Find Luxury Hotels in Islamorada, FL

    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
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Islamorada Luxury Hotels

Top Islamorada Luxury Hotels

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1156)
"We’ve been coming here for years and for good reason! Beautiful property, friendly staff and excellent amenities!"
The price is ₩221,373
₩343,023 total
includes taxes & fees
Aug 21 - Aug 22
Cheeca Lodge & Spa

Amara Cay Resort

4.0 star property
9.0 out of 10, Wonderful, (1241)
"Always an amazing place to stay "
The price is ₩234,007
₩355,678 total
includes taxes & fees
Sep 1 - Sep 2
Amara Cay Resort

Drop Anchor

3.0 star property
8.8 out of 10, Excellent, (1003)
"Beautiful and quiet place!"
The price is ₩170,728
₩240,799 total
includes taxes & fees
Aug 21 - Aug 22
Drop Anchor

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

3.5 star property
9.0 out of 10, Wonderful, (59)
"Great resort, excellent staff and customer service, I'll definitely coming back "
The price is ₩271,007
₩397,302 total
includes taxes & fees
Sep 4 - Sep 5
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

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 ₩174,173
₩195,944 total
includes taxes & fees
Sep 1 - Sep 2
Creekside Inn Islamorada

Chesapeake Beach Resort

3.5 star property
9.2 out of 10, Wonderful, (1501)
"Excellent location on the ocean and everything was really perfect. will stay there again"
The price is ₩170,624
₩270,269 total
includes taxes & fees
Aug 21 - Aug 22
Chesapeake Beach Resort

Conch On Inn Motel

2.0 star property
7.6 out of 10, Good, (488)
Conch On Inn Motel

Casa Morada

3.5 star property
9.4 out of 10, Exceptional, (409)
"The marina was clean and convenient."
The price is ₩243,649
₩301,520 total
includes taxes & fees
Aug 24 - Aug 25
Casa Morada

Fisher Inn Resort & Marina

3.5 star property
8.0 out of 10, Very Good, (1005)
"Beautiful water and attentive staff."
The price is ₩161,644
₩227,279 total
includes taxes & fees
Sep 14 - Sep 15
Fisher Inn Resort & Marina

Islander Resort

4.0 star property
9.2 out of 10, Wonderful, (1012)
" Great location, beautiful hotel!"
The price is ₩278,456
₩407,241 total
includes taxes & fees
Aug 27 - Aug 28
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

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.
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, Islamorada County Park, 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.