Deals on vacations and trips to Playa

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Playa flight + hotel vacation packages

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

The Oliver Hotel

3 out of 5
San Juan Antiguo
Save 100% on your flight
Price was $909, price is now $441 per person
$441
per person
Feb 27 - Mar 3
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.
Ola Boutique Hotel

Ola Boutique Hotel

4.5 out of 5
Condado
Price was $1,356, price is now $631 per person
$631
per person
Mar 4 - Mar 8
found 1 day 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.
Placid Suites

Placid Suites

3 out of 5
Condado
Price was $1,466, price is now $692 per person
$692
per person
Feb 1 - Feb 8
found 2 days ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
A rooftop terrace is featured at this guesthouse, along with free WiFi in public areas and concierge services.
Hotel Puerto Valdes

Hotel Puerto Valdes

4 out of 5
San Juan Antiguo
Price was $1,871, price is now $935 per person
$935
per person
Mar 8 - Mar 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
A restaurant and a 24-hour gym are featured at this hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the a rooftop terrace and perks like free self parking and a free area shuttle.
Urbana Hotel

Urbana Hotel

2 out of 5
San Juan Antiguo
Save 100% on your flight
Price was $903, price is now $459 per person
$459
per person
Feb 26 - Mar 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
This hotel features luggage storage, concierge services, and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.

Top Playa hotels 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
$354 nightly
The price is $386 total per night
$386 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
A marina, 5 restaurants, and 2 outdoor pools are all featured at this smoke-free resort. Traveling on business? Take advantage of the 5 conference rooms, free WiFi in public areas, and express check-out. Unwind with drinks at one of the 2 bars/lounges or the poolside bar and make the most of the 15 outdoor tennis courts.
Pool
Hot Tub
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
$297 nightly
The price is $330 total per night
$330 total
Dec 22 - Dec 23
Total with taxes and fees
A casino, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. There's fun for all ages with a children's pool and a waterslide, and families will appreciate the onsite laundry facilities. Enjoy the outdoor pool and perks like free WiFi.
Pool
Free WiFi
Park Royal Homestay Club Cala Puerto Rico

Park Royal Homestay Club Cala Puerto Rico

3.5 out of 5
50 Club Cala Drive Humacao
$360 nightly
The price is $385 total per night
$385 total
Jan 19 - Jan 20, 2026
Total with taxes and fees
This hotel features 2 outdoor pools and a poolside bar. Families will appreciate the children's pool and onsite laundry facilities. Self parking, a 24-hour business center, and a coffee shop are also offered.
Pool
Air conditioning
Parador MaunaCaribe

Parador MaunaCaribe

3 out of 5
901 Panoramic Road, Km. 1.9 Maunabo
$159 nightly
The price is $169 total per night
$169 total
Jan 2 - Jan 3, 2026
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the gym and perks like free self parking and free WiFi. There's a poolside bar on site, and laundry facilities and wedding services are also provided.
Pool
Parking included
Casa Parcha

Casa Parcha

3.5 out of 5
Carr 191 km 27.9 Naguabo Naguabo
$185 nightly
The price is $197 total per night
$197 total
Dec 22 - Dec 23
Total with taxes and fees
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a communal living room are also on offer.
Kitchen
Parking included
RainForest House by Otium

RainForest House by Otium

2.5 out of 5
133 Cam Rio Abajo Ceiba Ceiba
$97 nightly
The price is $104 total per night
$104 total
Dec 22 - Dec 23
Total with taxes and fees
This apartment features a virtual front desk.
Kitchen
Free WiFi
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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.

Frequently asked questions

How much are vacation packages to Playa?
Get ready to be surprised — you can recharge your batteries in Playa for only $441. Allow Travelocity to save you time and stress with our awesome vacation package deals. With flights, hotels and tours all in one place, why put it off?
Where can I get the best vacation package deals for Playa?
It's hard to beat Travelocity when it comes to finding your Playa package deal. There are at least 400 air carriers and 1,000,000 properties around the world to choose from. Book your trip now and get ready to cross another exciting place off your must-visit list.
Why should I purchase my Playa vacation package via Travelocity?
With exceptional service, customer support available 24/7 and some of the most incredible escapes imaginable, you'll never roam alone. And if you find a cheaper price, we'll match it. That's our Price Match Guarantee.
Can I save money on my Playa car rental if I book it with my hotel or flight?
Certainly — and if you also add an experience or a tour to your Playa vacation package, you'll save some more. With an affordable package from Travelocity, you can find things to do in the area that are just right for you. Then, jump in your rental car and work your way through the list. The Baths is one renowned attraction to key into your GPS. You'll find it 95 mi from Playa.

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