A coastal cliff with a lighthouse, clear blue sea, and rocky terrain.

Find 5 Star Hotels in Puerto Rico Island from $296

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Check availability on Puerto Rico Island 5 Star Hotels

Tonight
Oct 10 - Oct 11
Tomorrow
Oct 11 - Oct 12
Next weekend
Oct 16 - Oct 18
In two weeks
Oct 23 - Oct 25

Our top choices for Puerto Rico Island 5-star hotels

A swimming pool with lounge chairs and palm trees, surrounded by a building with multiple floors.
A spacious outdoor dining area with wicker chairs and tables, overlooking the ocean.
A beach with palm trees and a city skyline in the background.
A grand lobby with a central staircase, polished floors, and decorative lighting.

1. Condado Vanderbilt Hotel

Condado Vanderbilt Hotel
Condado
United States
Artur
$407 nightly
$452 total
Oct 11 - Oct 12
Total with taxes and fees
Condado Vanderbilt Hotel
A resort with a large swimming pool, lounge areas, and a view of the ocean at dusk.
A pool area with a hot tub, a blue sofa, and a view of the beach.
A grand hallway with ornate wood paneling, a patterned carpet, and a pool table.
A hotel room with a large window offering a view of the ocean and a pool area.

2. Fairmont El San Juan Hotel

Fairmont El San Juan Hotel
Isla Verde
United States
Naresh
$419 nightly
$465 total
Oct 20 - Oct 21
Total with taxes and fees
Fairmont El San Juan Hotel
A resort with a large pool area, palm trees, and a view of the ocean.
Meeting facility
A resort with a pool, beach, and palm trees.
A beachside bar with a thatched roof, outdoor seating, and a view of the ocean.

3. Wyndham Grand Rio Mar Rainforest Beach and Golf Resort

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
Mameyes II
United States
Michael
$372 nightly
$413 total
Oct 14 - Oct 15
Total with taxes and fees
Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
A resort pool with multiple levels, palm trees, and lounge chairs.
A room with a large window overlooking a beach, a view of the ocean, and a tropical garden.
A modern hotel room with a large bed, a flat-screen TV, a sofa, a coffee table, and a balcony with a view of the ocean.
A spacious indoor corridor with a wooden floor, white columns, and hanging pendant lights.

4. Four Seasons Resort and Residences Puerto Rico

Four Seasons Resort and Residences Puerto Rico
Herreras
United States
Shirley
$964 nightly
$1,051 total
Oct 24 - Oct 25
Total with taxes and fees
Four Seasons Resort and Residences Puerto Rico
A poolside area with wooden deck, lounge chairs, and palm trees.
A grand hall with a marble table, hanging plants, and wall-mounted lanterns.
A spacious living area with a television, seating, and a view of the ocean.
A spacious restaurant with high ceilings, large windows, and a view of the ocean.

5. Dorado Beach, a Ritz-Carlton Reserve

Dorado Beach, a Ritz-Carlton Reserve
Higuillar
United States
Igor
$1,707 nightly
$1,858 total
Oct 12 - Oct 13
Total with taxes and fees
Dorado Beach, a Ritz-Carlton Reserve
A resort with a large swimming pool, beach, and palm trees.
A modern hotel room with a large bed, a desk, and a balcony with a view of the ocean.
A room with a large window overlooking a beach, a bookshelf, and a small table with a bowl and a plant.
A luxurious lobby with a grand chandelier, marble flooring, and elegant seating arrangements.

6. Fairmont El San Juan Villa Experience

Fairmont El San Juan Villa Experience
Isla Verde
United States
Obed
$609 nightly
$676 total
Oct 25 - Oct 26
Total with taxes and fees
Fairmont El San Juan Villa Experience
An outdoor pool area with a view of the ocean, surrounded by palm trees and furnished with white sofas and umbrellas.
A modern kitchen with a large island, glass doors leading to a balcony with a view of the sea.
A beachfront resort with modern villas, clear turquoise waters, and lush palm trees.
A covered outdoor dining area with tables set for two, overlooking a pool and palm trees.

7. Residences at Dorado Beach, a Ritz-Carlton Reserve

Residences at Dorado Beach, a Ritz-Carlton Reserve
Higuillar
United States
Marina
Residences at Dorado Beach, a Ritz-Carlton Reserve
A resort with a pool, palm trees, and a beach view.
A modern living room with a large flat-screen TV, comfortable seating, a round coffee table, and a view of the ocean.
A grand entrance with a sign reading 'RIO MAR CASINO,' an ornate ceiling, and a patterned floor.
A spacious indoor dining area with high ceilings, large windows, and modern furnishings.

8. Signature Collection at Rio Mar

Signature Collection at Rio Mar
Mameyes II
United States
Bogdan
$1,600 nightly
$1,776 total
Oct 11 - Oct 12
Total with taxes and fees
Signature Collection at Rio Mar
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Puerto Rico Island.
The Royal Sonesta San Juan

The Royal Sonesta San Juan

5961 Isla Verde Avenue Carolina
$298 nightly
$324 total
Oct 26 - Oct 27
Total with taxes and fees
9/10 Wonderful! (2,816 reviews)
The Royal Sonesta San Juan
La Concha Resort, Puerto Rico, Autograph Collection

La Concha Resort, Puerto Rico, Autograph Collection

1077 Ashford Ave Condado San Juan
$314 nightly
$349 total
Oct 14 - Oct 15
Total with taxes and fees
9.2/10 Wonderful! (2,948 reviews)
La Concha Resort, Puerto Rico, Autograph Collection
Sheraton Puerto Rico Resort & Casino

Sheraton Puerto Rico Resort & Casino

200 Convention Boulevard San Juan
$267 nightly
$296 total
Oct 25 - Oct 26
Total with taxes and fees
Sheraton Puerto Rico Resort & Casino
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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.

Learn more about Puerto Rico Island

Cobblestone streets and colorful colonial buildings in Old San Juan transport you to another era. Beyond the city, El Yunque rainforest offers hiking trails and waterfalls, while Vieques Island boasts bioluminescent bays for nighttime kayaking.

See all hotels in Puerto Rico Island
A cemetery with numerous tombstones, a prominent building with a red dome, and a fort in the background.

Top Puerto Rico Island Hotel Reviews

Condado Vanderbilt Hotel

Condado Vanderbilt Hotel

10/10 Excellent
"Can’t say enough about this hotel. First, the staff. Everyone was so kind and welcoming. For instance, I brought 3 books with me. I left two in the room while down at the pool and when I returned, I found that housekeeping had placed a bookmark in one of the books for me! Such a little thing, but so incredibly thoughtful. The next day I return to the room to find they wrapped my charging cord with a complementary cord tie. Room service - I ordered room service twice during my stay and the kind woman who brought my food gifted me a Vanderbilt tote bag. This was after, not before I had tipped; she brought it when she returned to collect my plates. The pool staff also went above and beyond. They were so attentive and friendly and happy to make up a chair and provide extra towels. I do recommend bring some ones so you can tip the folks making up a chair for you. This was my first trip to Puerto Rico and everyone I met was friendly. The cab driving taking me to the hotel from the airport to the hotel pointed out some restaurants and coffee spots along the way. His pride in the San Juan area was apparent and it was such a nice welcome to the island. Every restaurant and shop I visited was more of the same - kind and friendly folks, simply happy to welcome you and treat you well."
Julie A 4-night trip
Posted 21 hours ago
Condado Vanderbilt Hotel
Wyndham Grand Rio Mar Rainforest Beach and Golf Resort

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort

10/10 Excellent
"This was our first vacation ever and it was fantastic we had a amazing time and everything was first class"
Michael 4-night trip
Posted 22 hours ago
Wyndham Grand Rio Mar Rainforest Beach and Golf Resort

Find out more about Puerto Rico Island

Puerto Rico Island Five Star Hotel Information

There’s a beach hammock with your name on it in Puerto Rico. When you’re ready to experience ocean breezes, tropical sights, and a sense of luxury, this island destination is the best place to be.

  • Discover the cheapest deals on Puerto Rico 5-star hotels
  • Read vetted reviews for advice on accommodations on the island

Get your vacation started the right way: With a coconut drink in hand as you sit on the beach.

Boqueron Beach is often regarded as the most scenic sandy strip in town. Lay out in the sunshine, feeling a million miles away from everyday cares. Once you’ve had your fill, stretch your legs in Old San Juan. The oldest neighborhood in Puerto Rico, it has several pastel homes and quaint eateries worthy of a visit. You may also want to check out Museo de Arte e Historia de San Juan, which displays the proud artistic history of the island.

You can anticipate historically cheap prices when you book your 5-star hotel in Puerto Rico with Expedia. We spotlight the top discounts on prime rooms and suites, so you can vacation in style without breaking the bank. Whether you’re looking for boutique hotels or luxury hotels in Puerto Rico, we have your vacation needs covered.

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Puerto Rico Island?
How much you pay for a 5-star hotel in Puerto Rico Island can vary based on when you prefer to travel and how long you plan to stay, among other factors. Use our price per night filter and other search tools to score the best rate on a high-end stay.
  • Search for the lowest price per night from $296
What makes a hotel 5 stars in Puerto Rico Island?
In Puerto Rico Island, a hotel must provide a specific amount of upscale conveniences to earn a 5-star rating. These can include on-site gyms, gourmet restaurants, saunas and spas, premium bedding, luxury toiletries and more. What also sets 5-star hotels apart is their guest-centric standard of service. You'll enjoy things like nightly turn-down services, concierge services and in-room massages. Some may also offer special touches such as welcome gifts.
Are there any 5-star all-inclusive resorts in Puerto Rico Island?
Use our filter tool to find a luxurious retreat in Puerto Rico Island where most of what you need is included. Next, narrow your results for hotels that have a 5-star rating and are deemed "All inclusive." The main thing on the schedule at these stays? Pure indulgence and relaxation.

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