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Hotels in Islamorada

Choose from 2149 Islamorada Hotel Deals

Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82 Islamorada FL
  • 5 min drive from Bud n' Mary's Dive Center
Book a stay at this luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...
9.2/10 Wonderful! (1,317 reviews)
"Cheeca Lodge is my absolute favorite place in The Keys The property is gorgeous, I love the amenities, the complimentary kayaking, bikes & champagne for Mother’s Day was such a nice touch The rooms are so cozy, just love it there. Ask for Rob at the pool bar, he makes a great drink!"

Reviewed on Jun 4, 2026

Cheeca Lodge & Spa
Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy Islamorada FL
  • 10 min drive from Bud n' Mary's Dive Center
Book a stay at this beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the breakfast and the pool in our reviews. ...
9.2/10 Wonderful! (1,738 reviews)
"Pros....Room was awesome and clean. Amazing views. Close to anything you may need. Cons....Property was a little rough. Cans and trash were kind of everywhere."

Reviewed on Jun 3, 2026

Chesapeake Beach Resort
Islander Resort

Islander Resort

4 out of 5
82100 Overseas Highway Islamorada FL
  • 6 min drive from Bud n' Mary's Dive Center
Book a stay at this 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. ...
9.4/10 Exceptional! (1,031 reviews)
"Safety issue. All paddleboards were worn with cracks and fiberglass splinters in multiple areas. Can easily cut someone. Was not comfortable to use one. EVERYTHING ELSE FANTASTIC."

Reviewed on Jun 3, 2026

Islander Resort
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy Islamorada FL
  • 5 min walk from Bud n' Mary's Dive Center
Book a stay at this beach resort in Islamorada. Enjoy 2 restaurants, a private beach, and 3 bars/lounges. Our guests praise the pool and the helpful staff in ...
8.8/10 Excellent! (1,289 reviews)
"Muy buen plan en familia para ir a los cayos. Buena atención y limpieza"

Reviewed on Jun 1, 2026

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

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

4 out of 5
84001 Overseas Hwy Islamorada FL
  • 11 min drive from Bud n' Mary's Dive Center
Book a stay at this beach resort in Islamorada. Enjoy free WiFi, 3 outdoor pools, and 4 restaurants. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (203 reviews)
"This hotel was my favorite. If I come to the keys I will be returning to this hotel and this hotel only. We stayed in the cove (21 age plus) and loved it. So quiet and you even had your own pool and gym. Even the other amenities were great."

Reviewed on Jun 3, 2026

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
La Siesta Resort & Villas

La Siesta Resort & Villas

4 out of 5
80241 Overseas Highway Islamorada FL
  • 12 min walk from Bud n' Mary's Dive Center
Book a stay at this 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)
"Fantastic property. Quiet and family friendly."

Reviewed on Jun 2, 2026

La Siesta Resort & Villas
Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

3.5 out of 5
84951 Overseas Hwy Islamorada FL
  • 13 min drive from Bud n' Mary's Dive Center
Book a stay at this beach motel in Islamorada. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in ...
8.2/10 Very Good! (1,010 reviews)
"This hotel it's in a great location many good restaurants if you bring your boat or jet ski very close to alligator reef and one of the main sandbar if not you can rent a excursion."

Reviewed on Jun 2, 2026

Fisher Inn Resort & Marina
Hadley Resort and Marina

Hadley Resort and Marina

3.5 out of 5
82749 Overseas Hwy Islamorada FL
  • 7 min drive from Bud n' Mary's Dive Center
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 ...
7.6/10 Good! (1,000 reviews)
"The room was remodeled, but not well done. The room was clean and spacious. Parking was easy with a “garage” for each split level suite. The pool water level was 1 foot low and dirty."

Reviewed on May 31, 2026

Hadley Resort and Marina
Bayside Villas by Islander Resort

Bayside Villas by Islander Resort

3.5 out of 5
81450 Overseas Highway Islamorada FL
  • 29 min walk from Bud n' Mary's Dive Center
Book a stay at this beach hotel in Islamorada. Enjoy free WiFi, free parking, and 3 restaurants. Popular attractions Hurricane Monument and MoradaWay Arts & ...
9/10 Wonderful! (437 reviews)
"We loved our stay and can’t wait to go back. You have use of both the Bayside Villas and the Islander Resort amenities."

Reviewed on May 27, 2026

Bayside Villas by Islander Resort
Treasure Harbor

Treasure Harbor

2 out of 5
200 Treasure Harbor Dr Islamorada FL
  • 17 min drive from Bud n' Mary's Dive Center
Stay at this cruise ship in Islamorada. Enjoy free WiFi, free parking, and premium bedding. Our guests praise the helpful staff in our reviews. Popular attractions ...
9/10 Wonderful! (156 reviews)
"Beautiful accommodations. Friendly staff. Dallas made it feel like home. Great scenery! Daily viewing of dolphin and manatee! We will definitely be back !"

Reviewed on May 27, 2026

Treasure Harbor
Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

3 out of 5
84801 Overseas Highway Islamorada FL
  • 13 min drive from Bud n' Mary's Dive Center
Book a stay at this beach hotel in Islamorada. Enjoy free breakfast, free parking, and a marina. Our guests praise the pool and the helpful staff in our reviews. ...
9/10 Wonderful! (265 reviews)
"The property was very beautiful and the staff was great. They have an ice machine on site and a large pool area. The tiki bar is a great spot in the evening to sit and have a drink"

Reviewed on May 25, 2026

Coconut Cove Resort and Marina
La Jolla Resort

La Jolla Resort

2.5 out of 5
82216 Overseas Highway Islamorada FL
  • 7 min drive from Bud n' Mary's Dive Center
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. ...
9/10 Wonderful! (1,000 reviews)
"Good location and great staff"

Reviewed on May 30, 2026

La Jolla 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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