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

Islamorada 4 Stars Hotels

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Check availability on Islamorada 4 Star Hotels

Tonight
Sep 15 - Sep 16
Tomorrow
Sep 16 - Sep 17
This weekend
Sep 18 - Sep 20
Next weekend
Sep 25 - Sep 27

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 modern hotel lobby with large windows, geometric light fixtures, and indoor plants.
A modern hotel room with a large bed, a desk with a lamp, a chair, and a view of the ocean.

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
Milagros
₩317,932
₩431,636 total
includes taxes & fees
Sep 28 - Sep 29
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 hotel room with a bed, a sofa, a coffee table, a desk with a lamp, and a view of the ocean.
A resort pool with palm trees, beach chairs, and umbrellas.
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
Amy
₩207,378
₩331,411 total
includes taxes & fees
Sep 17 - Sep 18
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.
A beach with palm trees, a clear blue sky, and a calm sea.

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Islamorada
Canada
Eslita
₩245,781
₩374,615 total
includes taxes & fees
Sep 27 - Sep 28
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
An aerial view of a resort with a large pool, palm trees, and a beach.
A pool area with lounge chairs and umbrellas, a clear sky, and palm trees.
A restaurant with wooden tables and chairs, a bar area, and a view of the sea.
A beachside patio with lounge chairs, a table, and a view of the ocean.

4. Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
Rock Harbor
United States
Danilo
₩342,108
₩458,834 total
includes taxes & fees
Sep 28 - Sep 29
Playa Largo Resort & Spa, Autograph Collection
An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.
A beachside patio with wooden furniture, a thatched roof, and a view of the ocean.
A bar area with a wooden counter, bar stools, and potted plants.
A wooden pier leading to a beach with palm trees and a row of beach huts.

5. Islander Resort

Islander Resort
Matecumbe
United States
Sonia
₩297,634
₩425,396 total
includes taxes & fees
Sep 21 - Sep 22
Islander Resort
A row of beachside cottages with colorful exteriors, each with a beach chair and umbrella.
A row of colorful beach huts with palm trees in the background.
A resort with a pool surrounded by palm trees and a view of the ocean.
A beach with colorful buildings, kayaks, and lounge chairs.

6. La Siesta Resort & Villas

La Siesta Resort & Villas
Matecumbe
United States
Brianne
La Siesta Resort & Villas
A balcony with a wooden table, two chairs, and a view of the ocean and palm trees.
A pool area with clear blue water, white lounge chairs, and palm trees.
A resort with multiple white buildings, each featuring balconies and surrounded by lush greenery and palm trees.
A beachside patio with a thatched roof, two lounge chairs, and a view of the ocean.

7. The Islands of Islamorada

The Islands of Islamorada
Matecumbe
United States
Christian
₩543,348
₩696,088 total
includes taxes & fees
Sep 20 - Sep 21
The Islands of Islamorada
A beach with palm trees, lounge chairs, and a thatched-roof structure.
A restaurant with a bar area, wooden ceiling, large windows, and potted plants.
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.

8. Condo in the Keys

Condo in the Keys
Tavernier
United States
Angela
Condo in the Keys

9. Pineapple Beach by Florida Keys Luxury Rentals

Pineapple Beach by Florida Keys Luxury Rentals
Islamorada
Pineapple Beach by Florida Keys Luxury Rentals

10. 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

11. 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

12. Lime Key by Florida Keys Luxury Rentals

Lime Key by Florida Keys Luxury Rentals
Buccaneer Point
Lime Key by Florida Keys Luxury Rentals

13. Midnight Runner by Florida Keys Luxury Rentals

Midnight Runner by Florida Keys Luxury Rentals
Tavernier
Midnight Runner by Florida Keys Luxury Rentals

14. Serenity by Florida Keys Luxury Rentals

Serenity by Florida Keys Luxury Rentals
Matecumbe
Serenity by Florida Keys Luxury Rentals

15. 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
₩200,606
₩324,140 total
Sep 29 - Sep 30
includes taxes & fees
9.2/10 Wonderful! (1,440 reviews)
Cheeca Lodge & Spa
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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 snorkeling coral reefs teeming with tropical fish, then unwind at waterfront restaurants where chefs cook your fresh catch.

See all hotels in Islamorada
A wooden pier extending into calm waters with a covered seating area and a boat docked at the end.

Top Islamorada Hotel Reviews

Islander Resort

Islander Resort

10/10 Excellent
"Great location. Very good CLEANING staff and FRONT DESK staff are excellent"
Thomas 4-night trip
Posted 1 day ago
Islander Resort
Amara Cay Resort

Amara Cay Resort

10/10 Excellent
"Beautiful lobby, nice outdoor area, room is clean, the elevator is a bit old though. Pool is very big, kids love it."
Yimin 1-night trip
Posted 2 days ago
Amara Cay Resort

Frequently asked questions

What are the best 4-star hotels in Islamorada?
Make lifelong vacation 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 ₩324,140
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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