Find 5 Star Hotels in Puerto Rico Island from $351

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Dec 8 - Dec 9
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Dec 9 - Dec 10
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Dec 12 - Dec 14
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Dec 19 - Dec 21

Compare Puerto Rico Island 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

On the beach, white sand, beach cabanas, sun loungers
Condado Vanderbilt Hotel

Condado Vanderbilt Hotel

5.0 star property
Condado
9.4 out of 10, Exceptional, (1647)
"Amazing hotel, amenities and service!"
United States
Vishnam Jagannathan
$440 nightly
The price is $488
Dec 9 - Dec 10
Total with taxes and fees
Condado Vanderbilt Hotel
View from room
Fairmont El San Juan Hotel

Fairmont El San Juan Hotel

5.0 star property
Isla Verde
8.4 out of 10, Very Good, (2082)
"Excellent place to stay with family."
United States
Saida
$471 nightly
The price is $522
Dec 14 - Dec 15
Total with taxes and fees
Fairmont El San Juan Hotel
4 outdoor pools, open 8:00 AM to 10:00 PM, cabanas (surcharge)
Wyndham Grand Rio Mar Rainforest Beach and Golf Resort

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort

5.0 star property
Mameyes II
8.6 out of 10, Excellent, (2226)
"Staff was great and the room was always cleaned"
United States
Jean
$854 nightly
The price is $948
Jan 4 - Jan 5, 2026
Total with taxes and fees
Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
Minibar, in-room safe, desk, iron/ironing board
Dorado Beach, a Ritz-Carlton Reserve

Dorado Beach, a Ritz-Carlton Reserve

5.0 star property
Higuillar
9.6 out of 10, Exceptional, (232)
"Let’s just say we can’t wait to come back! What a beautiful experience. Definitely recommend all around!"
United States
Natasha
$2,009 nightly
The price is $2,192
Dec 10 - Dec 11
Total with taxes and fees
Dorado Beach, a Ritz-Carlton Reserve
4 outdoor pools, open 7:00 AM to 9:00 PM, sun loungers
Fairmont El San Juan Villa Experience

Fairmont El San Juan Villa Experience

5.0 star property
Isla Verde
7.6 out of 10, Good, (128)
"Bianca and Melanie at the front desk were both very helpful and accommodating. "
United States
Eddie
$659 nightly
The price is $732
Dec 9 - Dec 10
Total with taxes and fees
Fairmont El San Juan Villa Experience
3 restaurants, breakfast, lunch, dinner served; Mediterranean cuisine
Four Seasons Resort and Residence Puerto Rico

Four Seasons Resort and Residence Puerto Rico

5.0 star property
Herreras
9.4 out of 10, Exceptional, (452)
"Beautiful resort. We loved every minute. "
United States
Brenda
Four Seasons Resort and Residence Puerto Rico
Room, 3 Bedrooms, Oceanfront (Residence) | Minibar, in-room safe, individually furnished, desk
Residences at Dorado Beach, a Ritz-Carlton Reserve

Residences at Dorado Beach, a Ritz-Carlton Reserve

5.0 star property
Higuillar
10.0 out of 10, Exceptional, (2)
"Outstanding experience staying at one of the Residences. Definitely the best hotel in the Caribbeans. "
United States
Marina
Residences at Dorado Beach, a Ritz-Carlton Reserve
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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
$426 nightly
The price is $464 total per night from Dec 14 to Dec 15
$464 total
Dec 14 - Dec 15
Total with taxes and fees
9/10 Wonderful! (2,172 reviews)
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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
Cabo Rojo Lighthouse

Top Puerto Rico Island Hotel Reviews

Condado Vanderbilt Hotel

Condado Vanderbilt Hotel

10/10 Excellent
"Staff was fantastic and the service was great. We also had a very comfortable stay. The only negatives were that the AC in our room did not work very well (It kept turning off in the middle of the night) and there was a wedding reception on the 2nd floor that was so loud that we could hear the music all night long on the 5th floor. There were 4 weddings while we were there, I think the DJ for that one just had the music way too loud, because we were not bothered on other nights. The property is beautiful and the restaurants are great. The gym is also very nice and the spa is top notch. We will stay here again. "
Ashley Hodges 4-night trip
Posted 1 day ago
Condado Vanderbilt Hotel

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 $351

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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