Title: Book the Best Stock Island LUXURY Hotels - Upscale Hotels in Stock Island, FL | Expedia.ca [Stock Island Travel Guide](https://expedia.ca/Stock-Island.dx180166)[Hotels in Stock Island](https://expedia.ca/Stock-Island-Hotels.d180166.Travel-Guide-Hotels)[Vacation Rentals in Stock Island](https://expedia.ca/Stock-Island-Vacation-Rentals.d180166.Travel-Guide-VacationRentals)[Flights to Stock Island](https://expedia.ca/Cheap-Flights-To-Stock-Island.d180166.Travel-Guide-Flights)[Things to do in Stock Island](https://expedia.ca/Things-To-Do-In-Stock-Island.d180166.Travel-Guide-Activities)[Stock Island Car Rentals](https://expedia.ca/Car-Rentals-In-Stock-Island.d180166.Car-Rental-Guide)[Stock Island Vacation Packages](https://expedia.ca/Stock-Island.d180166.Destination-Travel-Guides) ![A view of the lake and palm trees at the Key West Golf Club on a sunny summer day., Shutterstock ID 754241317, Purchase Order: Wave 0 First Batch, Order Number: , Client/Licensee: Hotels.com / BEX, Ot](https://images.trvl-media.com/place/6163814/2d287966-08fe-4190-a9f9-e2a6fd753caa.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find luxury hotels in Stock Island, FL - ![](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 Stock Island Luxury Hotels Tonight [Dec 14 - Dec 15](https://www.expedia.ca/Hotel-Search?regionId=180166&startDate=2025-12-14&endDate=2025-12-15&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Dec 15 - Dec 16](https://www.expedia.ca/Hotel-Search?regionId=180166&startDate=2025-12-15&endDate=2025-12-16&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=180166&startDate=2025-12-19&endDate=2025-12-21&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=180166&startDate=2025-12-26&endDate=2025-12-28&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Our top choices for Stock Island luxury hotels ![Marina](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/deb8b21f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/bfe6eb86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/948eecb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, individually decorated](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/9e2158b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Perry Hotel & Marina Key West [](https://www.expedia.ca/Key-West-Hotels-The-Perry-Hotel-Marina-Key-West.h17313680.Hotel-Information) Stock Island 9.4/10 Exceptional (1173) "great place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) michael CA $176 CA $280 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Key-West-Hotels-The-Perry-Hotel-Marina-Key-West.h17313680.Hotel-Information) ![6 outdoor pools, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/15e67a67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/d55ace8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/5714c59c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceans Edge Key West Resort, Hotel & Marina [](https://www.expedia.ca/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information) Stock Island 9.0/10 Wonderful (1752) "Clean room, great and friendly staff, great pools, easy parking, everything was great " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Zidan CA $222 CA $333 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information) ![2 outdoor pools, open 7:00 AM to 11:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/c4b850d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee shop](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/572146c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gift shop](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/fa09f1b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Poolside bar](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/ff4257d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Flamingo Resort Key West [](https://www.expedia.ca/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information) New Town 8.0/10 Very good (1763) "Loved staying here and would again next time we are in Key West!!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) David CA $172 CA $271 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information) ![Outdoor pool, open 7:00 AM to 11:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/cefb5fc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine, pool views ](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/af62b69d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/ffbb5429.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/e83716cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree Resort by Hilton Grand Key - Key West [](https://www.expedia.ca/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.Hotel-Information) Key West 8.0/10 Very good (1003) "Very very nice stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chloe CA $201 CA $273 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.Hotel-Information) ![Food and drink](https://images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/5fd7b8bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, white sand](https://images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/01280e2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/82d7bf8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/62b1909b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Margaritaville Beach House Key West [](https://www.expedia.ca/Key-West-Hotels-Margaritaville-Beach-House-Key-West.h48713884.Hotel-Information) Key West 8.8/10 Excellent (1778) " Great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristen CA $288 CA $411 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Key-West-Hotels-Margaritaville-Beach-House-Key-West.h48713884.Hotel-Information) ![4 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/cf132c1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/99dc8f4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free beach shuttle, kayaking](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/b549f4a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/87058123.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Parrot Key Hotel & Villas [](https://www.expedia.ca/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.Hotel-Information) Northside Resort 9.0/10 Wonderful (1192) "Great hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patrice CA $253 CA $364 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/62539afb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/c3ac0fb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/1e98017f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Poolside bar](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/63ec601a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Havana Cabana at Key West [](https://www.expedia.ca/Key-West-Hotels-Havana-Cabana-At-Key-West.h21241090.Hotel-Information) New Town 8.8/10 Excellent (1727) "Pretty much everything you could hope for out of a resort. Staff was great, amenities were nice, the room was clean. We loved out stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) alec lawrence CA $211 CA $328 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Key-West-Hotels-Havana-Cabana-At-Key-West.h21241090.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/1000/901/0b72a249.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, beach towels, scuba diving, snorkeling](https://images.trvl-media.com/lodging/1000000/10000/1000/901/5e1da484.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/1000000/10000/1000/901/391bc96e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sports facility](https://images.trvl-media.com/lodging/1000000/10000/1000/901/c028e7a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Centric Key West Resort and Spa [](https://www.expedia.ca/Key-West-Hotels-Hyatt-Centric-Key-West-Resort-And-Spa.h901.Hotel-Information) Key West Historic District 9.0/10 Wonderful (1009) "Staff was courteous and the location is perfect for a weekend in Key West." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) TIMOTHY CA $391 CA $530 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Key-West-Hotels-Hyatt-Centric-Key-West-Resort-And-Spa.h901.Hotel-Information) ![Suite, 1 King Bed, Lanai, Oceanfront | View from room](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/14292c62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, in-room safe, blackout drapes](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/4caaa3f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/7df2a82d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/1b169515.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa Marina Key West, Curio Collection by Hilton [](https://www.expedia.ca/Key-West-Hotels-Casa-Marina-Key-West.h12346.Hotel-Information) Old Town Key West 8.4/10 Very good (470) "Clean, great staff and location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vincent CA $499 CA $644 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Key-West-Hotels-Casa-Marina-Key-West.h12346.Hotel-Information) ![Private beach, scuba diving, sailing, kayaking](https://images.trvl-media.com/lodging/1000000/460000/457900/457821/bc3021c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/460000/457900/457821/48229e5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/460000/457900/457821/2fd2eeb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/460000/457900/457821/123aeac4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Reach Key West, Curio Collection by Hilton [](https://www.expedia.ca/Key-West-Hotels-The-Reach-Key-West.h457821.Hotel-Information) Old Town Key West 8.4/10 Very good (1002) "Great view, amazing room and friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristine CA $359 CA $487 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Key-West-Hotels-The-Reach-Key-West.h457821.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=2025-12-29&endDate=2025-12-30®ionId=180166&adults=2&sort=LUXURY&star=50&openPlayBack=true) ## Top Stock Island Hotel Reviews ![Winslow's Bungalows - Key West Historic Inns](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/7cf7d263_y.jpg) ### Winslow's Bungalows - Key West Historic Inns 10/10 Excellent "Quaint hotel with beautiful grounds. Close to everything yet far away enough away from Duvall. Clean and comfortable rooms" [](https://expedia.ca/Key-West-Hotels-Kimpton-Winslows-Bungalows.h529611.Hotel-Information) ![Beachside Resort & Residences](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/290b242a_y.jpg) ### Beachside Resort & Residences 10/10 Excellent "The pool beach area was clean, water in pool and hot tub clean and warm Shuttle to Duvall street was very convent and helpful to get to shopping / dinning area " [](https://expedia.ca/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.Hotel-Information) ![Blue Flamingo Resort Key West](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/c4b850d1_y.jpg) ### Blue Flamingo Resort Key West 10/10 Excellent "They went the extra mile! Was a lovely stay" [](https://expedia.ca/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information) ![Hyatt Centric Key West Resort and Spa](https://images.trvl-media.com/lodging/1000000/10000/1000/901/0b72a249_y.jpg) ### Hyatt Centric Key West Resort and Spa 10/10 Excellent "Nice. Cold weather but still charged $65 for use of pool towels & facilities" [](https://expedia.ca/Key-West-Hotels-Hyatt-Centric-Key-West-Resort-And-Spa.h901.Hotel-Information) ![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907_y.jpg) ### Oceans Edge Key West Resort, Hotel & Marina 10/10 Excellent "Rooms were beautiful" [](https://expedia.ca/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information) ![Pier House Resort & Spa](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/c9267f77_y.jpg) ### Pier House Resort & Spa 10/10 Excellent "All the staff is amazing and helpful! Room was clean and roomy. " [](https://expedia.ca/Key-West-Hotels-Pier-House-Resort-Spa.h19307.Hotel-Information) ![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg) ### Southernmost Beach Resort and Guesthouses 10/10 Excellent "Beautiful room and amazing reception staff of Annette, Sara, Jody and Richardo. They were very accommodating. " [](https://expedia.ca/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information) ![Casa Marina Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/be8c9450_y.jpg) ### Casa Marina Key West, Curio Collection by Hilton 10/10 Excellent "This resort is so beautiful, rooms where super clean and we stayed in the king room with beach access on the first floor. Had dinner at the restaurant that was actually very good." [](https://expedia.ca/Key-West-Hotels-Casa-Marina-Key-West.h12346.Hotel-Information) ![DoubleTree Resort by Hilton Grand Key - Key West](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/cefb5fc2_y.jpg) ### DoubleTree Resort by Hilton Grand Key - Key West 10/10 Excellent "Our Birthday Club recently stayed at the resort while in town celebrating our Sister Audrey's 60th Birthday. The resort staff were very friendly and accommodating. The front desk team were helpful, the shuttle drivers were friendly and went the extra mile to make sure we got to our destinations, the pool area was beautiful, we felt like we were on a resort in the Caribbean. The bar staff were nice and fun and the breakfast buffet was delicious and had lots of variety. The wait staff were super nice and attentive. I almost forgot, the famous warm cookies did not disappoint!! Lastly, our balcony with the pool view was spacious, had a ceiling fan and provided a great view of the resort courtyard and pool. Overall, our stay was great. We would recommend this resort to others. " [](https://expedia.ca/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - More ways to book - [Cheap Hotels in Bahia Honda Key ](https://www.expedia.ca/Bahia-Honda-Key-Hotels-Cheap-Hotels.0-0-d553248635083902001-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Bahia Honda Key ](https://www.expedia.ca/Bahia-Honda-Key-Hotels-Luxury-Hotel.0-0-d553248635083902001-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Cow Key ](https://www.expedia.ca/Cow-Key-Hotels-Boutique-Hotel.0-0-d180163-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Cow Key ](https://www.expedia.ca/Cow-Key-Hotels-Cheap-Hotels.0-0-d180163-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Cow Key ](https://www.expedia.ca/Cow-Key-Hotels-Couples-Resorts-Hotels.0-0-d180163-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in Cow Key ](https://www.expedia.ca/Cow-Key-Hotels-LGBT-Friendly-Hotel.0-0-d180163-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - 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