Luxury Hotels in Islamorada, Florida

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Check prices for these dates

Tonight
Nov 14 - Nov 15
Tomorrow
Nov 15 - Nov 16
Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29

Our top choices for Islamorada luxury hotels

A modern living room with a large window, a sofa, a dining area, and a view of the ocean.

1. The Islands of Islamorada

The Islands of Islamorada
5.0 star property
Matecumbe
9.6 out of 10, Exceptional, (83 reviews)
The price is P44,736
P54,988 total
includes taxes & fees
Nov 30 - Dec 1
The Islands of Islamorada
A hotel courtyard with palm trees, a tiled walkway, and a building entrance.

2. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,516 reviews)
  • cleanliness
    Experience seaside opulence with private beach access, three outdoor pools, and oceanfront dining at this beachfront Matecumbe resort.
The price is P11,546
P17,646 total
includes taxes & fees
Nov 16 - Nov 17
Cheeca Lodge & Spa
An aerial view of a resort with a large pool, palm trees, and a beach.

3. Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
4.5 star property
Rock Harbor
9.0 out of 10, Wonderful, (1,003 reviews)
  • cleanliness
    Beachfront luxury awaits at this Key Largo resort with spa treatments and ocean views.
The price is P16,749
P22,353 total
includes taxes & fees
Nov 29 - Nov 30
Playa Largo Resort & Spa, Autograph Collection
A beach with thatched umbrellas, palm trees, and blue lounge chairs.

4. Reefhouse Resort & Marina

Reefhouse Resort & Marina
4.5 star property
Key Largo
9.2 out of 10, Wonderful, (1,570 reviews)
The price is P13,947
P18,238 total
includes taxes & fees
Nov 29 - Nov 30
Reefhouse Resort & Marina
A modern living room with a balcony overlooking the sea, furnished with a sofa, chairs, and a dining table.

5. Hawks Cay Resort

Hawks Cay Resort
4.0 star property
Marathon
8.2 out of 10, Very good, (1,001 reviews)
The price is P15,434
P23,194 total
includes taxes & fees
Dec 9 - Dec 10
Hawks Cay Resort
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.
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Frequently Asked Questions

Are you looking for a luxury hotel for your stay in Islamorada?

During your visit, you might want to enjoy the ocean views and sunsets which Islamorada is known for.

What's the best luxury place to stay in Islamorada?

Cheeca Lodge & Spa is a luxury resort with a private beach and 3 restaurants, and it's a popular choice for Expedia travelers looking for an elegant place to stay. Another upscale choice for your trip is The Islands of Islamorada.

When can I expect good weather in Islamorada?

Planning for the weather is an important factor for making your trip to Islamorada a success, especially when you're splurging. The hottest months are usually August and July with an average temp of 83°F, while the coldest months are January and February with an average of 72°F. Average annual precipitation for Islamorada is 44 inches.

What's there to see and do in Islamorada?

Experience all that Islamorada has to offer when you visit Bud n' Mary's Dive Center, Robbie’s of Islamorada, and Anne's Beach. If you have a bit of extra time while you’re in the area, you might want to check out Fiesta Key and Everglades National Park.