Islamorada Hotel Guide - Luxury Hotels in Islamorada, Florida

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check availability on Islamorada Luxury Hotels

Tonight
2 Aug - 3 Aug
Tomorrow
3 Aug - 4 Aug
Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug

Top Islamorada Luxury Hotels

Cheeca Lodge & Spa
Relax on the beach with lounge chairs, a shaded hut, and a long pier extending into the calm sea.

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1142)
"Great chill location. "
The price is €251
includes taxes & fees
4 Aug - 5 Aug
Cheeca Lodge & Spa
Amara Cay Resort
Relax in a serene outdoor seating area with Adirondack chairs around a central fire pit, surrounded by palm trees and ocean views.

Amara Cay Resort

4.0 star property
8.8 out of 10, Excellent, (1236)
"Great hotel a family room "
The price is €220
includes taxes & fees
1 Sept - 2 Sept
Amara Cay Resort
Drop Anchor
Relax in a semi-circular seating area overlooking the beach, surrounded by palm trees and a thatched umbrella.

Drop Anchor

3.0 star property
8.8 out of 10, Excellent, (1002)
"This was our second stay in a month. Great location, beautiful property on the water. We love it here and cant wait to go back."
Drop Anchor
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Relax by the oceanfront pool surrounded by palm trees and lounge chairs.

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

3.5 star property
9.0 out of 10, Wonderful, (53)
"This place is a gem. It was beautiful and quiet. "
The price is €230
includes taxes & fees
19 Aug - 20 Aug
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Creekside Inn Islamorada
Enjoy waterfront views from a balcony overlooking the calm waterway, surrounded by lush greenery.

Creekside Inn Islamorada

2.5 star property
8.0 out of 10, Very good, (1000)
"Loved staying here, amazing friendly staff, great location, would surely stay here again"
The price is €121
includes taxes & fees
12 Aug - 13 Aug
Creekside Inn Islamorada
Chesapeake Beach Resort
Relax on the beach with a tranquil ocean view and comfortable sun loungers.

Chesapeake Beach Resort

3.5 star property
9.2 out of 10, Wonderful, (1482)
"The hotel is wonderful "
The price is €195
includes taxes & fees
10 Aug - 11 Aug
Chesapeake Beach Resort
Conch On Inn Motel
Relax in our serene outdoor lounge, surrounded by lush greenery and a thatched-roof structure.

Conch On Inn Motel

2.0 star property
7.6 out of 10, Good, (488)
Conch On Inn Motel
Casa Morada
Relax on the beach with ocean views, sun loungers, and shade from umbrellas.

Casa Morada

3.5 star property
9.4 out of 10, Exceptional, (405)
"Charming hotel with beautiful views! "
The price is €320
includes taxes & fees
4 Aug - 5 Aug
Casa Morada
Fisher Inn Resort & Marina
Relax by the pool or on the beach, with lounge chairs and a dock leading into the ocean.

Fisher Inn Resort & Marina

3.5 star property
8.0 out of 10, Very good, (1000)
"For the price, it is great to spend a weekend and enjoy the Islamorada sandbar."
The price is €139
includes taxes & fees
12 Aug - 13 Aug
Fisher Inn Resort & Marina
Islander Resort
Relax in comfort on the beach with lounge chairs and enjoy the ocean views.

Islander Resort

4.0 star property
9.2 out of 10, Wonderful, (1006)
"Beautiful location loved the rooms and restaurants were excellent "
The price is €260
includes taxes & fees
11 Aug - 12 Aug
Islander 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.

Top Islamorada Hotel Reviews

Islander Resort

Islander Resort

10/10 Excellent
"This place was amazing! It definitely had a resort feel and was very clean. Even though the beaches aren't the normal tropic island beaches everthing inside the resort made you feel you were on an island. The staff was very helpful and friendly. The parking was free and right outside our room. The room also was immaculate and I never say this, since there is always something I find wrong with the room or bathroom. Overall would stay here again 100% and will recommend to anyone asking. Finally, it was pet friendly which made me love it even more! "
Sarah 2-night trip
Posted 2 days ago
Islander Resort

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 travellers looking for an elegant place to stay.
How many luxury hotels are there in Islamorada?
Lie in the lap of luxury during your getaway to Islamorada in one of Expedia's 8 luxury hotels.
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 temperature of 29°C, while the coldest months are January and February, with an average of 22°C. Average annual precipitation for Islamorada is 1122 mm.
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, Islamorada County Park and Founders Park. If you have a bit of extra time while you're in the area, you might want to check out Anne's Beach and Fiesta Key.