Chupacallos Holidays from NZ$1,804
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The Latest Chupacallos Holiday Deals
Price found within the past 48 hours. Click for updated prices.
Ola Boutique Hotel
Condado
Save 100% on your flight
Price was NZ$3,800, price is now NZ$2,135 per person
NZ$2,135
per person
16 Mar - 22 Mar
found 1 day ago
Return flight included
Chicago (ORD) to San Juan (SJU)
9.2/10 Wonderful! (589 reviews)
There was no spa.
No hair dryer, frig, safe in the room.
I would recommend upgrading to a larger room if you are part of a couple.
Reviewed on 27 Dec 2025
OLV Fifty Five - Adults Only
Condado
Save 100% on your flight
Price was NZ$4,994, price is now NZ$2,949 per person
NZ$2,949
per person
16 Mar - 22 Mar
found 1 day ago
Return flight included
Chicago (ORD) to San Juan (SJU)
8.6/10 Excellent! (577 reviews)
This place is beautiful a must stay
Reviewed on 25 Dec 2025
Aire de O:live
Isla Verde
Save 100% on your flight
Price was NZ$4,887, price is now NZ$2,915 per person
NZ$2,915
per person
16 Mar - 22 Mar
found 1 day ago
Return flight included
Chicago (ORD) to San Juan (SJU)
9/10 Wonderful! (328 reviews)
Great vibes in room and hotel; smells good; clean
Great location
Best beach to sleep; safe and welcoming
Best beach to sunbathe; chairs, towels, umbrella, table provided every time efficiently
Best beach service… steak, fish tacos, wings, pina coladas; no pressure but always accessible for requests
Efficient and friendly staff interactions
7th time visiting; former WBC guest
Be back soon
Reviewed on 30 Dec 2025
The Oliver Hotel
San Juan Antiguo
Save 100% on your flight
Price was NZ$2,908, price is now NZ$1,851 per person
NZ$1,851
per person
16 Mar - 22 Mar
found 1 day ago
Return flight included
Chicago (ORD) to San Juan (SJU)
9/10 Wonderful! (50 reviews)
I truly enjoyed my stay at the Oliver Hotel. I arrived early in the morning and was pleasantly surprised that my room was already ready for check-in. Everything was clean, well-kept, and beautiful. The location is fantastic, just a 15-minute walk to Old San Juan and the beach.
Reviewed on 27 Dec 2025
Chupacallos Holiday
Our pick of the best Chupacallos Hotel Deals
Hyatt Regency Grand Reserve Puerto Rico
200 Coco Beach Blvd. Highway 955-I Río Grande
Fully refundableReserve now, pay when you stay
The price is NZ$959 per night from 6 Jan to 7 Jan
NZ$959
6 Jan - 7 Jan 2026
includes taxes & fees
9/10 Wonderful! (2,832 reviews)
Great
Reviewed on 26 Dec 2025
El Conquistador Resort
1000 Conquistador Avenue Fajardo
9/10 Wonderful! (3,198 reviews)
Staff and property were both amazing
Reviewed on 26 Dec 2025
Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
6000 Rio Mar Boulevard Río Grande
Fully refundableReserve now, pay when you stay
The price is NZ$1,679 per night from 27 Jan to 28 Jan
NZ$1,679
27 Jan - 28 Jan 2026
includes taxes & fees
8.4/10 Very Good! (2,251 reviews)
The resort was in a remote area away from the city. It was located near the Yunque National Forest for those that enjoy nature.
Reviewed on 28 Dec 2025
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.
Discover the most popular places to visit in Chupacallos
Playa Blanca
Why not spend a lazy afternoon at Playa Blanca during your trip to Guayacán?
Splash Tattoo
Take the family on an outing to Splash Tattoo during your trip to Machos. Stroll along the area's beautiful beaches or simply savour its top-notch restaurants.
What to do in Chupacallos
El Yunque Waterslide and Waterfall Tour with Food and Photos
NZ$92
per adult
96% of travellers recommend
El Yunque Rainforest: Waterslides, Waterfalls and Rope Swing
NZ$39
per adult
82% of travellers recommend
Culebra Day Trip from Fajardo by Catamaran
NZ$280
per adult
92% of travellers recommend
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
