Hotels with Pool & Resorts in Prainha from AU$93

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Check availability on Prainha 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 Prainha Hotels with Pool

Seasonal outdoor pool
Vinhas do Calhau

Vinhas do Calhau

4.0 star property
Madalena
9.6 out of 10, Exceptional, (43)
"The staff were super friendly and very helpful. The property is truly amazing. "
Canada
Nicolas
The price is AU$181
includes taxes & fees
20 Dec - 21 Dec
Vinhas do Calhau
View from room
São Jorge Garden

São Jorge Garden

3.0 star property
Velas
9.0 out of 10, Wonderful, (102)
"Great location in Velas, beautiful property with pool, sitting deck with ocean view, sunsets and Morro Grande view and hiking within 10 minutes walk. Close to supermarket and restaurants, ideal location in Velas. Good buffet breakfast. Beds were a little too firm for me but great for my partner...highly recommended for location, cleanliness and great staff! "
Canada
Jane
The price is AU$149
includes taxes & fees
9 Dec - 10 Dec
São Jorge Garden
Front of property
Quinta da Magnólia

Quinta da Magnólia

3.0 star property
Velas
9.8 out of 10, Exceptional, (30)
"The rooms and property are really lovely and quiet and the staff was very generous and wanted to make our stay special. "
United States
Deirdre
Quinta da Magnólia
Exterior
Kuanza Nature Experience

Kuanza Nature Experience

4.0 star property
Calheta
10.0 out of 10, Exceptional, (7)
"Quite secluded yet very safe. Overall an authentic experience. "
Canada
Nicolas
The price is AU$149
includes taxes & fees
9 Dec - 10 Dec
Kuanza Nature Experience
Outdoor pool, pool loungers
Hotel Caravelas

Hotel Caravelas

4.0 star property
Madalena
8.0 out of 10, Very good, (218)
"Spacious, clean, quite and amazing breakfast "
United States
james
The price is AU$132
includes taxes & fees
9 Dec - 10 Dec
Hotel Caravelas
Deluxe Suite, Private Pool, Mountain View
Pico Vineyards

Pico Vineyards

4.0 star property
Madalena
9.8 out of 10, Exceptional, (6)
"The pool is amazing! and brand new property!"
United States
Michelle
The price is AU$261
includes taxes & fees
4 Jan - 5 Jan 2026
Pico Vineyards
Seasonal outdoor pool
AL Novavista by A5P

AL Novavista by A5P

3.0 star property
Madalena
8.0 out of 10, Very good, (6)
"Staff are very friendly safe and clean. The breakfast was excellent. "
Canada
Romeo
The price is AU$93
includes taxes & fees
17 Dec - 18 Dec
AL Novavista by A5P
Indoor pool, seasonal outdoor pool
Pico TERRAMAR & SPA

Pico TERRAMAR & SPA

3.0 star property
Madalena
9.6 out of 10, Exceptional, (48)
"Friendly staff. "
Canada
Hilco
The price is AU$254
includes taxes & fees
1 Jan - 2 Jan 2026
Pico TERRAMAR & SPA
Outdoor pool
Aldeia dos Caldeirões

Aldeia dos Caldeirões

3.0 star property
Madalena
The price is AU$158
includes taxes & fees
9 Dec - 10 Dec
Aldeia dos Caldeirões
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 Prainha Hotel Reviews

Hotel Caravelas

Hotel Caravelas

10/10 Excellent
"Spacious, clean, quite and amazing breakfast "
james 2-night trip
Posted 1 month ago
Hotel Caravelas
São Jorge Garden

São Jorge Garden

10/10 Excellent
"Great location in Velas, beautiful property with pool, sitting deck with ocean view, sunsets and Morro Grande view and hiking within 10 minutes walk. Close to supermarket and restaurants, ideal location in Velas. Good buffet breakfast. Beds were a little too firm for me but great for my partner...highly recommended for location, cleanliness and great staff! "
Jane 3-night trip
Posted 2 months ago
São Jorge Garden

Frequently asked questions

What are some accommodation options with pools in Prainha?
Adegas do Pico: Offers a seasonal outdoor pool, an indoor pool and a steam room. Pike Cliffs - Amazing view to S. Jorge: Provides an indoor pool, an outdoor pool and spa services. Areias da Prainha: Features free self parking, an outdoor pool and complimentary wireless Internet access. Houses In Pico: Offers a rooftop terrace, a seasonal outdoor pool and buffet. Casa da Atafona - Quinta da Ribeira da Urze: Offers daily, a seasonal outdoor pool and free self parking.
What is there to see and do in Prainha?
The picturesque settings of São João Forest Reserve and Mount Pico showcase the area's natural beauty. Discover sights such as Igreja de Sao Jorge, Azores Wine Company and Pico Island Vineyard Culture during your stay.
When is the best time to book a hotel with a pool in Prainha?
Taking the local weather in Prainha 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 August and September, with an average temperature of 21°C, while the coldest months are February and March, with an average of 15°C. Average annual precipitation for Prainha is 997 mm.