Hotels with Early Check-in in Caribbean Islands from $148

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Top Caribbean Islands Hotels with Early Check-in

Windjammer Landing Villa Beach Resort

Windjammer Landing Villa Beach Resort

4.5 out of 5
Labrelotte Bay, Gros Islet
Free Cancellation
Reserve now, pay when you stay
The price is $252 per night
$252
per night
Jun 1 - Jun 2
A full-service spa, 5 restaurants, and 6 outdoor pools are all featured at this eco-certified resort. Dine at the beachfront restaurant and relax with beach ...
Hampton Inn & Suites San Juan

Hampton Inn & Suites San Juan

3 out of 5
6530 Isla Verde Avenue, Carolina
Free Cancellation
Reserve now, pay when you stay
The price is $204 per night
$204
per night
Jun 16 - Jun 17
This hotel features an outdoor pool, a spa tub, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...
Rincon of the Seas - Grand Caribbean Hotel

Rincon of the Seas - Grand Caribbean Hotel

3 out of 5
Road 115 Km 12.2, Rincon
Free Cancellation
Reserve now, pay when you stay
The price is $197 per night
$197
per night
May 28 - May 29
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the a rooftop terrace and perks like free self parking and free WiFi. There's a poolside ...
The Royal at Atlantis

The Royal at Atlantis

4 out of 5
Paradise Beach Drive, Paradise Island, New Providence
Get rates
This resort features a private beach, free water park access, and a casino. Enjoy a day at the beach snorkeling, or relax with sun loungers. There's fun for ...
Riu Montego Bay - Adults Only - All Inclusive

Riu Montego Bay - Adults Only - All Inclusive

4 out of 5
Mahoe Bay, Ironshore, Montego Bay, Saint James
The price is $330 per night
$330
per night
May 28 - May 29
This all-inclusive property features free water park access, a full-service spa, and a nightclub. Enjoy a day at the beach snorkeling, or relax with sun loungers. ...
Sheraton Puerto Rico Resort & Casino

Sheraton Puerto Rico Resort & Casino

4 out of 5
200 Convention Boulevard, San Juan
Free Cancellation
Reserve now, pay when you stay
The price is $260 per night
$260
per night
Jun 16 - Jun 17
This smoke-free hotel features a casino, a full-service spa, and 4 restaurants. Bring the family and enjoy the children's pool and kid-friendly dining. Unwind ...
Hotel Rumbao, a Tribute Portfolio Hotel by Marriott

Hotel Rumbao, a Tribute Portfolio Hotel by Marriott

4 out of 5
100 Brumbaugh Street, San Juan, Puerto Rico
Free Cancellation
The price is $169 per night
$169
per night
Jun 9 - Jun 10
This hotel features an outdoor pool, A 24-hour gym, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, ...
TRYP by Wyndham Isla Verde

TRYP by Wyndham Isla Verde

3.5 out of 5
4820 Isla Verde Ave, Carolina
Free Cancellation
Reserve now, pay when you stay
The price is $216 per night
$216
per night
Jun 9 - Jun 10
This smoke-free hotel includes 2 restaurants, an outdoor pool, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free ...
San Juan Airport Hotel

San Juan Airport Hotel

3 out of 5
LMM International Airport, Terminal D Airport Hotel (SJU), Carolina
The price is $206 per night
$206
per night
May 28 - May 29
This smoke-free hotel features 2 spa tubs, a 24-hour gym, and a restaurant. Family-friendly amenities include an arcade/game room and kid-friendly dining, along ...
Tropikist Beach Hotel & Resort

Tropikist Beach Hotel & Resort

3 out of 5
77 Old Store Bay Rd, Crown Point, Tobago
The price is $148 per night
$148
per night
May 29 - May 30
2 outdoor pools, 2 restaurants, and a bar/lounge are among this resort's featured amenities. Relax with a drink at the swim-up bar and enjoy free perks like ...
The Condado Plaza Hotel

The Condado Plaza Hotel

4 out of 5
999 Ashford Avenue, San Juan
Free Cancellation
Reserve now, pay when you stay
The price is $278 per night
$278
per night
Jun 16 - Jun 17
This smoke-free resort features 2 restaurants, 2 outdoor pools, and a 24-hour gym. Spend a day at the beach snorkeling, or relax with sun loungers and beach ...
CIQALA Luxury Suites

CIQALA Luxury Suites

4 out of 5
752 Manuel Fernandez Juncos Ave, San Juan
The price is $174 per night
$174
per night
May 28 - May 29
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Enjoy the a rooftop ...
Don't see what you're looking for?
See all available properties in Caribbean Islands
View all properties
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.

Caribbean Islands hotels essential information

Accommodation
76,347 hotels
Lowest Price
$148
Highest Price
$330
Popular hotels
Rincon of the Seas - Grand Caribbean Hotel, Tropikist Beach Hotel & Resort, Windjammer Landing Villa Beach Resort, TRYP by Wyndham Isla Verde, The Condado Plaza Hotel, The Royal at Atlantis, Hampton Inn & Suites San Juan, Riu Montego Bay - Adults Only - All Inclusive, Sheraton Puerto Rico Resort & Casino, CIQALA Luxury Suites, San Juan Airport Hotel, Hotel Rumbao, a Tribute Portfolio Hotel by Marriott

Recent Caribbean Islands hotel reviews by fellow wanderers

Riu Montego Bay - Adults Only - All Inclusive

Riu Montego Bay - Adults Only - All Inclusive

5 out of 5
Posted 1 day ago
Travelocity Verified Review
"I enjoyed my stay- staff were friendly and inviting. Hotel was clean."
A verified traveler stayed at Riu Montego Bay - Adults Only - All Inclusive
Riu Montego Bay - Adults Only - All Inclusive

Explore more Hotels with Early Check-in

Types of hotels

Hotels by star rating