Search Hotels with Pool in Prainha

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 Prainha Hotels with Pool

Tonight
25 Dec - 26 Dec
Tomorrow
26 Dec - 27 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Prainha hotels with a pool

Seasonal outdoor pool
Vinhas do Calhau

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 Rp2.088.600
Rp2.172.144 total
includes taxes & fees
26 Dec - 27 Dec
Vinhas do Calhau
Seasonal outdoor pool
AL Novavista by A5P

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 Rp995.237
Rp1.035.125 total
includes taxes & fees
26 Dec - 27 Dec
AL Novavista by A5P
Exterior
Kuanza Nature Experience

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 Rp1.537.969
Rp1.678.475 total
includes taxes & fees
4 Jan - 5 Jan 2026
Kuanza Nature Experience
Deluxe Suite, Private Pool, Mountain View | Desk, laptop workspace, soundproofing, iron/ironing board
Pico Vineyards

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 Rp2.514.474
Rp2.615.053 total
includes taxes & fees
16 Jan - 17 Jan 2026
Pico Vineyards
Outdoor pool, pool loungers
Aldeia da Fonte Hotel

Aldeia da Fonte Hotel

Aldeia da Fonte Hotel
4.0 star property
Lajes do Pico
8.6 out of 10, Excellent, (100)
"Everything was perfect, we had a great stay. The environment is unique and the staff is very friendly. "
Germany
Jessica
The price is Rp1.765.755
Rp1.836.449 total
includes taxes & fees
5 Jan - 6 Jan 2026
Aldeia da Fonte Hotel
Indoor pool, seasonal outdoor pool
Pico TERRAMAR & SPA

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 Rp2.730.858
Rp2.840.092 total
includes taxes & fees
31 Dec - 1 Jan 2026
Pico TERRAMAR & SPA
Outdoor pool, pool loungers
Aldeia dos Caldeirões

Aldeia dos Caldeirões

Aldeia dos Caldeirões
3.5 star property
Madalena
The price is Rp1.528.475
Rp1.589.614 total
includes taxes & fees
9 Jan - 10 Jan 2026
Aldeia dos Caldeirões
Outdoor pool, pool loungers
Hotel Caravelas

Hotel Caravelas

Hotel Caravelas
4.0 star property
Madalena
8.0 out of 10, Very good, (219)
"Great location and breakfast"
Canada
Tammie
The price is Rp1.623.412
Rp1.688.349 total
includes taxes & fees
2 Jan - 3 Jan 2026
Hotel Caravelas
View from room
São Jorge Garden

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 Rp1.708.885
Rp1.777.208 total
includes taxes & fees
3 Jan - 4 Jan 2026
São Jorge Garden
Front of property
Quinta da Magnólia

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
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

Frequently asked questions

What are some accommodation options with pools in Prainha?
Adegas do Pico: Offers a rooftop terrace, a seasonal outdoor pool and buffet. Areias da Prainha: Provides a seasonal outdoor pool, an indoor pool and a steam room. Houses In Pico: Features an indoor pool, an outdoor pool and spa services. Casas da Junqueira: Offers complimentary wireless Internet access, 2 outdoor swimming pools and kitchens. Liiiving in A Ores - Ocean View House: Provides 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 Azores Wine Company, Gruta das Torres 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.