Rolling Hills Holidays from £1,013

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Your Rolling Hills Holiday

Say farewell to the worries of planning and hello to a Rolling Hills holiday package. With everything organised 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 holiday is a couple of clicks away with Expedia.

Top Rolling Hills Flight + Hotel 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 £1,348, price is now £1,013 per person
£1,013
per person
15 Jan - 22 Jan
found 1 day ago
Return direct flight included
London (LHR) to San Juan (SJU)
7.2/10 Good! (895 reviews)

DREAMCATCHER by DW - ADULTS ONLY

DREAMCATCHER by DW - ADULTS ONLY

3.5 out of 5
Santurce
Price was £2,333, price is now £1,759 per person
£1,759
per person
15 Jan - 22 Jan
found 1 day ago
Return direct flight included
London (LHR) to San Juan (SJU)
9.4/10 Exceptional! (1,001 reviews)

Bahia Urbana Hotel

Bahia Urbana Hotel

2 out of 5
Puerta de Tierra
Price was £1,737, price is now £1,337 per person
£1,337
per person
15 Jan - 22 Jan
found 1 day ago
Return direct flight included
London (LHR) to San Juan (SJU)
8.2/10 Very good! (674 reviews)
Room was perfect and spacious. Located in the middle of San Juan so I was able to walk to the beach and Old San Juan. Yes, got my steps in but was able to see things i wouldn’t see while driving. Only complaint is the shower had no hot water. Besides that, I enjoyed my stay.

Reviewed on 26 Oct 2026

Hyatt Regency Grand Reserve Puerto Rico

Hyatt Regency Grand Reserve Puerto Rico

4 out of 5
Zarzal
Price was £2,542, price is now £2,005 per person
£2,005
per person
16 Jan - 23 Jan
found 1 day ago
Return direct flight included
London (LON) to San Juan (SJU)
9.2/10 Wonderful! (3,497 reviews)
Great place to stay!

Reviewed on 8 Nov 2026

Hacienda Elena Paraiso Tropical

Hacienda Elena Paraiso Tropical

3.5 out of 5
Price was £1,979, price is now £1,572 per person
£1,572
per person
15 Jan - 22 Jan
found 1 day ago
Return direct flight included
London (LHR) to San Juan (SJU)
8.2/10 Very good! (21 reviews)
The property was beautiful. Gated area which needed a key to get in and out of the property. All doors and windows lock from the inside which helps with safety and security. Only downside, there were a lot of dead bugs. Everywhere. And I know what you’re thinking “it’s in the middle of the mountains, there’s gonna be bugs” but if they had cleaned before we got there, there would be no bugs. Also a lot of dust. During the night time, it gets creepy. Super dark, not enough lighting on the whole property and you can hear things on the roof. No cleaning supplies (paper towels, hand soap, etc) which kind of sucked for cleaning up small things. Do not leave food out!!! You will find yourself waking up to bugs everywhere. Other than that, it was amazing, peaceful and such a beautiful view of the mountains. Would recommend going with a larger group cause it can get creepy at night with just 2 people.

Reviewed on 3 Nov 2026

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

Top hotels in Rolling Hills

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 £170 per night from 10 Nov to 11 Nov
£170
10 Nov - 11 Nov
includes taxes & fees
9/10 Wonderful! (5,083 reviews)
"The location was great; very close to the beach and the airport. Breakfast was good. The restaurants were not great."

Reviewed on 8 Nov 2026

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 £209 per night from 25 Nov to 26 Nov
£209
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 £358 per night from 1 Dec to 2 Dec
£358
1 Dec - 2 Dec
includes taxes & fees
The Royal Sonesta San Juan
See all 4,631 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
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

What to do in Rolling Hills

Culebra Day Trip by Catamaran

Culebra Day Trip from Fajardo by Catamaran

£124
per adult
92% of travellers recommend
Culebra Day Trip from Fajardo by Catamaran
El Yunque Rainforest Guided Hiking with Waterfall Tour

El Yunque Rainforest Guided Hiking Tour

£66
per traveller
96% of travellers recommend
El Yunque Rainforest Guided Hiking Tour
San Juan: Casa Bacardi Distillery Tour

San Juan: Casa Bacardi Distillery Tour

£33
per adult
92% of travellers recommend
San Juan: Casa Bacardi Distillery Tour
See all activities in Rolling Hills

Frequently asked questions

How much does a Rolling Hills travel package cost?
Our Rolling Hills packages, which begin at just £1,013, are the perfect way to save money. Pick and choose your favourite hotels, flights and more to create your perfect trip.
If I'm not able to travel, can I cancel my Rolling Hills travel package?
It is possible to cancel your Rolling Hills booking if your travel plans have been upended. Whether you'll be charged a fee or not depends on your hotel, airline or car rental company. It may be possible to change or cancel your booking free of charge if you booked in the last 24 hours. Head to our Customer Service Portal to find out more.
How do I get a cheap travel package to Rolling Hills?
Lock in flights that fit in with your schedule, add a hotel room to your booking and watch the savings grow with a Rolling Hills travel package. It's as simple as that! From flights and hotels to activities and rental cars, Expedia makes travelling cheaply a cinch. And with over 550 airlines and 1,000,000 hotel options across the globe to choose from, you'll never be short of choice.
Does Expedia offer Book Now, Pay Later Rolling Hills holidays?
Yes. Expedia has teamed up with online lender Klarna to help you conveniently pay for your holiday in manageable instalments. Simply select the payment plan best suited to your needs during the checkout process and take away the stress of budgeting for your trip. Don't forget to bundle your flights, hotel and car hire with Expedia to get the biggest bang for your travel buck. Browse our flexible payment options below:

  • Pay monthly holidays: If paying bite-sized amounts each month is what works best for you, Klarna offers just that! Paying in easy monthly instalments will make your getaway dreams come true.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it possible to pay off your holiday across multiple transactions.
  • Low deposit holidays: Hitting the "book now" button is easier with this option. Put down a small deposit on your booking and then get on your way.

Where should I stay in Rolling Hills?
Rolling Hills has numerous popular places to discover, like Plaza Carolina. Stay somewhere nearby and make sightseeing a breeze.
What are the top hotels in Rolling Hills?
Get your escape off to a great start by locking in a room at Fairmont El San Juan Hotel. It's one of most sought-after hotels in Rolling Hills. Another leading option is Royal Sonesta San Juan.
How far in advance should I book my Rolling Hills holiday?
It's hard to pick the ideal time for airfares, but we normally say the earlier, the better. Most international journeys on Expedia become available to compare up to 12 months in advance. If you're booking at the last minute, don't fret. Bargain prices appear from time to time just weeks before departure dates.
What does an Expedia Rolling Hills travel package include?
Flights, hotels and a reliable car for your road trip adventures. Simply choose your favourite bundle and get access to great discounts. Once you've made your booking, add on a few experiences and tours and watch your savings stack up. When it comes to organising your Rolling Hills break, you're in charge!
What should I know before booking a Rolling Hills travel package?
Our prices are already low. However, you'll grab even better deals when you book your flights, hotels and car rentals together. With an Expedia package, you'll get transparent pricing and a great range of choice.
Can I choose my airline with a Rolling Hills Expedia travel package?
With a travel package, you're in control. Whether you're eager to fly to Rolling Hills in business or coach, simply select from the available airline options. Expedia has access to more than 550 partner airlines all over the world.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.