Title: Luxury Vacations in Puerto Rico Island 2026 | Expedia.ca ![](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 Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 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 ## Flight and Luxury hotel deals 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 CA $802 per person Jan 21 - Jan 24 found 1 hour ago Roundtrip flight included Orlando (MCO) to San Juan (SJU) 8/10 Very Good! (1,814 reviews) Very clean, no issues, easy check in. Reviewed on Dec 19, 2025 ![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 CA $1,603 per person Jan 25 - Jan 30 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to San Juan (SJU) 9/10 Wonderful! (645 reviews) Tatiana was a great host who helped us out tremendously. Reviewed on Nov 30, 2025 ![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 CA $1,662 per person Feb 23 - Feb 27 found 7 hours ago Roundtrip non-stop flight included Toronto (YYZ) to San Juan (SJU) 9/10 Wonderful! (2,764 reviews) Great resort with amazing staff. Pool and beach are well kept. Limited restaurants but overall a great family resort Reviewed on Dec 18, 2025 ![El Conquistador Resort](https://images.trvl-media.com/lodging/1000000/450000/447600/447559/926a31f3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### El Conquistador Resort Cabezas CA $1,679 per person Feb 20 - Feb 25 found 20 hours ago Roundtrip flight included Montreal (YMQ) to San Juan (SJU) 9/10 Wonderful! (3,205 reviews) Everything was perfect, Outstanding Customer Service Reviewed on Dec 20, 2025 ![Royal Isabela ](https://images.trvl-media.com/lodging/6000000/5560000/5558100/5558043/e01e36cb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Royal Isabela CA $3,261 per person Mar 1 - Mar 6 found 13 hours ago Roundtrip non-stop flight included Toronto (YYZ) to San Juan (SJU) 9.6/10 Exceptional! (161 reviews) Staff, restaurant, the view Reviewed on Nov 26, 2025 Don't see what you're looking for? See all available trips from Columbus to Puerto Rico Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-21/2026-01-28/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Luxury holidays 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 CA $1,444 per person Jan 20 - Jan 23 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to San Juan (SJU) 8.6/10 Excellent! (2,206 reviews) Clean room but staff didnt always clean daily as expected or replace coffee/glasses. Check in was par, constrution was eas Reviewed on Dec 17, 2025 ![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 CA $2,286 per person Feb 20 - Feb 25 found 20 hours ago Roundtrip flight included Montreal (YMQ) to San Juan (SJU) 9.2/10 Wonderful! (1,616 reviews) The stay was excellent. The staff was attentive, friendly and prompt. Reviewed on Dec 19, 2025 ![Four Seasons Resort and Residence Puerto Rico](https://images.trvl-media.com/lodging/4000000/3810000/3800200/3800119/f3ef9033_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Four Seasons Resort and Residence Puerto Rico Herreras CA $7,218 per person Feb 28 - Mar 6 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) to San Juan (SJU) 9.4/10 Exceptional! (452 reviews) Beautiful resort. We loved every minute. Reviewed on Oct 25, 2025 Don't see what you're looking for? See all available trips from Columbus to Puerto Rico Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-21/2026-01-28/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Luxury holidays 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 CA $802 per person Jan 21 - Jan 24 found 1 hour ago Roundtrip flight included Orlando (MCO) to San Juan (SJU) 8/10 Very Good! (1,814 reviews) Very clean, no issues, easy check in. Reviewed on Dec 19, 2025 ![El Conquistador Resort](https://images.trvl-media.com/lodging/1000000/450000/447600/447559/926a31f3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### El Conquistador Resort Cabezas CA $1,013 per person Jan 21 - Jan 24 found 1 hour ago Roundtrip flight included Orlando (MCO) to San Juan (SJU) 9/10 Wonderful! (3,205 reviews) Everything was perfect, Outstanding Customer Service Reviewed on Dec 20, 2025 ![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 CA $1,809 per person Mar 5 - Mar 8 found 3 hours ago Roundtrip non-stop flight included Toronto (YTO) to San Juan (SJU) 9.2/10 Wonderful! (1,616 reviews) The stay was excellent. The staff was attentive, friendly and prompt. Reviewed on Dec 19, 2025 Don't see what you're looking for? See all available trips from Columbus to Puerto Rico Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-21/2026-01-28/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Luxury holidays 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 CA $624 per person Feb 23 - Feb 27 found 2 hours ago Roundtrip non-stop flight included Toronto (YYZ) to San Juan (SJU) 6.2/10 (1,951 reviews) Nice and friendly staff and overall good efforts. Restaurant downstairs is nice. Rooms need some serious upgrade though but maybe that’s expected given the price Reviewed on Dec 20, 2025 ![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 CA $1,704 per person Mar 13 - Mar 17 found 1 hour ago Roundtrip non-stop flight included Toronto (YYZ) to San Juan (SJU) 9/10 Wonderful! (645 reviews) Tatiana was a great host who helped us out tremendously. Reviewed on Nov 30, 2025 ![ESJ Beach Hotel](https://images.trvl-media.com/lodging/1000000/610000/603200/603169/49d76820_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### ESJ Beach Hotel Isla Verde CA $733 per person Feb 23 - Feb 27 found 7 hours ago Roundtrip non-stop flight included Toronto (YYZ) to San Juan (SJU) 6.8/10 (4,221 reviews) We loved the location Reviewed on Dec 17, 2025 Don't see what you're looking for? See all available trips from Columbus to Puerto Rico Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-21/2026-01-28/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Plan the perfect luxury Puerto Rico Island vacation with Expedia #### What are some benefits when booking luxury Puerto Rico Island vacations? When you book a luxury Puerto Rico Island vacation, you get to enjoy some of the best amenities and special features available. Luxury vacation options often feature spa facilities right in your accommodation, along with room service and an on-site restaurant. The quality of the bedding and even the water pressure tends to be better, so it's the perfect solution for travellers looking to put their feet up and relax. #### How can I find all-inclusive luxury vacations in Puerto Rico Island? If you're looking for something luxurious in Puerto Rico Island, all you have to do is take advantage of our search filters. You can implement a filter to only show 5-star accommodations as well as some amenities you may be interested in, like spa facilities and hot tubs. When you opt for an all-inclusive package, you can enjoy luxury alongside a potential discount for booking your accommodation and flight together. #### Can I book a cheap luxury vacation? While luxury vacations tend to be on the more costly end of the spectrum, ranging from CA $624, there are a few methods you can try to lower the price as much as possible. When booking a flight and accommodation together, you can enjoy savings of up to 28\. After implementing filters for luxury features, you can also sort by price to list the cheapest luxury packages first. #### Are there luxury spa vacations? Yes, luxury spa vacations are available and quite popular in Puerto Rico Island. When you book one of these experiences, it's easier than ever to relax, unwind and recharge in between excursions. Either way, you can easily find spa vacations by implementing the spa filter in your search. #### What should I look for in a luxury family vacation in Puerto Rico Island? When booking something for the whole family, it's important to consider exactly what kind of experience your family will want.Luxury packages make it easy to keep everyone happy with creature comforts. Kids especially enjoy features like pools, a delicious breakfast and plenty of space. Suites tend to offer your family members a bit more privacy and comfort compared to simple rooms throughout Puerto Rico Island. #### Can I book last-minute luxury vacations? Yes, last-minute bookings are often available in Puerto Rico Island. All you have to do is enter your travel dates to see what's available. Sometimes, you'll even find additional discounts for booking last-minute, as accommodations are desperate to fill their last remaining spaces. #### What can help me find the best luxury vacation deals in Puerto Rico Island? You can use a few strategies to find the best deals on luxury vacation packages. Consider travelling during the off-season to take advantage of the typically lower overall prices. Additionally, staying in the less popular parts of Puerto Rico Island or travelling to more obscure destinations altogether can often lead to lower prices. #### Can I book a luxury vacation that is fully refundable? Yes, fully refundable reservations are sometimes available on luxury vacation packages in Puerto Rico Island. You can implement a filter for it specifically or check out the policy section on any one of your search results. It should clearly state what's necessary to qualify for a fully refundable booking. #### Why should I book my luxury vacation with Expedia? When you book with Expedia, you can enjoy a one-stop shop for all your travel planning needs. We offer accommodations as well as flights, and you may even be able to enjoy discounts by booking them together. Of course, Expedia Rewards members will find even more discounts and earn points that can be put toward discounts on future bookings. ## Luxury Hotels in Puerto Rico Island ![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 Book a stay at this luxury hotel in San Juan. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean rooms ... 9.2/10 Wonderful! (1,669 reviews) The stay was excellent. The staff was attentive, friendly and prompt. Reviewed on Dec 19, 2025 [](https://expedia.ca/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 Book a stay at this luxury hotel in San Juan. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms ... 9/10 Wonderful! (1,001 reviews) This hotel stay would have received 5 stars if I had been informed of the main floor construction when I made the reservation. A timeless, beautiful hotel in a superb area of Old San Juan. I would stay here again when weddings aren't in full swing. A little tricky trying to get to one's room without ... Reviewed on Dec 18, 2025 [](https://expedia.ca/San-Juan-Hotels-Hotel-El-Convento.h23106.Hotel-Information) ![Four Seasons Resort and Residence Puerto Rico](https://images.trvl-media.com/lodging/4000000/3810000/3800200/3800119/f3ef9033_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Four Seasons Resort and Residence Puerto Rico State Road 187 Kilometer 4.2 Río Grande - 20 min drive from El Yunque National Forest Book a stay at this luxury resort in Río Grande. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. ... 9.2/10 Wonderful! (450 reviews) The greatest Reviewed on Nov 22, 2025 [](https://expedia.ca/San-Juan-Hotels-The-St-Regis-Bahia-Beach-Resort.h3800119.Hotel-Information) [See all 7,372 properties in Puerto Rico Island](https://expedia.ca/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.ca/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.ca/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) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.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.ca/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.ca/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.ca/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.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ### Top Luxury Vacation Destinations > - [Luxury vacations in India ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/80/India) > - [Luxury vacations in France ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/59/France) > - [Luxury vacations in Switzerland ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/174/Switzerland) > - [Luxury vacations in Canada ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/31/Canada) > - [Luxury vacations in Jamaica ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/88/Jamaica) > - [Luxury vacations in Italy ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/86/Italy) > - [Luxury vacations in New Zealand ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/133/New-Zealand) > - [Luxury vacations in the Maldives ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/109/Maldives) > - [Luxury vacations in Costa Rica ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/42/Costa-Rica) > - [Luxury vacations in Florida Keys ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/6023765/Florida-Keys) > - [Luxury vacations in Mexico ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/117/Mexico) > - [Luxury vacations in the Caribbean ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/6022969/Caribbean) > - [Luxury vacations in Zanzibar ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/4186/Zanzibar) > - [Luxury vacations in Cancun ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/179995/Cancun) > - [Luxury vacations in Kerala ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/602187/Kerala) > - [Luxury vacations in Australia ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/10/Australia) > - [Luxury vacations in Puglia ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/6048562/Puglia) > - [Luxury vacations in Cuba ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/44/Cuba) > - [Luxury vacations in Cyprus ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/45/Cyprus) ## More Vacations Ideas [Flights to Puerto Rico Island ](https://expedia.ca/Cheap-Flights-To-Puerto-Rico-Island.d180021.Travel-Guide-Flights)[ Puerto Rico Island Hotels ](https://expedia.ca/Puerto-Rico-Island-Hotels.d180021.Travel-Guide-Hotels)[ Puerto Rico Island Vacation Rentals ](https://expedia.ca/Puerto-Rico-Island-Vacation-Rentals.d180021.Travel-Guide-VacationRentals)[ Puerto Rico Island Car Rentals ](https://expedia.ca/Car-Rentals-In-Puerto-Rico-Island.d180021.Car-Rental-Guide)[ Puerto Rico Island Vacations ](https://expedia.ca/Puerto-Rico-Island.d180021.Destination-Travel-Guides)[ Things to do in Puerto Rico Island ](https://expedia.ca/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 on select hotels and earn double points 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