Playa Vacations from $582

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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
Price was $948, price is now $582 per person
$582
per person
Jul 27 - Jul 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
9.2/10 Wonderful! (1,003 reviews)
The property was beautiful. Very quiet, clean easy to get around the area. Staff here was wonderful. The grounds here were so lush with greenery, The room had a beautiful Mountain View.

Reviewed on May 7, 2026

Isla Verde Beachfront Retreat With Parking

Isla Verde Beachfront Retreat With Parking

2 out of 5
Isla Verde
Save 100% on your flight
Price was $1,636, price is now $835 per person
$835
per person
Jul 30 - Aug 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
10/10 Exceptional! (1 review)
The room was clean and spacious!

Reviewed on Mar 24, 2026

El Oasis Hotel

El Oasis Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,367, price is now $783 per person
$783
per person
Jul 21 - Jul 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
9.4/10 Exceptional! (200 reviews)
My partner and I had an amazing stay even extended an additional night. People and staff were amazing. The breakfast had limited options and small up charge for proteins but honestly was great. Can’t wait for our next stay!

Reviewed on May 4, 2026

Paradise Villas & Vacations

Paradise Villas & Vacations

3.5 out of 5
Sabana
Save 100% on your flight
Price was $2,349, price is now $1,469 per person
$1,469
per person
Jul 31 - Aug 7
found 10 hours ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
10/10 Exceptional! (11 reviews)
We thoroughly enjoyed our vacation here and it is indeed as described. The property is serene and we loved that we woke up to birds, iguanas, and even saw new crabs that in hiding. It is a lovely, exceptional place indeed. Our stay will be etched in our memories forever and we'd love to be back!

Reviewed on May 2, 2026

Picuas Village

Picuas Village

3 out of 5
Zarzal
Save 100% on your flight
Price was $2,164, price is now $1,355 per person
$1,355
per person
Jul 21 - Jul 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
7.4/10 Good! (65 reviews)
Everything was amazing the view perfect recommend 100%

Reviewed on May 4, 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
$366 nightly
The price is $399 total per night from May 11 to May 12
$399 total
May 11 - May 12
Total with taxes and fees
8.4/10 Very Good! (767 reviews)
Very good! Did not have wine but the Victor had one brought to the bar. Excellent! Pool was nice.

Reviewed on May 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
$260 nightly
The price is $289 total per night from May 31 to Jun 1
$289 total
May 31 - Jun 1
Total with taxes and fees
8.8/10 Excellent! (1,004 reviews)
Habitación limpia, buen ambiente!

Reviewed on May 2, 2026

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
$221 nightly
The price is $235 total per night from May 12 to May 13
$235 total
May 12 - May 13
Total with taxes and fees
8.6/10 Excellent! (538 reviews)
Parking has an additional charge. There is an area where you can park on your own for free but the resort is not responsible is something happen.

Reviewed on May 4, 2026

Park Royal Homestay Club Cala Puerto Rico
See all 753 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 $582 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.