
Puerto Rico Island Cheap Vacations
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Flight and Cheap hotel deals in Puerto Rico Island
Price found within the past 48 hours. Click for updated prices.

DoubleTree by Hilton San Juan
Santurce
Price was CA $666, price is now CA $469 per person
CA $469
per person
Oct 20 - Oct 23
found 1 day ago
Roundtrip flight included
Washington (DCA) to San Juan (SJU)
8.8/10 Excellent! (1,013 reviews)
The staff were very nice! The hotel is clean and the pool is open 24/7. Every floor has an ice machine and filtered water. The hotel location is great! Near super market, eateries and beach.
Reviewed on Aug. 19, 2025

Hyatt Regency Grand Reserve Puerto Rico
Zarzal
Price was CA $1,669, price is now CA $985 per person
CA $985
per person
Oct 20 - Oct 23
found 1 day ago
Roundtrip flight included
Washington (DCA) to San Juan (SJU)
9/10 Wonderful! (2,446 reviews)
I had a truly wonderful stay at this resort! From the moment I arrived, I felt safe, comfortable, and completely relaxed. The grounds were absolutely beautiful with palm trees and birds everywhere, creating such a peaceful and tropical atmosphere.
The pools were huge, clean, and inviting. One of the highlights was being able to swim at night, which made the experience even more magical. There were also gift shops, complimentary drinks, and a good variety of food options that made dining easy and enjoyable.
The resort was also very convenient. Transportation was available to and from other destinations, including the airport, and the tour desk made it simple to book excursions, activities, and rides whenever needed.
Overall, it was an exotic and relaxing experience that I would highly recommend to anyone looking for a safe, beautiful, and stress-free getaway. I can’t wait to return!
Reviewed on Aug. 19, 2025

Condado Vanderbilt Hotel
Condado
Price was CA $1,437, price is now CA $958 per person
CA $958
per person
Sep 20 - Sep 24
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
9.2/10 Wonderful! (1,530 reviews)
We booked two nights before the cruise and, hoping for a five star experience, selected an ocean view room. However, the room was a big disappointment. It was on the second floor overlooking the roof and pipes with the ocean visible only from the furthest side of the window. We thought it was an honest mistake and tried talking to the front desk but they said it is an ocean view, not ocean front, so that’s what we get. Outside of the disappointment with our room, the staff at this hotel are very nice and friendly. The food was expensive and hit and miss. At the Mexican restaurant, we waited for over an hour to get our food. The hotel itself has great facilities and very nice hot tubs and swimming places but we had to pay extra fees at check in for facility usage that apparently was not included when we booked the room through Expedia. Experience versus value, I do not believe we got our money’s worth.
Reviewed on Aug. 19, 2025

Margaritaville Vacation Club by Wyndham - Rio Mar
Mameyes II
Price was CA $2,540, price is now CA $1,859 per person
CA $1,859
per person
Oct 31 - Nov 5
found 1 day ago
Roundtrip flight included
Calgary (YYC) to San Juan (SJU)
9/10 Wonderful! (281 reviews)
Such a beautiful resort . Only thing that was disappointing was the fact that it was far from everything.
Reviewed on Jun. 25, 2025

The Condado Plaza Hotel
Condado
Price was CA $710, price is now CA $544 per person
CA $544
per person
Oct 20 - Oct 23
found 1 day ago
Roundtrip flight included
Washington (DCA) to San Juan (SJU)
7.8/10 Good! (1,504 reviews)
Small issue with our room when we arrived. It wasn’t finished. Went to the front desk and requested a new room. First young lady we checked in with wasn’t very friendly. The second young lady was more pleasant and informative. When they think you aren’t Spanish they treat you a little different. Thank goodness my wife is Latina. Complementary drink tickets and complementary breakfast buffet. It’s a shame that this goes on.
Reviewed on Aug. 19, 2025
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View all trips5* Cheap holidays in Puerto Rico Island
Price found within the past 48 hours. Click for updated prices.

Condado Vanderbilt Hotel
Condado
Price was CA $1,437, price is now CA $958 per person
CA $958
per person
Sep 20 - Sep 24
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
9.2/10 Wonderful! (1,530 reviews)
We booked two nights before the cruise and, hoping for a five star experience, selected an ocean view room. However, the room was a big disappointment. It was on the second floor overlooking the roof and pipes with the ocean visible only from the furthest side of the window. We thought it was an honest mistake and tried talking to the front desk but they said it is an ocean view, not ocean front, so that’s what we get. Outside of the disappointment with our room, the staff at this hotel are very nice and friendly. The food was expensive and hit and miss. At the Mexican restaurant, we waited for over an hour to get our food. The hotel itself has great facilities and very nice hot tubs and swimming places but we had to pay extra fees at check in for facility usage that apparently was not included when we booked the room through Expedia. Experience versus value, I do not believe we got our money’s worth.
Reviewed on Aug. 19, 2025

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
Mameyes II
Price was CA $1,652, price is now CA $1,445 per person
CA $1,445
per person
Sep 19 - Sep 23
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to San Juan (SJU)
8.6/10 Excellent! (2,100 reviews)
Beautiful! Very clean
Reviewed on Aug. 18, 2025
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See all available trips from Columbus to Puerto Rico Island
View all trips3 Night Cheap holidays in Puerto Rico Island
Price found within the past 48 hours. Click for updated prices.

DoubleTree by Hilton San Juan
Santurce
Price was CA $666, price is now CA $469 per person
CA $469
per person
Oct 20 - Oct 23
found 1 day ago
Roundtrip flight included
Washington (DCA) to San Juan (SJU)
8.8/10 Excellent! (1,013 reviews)
The staff were very nice! The hotel is clean and the pool is open 24/7. Every floor has an ice machine and filtered water. The hotel location is great! Near super market, eateries and beach.
Reviewed on Aug. 19, 2025

Hyatt Regency Grand Reserve Puerto Rico
Zarzal
Price was CA $1,669, price is now CA $985 per person
CA $985
per person
Oct 20 - Oct 23
found 1 day ago
Roundtrip flight included
Washington (DCA) to San Juan (SJU)
9/10 Wonderful! (2,446 reviews)
I had a truly wonderful stay at this resort! From the moment I arrived, I felt safe, comfortable, and completely relaxed. The grounds were absolutely beautiful with palm trees and birds everywhere, creating such a peaceful and tropical atmosphere.
The pools were huge, clean, and inviting. One of the highlights was being able to swim at night, which made the experience even more magical. There were also gift shops, complimentary drinks, and a good variety of food options that made dining easy and enjoyable.
The resort was also very convenient. Transportation was available to and from other destinations, including the airport, and the tour desk made it simple to book excursions, activities, and rides whenever needed.
Overall, it was an exotic and relaxing experience that I would highly recommend to anyone looking for a safe, beautiful, and stress-free getaway. I can’t wait to return!
Reviewed on Aug. 19, 2025

Condado Vanderbilt Hotel
Condado
Price was CA $1,185, price is now CA $807 per person
CA $807
per person
Sep 27 - Sep 30
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to San Juan (SJU)
9.2/10 Wonderful! (1,530 reviews)
We booked two nights before the cruise and, hoping for a five star experience, selected an ocean view room. However, the room was a big disappointment. It was on the second floor overlooking the roof and pipes with the ocean visible only from the furthest side of the window. We thought it was an honest mistake and tried talking to the front desk but they said it is an ocean view, not ocean front, so that’s what we get. Outside of the disappointment with our room, the staff at this hotel are very nice and friendly. The food was expensive and hit and miss. At the Mexican restaurant, we waited for over an hour to get our food. The hotel itself has great facilities and very nice hot tubs and swimming places but we had to pay extra fees at check in for facility usage that apparently was not included when we booked the room through Expedia. Experience versus value, I do not believe we got our money’s worth.
Reviewed on Aug. 19, 2025
Don't see what you're looking for?
See all available trips from Columbus to Puerto Rico Island
View all trips4 Night Cheap holidays in Puerto Rico Island
Price found within the past 48 hours. Click for updated prices.


Condado Vanderbilt Hotel
Condado
Price was CA $1,437, price is now CA $958 per person
CA $958
per person
Sep 20 - Sep 24
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
9.2/10 Wonderful! (1,530 reviews)
We booked two nights before the cruise and, hoping for a five star experience, selected an ocean view room. However, the room was a big disappointment. It was on the second floor overlooking the roof and pipes with the ocean visible only from the furthest side of the window. We thought it was an honest mistake and tried talking to the front desk but they said it is an ocean view, not ocean front, so that’s what we get. Outside of the disappointment with our room, the staff at this hotel are very nice and friendly. The food was expensive and hit and miss. At the Mexican restaurant, we waited for over an hour to get our food. The hotel itself has great facilities and very nice hot tubs and swimming places but we had to pay extra fees at check in for facility usage that apparently was not included when we booked the room through Expedia. Experience versus value, I do not believe we got our money’s worth.
Reviewed on Aug. 19, 2025

The Tryst Beachfront Hotel
Condado
Price was CA $1,268, price is now CA $853 per person
CA $853
per person
Sep 26 - Sep 30
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to San Juan (SJU)
8/10 Very Good! (528 reviews)
This property was very clean. The people that worked there very nice totally recommend.
Reviewed on Aug. 20, 2025
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View all tripsCheap Hotels in Puerto Rico Island

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
6000 Rio Mar Boulevard, Río Grande
Stay at this 5-star luxury resort in Río Grande. Enjoy 4 outdoor pools, a full-service spa, and 6 restaurants. Our guests praise the pool and the helpful staff ...
8.6/10 Excellent! (2,133 reviews)
"Beautiful! Very clean"
Reviewed on Aug. 18, 2025

Hotel Villa del Sol
#4 Calle Rosa, Isla Verde, Carolina
Stay at this 3-star hotel in Carolina. Enjoy a 24-hour front desk, daily housekeeping, and cable TV channels. Our guests praise the pool and the helpful staff ...
9/10 Wonderful! (1,803 reviews)
"I enjoyed my stay here! AC was great, showers clean, beds comfortable, and the pool was nice. There's a cute little area for you to purchase snacks or drinks, which I like a lot. The only thing is that if you stay on the first floor, you'll see some ants in the room but it wasn't serious"
Reviewed on Aug. 18, 2025

Condado Palm Inn San Juan, Tapestry Collection by Hilton
55 Condado Avenue, San Juan
Book a stay at this business-friendly hotel in San Juan. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant ...
8.4/10 Very Good! (625 reviews)
"Beautiful place. Highly recommend it. Perfect location."
Reviewed on Aug. 17, 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.
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