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Hotels in Islamorada

Choose from 2181 Islamorada Hotel Deals

Amara Cay Resort
Amara Cay Resort
4 out of 5
80001 Overseas Hwy, Islamorada, FL
  • 12 min drive from Theater of the Sea
Stay at this 4-star beach resort in Islamorada. Enjoy 2 restaurants, a private beach, and 3 bars/lounges. Our guests praise the pool and the bar in our reviews. ...
8.8/10 Excellent! (1,216 reviews)
"Enjoyed relaxing by the beach."

Reviewed on Jun 22, 2025

Amara Cay Resort
Chesapeake Beach Resort
Chesapeake Beach Resort
3.5 out of 5
83409 Overseas Hwy, Islamorada, FL
  • 22 min walk from Theater of the Sea
Stay at this 3.5-star beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the breakfast and the pool in our reviews. ...
9/10 Wonderful! (1,474 reviews)
"We loved the pool areas and little beach area. Comfortable beds with robe and slippers in the room. Super cute place on our trip back to Miami."

Reviewed on Jun 23, 2025

Chesapeake Beach Resort
Cheeca Lodge & Spa
Cheeca Lodge & Spa
5 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
  • 8 min drive from Theater of the Sea
Stay at this 5-star luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...
9/10 Wonderful! (1,113 reviews)
"I was very impressed with this hotel. It’s a beautiful property and is way more lush than I had imagined. The service was top notch as well. Next time I will book for a much longer stay."

Reviewed on Jun 23, 2025

Cheeca Lodge & Spa
Islander Resort
Islander Resort
4 out of 5
82100 Overseas Highway, Islamorada, FL
  • 7 min drive from Theater of the Sea
Stay at this 4-star beach hotel in Islamorada. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
9/10 Wonderful! (1,007 reviews)
"Beaut"

Reviewed on Jun 24, 2025

Islander Resort
La Siesta Resort & Villas
La Siesta Resort & Villas
4 out of 5
80241 Overseas Highway, Islamorada, FL
  • 11 min drive from Theater of the Sea
Stay at this 4-star beach resort in Islamorada. Enjoy a private beach, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the spacious ...
8.6/10 Excellent! (1,005 reviews)
"Pretty view."

Reviewed on Jun 24, 2025

La Siesta Resort & Villas
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
3.5 out of 5
84001 Overseas Hwy, Islamorada, FL
  • 10 min walk from Theater of the Sea
Stay at this 3.5-star beach resort in Islamorada. Enjoy free WiFi, 3 outdoor pools, and 4 restaurants. Our guests praise the helpful staff and the clean rooms ...
9.2/10 Wonderful! (37 reviews)
"This is a stunning property with so many amenities and restaurants! I can’t say enough about the friendliness and cooperation of the staff! Alondra at the front desk in particular! She went out of her way to accommodate our needs! Well done, Three Waters! The only complaint is that our stay wasn’t ..."

Reviewed on Jun 17, 2025

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Hadley Resort and Marina
Hadley Resort and Marina
3.5 out of 5
82749 Overseas Hwy, Islamorada, FL
  • 5 min drive from Theater of the Sea
Book a stay at this beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
7.8/10 Good! (1,000 reviews)
"Front desk had everything ready for me and it was quick and easy check in."

Reviewed on Jun 20, 2025

Hadley Resort and Marina
Fisher Inn Resort & Marina
Fisher Inn Resort & Marina
3.5 out of 5
84951 Overseas Hwy, Islamorada, FL
  • 6 min walk from Theater of the Sea
Stay at this 3.5-star beach motel in Islamorada. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in ...
7.8/10 Good! (1,001 reviews)
"Our stay was nice. Nobody cleaned our room. We had to go to the office to get towels daily. The continental breakfast has gone downhill big time since my last visit. Not enough coffee for each of us. Nothing but toast and bagels with no butter."

Reviewed on Jun 19, 2025

Fisher Inn Resort & Marina
La Jolla Resort
La Jolla Resort
2.5 out of 5
82216 Overseas Highway, Islamorada, FL
  • 6 min drive from Theater of the Sea
Stay at this hotel in Islamorada. Enjoy free WiFi, a private beach, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.8/10 Excellent! (1,000 reviews)
"The place has been updated. Access to the beach is awesome. Tons of things to do - such as paddleboard and kayak. Sunsets are amazing. Chill! Pool is small and no view but not what we came for."

Reviewed on Jun 20, 2025

La Jolla Resort
Islander Bayside Villas and Boatslips
Islander Bayside Villas and Boatslips
3.5 out of 5
81450 Overseas Highway, Islamorada, FL
  • 9 min drive from Theater of the Sea
Stay at this 3.5-star beach hotel in Islamorada. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Hurricane Monument and MoradaWay ...
8.8/10 Excellent! (364 reviews)
"Great location and access to great amenities! Staff was awesome as well."

Reviewed on Jun 20, 2025

Islander Bayside Villas and Boatslips
Sunset Inn
Sunset Inn
3 out of 5
82200 Overseas Hwy, Islamorada, FL
  • 6 min drive from Theater of the Sea
Stay at this 3-star hotel in Islamorada. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the pool and the helpful staff in our reviews. ...
9.2/10 Wonderful! (1,002 reviews)
Relaxing weekend get away.
"The entire property was clean and well maintained. My room was absolutely spotless! Way beyond my expectations. Extra points for the condition of the bedlinens and towels."

Reviewed on Jun 23, 2025

Sunset Inn
Treasure Harbor
Treasure Harbor
3 out of 5
200 Treasure Harbor Dr, Islamorada, FL
  • 5 min drive from Theater of the Sea
Stay at this 3-star hotel in Islamorada. Enjoy free WiFi, free parking, and premium bedding. Our guests praise the helpful staff in our reviews. Popular attractions ...
9/10 Wonderful! (81 reviews)
"Very clean and great atmosphere"

Reviewed on Jun 8, 2025

Treasure Harbor
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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