Search Resort Hotels in Islamorada from CA $275

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Our top choices for Islamorada resorts

Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.2 out of 10, Wonderful, (1,255 reviews)
"We enjoyed a great couple of days here. Very nice pool and ocean views! "
United States
Paul
The price is CA $199
CA $285 total
includes taxes & fees
May 3 - May 4
Lime Tree Bay Resort

Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,267 reviews)
"Great staff, lovely location, great Tiki Bar"
United States
David
The price is CA $256
CA $387 total
includes taxes & fees
May 12 - May 13
Amara Cay Resort

Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,315 reviews)
"Great experience overall- full family multiple bookings- wedding- would visit again "
United States
Melissa
The price is CA $425
CA $578 total
includes taxes & fees
May 10 - May 11
Cheeca Lodge & Spa

La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.6 out of 10, Excellent, (1,001 reviews)
"Awesome stay!"
United States
Kathy
The price is CA $236
CA $365 total
includes taxes & fees
May 12 - May 13
La Siesta Resort & Villas

Matecumbe Resort

Matecumbe Resort
2.0 star property
Matecumbe
9.0 out of 10, Wonderful, (122 reviews)
"Have stayed here plenty of times, and this by far was the best. Very well maintained, clean and beautiful! Absolutely wonderful staff."
United States
Angela
The price is CA $245
CA $275 total
includes taxes & fees
Apr 29 - Apr 30
Matecumbe Resort

Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton
4.0 star property
Key Largo
8.6 out of 10, Excellent, (1,053 reviews)
"Great property, nice pools staff fantastic . overall excellent place to stay"
United States
Melissa
The price is CA $458
CA $591 total
includes taxes & fees
May 4 - May 5
Baker's Cay Resort Key Largo, Curio Collection by Hilton

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
4.0 star property
Islamorada
9.0 out of 10, Wonderful, (192 reviews)
"Great location, never over crowded, beautiful resort with multiple pools, restaurants, etc. "
United States
Joseph Ganino
The price is CA $393
CA $532 total
includes taxes & fees
May 4 - May 5
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
4.5 star property
Rock Harbor
8.8 out of 10, Excellent, (1,007 reviews)
"Overall wonderful resort and great location. "
United States
Kristie Howle
The price is CA $489
CA $625 total
includes taxes & fees
May 11 - May 12
Playa Largo Resort & Spa, Autograph Collection

Villas At Hawks Cay Resort

Villas At Hawks Cay Resort
4.0 star property
Marathon
8.2 out of 10, Very good, (195 reviews)
"We had a great stay."
United States
Elise
The price is CA $931
CA $1,131 total
includes taxes & fees
May 2 - May 3
Villas At Hawks Cay 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.
Save an average of 15% on thousands of hotels when you're signed in

Top Islamorada Hotel Reviews

Find out more about Islamorada

Islamorada Resorts information

Number of reviews
7,407
Accommodation
14 Resorts
Lowest Price
CA $275
Highest Price
CA $1,131

Frequently asked questions

What can I expect from a resort vacation in Islamorada?
Longing for a relaxing getaway? You deserve all the comforts of a resort, where you can find everything you want for your stay from tasty food and drink options to activities and entertainment. Check out the 31 resorts in Islamorada and discover the one that's best for you, whether you envision yourself kicking back in a luxury suite or heading to the spa for a deep-tissue massage.
What's a favorite resort in Islamorada?
Cheeca Lodge & Spa - Luxury resort. Features 3 outdoor pools, 3 restaurants, and 2 poolside bars. Amara Cay Resort - Beach resort. Has 2 restaurants, a private beach, and 3 bars. Highly rated for its pool. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort - Beach resort. Enjoy the 3 outdoor pools, 4 restaurants, and private beach. La Siesta Resort & Villas - Beach resort. Amenities include a private beach, a marina, and a terrace. Spacious rooms feature pillowtop beds and premium bedding. Matecumbe Resort - Beach resort. Access to a private beach, a garden, and free self parking.
How many resorts can I expect to find in Islamorada?
Choose among Expedia's 31 resort hotels in Islamorada where you'll find fun for all the family, spacious guest rooms, and more.
What can I do in Islamorada?
Travelers come to Islamorada to try fishing and other popular water activities, and also speak highly of the entertainment choices. Get some time by the water at Anne's Beach, or discover the shopping possibilities at Rain Barrel Village. Additional attractions in the area include Everglades National Park and Bud n' Mary's Dive Center.
What's the seasonal weather like in Islamorada?
The hottest months are usually August and July with an average temp of 83°F, while the coldest months are January and February with an average of 72°F. Average annual precipitation for Islamorada is 44 inches.
What's the best way to get to and around Islamorada?
Fly into Marathon, FL (MTH-Florida Keys Marathon), which is located 30 mi (48.2 km) away from the city center. If you'd like to venture out around the area, you may want to rent a car for your trip.

Explore a world of travel with Expedia