Puerto Rico Island Packages (Flight + Hotel)

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Top Puerto Rico Island Flight + Hotel Deals

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

Trópica Beach Hotel

Santurce
฿25,846
per person
2 Oct - 5 Oct
found 10 hours ago
Return direct flight included
Chicago (ORD) to San Juan (SJU)
9.4/10 Exceptional! (959 reviews)
This is 2nd time staying live it and will stay again.

Reviewed on 10 Aug 2026

Hotel Puerto Valdes

Hotel Puerto Valdes

Puerta de Tierra
฿27,906
per person
2 Oct - 5 Oct
found 10 hours ago
Return direct flight included
Chicago (ORD) to San Juan (SJU)
8.8/10 Excellent! (713 reviews)
Walking distance to old SJ; small and cozy hotel

Reviewed on 15 Aug 2026

OLV Fifty Five - Adults Only

OLV Fifty Five - Adults Only

Condado
฿32,988
per person
2 Oct - 5 Oct
found 10 hours ago
Return direct flight included
Chicago (ORD) to San Juan (SJU)
8.8/10 Excellent! (727 reviews)
Aire de O:live

Aire de O:live

Isla Verde
฿34,159
per person
2 Oct - 5 Oct
found 10 hours ago
Return direct flight included
Chicago (ORD) to San Juan (SJU)
9.2/10 Wonderful! (736 reviews)
Would not recommend this O:live whatsoever, from the initial check in to the check out. Was left waiting over 3+ hours for check in, further someone kicked my luggage at the front desk and reception/staff said nor did absolutely anything. Further, my review of the food at the hotel, is that it’s quite lackluster. The hotel attempts to portray luxury but reality its anything but it. I travel quite extensively, and have stayed at real 5+ ⭐️, and plenty of real 4 star hotels. This is 2 star hotel(similar to a holiday inn or Hampton inn) pretending to be a “luxury boutique hotel”. This was my first time in PR, and I was hoping to try a smaller brand hotel instead of going to rio grande for the four season or dorado for the ritz, but I’ve now learned to trust my instinct. If you’re looking for a trashy, near the beach fake luxury hotel, then go ahead and book. If you aren’t, I’d recommend you don’t stay here. For those looking at some of the “better reviews”, I’m unsure if they’re real or if they are likely from less seasoned traveler. Cherry on top: I asked for late check out so I wouldn’t have to wait as long at the airport, and in consideration of my bad experience, they scoffed and said do what you have to, hence where I am now. (That’s my review of the customer service, instead of assuaging a peeved occupant, they challenge me).

Reviewed on 15 Aug 2026

Ola Boutique Hotel

Ola Boutique Hotel

Condado
฿29,459
per person
2 Oct - 5 Oct
found 10 hours ago
Return direct flight included
Chicago (ORD) to San Juan (SJU)
9/10 Wonderful! (925 reviews)

Where to stay in Puerto Rico Island

Find the best Puerto Rico Island areas and neighborhoods for the activities you enjoy most. Learn more about Puerto Rico Island
A beach with a boat, palm trees, and a city skyline in the background.

Isla Verde

1 out of top 10 points of interest in this area

White-sands, beautifully clear water and excellent water sports make this beach one of the most popular in Puerto Rico.

A coastal cityscape with a view of the ocean and several high-rise buildings.

Miramar

The pristine beaches and ample dining options are top of the list for many visitors to Miramar. A stop by Conservatory of Music of Puerto Rico or Laguna del Condado might round out your trip.

A tower surrounded by dense forest and rolling hills.

Mata de Plátano

If you're spending some time in Mata de Plátano, Luquillo Beach and Azul Beach are top sights worth seeing.

A coastal road with a marina surrounded by dense tropical vegetation.

Cangrejo Arriba

If you're spending some time in Cangrejo Arriba, Isla Verde Beach and Balneario de Carolina are top sights worth seeing.

A waterfall cascading over rocky terrain surrounded by lush greenery.

Zarzal

If you're spending some time in Zarzal, El Yunque National Forest and Coco Beach Golf and Country Club are top sights worth seeing.

Top hotels in Puerto Rico Island

Hyatt Regency Grand Reserve Puerto Rico

Hyatt Regency Grand Reserve Puerto Rico

200 Coco Beach Blvd. Highway 955-I Río Grande
Fully refundableReserve now, pay when you stay
฿8,717
฿11,211 total
10 Sept - 11 Sept
includes taxes & fees
9.2/10 Wonderful! (3,267 reviews)
"Loved it! Highly recommended and will be staying here again!"

Reviewed on 16 Aug 2026

Hyatt Regency Grand Reserve Puerto Rico
Fairmont El San Juan Hotel

Fairmont El San Juan Hotel

6063 Isla Verde Avenue Carolina
Fully refundableReserve now, pay when you stay
฿11,567
฿16,518 total
31 Aug - 1 Sept
includes taxes & fees
8.6/10 Excellent! (2,196 reviews)
"Rooms were excellent in the villa. Restaurants had great food. Wonderful pool and beach staff. Night manager was extremely helpful at check in after our flights were canceled and arriving a day late."

Reviewed on 15 Aug 2026

Fairmont El San Juan Hotel
La Concha Resort, Puerto Rico, Autograph Collection

La Concha Resort, Puerto Rico, Autograph Collection

1077 Ashford Ave Condado San Juan
Fully refundableReserve now, pay when you stay
฿9,081
฿12,471 total
7 Sept - 8 Sept
includes taxes & fees
9.2/10 Wonderful! (2,823 reviews)
"We keep coming back! The service, staff and location are unparalleled. We would recommend and we can not wait to be back! The rooms were impeccable, the drinks, delicious and Sofia (from the restaurant) was so sweet! We love this hotel."

Reviewed on 15 Aug 2026

La Concha Resort, Puerto Rico, Autograph Collection
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.

Stay near popular Puerto Rico Island attractions

A beach with a lifeguard tower, palm trees, and a clear blue sky.

Luquillo Beach

9.0/10 (3,887 reviews)
Sample local street food or doze under a palm tree on this picturesque stretch of coast.
See properties
A waterfall cascading over rocks in a lush, green forest.

El Yunque National Forest

9.2/10 (3,268 reviews)
This tropical rainforest offers many great hiking options, including stunning mountain views and beautiful waterfalls.
See properties
A beach with palm trees and the ocean.

Isla Verde Beach

9.2/10 (6,787 reviews)
Isla Verde Beach dazzles with golden sands and turquoise waters minutes from San Juan's airport. Enjoy swimming in calm waters and relaxing under swaying palms with a tropical cocktail.
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Puerto Rico Convention Center

8.8/10 (5,374 reviews)
The Caribbean's largest convention centre boasts modern architecture and state-of-the-art amenities in vibrant San Juan. Check their calendar for exciting events, or enjoy surrounding cultural attractions.
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Casino del Mar at La Concha Resort

8.6/10 (5,188 reviews)
Why not try your luck with a visit to Casino del Mar at La Concha Resort where you can enjoy the games and entertainment of this top casino in San Juan? Stroll along the seaside in this vibrant area or visit its top-notch restaurants.
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El Conquistador Golf Course

8.6/10 (447 reviews)
This Arthur Hills-designed course challenges golfers with dramatic 200-foot elevation changes and ocean views. Navigate narrow fairways and fast greens while enjoying panoramic vistas of El Yunque Rainforest.
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Jose Miguel Agrelot Coliseum

8.8/10 (1,841 reviews)
El Choli hosts world-class concerts and sporting events for up to 18,500 spectators. Experience state-of-the-art sound and lighting in this versatile venue that anchors San Juan's entertainment scene.
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Wyndham Rio Mar Golf Course

8.6/10 (556 reviews)
This Puerto Rican golf paradise features two championship courses with views of the Atlantic Ocean and El Yunque rainforest. Enjoy the Ocean Course's legendary 16th hole, considered among the Caribbean's finest.
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What to do in Puerto Rico Island

Culebra Day Trip by Catamaran

Culebra Day Trip from Fajardo by Catamaran

฿5,510
per adult
92% of travellers recommend
Culebra Day Trip from Fajardo by Catamaran
Puerto Rico Self-Guided Tour: Forts, Bioluminescent Bays & Jungle

Puerto Rico Self-Guided Tour: Forts, Bioluminescent Bays & Jungle

฿34
per adult
Puerto Rico Self-Guided Tour: Forts, Bioluminescent Bays & Jungle
From San Juan: El Yunque Rainforest and Waterslide Tour

From San Juan: El Yunque Rainforest and Waterslide Tour

฿1,919
per adult
96% of travellers recommend
From San Juan: El Yunque Rainforest and Waterslide Tour
See all activities in Puerto Rico Island

Frequently asked questions

How much does a Puerto Rico Island holiday package cost?
We make it simple to see the world, with Puerto Rico Island holiday packages starting from as little as ฿25,846. You'll have the flexibility to bundle your preferred airlines, hotels and car rental. For the ultimate getaway, why not add a few activities and tours to your itinerary?
How do I get a cheap travel package to Puerto Rico Island?
Lock in flights that suit your schedule, add a hotel room to your booking and see how much you save with a Puerto Rico Island holiday package. It's as simple as that! From hotels and flights to rental cars and tours, Expedia makes travelling on a budget easy. And with more than 550 airlines and 1,000,000 hotels around the world to choose from, you won't be short of choice.
How far in advance should I book my Puerto Rico Island holiday?
It can be hard to know exactly when the best time is to book your trip to Puerto Rico Island. But generally the earlier you book, the better the prices. In some cases, you can reserve your flights and hotels nearly a year prior to your departure date. If you're eager to escape on a last-minute getaway, no need to worry! There are incredible deals advertised on Expedia every day.
What does an Expedia Puerto Rico Island travel package include?
That depends on what you're after. If you're travelling by yourself, you might decide to bundle flights and hotels. Taking the whole crew to Puerto Rico Island? A travel package including flights, hotels and rental cars might be a better fit. Expedia gives you the freedom and flexibility to tailor-make your travel package.
What should I know before booking a Puerto Rico Island travel package?
You'll pick up big savings when you combine your flights, hotels and rental cars into a package. Not just that, booking everything in one spot will make your trip planning easier. So why waste time or money? Whether you're putting together a fancy romantic getaway or a budget family adventure, explore our package deals today.
Can I choose my airline with a Puerto Rico Island Expedia holiday package?
Yes, and with over 550 airlines to select from worldwide, you're spoiled for choice. Have a look through the available options and find out which airline best suits your budget and needs.
If I'm not able to travel, can I cancel my Puerto Rico Island holiday package?
Yes, you can. We realise life happens, so we're happy to help if you need to make changes to your Puerto Rico Island holiday package. You may be able to change or cancel your itinerary for free if you've booked in the last 24 hours. Your hotel, airline or car rental company may impose a fee if you booked more than 24 hours ago. Head to our Customer Service Portal for further information. Also, be sure to check your itinerary for the finer details on change fees.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.