Hotels with Pool & Resorts in Chupacallos from AU$205

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Chupacallos Hotels with Pool

Tonight
8 Dec - 9 Dec
Tomorrow
9 Dec - 10 Dec
This weekend
12 Dec - 14 Dec
Next weekend
19 Dec - 21 Dec

Best Chupacallos Hotels with Pool

Outdoor pool
Sea Gate Hotel

Sea Gate Hotel

2.5 star property
Isabel II
9.4 out of 10, Exceptional, (1001)
"Wonderful staff, perfect location. Best beds on our entire vacation. "
United States
Dock
The price is AU$207
includes taxes & fees
3 Jan - 4 Jan 2026
Sea Gate Hotel
Outdoor pool
Casa de Tortuga

Casa de Tortuga

2.5 star property
Esperanza
8.4 out of 10, Very good, (429)
"Owner and assistant were very friendly , they made sure that I had everything I needed"
United States
Ann
The price is AU$205
includes taxes & fees
10 Dec - 11 Dec
Casa de Tortuga
Outdoor pool, pool umbrellas, pool loungers
Old Crow Hotel and Suites

Old Crow Hotel and Suites

2.5 star property
Vieques
8.8 out of 10, Excellent, (190)
"Location, room, amenities, parking, staff, breakfast, furniture, room layout, and the list goes on. I highly recommend this place and I am sure to come back."
United States
Raghu
The price is AU$233
includes taxes & fees
10 Dec - 11 Dec
Old Crow Hotel and Suites
Exterior
Las Casitas Village at El Conquistador

Las Casitas Village at El Conquistador

4.5 star property
Cabezas
9.2 out of 10, Wonderful, (128)
"Everything was perfect! Beautiful resort. "
United States
Eugenio
The price is AU$787
includes taxes & fees
8 Jan - 9 Jan 2026
Las Casitas Village at El Conquistador
Exterior
Anchors Hotel

Anchors Hotel

2.0 star property
Fajardo
9.6 out of 10, Exceptional, (43)
"The Hotel is amazing "
United States
Ariel Susset
The price is AU$386
includes taxes & fees
10 Dec - 11 Dec
Anchors Hotel
Outdoor pool
Hix Island House

Hix Island House

2.5 star property
Vieques
9.6 out of 10, Exceptional, (263)
"Scenic, starry night and amazing sunrise view. This is a tranquil and beautiful property secluded in the mountains, but not too far from anything the drive there is green and relaxing, and you may even see baby pigs! Staff made sure to make us feel at home. Look out for hairy aliens at night by the pool. Which was the friendly dog with night lights. "
United States
MARIO
The price is AU$411
includes taxes & fees
10 Dec - 11 Dec
Hix Island House
Front of property
Club Vieques - Adults Only Resort - LGBT Friendly

Club Vieques - Adults Only Resort - LGBT Friendly

2.0 star property
Vieques
10.0 out of 10, Exceptional, (78)
"This is an amazing place "
United States
Jimmy
The price is AU$283
includes taxes & fees
15 Dec - 16 Dec
Club Vieques - Adults Only Resort - LGBT Friendly
Outdoor pool
Mata e' Platano Guesthouse

Mata e' Platano Guesthouse

3.5 star property
Mata de Plátano
8.8 out of 10, Excellent, (111)
"Super cute and clean place."
United States
Leydy
The price is AU$300
includes taxes & fees
10 Dec - 11 Dec
Mata e' Platano Guesthouse
Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas
CALIZO VIP GUEST HOUSE

CALIZO VIP GUEST HOUSE

2.5 star property
Cabezas
9.2 out of 10, Wonderful, (54)
"This place had such a great vibe. It was just a little family vacation between me and my grandson, but I'd definitely be back to this place. All hands down it's great"
United States
John
The price is AU$482
includes taxes & fees
10 Dec - 11 Dec
CALIZO VIP GUEST HOUSE
Premium Room, 2 Double Beds, Balcony, Partial Ocean View
Selva Boutique Hotel - Luquillo Oceanfront Retreat - Adults only

Selva Boutique Hotel - Luquillo Oceanfront Retreat - Adults only

3.0 star property
Playa Fortuna
8.8 out of 10, Excellent, (285)
"Conveniently located if you're planning to visit El Yunque National Park and Luquillo Beach. Would definitely stay again!"
United States
Valeria
Selva Boutique Hotel - Luquillo Oceanfront Retreat - Adults only
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.
View all properties

Top Chupacallos Hotel Reviews

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort

10/10 Excellent
"The National Park Rainforest is less than a 5 minute drive away. Excellent resort with lots of amenities. 2 Championship golf courses, tennis and pickle ball courts. "
Paul Craig 3-night trip
Posted 4 days ago
Wyndham Grand Rio Mar Rainforest Beach and Golf Resort

Frequently asked questions

What are some hotels with pools in Chupacallos?
Hyatt Regency Grand Reserve Puerto Rico: Features 3 outdoor swimming pools, a children's pool and 4 restaurants. El Conquistador Resort: Hotel located near El Conquistador Golf Course. Offers 4 outdoor swimming pools, a children's pool and a private beach. Wyndham Grand Rio Mar Rainforest Beach and Golf Resort: Resort, 2-minute walk from Luquillo Beach. Provides 4 outdoor swimming pools, a children's pool and 5 restaurants. Anchors Hotel: Hotel, 13-minute walk from El Conquistador Golf Course. Features free self parking, an outdoor pool and complimentary wireless Internet access. Fairfield by Marriott Luquillo Beach: Hotel, 8-minute walk from Luquillo Beach. Offers full, an outdoor pool and complimentary wireless Internet access.
What is there to see and do in Chupacallos?
Explore places such as El Yunque National Forest and Luquillo Beach while you're in the area. Make a point to visit attractions such as Azul Beach and Las Cabezas de San Juan Nature Reserve.
When is the best time to book a hotel with a pool in Chupacallos?
Taking the local weather in Chupacallos into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually September and August, with an average temperature of 28°C, while the coldest months are March and February, with an average of 25°C. Average annual precipitation for Chupacallos is 1306 mm.