Find Luxury Hotels in Islamorada

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Top Luxury Hotels in Islamorada

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1140)
"Excellent service and their hospitality. "
The price is S$392
includes taxes & fees
1 Dec - 2 Dec
Cheeca Lodge & Spa

Amara Cay Resort

4.0 star property
8.8 out of 10, Excellent, (1295)
"The oceanfront suite was very nice! Everyone that worked at the resort was so friendly and amazing!!"
The price is S$341
includes taxes & fees
5 Dec - 6 Dec
Amara Cay Resort

Drop Anchor

3.0 star property
8.8 out of 10, Excellent, (1054)
"Quiet and very clean room. Great location! Will be back! "
The price is S$491
includes taxes & fees
8 Dec - 9 Dec
Drop Anchor

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

3.0 star property
8.0 out of 10, Very good, (1022)
"The hotel and stAffwereamazing. Two of restaurants were being redone so our dinner choices on site were limited. Setting that aside, this place is unbelievably good for the price. A marina with boardwalk, live entertainment, a real Tiki bar, two perfect beach areas and great salt water swimming pools. Even an ice cream shop and a beachwear store on site."
The price is S$654
includes taxes & fees
1 Dec - 2 Dec
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Creekside Inn Islamorada

2.5 star property
8.0 out of 10, Very good, (1083)
"We had to wait for someone to check us in around 7pm. But once we were checked in, the rooms were comfortable. We booked through Expedia and the room photos showed a view of the water but we had no view of the water. We walked to a nearby restaurant and had a good meal. Good place for a night or two."
The price is S$168
includes taxes & fees
1 Dec - 2 Dec
Creekside Inn Islamorada

Chesapeake Beach Resort

2.5 star property
9.0 out of 10, Wonderful, (1439)
"Beds and linens super comfortable. Breakfast was nice and different from other hotels. (Custom.omelets) easy parking, pretty location. Some.road.noise... almost inescapable in the Keys..."
The price is S$282
includes taxes & fees
12 Dec - 13 Dec
Chesapeake Beach Resort

Conch On Inn Motel

2.0 star property
7.6 out of 10, Good, (488)
"Overall great experience & owners were great. Only thing I would offer up is could use some new mattresses but everything else was more than expected! Would (or shouldsay will) stay again someday"
Conch On Inn Motel

Casa Morada

3.5 star property
9.4 out of 10, Exceptional, (369)
"Wonderful property."
The price is S$700
includes taxes & fees
10 Dec - 11 Dec
Casa Morada

Fisher Inn Resort & Marina

3.5 star property
7.6 out of 10, Good, (1023)
"Good, clean"
The price is S$244
includes taxes & fees
16 Dec - 17 Dec
Fisher Inn Resort & Marina

Islander Resort

4.0 star property
9.0 out of 10, Wonderful, (1127)
"They had much construction going on When finished should be excellent place to stay"
The price is S$364
includes taxes & fees
1 Dec - 2 Dec
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.
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Beautiful view of the beach with palm trees

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Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Are you looking for a luxury hotel for your stay in Islamorada?
Known for its ocean views and sunsets, Islamorada also has some interesting things to see and do including Everglades National Park, so you may want to take in the local sights during your visit.
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 Everglades National Park, Florida Keys Brewing Co. and Bud n’ Mary’s Dive Center. If you have a bit of extra time while you’re in the area, you might want to check out Founders Park and Anne’s Beach.