Title: Puerto Rico Island Luxury Vacations 2026 | Expedia.com ![](https://images.trvl-media.com/place/6081901/8f009f0c-95fe-497a-af95-a905bc2ad31d.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Puerto Rico Island Luxury Vacations ## Book a Luxury 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 ## Top Luxury vacation packages in Puerto Rico Island Price found within the past 48 hours. Click for updated prices. ![The Condado Plaza Hotel](https://images.trvl-media.com/lodging/1000000/10000/7200/7143/e18049f2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Condado Plaza Hotel Condado $489 per person Mar 23 - Mar 25 found 4 hours ago Roundtrip non-stop flight included Atlanta (ATL) to San Juan (SJU) 8/10 Very Good! (1,814 reviews) Big room, facing the ocean, great value, with friendly staff. Not a fancy hotel by any means if you are looking for the $400+ a night hotels. An amazing beach connected to the hotel, with a food and drink vendor on it. Pool is clean with a bar in it and a restaurant on the side. Reviewed on Feb 20, 2026 ![Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)](https://images.trvl-media.com/lodging/6000000/5200000/5196300/5196263/66510c0c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only) Condado $1,067 per person Apr 23 - Apr 26 found 23 hours ago Roundtrip non-stop flight included Alexandria (AEX) to San Juan (SJU) 9/10 Wonderful! (645 reviews) Room was nice but small with a curious layout. Whole facility was nice and staff were very courteous and efficient. Sister property next door has a nice restaurant Reviewed on Jan 24, 2026 ![Hyatt Regency Grand Reserve Puerto Rico](https://images.trvl-media.com/lodging/1000000/980000/979700/979694/08d6d09c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Regency Grand Reserve Puerto Rico Zarzal $726 per person Mar 23 - Mar 25 found 4 hours ago Roundtrip non-stop flight included Atlanta (ATL) to San Juan (SJU) 9/10 Wonderful! (2,764 reviews) Lovely stay at the Hyatt Regency Grand Reserve! Helpful staff, beautiful grounds, and large rooms. The pool was great too! The beach beds cost $ to rent, but they have some first come, first serve chairs and smaller beds available. You get a coupon for a free mojito when you arrive— used ours at the swim up bar. Dial 0 anytime for a trolley to pick you up and take you anywhere on the campus. Only small caveats: beach is very small and rocky (there is a public beach along the path to the rooms, however, that is lovely. 3 of the restaurants need reservations only and the food was good, but not great. No cash property as well, so bring a card. Had a great time— would definitely go back! Reviewed on Feb 20, 2026 ![Hotel Rumbao, a Tribute Portfolio Hotel](https://images.trvl-media.com/lodging/1000000/50000/48900/48823/c16aa94e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Rumbao, a Tribute Portfolio Hotel Old San Juan $894 per person Mar 23 - Mar 26 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) to San Juan (SJU) 9/10 Wonderful! (1,284 reviews) Room was great, we were next to the pool with a nice view of the cruise ships. Reviewed on Feb 20, 2026 ![Hotel El Convento](https://images.trvl-media.com/lodging/1000000/30000/23200/23106/e387c3ae_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel El Convento Old San Juan $1,358 per person Apr 23 - Apr 26 found 1 day ago Roundtrip flight included Hartford (BDL) to San Juan (SJU) 9/10 Wonderful! (1,002 reviews) Beautiful property in a perfect location if you plan to visit Old San Juan. Restaurant is wonderful. Reviewed on Feb 14, 2026 Don't see what you're looking for? See all available trips from Columbus to Puerto Rico Island [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-21/2026-03-28/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Luxury vacations in Puerto Rico Island Price found within the past 48 hours. Click for updated prices. ![Wyndham Grand Rio Mar Rainforest Beach and Golf Resort](https://images.trvl-media.com/lodging/1000000/50000/41700/41642/0558d37f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Wyndham Grand Rio Mar Rainforest Beach and Golf Resort Mameyes II $723 per person Apr 24 - Apr 26 found 1 day ago Roundtrip non-stop flight included Alexandria (AEX) to San Juan (SJU) 8.6/10 Excellent! (2,206 reviews) It was a dream come true really Reviewed on Feb 21, 2026 ![Condado Vanderbilt Hotel](https://images.trvl-media.com/lodging/10000000/9110000/9105300/9105241/2628fada_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Condado Vanderbilt Hotel Condado $931 per person Apr 24 - Apr 26 found 1 day ago Roundtrip non-stop flight included Alexandria (AEX) to San Juan (SJU) 9.2/10 Wonderful! (1,616 reviews) Stayed for four nights. Room was beautiful and spotless. Staff was friendly and courteous. Food was great. My wife and I really enjoyed our stay. Reviewed on Feb 14, 2026 ![Dorado Beach, a Ritz-Carlton Reserve](https://images.trvl-media.com/lodging/6000000/5390000/5389000/5388988/w4000h2664x0y0-b9bbf58f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Dorado Beach, a Ritz-Carlton Reserve Higuillar $2,821 per person Apr 24 - Apr 26 found 1 day ago Roundtrip non-stop flight included Alexandria (AEX) to San Juan (SJU) 9.6/10 Exceptional! (229 reviews) Top tier very cleanly excellent room service. Wonderful Beach service a must stay keep on your bucket list absolutely amazing views and a wonderful experience. Reviewed on Feb 5, 2026 Don't see what you're looking for? See all available trips from Columbus to Puerto Rico Island [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-21/2026-03-28/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Luxury vacations in Puerto Rico Island Price found within the past 48 hours. Click for updated prices. ![Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)](https://images.trvl-media.com/lodging/6000000/5200000/5196300/5196263/66510c0c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only) Condado Save 100% on your flight $726 per person Mar 23 - Mar 26 found 1 day ago Roundtrip flight included Boston (BOS) to San Juan (SJU) 9/10 Wonderful! (645 reviews) Room was nice but small with a curious layout. Whole facility was nice and staff were very courteous and efficient. Sister property next door has a nice restaurant Reviewed on Jan 24, 2026 ![The Condado Plaza Hotel](https://images.trvl-media.com/lodging/1000000/10000/7200/7143/e18049f2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Condado Plaza Hotel Condado $817 per person Mar 23 - Mar 26 found 9 hours ago Roundtrip non-stop flight included Albany (ALB) to San Juan (SJU) 8/10 Very Good! (1,814 reviews) Big room, facing the ocean, great value, with friendly staff. Not a fancy hotel by any means if you are looking for the $400+ a night hotels. An amazing beach connected to the hotel, with a food and drink vendor on it. Pool is clean with a bar in it and a restaurant on the side. Reviewed on Feb 20, 2026 ![Caribe Hilton](https://images.trvl-media.com/lodging/1000000/10000/9300/9228/9307be9a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Caribe Hilton San Juan Antiguo $900 per person Mar 23 - Mar 26 found 9 hours ago Roundtrip non-stop flight included Albany (ALB) to San Juan (SJU) 8.6/10 Excellent! (2,396 reviews) Beautiful hotel with multiple onsite restaurants, stores and a private beach. The only thing we did not like was there are no microwaves in the rooms. It was difficult with our baby as we needed to warm up his milk multiple times. I had to make so many trips to the lobby where microwaves were placed for use by customers. It was inconvenient. Otherwise no complaints. Front desk staff was awesome. Great service. Thank you for the wonderful stay. Reviewed on Feb 21, 2026 Don't see what you're looking for? See all available trips from Columbus to Puerto Rico Island [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-21/2026-03-28/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Luxury vacations in Puerto Rico Island Price found within the past 48 hours. Click for updated prices. ![Coral by the Sea Hotel](https://images.trvl-media.com/lodging/2000000/1090000/1082600/1082589/5fc3c0fb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Coral by the Sea Hotel Isla Verde $472 per person Mar 23 - Mar 27 found 9 hours ago Roundtrip flight included Atlanta (ATL) to San Juan (SJU) 6.2/10 (1,951 reviews) For the price per night it’s excellent. Do not expect luxury and modern rooms of hotels that charge 300-500 a night. If you want a goood location near shops, beach, and nightlife. This hotel is great. Very good breakfast and ice cream spot as part of the hotel, and accommodation by the staff is excellent. Rooms could be slightly more updated - but again, for the price per night - it’s a score! Reviewed on Feb 20, 2026 ![Hyatt Regency Grand Reserve Puerto Rico](https://images.trvl-media.com/lodging/1000000/980000/979700/979694/08d6d09c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Regency Grand Reserve Puerto Rico Zarzal Save 100% on your flight $1,393 per person Apr 23 - Apr 27 found 1 day ago Roundtrip non-stop flight included Albany (ALB) to San Juan (SJU) 9/10 Wonderful! (2,764 reviews) Lovely stay at the Hyatt Regency Grand Reserve! Helpful staff, beautiful grounds, and large rooms. The pool was great too! The beach beds cost $ to rent, but they have some first come, first serve chairs and smaller beds available. You get a coupon for a free mojito when you arrive— used ours at the swim up bar. Dial 0 anytime for a trolley to pick you up and take you anywhere on the campus. Only small caveats: beach is very small and rocky (there is a public beach along the path to the rooms, however, that is lovely. 3 of the restaurants need reservations only and the food was good, but not great. No cash property as well, so bring a card. Had a great time— would definitely go back! Reviewed on Feb 20, 2026 ![The Royal Sonesta San Juan](https://images.trvl-media.com/lodging/1000000/290000/289100/289099/110d1700_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Royal Sonesta San Juan Isla Verde Save 100% on your flight $1,256 per person Apr 23 - Apr 27 found 1 day ago Roundtrip non-stop flight included Albany (ALB) to San Juan (SJU) 9/10 Wonderful! (2,140 reviews) Nice updated room. They provided early check-in. Great pool- lots of chairs and shade. Hotel lobby restaurant had great happy hour. Felt very safe, clean and plenty of off site eating available nearby Reviewed on Feb 21, 2026 Don't see what you're looking for? See all available trips from Columbus to Puerto Rico Island [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-21/2026-03-28/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## All you need to know about luxury vacations in Puerto Rico Island #### What can I expect from a luxury Puerto Rico Island vacation? Luxury means the very finest of the things you enjoy most. Indulge your every waking moment—and restful night—with a luxury Puerto Rico Island vacation. Sip handcrafted cocktails by an infinity pool, sink into bliss at a full-service spa with a massage cabana on the beach, and chat, cheers, and laugh through exquisite breakfasts, lunches, and dinners with spectacular views. #### How can I find all-inclusive luxury vacation packages in Puerto Rico Island? By refining your filters, the most opulent all-inclusive vacation packages will appear before your eyes. Check the 5\* filter to find truly sensational stays. You barely need to lift a finger. #### Can I book a cheap Puerto Rico Island luxury vacation? Affordable luxury is only ever a few clicks away. Enter your travel dates and sort the grandiose getaways on offer by price to see the most fiscally friendly retreats first. Filter by budget, too, to find your perfect balance of luxury. Right now, luxury vacations start at $472\. Prices and availability are subject to change. Additional terms may apply. #### How can I book a luxury family vacation in Puerto Rico Island? Tailor your luxury family escape by checking the filters that set the whole family’s hearts a-flutter. Whether that’s wet and wild water parks, heavenly hot tubs, or the kid-quieting magic of free Wi-Fi. #### Can I book a package in Puerto Rico Island with a luxury vacation home? A private paradise is true luxury! Filter by property type for houses, villas, and apartments. For an amazingly affordable all-in-one luxury experience, book your accommodation, airfare, and car rental as a package. #### How can I find the best luxury vacation deals in Puerto Rico Island? Find absolute delight in the dropdown! Simply sort your tempting search results by deals to find that lean-budget luxury. For a budget conscious stay, consider booking a stay away from big cities or outside the peak months. #### Can I book a luxury holiday in Puerto Rico Island with free cancellation and/or flexible dates? Freedom and flexibility are the greatest luxuries of all. Get both when you filter by payment option and book a trip with free cancellation or on a buy now, pay later plan. #### Why should I book my luxury trip to Puerto Rico Island with Expedia? A luxurious trip follows a stress-free booking experience. Find, build, and book the most glorious of getaways in seconds—with ATOL protection for added peace of mind. ## Top Luxury Puerto Rico Island Hotels ![Condado Vanderbilt Hotel](https://images.trvl-media.com/lodging/10000000/9110000/9105300/9105241/2628fada_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Condado Vanderbilt Hotel 1055 Ashford Avenue San Juan - 50 min drive from El Yunque National Forest Condado Vanderbilt Hotel is a San Juan luxury 5-star beach property where you can treat yourself to 24-hour room service, pillowtop beds, and more. Deluxe amenities ... 9.4/10 Exceptional! (1,705 reviews) With the many 5 star resorts we could have stayed at, this was not the best pick for a family. The sheets were thin rough and the pillows flat. Our suite was not cleaned on a regular schedule, for context we went out on a planned excursion (left early came back around dinner time) and the suite was ... Reviewed on Feb 17, 2026 [](https://expedia.com/San-Juan-Hotels-Condado-Vanderbilt-Hotel.h9105241.Hotel-Information) ![Hotel El Convento](https://images.trvl-media.com/lodging/1000000/30000/23200/23106/e387c3ae_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel El Convento 100 Cristo St San Juan - 56 min drive from El Yunque National Forest Hotel El Convento is a San Juan luxury 4.5-star boutique property where you can pamper yourself with massage services, designer toiletries, and more. The outdoor ... 9/10 Wonderful! (1,000 reviews) Beautiful property in a perfect location if you plan to visit Old San Juan. Restaurant is wonderful. Reviewed on Feb 14, 2026 [](https://expedia.com/San-Juan-Hotels-Hotel-El-Convento.h23106.Hotel-Information) ![The St. Regis Bahia Beach Resort, Puerto Rico](https://images.trvl-media.com/lodging/4000000/3810000/3800200/3800119/f088cdb4_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The St. Regis Bahia Beach Resort, Puerto Rico State Road 187 Kilometer 4.2 Río Grande - 20 min drive from El Yunque National Forest Four Seasons Resort and Residence Puerto Rico is a lush 5-star beach property where you can be treated to deep soaking bathtubs and a champagne service. The ... 10/10 Exceptional! (5 reviews) Excellent service! Reviewed on Feb 15, 2026 [](https://expedia.com/San-Juan-Hotels-Four-Seasons-Resort-And-Residence-Puerto-Rico.h3800119.Hotel-Information) [See all 7,456 properties in Puerto Rico Island](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=180021) 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. ## 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) 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](https://expedia.com/Puerto-Rico-Island-Vacation-Rentals.d180021.Travel-Guide-VacationRentals)[ Car Rentals in Puerto Rico Island ](https://expedia.com/Car-Rentals-In-Puerto-Rico-Island.d180021.Car-Rental-Guide)[ Puerto Rico Island Vacations ](https://expedia.com/Puerto-Rico-Island.d180021.Destination-Travel-Guides)[ Things to do in Puerto Rico Island ](https://expedia.com/Things-To-Do-In-Puerto-Rico-Island.d180021.Travel-Guide-Activities) \* 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