Title: The Best Pico Island Hotels with Pools from $53 - 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) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/welcome-one-key) - ![](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 [Mar 28 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=2802&startDate=2026-03-28&endDate=2026-03-29&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 29 - Mar 30](https://www.expedia.com/Hotel-Search?regionId=2802&startDate=2026-03-29&endDate=2026-03-30&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next 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) In two weeks [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) ![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) ![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.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 $165 nightly $171 total Mar 30 - Mar 31 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) ![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) ![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) ![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) ### Vinhas do Calhau [](https://www.expedia.com/Madalena-Hotels-Vinhas-Do-Calhau.h27549724.Hotel-Information) Madalena 9.6/10 Exceptional (43 reviews) "Nydelig utsikt, smakfulle rom, veldig hyggelig og superhjelpsom resepsjonist. Enkel og smakfull frokost." ![Norway](https://a.travel-assets.com/egds/marks/flags/no.svg) Ingunn $113 nightly $118 total Mar 29 - Mar 30 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) ![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) ![Staircase](https://images.trvl-media.com/lodging/104000000/103090000/103085900/103085805/ae8b2171.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 $155 nightly $162 total Mar 29 - Mar 30 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/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) ![Standard Villa, 1 Bedroom, Hot Tub, Mountain View | Free cribs/infant beds, free WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120640000/120631000/120630982/1bd4e45e.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) ### Aldeia dos Caldeirões [](https://www.expedia.com/Madalena-Hotels-Aldeia-Dos-Caldeiroes.h120630982.Hotel-Information) Madalena $80 nightly $84 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/Madalena-Hotels-Aldeia-Dos-Caldeiroes.h120630982.Hotel-Information) ![Deluxe Villa | Soundproofing, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100950000/100946900/100946888/e1c6b811.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Villa | Soundproofing, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100950000/100946900/100946888/937ebc23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Villa | Soundproofing, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100950000/100946900/100946888/1f45e949.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort House | Soundproofing, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100950000/100946900/100946888/4b3df050.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pico Terrace [](https://www.expedia.com/Madalena-Hotels-Pico-Terrace.h100946888.Hotel-Information) Madalena 9.6/10 Exceptional (9 reviews) "We had a good time in this comfortable place. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Arianne [](https://www.expedia.com/Madalena-Hotels-Pico-Terrace.h100946888.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) ![Fitness facility](https://images.trvl-media.com/lodging/5000000/4860000/4850400/4850316/2c7d72c6.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) ### Aldeia da Fonte Hotel [](https://www.expedia.com/Lajes-Do-Pico-Hotels-Aldeia-Da-Fonte-Hotel-Apartamentos.h4850316.Hotel-Information) Lajes do Pico $95 nightly $99 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Lajes-Do-Pico-Hotels-Aldeia-Da-Fonte-Hotel-Apartamentos.h4850316.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) ![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) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/104000000/103800000/103797500/103797457/a01b4c02.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) ### 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 $51 nightly $53 total Mar 29 - Mar 30 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) ![Interior](https://images.trvl-media.com/lodging/5000000/4350000/4349900/4349893/22db7193.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) ![Bar (on property)](https://images.trvl-media.com/lodging/5000000/4350000/4349900/4349893/5efafb61.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 $86 nightly $90 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/Madalena-Hotels-Hotel-Caravelas.h4349893.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) ![Exterior detail](https://images.trvl-media.com/lodging/8000000/7760000/7759200/7759184/0a0a09b1.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 $62 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) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107420000/107416200/107416132/1644c2fd.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) ![TV](https://images.trvl-media.com/lodging/108000000/107420000/107416200/107416132/8fd4dc19.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 15 - Apr 16 Total with taxes and fees [](https://www.expedia.com/Lajes-Do-Pico-Hotels-Holiday-Home-Pico-Boutique-House-With-Mountain-View.h107416132.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=2026-04-11&endDate=2026-04-12®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) ![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) ![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.com/Madalena-Hotels-Pico-Vineyards.h115456571.Hotel-Information) Madalena 9.8/10 Exceptional (6) $165 nightly $171 total Mar 30 - Mar 31 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) ![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) ![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) ![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) ### Vinhas do Calhau [](https://www.expedia.com/Madalena-Hotels-Vinhas-Do-Calhau.h27549724.Hotel-Information) Madalena 9.6/10 Exceptional (43) $113 nightly $118 total Mar 29 - Mar 30 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) ![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) ![Staircase](https://images.trvl-media.com/lodging/104000000/103090000/103085900/103085805/ae8b2171.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) $155 nightly $162 total Mar 29 - Mar 30 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) ![Interior](https://images.trvl-media.com/lodging/5000000/4350000/4349900/4349893/22db7193.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) ![Bar (on property)](https://images.trvl-media.com/lodging/5000000/4350000/4349900/4349893/5efafb61.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) $86 nightly $90 total Mar 30 - Mar 31 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) ![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) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/104000000/103800000/103797500/103797457/a01b4c02.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) ### AL Novavista by A5P [](https://www.expedia.com/Madalena-Hotels-Nova-Vista-Inn-Pico.h103797457.Hotel-Information) Madalena 8.0/10 Very Good (6) $51 nightly $53 total Mar 29 - Mar 30 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=2026-04-11&endDate=2026-04-12®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) ![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) ![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) ![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) ### Vinhas do Calhau [](https://www.expedia.com/Madalena-Hotels-Vinhas-Do-Calhau.h27549724.Hotel-Information) Madalena 9.6/10 Exceptional (43) $113 nightly $118 total Mar 29 - Mar 30 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) ![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) ![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.com/Madalena-Hotels-Pico-Vineyards.h115456571.Hotel-Information) Madalena 9.8/10 Exceptional (6) $165 nightly $171 total Mar 30 - Mar 31 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) ![Interior](https://images.trvl-media.com/lodging/5000000/4350000/4349900/4349893/22db7193.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) ![Bar (on property)](https://images.trvl-media.com/lodging/5000000/4350000/4349900/4349893/5efafb61.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) $86 nightly $90 total Mar 30 - Mar 31 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, 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) ![Standard Villa, 1 Bedroom, Hot Tub, Mountain View | Free cribs/infant beds, free WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120640000/120631000/120630982/1bd4e45e.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) ### Aldeia dos Caldeirões [](https://www.expedia.com/Madalena-Hotels-Aldeia-Dos-Caldeiroes.h120630982.Hotel-Information) Madalena $80 nightly $84 total Mar 30 - Mar 31 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) ![Fitness facility](https://images.trvl-media.com/lodging/5000000/4860000/4850400/4850316/2c7d72c6.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) ### Aldeia da Fonte Hotel [](https://www.expedia.com/Lajes-Do-Pico-Hotels-Aldeia-Da-Fonte-Hotel-Apartamentos.h4850316.Hotel-Information) Lajes do Pico $95 nightly $99 total Mar 29 - Mar 30 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=2026-04-11&endDate=2026-04-12®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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