Four Star Hotels in Islamorada

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Our top choices for Islamorada 4-star hotels

Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1268)
"Friendly staff and beautiful property !"
United States
ron
The price is S$411
includes taxes & fees
8 Jan - 9 Jan, 2026
Amara Cay Resort

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

Baker's Cay Resort Key Largo, Curio Collection by Hilton
4.0 star property
Key Largo
8.6 out of 10, Excellent, (1000)
"Beautiful Hotel and Calusa Restaurant was outstanding "
United States
Darlene
The price is S$654
includes taxes & fees
8 Jan - 9 Jan, 2026
Baker's Cay Resort Key Largo, Curio Collection by Hilton

Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
4.5 star property
Rock Harbor
8.8 out of 10, Excellent, (1000)
"Beautiful location, great views, very clean property, room was great (great bed), friendly staff."
United States
Scott
The price is S$593
includes taxes & fees
4 Jan - 5 Jan, 2026
Playa Largo Resort & Spa, Autograph Collection

Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1006)
"The resort was perfect Everyone from checking in and during our stay could not have been nicer and helpful"
United States
Theresa
The price is S$657
includes taxes & fees
9 Jan - 10 Jan, 2026
Islander Resort

La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1001)
"Great stay and beautiful space"
United States
Amir
The price is S$398
includes taxes & fees
21 Dec - 22 Dec
La Siesta Resort & Villas

The Islands of Islamorada

The Islands of Islamorada
4.0 star property
Matecumbe
9.8 out of 10, Exceptional, (69)
"Great for family vacation with kids. love it"
United States
Dixania
The price is S$954
includes taxes & fees
5 Jan - 6 Jan, 2026
The Islands of Islamorada

The Caribbean Resort Coconut Palm North

The Caribbean Resort Coconut Palm North
4.0 star property
Matecumbe
The Caribbean Resort Coconut Palm North

Turtle Nest Estate by Florida Keys Luxury Rentals

Turtle Nest Estate by Florida Keys Luxury Rentals
4.0 star property
Matecumbe
Turtle Nest Estate by Florida Keys Luxury Rentals

Lime Key by Florida Keys Luxury Rentals

Lime Key by Florida Keys Luxury Rentals
4.0 star property
Buccaneer Point
Lime Key by Florida Keys Luxury Rentals

The Sanctuary Islet by Florida Keys Luxury Rentals

The Sanctuary Islet by Florida Keys Luxury Rentals
4.0 star property
Key Largo
The Sanctuary Islet by Florida Keys Luxury Rentals

Midnight Runner by Florida Keys Luxury Rentals

Midnight Runner by Florida Keys Luxury Rentals
4.0 star property
Tavernier
Midnight Runner by Florida Keys Luxury Rentals

Pineapple Beach by Florida Keys Luxury Rentals

Pineapple Beach by Florida Keys Luxury Rentals
4.0 star property
Islamorada
Pineapple Beach by Florida Keys Luxury Rentals

Serenity by Florida Keys Luxury Rentals

Serenity by Florida Keys Luxury Rentals
4.0 star property
Matecumbe
Serenity by Florida Keys Luxury Rentals

Bay Beach by Florida Keys Luxury Rentals

Bay Beach by Florida Keys Luxury Rentals
4.0 star property
Key Largo
Bay Beach by Florida Keys Luxury Rentals
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Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Islamorada.
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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.

Islamorada featuring a sunset and general coastal views

Top Islamorada Hotel Reviews

Find out more about Islamorada

Take Your Pick of 4 Star Hotels in Islamorada

The get-go of any holiday starts with choosing a great spot. Islamorada has been a popular destination with guests because it offers so much to do and see. But, "location, location, location" applies to more than just what city where your plane lands. Now that you have a feel for the town, it's time you to get to know your new digs.

Accommodations as Picturesque as Islamorada

Search Expedia.com.sg for the right 4 Star Islamorada Hotel to suit your fancy. Plenty of these people wrote tips to help you select the accommodation that is the right fit for your holiday.You'll be more than glad to get back to your resort every night. Islamorada has dozens of good options in the 4-star hotel range that create the ideal getaway.

A stay at one of these lodgings ensure that whether you are just relaxing after a day of checking out Islamorada or you are ready to lie down for the night, you'll be as comfortable as possible. You won't go without a thing during your stay at one of these accommodations. Visitors have consistently given them high marks for their attentive service. It's no surprise that loads of guests recommend it.

Reserve a 4-Star Hotel in Islamorada Today!

Your trip to Islamorada should be one that you'll reminisce over for years to come, and booking a 4-star hotel will help create memories that are incredible. Make sure to make a reservation soon. With so few hotels, and plenty of people desiring to vacation in Islamorada, you may miss out on your perfect hotel.

Frequently asked questions

What are the best 4-star hotels in Islamorada?
Make lifelong holiday memories in Islamorada at Cheeca Lodge & Spa. Popular with our customers, this 4-star hotel offers lots of amenities for a relaxing and comfortable stay.
How much does it cost to stay in a 4-star hotel in Islamorada?
Expedia can help you easily locate the perfect 4-star hotel for your getaway in Islamorada. Use our filter tool to tailor your search by things like budget, amenities and property star rating and get access to awesome deals in a couple of clicks.

  • Search for the lowest price from S$551

What's the difference between 5-star and 4-star hotels in Islamorada?
Treat yourself to luxury during your Islamorada getaway by checking in to a 4-star hotel. As well as featuring upscale surroundings, these properties are typically filled with amenities like bathrobes, large beds and more. A 5-star hotel will go the extra mile to make your trip an even more lavish and special one. Round-the-clock concierge assistance, elegant décor and world-class dining are just the start of the exclusive conveniences and services you'll likely have access to.

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