Puerto Rico Island Vacation Packages 2026/2026 from $555

Name: San Juan Airport Hotel
Price range: $252 total

Puerto Rico Island flight + hotel vacation packages

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

Fortaleza Suites

Old San Juan

Save 100% on your flight

$555

per person

Jan 24 - Jan 29

found 2 days ago

Roundtrip flight included

Boston (BOS) to San Juan (SJU)

Free WiFi in public areas, express check-out, and dry cleaning are available at this guesthouse. There's luggage storage and multilingual staff can provide around-the-clock assistance.

Ola Boutique Hotel

Condado

$635

per person

Feb 5 - Feb 9

found 2 days ago

Roundtrip flight included

Boston (BOS) to San Juan (SJU)

This luxury hotel features a full-service spa and a restaurant. Enjoy the a rooftop terrace and free perks like continental breakfast and WiFi in public areas. There's a bar/lounge on site, and a 24-hour front desk and laundry facilities are also provided.

The Oliver Hotel

San Juan Antiguo

$600

per person

Feb 5 - Feb 9

found 2 days ago

Roundtrip flight included

Boston (BOS) to San Juan (SJU)

A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. Luggage storage is provided and the front desk is staffed around-the-clock.

OLV Fifty Five - Adults Only

Condado

$849

per person

Feb 5 - Feb 9

found 2 days ago

Roundtrip flight included

Boston (BOS) to San Juan (SJU)

This luxury hotel features 2 restaurants, a bar/lounge, and an outdoor pool. Enjoy the a rooftop terrace and perks like free WiFi. Valet parking, limo/town car service, and dry cleaning are also offered.

Aire de O:live

Isla Verde

$946

per person

Feb 5 - Feb 9

found 2 days ago

Roundtrip flight included

Boston (BOS) to San Juan (SJU)

This smoke-free hotel includes 2 restaurants, an outdoor pool, and a gym. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi.

Top Puerto Rico Island hotels deals

Condado Vanderbilt Hotel

1055 Ashford Avenue San Juan

Free Cancellation

Reserve now, pay when you stay

$440 nightly

$488 total

Dec 9 - Dec 10

Total with taxes and fees

A full-service spa, 3 restaurants, and 4 outdoor pools are all featured at this luxury hotel. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Families will appreciate the children's pool, complimentary bicycles, and babysitting.

Pool

Hot Tub

The Royal Sonesta San Juan

5961 Isla Verde Avenue Carolina

Free Cancellation

Reserve now, pay when you stay

$411 nightly

$448 total

Dec 14 - Dec 15

Total with taxes and fees

A full-service spa, 6 restaurants, and an outdoor pool are all featured at this smoke-free resort. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Traveling on business? Take advantage of the express check-out, conference space, and valet parking.

Pool

Spa

La Concha Resort, Puerto Rico, Autograph Collection

1077 Ashford Ave Condado San Juan

Free Cancellation

Reserve now, pay when you stay

$348 nightly

$386 total

Dec 16 - Dec 17

Total with taxes and fees

This Art Deco resort features a casino, a full-service spa, and a nightclub. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Enjoy the 3 outdoor pools and perks like free WiFi.

Pool

Hot Tub

Hyatt Regency Grand Reserve Puerto Rico

200 Coco Beach Blvd. Highway 955-I Río Grande

Free Cancellation

Reserve now, pay when you stay

$304 nightly

$331 total

Dec 9 - Dec 10

Total with taxes and fees

This Mediterranean resort features a golf course, a full-service spa, and 4 restaurants. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Enjoy the 3 outdoor pools and perks like free WiFi.

Pool

Hot Tub

San Juan Airport Hotel

LMM International Airport Carolina

$233 nightly

$252 total

Jan 1 - Jan 2, 2026

Total with taxes and fees

This hotel features 10 beach bars, a bar/lounge, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and free full breakfast each morning.

Breakfast included

Pet friendly

Embassy Suites by Hilton San Juan Hotel & Casino

8000 Tartak Street Carolina

Free Cancellation

Reserve now, pay when you stay

$248 nightly

$275 total

Dec 9 - Dec 10

Total with taxes and fees

A casino, a 24-hour gym, and a restaurant are all featured at this smoke-free resort. There's fun for all ages with a children's pool and a playground, and barbecue grills are available on site. Enjoy the outdoor pool and free perks like cooked-to-order breakfast and WiFi in public areas.

Pool

Hot Tub

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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.

Popular places to visit

La Guancha

4/5(152 reviews)

La Guancha is just one of the places to see in Playa, so why not enjoy the other things to explore during your travels? Amble around the area's seaside or attend a sporting event.

Puerto Rico Convention Center

4.5/5(545 reviews)

Learn about the events happening at Puerto Rico Convention Center during your trip to San Juan. Amble around this vibrant area's beautiful beaches or experience its acclaimed art scene.

El Conquistador Golf Course

4/5(21 reviews)

Enjoy a round of golf in Fajardo at El Conquistador Golf Course. Stroll along the seaside in this family-friendly area, or check out its top-notch restaurants.

Frequently asked questions

How much are vacation packages to Puerto Rico Island?

You might be pleasantly surprised — you can find yourself in Puerto Rico Island for as little as $555. Here at Travelocity, we save you time and stress with our excellent vacation packages. With hotels, flights and experiences all in one place, why wait?

Where can I get the best vacation package deals for Puerto Rico Island?

There are fantastic Puerto Rico Island package deals to score with Travelocity. Did you know we partner with 400 airlines and 1,000,000 worldwide properties? Keep that in mind the next time you're ready to tick another place off your bucket list.

Why should I book my Puerto Rico Island vacation bundle via Travelocity?

From our 24/7 customer support to our range of fantastic destinations, we are committed to fulfilling your vacation dreams. All you'll have to do is to click and book — our Price Match Guarantee will ensure you lock in the lowest price.

Will I save money on my Puerto Rico Island car rental if I combine it with a hotel or flight?

Combining your bookings into a Puerto Rico Island vacation package will certainly save you money. Choose a car and flight; a car, hotel and flight; or a car and hotel. You won't find a better way to explore the greater Puerto Rico Island region than from the comfort of your own rental car. You can also add tours and experiences to your Travelocity package.