Title: Book the Best São Jorge Island LUXURY Hotels - Upscale Hotels in São Jorge Island | Expedia.ca

[São Jorge Island Travel Guide](https://expedia.ca/Sao-Jorge-Island.dx3182)[Hotels in São Jorge Island](https://expedia.ca/Sao-Jorge-Island-Hotels.d3182.Travel-Guide-Hotels)[Vacation Rentals in São Jorge Island](https://expedia.ca/Sao-Jorge-Island-Vacation-Rentals.d3182.Travel-Guide-VacationRentals)[Flights to São Jorge Island](https://expedia.ca/Cheap-Flights-To-Sao-Jorge-Island.d3182.Travel-Guide-Flights)[Things to do in São Jorge Island](https://expedia.ca/Things-To-Do-In-Sao-Jorge-Island.d3182.Travel-Guide-Activities)[São Jorge Island Car Rentals](https://expedia.ca/Car-Rentals-In-Sao-Jorge-Island.d3182.Car-Rental-Guide)[São Jorge Island Vacation Packages](https://expedia.ca/Sao-Jorge-Island.d3182.Destination-Travel-Guides)

![Caught this when everybody was still asleep.](https://images.trvl-media.com/place/182256/87298e7a-54f0-4273-a571-a4c890052590.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Olli Peauty

# Find luxury hotels in São Jorge Island

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## Check availability on São Jorge Island Luxury Hotels

Tonight

[Dec 5 - Dec 6](https://www.expedia.ca/Hotel-Search?regionId=3182&startDate=2025-12-05&endDate=2025-12-06&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property)

Tomorrow

[Dec 6 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=3182&startDate=2025-12-06&endDate=2025-12-07&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property)

This weekend

[Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=3182&startDate=2025-12-05&endDate=2025-12-07&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property)

Next weekend

[Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=3182&startDate=2025-12-12&endDate=2025-12-14&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property)

## Top São Jorge Island Luxury Hotels

![Exterior](https://images.trvl-media.com/lodging/89000000/88450000/88444000/88443976/ecaf04e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Grand House](https://images.trvl-media.com/lodging/89000000/88450000/88444000/88443976/b9f6ac2e.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

Calheta

10/10

Exceptional

(7)

"Quite secluded yet very safe. Overall an authentic experience. "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Nicolas

CA $127

CA $138 total

includes taxes & fees

Dec 6 - Dec 7

[](https://www.expedia.ca/Calheta-Hotels-Kuanza-Nature-Experience.h88443976.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)

![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)

![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

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 $233

CA $242 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Madalena-Hotels-Pico-Vineyards.h115456571.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/17000000/16160000/16157500/16157478/293657f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/17000000/16160000/16157500/16157478/0bdff03a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House, 2 Bedrooms | Living room](https://images.trvl-media.com/lodging/17000000/16160000/16157500/16157478/7d928914.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio | Private kitchenette](https://images.trvl-media.com/lodging/17000000/16160000/16157500/16157478/fb967652.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aldeia das Adegas

Sao Roque do Pico

9.4/10

Exceptional

(63)

"Diana is friendly and responsive with our requests. We stayed at one bedroom apartment. It feels like staying at home but in the paradise. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Raechung

CA $157

CA $163 total

includes taxes & fees

Jan 2 - Jan 3, 2026

[](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Aldeia-Das-Adegas.h16157478.Hotel-Information)

![Standard Double or Twin Room | View from room](https://images.trvl-media.com/lodging/6000000/5900000/5894600/5894551/4e3e8bf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Building design](https://images.trvl-media.com/lodging/6000000/5900000/5894600/5894551/f7aca13a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sundeck](https://images.trvl-media.com/lodging/6000000/5900000/5894600/5894551/4a4ce12a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Rollaway beds, free WiFi, bed sheets](https://images.trvl-media.com/lodging/6000000/5900000/5894600/5894551/45dfbdba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casa do Comendador

Sao Roque do Pico

8.6/10

Excellent

(29)

"The air was very damp and smelled like mold. There was indeed some black mold on the shower curtain and on the window curtain. Everything felt slightly damp in the room including our pillows. It was therefore extremely uncomfortable and hard to sleep. We woke up in the morning feeling nausea presumably because of the disgusting air. There was also a door to the outside that rattled loudly every time a gust of wind blew which also made it hard to sleep. Overall I would recommend finding different...

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Pieter

CA $94

CA $98 total

includes taxes & fees

Dec 22 - Dec 23

[](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Casa-Do-Comendador.h5894551.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=2025-12-19&endDate=2025-12-20&regionId=3182&adults=2&sort=LUXURY&star=50&openPlayBack=true)

## Top São Jorge Island Hotel Reviews

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