Title: 2 Stars Hotels in Cutthroat Harbor Estates, Summerland Key from CA $185 - Find Cheap Cutthroat Harbor Estates Hotels With 2 Stars | 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) # 2 Stars Hotels in Cutthroat Harbor Estates, Summerland Key from CA $185 ![](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 Cutthroat Harbor Estates 2 Star Hotels Tonight [Oct 12 - Oct 13](https://www.expedia.ca/Hotel-Search?regionId=553248635976481702&startDate=2025-10-12&endDate=2025-10-13&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 13 - Oct 14](https://www.expedia.ca/Hotel-Search?regionId=553248635976481702&startDate=2025-10-13&endDate=2025-10-14&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976481702&startDate=2025-10-17&endDate=2025-10-19&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976481702&startDate=2025-10-24&endDate=2025-10-26&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cutthroat Harbor Estates 2 Star Hotels ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/15800/15720/4075e8ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Ocean View | Living area](https://images.trvl-media.com/lodging/1000000/20000/15800/15720/25853873.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/15800/15720/fe814bae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Ocean View](https://images.trvl-media.com/lodging/1000000/20000/15800/15720/380fd034.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Key West FL Key West 9.0/10 Wonderful (1253) "Nice hotel with a great free shuttle into town" CA $240 CA $270 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Key-West-Hotels-Hampton-Inn-Key-West-FL.h15720.Hotel-Information) ![Suite, 1 Bedroom, Kitchen, Sea Facing | Beach/ocean view](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/6492712a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/0a8ded52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dock](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/a69616f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 2 Bedrooms, Ocean View | Terrace/patio](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/75ac6ed2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Parmer's Resort Summerland Key 9.0/10 Wonderful (1002) "Excellent laid back property. Close to a good restaurant " CA $150 CA $214 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Little-Torch-Key-Hotels-Parmers-Resort.h5561465.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/4000000/3920000/3918200/3918121/95d2903e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/4000000/3920000/3918200/3918121/a36bdda4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/4000000/3920000/3918200/3918121/125c52d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/4000000/3920000/3918200/3918121/83592c1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sugar Loaf Lodge Summerland Key 8.2/10 Very good (1002) "Nice family owned spot. " CA $167 CA $188 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Sugarloaf-Key-Hotels-Sugar-Loaf-Lodge.h3918121.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/5000000/4760000/4759500/4759500/63d12f01.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/5000000/4760000/4759500/4759500/974f08a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, 2 Queen Beds | Terrace/patio](https://images.trvl-media.com/lodging/5000000/4760000/4759500/4759500/13570c88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/5000000/4760000/4759500/4759500/9eff678c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Looe Key Reef Resort Summerland Key 7.4/10 Good (1000) "Average stay, old room, friendly staff, quiet" CA $222 CA $250 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Ramrod-Key-Hotels-Looe-Key-Reef-Resort.h4759500.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/d6422035.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/bc5aedd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Bungalow | Private kitchen](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/920119e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Cabin | Living area](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/c267004f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aqua Lodges at Hurricane Hole Marina Stock Island 8.8/10 Excellent (164) "The stay was beautiful " CA $119 CA $369 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Key-West-Hotels-Aqua-Lodges-At-Hurricane-Hole-Marina.h89832384.Hotel-Information) ![2 Bedroom Aqua Lodge # 13 Barracuda | Living area](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/92962431.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 Bedroom Aqualodge # 6 Tarpon | Living area](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/dee083de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/1bf38821.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![New Deluxe Duplex Unit, 1 Queen Bed, Unit C | Private kitchen](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/3b24927e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Old Wooden Bridge Resort and Marina Punta Brisa 8.6/10 Excellent (259) "I love this place!!!" CA $106 CA $317 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Big-Pine-Key-Hotels-Old-Wooden-Bridge-Marina.h17102343.Hotel-Information) ![Kayaking](https://images.trvl-media.com/lodging/7000000/6950000/6940600/6940514/edd108d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/7000000/6950000/6940600/6940514/6c556697.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/7000000/6950000/6940600/6940514/236a20df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/7000000/6950000/6940600/6940514/02360473.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunshine Key RV Resort & Marina Big Pine Key 8.8/10 Excellent (156) "I loved staying at Sunshine key" [](https://www.expedia.ca/Big-Pine-Key-Hotels-Sunshine-Key-RV-Resort-Marina.h6940514.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/108000000/107120000/107116600/107116554/3c8eff21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/108000000/107120000/107116600/107116554/5498fbd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107120000/107116600/107116554/w2500h1666x0y1-8de3e595.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107120000/107116600/107116554/e1bc9e10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Lobster Lodge - Venture Out #543 - Cudjoe Key Cudjoe Key 9.2/10 Wonderful (7) "Close to Key West. Would stay there again!!" CA $265 CA $824 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Summerland-Key-Hotels-Blue-Lobster-Lodge-Venture-Out-543-Cudjoe-Key.h107116554.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/90000000/89720000/89711600/89711513/50f5ab62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Toaster](https://images.trvl-media.com/lodging/90000000/89720000/89711600/89711513/c9f2ce52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Townhome](https://images.trvl-media.com/lodging/90000000/89720000/89711600/89711513/f6c4f83d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools, sun loungers](https://images.trvl-media.com/lodging/90000000/89720000/89711600/89711513/ce9353ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Little Torch Cottages Summerland Key 9.2/10 Wonderful (9) "Felt like home. We'd stay here again!" CA $511 CA $889 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Little-Torch-Key-Hotels-Little-Torch-Cottages.h89711513.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/107000000/106190000/106189000/106188938/2a7ef137.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/107000000/106190000/106189000/106188938/900acc7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106190000/106189000/106188938/67212700.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/107000000/106190000/106189000/106188938/d4ea1547.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stay at SUNRISE SUITES 203! Key West 9.2/10 Wonderful (115) "Condo was very quiet and relaxing. Everything is pretty close. Would stay again." [](https://www.expedia.ca/Key-West-Hotels-Stay-At-SUNRISE-SUITES-203.h106188938.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/109000000/108530000/108527800/108527719/715652d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108530000/108527800/108527719/0fa6422d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/109000000/108530000/108527800/108527719/3e716fdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/109000000/108530000/108527800/108527719/8f61fc4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tarpon Alley - Venture Out 509 Cudjoe Key 10/10 Exceptional (3) "The property was very clean , very well equipped. Very nice home. Very comfortable inside and out. Wish I was still there ! Would absolutely recommend. " [](https://www.expedia.ca/Summerland-Key-Hotels-Tarpon-Alley-Venture-Out-509.h108527719.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/109000000/108200000/108195400/108195321/2f1a1fda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/109000000/108200000/108195400/108195321/1e7f74ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![8 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108200000/108195400/108195321/9f2672ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108200000/108195400/108195321/f4cb0461.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Larkshine House at Lunara Bay Raccoon Key 10/10 Exceptional (6) "well maintained, clean, easy to access" CA $1,681 CA $3,461 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Key-West-Hotels-Brand-New-Build-Larkshine-House-Pool.h108195321.Hotel-Information) ![House](https://images.trvl-media.com/lodging/116000000/116000000/115993700/115993610/b85cd3d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/116000000/116000000/115993700/115993610/a7ddb2fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/116000000/116000000/115993700/115993610/a00c4a77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/116000000/116000000/115993700/115993610/5e338074.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Luxury Home - Tidelands House Raccoon Key CA $2,361 CA $4,018 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Key-West-Hotels-Waterfront-Luxury-Home-Tidelands-House.h115993610.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/109000000/108450000/108440300/108440220/w2732h1822x0y113-62dfde06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/109000000/108450000/108440300/108440220/df37c431_edited_5e3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/109000000/108450000/108440300/108440220/e2733a16_edited_1b19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/109000000/108450000/108440300/108440220/dde25a52_edited_0002.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3-bedroom townhome in Key West with fitness room, WiFi Stock Island 9.6/10 Exceptional (9) "The property was clean, the location was convenient to the beach, a CVS, and Roostica which had delicious pizza and wings. " [](https://www.expedia.ca/Key-West-Hotels-3-Bedroom-Townhome-In-Key-West-With-Fitness-Room.h108440220.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107980000/107978800/107978707/fd1ec856.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107980000/107978800/107978707/ca30f8b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107980000/107978800/107978707/16db7f83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107980000/107978800/107978707/ac674f5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Catchlight House at Lunara Bay Raccoon Key 10/10 Exceptional (5) "Awesome place definitely recommend if going to key west " CA $1,261 CA $2,929 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Key-West-Hotels-Brand-New-Catchlight-House-With-Private-Pool.h107978707.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/107000000/106190000/106189000/106188941/e9f3385c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106190000/106189000/106188941/d99a72ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/107000000/106190000/106189000/106188941/f18db775.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/107000000/106190000/106189000/106188941/2a54746a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Retreat to RUM CAY @ Sunrise Suites Key West 9.6/10 Exceptional (12) "Great place to stay while you take in all that Key West has to offer." [](https://www.expedia.ca/Key-West-Hotels-Retreat-To-RUM-CAY-Sunrise-Suites.h106188941.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/106000000/105590000/105588200/105588119/w906h683x60y0-c0658475.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/106000000/105590000/105588200/105588119/b2f6e4e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, stereo](https://images.trvl-media.com/lodging/106000000/105590000/105588200/105588119/w507h683x259y0-d5556bad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105590000/105588200/105588119/c95dfa7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunrise Oasis in big pine key Tropical Bay Estates 10/10 Exceptional (2) "Just the perfect stay for me and my family, John is GREAT" [](https://www.expedia.ca/Big-Pine-Key-Hotels-Sunrise-Oasis-In-Big-Pine-Key.h105588119.Hotel-Information) ![Villa, 4 Bedrooms, Private Pool, Ocean View | Sundeck](https://images.trvl-media.com/lodging/85000000/84620000/84610500/84610494/b0dba036.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 4 Bedrooms, Private Pool, Ocean View | Interior](https://images.trvl-media.com/lodging/85000000/84620000/84610500/84610494/0a86eab5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 4 Bedrooms, Private Pool, Ocean View | Sport court](https://images.trvl-media.com/lodging/85000000/84620000/84610500/84610494/ba0a7ef1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 4 Bedrooms, Private Pool, Ocean View | Terrace/patio](https://images.trvl-media.com/lodging/85000000/84620000/84610500/84610494/9e51b295.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Oceanview Pool Eco-friendly Villa Near Key West Summerland Key [](https://www.expedia.ca/Cudjoe-Key-Hotels-Luxury-Oceanview-Eco-Friendly-Villa-Near-Key-West.h84610494.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/106000000/105440000/105435500/105435445/c1d1798c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/106000000/105440000/105435500/105435445/6a2a978e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105440000/105435500/105435445/85a6693a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/106000000/105440000/105435500/105435445/52529cc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Keys On Jamaica: 3BR Waterfront Home, Large Corner Lot on Ramrod Key, Convenient to Atlantic & Gulf! Breezeswept Beach Estates 9.6/10 Exceptional (31) "We loved our stay at this house. It was very clean and well stocked. The location is perfect for access to all the keys have to offer. The owner was very easy to work with and quickly responded to all of our questions." [](https://www.expedia.ca/Summerland-Key-Hotels-Keys-On-Jamaica-3BR-Waterfront-Home.h105435445.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/107000000/106410000/106408200/106408156/4d03f797.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106410000/106408200/106408156/fad08aa8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/107000000/106410000/106408200/106408156/029cb5b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106410000/106408200/106408156/bc78b77d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tiki Time in Cudjoe Key 136 Cudjoe Key 10/10 Exceptional (3) "Beautiful well maintained property. You just cannot beat the view on the extra large deck. Sit back relax and enjoy a coffee.I absolutely love this property." [](https://www.expedia.ca/Summerland-Key-Hotels-Tiki-Time-In-Cudjoe-Key-136.h106408156.Hotel-Information) ![](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%2F2Star-Cutthroat-Harbor-Estates-Summerland-Key-Hotels.s20-n553248635976481702-0.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F2Star-Cutthroat-Harbor-Estates-Summerland-Key-Hotels.s20-n553248635976481702-0.Travel-Guide-Filter-Hotels) ## Explore similar 3-star hotels Many 3-star hotels have the same amenities as 2-star hotels. See all 3-star hotels in Cutthroat Harbor Estates. ![Beachside Resort & Residences](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/290b242a_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Beachside Resort & Residences 3841 N Roosevelt Blvd, Key West, FL CA $165 CA $257 total Oct 14 - Oct 15 includes taxes & fees 8.4/10 Very Good! (1,589 reviews) [](https://expedia.ca/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.Hotel-Information) ![Hilton Garden Inn Key West / The Keys Collection](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/5c83029c_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hilton Garden Inn Key West / The Keys Collection 3850 N Roosevelt Blvd, Key West, FL CA $130 CA $185 total Oct 19 - Oct 20 includes taxes & fees 7.8/10 Good! (1,099 reviews) [](https://expedia.ca/Key-West-Hotels-Hilton-Garden-Inn-Key-West.h1376.Hotel-Information) ![Hyatt Vacation Club at Beach House, Key West](https://images.trvl-media.com/lodging/1000000/860000/858000/857962/fc0a2a7e_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hyatt Vacation Club at Beach House, Key West 5051 Overseas Highway, Key West, FL CA $346 CA $452 total Oct 14 - Oct 15 includes taxes & fees 9.2/10 Wonderful! (1,006 reviews) [](https://expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Beach-House.h857962.Hotel-Information) Still don't see what you're looking for? [See all properties in Cutthroat Harbor Estates.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=14%2F10%2F2025&endDate=15%2F10%2F2025®ionId=553248635976481702&star=20) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=14%2F10%2F2025&endDate=15%2F10%2F2025®ionId=553248635976481702&star=20&star=20&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=14%2F10%2F2025&endDate=15%2F10%2F2025®ionId=553248635976481702&star=20&star=20&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=14%2F10%2F2025&endDate=15%2F10%2F2025®ionId=553248635976481702&star=20&star=20&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=14%2F10%2F2025&endDate=15%2F10%2F2025®ionId=553248635976481702&star=20&star=20&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=14%2F10%2F2025&endDate=15%2F10%2F2025®ionId=553248635976481702&star=20&star=20&amenities=WATER_PARK) 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. ## Top Cutthroat Harbor Estates Hotel Reviews ![Aqua Lodges at Hurricane Hole Marina](//images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/d6422035_y.jpg) ### Aqua Lodges at Hurricane Hole Marina 10/10 Excellent "Magnifique endroit et surtout très proche du centre-ville de KEY WEST. 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