Rolling Hills Holidays

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Top hotels in Rolling Hills

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 S$456 per night from 15 Jul to 16 Jul
S$456
15 Jul - 16 Jul
includes taxes & fees
8.8/10 Excellent! (2,278 reviews)
"We truly enjoyed our experience at Hyatt Regency. It’s super clean and staffs are friendly. It has many pools, restaurants, bars and also free kayaking. The private beach in the back is very nice. We would totally come back."

Reviewed on 26 Jun, 2025

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 S$598 per night from 29 Jun to 30 Jun
S$598
29 Jun - 30 Jun
includes taxes & fees
8.4/10 Very Good! (1,764 reviews)
"The hotel was amazing and the staff was extremely nice and very helpful. Will come back to Faimont Hotel"

Reviewed on 25 Jun, 2025

Fairmont El San Juan Hotel
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 S$292 per night from 28 Jul to 29 Jul
S$292
28 Jul - 29 Jul
includes taxes & fees
8.4/10 Very Good! (1,931 reviews)
"I loved the stay, the only thing I would say is the food is over priced. Check around the area for food options. El Hamburger was great, 10 minute walk and the new reef is excellent about a 20 min drive."

Reviewed on 27 Jun, 2025

Caribe Hilton
See all 3,833 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.

Frequently asked questions

How much does a Rolling Hills holiday package cost?
You'll find cheap prices on Expedia for your Rolling Hills break. However, a range of factors like the length of stay, hotel choice and season will influence how much your holiday to Rolling Hills costs.
What are the cheapest months to go to Rolling Hills?
September, October and November are great times to look for cheap Rolling Hills holiday packages. Choosing to travel in less busy periods means you can typically find reduced prices on hotels and flights.
How many days is enough for Rolling Hills?
With a well-organised itinerary, you can easily hit the top Rolling Hills attractions in a few days. But if you prefer to discover lesser-known spots or go on day tours, consider booking your Rolling Hills holiday for longer.
How to find the best Rolling Hills package deals?
Use Expedia's handy filters to help you find some unbeatable Rolling Hills package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break for midweek, or look for Rolling Hills package deals in the off-peak season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your holiday package well in advance.
Is it cheaper to book a Rolling Hills holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll typically score a better deal than booking each component separately. And you'll still enjoy the freedom to create a tailored Rolling Hills holiday by choosing your preferred airline, accommodation type and car class.
When to book a holiday package to Rolling Hills?
If you have your Rolling Hills holiday dates confirmed, book as soon as you can to grab some outstanding deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are ideal for quick escapes.
How to plan a trip to Rolling Hills?

  1. Choose when to travel: Check your schedule and get packing. Your favourite time of year and the type of activities on offer will also help you decide when to holiday in Rolling Hills.
  2. Set your budget: Factor in costs like flights, transportation and food when working out how much to set aside for your trip to Rolling Hills. Then, pick a property that suits your budget, whether that's a low-cost option or a deluxe retreat.
  3. Work out your trip length: Think about how long you'd like to spend discovering Rolling Hills. Plan your days so you can get to all the attractions and experiences you're interested in without rushing.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a customised Rolling Hills holiday package.

Popular places to visit

Condado Beach featuring kayaking or canoeing, tropical scenes and a beach

Condado Beach

4.5/5(3 reviews)

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

Condado Beach
Escambron Beach

Escambron Beach

4/5(1 review)

Swim in calm waters among colorful fish at a picturesque beach that is regularly voted one of the best in Puerto Rico.

Escambron Beach
El Morro which includes general coastal views and heritage elements

Castillo San Felipe del Morro

5/5(2 reviews)

This walled fortress was once used to protect Puerto Rico from invading colonies, and today offers visitors a dramatic reminder of that history.

Castillo San Felipe del Morro

What to do in Rolling Hills

El Yunque Rainforest Natural Waterslide on a sunny Puerto Rico Day

El Yunque Waterslide and Waterfall Tour with Food and Photos

S$76
per adult
94% of travellers recommend
El Yunque Waterslide and Waterfall Tour with Food and Photos
Puerto Rico: UTV and Can-Am Sightseeing Tours

Puerto Rico: UTV and Can-Am Sightseeing Tours

S$87
per adult
80% of travellers recommend
Puerto Rico: UTV and Can-Am Sightseeing Tours
City Lights / GLOW

LED Kayak Night Glow Tour in Condado Lagoon

S$96
per adult
92% of travellers recommend
LED Kayak Night Glow Tour in Condado Lagoon
See all activities in Rolling Hills

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.