Title: Book the Best Key West Ski Hotels in 2026 from CA $1,027 | Expedia.ca

[Key West Travel Guide](https://expedia.ca/Key-West.dx1187)[Hotels in Key West](https://expedia.ca/Key-West-Hotels.d1187.Travel-Guide-Hotels)[Vacation Rentals in Key West](https://expedia.ca/Key-West-Vacation-Rentals.d1187.Travel-Guide-VacationRentals)[Flights to Key West](https://expedia.ca/Cheap-Flights-To-Key-West.d1187.Travel-Guide-Flights)[Things to do in Key West](https://expedia.ca/Things-To-Do-In-Key-West.d1187.Travel-Guide-Activities)[Key West Car Rentals](https://expedia.ca/Car-Rentals-In-Key-West.d1187.Car-Rental-Guide)[Key West Vacation Packages](https://expedia.ca/Key-West.d1187.Destination-Travel-Guides)

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# Find Ski Hotels in Key West, FL from CA $1,027

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## Check availability on Key West Ski Hotels

Tonight

[Dec 22 - Dec 23](https://www.expedia.ca/Hotel-Search?regionId=1187&startDate=2025-12-22&endDate=2025-12-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 23 - Dec 24](https://www.expedia.ca/Hotel-Search?regionId=1187&startDate=2025-12-23&endDate=2025-12-24&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=1187&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=1187&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Key West ski hotels

![Property grounds](https://images.trvl-media.com/lodging/32000000/31900000/31892700/31892617/9d11031b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/32000000/31900000/31892700/31892617/156e79e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/32000000/31900000/31892700/31892617/d6954c4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/32000000/31900000/31892700/31892617/4dc70db6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury 2/2 1/2 - FREE PARKING, WIFI, BIKES, BIG POOL, NEWLY RENOVATED

[](https://www.expedia.ca/Key-West-Hotels-Luxury-22-12-AVAILABLE-APRIL-2024.h31892617.Hotel-Information)

Stock Island

9.8/10

Exceptional

(116)

"Great location, close to everything family had a great time."

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

rafael m.

CA $656

CA $1,171 total

includes taxes & fees

Jan 2 - Jan 3, 2026

[](https://www.expedia.ca/Key-West-Hotels-Luxury-22-12-AVAILABLE-APRIL-2024.h31892617.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/114000000/113460000/113458500/113458491/2a96627a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113460000/113458500/113458491/w2500h1666x0y1-fe00fd9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/114000000/113460000/113458500/113458491/7a869856.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/114000000/113460000/113458500/113458491/w2499h1562x1y1-92d1fa50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mahi House #440 - 35' seawall

[](https://www.expedia.ca/Summerland-Key-Hotels-Mahi-House-440-35-Seawall.h113458491.Hotel-Information)

Cudjoe Key

10/10

Exceptional

(2)

"Clean and excellent water access"

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

Chris P.

CA $435

CA $1,027 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Summerland-Key-Hotels-Mahi-House-440-35-Seawall.h113458491.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/110000000/109980000/109979300/109979224/73eccdb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/110000000/109980000/109979300/109979224/w2500h1663x0y1-75a65cfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/110000000/109980000/109979300/109979224/1888671d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/110000000/109980000/109979300/109979224/9b7d2041.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Post Card Point #319 - Ocean Views!

[](https://www.expedia.ca/Summerland-Key-Hotels-Post-Card-Point-319-Ocean-Views.h109979224.Hotel-Information)

Cudjoe Key

10/10

Exceptional

(49)

"The Post Card Point was absolutely stunning. Very clean and welcoming. Perfect access to fishing, diving, lobstering! Filet Table right on the water. We loved it :) will definitely be back!!!"

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

Dave J.

CA $580

CA $1,312 total

includes taxes & fees

Jan 2 - Jan 3, 2026

[](https://www.expedia.ca/Summerland-Key-Hotels-Post-Card-Point-319-Ocean-Views.h109979224.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/115000000/114480000/114470400/114470329/50fe2055.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/115000000/114480000/114470400/114470329/2094b3f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, table tennis, books](https://images.trvl-media.com/lodging/115000000/114480000/114470400/114470329/7f6f8fd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/115000000/114480000/114470400/114470329/23cef942.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool

[](https://www.expedia.ca/Summerland-Key-Hotels-Keys-To-Paradise-95-56-Dock-Ocean-Views.h114470329.Hotel-Information)

Cudjoe Key

9.8/10

Exceptional

(143)

"Super relaxing! Great location! Wonderful views! "

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

Allicia W.

CA $725

CA $1,394 total

includes taxes & fees

Jan 6 - Jan 7, 2026

[](https://www.expedia.ca/Summerland-Key-Hotels-Keys-To-Paradise-95-56-Dock-Ocean-Views.h114470329.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=2026-01-05&endDate=2026-01-06&regionId=1187&adults=2&location_highlights_explore=ski&sort=RECOMMENDED&openPlayBack=true)

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- [Duval Street ](https://www.expedia.ca/Duval-Street-Key-West-Historic-District.d6068616.Vacation-Attraction)
- [Visit Downtown Key West ](https://www.expedia.ca/Key-West-Downtown-Key-West.dx553248635976470405)

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