Find Hotels with a 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 a Pool

Tonight
Dec 29 - Dec 30
Tomorrow
Dec 30 - Dec 31
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

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 NT$3,914
NT$4,070 total
includes taxes & fees
Dec 30 - Dec 31
Vinhas do Calhau
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 NT$3,202
NT$3,330 total
includes taxes & fees
Jan 2 - 2026/1/3
São Jorge Garden
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 NT$4,712
NT$4,900 total
includes taxes & fees
Jan 20 - 2026/1/21
Pico Vineyards
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 NT$5,117
NT$5,322 total
includes taxes & fees
Dec 31 - 2026/1/1
Pico TERRAMAR & SPA
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 NT$2,882
NT$3,145 total
includes taxes & fees
Jan 2 - 2026/1/3
Kuanza Nature Experience
Outdoor pool, sun 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 NT$3,309
NT$3,441 total
includes taxes & fees
Jan 5 - 2026/1/6
Aldeia da Fonte Hotel
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
Outdoor pool, sun 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 NT$3,042
NT$3,164 total
includes taxes & fees
Jan 2 - 2026/1/3
Hotel Caravelas
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 NT$1,965
NT$2,043 total
includes taxes & fees
Jan 2 - 2026/1/3
AL Novavista by A5P
Outdoor pool, sun loungers
Aldeia dos Caldeirões

Aldeia dos Caldeirões

Aldeia dos Caldeirões
3.5 star property
Madalena
The price is NT$2,864
NT$2,979 total
includes taxes & fees
Jan 9 - 2026/1/10
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
"Great location and breakfast"
Tammie 1-night trip
Posted 3 weeks ago
Hotel Caravelas

Frequently asked questions

What are some accommodations 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 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 setting 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 into account the local weather in Prainha is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually August and September with an average temp of 69°F, while the coldest months are February and March with an average of 58°F. Average annual precipitation for Prainha is 39 inches.