rico Resort & Casino

10. Ciqala Suites Hotel

Top Caribbean Hotel Reviews

The Coral at Atlantis

Explore a world of travel with Expedia