
Chupacallos Holidays
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Top Flight + Hotel Deals in Chupacallos
Price found within the past 48 hours. Click for updated prices.

Urbana Hotel
San Juan Antiguo
Save 100% on your flight
Price was €979, price is now €516 per person
€516
per person
12 Mar - 18 Mar
found 23 hours ago
Return flight included
New York (NYC) to San Juan (SJU)
8.6/10 Excellent! (389 reviews)
The staff was wonderful. Friendly and helpful. The room was disappointing. Our first night, we were placed in a TINY room that didnt reflect the pics. The manager was gracious and moved us to a better room the next night. No hot water was available and the AC was either full on and freezing or had to turn off. The only saving grace was the staffs kindness.
Reviewed on 3 Jan 2026

Ola Boutique Hotel
Condado
Price was €1,754, price is now €794 per person
€794
per person
14 Mar - 19 Mar
found 23 hours ago
Return flight included
New York (NYC) to San Juan (SJU)
9.2/10 Wonderful! (589 reviews)
Staff was awesome, room was clean. Breakfast was the same every day, omelette, sausage/hot dogs, yogurt, strong coffee, and juice. Outside of the building didn’t match photos on website or Expedia. There were no amenities, rooftop was closed, no spa, no hot tub. Great access to everything in San Juan. No restaurant on site, no laundry, not in a nature reserve it’s in the middle of San Juan. No sauna, no banquet hall, elevator was questionable. For the price it was a great stay, but if you need a hot tub or spa you’ll have to drive. Check in wasn’t on time, but we got a similar room after waiting a few hours. No golf course nearby!
We really enjoyed our stay water pressure and temperature was awesome!
Reviewed on 3 Jan 2026

The Oliver Hotel
San Juan Antiguo
Price was €1,131, price is now €559 per person
€559
per person
12 Mar - 18 Mar
found 23 hours ago
Return flight included
New York (NYC) to San Juan (SJU)
9/10 Wonderful! (50 reviews)
Definitely a different experience to not have a ton of amenities or staff on site at all times as they manage multiple properties. That being said, they were always a quick text or phone call away and everyone was extremely friendly and helpful. Great location and very clean room. I would definitely recommend this spot for the next traveler looking for a great (and walkable) place to stay near Old San Juan and/or Condado.
Reviewed on 5 Jan 2026


Romeo Gay Hotel
San Juan Antiguo
Save 100% on your flight
Price was €999, price is now €559 per person
€559
per person
12 Mar - 18 Mar
found 23 hours ago
Return flight included
New York (NYC) to San Juan (SJU)
9/10 Wonderful! (121 reviews)
Parking was good, hotel and room was clean, front desk was really nice and the location was good.
Reviewed on 30 Dec 2025
Top hotels in Chupacallos

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 €491 per night from 30 Jan to 31 Jan
€491
30 Jan - 31 Jan
includes taxes & fees
8.8/10 Excellent! (2,850 reviews)
Beautiful Property staff very polite and accommodating
Reviewed on 3 Jan 2026

El Conquistador Resort
1000 Conquistador Avenue Fajardo
9/10 Wonderful! (3,203 reviews)
A lot of amenities, golf, tennis, pickle ball, ferry to private beach with restrooms/restaurant/beach volleyball and more. Live music every night we were here. Many restaurants, which were about average. Close to El Yunque rainforest and other marinas from which to launch snorkeling trips.
Reviewed on 8 Jan 2026

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
6000 Rio Mar Boulevard Río Grande
The price is €812 per night from 5 Feb to 6 Feb
€812
5 Feb - 6 Feb
includes taxes & fees
8.4/10 Very Good! (2,262 reviews)
Great property that did not feel too crowded. Excellent dining options, very nice beach and multiple pools. Very friendly staff. We definitely would recommend this hotel!
Reviewed on 8 Jan 2026
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.
What to do in Chupacallos

El Yunque Rainforest: Waterslides, Waterfalls and Rope Swing
€21
per adult
84% of travellers recommend

Culebra Day Trip from Fajardo by Catamaran
€138
per adult
92% of travellers recommend

All Inclusive Beach and Snorkel Boat Tour to Icacos Island
€119
per adult
94% of travellers recommend
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