A mountain with a lake in the foreground.

Find Hotels with a Pool in Pico Island from CA $86

  • 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 Pico Island Hotels with a Pool

Tonight
Oct 6 - Oct 7
Tomorrow
Oct 7 - Oct 8
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Pico Island hotels with a pool

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

1. Vinhas do Calhau

Vinhas do Calhau
Madalena
CA $156
CA $162 total
includes taxes & fees
Nov 1 - Nov 2
Vinhas do Calhau
A modern hotel with a red facade, multiple balconies, and a swimming pool.
A restaurant setting with tables set for dining, featuring clear glassware and neatly folded napkins.
A wooden staircase with a modern design, leading upwards.
A building with large glass windows and a flat roof, surrounded by a paved area.

2. Pico TERRAMAR & SPA

Pico TERRAMAR & SPA
Madalena
CA $231
CA $240 total
includes taxes & fees
Nov 1 - Nov 2
Pico TERRAMAR & SPA
A rectangular pool with clear water, surrounded by stone walls and vegetation, with a mountain in the background.
A room with a large glass door leading to a stone wall and lush greenery outside.
A wooden interior with tables and chairs, large windows, and artwork on the walls.
A stone building with a red-tiled roof, a stone wall, and a mountain in the background.

3. Pico Vineyards

Pico Vineyards
Madalena
CA $231
CA $240 total
includes taxes & fees
Nov 1 - Nov 2
Pico Vineyards
A swimming pool with blue water, surrounded by palm trees and blue lounge chairs.
A multi-story hotel with balconies overlooking a coastal road with parked cars and a boat in the background.
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 hotel reception area with a marble counter, a receptionist, and a large window displaying a scenic view.

4. Hotel Caravelas

Hotel Caravelas
Madalena
CA $117
CA $122 total
includes taxes & fees
Nov 6 - Nov 7
Hotel Caravelas
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.
A stone staircase surrounded by trees.

5. Aldeia da Fonte Hotel

Aldeia da Fonte Hotel
Lajes do Pico
CA $211
CA $220 total
includes taxes & fees
Oct 13 - Oct 14
Aldeia da Fonte Hotel
A swimming pool with a glass enclosure, surrounded by a patio area with lounge chairs and a view of the landscape.
A room with two single beds, each with a floral-patterned bedspread and matching pillows.
A living room with a fireplace, a television, and a checkered floor.
A kitchen with a black and white checkered floor, white cabinetry, and a central island.

6. Moradia Familiar NovaVista T3

Moradia Familiar NovaVista T3
Madalena
CA $363
CA $377 total
includes taxes & fees
Oct 11 - Oct 12
Moradia Familiar NovaVista T3
A pool with a view of the ocean and hills.
A modern room with a large glass window, two wicker chairs with cushions, a small wooden table, and a TV mounted on the wall.
A rustic kitchen with a red door, stone walls, wooden ceiling, and a round wooden table with chairs.
A wooden table and bench in a garden with a hot tub and a glass door leading to a room.

7. Aldeia dos Caldeirões

Aldeia dos Caldeirões
Madalena
CA $117
CA $121 total
includes taxes & fees
Oct 17 - Oct 18
Aldeia dos Caldeirões
A swimming pool with lounge chairs, a stone house, and a mountain in the background.
A modern living room with a sofa, a dining table, and a kitchen in the background.
A modern outdoor patio with a wooden deck, a white pergola, and a glass-enclosed dining area.
A modern building with a stone retaining wall and lush greenery.

8. Pico Dreams - Sportfish

Pico Dreams - Sportfish
Sao Roque do Pico
CA $83
CA $86 total
includes taxes & fees
Oct 9 - Oct 10
Pico Dreams - Sportfish
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.
A dining area with wooden tables and chairs, large windows with a view of a mountainous landscape, and a clock on the wall.
An outdoor patio with wooden tables and chairs, overlooking a scenic landscape with mountains and a body of water.

9. AL Novavista by BPX

AL Novavista by BPX
Madalena
CA $143
CA $149 total
includes taxes & fees
Oct 8 - Oct 9
AL Novavista by BPX
A poolside dining area with a view of the ocean, featuring burgers and fries on the table.
A patio with a barbecue grill, a potted plant, and a stone wall.
A cozy living room with a stone wall, a sofa, a round coffee table, and a TV.
A living room with a stone wall, a flat-screen TV, a dining table with chairs, a sofa, and a ceiling fan.

10. Holiday Home 'Pico Boutique House' with Mountain View, Shared Pool and Wi-Fi

Holiday Home 'Pico Boutique House' with Mountain View, Shared Pool and Wi-Fi
Lajes do Pico
CA $117
CA $117 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Home 'Pico Boutique House' with Mountain View, Shared Pool and Wi-Fi
View all properties

Choose what matters most at hotels with a pool in Pico Island

Breakfast included
4 stars
5 stars
Hot tub
Spa

Hotels with pools and free breakfast in Pico Island

A spacious balcony with a clear view of the ocean and a patio area with outdoor furniture.
A poolside area with lounge chairs and a view of the sunset over the water.
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.

Vinhas do Calhau

Vinhas do Calhau
Madalena
CA $156
CA $162 total
includes taxes & fees
Nov 1 - Nov 2
Vinhas do Calhau
A modern hotel with a red facade, multiple balconies, and a swimming pool.
A restaurant setting with tables set for dining, featuring clear glassware and neatly folded napkins.
A wooden staircase with a modern design, leading upwards.
A building with large glass windows and a flat roof, surrounded by a paved area.

Pico TERRAMAR & SPA

Pico TERRAMAR & SPA
Madalena
CA $231
CA $240 total
includes taxes & fees
Nov 1 - Nov 2
Pico TERRAMAR & SPA
A rectangular pool with clear water, surrounded by stone walls and vegetation, with a mountain in the background.
A room with a large glass door leading to a stone wall and lush greenery outside.
A wooden interior with tables and chairs, large windows, and artwork on the walls.
A stone building with a red-tiled roof, a stone wall, and a mountain in the background.

Pico Vineyards

Pico Vineyards
Madalena
CA $231
CA $240 total
includes taxes & fees
Nov 1 - Nov 2
Pico Vineyards
A swimming pool with blue water, surrounded by palm trees and blue lounge chairs.
A multi-story hotel with balconies overlooking a coastal road with parked cars and a boat in the background.
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 hotel reception area with a marble counter, a receptionist, and a large window displaying a scenic view.

Hotel Caravelas

Hotel Caravelas
Madalena
CA $117
CA $122 total
includes taxes & fees
Nov 6 - Nov 7
Hotel Caravelas
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.
A stone staircase surrounded by trees.

Aldeia da Fonte Hotel

Aldeia da Fonte Hotel
Lajes do Pico
CA $211
CA $220 total
includes taxes & fees
Oct 13 - Oct 14
Aldeia da Fonte Hotel
A poolside area with artificial grass, lounge chairs, and a pool.
A bathroom with a toilet, bidet, and a small sink.
A hotel room with two single beds, a wooden floor, a black headboard, a small wooden nightstand, a wall-mounted shelf with decorative items, and a large window with curtains.
An outdoor patio with wooden tables and chairs, overlooking a scenic landscape with mountains and a body of water.

AL Novavista by BPX

AL Novavista by BPX
Madalena
CA $143
CA $149 total
includes taxes & fees
Oct 8 - Oct 9
AL Novavista by BPX
View all properties

4-star hotels with pools in Pico Island

A spacious balcony with a clear view of the ocean and a patio area with outdoor furniture.
A poolside area with lounge chairs and a view of the sunset over the water.
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.

Vinhas do Calhau

Vinhas do Calhau
Madalena
CA $156
CA $162 total
includes taxes & fees
Nov 1 - Nov 2
Vinhas do Calhau
A rectangular pool with clear water, surrounded by stone walls and vegetation, with a mountain in the background.
A room with a large glass door leading to a stone wall and lush greenery outside.
A wooden interior with tables and chairs, large windows, and artwork on the walls.
A stone building with a red-tiled roof, a stone wall, and a mountain in the background.

Pico Vineyards

Pico Vineyards
Madalena
CA $231
CA $240 total
includes taxes & fees
Nov 1 - Nov 2
Pico Vineyards
A swimming pool with blue water, surrounded by palm trees and blue lounge chairs.
A multi-story hotel with balconies overlooking a coastal road with parked cars and a boat in the background.
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 hotel reception area with a marble counter, a receptionist, and a large window displaying a scenic view.

Hotel Caravelas

Hotel Caravelas
Madalena
CA $117
CA $122 total
includes taxes & fees
Nov 6 - Nov 7
Hotel Caravelas
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.
A stone staircase surrounded by trees.

Aldeia da Fonte Hotel

Aldeia da Fonte Hotel
Lajes do Pico
CA $211
CA $220 total
includes taxes & fees
Oct 13 - Oct 14
Aldeia da Fonte Hotel
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 rustic kitchen with a red door, stone walls, wooden ceiling, and a round wooden table with chairs.
A pool with a view of the ocean and hills.

Aldeia dos Caldeirões

Aldeia dos Caldeirões
Madalena
CA $117
CA $121 total
includes taxes & fees
Oct 17 - Oct 18
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 Pico Island Hotel Reviews

Hotel Caravelas

Hotel Caravelas

10/10 Excellent
"Location next to ferry is perfect, rooms clean great breakfast. 100%"
Michael 2-night trip
Posted 7 days ago
Hotel Caravelas
Aldeia da Fonte Hotel

Aldeia da Fonte Hotel

10/10 Excellent
"Personnel très accueillant Très bon service Chambre très confortable"
Mireille 3-night trip
Posted 9 days ago
Aldeia da Fonte Hotel
Pico Dreams - Sportfish

Pico Dreams - Sportfish

10/10 Excellent
"Great stay here! It was clean and quiet and they have all the amenities of home, even a washing machine and clothes line which is very helpful after hiking Pico Mountain"
Kathleen 2-night trip
Posted 4 months ago
Pico Dreams - Sportfish
A Casa do Ouvidor

A Casa do Ouvidor

10/10 Excellent
"A spacious space with a lovely view. We were looking for a place to relax on a quieter island, and this set the perfect tone for our time on Pico. The villa is in a lovely location - less than 2k from a bakery, coffee shops, and a small grocery store if you want nearby options. Or you're 15 minutes from Madelena for more options. You're right off the ring road, and there are several beautiful miradoros nearby - or enjoy the views from your window or the back yard. The kitchen was well-equipped, and there are lots of spaces to lounge inside and out. We were excited to use the space as a home base and space to recharge for active days around the island and visits to Faial. It was exactly that, and we are recommending spot to friends."
Alexander 3-night trip
Posted 5 months ago
A Casa do Ouvidor

Explore a world of travel with Expedia