Title: Hotels by Highgate Independent in Key West from CA $249 | 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) ![](https://images.trvl-media.com/place/1187/a7c3fad3-5f12-4d91-8996-ed0e1b61b0a3.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels by Highgate Independent in Key West from CA $249 - ![](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 prices for these dates Tonight [Dec 10 - Dec 11](https://www.expedia.ca/Hotel-Search?regionId=1187&startDate=2025-12-10&endDate=2025-12-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 11 - Dec 12](https://www.expedia.ca/Hotel-Search?regionId=1187&startDate=2025-12-11&endDate=2025-12-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=1187&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=1187&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Key West Highgate Independent ![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) ![Gift shop](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/fa09f1b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![42-inch LCD TV with cable channels, TV, foosball](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/7c8763e5.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 (1755) "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 $152 CA $249 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information) ![Couples treatment rooms, facials, massages](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/546caf1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fountain](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/b4576547.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach/ocean view](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/3bfd19eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/70df70cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Southernmost Beach Resort and Guesthouses [](https://www.expedia.ca/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information) Old Town Key West 8.8/10 Excellent (2915) "Great stay with an actual beach which is rare in Key West. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $285 CA $422 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/10000000/9150000/9148400/9148379/a156943e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/10000000/9150000/9148400/9148379/af6258cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/10000000/9150000/9148400/9148379/a383df35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/10000000/9150000/9148400/9148379/a15e99ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Marker Key West Harbor Resort [](https://www.expedia.ca/Key-West-Hotels-The-Marker-Key-West-Harbor-Resort.h9148379.Hotel-Information) Key West Historic District 9.2/10 Wonderful (1005) "Fantastic staff, great breakfast" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelly CA $273 CA $394 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Key-West-Hotels-The-Marker-Key-West-Harbor-Resort.h9148379.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/3000000/2800000/2796000/2795938/164aca12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/3000000/2800000/2796000/2795938/02afcd6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/3000000/2800000/2796000/2795938/43039b04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Newly Renovated - Avalon One King](https://images.trvl-media.com/lodging/3000000/2800000/2796000/2795938/8ae554e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Duval Gardens at Southernmost Beach Resort – Adults Only [](https://www.expedia.ca/Key-West-Hotels-Avalon-Bed-Breakfast.h2795938.Hotel-Information) Old Town Key West 9.2/10 Wonderful (924) "Thank you!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Renee [](https://www.expedia.ca/Key-West-Hotels-Avalon-Bed-Breakfast.h2795938.Hotel-Information) ![Street view](https://images.trvl-media.com/lodging/26000000/25010000/25004500/25004428/8fb9e570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/26000000/25010000/25004500/25004428/f58f13b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Boating](https://images.trvl-media.com/lodging/26000000/25010000/25004500/25004428/3082c224.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/26000000/25010000/25004500/25004428/2349bf4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Guesthouses at Southernmost Beach Resort [](https://www.expedia.ca/Key-West-Hotels-The-Guesthouses-At-Southernmost-Beach-Resort.h25004428.Hotel-Information) Old Town Key West 9.4/10 Exceptional (311) "We had a fabulous stay at the Duval Gardens, now part of the Southernmost Beach Resort Hotel (guesthouses) Great location and the breakfast in the morning on the porch was lovely. The beds were a little firm for our liking but other then that the stay was perfect. Kimberly took great care of us and made the stay even better! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kellie [](https://www.expedia.ca/Key-West-Hotels-The-Guesthouses-At-Southernmost-Beach-Resort.h25004428.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=2025-12-24&endDate=2025-12-25®ionId=1187&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FKey-West-Hotels-Highgate-Independent.0-0-d1187--bHighgateIndependent.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FKey-West-Hotels-Highgate-Independent.0-0-d1187--bHighgateIndependent.Travel-Guide-Filter-Hotels) ## Top Key West Hotel Reviews ![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) ![The Reach Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/460000/457900/457821/888fac6b_y.jpg) ### The Reach Key West, Curio Collection by Hilton 10/10 Excellent "Great view, amazing room and friendly staff" [](https://expedia.ca/Key-West-Hotels-The-Reach-Key-West.h457821.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) ![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) ![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 "Room was very private everything was within walking distance. Only down side was the breakfast it was very basic. " [](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 "Great view and unit was large and very clean. " [](https://expedia.ca/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.Hotel-Information) ![Parrot Key Hotel & Villas](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/67735d0c_y.jpg) ### Parrot Key Hotel & Villas 10/10 Excellent "Ambiance of the grounds, front and back door, back porch, " [](https://expedia.ca/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.Hotel-Information) ![Hyatt Vacation Club at Windward Pointe, Key West](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/481a771e_y.jpg) ### Hyatt Vacation Club at Windward Pointe, Key West 10/10 Excellent "The Hyatt at Windward Pointe is a beautiful property with outstanding views of the water. The pool area and grounds are clean & well taken care of. Our room was very spacious, clean and had everything we needed. We also like the close proximity to airport and Smathers Beach. 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