Caribbean Islands Cheap Holidays
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Top flight + Cheap hotel deals in Caribbean Islands
Price found within the past 48 hours. Click for updated prices.
The Condado Plaza Hotel
Condado
per person
19 Sept - 22 Sept
found 10 hours ago
Return direct flight included
Chicago (ORD) to San Juan (SJU)
7.8/10 Good! (1,504 reviews)
Second time staying here, always up to expectations. Either side of building has balconies with beautiful views. It has beach access and a swim up bar. Walking distance to the beach, restaurants, and gift shops. Would recommend to anyone coming to PR.
Reviewed on 15 Aug 2025
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Price found within the past 48 hours. Click for updated prices.
The Condado Plaza Hotel
Condado
per person
19 Sept - 22 Sept
found 10 hours ago
Return direct flight included
Chicago (ORD) to San Juan (SJU)
7.8/10 Good! (1,504 reviews)
Second time staying here, always up to expectations. Either side of building has balconies with beautiful views. It has beach access and a swim up bar. Walking distance to the beach, restaurants, and gift shops. Would recommend to anyone coming to PR.
Reviewed on 15 Aug 2025
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View all tripsTop Cheap Caribbean Islands Hotels
Comfort Suites Paradise Island
Paradise Island Drive, Paradise Island, New Providence
Stay at this 4-star business-friendly hotel in Paradise Island. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the pool ...
8.2/10 Very Good! (1,928 reviews)
"Proximity to Atlantis resort"
Reviewed on 13 Aug 2025
Coral by the Sea Hotel
Calle Rosa 2, Carolina
Stay at this 3-star hotel in Carolina. Enjoy free Wi-Fi, 2 restaurants and parking (surcharge). Our guests praise the helpful staff and the clean rooms in their ...
6/10 (1,878 reviews)
"Liked the convenient location,near to all food locations,plus the restaurant in the building was more convenient and friendly staff."
Reviewed on 11 Aug 2025
Breezes Resort Bahamas All Inclusive
1 Breezes Lane, Cable Beach, Nassau, New Providence
Stay at this 3-star beach hotel in Nassau. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the pool in their reviews. ...
7.4/10 Good! (1,922 reviews)
"Nice quiet resort. Food was excellent, staff was friendly. The pools and beach were wonderful. Only down side is that the rooms are very outdated. Other then that, i would would visit again"
Reviewed on 15 Aug 2025
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.