Title: Book the Best Hotels with POOL in Pico Island in 2026 | Expedia.ca [Pico Island Travel Guide](https://expedia.ca/Pico-Island.dx2802)[Hotels in Pico Island](https://expedia.ca/Pico-Island-Hotels.d2802.Travel-Guide-Hotels)[Vacation Rentals in Pico Island](https://expedia.ca/Pico-Island-Vacation-Rentals.d2802.Travel-Guide-VacationRentals)[Flights to Pico Island](https://expedia.ca/Cheap-Flights-To-Pico-Island.d2802.Travel-Guide-Flights)[Things to do in Pico Island](https://expedia.ca/Things-To-Do-In-Pico-Island.d2802.Travel-Guide-Activities)[Pico Island Car Rentals](https://expedia.ca/Car-Rentals-In-Pico-Island.d2802.Car-Rental-Guide)[Pico Island Vacation Packages](https://expedia.ca/Pico-Island.d2802.Destination-Travel-Guides) ![Pico, the second largest island in Azores, is nicknamed “grey island” because it’s the most volcanic and basaltic of them all. Dramatic landscapes of all kinds of lava formations dominate the scenery, contrasting with the blue of the ocean and the white from the foam of the waves. Pico is all about 3 things: mountain, wine and whales. Read more about it: https://www.geekyexplorer.com/pico-travel-guide/ #Azores #Pico #Portugal #Mountain #Vineyards](https://images.trvl-media.com/place/2802/8d50373a-193b-4168-880b-2131442c0397.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Geeky Explorer ✈ # Find Hotels with a Pool in Pico Island from CA $89 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Pico Island Hotels with a Pool Tonight [Jan 2 - Jan 3](https://www.expedia.ca/Hotel-Search?regionId=2802&startDate=2026-01-02&endDate=2026-01-03&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 3 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=2802&startDate=2026-01-03&endDate=2026-01-04&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=2802&startDate=2026-01-02&endDate=2026-01-04&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=2802&startDate=2026-01-09&endDate=2026-01-11&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Pico Island hotels with a pool ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/28000000/27550000/27549800/27549724/e7839333.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![47-inch flat-screen TV with cable channels](https://images.trvl-media.com/lodging/28000000/27550000/27549800/27549724/80a53fbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, minibar, in-room safe, individually decorated](https://images.trvl-media.com/lodging/28000000/27550000/27549800/27549724/66adf99d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/28000000/27550000/27549800/27549724/92fdf551.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vinhas do Calhau [](https://www.expedia.ca/Madalena-Hotels-Vinhas-Do-Calhau.h27549724.Hotel-Information) Madalena 9.6/10 Exceptional (43) "The staff were super friendly and very helpful. The property is truly amazing. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Nicolas CA $153 CA $160 total includes taxes & fees Jan 3 - Jan 4 [](https://www.expedia.ca/Madalena-Hotels-Vinhas-Do-Calhau.h27549724.Hotel-Information) ![Deluxe Suite, Private Pool, Mountain View](https://images.trvl-media.com/lodging/116000000/115460000/115456600/115456571/7e1b831f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/116000000/115460000/115456600/115456571/f28d9787.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double or Twin Room, Patio, Vineyard View](https://images.trvl-media.com/lodging/116000000/115460000/115456600/115456571/9aa814b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, Private Pool, Mountain View | Living area](https://images.trvl-media.com/lodging/116000000/115460000/115456600/115456571/3fb3459a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pico Vineyards [](https://www.expedia.ca/Madalena-Hotels-Pico-Vineyards.h115456571.Hotel-Information) Madalena 9.8/10 Exceptional (6) "The pool is amazing! and brand new property!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle CA $205 CA $213 total includes taxes & fees Jan 23 - Jan 24 [](https://www.expedia.ca/Madalena-Hotels-Pico-Vineyards.h115456571.Hotel-Information) ![Indoor pool, seasonal outdoor pool](https://images.trvl-media.com/lodging/104000000/103090000/103085900/103085805/4cca4679.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/104000000/103090000/103085900/103085805/8bfe7cb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/104000000/103090000/103085900/103085805/a190817d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/104000000/103090000/103085900/103085805/ac049f74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pico TERRAMAR & SPA [](https://www.expedia.ca/Madalena-Hotels-Pico-TERRAMAR-SPA.h103085805.Hotel-Information) Madalena 9.6/10 Exceptional (48) "Friendly staff. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Hilco [](https://www.expedia.ca/Madalena-Hotels-Pico-TERRAMAR-SPA.h103085805.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/104000000/103800000/103797500/103797457/a1803151.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/104000000/103800000/103797500/103797457/7e7713b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Triple Room | Terrace/patio](https://images.trvl-media.com/lodging/104000000/103800000/103797500/103797457/f852551d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Triple Room](https://images.trvl-media.com/lodging/104000000/103800000/103797500/103797457/410944e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AL Novavista by A5P [](https://www.expedia.ca/Madalena-Hotels-Nova-Vista-Inn-Pico.h103797457.Hotel-Information) Madalena 8.0/10 Very good (6) "Staff are very friendly safe and clean. The breakfast was excellent. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Romeo CA $86 CA $89 total includes taxes & fees Jan 5 - Jan 6 [](https://www.expedia.ca/Madalena-Hotels-Nova-Vista-Inn-Pico.h103797457.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/121000000/120640000/120631000/120630982/717fce7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Villa, 1 Bedroom, Hot Tub, Poolside | Private kitchen](https://images.trvl-media.com/lodging/121000000/120640000/120631000/120630982/5b9fc4e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/121000000/120640000/120631000/120630982/b58109ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Villa, 2 Bedrooms, Pool Access, Garden Area | Terrace/patio](https://images.trvl-media.com/lodging/121000000/120640000/120631000/120630982/07ea775f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aldeia dos Caldeirões [](https://www.expedia.ca/Madalena-Hotels-Aldeia-Dos-Caldeiroes.h120630982.Hotel-Information) Madalena CA $125 CA $130 total includes taxes & fees Jan 9 - Jan 10 [](https://www.expedia.ca/Madalena-Hotels-Aldeia-Dos-Caldeiroes.h120630982.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/5000000/4350000/4349900/4349893/b6eac151.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double or Twin Room](https://images.trvl-media.com/lodging/5000000/4350000/4349900/4349893/450a73ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/5000000/4350000/4349900/4349893/2eecea9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast buffet](https://images.trvl-media.com/lodging/5000000/4350000/4349900/4349893/ab7a0134.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Caravelas [](https://www.expedia.ca/Madalena-Hotels-Hotel-Caravelas.h4349893.Hotel-Information) Madalena 8.0/10 Very good (219) "Great location and breakfast" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Tammie CA $117 CA $122 total includes taxes & fees Jan 15 - Jan 16 [](https://www.expedia.ca/Madalena-Hotels-Hotel-Caravelas.h4349893.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/5000000/4860000/4850400/4850316/a9a50da1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/5000000/4860000/4850400/4850316/dc33ea0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/5000000/4860000/4850400/4850316/dcda4531.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gazebo](https://images.trvl-media.com/lodging/5000000/4860000/4850400/4850316/74a02cf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aldeia da Fonte Hotel [](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Aldeia-Da-Fonte-Hotel-Apartamentos.h4850316.Hotel-Information) Lajes do Pico 8.6/10 Excellent (100) "Everything was perfect, we had a great stay. The environment is unique and the staff is very friendly. " ![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg) Jessica CA $144 CA $150 total includes taxes & fees Jan 8 - Jan 9 [](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Aldeia-Da-Fonte-Hotel-Apartamentos.h4850316.Hotel-Information) ![Indoor pool, outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/3000000/2140000/2130300/2130253/0d2bd974.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, Sea View | View from room](https://images.trvl-media.com/lodging/3000000/2140000/2130300/2130253/feb00b94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; pool views](https://images.trvl-media.com/lodging/3000000/2140000/2130300/2130253/3f007109.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/3000000/2140000/2130300/2130253/a27f6b9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Azoris Faial Garden [](https://www.expedia.ca/Horta-Hotels-Azoris-Faial-Garden.h2130253.Hotel-Information) Horta 8.8/10 Excellent (256) "Staff are wonderful. The facilities are superb.." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) John CA $86 CA $90 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Horta-Hotels-Azoris-Faial-Garden.h2130253.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/89000000/88450000/88444000/88443976/ecaf04e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior House | Terrace/patio](https://images.trvl-media.com/lodging/89000000/88450000/88444000/88443976/a6340dc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/89000000/88450000/88444000/88443976/9c111add.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/89000000/88450000/88444000/88443976/337ae9cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kuanza Nature Experience [](https://www.expedia.ca/Calheta-Hotels-Kuanza-Nature-Experience.h88443976.Hotel-Information) Calheta 10/10 Exceptional (8) "Quite secluded yet very safe. Overall an authentic experience. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Nicolas CA $118 CA $130 total includes taxes & fees Jan 3 - Jan 4 [](https://www.expedia.ca/Calheta-Hotels-Kuanza-Nature-Experience.h88443976.Hotel-Information) ![View from room](https://images.trvl-media.com/lodging/3000000/2700000/2691900/2691841/e60c235e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Single Room](https://images.trvl-media.com/lodging/3000000/2700000/2691900/2691841/6ca98512.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/3000000/2700000/2691900/2691841/b206ff61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/3000000/2700000/2691900/2691841/e00f2210.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### São Jorge Garden [](https://www.expedia.ca/Velas-Hotels-Sao-Jorge-Garden.h2691841.Hotel-Information) Velas 9.0/10 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](https://a.travel-assets.com/egds/marks/flags/ca.svg) Jane CA $139 CA $145 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Velas-Hotels-Sao-Jorge-Garden.h2691841.Hotel-Information) 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](https://expedia.ca/Hotel-Search?startDate=2026-01-16&endDate=2026-01-17®ionId=2802&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Pico Island Hotel Reviews ![Hotel Caravelas](https://images.trvl-media.com/lodging/5000000/4350000/4349900/4349893/b6eac151_y.jpg) ### Hotel Caravelas 10/10 Excellent "Great location and breakfast" [](https://expedia.ca/Madalena-Hotels-Hotel-Caravelas.h4349893.Hotel-Information) ![Pocinhobay](https://images.trvl-media.com/lodging/7000000/6170000/6169100/6169076/eae42dc7_y.jpg) ### Pocinhobay 10/10 Excellent "A gem of a property - close enough to everything but far enough to enjoy the peacefulness of the island. Staff were helpful, polite, courteous and thoughtful. Highly recommend. " [](https://expedia.ca/Madalena-Hotels-Pocinhobay.h6169076.Hotel-Information) ![A Casa do Ouvidor](https://images.trvl-media.com/lodging/17000000/16140000/16132700/16132638/1ba57c69_y.jpg) ### A Casa do Ouvidor 10/10 Excellent "Asan was a great host. Quiet place, very roomy and clean, the view is amazing. Every thing was in place to enjoy a confortable stay. 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[Visit Bandeiras ](https://www.expedia.ca/Bandeiras.dx3000021686) - [Lajes do Pico Vacations ](https://www.expedia.ca/Lajes-Do-Pico.d6159823.Destination-Travel-Guides) - [Visit Lajes do Pico ](https://www.expedia.ca/Lajes-Do-Pico.dx6159823) - [Visit Madalena ](https://www.expedia.ca/Madalena.dx6144445) - [Visit Manadas ](https://www.expedia.ca/Manadas.dx553248635975858340) - [Visit Pontas Negras ](https://www.expedia.ca/Pontas-Negras.dx6324554) - [Visit Sao Mateus ](https://www.expedia.ca/Sao-Mateus.dx6348415) - [Visit São Miguel Arcanjo ](https://www.expedia.ca/Sao-Miguel-Arcanjo.dx553248635975869997) - [Car rental Horta ](https://www.expedia.ca/Car-Rentals-In-Horta.d1500.Car-Rental-Guide) - [Car rental Lajes do Pico ](https://www.expedia.ca/Car-Rentals-In-Lajes-Do-Pico.d6159823.Car-Rental-Guide) - [Car rental Madalena ](https://www.expedia.ca/Car-Rentals-In-Madalena.d6144445.Car-Rental-Guide) - [Rental cars Pico Island airport ](https://www.expedia.ca/Car-Rentals-In-Pico-Island.d6024786.Car-Rental-Guide) - 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