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An aerial view of a coastal town with a marina, surrounded by clear blue waters and green islands.

Find 4 Star Hotels in Islamorada, FL from $251

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    Check prices for these dates, December 14 – 15, 2026

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    Our top choices for Islamorada 4-star hotels

    1. Baker's Cay Resort Key Largo, Curio Collection by Hilton

    A beach with lounge chairs and a pier extending into the water.

    2. Islander Resort

    An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.

    3. Amara Cay Resort

    A wooden deck with two lounge chairs, a table with two glasses of champagne and red roses, and a view of the beach and ocean.

    4. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

    A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.

    5. Playa Largo Resort & Spa, Autograph Collection

    An aerial view of a resort with a large pool, palm trees, and a beach.

    6. La Siesta Resort & Villas

    A row of beachside cottages with colorful exteriors, each with a beach chair and umbrella.

    7. Condo in the Keys

    A beach with palm trees, lounge chairs, and a thatched-roof structure.

    8. Pineapple Beach by Florida Keys Luxury Rentals

    Property grounds

    9. The Sanctuary Islet by Florida Keys Luxury Rentals

    Balcony

    10. Serenity by Florida Keys Luxury Rentals

    Pool

    11. Turtle Nest Estate by Florida Keys Luxury Rentals

    Beach

    12. Lime Key by Florida Keys Luxury Rentals

    Dining

    13. Midnight Runner by Florida Keys Luxury Rentals

    Balcony

    14. Bay Beach by Florida Keys Luxury Rentals

    Exterior

    Top Islamorada Hotel Reviews

    Islander Resort

    An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.

    Grassy Flats Resort & Beach Club

    A wooden deck with a pool and chairs overlooking a beach with palm trees.

    Reefhouse Resort & Marina

    A beach with thatched umbrellas, palm trees, and blue lounge chairs.

    Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

    A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.

    Playa Largo Resort & Spa, Autograph Collection

    An aerial view of a resort with a large pool, palm trees, and a beach.

    Amara Cay Resort

    A wooden deck with two lounge chairs, a table with two glasses of champagne and red roses, and a view of the beach and ocean.

    Baker's Cay Resort Key Largo, Curio Collection by Hilton

    A beach with lounge chairs and a pier extending into the water.

    La Siesta Resort & Villas

    A row of beachside cottages with colorful exteriors, each with a beach chair and umbrella.

    Hawks Cay Resort

    A pool area with lounge chairs and umbrellas, surrounded by palm trees.

    Villas At Hawks Cay Resort

    A resort pool with palm trees and lounge chairs, surrounded by a beachfront.

    Find out more about Islamorada

    The preparation of any vacation starts with picking a splendid spot. Islamorada is a popular choice with travelers because it offers so much. But, "location, location, location" applies to more than just your vacation destination. Now that you got a feel for the town, it is time you to learn a little more about your home for the next few nights.

    Hotels as Stunning as the City

    Islamorada saw its fair share of visitors last year. Expedia's comment section features reviews that can help you narrow down your choices. When you book a 4-star room you can breathe easy knowing that these properties strive to meet your wishes. You'll never need to search long for to keep up with your exercise schedule, a refreshing dip, or delectable dinner during your stay, thanks to everything these hotels offer. They work hard to make their facilities and grounds hospitable from the time you step onto the property and with each step throughout the hotel. Islamorada has several wonderful accommodations that make for the perfect escape.

    Rooms have been furnished to keep you as comfortable as possible, with amenities like designer bathroom products, ultra-comfortable bedding, and in-room tea or coffee. So, sit back and unwind. Moreover, if you find yourself in need of anything else, you can rest assured the staff will work their best to ensure you stay pleased during your time. These properties are so nice that you'll regret the day you have to return home.

    Book a 4-Star Hotel in Islamorada Today!

    Your vacation to Islamorada should be one where you don't have to worry about the little things. Make sure to book soon. With so few accommodations, and so many people desiring to vacation in Islamorada, you may miss the chance to book the perfect place.

    Frequently Asked Questions

    What are the best 4-star hotels in Islamorada?

    Expedia travelers highly recommend Cheeca Lodge & Spa. From its handy amenities to its welcoming staff, every feature of this 4-star hotel in Islamorada is designed to offer an incredible vacation experience.

    How much does it cost to stay in a 4-star hotel in Islamorada?

    To book a 4-star hotel in Islamorada that matches your budget, take advantage of Expedia's sort and search filters. Take a look at what's available during your vacation dates and use our pricing filter to set your limit. You can also sort your results by the most budget-friendly retreat first.

    What's the difference between 5-star and 4-star hotels in Islamorada?

    Treat yourself to luxury living during your Islamorada getaway by staying at a 4-star hotel. As well as featuring upmarket accommodations, these properties are usually filled with amenities such as bathrobes, large beds and plenty more. A 5-star hotel will go the extra mile to make your trip an even more lavish and unforgettable one. 24-hour concierge assistance, elegant furnishings and gourmet dining are just the start of the first-rate conveniences and services you'll likely get access to.

    Does Islamorada have any 4-star all-inclusive resorts?

    Enjoy a relaxing vacation experience where almost everything is included in the one upfront rate by using our "All inclusive" filter. Sticking to your budget is a cinch when your meals, accommodations and activities are already taken care of. After something a little different? Browse the offers on our standard 4-star hotels in and around Islamorada too.

    Are there any 4-star casino hotels in Islamorada?

    To find your ideal escape in Islamorada, simply use our filter tool to refine your search. Boasting resort-style amenities and a premium level of service, staying in a 4-star casino hotel is a sure bet for a good time.

    What are the top 4-star hotels in downtown Islamorada?

    Explore the city with ease when you vacation at Cheeca Lodge & Spa. Around 1 mi southwest from downtown Islamorada, this 4-star hotel is the ideal spot to see the most of this bustling city with the added convenience of a steam room and scooter rentals.

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