Rolling Hills Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
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Rolling Hills Flight & Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Don Rafa Boutique Hotel & Residences
Santurce
S$2,608
per person
6 Dec - 11 Dec
found 1 day ago
Return flight included
Singapore (SIN) to San Juan (SJU)
9.4/10 Exceptional! (516 reviews)
My experience at Don Rafa Suites Residence was absolutely wonderful and exceeded our expectations. We stayed with our family, and from the moment we arrived, we received friendly, attentive, and professional service.
The property is beautiful, elegant, clean, and comfortable.We especially appreciated the valet parking service. Our vehicle was well taken care of throughout our entire stay, and the service was always fast and efficient.
We also had a late checkout, which made our experience even more convenient and enjoyable. Everything was handled smoothly and professionally.
One detail we absolutely loved was how amazing the property smelled. The entire place had such a fresh, clean, and elegant scent that made the atmosphere even more welcoming.
Overall, we felt very comfortable and well taken care of from beginning to end. The experience was even better than we expected. Don Rafa Suites Residence was truly a 10/10 experience for us, and we would definitely recommend it to anyone looking for a beautiful place to stay, whether traveling with family or enjoying a getaway as a couple. We would absolutely stay here again! ❤️
Reviewed on 21 Sept, 2026
Top hotels in Rolling Hills
Embassy Suites by Hilton San Juan Hotel & Casino
8000 Tartak Street Carolina
Fully refundableReserve now, pay when you stay
S$296
27 Sept - 28 Sept
includes taxes & fees
9/10 Wonderful! (4,957 reviews)
"Food was amazing!!"
Reviewed on 21 Sept, 2026
The Royal Sonesta San Juan
5961 Isla Verde Avenue Carolina
Fully refundableReserve now, pay when you stay
S$419
4 Oct - 5 Oct
includes taxes & fees
9/10 Wonderful! (2,780 reviews)
"The property and staff were simply friendly and accommodating.L during our stay, location is great and walkable to many local bars and restaurants. Will stay again!"
Reviewed on 21 Sept, 2026
Condado Vanderbilt Hotel
1055 Ashford Avenue San Juan
Fully refundableReserve now, pay when you stay
S$525
23 Sept - 24 Sept
includes taxes & fees
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.
What to do in Rolling Hills
Culebra Day Trip from Fajardo by Catamaran
S$211
per adult
92% of travellers recommend
San Juan: Casa Bacardi Distillery Tour
S$114
per adult
94% of travellers recommend
Bioluminescent Bay Night Kayak Experience in Fajardo (transport optional)
S$79
per adult
88% of travellers recommend
Frequently asked questions
How much does a Rolling Hills holiday package cost?
You'll find cheap prices from S$2,592 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?
- 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.
- 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.
- 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.
- 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. 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.
