Title: Top 10 4 Star Hotels in Islamorada CA $358: Find a Four Star Hotel in Islamorada | Expedia.ca [Islamorada Travel Guide](https://expedia.ca/Islamorada.dx10768)[Hotels in Islamorada](https://expedia.ca/Islamorada-Hotels.d10768.Travel-Guide-Hotels)[Vacation Rentals in Islamorada](https://expedia.ca/Islamorada-Vacation-Rentals.d10768.Travel-Guide-VacationRentals)[Flights to Islamorada](https://expedia.ca/Cheap-Flights-To-Islamorada.d10768.Travel-Guide-Flights)[Things to do in Islamorada](https://expedia.ca/Things-To-Do-In-Islamorada.d10768.Travel-Guide-Activities)[Islamorada Car Rentals](https://expedia.ca/Car-Rentals-In-Islamorada.d10768.Car-Rental-Guide)[Islamorada Vacation Packages](https://expedia.ca/Islamorada.d10768.Destination-Travel-Guides) ![Islamorada featuring a sunset and general coastal views](https://images.trvl-media.com/place/10768/7014979e-dcd6-42fa-a69b-b138a0a93305.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 4 Star Hotels in Islamorada CA $358 - ![](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 Islamorada 4 Star Hotels Tonight [Dec 18 - Dec 19](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-12-18&endDate=2025-12-19&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 19 - Dec 20](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-12-19&endDate=2025-12-20&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-12-19&endDate=2025-12-21&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-12-26&endDate=2025-12-28&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Islamorada 4-star hotels ![Alligator Reef Oceanfront Room King Lanai with Queen Sofabed | View from room](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/4186365f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Alligator Reef Oceanfront Room King | Beach/ocean view](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/43c465e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Alligator Reef Oceanfront Room King Lanai with Queen Sofabed](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/2728b985.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/af6ef0d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amara Cay Resort [](https://www.expedia.ca/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information) Matecumbe 8.8/10 Excellent (1268) "Friendly staff and beautiful property !" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ron CA $289 CA $417 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information) ![In-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/4671ebc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/cb9f9f1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Double Beds, Balcony, Oceanfront | Living area](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/ab6da82f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/w4000h2663x0y0-d63f21e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort [](https://www.expedia.ca/Islamorada-Hotels-Three-Waters-Resort-And-Marina.h11864.Hotel-Information) Islamorada 9.0/10 Wonderful (116) "Beautiful place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jonathan CA $362 CA $499 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Islamorada-Hotels-Three-Waters-Resort-And-Marina.h11864.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/f8d2863e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/d49c45e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/5d218fa9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/7f55fd9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Islander Resort [](https://www.expedia.ca/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information) Matecumbe 9.2/10 Wonderful (1006) "The resort was perfect Everyone from checking in and during our stay could not have been nicer and helpful" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Theresa CA $371 CA $511 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information) ![Suite, 1 King Bed with Sofa bed, Ocean View](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/18023e21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed with Sofa bed, Ocean View | Exterior](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/b304e7ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/7578de06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/eed3d949.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Siesta Resort & Villas [](https://www.expedia.ca/Islamorada-Hotels-La-Siesta-Resort-Marina.h2477508.Hotel-Information) Matecumbe 8.8/10 Excellent (1000) "Great stay and beautiful space" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amir CA $236 CA $358 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Islamorada-Hotels-La-Siesta-Resort-Marina.h2477508.Hotel-Information) ![On the beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/dd7d4fab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, individually decorated](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/a064415d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, Netflix, Hulu, streaming services](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/fcc01350.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony view](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/55a08207.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Islands of Islamorada [](https://www.expedia.ca/Islamorada-Hotels-The-Islands-Of-Islamorada.h54774228.Hotel-Information) Matecumbe 9.8/10 Exceptional (69) "Great for family vacation with kids. love it" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dixania CA $838 CA $1,018 total includes taxes & fees Jan 14 - Jan 15, 2026 [](https://www.expedia.ca/Islamorada-Hotels-The-Islands-Of-Islamorada.h54774228.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/61000000/60290000/60289900/60289884/7d71db4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake](https://images.trvl-media.com/lodging/61000000/60290000/60289900/60289884/1d5cc14d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/61000000/60290000/60289900/60289884/4c18eaad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Multiple Beds, Private Pool, Garden View | Living room](https://images.trvl-media.com/lodging/61000000/60290000/60289900/60289884/f68ce2f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Caribbean Resort Coconut Palm North [](https://www.expedia.ca/Islamorada-Hotels-The-Caribbean-Resort-Hemingway-House-North.h60289884.Hotel-Information) Matecumbe [](https://www.expedia.ca/Islamorada-Hotels-The-Caribbean-Resort-Hemingway-House-North.h60289884.Hotel-Information) ![Private beach](https://images.trvl-media.com/lodging/73000000/72290000/72284400/72284317/d8be79a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/73000000/72290000/72284400/72284317/0e3b2cab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 4 Bedrooms, Beach View | Exterior](https://images.trvl-media.com/lodging/73000000/72290000/72284400/72284317/a867b1f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 4 Bedrooms, Beach View | Beach/ocean view](https://images.trvl-media.com/lodging/73000000/72290000/72284400/72284317/2fcab867.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Turtle Nest Estate by Florida Keys Luxury Rentals [](https://www.expedia.ca/Islamorada-Hotels-Turtle-Nest-Estate-By-Florida-Keys-Luxury-Rentals.h72284317.Hotel-Information) Matecumbe [](https://www.expedia.ca/Islamorada-Hotels-Turtle-Nest-Estate-By-Florida-Keys-Luxury-Rentals.h72284317.Hotel-Information) ![House, 5 Bedrooms | Property grounds](https://images.trvl-media.com/lodging/73000000/72290000/72284400/72284313/9cd307d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 5 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/73000000/72290000/72284400/72284313/4bb0823d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 5 Bedrooms | Beach/ocean view](https://images.trvl-media.com/lodging/73000000/72290000/72284400/72284313/de2b1ef7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 5 Bedrooms | Exterior](https://images.trvl-media.com/lodging/73000000/72290000/72284400/72284313/17e25e00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pineapple Beach by Florida Keys Luxury Rentals [](https://www.expedia.ca/Islamorada-Hotels-Pineapple-Beach-By-Florida-Keys-Luxury-Rentals.h72284313.Hotel-Information) Islamorada [](https://www.expedia.ca/Islamorada-Hotels-Pineapple-Beach-By-Florida-Keys-Luxury-Rentals.h72284313.Hotel-Information) ![House, 3 Bedrooms | Pool](https://images.trvl-media.com/lodging/73000000/72290000/72284400/72284314/4a5cc180.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 3 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/73000000/72290000/72284400/72284314/1606c920.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 3 Bedrooms | Beach](https://images.trvl-media.com/lodging/73000000/72290000/72284400/72284314/f6d19d03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 3 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/73000000/72290000/72284400/72284314/a0e29d32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Serenity by Florida Keys Luxury Rentals [](https://www.expedia.ca/Islamorada-Hotels-Serenity-By-Florida-Keys-Luxury-Rentals.h72284314.Hotel-Information) Matecumbe [](https://www.expedia.ca/Islamorada-Hotels-Serenity-By-Florida-Keys-Luxury-Rentals.h72284314.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%2F4Star-Islamorada-Hotels.s40-0-d10768.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F4Star-Islamorada-Hotels.s40-0-d10768.Travel-Guide-Filter-Hotels) ## Explore similar 5-star hotels Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Islamorada. ![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Cheeca Lodge & Spa 81801 Overseas Highway, Mile Marker 82 Islamorada FL CA $422 CA $576 total Dec 19 - Dec 20 includes taxes & fees 9.2/10 Wonderful! (1,267 reviews) [](https://expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) Still don't see what you're looking for? [See all properties in Islamorada.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=19%2F12%2F2025&endDate=20%2F12%2F2025®ionId=10768&star=40) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=19%2F12%2F2025&endDate=20%2F12%2F2025®ionId=10768&star=40&star=40&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=19%2F12%2F2025&endDate=20%2F12%2F2025®ionId=10768&star=40&star=40&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=19%2F12%2F2025&endDate=20%2F12%2F2025®ionId=10768&star=40&star=40&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=19%2F12%2F2025&endDate=20%2F12%2F2025®ionId=10768&star=40&star=40&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=19%2F12%2F2025&endDate=20%2F12%2F2025®ionId=10768&star=40&star=40&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 The turquoise waters between the Keys offer world-class fishing that even beginners can enjoy with knowledgeable local guides. Spend mornings snorkelling coral reefs teeming with tropical fish, then unwind at waterfront restaurants where chefs cook your fresh catch. [See all hotels in Islamorada](https://www.expedia.ca/Hotel-Search?startDate=2026-01-01&endDate=2026-01-02&adults=2®ionId=10768) ![Islamorada featuring a sunset and general coastal views](https://images.trvl-media.com/place/10768/7014979e-dcd6-42fa-a69b-b138a0a93305.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high) ## Top Islamorada Hotel Reviews ![Islander Resort](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/5adae4af_y.jpg) ### Islander Resort 10/10 Excellent "The resort was perfect Everyone from checking in and during our stay could not have been nicer and helpful" [](https://expedia.ca/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information) ![Amara Cay Resort](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/84b50729_y.jpg) ### Amara Cay Resort 10/10 Excellent "I would give this hotel one the highest ratings for my most recent stays in the area. The views were spectacular. All of the staff were very friendly and helpful. Very very minor thing was the condition of the furniture and electrical sockets weren't the best quality but I just loved everything else so much that it would not deter me from returning." [](https://expedia.ca/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information) ![La Siesta Resort & Villas](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/eda54a36_y.jpg) ### La Siesta Resort & Villas 10/10 Excellent "Great stay and beautiful space" [](https://expedia.ca/Islamorada-Hotels-La-Siesta-Resort-Marina.h2477508.Hotel-Information) ![The Islands of Islamorada](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/61575cce_y.jpg) ### The Islands of Islamorada 10/10 Excellent "Beautiful accommodations and location, very clean, many activities available at resort" [](https://expedia.ca/Islamorada-Hotels-The-Islands-Of-Islamorada.h54774228.Hotel-Information) ## Find out more about Islamorada If you’re looking for a spot with great rates, just-for-you amenities, and a world of luxurious little perks, the best 4 Stars hotels in Islamorada are calling your name. Known for providing first-rate service in amazing locations, each of the Islamorada 4 Stars hotels lets discerning travelers bask in an unforgettable experience. Kick back in your spacious room. Relax in the lobby’s sumptuous surroundings. Start the day with delicious room service, and then use the complimentary body care items to freshen up before you head out for the day. It’s all waiting for you at the top four star hotels in Islamorada. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Islamorada, Florida, neighbourhoods near the most popular attractions, so you can see the sights and bask in the discounts all in one trip. Whether you’re planning a romantic retreat or simply want to experience everything the area has to offer, the top Islamorada hotels with 4 Stars provide everything you need to unwind in style. ## Frequently asked questions ### What are the best 4-star hotels in Islamorada? ### How much does it cost to stay in a 4-star hotel in Islamorada? > - Search for the lowest price from CA $576 ### What's the difference between 5-star and 4-star hotels in Islamorada? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [1 Star Hotels in Eden Pines ](https://www.expedia.ca/1Star-Eden-Pines-Big-Pine-Key-Hotels.s10-n553248635976471710-0.Travel-Guide-Filter-Hotels) - [1 Star Hotels in Riviera Estates ](https://www.expedia.ca/1Star-Riviera-Estates-Miami-Hotels.s10-n553248635976469340-0.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Coconut Grove ](https://www.expedia.ca/2Star-Coconut-Grove-Miami-Hotels.s20-n11937-0.Travel-Guide-Filter-Hotels) - 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