Playa Vacations from $412

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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.
Lazy Parrot Inn

Lazy Parrot Inn

3 out of 5
Save 100% on your flight
per person
Oct 19 - Oct 24
found 20 hours ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
9/10 Wonderful! (1,003 reviews)
El lugar es hermoso, el cuarto acogedor y la piscina espectacular. Espero volver pronto.

Reviewed on Jul 30, 2025

Dorado Beach 5 Bedroom Villa

Dorado Beach 5 Bedroom Villa

3.5 out of 5
Higuillar
per person
Sep 14 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
No reviews
Ola Boutique Hotel

Ola Boutique Hotel

4.5 out of 5
Condado
per person
Sep 14 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
9/10 Wonderful! (429 reviews)
Great place to stay!! Very clean, safe & everything is in walking distance.

Reviewed on Jul 29, 2025

San Agustin Apartments

San Agustin Apartments

3 out of 5
San Juan Antiguo
Save 100% on your flight
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
9.2/10 Wonderful! (347 reviews)
The security was fantastic. I enjoyed the coffee and meeting room.

Reviewed on Jul 29, 2025

Urbana Hotel

Urbana Hotel

2 out of 5
San Juan Antiguo
Save 100% on your flight
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
8.6/10 Excellent! (297 reviews)
Property was conveniently located. Easy to access tourist attractions from property. Staff were very friendly and helpful. We weren’t too happy about having to climb so many stairs due to our room being switched from 2nd to 3rd floor b/c our room door would not lock.

Reviewed on Jul 28, 2025

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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
$328 nightly
The price is $358 total per night from Aug 5 to Aug 6
$358 total
Aug 5 - Aug 6
Total includes taxes and fees
8.2/10 Very Good! (595 reviews)
"Nice place to stay I will come back"

Reviewed on Jul 27, 2025

Wyndham Palmas Beach and Golf Boutique Resort
Park Royal Homestay Club Cala Puerto Rico

Park Royal Homestay Club Cala Puerto Rico

3.5 out of 5
50 Club Cala Drive, Humacao
$237 nightly
The price is $253 total per night from Aug 13 to Aug 14
$253 total
Aug 13 - Aug 14
Total includes taxes and fees
8.4/10 Very Good! (408 reviews)
Great
"Great Hotel, we will include this hotel on our next stay"

Reviewed on Jul 20, 2025

Park Royal Homestay Club Cala Puerto Rico
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
$230 nightly
The price is $256 total per night from Aug 10 to Aug 11
$256 total
Aug 10 - Aug 11
Total includes taxes and fees
8.6/10 Excellent! (1,007 reviews)
"Great hotel"

Reviewed on Jul 27, 2025

Four Points by Sheraton Caguas Real Hotel & Casino
See all 699 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 $412 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.