Puerto Rico Island Romantic Holidays 2026

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Top flight + Romantic hotel deals in Puerto Rico Island

Price found within the past 48 hours. Click for updated prices.

Hyatt Regency Grand Reserve Puerto Rico

Zarzal

AU$1,079

per person

18 Sept - 20 Sept

found 12 hours ago

Return direct flight included

Baltimore (BWI) to San Juan (SJU)

9/10 Wonderful! (3,176 reviews)

Aire de O:live

Isla Verde

AU$1,144

per person

18 Sept - 20 Sept

found 12 hours ago

Return direct flight included

Baltimore (BWI) to San Juan (SJU)

9.2/10 Wonderful! (725 reviews)

Event with outside renovations going on the hotel was still top tier. The front desk staff were the best Diane especially was the sweetest person and made me and my wife feel so comfortable during the stay.

Reviewed on 9 Aug 2026

El Conquistador Resort

Cabezas

AU$1,111

per person

18 Sept - 20 Sept

found 12 hours ago

Return direct flight included

Baltimore (BWI) to San Juan (SJU)

9/10 Wonderful! (3,551 reviews)

The room was very clean with an exiting ocean view. The hotel is beautiful. I like it so much. The Coqui water park is very nice, my grandchildren had a lot of fun. I hope we can go back soon it was a very nice stay.

Reviewed on 9 Aug 2026

Fairmont El San Juan Hotel

Isla Verde

AU$1,094

per person

18 Sept - 20 Sept

found 12 hours ago

Return direct flight included

Baltimore (BWI) to San Juan (SJU)

8.6/10 Excellent! (2,152 reviews)

The room was horrible, bathroom door was water damaged swollen up,couldn’t close it, previous guest left scotch tapes all over the ceiling, cracked ceiling , sink drain was broken and the inside sink rim or seal was covered with black mold. This room shouldn’t be assigned to anyone, lots of health issue concerns

Reviewed on 9 Aug 2026

Hotel El Convento

Old San Juan

AU$2,305

per person

16 Sept - 22 Sept

found 1 day ago

Return flight included

Dublin (DUB) to San Juan (SJU)

9.2/10 Wonderful! (1,008 reviews)

Perfect location in the middle of old town San Juan. Converted convent with unique atmosphere. Great rooms. Very helpful stuff. Free coffee until 12pm snd wine and free wine snd cheese reception every day 5-6pm were great. Good opportunity to meet some other guests. Pool and jacuzzi quite small but that way you can get talking to other guests if you want to. Bathrooms are a little small but doesnt really matter. Great Location, wonderful staff and unique cosy and the same time spacious entrance hall and restaurants snd coffee and sitting areas on several floors are the best. Highly recommended though can be pricey.

Reviewed on 9 Aug 2026

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5* Romantic holidays in Puerto Rico Island

Price found within the past 48 hours. Click for updated prices.

Fairmont El San Juan Hotel

Isla Verde

AU$1,094

per person

18 Sept - 20 Sept

found 12 hours ago

Return direct flight included

Baltimore (BWI) to San Juan (SJU)

8.6/10 Excellent! (2,152 reviews)

Reviewed on 9 Aug 2026

Condado Vanderbilt Hotel

Condado

AU$1,221

per person

18 Sept - 20 Sept

found 12 hours ago

Return direct flight included

Baltimore (BWI) to San Juan (SJU)

9.4/10 Exceptional! (1,795 reviews)

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort

Mameyes II

AU$1,165

per person

18 Sept - 20 Sept

found 12 hours ago

Return direct flight included

Baltimore (BWI) to San Juan (SJU)

8.6/10 Excellent! (2,188 reviews)

El resort muy l

Reviewed on 9 Aug 2026

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How can I book a romantic getaway in Puerto Rico Island?

Find your dream romantic Puerto Rico Island getaway on Expedia. From secluded hideaways to blissful spa treatments and charming country escapes, we’ve got it all. Just activate our “romantic” filters to uncover your ideal couple’s retreat in Puerto Rico Island.

How can I find cheap Puerto Rico Island romantic holidays?

Unveil the perfect and budget-friendly romantic getaways in Puerto Rico Island with Expedia. Our filters unlock countless options, ensuring a heart-pounding experience. Set budget filters to match your spending limits and sort by price to prioritise the most affordable options in your search results.

How can I select a romantic couple’s package for Puerto Rico Island?

In your search, you can apply search filters for Puerto Rico Island trip packages and sort your results to see the romantic getaway options first. With those standards, you could find amazing romantic holiday options in Puerto Rico Island, from winter getaways to secluded country or budget beach holidays with your loved one.

How can I find excellent romantic Puerto Rico Island holiday deals?

Plan your ultimate couple’s getaway in Puerto Rico Island with our user-friendly search tools. Opt for a hotel suite with a view worth sharing on Instagram. Cruise with the top down and feel the warm breeze in your hair with a luxury car hire. Decide on a romantic couple’s spa treatment, a beachfront candle-lit dinner, or a glamorous night out on the town.

How can I find last-minute romantic holiday deals to Puerto Rico Island using Expedia?

For last-minute romantic holiday package deals in Puerto Rico Island, enter your travel dates into the search and discover available deals. Customise your search with filters, covering amenities, price, star rating, and more to find your ideal romantic package for couples.

How can I find pet-friendly romantic getaway packages in Puerto Rico Island?

Refine your search with the “pet-friendly” filter to discover top pet-welcoming hotels and resorts in Puerto Rico Island. Experience a couple’s treatment, bask in beautiful surroundings, and revel in a pampering romantic getaway, knowing your pet is either by your side or well cared for in doggy day care.

How can I find great weekend couple’s holiday packages Puerto Rico Island?

Escape the weekly grind with fantastic couple’s weekend getaways in Puerto Rico Island. Enter your location and date preferences in your Expedia search and let us reveal hidden gems to leave you refreshed and love-struck for the week ahead.

Where can I find the most luxurious couple’s holiday packages in Puerto Rico Island?

Discover the ultimate luxury romantic packages in Puerto Rico Island with ease. Use the site’s or app’s search function to explore a range of lavish options, as well as to refine your choices by star rating and price.

Why should book I my romantic Puerto Rico Island holiday with Expedia?

Choose from our latest incredible deals or customise your trip in just a few clicks, with simple search and filter functions that make finding your next romantic Puerto Rico Island getaway easy. Plus, booking a package with Expedia could save you money, too, making a Puerto Rico Island holiday for couples all the more attractive.

Top Romantic Puerto Rico Island Hotels

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort

6000 Rio Mar Boulevard Río Grande

17 min drive from El Yunque National Forest

Stay at this luxury resort in Río Grande. Enjoy 5 outdoor pools, a full-service spa and 5 restaurants. Our guests praise the pool and the helpful staff in their ...

8.6/10 Excellent! (2,245 reviews)

"El resort muy l"

Reviewed on 9 Aug 2026

Condado Vanderbilt Hotel

1055 Ashford Avenue San Juan

50 min drive from El Yunque National Forest

Stay at this luxury hotel in San Juan. Enjoy free Wi-Fi, 4 outdoor pools and a full-service spa. Our guests praise the helpful staff and the clean rooms in their ...

Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)

Aguadilla St. #55 Condado San Juan

50 min drive from El Yunque National Forest

Stay at this luxury hotel in San Juan. Enjoy free Wi-Fi, breakfast (surcharge) and room service. Our guests praise the helpful staff in their reviews. Popular ...

See all 7,966 properties in Puerto Rico Island

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.