
Puerto Rico Island Romantic Vacations
Book a Romantic Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ₩234,741 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
- Rest easyPlan, book, and manage your trip all in one place
Top Romantic Puerto Rico Island Hotels

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
6000 Rio Mar Boulevard Río Grande
Fall in love again at this upscale resort. You and your special someone are sure to love the spa, garden, and 5 restaurants. You'll also appreciate the champagne ...
8.4/10 Very Good! (2,262 reviews)
Couples like: full-service spa, couples spa treatments, on the beach, couples dining
Travelers say...
Great property that did not feel too crowded. Excellent dining options, very nice beach and multiple pools. Very friendly staff. We definitely would recommend this hotel!
Reviewed on Jan 8, 2026

Condado Vanderbilt Hotel
1055 Ashford Avenue San Juan
A spa, ocean-view dining, and a garden await couples looking for a romantic getaway at this upscale hotel. The property also offers a hot tub, beach cabanas, ...
9.2/10 Wonderful! (1,670 reviews)
Couples like: full-service spa, couples spa treatments, beachfront dining, hot tub
Travelers say...
Outdoor pool area us nice
Reviewed on Jan 5, 2026

Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)
Aguadilla St. #55 Condado San Juan
Hydromassage showers, champagne service, and luxurious surroundings await visiting couples at this adults-only hotel. The property also offers romance packages, ...
9/10 Wonderful! (653 reviews)
Couples like: adults only property, bar, couples dining, picnics
Travelers say...
We had a great stay at O:live boutique hotel. I’m sorry we didn’t have more time to explore the restaurant, pool, etc but this was a one night stay pre-cruise and we already had dinner reservations off-property. Check in was quick and efficient, the front desk staff was very pleasant. The lobby is ...
Reviewed on Jan 10, 2026
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
