Title: The 10 Best 5 Star Hotels in Islamorada - 2025 Updated Prices | Expedia.co.uk [Islamorada Travel Guide](https://expedia.co.uk/Islamorada.dx10768)[Hotels in Islamorada](https://expedia.co.uk/Islamorada-Hotels.d10768.Travel-Guide-Hotels)[Holiday Rentals in Islamorada](https://expedia.co.uk/Islamorada-Holiday-Rentals.d10768.Travel-Guide-HolidayRentals)[Flights to Islamorada](https://expedia.co.uk/Cheap-Flights-To-Islamorada.d10768.Travel-Guide-Flights)[Things to do in Islamorada](https://expedia.co.uk/Things-To-Do-In-Islamorada.d10768.Travel-Guide-Activities)[Islamorada Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Islamorada.d10768.Car-Hire-Guide)[Islamorada Holidays](https://expedia.co.uk/Islamorada.d10768.Holidays-City-Breaks) ![Islamorada showing a beach and tropical scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/63000/63860-Islamorada.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Compare and book 5 Star hotels in Islamorada, Florida ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/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 Islamorada 5 Star Hotels Tonight [11 Oct - 12 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=10768&startDate=2025-10-11&endDate=2025-10-12&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [12 Oct - 13 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=10768&startDate=2025-10-12&endDate=2025-10-13&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [17 Oct - 19 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=10768&startDate=2025-10-17&endDate=2025-10-19&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [24 Oct - 26 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=10768&startDate=2025-10-24&endDate=2025-10-26&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Islamorada 5 Star Hotels ![Private beach, sun-loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/e32d7e53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/9b929f51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/79d31a44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cheeca Lodge & Spa Matecumbe 9.2/10 Wonderful (1222) "Beautiful and relaxing hotel!!" £168 includes taxes & fees 15 Oct - 16 Oct [](https://www.expedia.co.uk/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/94000000/93070000/93061400/93061348/9b3c41b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/94000000/93070000/93061400/93061348/0917a41a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/94000000/93070000/93061400/93061348/ab76abc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/94000000/93070000/93061400/93061348/5de75c93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in the Keys Tavernier 8.4/10 Very good (10) "Thoroughly enjoyed our stay! The pool, beach area and pickleball courts were fantastic! Also enjoyed the premium cable. " [](https://www.expedia.co.uk/Tavernier-Hotels-Condo-In-The-Keys.h93061348.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109730000/109724500/109724487/691ffb10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, memory-foam beds](https://images.trvl-media.com/lodging/110000000/109730000/109724500/109724487/478c87a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/110000000/109730000/109724500/109724487/cc96c50e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![75-inch Smart TV with digital channels, Netflix, streaming services](https://images.trvl-media.com/lodging/110000000/109730000/109724500/109724487/e85faba6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront House with Boat Dock Hammer Point 6.0/10 (1) "Covered porch was nice for time outside. Inside was in need of work. Closets unfinished, no place to put any luggage, advertises a king bed and a queen bed, but only had a king and a full, no tp, or tissue products when we arrived. None of the above were deal breakers but just allot of small things that add up to frustration." [](https://www.expedia.co.uk/Tavernier-Hotels-Waterfront-House-With-Boat-Dock.h109724487.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.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Islamorada-Hotels.s50-0-d10768.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Islamorada-Hotels.s50-0-d10768.Travel-Guide-Filter-Hotels) ## Explore similar 4-star hotels Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Islamorada. ![Baker's Cay Resort Key Largo, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/14100/14042/bbdba544_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Baker's Cay Resort Key Largo, Curio Collection by Hilton 97000 Overseas Hwy, Key Largo, FL £291 26 Oct - 27 Oct includes taxes & fees 8.6/10 Excellent! (1,006 reviews) [](https://expedia.co.uk/Key-Largo-Hotels-Bakers-Cay-Resort-Key-Largo.h14042.Hotel-Information) ![Amara Cay Resort](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/84b50729_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Amara Cay Resort 80001 Overseas Hwy, Islamorada, FL £155 23 Oct - 24 Oct includes taxes & fees 8.8/10 Excellent! (1,253 reviews) [](https://expedia.co.uk/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information) ![Islander Resort](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/5adae4af_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Islander Resort 82100 Overseas Highway, Islamorada, FL £208 19 Oct - 20 Oct includes taxes & fees 9/10 Wonderful! (1,004 reviews) [](https://expedia.co.uk/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information) Still don't see what you're looking for? [See all properties in Islamorada.](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=12%2F10%2F2025&endDate=13%2F10%2F2025®ionId=10768&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=12%2F10%2F2025&endDate=13%2F10%2F2025®ionId=10768&star=50&star=50&amenities=POOL)[Spa](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=12%2F10%2F2025&endDate=13%2F10%2F2025®ionId=10768&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=12%2F10%2F2025&endDate=13%2F10%2F2025®ionId=10768&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=12%2F10%2F2025&endDate=13%2F10%2F2025®ionId=10768&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=12%2F10%2F2025&endDate=13%2F10%2F2025®ionId=10768&star=50&star=50&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. ## Learn more about Islamorada This idyllic island community is one of the most luxurious in the Florida Keys and is a great destination for scuba diving and game fishing. [See all hotels in Islamorada](https://www.expedia.co.uk/Hotel-Search?startDate=2025-10-25&endDate=2025-10-26&adults=2®ionId=10768) ![Islamorada showing a beach and tropical scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/63000/63860-Islamorada.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high) ## Top Islamorada Hotel Reviews ![Cheeca Lodge & Spa](//images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723_y.jpg) ### Cheeca Lodge & Spa 10/10 Excellent "Staff was extremely accommodating, Property is stunning with numerous activities. " [](https://expedia.co.uk/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) ## Find out more about Islamorada ## Frequently asked questions ### How much does it cost to stay in a 5-star hotel in Islamorada? > How much you pay for a 5-star hotel in Islamorada can vary depending on when you want to travel and how long you plan to be away, among other factors. Use our price per night filter and other search tools to find the best deal on an indulgent stay. > > > > - Search for the lowest price per night from £155 ### What makes a hotel 5 stars in Islamorada? > From high-end restaurants and 24-hour gyms to pools and luxury bedding, the 5-star experience in Islamorada is all about indulgence and comfort. But it takes more than just top-notch perks to get a 5-star rating. Stays also have to deliver remarkable guest-centric services like beauty treatments, on-site laundry and dry cleaning and a nightly turn-down service. ### Are there any 5-star all-inclusive resorts in Islamorada? > Find a luxurious getaway that includes your room, meals, activities and entertainment in Islamorada with our filter tool. Search for resorts with a 5-star rating and select the "All inclusive" filter. Have a look at what's included in the upfront price. 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