Search Luxury Hotels in Islamorada

    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, (1149)
"Been coming to the keys for 29 years, absolutely the best place we have ever stayed. Staff, rooms, food were second to none. "
The price is 4.175.658 ₫
6.470.300 ₫ total
includes taxes & fees
14 Aug - 15 Aug
Cheeca Lodge & Spa

Amara Cay Resort

4.0 star property
8.8 out of 10, Excellent, (1239)
"We had a very nice stay celebrating my wife’s birthday. "
The price is 4.413.986 ₫
6.709.006 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Amara Cay Resort

Drop Anchor

3.0 star property
8.8 out of 10, Excellent, (1004)
"Beautiful and quiet place!"
Drop Anchor

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

3.5 star property
9.0 out of 10, Wonderful, (57)
"Great resort, excellent staff and customer service, I'll definitely coming back "
The price is 4.888.671 ₫
7.243.027 ₫ total
includes taxes & fees
18 Aug - 19 Aug
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 3.280.723 ₫
3.690.814 ₫ total
includes taxes & fees
2 Sept - 3 Sept
Creekside Inn Islamorada

Chesapeake Beach Resort

3.5 star property
9.2 out of 10, Wonderful, (1497)
"Great place to stay, safe and quiet"
The price is 3.961.286 ₫
5.931.570 ₫ total
includes taxes & fees
25 Aug - 26 Aug
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, (406)
"The marina was clean and convenient."
The price is 5.777.640 ₫
7.149.830 ₫ total
includes taxes & fees
14 Aug - 15 Aug
Casa Morada

Fisher Inn Resort & Marina

3.5 star property
8.0 out of 10, Very good, (1000)
"Beautiful water and attentive staff."
The price is 2.930.839 ₫
4.154.123 ₫ total
includes taxes & fees
19 Aug - 20 Aug
Fisher Inn Resort & Marina

Islander Resort

4.0 star property
9.2 out of 10, Wonderful, (1012)
" Great location, beautiful hotel!"
The price is 5.454.800 ₫
7.906.838 ₫ total
includes taxes & fees
20 Aug - 21 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

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.
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 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.