
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.

Hotel Puerto Valdes
San Juan Antiguo
Save 100% on your flight
Price was $913, price is now $515 per person
$515
per person
Dec 9 - Dec 13
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.

Ola Boutique Hotel
Condado
Price was $5,231, price is now $1,924 per person
$1,924
per person
Dec 30 - Jan 3
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.

Dorado Beach 5 Bedroom Villa
Higuillar
Save 100% on your flight
Price was $2,529, price is now $1,437 per person
$1,437
per person
Dec 12 - Dec 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
This villa features a private beach, a golf course, and a casino. Relax with sun loungers and enjoy a refreshing drink at one of the 2 beach bars. Bring the family and enjoy the water park, lazy river, and children's club.

The Oliver Hotel
San Juan Antiguo
Save 100% on your flight
Price was $1,894, price is now $1,084 per person
$1,084
per person
Dec 19 - Dec 25
found 1 day 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.

OLV Fifty Five - Adults Only
Condado
Save 100% on your flight
Price was $2,977, price is now $1,752 per person
$1,752
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
This luxury hotel features 2 restaurants, a bar/lounge, and an outdoor pool. Enjoy the a rooftop terrace and perks like free WiFi. Valet parking, limo/town car service, and dry cleaning are also offered.
Top Playa hotels deals

Wyndham Palmas Beach and Golf Boutique Resort
170 Candelero Drive, Palmas del Mar, Humacao
$233 nightly
The price is $254 total per night
$254 total
Oct 12 - Oct 13
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
500 Alhambra En Granada Boulevard, Caguas
Free Cancellation
Reserve now, pay when you stay
$227 nightly
The price is $252 total per night
$252 total
Oct 19 - Oct 20
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
50 Club Cala Drive, Humacao
Free Cancellation
Reserve now, pay when you stay
$227 nightly
The price is $242 total per night
$242 total
Nov 6 - Nov 7
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
901 Panoramic Road, Km. 1.9, Bo. Emajagua, Maunabo
$163 nightly
The price is $172 total per night
$172 total
Oct 10 - Oct 11
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

RainForest House by Otium
133 Cam Rio Abajo, Ceiba, Ceiba
$99 nightly
The price is $108 total per night
$108 total
Nov 6 - Nov 7
Total with taxes and fees
This apartment features a virtual front desk.
Kitchen
Free WiFi
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.
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