Hotels with Early Check-in in Caribbean from $160
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 cities to explore in Caribbean

San Juan
Hotels with Early Check-in
Top Caribbean Hotels with Early Check-in

Rincon of the Seas - Grand Caribbean Hotel
Road 115 Km 12.2, Rincon
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 bar on site, and concierge services and wedding services are also provided.
Pool
Parking included

Tropikist Beach Hotel & Resort
77 Old Store Bay Rd, Crown Point, Tobago
$147 nightly
The price is $160 total per night
$160 total
Sep 30 - Oct 1
Total with taxes and fees
2 outdoor pools, 2 restaurants, and a bar/lounge are among this resort's featured amenities. Relax with a drink at the poolside bar and enjoy free perks like buffet breakfast and valet parking. Free self parking, free WiFi in public areas, and a terrace are also offered.
Pool
Breakfast included

Windjammer Landing Resort and Residences
Labrelotte Bay, Gros Islet
$213 nightly
The price is $241 total per night
$241 total
Oct 16 - Oct 17
Total with taxes and fees
A full-service spa, 7 restaurants, and 6 outdoor pools are all featured at this luxury resort. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Bring the family and enjoy the free kid's club, children's pool, and playground.
Pool
Hot Tub

TRYP by Wyndham Isla Verde
4820 Isla Verde Ave, Carolina
Free Cancellation
Reserve now, pay when you stay
$198 nightly
The price is $216 total per night
$216 total
Sep 21 - Sep 22
Total with taxes and fees
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 WiFi in public areas. Self parking, a library, and express check-out are also offered.

The Condado Plaza Hotel
999 Ashford Avenue, San Juan
Free Cancellation
Reserve now, pay when you stay
$222 nightly
The price is $242 total per night
$242 total
Oct 1 - Oct 2
Total with taxes and fees
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 umbrellas. A bar/lounge, a 24-hour front desk, and a poolside bar are also provided.
Pool
Restaurant

The Royal at Atlantis
Paradise Beach Drive, Paradise Island, New Providence
This resort features a private beach, a golf course, and free water park access. Relax with sun loungers and enjoy a refreshing drink at one of the 6 beach bars. There's fun for all ages with a lazy river and a children's club, and in-room childcare is an added bonus.
On private beach
Pool

Hampton Inn & Suites San Juan
6530 Isla Verde Avenue, Carolina
Free Cancellation
Reserve now, pay when you stay
$184 nightly
The price is $201 total per night
$201 total
Sep 23 - Sep 24
Total with taxes and fees
This hotel features an outdoor pool, a hot tub, and a restaurant. Business travelers can take advantage of the free WiFi in public areas. Enjoy the gym and free buffet breakfast each morning.

Hotel Riu Montego Bay - Adults Only - All Inclusive
Mahoe Bay, Ironshore, Montego Bay, Saint James
$258 nightly
The price is $301 total per night
$301 total
Sep 23 - Sep 24
Total with taxes and fees
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. Enjoy a meal in one of the 4 restaurants and perks like free buffet breakfast and free self parking.

Sheraton Puerto Rico Resort & Casino
200 Convention Boulevard, San Juan
Free Cancellation
Reserve now, pay when you stay
$270 nightly
The price is $300 total per night
$300 total
Sep 28 - Sep 29
Total with taxes and fees
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 with a drink at one of the 4 bars/lounges and enjoy freebies like WiFi in public areas and a beach shuttle.

Ciqala Suites Hotel
752 Manuel Fernandez Juncos Ave, San Juan
$147 nightly
The price is $160 total per night
$160 total
Sep 23 - Sep 24
Total with taxes and fees
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 terrace and free perks like cooked-to-order breakfast and free self parking.

San Juan Airport Hotel
LMM International Airport, Terminal D Airport Hotel (SJU), Carolina
$255 nightly
The price is $275 total per night
$275 total
Sep 18 - Sep 19
Total with taxes and fees
This hotel features 10 beach bars, a bar/lounge, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and free full breakfast each morning.

Hotel Rumbao, a Tribute Portfolio Hotel
100 Brumbaugh Street, San Juan, Puerto Rico
Free Cancellation
Reserve now, pay when you stay
$182 nightly
The price is $198 total per night
$198 total
Sep 21 - Sep 22
Total with taxes and fees
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, and valet parking. There's a bar/lounge on site, and concierge services and wedding services are also provided.
Pool
Pet friendly
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 Hotels with Early Check-in essential information
Hotels with Early Check-in in Caribbean |
24 |
---|---|
Highest price | $301 |
Cheapest price | $160 |
Total number of hotels in Caribbean | 82,008 |
Popular hotels | Rincon of the Seas - Grand Caribbean Hotel, Tropikist Beach Hotel & Resort, Windjammer Landing Resort and Residences, TRYP by Wyndham Isla Verde, The Condado Plaza Hotel, The Royal at Atlantis, Hampton Inn & Suites San Juan, Hotel Riu Montego Bay - Adults Only - All Inclusive, Sheraton Puerto Rico Resort & Casino, Ciqala Suites Hotel, San Juan Airport Hotel, Hotel Rumbao, a Tribute Portfolio Hotel |
Recent Caribbean hotel reviews by fellow wanderers

Hotel Rumbao, a Tribute Portfolio Hotel
5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Fantastic staff. Hotel is beautifully maintained. Close to old San Juan shopping and tourism! We loved our stay."
A verified traveler stayed at Hotel Rumbao, a Tribute Portfolio Hotel
Hotels with Early Check-in in Caribbean
Types of hotels
Most popular
Hotels
Flights
Packages
- Turks and Caicos Vacations
- U.S. Virgin Islands All Inclusive Vacation Packages
- Bahamas Vacations
- Jamaica All Inclusive Vacation Packages
- St. Thomas Vacations
- Bahamas All Inclusive Vacation Packages
- Aruba Vacations
- St. Thomas All Inclusive Vacation Packages
- St. Croix Island Vacations
- St. Lucia Vacations
- U.S. Virgin Islands Vacations
- Aruba All Inclusive Vacation Packages
- Dominican Republic Vacations
- Puerto Rico Vacations
- Curaçao Vacations
- Jamaica Vacations