Rolling Hills Holidays from £331

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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.
Urbana Hotel

Urbana Hotel

2 out of 5
San Juan Antiguo
Save 100% on your flight
Price was £514, price is now £331 per person
£331
per person
17 Oct - 20 Oct
found 1 day ago
Return flight included
New York (NYC) to San Juan (SJU)
8.6/10 Excellent! (328 reviews)
The front desk staff was amazing, they welcomed us with champagne

Reviewed on 22 Aug 2025

Ola Boutique Hotel

Ola Boutique Hotel

4.5 out of 5
Condado
Save 100% on your flight
Price was £727, price is now £402 per person
£402
per person
17 Oct - 20 Oct
found 1 day ago
Return flight included
New York (NYC) to San Juan (SJU)
9/10 Wonderful! (466 reviews)
The best staff and extremely clean

Reviewed on 23 Aug 2025

Hotel Puerto Valdes

Hotel Puerto Valdes

4 out of 5
San Juan Antiguo
Save 100% on your flight
Price was £580, price is now £353 per person
£353
per person
17 Oct - 20 Oct
found 1 day ago
Return flight included
New York (NYC) to San Juan (SJU)
9/10 Wonderful! (467 reviews)
This place smell so good and staff was so great. The room was very spacious. The bathroom need to update.

Reviewed on 22 Aug 2025

OLV Fifty Five - Adults Only

OLV Fifty Five - Adults Only

4 out of 5
Condado
Save 100% on your flight
Price was £777, price is now £479 per person
£479
per person
17 Oct - 20 Oct
found 1 day ago
Return flight included
New York (NYC) to San Juan (SJU)
8.6/10 Excellent! (528 reviews)
The rooms are dark because there are no windows and very little lighting to get yourself together. It felt a lot like being in a box. The rooms are also kept pretty cold because of the extreme condensation.

Reviewed on 23 Aug 2025

Bali Posh Hotel PR, Adults Only -Isla Verde

Bali Posh Hotel PR, Adults Only -Isla Verde

2.5 out of 5
Isla Verde
Save 100% on your flight
Price was £624, price is now £392 per person
£392
per person
17 Oct - 20 Oct
found 1 day ago
Return flight included
New York (NYC) to San Juan (SJU)
8.6/10 Excellent! (723 reviews)
Excellent service, the property was very nice and picture worthy. Food was amazing and the drinks were great. Overall good experience, will be staying here again.

Reviewed on 24 Aug 2025

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

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 £211 per night from 2 Sept to 3 Sept
£211
2 Sept - 3 Sept
includes taxes & fees
8.4/10 Very Good! (2,192 reviews)
"We really enjoyed our experience. However, on check-in day we were disappointed because the beds weren't freshly made but the hotel accomodated us by discounting a couple of fees. The indoor restaurant's breakfast was just ok."

Reviewed on 21 Aug 2025

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 £246 per night from 25 Aug to 26 Aug
£246
25 Aug - 26 Aug
includes taxes & fees
8.8/10 Excellent! (2,519 reviews)
"Amazing time!"

Reviewed on 22 Aug 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 £297 per night from 25 Aug to 26 Aug
£297
25 Aug - 26 Aug
includes taxes & fees
8.4/10 Very Good! (1,914 reviews)
"The Fairmont was so much better than what I expected! Fun vibe inside & out! Location was perfect! It is located the beach, close to the airport & walkable to many other restaurants. Exceeded our expectations!! We stayed in a standard tower room, which was great."

Reviewed on 20 Aug 2025

Fairmont El San Juan Hotel
See all 4,072 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

Popular places to visit

Luquillo Beach showing a beach

Luquillo Beach

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

Luquillo Beach
Condado Beach showing a sandy beach, tropical scenes and kayaking or canoeing

Condado Beach

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

Condado Beach
Dorado Beach

Dorado Beach

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

Dorado Beach

What to do in Rolling Hills

San Juan: Casa Bacardi Distillery Tour

San Juan: Casa Bacardi Distillery Tour

£66
per adult
90% of travellers recommend
San Juan: Casa Bacardi Distillery Tour
Mixology Class at Casa BacardÍ in Puerto Rico

Mixology Class at Casa BACARDÍ in Puerto Rico

£66
per adult
94% of travellers recommend
Mixology Class at Casa BACARDÍ in Puerto Rico
El Yunque Rainforest Puerto Rico ATV Adventure

El Yunque Rainforest Puerto Rico ATV Adventure

£95
per adult
96% of travellers recommend
El Yunque Rainforest Puerto Rico ATV Adventure
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 £331, 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.