Playa Vacations from $615

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Your Playa Vacation

Lock in a Playa vacation package and prepare to experience everything this city has to offer. Think about staying in the neighborhood of Calzada, which is great for watersports, families and history. Any trip to Playa needs a well-crafted itinerary. Fill yours with attractions like Palmas del Mar Beach, Palmas Del Mar Golf Club and Playa El Cocal. That dream Playa vacation is only clicks away. Explore airfares, hotels and more on Expedia for a trip that's tailored to suit your travel style.

The Latest Playa vacation packages

Price found within the past 48 hours. Click for updated prices.
Isla Verde Beachfront Retreat With Parking

Isla Verde Beachfront Retreat With Parking

Isla Verde
Save 100% on your flight
$615
per person
Nov 8 - Nov 11
found 2 hours ago
Roundtrip flight included
New York (JFK) to San Juan (SJU)
10/10 Exceptional! (4 reviews)
This place is convenient, nice and clean. I will definitely revisit.

Reviewed on Sep 9, 2026

Ola Boutique Hotel

Ola Boutique Hotel

Condado
Save 100% on your flight
$852
per person
Dec 8 - Dec 15
found 2 days ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
9/10 Wonderful! (957 reviews)
WALD HAUS by DW

WALD HAUS by DW

Save 100% on your flight
$2,374
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
9.2/10 Wonderful! (11 reviews)
The home itself is absolutely stunning but the road to the villa is not just narrow, it's washed out in many places, we struggled to navigate the potholes even with a jeep and an SUV, I would not drive it at night. There are great amenities like the fridge and bathroom downstairs, the coffee / cocktail bar is fabulous.The kitchen was well-stocked with basic spices and supplies but it was crawling with roaches. Wifi is spotty so be sure to have the guidebook downloaded and screenshots of the phone number to call because the phone number posted throughout the villa is not functioning. Even in August the combination of ACs, fans, and breezes kept the temprature very comfortable. Excellent pool, though very little shallow area, if you're traveling with kids or weaker swimmers.

Reviewed on Aug 13, 2026

Villa Azure Ocean Suites

Villa Azure Ocean Suites

Santurce
Save 100% on your flight
$3,277
per person
Dec 12 - Dec 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
10/10 Exceptional! (3 reviews)
We had such an amazing time at Villa Azure! Our group of 16 couldn’t get enough of the gorgeous ocean views, and the fact that the beach was just a short walk away was perfect. The house itself was super cozy and beautifully decorated—plenty of space for everyone but still felt like home. We spent hours relaxing by the pool and enjoying the outdoor area, which was perfect for hanging out together. We can’t wait to come back!

Reviewed on Oct 21, 2024

Condado Lagoon by Otium

Condado Lagoon by Otium

San Juan Antiguo
Save 100% on your flight
$1,839
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
7.6/10 Good! (58 reviews)
Overall I would stay here again. Good views for morning risers. I got to store luggage until check in which started at 4pm. Hosted communicated well. I got to check in by 3pm because I was early arrival but it depends on the host. The front desk was nice and friendly. I felt safe in this area. There was an issue with the door lock so maintenance came quickly to fix it. Also this apartment is on the 7th floor with amazing views but it is outdated. There is mold in the lights, the countertop in the kitchen was cracked, the door was broken, the rusty light in the corner didn’t work, A/C Unit leaks and it gets slippery on the balcony, and the closet was broken with wires exposed. I tried uploading photos but this option didn’t work for me. We ask to change towels but the host said only 1 towel change midway through the stay and it never came. There is a pool on property but the hot tub did not work, but got both beach towels and bathroom towels. There is blow dryer but it’s old. The convenience of the place next to Old San Juan and Condado Lagoon is the perfect spot to uber everywhere which is why I booked this spot. Also Caribe Hilton is close to rent a day pass for $100 and have 24/7 ice cream shop. There is a local market shop and Piola’s Pizza was good to eat after the beach which is a 10min walk. I would rate a 3/5 because of the location but the host needs to update the apartment with new outlets, new painted walls, and new lights. No parking onsite.

Reviewed on Jul 30, 2026

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Playa Hotel Deals

Four Points by Sheraton Caguas Real Hotel & Casino

Four Points by Sheraton Caguas Real Hotel & Casino

500 Alhambra En Granada Boulevard Caguas
Fully refundableReserve now, pay when you stay
$238 nightly
$264 total
Oct 11 - Oct 12
Total with taxes and fees
Four Points by Sheraton Caguas Real Hotel & Casino
Wyndham Palmas Beach and Golf Boutique Resort

Wyndham Palmas Beach and Golf Boutique Resort

170 Candelero Drive, Palmas del Mar Humacao
Fully refundableReserve now, pay when you stay
$281 nightly
$306 total
Sep 30 - Oct 1
Total with taxes and fees
8.4/10 Very Good! (865 reviews)
"We had a great experience at Wyndham Palmas! The hotel was very clean, and the pool area was also clean and well maintained. The service throughout our stay was great. Ashley, the bartender at the pool, was amazing! She was super friendly, fast, and always provided great service. The front desk staff ..."

Reviewed on Sep 29, 2026

Wyndham Palmas Beach and Golf Boutique Resort
Park Royal Club Cala managed by Accor

Park Royal Club Cala managed by Accor

50 Club Cala Drive Humacao
$138 nightly
$147 total
Oct 8 - Oct 9
Total with taxes and fees
Park Royal Club Cala managed by Accor
See all 737 properties in Playa
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.

Find the Best Playa Vacation Packages

Playa Essential Information

Language
Spanish
Currency
U.S dollars
Local Welcome
¡Hola!
Local Goodbye
Adiós
Closest Airport
Luis Munoz Marin Intl. Airport (SJU)
Population
2,200
Top Sights
Lucia Beach, Playa Guayanés and Playa El Cocal

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Frequently asked questions

How much does a Playa vacation package cost?
Offering great value package deals from $615 on Expedia, you'll be pleasantly surprised at how much a vacation to Playa costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Playa?
You're likely to find lower prices and better availability in September, October and December. Take a look at our cheap Playa vacation packages and you could score some great off-season discounts.
How many days is enough for Playa?
Generally, a handful of days is enough to go to the main sights during your Playa vacation. But if you want to have more time to kick back or go on day trips, think about extending your itinerary.
How to find the best Playa package deals?
Use Expedia's filter tool to find some of the best Playa package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or browse for Playa package deals in the off-season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as soon as possible.
Is it cheaper to book a Playa vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging hotels and flights separately. Better still, you can tailor your Playa getaway to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Playa?
Score incredible discounts by booking your flights ahead of time with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for an impromptu Playa trip.
Does Expedia offer Book Now, Pay Later Playa vacation packages?
If you're like us, you love going away but are not a fan of the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the total cost of your Playa break over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.