Explore 16 Luxury Hotels in Islamorada
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Best Luxury Hotels in Islamorada
Casa Morada
136 Madeira Road, Islamorada, FL
$279 nightly
The price is $314 total per night from Oct 26 to Oct 27
$314 total
Oct 26 - Oct 27
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! (409 reviews)
Beautiful
Reviewed on Aug 18, 2025
Chesapeake Beach Resort
83409 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
$197 nightly
The price is $222 total per night from Oct 28 to Oct 29
$222 total
Oct 28 - Oct 29
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! (1,551 reviews)
Everyone was so nice and helpful at this resort!!! I had such an amazing time and would definitely recommend to any family & friends!!!
Reviewed on Oct 20, 2025
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Fully refundableReserve now, pay when you stay
$179 nightly
The price is $201 total per night from Oct 26 to Oct 27
$201 total
Oct 26 - Oct 27
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. ...
9/10 Wonderful! (1,236 reviews)
Nice room with everything you need.
Reviewed on Oct 20, 2025
Amara Cay Resort
80001 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
$187 nightly
The price is $211 total per night from Oct 26 to Oct 27
$211 total
Oct 26 - Oct 27
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! (1,262 reviews)
This was our second stay there and will definitely go back. The location is great and there is plenty of well-maintained beach area to enjoy. The room was large, clean and updated. However, the view from the room left a lot to be desired. We booked a standard room so we didn't have expectations one ...
Reviewed on Oct 14, 2025
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
$262 nightly
The price is $295 total per night from Nov 3 to Nov 4
$295 total
Nov 3 - Nov 4
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 ...
8.8/10 Excellent! (98 reviews)
View was beautiful. Parking lot clean. The staff could use more training on guest interaction. Drink prices way to high.
Reviewed on Oct 18, 2025
Drop Anchor
84959 Overseas Highway, 222, Islamorada, FL
$149 nightly
The price is $163 total per night from Oct 26 to Oct 27
$163 total
Oct 26 - Oct 27
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! (1,000 reviews)
Great
Reviewed on Oct 22, 2025
Creekside Inn
90611 Old Highway, Tavernier, FL
Fully refundableReserve now, pay when you stay
$149 nightly
The price is $168 total per night from Oct 28 to Oct 29
$168 total
Oct 28 - Oct 29
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! (1,011 reviews)
Clean room,feiendly staff wben available; difficulties contacting front desk personel and getting the room serviced when serviced done well
Reviewed on Oct 14, 2025
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, Marker 82, Islamorada, FL
$179 nightly
The price is $201 total per night from Oct 26 to Oct 27
$201 total
Oct 26 - Oct 27
Total with taxes and fees
9/10 Wonderful! (1,236 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 | 2,159 hotels |
|---|---|
Lowest Price | $163 |
Highest Price | $314 |
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
Cheeca Lodge & Spa
5 out of 5
Posted 4 days ago
Travelocity Verified Review
"Nice room with everything you need."
A verified traveler stayed at Cheeca Lodge & Spa
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