Title: Book the Best Madeira Island Hotels with Early Check-in in 2026 from CA $164 | Expedia.ca [Madeira Island Travel Guide](https://expedia.ca/Madeira-Island.dx11326)[Hotels in Madeira Island](https://expedia.ca/Madeira-Island-Hotels.d11326.Travel-Guide-Hotels)[Vacation Rentals in Madeira Island](https://expedia.ca/Madeira-Island-Vacation-Rentals.d11326.Travel-Guide-VacationRentals)[Flights to Madeira Island](https://expedia.ca/Cheap-Flights-To-Madeira-Island.d11326.Travel-Guide-Flights)[Things to do in Madeira Island](https://expedia.ca/Things-To-Do-In-Madeira-Island.d11326.Travel-Guide-Activities)[Madeira Island Car Rentals](https://expedia.ca/Car-Rentals-In-Madeira-Island.d11326.Car-Rental-Guide)[Madeira Island Vacation Packages](https://expedia.ca/Madeira-Island.d11326.Destination-Travel-Guides) ![Ponta do Sol which includes a coastal town and rocky coastline](https://images.trvl-media.com/place/602987/f8049d4a-b9e5-4742-9506-d35dbeaa1043.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with Early Check-in in Madeira Island from CA $164 - ![](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 Madeira Island Hotels with Early Check-in Tonight [Dec 14 - Dec 15](https://www.expedia.ca/Hotel-Search?regionId=11326&startDate=2025-12-14&endDate=2025-12-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 15 - Dec 16](https://www.expedia.ca/Hotel-Search?regionId=11326&startDate=2025-12-15&endDate=2025-12-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=11326&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=11326&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Madeira Island hotels with express check-in ![Aerial view](https://images.trvl-media.com/lodging/46000000/45610000/45604300/45604285/dcdd3adb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Segway tours](https://images.trvl-media.com/lodging/46000000/45610000/45604300/45604285/cf9789b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room, Kitchen | Heating](https://images.trvl-media.com/lodging/46000000/45610000/45604300/45604285/fb919a6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![LCD TV, heated floors](https://images.trvl-media.com/lodging/46000000/45610000/45604300/45604285/d874f2ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa do Ribeiro Frio [](https://www.expedia.ca/Santana-Hotels-Casa-Do-Ribeiro-Frio.h45604285.Hotel-Information) Santana 9.6/10 Exceptional (34) "Beautiful location with fabulous walks close by with stunning views. The local restaurants were excellent for breakfast, lunch and dinner." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Peter [](https://www.expedia.ca/Santana-Hotels-Casa-Do-Ribeiro-Frio.h45604285.Hotel-Information) ![3 outdoor pools, sun loungers](https://images.trvl-media.com/lodging/3000000/2780000/2775500/2775479/2bc85e49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite, Balcony, Sea View | Living area](https://images.trvl-media.com/lodging/3000000/2780000/2775500/2775479/127ec612.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/3000000/2780000/2775500/2775479/c7d82219.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room in Manor House with Sea View | View from room](https://images.trvl-media.com/lodging/3000000/2780000/2775500/2775479/c5563aa9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Albatroz Beach & Yacht Club [](https://www.expedia.ca/Santa-Cruz-Hotels-Albatroz-Beach-Yacht-Club.h2775479.Hotel-Information) Santa Cruz 9.8/10 Exceptional (278) "Great hotel. Right beside the airport. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Ryan Joseph Anthony CA $344 CA $364 total includes taxes & fees Jan 7 - Jan 8, 2026 [](https://www.expedia.ca/Santa-Cruz-Hotels-Albatroz-Beach-Yacht-Club.h2775479.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/43000000/42370000/42362500/42362421/f4acd04e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Double Room, Mountain View | Balcony view](https://images.trvl-media.com/lodging/43000000/42370000/42362500/42362421/516d09b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![32-inch LCD TV with cable channels, TV](https://images.trvl-media.com/lodging/43000000/42370000/42362500/42362421/114cd0e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/43000000/42370000/42362500/42362421/f27738dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Santana in Nature Bed & Breakfast [](https://www.expedia.ca/Calheta-Hotels-Santana-In-Nature-Bed-Breakfast.h42362421.Hotel-Information) Santana 8.2/10 Very good (130) "The jacuzzi was incredible" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Katya [](https://www.expedia.ca/Calheta-Hotels-Santana-In-Nature-Bed-Breakfast.h42362421.Hotel-Information) ![2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/72000000/71120000/71119100/71119006/9e26ca7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![City Suite](https://images.trvl-media.com/lodging/72000000/71120000/71119100/71119006/734d5344.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Check-in/check-out kiosk](https://images.trvl-media.com/lodging/72000000/71120000/71119100/71119006/3a5700d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ocean Room | Balcony view](https://images.trvl-media.com/lodging/72000000/71120000/71119100/71119006/4cc54165.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEXT - Savoy Signature [](https://www.expedia.ca/Funchal-Hotels-NEXT.h71119006.Hotel-Information) Funchal 9.0/10 Wonderful (429) "Lovely atmosphere. Incredible food. Really friendly staff" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Hazel CA $210 CA $225 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Funchal-Hotels-NEXT.h71119006.Hotel-Information) ![Premium Studio, Balcony, Sea View | Balcony view](https://images.trvl-media.com/lodging/16000000/15150000/15149700/15149619/dc02c9f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hiking](https://images.trvl-media.com/lodging/16000000/15150000/15149700/15149619/6fa65881.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, individually decorated](https://images.trvl-media.com/lodging/16000000/15150000/15149700/15149619/1b8e6a2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/16000000/15150000/15149700/15149619/1fd042e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vila Toca [](https://www.expedia.ca/Funchal-Hotels-Vila-Toca.h15149619.Hotel-Information) Funchal 9.2/10 Wonderful (142) "Lovely place to stay " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Lindsey Jane [](https://www.expedia.ca/Funchal-Hotels-Vila-Toca.h15149619.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1250000/1247200/1247173/284d5f96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/2000000/1250000/1247200/1247173/d2aa7beb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/2000000/1250000/1247200/1247173/3189e4bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1250000/1247200/1247173/25b7bc2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Estalagem Do Vale [](https://www.expedia.ca/Sao-Vicente-Hotels-Estalagem-Do-Vale.h1247173.Hotel-Information) São Vicente 8.4/10 Very good (206) "Extremely friendly staff, great dinner" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Thorsten CA $200 CA $209 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Sao-Vicente-Hotels-Estalagem-Do-Vale.h1247173.Hotel-Information) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/2000000/1090000/1080500/1080488/490aa4ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fountain](https://images.trvl-media.com/lodging/2000000/1090000/1080500/1080488/fd738054.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; Portuguese cuisine, ocean views ](https://images.trvl-media.com/lodging/2000000/1090000/1080500/1080488/ffa33216.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite, 1 Double Bed with Sofa bed](https://images.trvl-media.com/lodging/2000000/1090000/1080500/1080488/53ead4f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### BIO Hotel - Hotel Quinta da Serra [](https://www.expedia.ca/Camara-De-Lobos-Hotels-Hotel-Quinta-Da-Serra.h1080488.Hotel-Information) Camara de Lobos 9.4/10 Exceptional (124) "Beautiful grounds. Carbon neutral. Excellent breakfast." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Ethahad CA $248 CA $264 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Camara-De-Lobos-Hotels-Hotel-Quinta-Da-Serra.h1080488.Hotel-Information) ![Apartment | Living area](https://images.trvl-media.com/lodging/79000000/78050000/78046500/78046456/039738e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | Terrace/patio](https://images.trvl-media.com/lodging/79000000/78050000/78046500/78046456/b49f47f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/79000000/78050000/78046500/78046456/f970b95a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | Private kitchen](https://images.trvl-media.com/lodging/79000000/78050000/78046500/78046456/fa25fef9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casas do Baleeiro - Whaler’s Houses [](https://www.expedia.ca/Machico-Hotels-Whalers-Houses.h78046456.Hotel-Information) Machico 8.6/10 Excellent (4) "Everything went well and great place to stay near to the Port snd very calmer. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) NAOUFAL El CA $145 CA $164 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Machico-Hotels-Whalers-Houses.h78046456.Hotel-Information) ![Massage in accommodation](https://images.trvl-media.com/lodging/100000000/99850000/99849900/99849873/a5278eb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/100000000/99850000/99849900/99849873/5e1f02ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Studio](https://images.trvl-media.com/lodging/100000000/99850000/99849900/99849873/f4fcbab0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/100000000/99850000/99849900/99849873/3ae9e9de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Camelia Boutique House [](https://www.expedia.ca/Santa-Cruz-Hotels-Villa-Camelia-Boutique-House.h99849873.Hotel-Information) Santa Cruz 9.6/10 Exceptional (18) "The breakfast was great, the staff friendly and helpful and the hotel and grounds well maintained, charming and comfortable. Only minor issues were with the late check-in procedure and the beds, which were on the small side compared to most hotels these days. Overall a great stay and we would definitely stay again. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Daren CA $173 CA $187 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Santa-Cruz-Hotels-Villa-Camelia-Boutique-House.h99849873.Hotel-Information) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/3000000/2530000/2526500/2526443/691d7672.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2530000/2526500/2526443/ac9e8cd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio](https://images.trvl-media.com/lodging/3000000/2530000/2526500/2526443/a7d338fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite | Room amenity](https://images.trvl-media.com/lodging/3000000/2530000/2526500/2526443/7771a9fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Duas Torres [](https://www.expedia.ca/Funchal-Hotels-Hotel-Duas-Torres.h2526443.Hotel-Information) Funchal 8.4/10 Very good (73) "Great location " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Arvind [](https://www.expedia.ca/Funchal-Hotels-Hotel-Duas-Torres.h2526443.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=2025-12-28&endDate=2025-12-29®ionId=11326&adults=2&property_amenities_group_explore=express_checkin&sort=RECOMMENDED&openPlayBack=true) ## Top Madeira Island Hotel Reviews ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - [Arco de Sao Jorge Hotels ](https://www.expedia.ca/Arco-De-Sao-Jorge-Hotels.d6131099.Travel-Guide-Hotels) - [Camara de Lobos Hotels ](https://www.expedia.ca/Camara-De-Lobos-Hotels.d603147.Travel-Guide-Hotels) - [Campanário Hotels ](https://www.expedia.ca/Campanario-Hotels.d3000021625.Travel-Guide-Hotels) - [Curral das Freiras Hotels ](https://www.expedia.ca/Curral-Das-Freiras-Hotels.d553248635976095249.Travel-Guide-Hotels) - [All Inclusive Resorts and in Madeira Region ](https://www.expedia.ca/Destinations-In-Madeira-Region-All-Inclusive-Hotel.0-0-d6048281-tAllInclusiveHotel.Hotel-Filter-Destinations) - [Beach Hotel Hotels in Madeira Region ](https://www.expedia.ca/Destinations-In-Madeira-Region-Beach-Hotel.0-0-d6048281-tBeachHotel.Hotel-Filter-Destinations) - 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