Title: Hotels by Highgate Independent in Cutthroat Harbor Estates from CA $218 | Expedia.ca [Cutthroat Harbor Estates Travel Guide](https://expedia.ca/Summerland-Key-Cutthroat-Harbor-Estates.dx553248635976481702)[Flights to Summerland Key](https://expedia.ca/Cheap-Flights-To-Summerland-Key.d6177802.Travel-Guide-Flights)[Things to do in Summerland Key](https://expedia.ca/Things-To-Do-In-Summerland-Key.d6177802.Travel-Guide-Activities)[Cutthroat Harbor Estates Car Rentals](https://expedia.ca/Car-Rentals-In-Cutthroat-Harbor-Estates.d553248635976481702.Car-Rental-Guide)[Cutthroat Harbor Estates Vacations](https://expedia.ca/Cutthroat-Harbor-Estates.d553248635976481702.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels by Highgate Independent in Cutthroat Harbor Estates from CA $218 ![](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 [Oct 29 - Oct 30](https://www.expedia.ca/Hotel-Search?regionId=553248635976481702&startDate=2025-10-29&endDate=2025-10-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 30 - Oct 31](https://www.expedia.ca/Hotel-Search?regionId=553248635976481702&startDate=2025-10-30&endDate=2025-10-31&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635976481702&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635976481702&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cutthroat Harbor Estates Highgate Independent Hotels ![2 outdoor pools, open 7:00 AM to 11:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/cb0a4c1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/44728c35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bicycling](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/4a54e511.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Poolside bar](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/5792173a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Flamingo Resort Key West New Town 8.0/10 Very good (1637) "Amazing resort with lovely amenities:)" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wakglene CA $124 CA $218 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.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=2025-11-12&endDate=2025-11-13®ionId=553248635976481702&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%2FCutthroat-Harbor-Estates-Summerland-Key-Hotels-Highgate-Independent.0-n553248635976481702-0--bHighgateIndependent.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FCutthroat-Harbor-Estates-Summerland-Key-Hotels-Highgate-Independent.0-n553248635976481702-0--bHighgateIndependent.Travel-Guide-Filter-Hotels) ## Top Cutthroat Harbor Estates Hotel Reviews ![Oceans Edge Key West Resort, Hotel & Marina](//images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/3a4457a0_y.jpg) ### Oceans Edge Key West Resort, Hotel & Marina 10/10 Excellent "This was my 4th year in a row staying at this property. Great views and a great location. " [](https://expedia.ca/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information) ![Old Wooden Bridge Resort and Marina](//images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/92962431_y.jpg) ### Old Wooden Bridge Resort and Marina 10/10 Excellent "We absolutely loved our stay here! I’ll be honest, when I saw the pictures online, I was a little nervous about the beds because they looked like they might be on the cheaper side… but wow, I was so wrong. The beds were unbelievably comfortable — high quality, cozy, supportive, and honestly some of the best sleep I’ve had on a trip. The whole place stayed warm and inviting. The cabin has everything you need: plenty of split units to keep the rooms cool, a full kitchen and full-size refrigerator, and the location is perfect for fishing. They even rent fishing poles and sell bait right in the office, which was super convenient. And one of my absolute favorite parts — the Key deer! They came up every night to visit. It was such a peaceful and magical experience to just sit outside and see them wandering right up near the cabin. It really made the stay feel special and memorable. The only hiccup we had was arriving at about 1:00 a.m. We were originally told we’d be in one building, but the room had been changed and we weren’t notified. It was a little stressful trying to figure out which door was ours in the middle of the night, but once we found the right cabin, everything else was perfect. Other than that hiccup, verything was greatl. We’ll 100% be staying here again the next time we’re in the Keys. This place is definitely a gem! Do be aware that you do have to climb a full set of stairs to get to the houses on stilts which are the duplexes. " [](https://expedia.ca/Big-Pine-Key-Hotels-Old-Wooden-Bridge-Marina.h17102343.Hotel-Information) ![Beachside Resort & Residences](//images.trvl-media.com/lodging/1000000/30000/25900/25865/290b242a_y.jpg) ### Beachside Resort & Residences 10/10 Excellent "A real nice hotel away from the crowds and real nice room decor .. Tavern n Town is an A+ restaurant " [](https://expedia.ca/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.Hotel-Information) ![Sugarloaf Key Hotel at KOA Resort](//images.trvl-media.com/lodging/102000000/101140000/101135800/101135765/3a7e709a_y.jpg) ### Sugarloaf Key Hotel at KOA Resort 10/10 Excellent "Very clean room, great condition. We loved the layout of the one bedroom. The view from the balcony was stunning! Would recommend. " [](https://expedia.ca/Sugarloaf-Key-Hotels-Sugarloaf-Key-Hotel.h101135765.Hotel-Information) ![DoubleTree Resort by Hilton Grand Key - Key West](//images.trvl-media.com/lodging/1000000/480000/470900/470834/be4147fb_y.jpg) ### DoubleTree Resort by Hilton Grand Key - Key West 10/10 Excellent "Some staff are rude but other wise it was a good stay" [](https://expedia.ca/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.Hotel-Information) ![Parmer's Resort](//images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/6492712a_y.jpg) ### Parmer's Resort 10/10 Excellent "Excellent for relaxation " [](https://expedia.ca/Little-Torch-Key-Hotels-Parmers-Resort.h5561465.Hotel-Information) ![Hilton Garden Inn Key West / The Keys Collection](//images.trvl-media.com/lodging/1000000/10000/1400/1376/5c83029c_y.jpg) ### Hilton Garden Inn Key West / The Keys Collection 10/10 Excellent "Great room" [](https://expedia.ca/Key-West-Hotels-Hilton-Garden-Inn-Key-West.h1376.Hotel-Information) ![Blue Flamingo Resort Key West](//images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/cb0a4c1e_y.jpg) ### Blue Flamingo Resort Key West 10/10 Excellent "Nice Hotel " [](https://expedia.ca/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information) ![The Perry Hotel & Marina Key West](//images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/e4eb7fd5_y.jpg) ### The Perry Hotel & Marina Key West 10/10 Excellent "Amazing property and staff. Marina on-site is extremely convenient for water sports activities. We'll be back!!!" [](https://expedia.ca/Key-West-Hotels-The-Perry-Hotel-Marina-Key-West.h17313680.Hotel-Information) ## Find out more about Cutthroat Harbor Estates ## Cutthroat Harbor Estates Hotels Guide Expedia.ca offers a selection of 1414 hotels in Cutthroat Harbor Estates. You are sure to find cheap deals and discount rates among them with our Best Price Guarantee. No matter what type of hotel strikes your fancy, we will let you search for your preferred one to accommodate your travel needs. Expedia.ca will not only save you time, but also money when booking your stay at a hotel in Cutthroat Harbor Estates. Making reservations so you can stay within your budget is easy with us. Expedia.ca even provides you with a map so you may find hotels in the Cutthroat Harbor Estates neighborhood you prefer. Go ahead. Enter your travel dates to view the best offers on hotel rooms in Cutthroat Harbor Estates, Summerland Key now! ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [Hilton Hotels in Big Pine Key](https://www.expedia.ca/Big-Pine-Key-Hotels-Hilton-Hotels.0-0-d7195--bHiltonHotels.Travel-Guide-Filter-Hotels) - [Cudjoe Gardens Hotels](https://www.expedia.ca/Cudjoe-Gardens-Summerland-Key-Hotels.0-n553248635976472640-0.Travel-Guide-Filter-Hotels) - [Cottages in Cudjoe Key](https://www.expedia.ca/Cudjoe-Key-Cottages.d3000430966-aaCottages.Travel-Guide-Accommodation) - [Guest Houses in Cudjoe Key](https://www.expedia.ca/Cudjoe-Key-Guest-Houses.d3000430966-aaGuestHouses.Travel-Guide-Accommodation) - [Beach Hotel Hotels in Cudjoe Key](https://www.expedia.ca/Cudjoe-Key-Hotels-Beach-Hotel.0-0-d3000430966-tBeachHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Cudjoe Key](https://www.expedia.ca/Cudjoe-Key-Hotels-Cheap-Hotels.0-0-d3000430966-tCheapHotels.Travel-Guide-Filter-Hotels) - 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