Rolling Hills Vacation Packages

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Your Rolling Hills Vacation

Say farewell to the worries of planning and hello to a Rolling Hills vacation package. With everything organized before you go, you can focus on discovering the best of this city, starting with Jaguas, which is great for nature, watersports and hiking. Fill your schedule with tours of Jose Miguel Agrelot Coliseum, Carolina Beach and Isla Verde Beach, some of the top attractions you just have to see during your trip to Rolling Hills. Don't put off your visit to this city any longer. Your dream Rolling Hills vacation is a couple of clicks away with Expedia.

Top Rolling Hills Vacation Deals

Price found within the past 48 hours. Click for updated prices.
La Calma Poshtel

La Calma Poshtel

2 out of 5
Santurce
Price was CA $1,079, price is now CA $729 per person
CA $729
per person
Sep 5 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to San Juan (SJU)
7.2/10 Good! (795 reviews)
Room was clean, self check in was easy. Only downside is parking. Luckily I didn’t have any trouble as I didn’t get a rental. Overall 10/10.

Reviewed on Jun 8, 2026

Signature Collection at Rio Mar

Signature Collection at Rio Mar

5 out of 5
Mameyes II
Price was CA $8,189, price is now CA $5,123 per person
CA $5,123
per person
Aug 24 - Aug 29
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to San Juan (SJU)
No reviews
Coral by the Sea Hotel

Coral by the Sea Hotel

3 out of 5
Isla Verde
Price was CA $1,538, price is now CA $1,019 per person
CA $1,019
per person
Sep 5 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to San Juan (SJU)
6.4/10 (2,414 reviews)
Nice for and in and out

Reviewed on Jun 20, 2026

Lazy Parrot Inn

Lazy Parrot Inn

3 out of 5
Price was CA $1,536, price is now CA $1,036 per person
CA $1,036
per person
Sep 3 - Sep 7
found 3 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to San Juan (SJU)
9.2/10 Wonderful! (1,003 reviews)
Me gusta mucho. Es un área tranquila y bonita para descanso.

Reviewed on Jun 19, 2026

El Oasis Hotel

El Oasis Hotel

4.5 out of 5
Price was CA $1,433, price is now CA $967 per person
CA $967
per person
Aug 12 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to San Juan (SJU)
9.4/10 Exceptional! (222 reviews)
Deseo destacar la excelente atención brindada por Jonathan Bonet durante nuestra estadía. Desde nuestra llegada se mostró sumamente atento, amable y servicial, asegurándose de que tuviéramos una experiencia agradable. Nos ofreció un recorrido completo por las instalaciones, explicándonos detalladamente las normas, procedimientos y facilidades disponibles. Su profesionalismo, disposición para ayudar y conocimiento del lugar hicieron que nos sintiéramos bien recibidos y orientados en todo momento. Sin duda, su servicio al cliente fue excepcional y contribuyó significativamente a que nuestra experiencia fuera tan positiva.

Reviewed on Jun 12, 2026

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Rolling Hills Hotel Deals

Caribe Hilton

Caribe Hilton

4.5 out of 5
1 San Geronimo Street San Juan
Fully refundableReserve now, pay when you stay
The price is CA $347 per night from Jul 19 to Jul 20
CA $347
CA $455 total
Jul 19 - Jul 20
includes taxes & fees
8.6/10 Excellent! (2,833 reviews)
"No lo recomiendo ! Muy buena ubicación y concepto pero muy mal mantenimiento de áreas comunes! Problemas graves con el aire acondicionado! No placentero"

Reviewed on Jun 19, 2026

Caribe Hilton
Hyatt Regency Grand Reserve Puerto Rico

Hyatt Regency Grand Reserve Puerto Rico

4 out of 5
200 Coco Beach Blvd. Highway 955-I Río Grande
Fully refundableReserve now, pay when you stay
The price is CA $316 per night from Jun 23 to Jun 24
CA $316
CA $406 total
Jun 23 - Jun 24
includes taxes & fees
9/10 Wonderful! (2,986 reviews)
"My family and I had a great stay at Hyatt Regency Grand Reserve. The staff was so friendly, they upgraded us to a beautiful Villa, and not to mention all the food at every single restaurant (even poolside bar & room service) was delicious. Already planning our next visit back!"

Reviewed on Jun 20, 2026

Hyatt Regency Grand Reserve Puerto Rico
Fairmont El San Juan Hotel

Fairmont El San Juan Hotel

5 out of 5
6063 Isla Verde Avenue Carolina
Fully refundableReserve now, pay when you stay
The price is CA $522 per night from Jun 23 to Jun 24
CA $522
CA $737 total
Jun 23 - Jun 24
includes taxes & fees
8.6/10 Excellent! (2,087 reviews)
"Room would not cool. Water seeped out of shower into hallway. Called maintenance and they could not fix it."

Reviewed on Jun 20, 2026

Fairmont El San Juan Hotel
See all 4,496 properties in Rolling Hills
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
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Discover the most popular places to visit in Rolling Hills

Condado Beach

Condado Beach

This beach within the bustling city of San Juan is the perfect place to relax for a few hours.

Condado Beach
Luquillo Beach

Luquillo Beach

Sample local street food or doze under a palm tree on this picturesque stretch of coast.

Luquillo Beach
An aerial view of west beach residences Dorado Beach Resort in Puerto Rico, capturing both the coastline and the adjacent golf course. To the left, the coastline runs along the blue waters.

Dorado Beach

If a restful vacation is part of your travel plans, Dorado Beach might be the perfect place to seek out during your trip to San Juan. While you're in the area, stroll along the seaside.

Dorado Beach

What to do in Rolling Hills

Luquillo Beach Horse Ride from Carabalí Rainforest Adventure Park

Luquillo Beach Horse Ride from Carabalí Rainforest Adventure Park

CA $227
per adult
100% of travellers recommend
Luquillo Beach Horse Ride from Carabalí Rainforest Adventure Park
Best of Old San Juan Walking Tour with El Morro Entry

Best of Old San Juan Walking Tour with El Morro Entry

CA $68
per adult
96% of travellers recommend
Best of Old San Juan Walking Tour with El Morro Entry
El Yunque Rainforest Guided Hiking with Waterfall Tour

El Yunque Rainforest Guided Hiking Tour

CA $122
per traveller
96% of travellers recommend
El Yunque Rainforest Guided Hiking Tour
See all activities in Rolling Hills

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.