Find Luxury Hotels in Islamorada, FL

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

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

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 AED 2,475
AED 3,053 total
includes taxes & fees
30 Nov - 1 Dec
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, (1,518 reviews)
  • cleanliness
    Experience seaside opulence with private beach access, three outdoor pools, and oceanfront dining at this beachfront Matecumbe resort.
The price is AED 666
AED 1,018 total
includes taxes & fees
16 Nov - 17 Nov
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, (1,004 reviews)
  • cleanliness
    Beachfront luxury awaits at this Key Largo resort with spa treatments and ocean views.
The price is AED 966
AED 1,289 total
includes taxes & fees
29 Nov - 30 Nov
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, (1,572 reviews)
The price is AED 804
AED 1,052 total
includes taxes & fees
29 Nov - 30 Nov
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 AED 890
AED 1,337 total
includes taxes & fees
9 Dec - 10 Dec
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.
View all properties

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.

Explore a world of travel with Expedia