Explore 16 Luxury Hotels in Islamorada
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Best Luxury Hotels in Islamorada
Casa Morada
136 Madeira Road Islamorada FL
$512 nightly
The price is $576 total per night from Feb 11 to Feb 12
$576 total
Feb 11 - Feb 12
Total with taxes and fees
This hotel features a bar/lounge, a poolside bar, and an outdoor pool. Enjoy a day at the beach kayaking, or relax with beach umbrellas. There's no skimping ...
9.4/10 Exceptional! (421 reviews)
Room was spotless. Everyone was extremely happy to provide service & refused a tip! I drove the wrong way out of a parking lot and the maintenance crew got the car turndd around for me. They also were very kind about it.
Reviewed on Jan 30, 2026
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Fully refundableReserve now, pay when you stay
$432 nightly
The price is $487 total per night from Feb 11 to Feb 12
$487 total
Feb 11 - Feb 12
Total with taxes and fees
This luxury resort features a private beach, a golf course, and a full-service spa. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. ...
9.2/10 Wonderful! (1,290 reviews)
Great staff and beautiful property
Reviewed on Jan 29, 2026
Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
$377 nightly
The price is $425 total per night from Feb 8 to Feb 9
$425 total
Feb 8 - Feb 9
Total with taxes and fees
A private beach, a marina, and 2 outdoor pools are all featured at this smoke-free hotel. Enjoy a day at the beach kayaking, or relax with sun loungers. Unwind ...
9.2/10 Wonderful! (1,651 reviews)
Gorgeous view, very pleasant staff, clean room
Reviewed on Jan 30, 2026
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
$466 nightly
The price is $524 total per night from Feb 11 to Feb 12
$524 total
Feb 11 - Feb 12
Total with taxes and fees
This Art Deco resort features a private beach, a marina, and 4 restaurants. Enjoy a day at the beach snorkeling, or relax with sun loungers. Families will appreciate ...
9/10 Wonderful! (137 reviews)
Hotel/room was very clean and well care for. Staff very professional. Breakfast that was provided very good.
Reviewed on Jan 27, 2026
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
$303 nightly
The price is $341 total per night from Feb 11 to Feb 12
$341 total
Feb 11 - Feb 12
Total with taxes and fees
A private beach, 2 restaurants, and an outdoor pool are all featured at this resort. If you want to take your pet along, this pet-friendly property offers everything ...
8.8/10 Excellent! (1,261 reviews)
Always a favorite! It will be really nice when the tiki bar is finished. That was always a fun spot. The staff is great and love the grounds.
Reviewed on Feb 1, 2026
Drop Anchor
84959 Overseas Highway, 222 Islamorada FL
$379 nightly
The price is $422 total per night from Feb 6 to Feb 7
$422 total
Feb 6 - Feb 7
Total with taxes and fees
An outdoor pool, free self parking, and barbecue grills are featured at this hotel. WiFi in public areas is free. A business center, a garden, and a picnic area ...
8.6/10 Excellent! (1,009 reviews)
Loved this place
Reviewed on Feb 2, 2026
Creekside Inn
90611 Old Highway Tavernier FL
$269 nightly
The price is $303 total per night from Feb 8 to Feb 9
$303 total
Feb 8 - Feb 9
Total with taxes and fees
This smoke-free motel's marina and 2 outdoor pools are some of the highlights. Guests will appreciate free perks like free self parking and WiFi in public areas. ...
7.8/10 Good! (1,003 reviews)
Room was clean, spacious with a wonderful canal view.
Reviewed on Jan 27, 2026
Conch On Inn Motel
103 Caloosa Street Tavernier FL
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, concierge services, and barbecue grills are also on offer.
The room was about 90° when we got there and never did cool off for two days we were there. Water pressure in the bathroom was bad. And one of the owners gave us a real bad attitude when we inquired about checking out a little bit late on our last day. We will never go back there again I would not ...
Reviewed on Aug 6, 2018
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.
More 4 star hotels in Islamorada
The Sanctuary Islet by Florida Keys Luxury Rentals
1565 Ocean Bay Drive Key Largo FL
5 star hotels in Islamorada
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
$432 nightly
The price is $487 total per night from Feb 11 to Feb 12
$487 total
Feb 11 - Feb 12
Total with taxes and fees
9.2/10 Wonderful! (1,290 reviews)
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 | 2,114 hotels |
|---|---|
Lowest Price | $303 |
Highest Price | $576 |
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
5 out of 5
Posted 3 days ago
Travelocity Verified Review
"Always a favorite! It will be really nice when the tiki bar is finished. That was always a fun spot. The staff is great and love the grounds. "
A verified traveler from Cordova stayed at Amara Cay Resort
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