Title: The Best Pico Island Hotels with Pools from $74 - Hotels with indoor pools in Pico Island | Expedia.com [Pico Island Travel Guide](https://expedia.com/Pico-Island.dx2802)[Hotels in Pico Island](https://expedia.com/Pico-Island-Hotels.d2802.Travel-Guide-Hotels)[Vacation Rentals in Pico Island](https://expedia.com/Pico-Island-Vacation-Rentals.d2802.Travel-Guide-VacationRentals)[Flights to Pico Island](https://expedia.com/Cheap-Flights-To-Pico-Island.d2802.Travel-Guide-Flights)[Things to do in Pico Island](https://expedia.com/Things-To-Do-In-Pico-Island.d2802.Travel-Guide-Activities)[Car Rentals in Pico Island](https://expedia.com/Car-Rentals-In-Pico-Island.d2802.Car-Rental-Guide)[Pico Island Vacation Packages](https://expedia.com/Pico-Island.d2802.Destination-Travel-Guides) ![](https://images.trvl-media.com/place/6133974/2fadfea7-a05a-49ae-b373-49f0a379cb28.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Brian Scrivner ![](https://images.trvl-media.com/place/6133974/2fadfea7-a05a-49ae-b373-49f0a379cb28.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ## Check availability on Pico Island Hotels with a Pool Tonight [Mar 31 - Apr 1](https://www.expedia.com/Hotel-Search?regionId=2802&startDate=2026-03-31&endDate=2026-04-01&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Apr 1 - Apr 2](https://www.expedia.com/Hotel-Search?regionId=2802&startDate=2026-04-01&endDate=2026-04-02&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=2802&startDate=2026-04-03&endDate=2026-04-05&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=2802&startDate=2026-04-10&endDate=2026-04-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Pico Island hotels with a pool ![Deluxe Suite, Private Pool, Mountain View | Desk, laptop workspace, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/116000000/115460000/115456600/115456571/7e1b831f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/115460000/115456600/115456571/4fbae47e.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) ![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) ### Pico Vineyards [](https://www.expedia.com/Madalena-Hotels-Pico-Vineyards.h115456571.Hotel-Information) Madalena 9.8/10 Exceptional (6 reviews) "The pool is amazing! and brand new property!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle $241 nightly $251 total Apr 2 - Apr 3 Total with taxes and fees [](https://www.expedia.com/Madalena-Hotels-Pico-Vineyards.h115456571.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/28000000/27550000/27549800/27549724/5b27a228.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) ![Apartment, Sea View (Grey) | View from room](https://images.trvl-media.com/lodging/28000000/27550000/27549800/27549724/ef95915d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Sea View (Aqua Green) | Private kitchenette | Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27550000/27549800/27549724/6f00d751.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vinhas do Calhau [](https://www.expedia.com/Madalena-Hotels-Vinhas-Do-Calhau.h27549724.Hotel-Information) Madalena 9.6/10 Exceptional (43 reviews) "Great staff and great accommodation. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tejas $139 nightly $144 total Apr 8 - Apr 9 Total with taxes and fees [](https://www.expedia.com/Madalena-Hotels-Vinhas-Do-Calhau.h27549724.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/121000000/120640000/120631000/120630982/478b00b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Villa, 1 Bedroom, Hot Tub, Poolside | In-room dining](https://images.trvl-media.com/lodging/121000000/120640000/120631000/120630982/7ca6b3a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120640000/120631000/120630982/fe2b3ff8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Villa, 2 Bedrooms, Pool Access, Garden Area | Private kitchen | Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120640000/120631000/120630982/74971280.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aldeia dos Caldeirões [](https://www.expedia.com/Madalena-Hotels-Aldeia-Dos-Caldeiroes.h120630982.Hotel-Information) Madalena $72 nightly $75 total Apr 1 - Apr 2 Total with taxes and fees [](https://www.expedia.com/Madalena-Hotels-Aldeia-Dos-Caldeiroes.h120630982.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/104000000/103090000/103085900/103085805/3eb42c7b.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) ![Design Double or Twin Room | Extra beds](https://images.trvl-media.com/lodging/104000000/103090000/103085900/103085805/4dc5c35d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/104000000/103090000/103085900/103085805/28496ebb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pico TERRAMAR & SPA [](https://www.expedia.com/Madalena-Hotels-Pico-TERRAMAR-SPA.h103085805.Hotel-Information) Madalena 9.6/10 Exceptional (48 reviews) "Friendly staff. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Hilco $194 nightly $201 total Apr 21 - Apr 22 Total with taxes and fees [](https://www.expedia.com/Madalena-Hotels-Pico-TERRAMAR-SPA.h103085805.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/104000000/103800000/103797500/103797457/a22693b5.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) ![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) ![Studio | Desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103800000/103797500/103797457/868b43c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AL Novavista by A5P [](https://www.expedia.com/Madalena-Hotels-Nova-Vista-Inn-Pico.h103797457.Hotel-Information) Madalena 8.0/10 Very Good (6 reviews) "Staff are very friendly safe and clean. The breakfast was excellent. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Romeo $71 nightly $74 total Apr 1 - Apr 2 Total with taxes and fees [](https://www.expedia.com/Madalena-Hotels-Nova-Vista-Inn-Pico.h103797457.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 | Minibar, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/5000000/4350000/4349900/4349893/450a73ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/5000000/4350000/4349900/4349893/22db7193.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/5000000/4350000/4349900/4349893/7a89fa53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Caravelas [](https://www.expedia.com/Madalena-Hotels-Hotel-Caravelas.h4349893.Hotel-Information) Madalena 8.0/10 Very Good (219 reviews) "Great location and breakfast" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Tammie $116 nightly $121 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/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) ![Gazebo](https://images.trvl-media.com/lodging/5000000/4860000/4850400/4850316/74a02cf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/5000000/4860000/4850400/4850316/3338d889.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) ### Aldeia da Fonte Hotel [](https://www.expedia.com/Lajes-Do-Pico-Hotels-Aldeia-Da-Fonte-Hotel-Apartamentos.h4850316.Hotel-Information) Lajes do Pico $189 nightly $197 total Apr 30 - May 1 Total with taxes and fees [](https://www.expedia.com/Lajes-Do-Pico-Hotels-Aldeia-Da-Fonte-Hotel-Apartamentos.h4850316.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/8000000/7760000/7759200/7759184/425ab196.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/8000000/7760000/7759200/7759184/a083f6bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 3 Bedrooms, Terrace, Sea View | In-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/8000000/7760000/7759200/7759184/f524a495.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living room](https://images.trvl-media.com/lodging/8000000/7760000/7759200/7759184/160232a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pico Dreams - Sportfish [](https://www.expedia.com/Sao-Roque-Do-Pico-Hotels-Pico-Dreams-Sportfish.h7759184.Hotel-Information) Sao Roque do Pico 9.2/10 Wonderful (63 reviews) "Beautiful guesthouse, quiet but within walking distance of Sao Roque. Comfortable rooms and good, shared kitchen facilities. An ideal base for exploring Pico." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) David $59 nightly $61 total Apr 7 - Apr 8 Total with taxes and fees [](https://www.expedia.com/Sao-Roque-Do-Pico-Hotels-Pico-Dreams-Sportfish.h7759184.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/108000000/107420000/107416200/107416132/ed2c9616.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/108000000/107420000/107416200/107416132/3f8a670f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107420000/107416200/107416132/dcafcc00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107420000/107416200/107416132/1644c2fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home 'Pico Boutique House' with Mountain View, Shared Pool and Wi-Fi [](https://www.expedia.com/Lajes-Do-Pico-Hotels-Holiday-Home-Pico-Boutique-House-With-Mountain-View.h107416132.Hotel-Information) Lajes do Pico $70 nightly $70 total Apr 13 - Apr 14 Total with taxes and fees [](https://www.expedia.com/Lajes-Do-Pico-Hotels-Holiday-Home-Pico-Boutique-House-With-Mountain-View.h107416132.Hotel-Information) ![Sports facility](https://images.trvl-media.com/lodging/17000000/16220000/16214200/16214117/fafb5c7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/17000000/16220000/16214200/16214117/0fe3dab0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room | Desk, blackout drapes, free cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/17000000/16220000/16214200/16214117/1f35de0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![LCD TV](https://images.trvl-media.com/lodging/17000000/16220000/16214200/16214117/841adae8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quinta da Meia Eira [](https://www.expedia.com/Horta-Hotels-Quinta-Da-Meia-Eira.h16214117.Hotel-Information) Horta 9.8/10 Exceptional (18 reviews) "Beautiful boutique hotel. The views are amazing, staff was friendly and helpful. Breakfast was fantastic, " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Megan $104 nightly $108 total Apr 2 - Apr 3 Total with taxes and fees [](https://www.expedia.com/Horta-Hotels-Quinta-Da-Meia-Eira.h16214117.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.com/Hotel-Search?startDate=2026-04-14&endDate=2026-04-15®ionId=2802&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## 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 ![Deluxe Suite, Private Pool, Mountain View | Desk, laptop workspace, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/116000000/115460000/115456600/115456571/7e1b831f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/115460000/115456600/115456571/4fbae47e.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) ![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) ### Pico Vineyards [](https://www.expedia.com/Madalena-Hotels-Pico-Vineyards.h115456571.Hotel-Information) Madalena 9.8/10 Exceptional (6) $241 nightly $251 total Apr 2 - Apr 3 Total with taxes and fees [](https://www.expedia.com/Madalena-Hotels-Pico-Vineyards.h115456571.Hotel-Information) ![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) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/28000000/27550000/27549800/27549724/5b27a228.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Sea View (Grey) | View from room](https://images.trvl-media.com/lodging/28000000/27550000/27549800/27549724/ef95915d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Sea View (Aqua Green) | Private kitchenette | Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27550000/27549800/27549724/6f00d751.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vinhas do Calhau [](https://www.expedia.com/Madalena-Hotels-Vinhas-Do-Calhau.h27549724.Hotel-Information) Madalena 9.6/10 Exceptional (43) $139 nightly $144 total Apr 8 - Apr 9 Total with taxes and fees [](https://www.expedia.com/Madalena-Hotels-Vinhas-Do-Calhau.h27549724.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/104000000/103090000/103085900/103085805/3eb42c7b.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) ![Design Double or Twin Room | Extra beds](https://images.trvl-media.com/lodging/104000000/103090000/103085900/103085805/4dc5c35d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/104000000/103090000/103085900/103085805/28496ebb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pico TERRAMAR & SPA [](https://www.expedia.com/Madalena-Hotels-Pico-TERRAMAR-SPA.h103085805.Hotel-Information) Madalena 9.6/10 Exceptional (48) $194 nightly $201 total Apr 21 - Apr 22 Total with taxes and fees [](https://www.expedia.com/Madalena-Hotels-Pico-TERRAMAR-SPA.h103085805.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 | Minibar, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/5000000/4350000/4349900/4349893/450a73ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/5000000/4350000/4349900/4349893/22db7193.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/5000000/4350000/4349900/4349893/7a89fa53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Caravelas [](https://www.expedia.com/Madalena-Hotels-Hotel-Caravelas.h4349893.Hotel-Information) Madalena 8.0/10 Very Good (219) $116 nightly $121 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Madalena-Hotels-Hotel-Caravelas.h4349893.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/104000000/103800000/103797500/103797457/a22693b5.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) ![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) ![Studio | Desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103800000/103797500/103797457/868b43c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AL Novavista by A5P [](https://www.expedia.com/Madalena-Hotels-Nova-Vista-Inn-Pico.h103797457.Hotel-Information) Madalena 8.0/10 Very Good (6) $71 nightly $74 total Apr 1 - Apr 2 Total with taxes and fees [](https://www.expedia.com/Madalena-Hotels-Nova-Vista-Inn-Pico.h103797457.Hotel-Information) [View all properties](https://expedia.com/Hotel-Search?startDate=2026-04-14&endDate=2026-04-15®ionId=2802&adults=2&amenities=POOL&sort=RECOMMENDED&mealPlan=FREE_BREAKFAST&openPlayBack=true) ## 4-star hotels with pools in Pico Island ![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) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/28000000/27550000/27549800/27549724/5b27a228.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Sea View (Grey) | View from room](https://images.trvl-media.com/lodging/28000000/27550000/27549800/27549724/ef95915d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Sea View (Aqua Green) | Private kitchenette | Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27550000/27549800/27549724/6f00d751.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vinhas do Calhau [](https://www.expedia.com/Madalena-Hotels-Vinhas-Do-Calhau.h27549724.Hotel-Information) Madalena 9.6/10 Exceptional (43) $139 nightly $144 total Apr 8 - Apr 9 Total with taxes and fees [](https://www.expedia.com/Madalena-Hotels-Vinhas-Do-Calhau.h27549724.Hotel-Information) ![Deluxe Suite, Private Pool, Mountain View | Desk, laptop workspace, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/116000000/115460000/115456600/115456571/7e1b831f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/115460000/115456600/115456571/4fbae47e.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) ![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) ### Pico Vineyards [](https://www.expedia.com/Madalena-Hotels-Pico-Vineyards.h115456571.Hotel-Information) Madalena 9.8/10 Exceptional (6) $241 nightly $251 total Apr 2 - Apr 3 Total with taxes and fees [](https://www.expedia.com/Madalena-Hotels-Pico-Vineyards.h115456571.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 | Minibar, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/5000000/4350000/4349900/4349893/450a73ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/5000000/4350000/4349900/4349893/22db7193.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/5000000/4350000/4349900/4349893/7a89fa53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Caravelas [](https://www.expedia.com/Madalena-Hotels-Hotel-Caravelas.h4349893.Hotel-Information) Madalena 8.0/10 Very Good (219) $116 nightly $121 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Madalena-Hotels-Hotel-Caravelas.h4349893.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/121000000/120640000/120631000/120630982/fe2b3ff8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Villa, 1 Bedroom, Hot Tub, Poolside | In-room dining](https://images.trvl-media.com/lodging/121000000/120640000/120631000/120630982/7ca6b3a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/121000000/120640000/120631000/120630982/478b00b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Villa, 2 Bedrooms, Pool Access, Garden Area | Private kitchen | Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120640000/120631000/120630982/74971280.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aldeia dos Caldeirões [](https://www.expedia.com/Madalena-Hotels-Aldeia-Dos-Caldeiroes.h120630982.Hotel-Information) Madalena $72 nightly $75 total Apr 1 - Apr 2 Total with taxes and fees [](https://www.expedia.com/Madalena-Hotels-Aldeia-Dos-Caldeiroes.h120630982.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) ![Gazebo](https://images.trvl-media.com/lodging/5000000/4860000/4850400/4850316/74a02cf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/5000000/4860000/4850400/4850316/3338d889.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) ### Aldeia da Fonte Hotel [](https://www.expedia.com/Lajes-Do-Pico-Hotels-Aldeia-Da-Fonte-Hotel-Apartamentos.h4850316.Hotel-Information) Lajes do Pico $189 nightly $197 total Apr 30 - May 1 Total with taxes and fees [](https://www.expedia.com/Lajes-Do-Pico-Hotels-Aldeia-Da-Fonte-Hotel-Apartamentos.h4850316.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.com/Hotel-Search?startDate=2026-04-14&endDate=2026-04-15®ionId=2802&adults=2&amenities=POOL&sort=RECOMMENDED&star=40&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.com/Madalena-Hotels-Hotel-Caravelas.h4349893.Hotel-Information) ![Pico Dreams - Sportfish](https://images.trvl-media.com/lodging/8000000/7760000/7759200/7759184/a083f6bd_y.jpg) ### Pico Dreams - Sportfish 10/10 Excellent "This was a no-frills, simple hotel. It was a great value, and was clean, quiet, and relaxing. The staff were so kind, and laid back. The view from the patio in our room was lovely. The shared kitchen area was a nice place to cook a meal, and there were three adorable cats around the property who we loved petting. The location was great for exploring various parts of Pico. " [](https://expedia.com/Sao-Roque-Do-Pico-Hotels-Pico-Dreams-Sportfish.h7759184.Hotel-Information) ![A Casa do Ouvidor](https://images.trvl-media.com/lodging/17000000/16140000/16132700/16132638/9616a0aa_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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