Explore 16 Luxury Hotels in Islamorada
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Best Luxury Hotels in Islamorada

Chesapeake Beach Resort
"The room was very clean and comfortable, my only issue was it was close to the road so all you hear is road traffic. I asked to move rooms but we weren’t able to. The breakfast was nice- homemade omelet and waffles, a selections of items to toast. The bar tender Jose was super nice and very helpful ..."
Reviewed on Nov 14, 2026

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
"Clean room with balcony and water views. Overall this is a very well maintained property. I would only suggest more staffing for quicker check ins and delivery of coffee and condiments for the rooms."
Reviewed on Nov 14, 2026

Amara Cay Resort
"If I have one complaint, it would be access to a decent cup of coffee. You would think there would be a quick access coffee shop or station or at least through the bar."
Reviewed on Nov 14, 2026

Drop Anchor
"They were amazing! Amenities were great fun! Will definitely be back!"
Reviewed on Nov 11, 2026

Creekside Inn
"The staff was friendly and welcoming and the restaurants were very close. On the 2nd day I needed a fresh set of towels and they delivered them quickly. I will stay there again if I'm in Tavanier."
Reviewed on Nov 13, 2026

Cheeca Lodge & Spa

Conch On Inn Motel

Casa Morada
More 4 star hotels in Islamorada

Serenity by Florida Keys Luxury Rentals
5 star hotels in Islamorada

The Islands of Islamorada
Islamorada Luxury Hotels
Do you want to stay at an elegant 5 star hotel for your next getaway? Do you want to be pampered like royalty? When you're ready, the Islamorada luxury hotels are the plush oasis you’ve been looking for.
Choose from the best luxury hotels in Islamorada to make your stay as comfortable and memorable as possible. Deluxe amenities await you upon check-in—perks like a heated pool, luxurious spa, and 24-hour reception service will cater to your every need, no matter the hour. If you’re tired from the day’s activities and don’t feel like wandering around to look for a meal, sit down to dinner at one of the high-end restaurants on property or contact room service for a sophisticated dining experience in the comfort of your own suite. Getting to and from the airport will be an easy task as well because most of these fancy hotels offer a free shuttle service for easy transportation.
We want you to enjoy your next vacation in style and the top luxury resorts in Islamorada will help you do just that. Browse Travelocity right now to find amazing deals on the best luxury hotels and 4 star hotels in Islamorada, and plan your next opulent escape.
Islamorada hotels essential information
Accommodation | 2,118 hotels |
|---|---|
Lowest Price | $148 |
Highest Price | $876 |
Popular hotels | Cheeca Lodge & Spa, Amara Cay Resort, Drop Anchor, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, Creekside Inn, Chesapeake Beach Resort, Conch On Inn Motel, Casa Morada |
Popular Luxury Stays in Islamorada
Recent Islamorada Hotel Reviews By Fellow Wanderers

Amara Cay Resort
"If I have one complaint, it would be access to a decent cup of coffee. You would think there would be a quick access coffee shop or station or at least through the bar."














