Rolling Hills Vacations from ¥151,858

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ¥45,448 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Rolling Hills Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Mata e' Platano Guesthouse
OLV Fifty Five - Adults Only
Aire de O:live
Ola Boutique Hotel
The Condado Plaza Hotel

Find the Best Rolling Hills Vacation Packages

Rolling Hills Hotel Deals

La Concha Resort, Puerto Rico, Autograph Collection

La Concha Resort, Puerto Rico, Autograph Collection

4 out of 5
1077 Ashford Ave Condado San Juan
Fully refundableReserve now, pay when you stay
The price is ¥74,592 per night from Feb 1 to Feb 2
¥74,592
¥92,713 total
Feb 1 - Feb 2
includes taxes & fees
9/10 Wonderful! (2,385 reviews)
Second time was just as good as the first

Reviewed on Jan 22, 2026

La Concha Resort, Puerto Rico, Autograph Collection
Costa Bahia Hotel Paseo Caribe

Costa Bahia Hotel Paseo Caribe

3.5 out of 5
1 Calle San Gerónimo San Juan San Juan
7.4/10 Good! (3,856 reviews)
All good

Reviewed on Jan 27, 2026

Costa Bahia Hotel Paseo Caribe
The Royal Sonesta San Juan

The Royal Sonesta San Juan

4 out of 5
5961 Isla Verde Avenue Carolina
Fully refundableReserve now, pay when you stay
The price is ¥70,016 per night from Feb 1 to Feb 2
¥70,016
¥93,107 total
Feb 1 - Feb 2
includes taxes & fees
9/10 Wonderful! (2,246 reviews)
Exceptional staff

Reviewed on Jan 28, 2026

The Royal Sonesta San Juan
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.

Discover the most popular places to visit in Rolling Hills

What to do in Rolling Hills

Explore a world of travel with Expedia

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