Top 10 Hotels in Prainha (from $29) 2026 - Competitive Prices

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Our top choices for Prainha hotels

A stone building with a red roof, a paved pathway, and a stone wall with a red railing.

A row of stone buildings with red roofs and red umbrellas, a paved walkway, and a view of the ocean.

A hallway with wooden flooring and white walls.

A compact hotel room with a bed, a sofa, a kitchenette, and a washing machine.

1. Aldeia das Adegas

Sao Roque do Pico

Nicholas

$78 nightly

$81 total

Nov 1 - Nov 2

Total with taxes and fees

A pool area with a view of the ocean and rocky cliffs.

A restaurant with a high ceiling, stone walls, a bar area with shelves of bottles, and a tiled floor.

A tropical resort with a cobblestone courtyard, palm trees, and a red building with a green roof.

2. Aldeia da Fonte Hotel

Lajes do Pico

Teby V

$143 nightly

$148 total

Oct 7 - Oct 8

Total with taxes and fees

A hallway with wooden flooring, white walls, and two wall-mounted lamps.

A building with a balcony featuring ornate metal railings and a window with green shutters.

Two wicker chairs facing a view of the ocean.

A neatly made bed with white bedding and green pillows, a wooden nightstand with a lamp, and a plain white wall.

3. Casa do Comendador

Sao Roque do Pico

Kamran

$48 nightly

$50 total

Nov 2 - Nov 3

Total with taxes and fees

A wooden deck with a railing overlooking a coastal view.

A living room with a sofa, a television, and a wooden ceiling. There are curtains on the windows, and a balcony is visible through the doorway.

A room with a large window, a sliding glass door, and a wooden floor.

A stone building with a tiled roof, a wooden balcony, and a view of the sea.

4. Sara Village

Sao Roque do Pico

Ronny

$61 nightly

$64 total

Oct 5 - Oct 6

Total with taxes and fees

A modern outdoor patio with a wooden deck, a white pergola, and a glass-enclosed dining area.

A swimming pool with lounge chairs, a stone house, and a mountain in the background.

A modern building with a stone retaining wall and lush greenery.

A hotel room with a bed, a nightstand, and a window with curtains.

5. Pico Dreams - Sportfish

Sao Roque do Pico

Rosemary Stevens

$58 nightly

$60 total

Oct 5 - Oct 6

Total with taxes and fees

A narrow stone corridor with arches, wooden beams, and potted plants.

An outdoor patio with a wooden table and chairs, stone flooring, and arches.

A historic building with a bell tower, arched windows, and a cross on top.

A cozy room with a sofa, wicker chairs, a small table, and a tiled floor.

6. Azores Youth Hostels - Pico

Sao Roque do Pico

Nicolas

$28 nightly

$29 total

Oct 18 - Oct 19

Total with taxes and fees

A patio with a table and chairs, a potted plant, and a view of the ocean and a mountain.

A modern kitchen with white cabinets, stainless steel appliances, and a tiled backsplash.

A modern living room with a flat-screen TV, a sofa, a small table, and a kitchen area with cabinets and a countertop.

A stone wall with a painting of a sunset and lighthouse, a wooden pergola, and a potted plant with purple flowers.

7. Casa d'Avó Guesthouse

Velas

Rina

$62 nightly

$65 total

Nov 1 - Nov 2

Total with taxes and fees

A table with a champagne bottle, two glasses, and a bowl of strawberries, overlooking a pool and palm trees with a mountain in the background.

A modern lobby with a large sofa, two coffee tables, and a variety of indoor plants.

A table set for breakfast with a view of a pool and palm trees.

A balcony with two white plastic chairs, a small table with a bottle and a glass, and a view of the ocean and a mountain.

8. São Jorge Garden

Velas

Scott

$88 nightly

$92 total

Nov 1 - Nov 2

Total with taxes and fees

A stone building with a swimming pool, a covered seating area, and a staircase leading to the entrance.

A hotel room with a large bed, a wooden ceiling, and two bedside lamps.

A modern living room with a grey sofa, two side tables, a coffee table, and a TV.

A balcony with a table and chairs, a large umbrella, and a view of a town and hills in the background.

9. Quinta da Magnólia

Velas

Deirdre

$110 nightly

$114 total

Nov 1 - Nov 2

Total with taxes and fees

A wooden table and bench in a garden with a hot tub and a glass door leading to a room.

A rustic kitchen with wooden cabinets, a central island, and a dining table.

A pool with a view of the ocean and hills.

A bedroom with a bed, a wooden shelf with towels, a wooden coffee table with a remote control and a glass of water, and a leather sofa.

10. Aldeia dos Caldeirões

Madalena

"The place is beautiful, in a great location, private and secluded, with nice amenities such as hot tubs, pool, wood BBQ. It looks just like the pictures and overall, we enjoyed our stay. But, - very limited hot water. Takes long to warm up and then only lasts 5 minutes. Not enough for 2 showers. We could only fill the amazing bath up a few inches before it got cold, so kind of useless. - lots of ants, and when we complained, we were told to deal with it ourselves - there was a birds nest...

Evan

$86 nightly

$89 total

Oct 15 - Oct 16

Total with taxes and fees

A spacious balcony with a clear view of the ocean and a patio area with outdoor furniture.

A modern bedroom with a large bed, a window, a chair, and a nightstand.

A window with a view of the sea and a distant mountain range.

A poolside area with lounge chairs and a view of the sunset over the water.

11. Vinhas do Calhau

Madalena

JANA

$108 nightly

$113 total

Nov 2 - Nov 3

Total with taxes and fees

A rectangular pool with clear water, surrounded by stone walls and vegetation, with a mountain in the background.

A wooden interior with tables and chairs, large windows, and artwork on the walls.

A room with a large glass door leading to a stone wall and lush greenery outside.

A wooden interior with a round table and two chairs, a television, and a lamp.

12. Pico Vineyards

Madalena

Michelle

$163 nightly

$169 total

Nov 1 - Nov 2

Total with taxes and fees

A swimming pool with blue water, surrounded by palm trees and blue lounge chairs.

A hotel reception area with a marble counter, a receptionist, and a large window displaying a scenic view.

A hotel room with a large bed, a view of a cityscape through floor-to-ceiling windows, a balcony, and a seating area with a lamp.

A bar area with multiple shelves of liquor bottles and a variety of glasses.

13. Hotel Caravelas

Madalena

Herminio

$83 nightly

$86 total

Nov 1 - Nov 2

Total with taxes and fees

A modern hotel with a red facade, multiple balconies, and a swimming pool.

A modern hotel room with a large bed, a seating area, and a kitchenette.

A restaurant setting with tables set for dining, featuring clear glassware and neatly folded napkins.

A wooden staircase with a modern design, leading upwards.

14. Pico TERRAMAR & SPA

Madalena

Richard

$185 nightly

$193 total

Nov 1 - Nov 2

Total with taxes and fees

A poolside area with artificial grass, lounge chairs, and a pool.

A view from a window overlooking a courtyard with a wooden fence, potted plants, and a distant mountain.

An outdoor patio with wooden tables and chairs, overlooking a scenic landscape with mountains and a body of water.

A bathroom with a toilet, bidet, and a small sink.

15. AL Novavista by BPX

Madalena

Lisa

$101 nightly

$105 total

Oct 24 - Oct 25

Total with taxes and fees

A stone building with a swimming pool, surrounded by a mountainous landscape.

A spacious living room with a high ceiling, wooden beams, a fireplace, a sofa, a coffee table, and a dining area with chairs and a table.

A coastal village with stone houses and terraced fields, surrounded by steep cliffs and the ocean.

A stone building with a red door and orange roof tiles, located near a rocky shoreline and a steep cliff.

16. Kuanza Nature Experience

Calheta

Fernando

$117 nightly

$126 total

Nov 2 - Nov 3

Total with taxes and fees

A balcony with a clear view of the street and buildings.

A hotel room with two beds, a desk, a chair, a painting on the wall, and a window with curtains.

A modern living room with a sofa, a television mounted on the wall, a dining area with a table and chairs, and a kitchenette with a microwave.

17. CiTY CENTER

Madalena

$77 nightly

$80 total

Nov 2 - Nov 3

Total with taxes and fees

A coastal view through a window, featuring a rocky breakwater, calm sea, and distant mountains.

A wooden staircase with white railings and a cityscape painting on the wall.

A hotel room with two beds, a wooden wall, a window with a view, and a life preserver on the wall.

A reception desk with a wooden finish, a black pendant light, and a sign that reads "Porto Velho Hostel".

18. Porto Velho Boutique Lodge

Madalena

Charles

$62 nightly

$64 total

Oct 16 - Oct 17

Total with taxes and fees

A swimming pool with a glass enclosure, surrounded by a patio area with lounge chairs and a view of the landscape.

A kitchen with a black and white checkered floor, white cabinetry, and a central island.

A room with two single beds, each with a floral-patterned bedspread and matching pillows.

A two-story building with a balcony, a garage, and a chimney.

19. Moradia Familiar NovaVista T3

Madalena

$232 nightly

$241 total

Oct 5 - Oct 6

Total with taxes and fees

A compact kitchen with a microwave, refrigerator, and washing machine. There is a dining area with a table and chairs, and a sofa.

A dining area with a table set for four, surrounded by chairs, under a wooden ceiling with exposed beams.

A wall with a round mirror and a wooden rack with hooks.

A modern kitchen with a built-in dishwasher, a coffee machine, and a dining area with a table set for two.

20. Azorica Pico

Madalena

$188 nightly

$196 total

Oct 3 - Oct 4

Total with taxes and fees

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Stay near popular Prainha attractions

Pontinha

Commune with nature and explore the great outdoors at Pontinha during your travels in Prainha. Wander the seaside or discover the area's countryside.

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Top Prainha Hotel Reviews

Hotel Caravelas

10/10 Excellent

"Location next to ferry is perfect, rooms clean great breakfast. 100%"

Vinhas do Calhau

10/10 Excellent

"Lovely property! Ana was great!"

Aldeia da Fonte Hotel

10/10 Excellent

"Personnel très accueillant Très bon service Chambre très confortable"

Pico TERRAMAR & SPA

10/10 Excellent

"Well located near restaurants and continente supermarket. Very clean and helpful staff. The breakfast was great and also the restaurant for lunch and dinner."

Casa do Zé - AL

10/10 Excellent

"C’est la dernière maison au bout du chemin. La terrasse sur la photo est en haut à gauche sur le chemin de pierre , non annexée à la maison. La vue est incroyable."

Azores Youth Hostels - Pico

10/10 Excellent

"The hostel is such a lovely place, very good located and the staff was really helpful, wherever you need they are always there to help you. Very nice and peaceful place. 100% recommended. The unic thing that I missed was a kitchen so you can cook your own food. But there are very nice local restaurants beside the hostel."

Houses In Pico

10/10 Excellent

"As a Canadian it was a bit of a struggle to figure out how to operate the appliances as they are completely different from North American. Would appreciate a drip coffee maker option as I don’t like to use pod coffee makers. Otherwise a very cute place"

4 bedrooms & great view

10/10 Excellent

"Friendly and helpful host, perfect location, and gorgeous views. We definitely enjoyed our stay!"

Adegas do Pico

10/10 Excellent

"Wonderful location as a home base to explore the island. Very clean, super helpful staff, and the view was amazing!"

More cheap stays in Prainha

Azores Youth Hostels - Pico

Rua João Bento Lima Sao Roque do Pico

$28 nightly

$29 total

Oct 18 - Oct 19

Total with taxes and fees

8/10 Very Good! (46 reviews)

Porto Velho Boutique Lodge

Rua Dr. Freitas Pimentel, 5 Madalena Açores

$62 nightly

$64 total

Oct 16 - Oct 17

Total with taxes and fees

9.4/10 Exceptional! (18 reviews)

Azores Youth Hostels - São Jorge

Canada da Vinha Nova Calheta

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7.6/10 Good! (25 reviews)

Engenho Hostel

Rua Manuel Paulino de Azevedo e Castro 5 Lajes do Pico Ilha do Pico

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6/10 (2 reviews)

Quinta do Caminho da Igreja

Caminho da Igreja, 9800-024 Velas, Portugal Velas

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Retiro dos Cabritos

Travessa de Santo António, São Mateus Madalena Açores

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Hotels in Prainha with star-rating

Frequently asked questions

What is the best area to stay in Prainha?

The best area to stay in Prainha is within the main village itself, clustered around the central church and along the coastal road.This area offers convenient access to the village's amenities and the natural beauty of the coastline. You'll find a few local restaurants, a small grocery store, and the natural swimming pools (piscinas naturais) that are a hallmark of the region. The village is compact, making it easy to walk between points of interest.Couples often find Prainha village a good fit for a relaxing getaway. The village provides a quiet setting with opportunities for coastal walks, enjoying fresh seafood, and experiencing the local pace of life.

When is the best time to go to Prainha?

The best time to go to Prainha is during the summer months, from June to September, when the weather is consistently warm and sunny.During this period, you can expect average temperatures ranging from 20°C to 25°C (68°F to 77°F), making it ideal for enjoying the beaches and outdoor activities. The ocean is also at its warmest, great for swimming and snorkeling. This time of year is especially good for families, as the calm waters and pleasant weather make for enjoyable beach days and exploring the natural pools.For couples seeking a slightly quieter experience with pleasant weather, late spring (May) or early autumn (October) can also be a good choice. Temperatures are still mild, around 18°C to 22°C (64°F to 72°F), and there are fewer crowds, though there's a slightly higher chance of rain.

Can I cancel my hotel reservation on Expedia?

You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Prainha.

How much is the nightly rate at a Prainha hotel?

Prices for hotels in Prainha often vary, but you can find a great deal from $29 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

Find hotels in Prainha from $29

Go beyond your typical stay in Prainha

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Prainha hotels

1. Aldeia das Adegas

2. Aldeia da Fonte Hotel

3. Casa do Comendador

4. Sara Village

5. Pico Dreams - Sportfish

6. Azores Youth Hostels - Pico

7. Casa d'Avó Guesthouse

8. São Jorge Garden

9. Quinta da Magnólia

10. Aldeia dos Caldeirões

11. Vinhas do Calhau

12. Pico Vineyards

13. Hotel Caravelas

14. Pico TERRAMAR & SPA

15. AL Novavista by BPX

16. Kuanza Nature Experience

17. CiTY CENTER

18. Porto Velho Boutique Lodge

19. Moradia Familiar NovaVista T3

20. Azorica Pico

Stay near popular Prainha attractions

Pontinha

Top Prainha Hotel Reviews

Hotel Caravelas

Vinhas do Calhau

Aldeia da Fonte Hotel

Pico TERRAMAR & SPA

Casa do Zé - AL

Azores Youth Hostels - Pico

Houses In Pico

4 bedrooms & great view

Adegas do Pico

More cheap stays in Prainha

Azores Youth Hostels - Pico

Porto Velho Boutique Lodge

Azores Youth Hostels - São Jorge

Engenho Hostel

Quinta do Caminho da Igreja

Retiro dos Cabritos

Hotels in Prainha with star-rating

Frequently asked questions

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