Title: The Best 4 Star Hotels in Sugarloaf Key, FL from $369 | Expedia.com [Sugarloaf Key Travel Guide](https://expedia.com/Sugarloaf-Key.dx183126)[Hotels in Sugarloaf Key](https://expedia.com/Sugarloaf-Key-Hotels.d183126.Travel-Guide-Hotels)[Vacation Rentals in Sugarloaf Key](https://expedia.com/Sugarloaf-Key-Vacation-Rentals.d183126.Travel-Guide-VacationRentals)[Flights to Sugarloaf Key](https://expedia.com/Cheap-Flights-To-Sugarloaf-Key.d183126.Travel-Guide-Flights)[Things to do in Sugarloaf Key](https://expedia.com/Things-To-Do-In-Sugarloaf-Key.d183126.Travel-Guide-Activities)[Car Rentals in Sugarloaf Key](https://expedia.com/Car-Rentals-In-Sugarloaf-Key.d183126.Car-Rental-Guide)[Sugarloaf Key Vacation Packages](https://expedia.com/Sugarloaf-Key.d183126.Destination-Travel-Guides) ![Sugarloaf Shores which includes a bay or harbor and a house](https://images.trvl-media.com/place/6270983/9dc99377-9102-4bb5-a879-e2e0b7c8a2d2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6270983/9dc99377-9102-4bb5-a879-e2e0b7c8a2d2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Sugarloaf Key 4 Star Hotels Tonight [Mar 6 - Mar 7](https://www.expedia.com/Hotel-Search?regionId=183126&startDate=2026-03-06&endDate=2026-03-07&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 7 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=183126&startDate=2026-03-07&endDate=2026-03-08&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=183126&startDate=2026-03-06&endDate=2026-03-08&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=183126&startDate=2026-03-13&endDate=2026-03-15&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Sugarloaf Key 4-star hotels ![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) ![On the beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/1441613f.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) ![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.com/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information) Old Town Key West 8.8/10 Excellent (3,120 reviews) "Perfect stay and location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura $495 nightly $557 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Southernmost-Beach-Resort.h863329.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) ![Premium Room, 1 King Bed, Ocean View | Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/1000/901/c6f4724b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Room, 1 King Bed, Ocean View | Premium bedding, in-room safe, individually decorated](https://images.trvl-media.com/lodging/1000000/10000/1000/901/8f0e07a6.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.com/Key-West-Hotels-Hyatt-Centric-Key-West-Resort-And-Spa.h901.Hotel-Information) Key West Historic District 9.0/10 Wonderful (1,002 reviews) "Clean, spacious room and amazing staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) dawn $418 nightly $470 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Hyatt-Centric-Key-West-Resort-And-Spa.h901.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) ![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) ![Gift shop](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/fa09f1b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Flamingo Resort Key West [](https://www.expedia.com/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information) New Town 8.2/10 Very Good (1,978 reviews) "Great hotel! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Farrah $328 nightly $369 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information) ![View from room](https://images.trvl-media.com/lodging/18000000/17450000/17442800/17442701/360a1c60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/18000000/17450000/17442800/17442701/137c65ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/18000000/17450000/17442800/17442701/841e73b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/18000000/17450000/17442800/17442701/0acd853b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Opal Key Resort & Marina, Key West [](https://www.expedia.com/Key-West-Hotels-Opal-Key-Resort-Marina.h17442701.Hotel-Information) Old Town Key West 9.2/10 Wonderful (1,068 reviews) "Awsome resort. Great food and staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Doug $559 nightly $629 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Opal-Key-Resort-Marina.h17442701.Hotel-Information) ![Private beach, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/c9267f77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Oceanfront | In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/f58d1ec4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/d58c67cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach/ocean view](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/c0cbada1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pier House Resort & Spa [](https://www.expedia.com/Key-West-Hotels-Pier-House-Resort-Spa.h19307.Hotel-Information) Key West Historic District 9.0/10 Wonderful (1,053 reviews) "4th time staying, great staff, location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeffrey $757 nightly $852 total Apr 6 - Apr 7 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Pier-House-Resort-Spa.h19307.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) ![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) ![Lobby](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/c3ac0fb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/ce6ab55d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Havana Cabana at Key West [](https://www.expedia.com/Key-West-Hotels-Havana-Cabana-At-Key-West.h21241090.Hotel-Information) New Town 8.8/10 Excellent (1,708 reviews) "Staff,shuttle,food,had a very nice stay!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yvonne $341 nightly $383 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Havana-Cabana-At-Key-West.h21241090.Hotel-Information) ![Oceanfront Walkout Suite - King | 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) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/bd916166.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/7df2a82d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa Marina Key West, Curio Collection by Hilton [](https://www.expedia.com/Key-West-Hotels-Casa-Marina-Key-West.h12346.Hotel-Information) Old Town Key West 8.4/10 Very Good (566 reviews) "Beautiful beach- gorgeous hotel-top level service - love everything about it!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debbie $524 nightly $590 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Casa-Marina-Key-West.h12346.Hotel-Information) ![Outdoor pool, open 7:00 AM to 11:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/cd9b522f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/6b2435f4.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/ad75486a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/200c01e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree Resort by Hilton Grand Key - Key West [](https://www.expedia.com/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.Hotel-Information) Key West 8.2/10 Very Good (1,008 reviews) "Nice place to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David $337 nightly $379 total Mar 26 - Mar 27 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.Hotel-Information) ![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) ![Grand Suite | 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) ![Exterior](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/948eecb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Perry Hotel & Marina Key West [](https://www.expedia.com/Key-West-Hotels-The-Perry-Hotel-Marina-Key-West.h17313680.Hotel-Information) Stock Island 9.4/10 Exceptional (1,224 reviews) "great place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) michael $426 nightly $479 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-The-Perry-Hotel-Marina-Key-West.h17313680.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) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/314846dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Parrot Key Hotel & Villas [](https://www.expedia.com/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.Hotel-Information) Northside Resort 9.0/10 Wonderful (1,316 reviews) "Staff was amazing and very clean rooms and amenities " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) giovanni $365 nightly $411 total Mar 24 - Mar 25 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.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) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/460000/457900/457821/123aeac4.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) ### The Reach Key West, Curio Collection by Hilton [](https://www.expedia.com/Key-West-Hotels-The-Reach-Key-West.h457821.Hotel-Information) Old Town Key West 8.6/10 Excellent (1,009 reviews) "Hotel was very nice in all respects, but its location on the beach was the best." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephen $551 nightly $620 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-The-Reach-Key-West.h457821.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/b5f8742c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Train station shuttle](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/193f2662.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 outdoor pools, open 7:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/7cf7d263.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/9a7bf2b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Winslow's Bungalows - Key West Historic Inns [](https://www.expedia.com/Key-West-Hotels-Kimpton-Winslows-Bungalows.h529611.Hotel-Information) Old Town Key West 9.2/10 Wonderful (1,186 reviews) "The atmosphere was perfect! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sheila $486 nightly $547 total Mar 10 - Mar 11 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Kimpton-Winslows-Bungalows.h529611.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/3900/3853/084d94a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast served, Caribbean cuisine](https://images.trvl-media.com/lodging/1000000/10000/3900/3853/a3b28d11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Penthouse, 1 King Bed, Corner (View) | View from room](https://images.trvl-media.com/lodging/1000000/10000/3900/3853/1cfbee86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, beach towels](https://images.trvl-media.com/lodging/1000000/10000/3900/3853/e0f768ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Concha Key West, Autograph Collection [](https://www.expedia.com/Key-West-Hotels-Crowne-Plaza-Key-West-La-Concha.h3853.Hotel-Information) Key West Historic District 8.8/10 Excellent (351 reviews) "Great location in old town" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert $454 nightly $511 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Crowne-Plaza-Key-West-La-Concha.h3853.Hotel-Information) ![Outdoor pool, free cabanas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/16700/16682/a299c4a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/16700/16682/05980c06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/16700/16682/2317df22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Minibar, in-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/1000000/20000/16700/16682/fc1e65ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean Key Resort - A Noble House Resort [](https://www.expedia.com/Key-West-Hotels-Ocean-Key-Resort-A-Noble-House-Resort.h16682.Hotel-Information) Key West Historic District 9.2/10 Wonderful (1,004 reviews) "The staff and management were super friendly and accommodating!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) burton $655 nightly $736 total Apr 6 - Apr 7 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Ocean-Key-Resort-A-Noble-House-Resort.h16682.Hotel-Information) ![Studio Suite | Terrace/patio](https://images.trvl-media.com/lodging/2000000/1710000/1709300/1709243/6df6fc13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite | Living area | 32-inch Smart TV with cable channels, books](https://images.trvl-media.com/lodging/2000000/1710000/1709300/1709243/7143a78a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Loft | Living area | 32-inch Smart TV with cable channels, books](https://images.trvl-media.com/lodging/2000000/1710000/1709300/1709243/2227d69d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Loft | Living area | 32-inch Smart TV with cable channels, books](https://images.trvl-media.com/lodging/2000000/1710000/1709300/1709243/e4d0f9d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Eden House [](https://www.expedia.com/Key-West-Hotels-Eden-House.h1709243.Hotel-Information) Key West Historic District 9.0/10 Wonderful (1,008 reviews) "Very quaint, clean hotel, would definitely stay again " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Harbagsh $382 nightly $430 total Mar 9 - Mar 10 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Eden-House.h1709243.Hotel-Information) ![Balcony](https://images.trvl-media.com/lodging/10000000/9150000/9148400/9148379/a15e99ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/10000000/9150000/9148400/9148379/1e9c6159.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Harbor View King with Balcony | View from property](https://images.trvl-media.com/lodging/10000000/9150000/9148400/9148379/7692f964.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) ### The Marker Key West Harbor Resort [](https://www.expedia.com/Key-West-Hotels-The-Marker-Key-West-Harbor-Resort.h9148379.Hotel-Information) Key West Historic District 9.2/10 Wonderful (1,007 reviews) "Great place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Caleb $508 nightly $571 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-The-Marker-Key-West-Harbor-Resort.h9148379.Hotel-Information) ![2 outdoor pools, sun loungers](https://images.trvl-media.com/lodging/1000000/920000/911000/910922/069776b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Check-in/check-out kiosk](https://images.trvl-media.com/lodging/1000000/920000/911000/910922/b4d45af0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, premium bedding, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/920000/911000/910922/14c574b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury 2 bedroom Bi-level Garden View Suite | Balcony view](https://images.trvl-media.com/lodging/1000000/920000/911000/910922/5fa9c353.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Santa Maria Suites [](https://www.expedia.com/Key-West-Hotels-Santa-Maria-Suites.h910922.Hotel-Information) Old Town Key West 9.6/10 Exceptional (1,001 reviews) "Great place to stay! Hope to come back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott G. $724 nightly $815 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Santa-Maria-Suites.h910922.Hotel-Information) ![Room 28A - Signature Room - King Bed - Adults Only 21+ | View from room](https://images.trvl-media.com/lodging/104000000/103380000/103373900/103373822/aa0772fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103380000/103373900/103373822/a3aca376.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room 49 - Signature - King Bed - Adults Only 21+ | Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/104000000/103380000/103373900/103373822/2045d433.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/104000000/103380000/103373900/103373822/2076a82e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bishop Hotel Key West [](https://www.expedia.com/Key-West-Hotels-Bishop-Hotel-Key-West.h103373822.Hotel-Information) Old Town Key West 9.8/10 Exceptional (415 reviews) "Nice, clean room within walking distance to so many great things around Key West. We enjoyed the breakfast selection, and the pool area was a great spot to relax!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark [](https://www.expedia.com/Key-West-Hotels-Bishop-Hotel-Key-West.h103373822.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/4000000/3840000/3830600/3830519/236726ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/4000000/3840000/3830600/3830519/00a251a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3840000/3830600/3830519/d08fe38f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/4000000/3840000/3830600/3830519/f4ecdadb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Southernmost House [](https://www.expedia.com/Key-West-Hotels-The-Southernmost-House-Hotel.h3830519.Hotel-Information) Old Town Key West 9.4/10 Exceptional (1,006 reviews) "Excellent location, friendly staff, great amenities. Very happy we stayed there!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gregory $712 nightly $800 total Mar 11 - Mar 12 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-The-Southernmost-House-Hotel.h3830519.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/1000000/30000/20800/20796/a4035487.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/1000000/30000/20800/20796/a6d87cde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges, wine bar](https://images.trvl-media.com/lodging/1000000/30000/20800/20796/3d82727e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage 1 | Egyptian cotton sheets, premium bedding, Tempur-Pedic beds, in-room safe](https://images.trvl-media.com/lodging/1000000/30000/20800/20796/w2000h1561x0y4-df2c5309.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Gardens Hotel [](https://www.expedia.com/Key-West-Hotels-The-Gardens-Hotel.h20796.Hotel-Information) Old Town Key West 9.8/10 Exceptional (1,002 reviews) "Wonderful all around! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elena $509 nightly $573 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-The-Gardens-Hotel.h20796.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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F4Star-Sugarloaf-Key-Hotels.s40-0-d183126.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F4Star-Sugarloaf-Key-Hotels.s40-0-d183126.Travel-Guide-Filter-Hotels) ## Learn more about Sugarloaf Key Kayak through mangrove tunnels and spot colorful fish in the crystal-clear waters surrounding this laid-back island. Unwind on Sugarloaf Beach's white sands or explore Upper Sugarloaf Sound, where local boaters know the best snorkeling spots. [See all hotels in Sugarloaf Key](https://www.expedia.com/Hotel-Search?startDate=2026-03-21&endDate=2026-03-22&adults=2®ionId=183126) ![Sugarloaf Shores which includes a bay or harbor and a house](https://images.trvl-media.com/place/6270983/9dc99377-9102-4bb5-a879-e2e0b7c8a2d2.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high) ## Top Sugarloaf Key Hotel Reviews ![Opal Key Resort & Marina, Key West](https://images.trvl-media.com/lodging/18000000/17450000/17442800/17442701/360a1c60_y.jpg) ### Opal Key Resort & Marina, Key West 10/10 Excellent "Cruise ships blocked the view everyday " [](https://expedia.com/Key-West-Hotels-Opal-Key-Resort-Marina.h17442701.Hotel-Information) ![The Reach Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/460000/457900/457821/bc3021c3_y.jpg) ### The Reach Key West, Curio Collection by Hilton 8/10 Good "Pool View could see ocean from room through trees. Good property, but elevator was broken. Maid service mediocre, they seemed to do their job with a grudge. Food expensive but mediocre in quality. Fortunately many great restaurants very near by. Walk down the beach to the left about 50 yards and you are at Louies Backyard, one of the best on Key West." [](https://expedia.com/Key-West-Hotels-The-Reach-Key-West.h457821.Hotel-Information) ![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/546caf1e_y.jpg) ### Southernmost Beach Resort and Guesthouses 10/10 Excellent "No but the ocean was only 1 block away" [](https://expedia.com/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information) ![Havana Cabana at Key West ](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/62539afb_y.jpg) ### Havana Cabana at Key West 10/10 Excellent "Clean room, comfy bed" [](https://expedia.com/Key-West-Hotels-Havana-Cabana-At-Key-West.h21241090.Hotel-Information) ![Casa Marina Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/14292c62_y.jpg) ### Casa Marina Key West, Curio Collection by Hilton 10/10 Excellent "As requested, the suite overlooked the lower unit at the ocean. The staff was very friendly and helpful with any of our needs. The food was elevated this trip and that kept us on the property. We will be back again next year. " [](https://expedia.com/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/cd9b522f_y.jpg) ### DoubleTree Resort by Hilton Grand Key - Key West 8/10 Good "Very nice stay. Would recommend to friends and family. " [](https://expedia.com/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.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 "Nice clean room and friendly knowledgeable staff " [](https://expedia.com/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information) ![The Perry Hotel & Marina Key West](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/deb8b21f_y.jpg) ### The Perry Hotel & Marina Key West 10/10 Excellent "We truly enjoyed our stay here!! Everyone was so nice!! We will definitely be back again soon " [](https://expedia.com/Key-West-Hotels-The-Perry-Hotel-Marina-Key-West.h17313680.Hotel-Information) ![Parrot Key Hotel & Villas](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/cf132c1e_y.jpg) ### Parrot Key Hotel & Villas 10/10 Excellent "Ocean not visible. Did not use the pool. " [](https://expedia.com/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.Hotel-Information) ## Find out more about Sugarloaf Key ## Sugarloaf Key Four Star Hotel Information When you need to book a room with luxurious amazing amenities and the best rates, the 4 star hotels in Sugarloaf Key, Summerland Key are incredible options. Known for their extra perks, first-rate service, and fantastic locations, each of the Sugarloaf Key 4 star hotels offers the ultimate experience for globe-trotting travelers. Relax in your expertly designed room. Kick back with around-the-clock room service. Get a good night’s sleep with the ultra-plush bedding, and freshen up in the morning with designer-inspired body products. It’s all available when you stay at one of the top book a four star hotels in Sugarloaf Key. What’s more, thanks to Expedia you might even score a cheap great deal on a 4 star hotel in Sugarloaf Key, Summerland Key, areas near the hottest attractions, so you can plan a sightseeing adventure and take advantage of unbeatable discounts in one fell swoop. Whether you’re putting together a serene getaway or want to revel in the most vibrant entertainment district, 4 star Sugarloaf Key hotels offer everything your heart desires. ## Frequently asked questions ### How much does it cost to stay in a 4-star hotel in Sugarloaf Key? > - Search for the lowest price from $369 ### What's the difference between 5-star and 4-star hotels in Sugarloaf Key? ### Does Sugarloaf Key have any 4-star all-inclusive resorts? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Key West Hotels ](https://www.expedia.com/Key-West-Hotels.d1187.Travel-Guide-Hotels) - [Lower Sugarloaf Key Hotels ](https://www.expedia.com/Lower-Sugarloaf-Key-Hotels.d553248635976195908.Travel-Guide-Hotels) - [Bay Point Hotels ](https://www.expedia.com/Bay-Point-Hotels.d553248635976383913.Travel-Guide-Hotels) - [4 Star Hotels in Cudjoe Key ](https://www.expedia.com/4Star-Cudjoe-Key-Hotels.s40-0-d3000430966.Travel-Guide-Filter-Hotels) - 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