The Best Luxury Hotels to Book in Puerto Rico

Nothing says luxury like the Hyatt Regency Grand Reserve Puerto Rico’s lagoon-style pool
Nothing says luxury like the Hyatt Regency Grand Reserve Puerto Rico’s lagoon-style pool | Courtesy of Hyatt Regency Grand Reserve Puerto Rico / Expedia
Alyssa Morlacci

Whether you would rather explore the historic charm of Old San Juan or Puerto Rico’s abundant wildlife before returning to your private hot tub, lavish accommodation is not hard to come by on the island. From upscale boutique hotels to high-end properties, travelers can expect on-site golf courses, butler service, elevated dining experiences and so much more. Swim in an oceanfront pool, sip champagne or party until dawn at these fine luxury hotels in Puerto Rico – all bookable with Culture Trip.

1. The St. Regis Bahia Beach Resort

Chain Hotel, Luxury

A large and luxurious private rooftop terrace with outdoor kitchen, pool and covered seating areas at the St. Regis Bahia Beach Resort.
Courtesy of the St. Regis Bahia Beach Resort / Expedia

The champagne sabering ritual at the St. Regis takes place daily, just as the sun starts to dip over the ocean – grab a flute of bubbly and sit out on the patio to truly soak in the moment. In addition to aperitifs, this luxury Puerto Rican resort’s comforts include suites with 400-thread-count bed linens and marble spa bathrooms, as well as two oceanfront restaurants, a golf course designed by Robert Trent Jones Jr., a pool resembling a lagoon and a spa that offers beachside massages.

2. Hotel El Convento


The rooftop pool with city and sea views at Hotel El Convento .
Courtesy of Hotel El Convento / Expedia
You’ll get to immerse yourself in local history during your stay at Hotel El Convento, originally built in 1646 as a convent. As the oldest member of the Historic Hotels of America, this Old San Juan hotel embraces its past in the stylish guest rooms, which are designed with Spanish furniture and louvered doors that reveal Juliet balconies with views of San Juan Bay.

3. Condado Vanderbilt Hotel

Independent Hotel, Luxury

A private guest terrace with plunge pool and beach access at Condado Vanderbilt Hotel.
Courtesy of Condado Vanderbilt Hotel / Expedia

Dating back to 1919, the Condado Vanderbilt Hotel’s Spanish Revival façade hints towards its interior grandeur. The rooms and suites at this luxury stay in Puerto Rico feature French windows, 300-thread-count Italian bed linens and bamboo towels; you’ll also find chaise lounges by the pool, beach access and a personal butler service.

4. O:live Boutique Hotel

Boutique Hotel, Hotel

A luxurious and spacious guest suite with private terrace and sea views at O:live Boutique Hotel.
Courtesy of O:live Boutique Hotel / Expedia
What makes this intimate, Mediterranean-inspired luxury boutique hotel in San Juan stand out is the personal touch. For example, the owners display pieces from their private art collection throughout the hallways, and when it comes to food, think classic steakhouse dishes with an Italian twist. Make sure to order the shrimp cocktail served with horseradish crème fraîche and a cocktail sauce sorbet, and trust us, Sage Steak Loft, helmed by chef Mario Pagán, is reason enough to visit.

5. Hyatt Regency Grand Reserve Puerto Rico

Chain Hotel, Luxury

The beachside, lagoon-style pool at the Hyatt Regency Grand Reserve as the sun sets over Puerto Rico.
Courtesy of Hyatt Regency Grand Reserve Puerto Rico / Expedia

With the El Yunque National Forest as its backdrop, the Hyatt Regency Grand Reserve Puerto Rico boasts a lagoon-style pool, two Tom Kite-designed 18-hole championship golf courses and plenty of dining options – from the poolside Pícalo Gallo Food Truck to the upscale seafood and steakhouse Prime 787. You can stay in one of this luxury hotel’s 579 suites, each with a balcony or terrace overlooking the gardens, pool or ocean.

6. La Concha Resort

Resort, Hotel

The outdoor dining and lounge terrace at La Concha Resort overlooking a golden sand beach and turquoise sea.
Courtesy of La Concha Resort / Expedia
Immerse yourself in nightlife at this luxury resort in Puerto Rico, located in the chic Condado district of San Juan. Here, you can roll the dice at the Casino Del Mar and party until the early hours at the Fifty Eight nightclub. There’s also no need to leave the hotel, thanks to its multilevel infinity pool and abundant dining options – you can find anything from tapas to an Italian restaurant. For more diverse hotels perfect for any kind of stay, see the best hotels for every traveler in Puerto Rico, bookable with Culture Trip.

7. Ciqala Luxury Suites

Luxury, Apartment

A rooftop deck with sun loungers and a whirling jacuzzi pool overlooking the city at Ciqala Luxury Suites.
Courtesy of Ciqala Luxury Suites / Expedia

Imagine sipping a mojito while taking in 360-degree views of the Miramar neighborhood of San Juan – Ciqala Luxury Suites has just the spot for this at its Eter Rooftop & Lounge. The hotel’s studios and suites feel like a home away from home, some even boasting fully equipped kitchens. However, if you’re more inclined to have a lazy morning, don’t worry – you can always pick up the phone and ask reception for a made-to-order breakfast.

8. AC Hotel by Marriott San Juan Condado

Luxury, Chain Hotel

The luxurious outdoor pool area at AC Hotel by Marriott San Juan Condado.
Courtesy of AC Hotel by Marriott San Juan Condado / Expedia

For sleek, minimalist design, book one of the 233 guest rooms and suites at the AC Hotel by Marriott – all complete with marble bathrooms, private balconies and floor-to-ceiling windows. This luxury hotel in Puerto Rico, in an urban San Juan setting, presents a plethora of dining options – our favorite is a tapas spot called Bar.C.Lona Rooftop. When it come time for rest and relaxation, head to the elevated pool where you can kick back and soak in the sun from the partially submerged chaise lounges.

9. Royal Isabela

Resort, Luxury, Chain Hotel

A private deck with luxurious sun loungers and a plunge pool overlooking tropical forests towards the sea.
Courtesy of Royal Isabela /

At Royal Isabela, set along 2mi (3km) of beach on the island’s northwest coast, you can stay in one of 20 free-standing, villa-style casitas, each with a private plunge pool and terrace. Here, you can golf at a cliffside course 200ft (60m) above the ocean, paddleboard along the Guajataca River and dine at the farm-to-table Jota Restaurant, where ingredients are sourced from local farmers, fishers and cheesemakers.

Looking for somewhere different to stay? Book into one of the best resorts in Puerto Rico, including some of the top all-inclusive resorts in the area, or treat yourself to an unforgettable boutique hotel. Inspire your itinerary with the most beautiful destinations on this Caribbean island; don’t miss the must-see attractions. And, when in the Puerto Rican capital, discover where to stay in San Juan and book yourself a table at the best restaurants.

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