Title: Rolling Hills Vacation Packages 2026 from $453 | Expedia.com [Hotels in Rolling Hills](https://expedia.com/Rolling-Hills-Hotels.d553248635975859113.Travel-Guide-Hotels)[Vacation Rentals in Rolling Hills](https://expedia.com/Rolling-Hills-Vacation-Rentals.d553248635975859113.Travel-Guide-VacationRentals)[Flights to Rolling Hills](https://expedia.com/Cheap-Flights-To-Rolling-Hills.d553248635975859113.Travel-Guide-Flights)[Car Rentals in Rolling Hills](https://expedia.com/Car-Rentals-In-Rolling-Hills.d553248635975859113.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Rolling Hills Vacations from $453 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 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 Vacation Say farewell to the worries of planning and hello to a Rolling Hills vacation package. With everything organized 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](https://www.expedia.com/Jose-Miguel-Agrelot-Coliseum-Hato-Rey-Norte.d6116702.Vacation-Attraction), [Carolina Beach](https://www.expedia.com/Carolina-Beach-Isla-Verde.d553248621532873305.Vacation-Attraction) and [Isla Verde Beach](https://www.expedia.com/Isla-Verde-Beach-San-Juan.d553248635975094720.Vacation-Attraction), 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 vacation is a couple of clicks away with Expedia. ## The Latest Rolling Hills vacation packages Price found within the past 48 hours. Click for updated prices. ![Ola Boutique Hotel](https://images.trvl-media.com/lodging/105000000/104220000/104217200/104217135/7963308f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Ola Boutique Hotel Condado $453 per person Apr 26 - May 1 found 1 day ago Roundtrip flight included Boston (BOS) to San Juan (SJU) 9.2/10 Wonderful! (589 reviews) Staff was courteous for the most part, but once of the 4 days they just didn't clean my room. Another instance the sheet they did put on the bed had a big stain on it. Reviewed on Feb 12, 2026 ![Hotel Puerto Valdes](https://images.trvl-media.com/lodging/70000000/69380000/69371400/69371387/0dc1a939_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Puerto Valdes San Juan Antiguo $1,018 per person Apr 8 - Apr 15 found 1 day ago Roundtrip flight included Boston (BOS) to San Juan (SJU) 9/10 Wonderful! (500 reviews) Staff was extremely friendly and helpful Reviewed on Feb 7, 2026 ![The Oliver Hotel](https://images.trvl-media.com/lodging/108000000/107090000/107083400/107083384/2b5683ba_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Oliver Hotel San Juan Antiguo $478 per person Mar 21 - Mar 26 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to San Juan (SJU) 9/10 Wonderful! (50 reviews) Great location to San Juan Old town. Hotel staff very helpful and room a nice size and clean. Had 2 night here before a cruise and would certainly recommend it. Reviewed on Feb 2, 2026 ![Isla Verde Beachfront Retreat With Parking](https://images.trvl-media.com/lodging/121000000/120580000/120573300/120573221/f6cf00c9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Isla Verde Beachfront Retreat With Parking Isla Verde $938 per person Apr 15 - Apr 20 found 1 day ago Roundtrip flight included Boston (BOS) to San Juan (SJU) No reviews ![Mata e' Platano Guesthouse](https://images.trvl-media.com/lodging/107000000/106070000/106061900/106061892/a720b844_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Mata e' Platano Guesthouse Mata de Plátano $1,344 per person Mar 28 - Apr 2 found 1 day ago Roundtrip flight included Boston (BOS) to San Juan (SJU) 8.8/10 Excellent! (103 reviews) I love this stay overall !! The place was very peaceful and private Reviewed on Jan 26, 2026 Don't see what you're looking for? See all available trips from Columbus to Rolling Hills [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-13/2026-03-20/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=PKG_SPRING_PROMO_553248635975859113) ### Discover the most popular places to visit in Rolling Hills ![San Juan Cruise Port, Puerto Rico](https://images.trvl-media.com/place/6227475/39a3ae76-4944-4651-9195-2a2fd4be46bc.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Port of San Juan 4.5/5(2,281 reviews) Explore the waterfront in San Juan with a trip to Port of San Juan. Discover the area's top-notch restaurants and its acclaimed art scene. [](https://expedia.com/Port-Of-San-Juan-San-Juan-Antiguo.d6227475.Vacation-Attraction) ![Luquillo Beach featuring a beach](https://images.trvl-media.com/place/6081853/29e71293-11d7-4d82-8a80-15b2697e5634.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Luquillo Beach 4.5/5(1,031 reviews) Sample local street food or doze under a palm tree on this picturesque stretch of coast. [](https://expedia.com/Luquillo-Beach-San-Juan.d6081853.Vacation-Attraction) ![Condado Beach featuring kayaking or canoeing, a sandy beach and tropical scenes](https://images.trvl-media.com/place/6082351/117e9763-237d-44f2-8449-eb8094c439f1.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Condado Beach 4.5/5(1,500 reviews) This beach within the bustling city of San Juan is the perfect place to relax for a few hours. [](https://expedia.com/Condado-Beach-Santurce.d6082351.Vacation-Attraction) ### What to do in Rolling Hills ![Culebra Day Trip by Catamaran](https://mediaim.expedia.com/localexpert/487914/7c3a235a-feb6-4c32-8d8c-c8e57a948868.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Culebra Day Trip from Fajardo by Catamaran $162 per adult **92%** of travellers recommend [](https://expedia.com/things-to-do/culebra-day-trip-from-fajardo-by-catamaran.a487914.activity-details) ![FlyDining: Sunset & City Lights Dinner Over Old San Juan](https://mediaim.expedia.com/localexpert/47551559/3f319115-d1e4-46fe-ac4f-34f62c27ab5f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### FlyDining: Sunset & City Lights Dinner Over Old San Juan $159 per adult **92%** of travellers recommend [](https://expedia.com/things-to-do/flydining-sunset-city-lights-dinner-over-old-san-juan.a47551559.activity-details) ![Puerto Rico: UTV and Can-Am Sightseeing Tours](https://mediaim.expedia.com/localexpert/48258171/1ab646a1-15f5-4eb7-a751-34b277554e5b.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Puerto Rico: UTV and Can-Am Sightseeing Tours $68 per adult **78%** of travellers recommend [](https://expedia.com/things-to-do/puerto-rico-utv-and-can-am-sightseeing-tours.a48258171.activity-details) [See all activities in Rolling Hills](https://expedia.com/things-to-do/search?rid=553248635975859113) ## Rolling Hills Hotel Deals ![Costa Bahia Hotel Paseo Caribe](https://images.trvl-media.com/lodging/44000000/43640000/43634300/43634205/c36ace0e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Costa Bahia Hotel Paseo Caribe 1 Calle San Gerónimo San Juan San Juan Fully refundableReserve now, pay when you stay $132 nightly $144 total Mar 11 - Mar 12 Total with taxes and fees 7.4/10 Good! (3,900 reviews) Staff Reviewed on Feb 7, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F11%2F2026&endDate=3%2F12%2F2026&selected=43634205&PinnedHotelID=43634205&HadPinnedHotel=true®ionId=553248635975859113) ![La Concha Resort, Puerto Rico, Autograph Collection](https://images.trvl-media.com/lodging/2000000/1770000/1760300/1760259/22470d47_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### La Concha Resort, Puerto Rico, Autograph Collection 1077 Ashford Ave Condado San Juan Fully refundableReserve now, pay when you stay $548 nightly $608 total Mar 1 - Mar 2 Total with taxes and fees 9/10 Wonderful! (2,433 reviews) Spacious bathroom with convenient motion lights. Staff were generally friendly, but very little pool service. Food and drinks were very expensive/overpriced. Good location with lots of nearby restaurants and Walgreens. Some noise from construction. Reviewed on Feb 12, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F1%2F2026&endDate=3%2F2%2F2026&selected=1760259&PinnedHotelID=1760259&HadPinnedHotel=true®ionId=553248635975859113) ![Embassy Suites by Hilton San Juan Hotel & Casino](https://images.trvl-media.com/lodging/1000000/60000/54400/54367/b73bfc20_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Embassy Suites by Hilton San Juan Hotel & Casino 8000 Tartak Street Carolina Fully refundableReserve now, pay when you stay $342 nightly $379 total Mar 2 - Mar 3 Total with taxes and fees 9/10 Wonderful! (4,413 reviews) Excellent Reviewed on Feb 10, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F2%2F2026&endDate=3%2F3%2F2026&selected=54367&PinnedHotelID=54367&HadPinnedHotel=true®ionId=553248635975859113) [See all 4,220 properties in Rolling Hills](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F14%2F2026&endDate=2%2F15%2F2026®ionId=553248635975859113) 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. ## Find the Best Rolling Hills Vacation Packages ## Rolling Hills Essential Information | Language | Spanish | | --------------- | -------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | U.S dollars | | Local Welcome | ¡Hola! | | Local Goodbye | Adiós | | Closest Airport | Luis Munoz Marin Intl. Airport (SJU) | | Top Sights | [Carolina Beach](https://www.expedia.com/Carolina-Beach-Isla-Verde.d553248621532873305.Vacation-Attraction), [Isla Verde Beach](https://www.expedia.com/Isla-Verde-Beach-San-Juan.d553248635975094720.Vacation-Attraction) and [Balneario de Carolina](https://www.expedia.com/Balneario-De-Carolina-Isla-Verde.d553248635930543146.Vacation-Attraction) | ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Kid Friendly Vacations [](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.com/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.com/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.com/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.com/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ![Gay Friendly Vacations](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ Friendly Vacations [](https://expedia.com/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ_Friendly%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2017/07/05/170615_Adventure_1320_2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adventure Vacations [](https://expedia.com/lp/theme-vacations/adventure-vacations?rfrr=editorial.Adventure_Vacations.click) ![Vacations in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.com/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/honeymoon_hawaii.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Honeymoon Vacations [](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Mountain Vacations [](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Fishing Vacations [](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adults Only Vacations [](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Waterpark Vacations [](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Scuba Diving Vacations [](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Yoga Vacations [](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations [](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) ## Frequently asked questions ### How much does a Rolling Hills vacation package cost? ### What are the cheapest months to go to Rolling Hills? ### How many days is enough for Rolling Hills? ### How to find the best Rolling Hills package deals? ### Is it cheaper to book a Rolling Hills vacation as a package? ### When to book a vacation package to Rolling Hills? ### Does Expedia offer Book Now, Pay Later Rolling Hills vacation packages? \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save even more - get up to 20% on select hotels when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app