Find hotels in Prainha from Rp1.069.832

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

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Our top choices for Prainha hotels

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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 Rp1.708.096
Rp1.776.388 total
includes taxes & fees
2 Jan - 3 Jan 2026
São Jorge Garden
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 cosy 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 Rp1.897.775
Rp1.973.765 total
includes taxes & fees
2 Jan - 3 Jan 2026
Aldeia das Adegas
47-inch flat-screen TV with cable channels
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 savouring 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 Rp2.087.636
Rp2.171.141 total
includes taxes & fees
29 Dec - 30 Dec
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 Rp2.513.313
Rp2.613.845 total
includes taxes & fees
23 Jan - 24 Jan 2026
Pico Vineyards
2 outdoor pools, pool umbrellas, pool loungers
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 Rp1.537.259
Rp1.677.701 total
includes taxes & fees
2 Jan - 3 Jan 2026
Kuanza Nature Experience
Garden
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
Exterior detail
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 Rp2.738.635
Rp2.848.180 total
includes taxes & fees
25 Dec - 26 Dec
Pico TERRAMAR & SPA
Beach/ocean view
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 snorkelling spots for an authentic Azores adventure.
"would stay here again, cool Location"
Germany
Ronny
The price is Rp768.630
Rp799.375 total
includes taxes & fees
27 Dec - 28 Dec
Sara Village
Outdoor pool, pool 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 centre. 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 Rp1.622.662
Rp1.687.568 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hotel Caravelas
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 cosy 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
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)
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 Rp998.071
Rp1.037.993 total
includes taxes & fees
25 Dec - 26 Dec
AL Novavista by A5P
Outdoor pool, pool loungers
Aldeia dos Caldeirões

Aldeia dos Caldeirões

Aldeia dos Caldeirões
3.5 star property
Madalena
The price is Rp1.532.828
Rp1.594.141 total
includes taxes & fees
9 Jan - 10 Jan 2026
Aldeia dos Caldeirões
Interior
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 Rp1.028.685
Rp1.069.832 total
includes taxes & fees
1 Jan - 2 Jan 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

Pico Vineyards

Pico Vineyards

10/10 Excellent
"An excellent new Hotel in the Island and I am sure it will become a reference. Incredible architecture which uses local materials. Fantastic views from some of the rooms towards the Mountain of Pico. Staff is so nice. A special thanks to Daniela and Bianca. They accommodated vegan options for my wife. A newly opened Hotel which I am sure will only get better with time! "
Ricardo 5-night trip
Posted 3 months ago
Pico Vineyards

More cheap stays in Prainha

Porto Velho Boutique Lodge

Porto Velho Boutique Lodge

Rua Dr. Freitas Pimentel, 5 Madalena Açores
The price is Rp1.028.685 per night from 1 Jan to 2 Jan
Rp1.028.685
Rp1.069.832 total
1 Jan - 2 Jan 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 traveller 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 are some of the best holiday rentals that Prainha has to offer?
Liiiving in A Ores - Ocean View House: This highly rated holiday home rental in Prainha offers a BBQ and free WiFi to help you feel comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind. See all vacation rentals in Prainha.
If I need to cancel my hotel reservation in Prainha, will I receive a refund?
Yes, the majority of hotel room reservations are fully refundable if you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of check in. If you have a non-refundable reservation, it may 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.
What is the top LGBTQ-friendly place to stay in Prainha?
Areias da Prainha is a top LGBTQ-friendly guest house 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 is staying in Prainha like?
Visitors can enjoy all that Prainha has to offer, including the seaside and restaurants. The cultural and quaint setting also entices those visiting the city. In Prainha, there are 59 hotels and other accommodation options to choose from. Find out more about Prainha.
What should I see while I'm in Prainha?
Places to visit in the wider area include São João Forest Reserve, Mount Pico and Igreja de Sao Jorge. You'll also find Gruta das Torres and Pico Island Vineyard Culture in the area. Take a look at what more there is 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 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.