Rolling Hills Holidays from AU$685

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AU$2,500 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

Your Rolling Hills Holiday

Book a Rolling Hills holiday package and get ready to experience all this lively city has to offer. Consider staying in the neighbourhood of Isla Verde, which is good for watersports, families and nightlife. If your trip to Rolling Hills includes a little sightseeing, drop by famous attractions like Jose Miguel Agrelot Coliseum, Carolina Beach and Isla Verde Beach. That dream Rolling Hills holiday is just clicks away. Explore flights, hotels and more on Expedia for an adventure that's tailored to suit your style.

The Latest Rolling Hills Holiday 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 AU$868, price is now AU$685 per person
AU$685
per person
8 Jan - 11 Jan
found 6 hours ago
Return direct flight included
Richmond (RIC) to San Juan (SJU)
7.2/10 Good! (895 reviews)

Aura House Isla Verde

Aura House Isla Verde

3 out of 5
Isla Verde
Price was AU$1,096, price is now AU$825 per person
AU$825
per person
8 Jan - 11 Jan
found 6 hours ago
Return direct flight included
Richmond (RIC) to San Juan (SJU)
7.6/10 Good! (395 reviews)
The day I got there, there was water on the floor in the bedroom & bathroom area. Also, the AC was set at 77° and it wouldn't turn down. I asked several days in a row for housekeeping, finally Wednesday the room was cleaned. It took them until Thursday to fix the AC. Every day they will tell me it was fixed, until I got back to the room and found out it wasn't. Also, everytime you take a shower, water goes outside the shower, as there is no door, curtain or anything to keep the water from going outside of the shower. I will definitely stay away from this place.

Reviewed on 7 Nov 2026

DUNA by DW

DUNA by DW

3.5 out of 5
Santurce
Price was AU$1,553, price is now AU$1,224 per person
AU$1,224
per person
8 Jan - 11 Jan
found 6 hours ago
Return direct flight included
Richmond (RIC) to San Juan (SJU)
9.4/10 Exceptional! (101 reviews)

Fairmont El San Juan Hotel

Fairmont El San Juan Hotel

5 out of 5
Isla Verde
Price was AU$2,363, price is now AU$1,908 per person
AU$1,908
per person
8 Jan - 11 Jan
found 6 hours ago
Return direct flight included
Richmond (RIC) to San Juan (SJU)
8.6/10 Excellent! (2,244 reviews)

Hyatt Regency Grand Reserve Puerto Rico

Hyatt Regency Grand Reserve Puerto Rico

4 out of 5
Zarzal
Price was AU$1,682, price is now AU$1,406 per person
AU$1,406
per person
8 Jan - 11 Jan
found 6 hours ago
Return direct flight included
Richmond (RIC) to San Juan (SJU)
9.2/10 Wonderful! (3,497 reviews)
Friendly people-clean!

Reviewed on 7 Nov 2026

Rolling Hills Holiday

Rolling Hills Essential Information

Language
Spanish
Currency
U.S dollars
Local Welcome
¡Hola!
Local Goodbye
Adiós
Closest Airport
Luis Munoz Marin Intl. Airport (SJU)
Max Temp Winter
27ºC
Max Temp Summer
27ºC
Top Sights
Carolina Beach, Isla Verde Beach and Balneario de Carolina

Our pick of the best Rolling Hills Hotel Deals

Embassy Suites by Hilton San Juan Hotel & Casino

Embassy Suites by Hilton San Juan Hotel & Casino

3.5 out of 5
8000 Tartak Street Carolina
Fully refundableReserve now, pay when you stay
The price is AU$331 per night from 10 Nov to 11 Nov
AU$331
10 Nov - 11 Nov
includes taxes & fees
Embassy Suites by Hilton San Juan Hotel & Casino
AC Hotel by Marriott San Juan Condado

AC Hotel by Marriott San Juan Condado

4 out of 5
1369 Ashford Avenue San Juan
Fully refundableReserve now, pay when you stay
The price is AU$406 per night from 25 Nov to 26 Nov
AU$406
25 Nov - 26 Nov
includes taxes & fees
8.6/10 Excellent! (1,265 reviews)
"Todo muy bien"

Reviewed on 8 Nov 2026

AC Hotel by Marriott San Juan Condado
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 AU$695 per night from 1 Dec to 2 Dec
AU$695
1 Dec - 2 Dec
includes taxes & fees
The Royal Sonesta San Juan
See all 4,774 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 Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

What to do in Rolling Hills

El Yunque Rainforest Guided Hiking with Waterfall Tour

El Yunque Rainforest Guided Hiking Tour

AU$127
per traveller
96% of travellers recommend
El Yunque Rainforest Guided Hiking Tour
San Juan: Casa Bacardi Distillery Tour

San Juan: Casa Bacardi Distillery Tour

AU$64
per adult
92% of travellers recommend
San Juan: Casa Bacardi Distillery Tour
All inclusive Culebra snorkeling tour

All-Inclusive Culebra Beach & Snorkel Adventure

AU$220
per adult
88% of travellers recommend
All-Inclusive Culebra Beach & Snorkel Adventure
See all activities in Rolling Hills

Frequently asked questions

How much does a Rolling Hills holiday package cost?
You'll find cheap prices from AU$685 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.

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