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

Islamorada 5 Stars Hotels

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Check availability on Islamorada 5 Star Hotels

Tonight
Sep 30 - Oct 1
Tomorrow
Oct 1 - Oct 2
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Islamorada 5-star hotels

A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.
A tropical resort with a swimming pool, palm trees, and a waterfall.
A hotel room with a large bed, a television, a dining area with chairs, a table, and a view of the ocean.
A spacious lobby with a seating area, a bar, and a large window providing a view of the outdoors.

1. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
United States
RAIBEL
NT$4,754
NT$7,681 total
includes taxes & fees
Oct 1 - Oct 2
Cheeca Lodge & Spa
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 gated entrance to a resort with palm trees and a clear sky.
A resort with multiple white buildings, each featuring balconies and surrounded by lush greenery and palm trees.

2. The Islands of Islamorada

The Islands of Islamorada
Matecumbe
United States
Christian
NT$15,159
NT$19,109 total
includes taxes & fees
Oct 1 - Oct 2
The Islands of Islamorada
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Islamorada.
Baker's Cay Resort Key Largo, Curio Collection by Hilton

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

97000 Overseas Hwy Key Largo FL
NT$8,869
NT$11,736 total
Oct 12 - Oct 13
includes taxes & fees
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Amara Cay Resort

Amara Cay Resort

80001 Overseas Hwy Islamorada FL
NT$4,932
NT$7,881 total
Oct 4 - Oct 5
includes taxes & fees
8.8/10 Excellent! (1,328 reviews)
Amara Cay Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

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

84001 Overseas Hwy Islamorada FL
NT$6,866
NT$10,057 total
Oct 18 - Oct 19
includes taxes & fees
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
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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 white two-story house with blue accents, surrounded by palm trees and a sandy area.

Top Islamorada Hotel Reviews

Cheeca Lodge & Spa

Cheeca Lodge & Spa

10/10 Excellent
"All the place is amazing but the rooms needs a little be of work to upgrade, and the beach was not as we imagined"
Daniel 3-night trip
Posted 17 hours ago
Cheeca Lodge & Spa

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Islamorada?
There are many different pricing options for 5-star hotels in Islamorada on Expedia. How much you'll pay will depend on when you travel, trip length and other factors. Compare available accommodations for your desired dates and use our pricing and other filters to lock in the ideal high-end stay.
  • Search for the lowest price per night from NT$7,881
What makes a hotel 5 stars in Islamorada?
In Islamorada, a hotel must offer a certain amount of high-end amenities to earn 5 stars. These may include on-site gyms, spas and saunas, gourmet restaurants, luxury bathroom products, premium bedding and more. What also sets 5-star hotels apart is their superior service. You can look forward to things like nightly turn-down services, in-room massages and concierge services. Some may also offer additional touches like welcome gifts.
Are there any 5-star all-inclusive resorts in Islamorada?
Find a luxurious escape that includes your room, meals, activities and entertainment in Islamorada with the help of Expedia's filters. Search for properties with a 5-star rating and select the "All inclusive" filter. Be sure to check what's included in the price. That way, you'll be ready to maximize all the perks on offer as soon as you arrive.

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