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
Oct 17 - Oct 18
Tomorrow
Oct 18 - Oct 19
Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1

Our top choices for Islamorada 4-star hotels

A table with a glass pitcher, a glass with a slice of lime, and a plate with raspberries and a sprig of rosemary.
An aerial view of a resort with two large swimming pools surrounded by palm trees and lounge chairs.
A child sitting on a beach with sand toys and a green bucket nearby.
A cozy living room with a pool table, a large bookshelf, and comfortable seating.

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
NT$8,741
NT$11,620 total
includes taxes & fees
Oct 29 - Oct 30
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.
An aerial view of a resort with a swimming pool, palm trees, and a dock.
A beach with palm trees, a dock, and lounge chairs.

2. Amara Cay Resort

Amara Cay Resort
Matecumbe
United States
Danielle
NT$5,008
NT$8,004 total
includes taxes & fees
Oct 21 - Oct 22
Amara Cay Resort
A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.
A beach with palm trees, a clear blue sky, and a calm sea.
An outdoor dining area with round tables and chairs, a thatched roof, and a view of the sea.
A resort with a pool, beach, and ocean view.

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
NT$7,750
NT$11,089 total
includes taxes & fees
Nov 2 - Nov 3
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 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 paved pathway leading to a beach with palm trees and a view of the ocean.

4. Islander Resort

Islander Resort
Matecumbe
United States
Clara
NT$6,325
NT$9,484 total
includes taxes & fees
Nov 15 - Nov 16
Islander Resort
An aerial view of a resort with a large pool, palm trees, and a beach.
A beach with clear water, a wooden pier, and lounge chairs under a tree.
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.

5. Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
Rock Harbor
United States
Jorge
NT$9,041
NT$11,958 total
includes taxes & fees
Nov 1 - Nov 2
Playa Largo Resort & Spa, Autograph Collection
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 beach with colorful buildings, kayaks, and lounge chairs.
A beach resort with palm trees, a thatched hut, and a purple building with a window.

6. La Siesta Resort & Villas

La Siesta Resort & Villas
Matecumbe
United States
Brianne
NT$5,008
NT$8,004 total
includes taxes & fees
Nov 15 - Nov 16
La Siesta Resort & Villas
A beach with palm trees, lounge chairs, and a thatched-roof structure.
A clear blue pool with lounge chairs and umbrellas, surrounded by greenery.
A wooden deck with a thatched-roof structure, a sign indicating no swimming, and a clear view of the ocean.
A restaurant with a bar area, wooden ceiling, large windows, and potted plants.

7. Condo in the Keys

Condo in the Keys
Tavernier
United States
Angela
Condo in the Keys
Balcony
Interior detail
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
Pool
Exterior
Private kitchen

9. Pineapple Beach by Florida Keys Luxury Rentals

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

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
Private kitchen
Beach

11. Serenity by Florida Keys Luxury Rentals

Serenity by Florida Keys Luxury Rentals
Matecumbe
Serenity by Florida Keys Luxury Rentals
Beach
Beach/ocean view
Exterior
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
Exterior
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
Private kitchen
Pool
Balcony

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
NT$6,448
NT$9,623 total
Oct 21 - Oct 22
includes taxes & fees
Cheeca Lodge & Spa
The Islands of Islamorada

The Islands of Islamorada

82779 Old Hwy Islamorada FL
NT$16,913
NT$21,152 total
Oct 18 - Oct 19
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 snorkeling 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

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 NT$9,623
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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