Find hotels in Prainha from ￥7,465

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Dec 28 - Dec 29
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Dec 29 - Dec 30
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Jan 2 - Jan 4
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Jan 9 - Jan 11

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Our top choices for Prainha hotels

Exterior
Aldeia das Adegas

Aldeia das Adegas

Aldeia das Adegas
4.0 star property
Sao Roque do Pico
9.4 out of 10, Exceptional, (63)
Immerse yourself in Pico Island charm at this well-maintained apartment complex near the Convent of Sao Roque do Pico. Each unit features a cozy fireplace and full kitchen. Enjoy the garden, terrace, and easy access to local diving spots and A Buraca Winery.
"Diana is friendly and responsive with our requests. We stayed at one bedroom apartment. It feels like staying at home but in the paradise. "
United States
Raechung
The price is ￥17,721
￥18,431 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Aldeia das Adegas
Seasonal outdoor pool
Vinhas do Calhau

Vinhas do Calhau

Vinhas do Calhau
4.0 star property
Madalena
9.6 out of 10, Exceptional, (43)
Unwind at this Madalena family retreat with seasonal outdoor pool and massage services. Minutes from Pico Island Vineyard Culture, enjoy easy access to local attractions while savoring meals at the on-site restaurant after a day of exploration.
"The staff were super friendly and very helpful. The property is truly amazing. "
Canada
Nicolas
The price is ￥17,741
￥18,450 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Vinhas do Calhau
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)
Immerse yourself in vineyard views at this serene Madalena hotel near Azores Wine Company. Two pools, spa services, and a welcoming terrace create the perfect island getaway with free breakfast, WiFi, and parking.
"The pool is amazing! and brand new property!"
United States
Michelle
The price is ￥23,469
￥24,408 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Pico Vineyards
Double Room, Sea View | Premium bedding, blackout drapes, soundproofing, iron/ironing board
Sara Village

Sara Village

Sara Village
3.0 star property
Sao Roque do Pico
8.4 out of 10, Very Good, (60)
Escape to this seaside country house near Convent of Sao Roque do Pico and A Buraca Winery. Enjoy complimentary WiFi and parking while exploring nearby scuba diving and snorkeling spots for an authentic Azores adventure.
"would stay here again, cool Location"
Germany
Ronny
The price is ￥7,178
￥7,465 total
includes taxes & fees
Dec 29 - Dec 30
Sara Village
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)
Discover Madalena's charm at this spa retreat with indoor and seasonal outdoor pools. After exploring nearby Adega do Vulcão, relax in the steam room or garden. Free breakfast and WiFi enhance your Pico Island adventure.
"Friendly staff. "
Canada
Hilco
The price is ￥25,489
￥26,509 total
includes taxes & fees
Dec 31 - Jan 1, 2026
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)
Immerse in nature at this tranquil Calheta hotel, located near Fajãs das Lagoas de Santo Cristo e dos Cubres de São Jorge. Enjoy 2 outdoor swimming pools, in-room massages, and convenient amenities like microwaves and refrigerators during your family adventure.
"Quite secluded yet very safe. Overall an authentic experience. "
Canada
Nicolas
The price is ￥13,208
￥14,473 total
includes taxes & fees
Jan 14 - Jan 15, 2026
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)
Perched on Pico Island, this oceanfront retreat offers scuba diving and snorkeling adventures. Unwind at the outdoor pool, fitness center, or sauna after enjoying meals at Fonte Cuisine. Free breakfast, WiFi, and parking enhance your stay near Whaler's Museum.
"Everything was perfect, we had a great stay. The environment is unique and the staff is very friendly. "
Germany
Jessica
The price is ￥16,481
￥17,141 total
includes taxes & fees
Jan 5 - Jan 6, 2026
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)
Scenic island retreat with a refreshing outdoor pool and convenient poolside bar. Just 4 minutes from Sao Jorge Island airport and near Pico da Esperanca and Velas Marina. Enjoy free breakfast, WiFi, parking, plus lovely garden and terrace views.
"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
Free daily continental breakfast
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)
This charming Madalena retreat offers continental breakfast daily while you explore nearby Pico Island Vineyard Culture. Just 19 minutes from the airport with convenient free parking and WiFi for seamless island adventures.
"Staff are very friendly safe and clean. The breakfast was excellent. "
Canada
Romeo
The price is ￥9,289
￥9,661 total
includes taxes & fees
Dec 29 - Dec 30
AL Novavista by A5P
Terrace/patio
Casa d'Avó Guesthouse

Casa d'Avó Guesthouse

Casa d'Avó Guesthouse
3.0 star property
Velas
9.8 out of 10, Exceptional, (52)
Discover stunning Sao Jorge Island at this cozy guesthouse with free WiFi and parking. Just minutes from Velas Marina and Pico da Esperanca, enjoy convenient airport shuttles, room service, and explore nearby hiking trails and diving spots.
"Beautiful property, excellent customer service, wonderful & kind staff "
United States
Heidi Miller
Casa d'Avó Guesthouse
View from room
São Jorge Garden

São Jorge Garden

São Jorge Garden
3.0 star property
Velas
9.0 out of 10, Wonderful, (102)
Just 7 minutes from the airport, this Velas hotel offers a seasonal outdoor pool with children's area, garden retreat, and terrace. Near Igreja de Sao Jorge and Velas Marina, guests enjoy free WiFi and parking.
"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 ￥15,950
￥16,588 total
includes taxes & fees
Jan 2 - Jan 3, 2026
São Jorge Garden
Outdoor pool, sun loungers
Aldeia dos Caldeirões

Aldeia dos Caldeirões

Aldeia dos Caldeirões
3.5 star property
Madalena
The price is ￥14,266
￥14,837 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Aldeia dos Caldeirões
Outdoor pool, sun loungers
Hotel Caravelas

Hotel Caravelas

Hotel Caravelas
4.0 star property
Madalena
8.0 out of 10, Very Good, (219)
Relax by the outdoor pool of this Madalena beach hotel, which offers massages and a fitness center. Enjoy views from the terrace, poolside drinks, and easy access to Museu do Vinho and Adega do Vulcão.
"Great location and breakfast"
Canada
Tammie
The price is ￥13,486
￥14,025 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Hotel Caravelas
Exterior
Azores Youth Hostels - Pico

Azores Youth Hostels - Pico

Azores Youth Hostels - Pico
2.0 star property
Sao Roque do Pico
7.8 out of 10, Good, (39)
This coastal hostel offers complimentary continental breakfast and parking near the Convent of Sao Roque do Pico. Enjoy water activities right on site, with A Buraca Winery also nearby. Just 15 minutes from Pico Island airport.
"Superb adaptation of an old monastery, rooms are clean and the bathroom is spacious. They could easily upgrade from just being a youth hostel "
United Kingdom
Andrea
Azores Youth Hostels - Pico
Beach/ocean view
Porto Velho Boutique Lodge

Porto Velho Boutique Lodge

Porto Velho Boutique Lodge
2.0 star property
Madalena
9.2 out of 10, Wonderful, (15)
Tranquil boutique lodge in Madalena offering complimentary WiFi and parking. Explore nearby Museu do Vinho and Adega do Vulcão while enjoying the serene garden setting. Just 17 minutes from Pico Island Airport.
"nice hostel in a nice location!"
Canada
Larry
The price is ￥9,605
￥9,990 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Porto Velho Boutique Lodge
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.
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Top Prainha Hotel Reviews

Hotel Caravelas

Hotel Caravelas

10/10 Excellent
"Great location and breakfast"
Tammie 1-night trip
Posted 2 weeks ago
Hotel Caravelas

More cheap stays in Prainha

Porto Velho Boutique Lodge

Porto Velho Boutique Lodge

Rua Dr. Freitas Pimentel, 5 Madalena Açores
The price is ￥9,605 per night from Jan 1 to Jan 2
￥9,605
￥9,990 total
Jan 1 - Jan 2, 2026
includes taxes & fees
9.2/10 Wonderful! (15 reviews)

Frequently asked questions

What's the best place to stay in Prainha?
Based on our traveler data, Adegas do Pico is one of the top choices for your stay. This cottage offers free parking and private balconies. Other good choices for your stay include Areias da Prainha and Houses In Pico. See all available top hotels, or vacation rentals in Prainha.
What's the top vacation rental in Prainha?
Liiiving in A Ores - Ocean View House: Visitors like this Prainha vacation home rental. It offers a barbecue grill and free WiFi to help you feel comfortable in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind. Some other top choices in Prainha are Pike Cliffs - Amazing view to S. Jorge and Casa da Atafona - Quinta da Ribeira da Urze. See all vacation rentals in Prainha.
If I need to cancel my hotel reservation in Prainha, will I receive a refund?
Yes, most hotel room reservations are fully refundable if you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your check-in date. If you booked a non-refundable reservation, it might still be possible to cancel it and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Prainha.
Where can I learn more about changing or cancelling my trip to Prainha?
For more details about changing or cancelling your trip to Prainha, go to https://www.expedia.com/service/.
What is the top LGBTQ-friendly accommodation in Prainha?
Areias da Prainha is a top LGBTQ-friendly guesthouse that features free parking and a terrace. See all available hotels listed as LGBTQ-friendly in Prainha.
What are some hotels with pools in Prainha?
Pico Vineyards: Offers an indoor pool, an outdoor pool, and spa services. View all hotels with pools in Prainha.
What's the best hotel for staying near Pico Island Airport (PIX)?
Vila Barca is one of the top choices for your stay and is a popular 3-star guesthouse featuring free extended parking and free WiFi. It's located 4.2 mi (6.7 km) from Pico Island Airport. Another good choice near the airport is Hotel Caravelas, located 4.7 mi (7.6 km) away.
What is staying in Prainha like?
Visitors can enjoy all that Prainha has to offer including the seaside and restaurants. The culturally rich and quaint setting also entices those visiting the city. In Prainha, there are 58 hotels and other accommodations to choose from. Find out more about Prainha.
What are the top places to visit in Prainha?
Places to visit in the wider area include São João Forest Reserve, Mount Pico, and Azores Wine Company. You'll also find Gruta das Torres and Pico Island Vineyard Culture in the area. Check out what more to see and do in Expedia's Prainha guide.
What's the seasonal weather like in Prainha?
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.