Playa Vacations from $425

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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.
Ola Boutique Hotel

Ola Boutique Hotel

4.5 out of 5
Condado
Price was $991, price is now $425 per person
$425
per person
Mar 20 - Mar 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
9.2/10 Wonderful! (589 reviews)
The staff is amazing. You feel like family there. Very accommodating in everything we neded. The kitchenette was great. Marcos is the best. Dee makes the best omelets. We would definitely stay there again.

Reviewed on Jan 12, 2026

Romeo Gay Hotel

Romeo Gay Hotel

4 out of 5
San Juan Antiguo
Price was $1,178, price is now $544 per person
$544
per person
Mar 4 - Mar 11
found 2 days ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
9/10 Wonderful! (121 reviews)
Parking was good, hotel and room was clean, front desk was really nice and the location was good.

Reviewed on Dec 30, 2025

El Colonial - Adults Only

El Colonial - Adults Only

3.5 out of 5
Old San Juan
Price was $1,789, price is now $926 per person
$926
per person
Mar 4 - Mar 11
found 2 days ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
9.4/10 Exceptional! (1,399 reviews)
The bar was a great option to have. We do wish the rooftop patio had some shade instead of bathtubs? Staff was great, location would be perfect for cruise. Secured entry was admirable.

Reviewed on Jan 11, 2026

Enjoy our Luxurious Penthouse in Condado

Enjoy our Luxurious Penthouse in Condado

2 out of 5
Santurce
Save 100% on your flight
Price was $3,859, price is now $2,153 per person
$2,153
per person
Mar 15 - Mar 21
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
No reviews
OLV Fifty Five - Adults Only

OLV Fifty Five - Adults Only

4.5 out of 5
Condado
Save 100% on your flight
Price was $1,672, price is now $949 per person
$949
per person
Mar 20 - Mar 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
8.6/10 Excellent! (577 reviews)
It was a great Stay, very nice and great customer service from the staff. Jessica, front desk worker was amazing. Kelvin

Reviewed on Jan 9, 2026

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Playa Hotel Deals

Wyndham Palmas Beach and Golf Boutique Resort

Wyndham Palmas Beach and Golf Boutique Resort

4 out of 5
170 Candelero Drive, Palmas del Mar Humacao
Fully refundableReserve now, pay when you stay
$296 nightly
The price is $323 total per night from Jan 14 to Jan 15
$323 total
Jan 14 - Jan 15
Total with taxes and fees
8.2/10 Very Good! (672 reviews)
We have NEVER encountered such WARM, friendly staff and their sunny dispositions... ALWAYS ready with a smile and to help their guests in any way possible!! We ate their poolside hearth baked pizzas 3 days in a row!! They were THAT good!!

Reviewed on Jan 9, 2026

Wyndham Palmas Beach and Golf Boutique Resort
Four Points by Sheraton Caguas Real Hotel & Casino

Four Points by Sheraton Caguas Real Hotel & Casino

3.5 out of 5
500 Alhambra En Granada Boulevard Caguas
Fully refundableReserve now, pay when you stay
$305 nightly
The price is $338 total per night from Jan 25 to Jan 26
$338 total
Jan 25 - Jan 26
Total with taxes and fees
8.6/10 Excellent! (1,003 reviews)
N/A

Reviewed on Dec 27, 2025

Four Points by Sheraton Caguas Real Hotel & Casino
Park Royal Homestay Club Cala Puerto Rico

Park Royal Homestay Club Cala Puerto Rico

3.5 out of 5
50 Club Cala Drive Humacao
Fully refundableReserve now, pay when you stay
$235 nightly
The price is $251 total per night from Jan 21 to Jan 22
$251 total
Jan 21 - Jan 22
Total with taxes and fees
8.4/10 Very Good! (478 reviews)
The view was absolutely beautiful from our patio and the room was very clean and comfortable. The living room sliding door should have a thick curtain for privacy like the bedroom. Also staff at check in should offer to help with the luggage since we had to help some older guests to carry their luggage ...

Reviewed on Jan 11, 2026

Park Royal Homestay Club Cala Puerto Rico
See all 746 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 $425 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.