A beach with white lounge chairs, a covered pavilion, and palm trees.

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Check availability on Islamorada 4 Star Hotels

Tonight
13 Oct - 14 Oct
Tomorrow
14 Oct - 15 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Islamorada 4-star hotels

A wooden deck with a view of the ocean and a palm tree.
A coconut drink with a straw, a cherry, and a slice of fruit on a table by a pool with a waterfall and palm trees in the background.
A hammock on a sandy beach with a view of the sea and a tree overhead.
A spacious dining area with high ceilings, wicker furniture, and large windows.

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

Baker's Cay Resort Key Largo, Curio Collection by Hilton
Key Largo
United States
Alan
£292
includes taxes & fees
25 Oct - 26 Oct
Baker's Cay Resort Key Largo, Curio Collection by Hilton
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.
A beach with palm trees, a dock, and lounge chairs.
A hotel room with a bed, a sofa, a coffee table, a desk with a lamp, and a view of the ocean.
An aerial view of a resort with a swimming pool, palm trees, and a dock.

2. Amara Cay Resort

Amara Cay Resort
Matecumbe
United States
Danielle
£175
includes taxes & fees
21 Oct - 22 Oct
Amara Cay Resort
A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.
A coastal resort with a beach, a swimming pool, and multiple buildings.
A resort with a pool, beach, and ocean view.
An outdoor dining area with round tables and chairs, a thatched roof, and a view of the sea.

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Islamorada
United States
Liosbel
£259
includes taxes & fees
3 Nov - 4 Nov
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.
A wooden pier leading to a beach with palm trees and a row of beach huts.
A paved pathway leading to a beach with palm trees and a view of the ocean.
A beachside patio with wooden furniture, a thatched roof, and a view of the ocean.

4. Islander Resort

Islander Resort
Matecumbe
United States
Steven
£233
includes taxes & fees
18 Oct - 19 Oct
Islander Resort
An aerial view of a resort with a large pool, palm trees, and a beach.
A beachside patio with lounge chairs, a table, and a view of the ocean.
A pool area with lounge chairs and umbrellas, a clear sky, and palm trees.
A beach with clear water, a wooden pier, and lounge chairs under a tree.

5. Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
Rock Harbor
United States
Jorge
£266
includes taxes & fees
1 Nov - 2 Nov
Playa Largo Resort & Spa, Autograph Collection
A row of beachside cottages with colorful exteriors, each with a beach chair and umbrella.
A beach resort with palm trees, a thatched hut, and a purple building with a window.
A resort with a pool surrounded by palm trees and a view of the ocean.
A row of colorful beach huts with palm trees in the background.

6. La Siesta Resort & Villas

La Siesta Resort & Villas
Matecumbe
United States
Brianne
£199
includes taxes & fees
1 Nov - 2 Nov
La Siesta Resort & Villas
A beach with palm trees, lounge chairs, and a thatched-roof structure.
A spacious living room with a dining area, a sofa, and a coffee table.
A wooden deck with a thatched-roof structure, a sign indicating no swimming, and a clear view of the ocean.
A clear blue pool with lounge chairs and umbrellas, surrounded by greenery.

7. Condo in the Keys

Condo in the Keys
Tavernier
Condo in the Keys
Balcony
Beach
Pool
Pool

8. The Sanctuary Islet by Florida Keys Luxury Rentals

The Sanctuary Islet by Florida Keys Luxury Rentals
Key Largo
The Sanctuary Islet by Florida Keys Luxury Rentals
Property grounds
Exterior
Beach/ocean view
Pool

9. Pineapple Beach by Florida Keys Luxury Rentals

Pineapple Beach by Florida Keys Luxury Rentals
Islamorada
Pineapple Beach by Florida Keys Luxury Rentals
Dining
Exterior
Pool
Dining

10. Lime Key by Florida Keys Luxury Rentals

Lime Key by Florida Keys Luxury Rentals
Buccaneer Point
Lime Key by Florida Keys Luxury Rentals
Pool
Private kitchen
Beach
Interior detail

11. Serenity by Florida Keys Luxury Rentals

Serenity by Florida Keys Luxury Rentals
Matecumbe
Serenity by Florida Keys Luxury Rentals
Beach
Exterior
Pool
Interior detail

12. Turtle Nest Estate by Florida Keys Luxury Rentals

Turtle Nest Estate by Florida Keys Luxury Rentals
Matecumbe
Turtle Nest Estate by Florida Keys Luxury Rentals
Balcony
Living room
Pool
Dining

13. Midnight Runner by Florida Keys Luxury Rentals

Midnight Runner by Florida Keys Luxury Rentals
Tavernier
Midnight Runner by Florida Keys Luxury Rentals
Exterior
Pool
Room
Private kitchen

14. Bay Beach by Florida Keys Luxury Rentals

Bay Beach by Florida Keys Luxury Rentals
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.
Cheeca Lodge & Spa

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82 Islamorada FL
£213
19 Oct - 20 Oct
includes taxes & fees
Cheeca Lodge & Spa
The Islands of Islamorada

The Islands of Islamorada

82779 Old Hwy Islamorada FL
£458
18 Oct - 19 Oct
includes taxes & fees
The Islands of 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.

See all hotels in Islamorada
An aerial view of a coastal town with a marina, surrounded by clear blue waters and green islands.

Top Islamorada Hotel Reviews

Amara Cay Resort

Amara Cay Resort

8/10 Good
"Hallways quite loud in the mornings by staff, like they forget people are on vacation and sleeping. Pool itself is nice. Sand is very rocky so must wear shoes."
Kristen 4-night trip
Posted 7 hours ago
Amara Cay Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

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

10/10 Excellent
"this was the nicest place i have ever stayed. the staff was so incredibly helpful and the amenities they provide are amazing. will definitely stay here again. 10/10"
Sadie 9-night trip
Posted 1 day ago
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Find out more about Islamorada

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 £213
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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