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

DoubleTree by Hilton San Juan
Santurce
Price was CA $1,546, price is now CA $1,373 per person
CA $1,373
per person
May 28 - Jun 1
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to San Juan (SJU)
9/10 Wonderful! (1,003 reviews)
The beach club made the hotel a standout. Location was great and staff were very helpful. The room design was odd, the bathroom design may have looked good on paper, but was not practical.
Reviewed on Mar 26, 2026

Hyatt Regency Grand Reserve Puerto Rico
Zarzal
Price was CA $2,005, price is now CA $1,481 per person
CA $1,481
per person
May 31 - Jun 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
9/10 Wonderful! (2,954 reviews)
Wasn’t our first visit, won’t be our last! We love this resort. Perfect for couples and families. Has never been overcrowded or difficult to enjoy the property and amenities.
Restaurants are solid. Coffee shop and market are amazing and super convenient. Rooms are great (both the bungalows and riserva).
Love that the main pool is 24 hours. Beach access is easy and comfortable.
If you book through Expedia, you’ll be charged an OTA fee. Ours was $117/day.
Reviewed on Mar 26, 2026

The Condado Plaza Hotel
Condado
Price was CA $2,640, price is now CA $2,006 per person
CA $2,006
per person
Apr 26 - May 3
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to San Juan (SJU)
8/10 Very Good! (2,110 reviews)
Absolutely loved this place. Yes, it’s dated. But it had everything i needed to make my quick getaway enjoyable. A special thank you to Louis at the pool side bar. He was incredible. So attentive and thoughtful. 10/10 service from him. Pools. Jacuzzi. Beach. Everything in walking distance. Not much else you could ask for. Also, thank you to Melany, Angel and Andres for the daily text check ins and quick fixes when needed. Definitely returning.
Reviewed on Mar 26, 2026

Condado Vanderbilt Hotel
Condado
Price was CA $2,983, price is now CA $2,339 per person
CA $2,339
per person
Jun 1 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to San Juan (SJU)
9.4/10 Exceptional! (1,702 reviews)
We had a great stay here. Great room and pool area.
Reviewed on Mar 26, 2026

Caribe Hilton
San Juan Antiguo
Price was CA $2,820, price is now CA $2,229 per person
CA $2,229
per person
Apr 26 - May 3
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to San Juan (SJU)
8.6/10 Excellent! (2,603 reviews)
Everything was great except the person at the front desk when we checked in went on and on how many Hilton Honors points we would receive from our stay, and encouraged us to charge everything on the property to the room so we would receive 2X points. So we spent over $1,300 on the property in four days just for that reason when we could have gone elsewhere, only to find out our stay was ineligible for Hilton Honor points since it was booked through Expedia. When I brought this miscommunication to Hilton’s attention, they basically replied “So sad, too bad.”
Reviewed on Mar 25, 2026
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Price found within the past 48 hours. Click for updated prices.

Condado Vanderbilt Hotel
Condado
Price was CA $2,983, price is now CA $2,339 per person
CA $2,339
per person
Jun 1 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to San Juan (SJU)
9.4/10 Exceptional! (1,702 reviews)
We had a great stay here. Great room and pool area.
Reviewed on Mar 26, 2026

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
Mameyes II
Price was CA $2,751, price is now CA $2,731 per person
CA $2,731
per person
May 31 - Jun 6
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to San Juan (SJU)
8.6/10 Excellent! (2,233 reviews)
Would love to stay again
Reviewed on Mar 25, 2026
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Price found within the past 48 hours. Click for updated prices.

The Condado Plaza Hotel
Condado
Price was CA $1,456, price is now CA $1,288 per person
CA $1,288
per person
May 15 - May 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to San Juan (SJU)
8/10 Very Good! (2,110 reviews)
Absolutely loved this place. Yes, it’s dated. But it had everything i needed to make my quick getaway enjoyable. A special thank you to Louis at the pool side bar. He was incredible. So attentive and thoughtful. 10/10 service from him. Pools. Jacuzzi. Beach. Everything in walking distance. Not much else you could ask for. Also, thank you to Melany, Angel and Andres for the daily text check ins and quick fixes when needed. Definitely returning.
Reviewed on Mar 26, 2026

Caribe Hilton
San Juan Antiguo
Price was CA $1,685, price is now CA $1,456 per person
CA $1,456
per person
May 15 - May 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to San Juan (SJU)
8.6/10 Excellent! (2,603 reviews)
Everything was great except the person at the front desk when we checked in went on and on how many Hilton Honors points we would receive from our stay, and encouraged us to charge everything on the property to the room so we would receive 2X points. So we spent over $1,300 on the property in four days just for that reason when we could have gone elsewhere, only to find out our stay was ineligible for Hilton Honor points since it was booked through Expedia. When I brought this miscommunication to Hilton’s attention, they basically replied “So sad, too bad.”
Reviewed on Mar 25, 2026

San Juan Marriott Resort and Stellaris Casino
Condado
Price was CA $1,887, price is now CA $1,661 per person
CA $1,661
per person
May 15 - May 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to San Juan (SJU)
9/10 Wonderful! (1,538 reviews)
Nice property at a great location. A little outdated though in places. Food options are limited
Reviewed on Mar 25, 2026
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Price found within the past 48 hours. Click for updated prices.


Hyatt Regency Grand Reserve Puerto Rico
Zarzal
Price was CA $1,932, price is now CA $1,483 per person
CA $1,483
per person
Jun 12 - Jun 16
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to San Juan (SJU)
9/10 Wonderful! (2,954 reviews)
Wasn’t our first visit, won’t be our last! We love this resort. Perfect for couples and families. Has never been overcrowded or difficult to enjoy the property and amenities.
Restaurants are solid. Coffee shop and market are amazing and super convenient. Rooms are great (both the bungalows and riserva).
Love that the main pool is 24 hours. Beach access is easy and comfortable.
If you book through Expedia, you’ll be charged an OTA fee. Ours was $117/day.
Reviewed on Mar 26, 2026

La Playita
Isla Verde
Price was CA $1,419, price is now CA $1,137 per person
CA $1,137
per person
Apr 26 - Apr 30
found 22 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to San Juan (SJU)
8.6/10 Excellent! (1,019 reviews)
This was a nice, minimalist hotel for our stay. More of a boutique hotel. Just steps from the beach, with some cute pups and kitties on the grounds. The restaurant was ok, not our favorite of the trip, but not bad. Relatively quiet, but if you're sensitive to the sounds of other guests outside your window, then bring earplugs.
Reviewed on Mar 25, 2026
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View all tripsCheap Hotels in Puerto Rico

Costa Bahia Hotel Paseo Caribe
1 Calle San Gerónimo San Juan San Juan
The price is CA $218 per night from Apr 9 to Apr 10
CA $218
CA $237 total
Apr 9 - Apr 10
includes taxes & fees
Book a stay at this business-friendly hotel in San Juan. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful staff and ...
7.4/10 Good! (4,098 reviews)
Friendly and helpful staff.
Reviewed on Mar 27, 2026

Hotel Villa del Sol
#4 Calle Rosa, Isla Verde Carolina
The price is CA $224 per night from Apr 14 to Apr 15
CA $224
CA $253 total
Apr 14 - Apr 15
includes taxes & fees
Stay at this hotel in Carolina. Enjoy a 24-hour front desk, daily housekeeping, and cable TV channels. Our guests praise the pool and the helpful staff in our ...
9.2/10 Wonderful! (1,997 reviews)
We stayed here for 2 nights before our cruise. It was honestly perfect for our needs. We arrived in the middle of the night and were still greeted with a smile. The room was not huge, but perfect for a family of 3 for a couple of nights. It was clean, comfortable and air conditioned. The bathroom ...
Reviewed on Mar 27, 2026

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
6000 Rio Mar Boulevard Río Grande
The price is CA $584 per night from Apr 18 to Apr 19
CA $584
CA $804 total
Apr 18 - Apr 19
includes taxes & fees
Book a stay at this luxury resort in Río Grande. Enjoy 4 outdoor pools, a full-service spa, and 5 restaurants. Our guests praise the pool and the helpful staff ...
8.6/10 Excellent! (2,205 reviews)
Would love to stay again
Reviewed on Mar 25, 2026
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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