Customized for your search:

Cheap Hotels in Islamorada, South Florida

Islamorada hotels
Islamorada

Choose from 24 Islamorada Hotel Deals

Cheeca Lodge & Spa - Islamorada Hotels
Rating: 4.0 Stars
$229

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82, Islamorada - Map
 
 
"Beautiful place, perfect for a family trip "
Even though this trip was just for hubby and self, I would highly recommend for family trip. Lots to do.
A Traveller
Located on Upper Matecumbe Key, Islamorada, Cheeca Lodge & Spa is less than a mile from the Hurricane Monument. It's a …More
Amara Cay Resort - Islamorada Hotels
Rating: 3.5 Stars

Amara Cay Resort

80001 Overseas Hwy, Islamorada - Map
 
 
Great staff very helpful Nice clean updated room just wish we had a small fridge Food drinks were good Nice pool
Traveller from Boston
Offering direct access to the beach, this Islamorada hotel is within 3 mi (5 km) of Bud n' Mary's Dive Center, Hurricane …More
Postcard Inn Beach Resort & Marina - Islamorada Hotels
Rating: 3.0 Stars

Postcard Inn Beach Resort & Marina

84001 Overseas Hwy, Islamorada - Map
 
 
"Nice. Right at the channel where the boats hang."
The music was all day long and it was GOOD. Near many restaurants. Nice sand on the beach. Great pool. Near the channel where the boats dock all together and you can stand in the water. I will go back.
Traveller from Tampa, FL
Postcard Inn Beach Resort & Marina sits directly on a private beach in Islamorada, a 30-minute drive from Key Largo. Guests …More
Islander Resort, a Guy Harvey Outpost - Islamorada Hotels
Rating: 3.0 Stars

Islander Resort, a Guy Harvey Outpost

82100 Overseas Highway, Islamorada - Map
 
 
"Hotel on the water with friendly atmosphere."
Enjoyable experience at a reasonable rate. Fully recommended!
Traveller from Toronto, Canada
Nestled on the beach, this Islamorada resort is within 1 mi (2 km) of Hurricane Monument and History of Diving Museum …More
Drop Anchor Resort and Marina - Islamorada Hotels
Rating: 3.0 Stars

Drop Anchor Resort and Marina

84959 Overseas Highway, 222, Islamorada - Map
 
 
Good location. Excellent view. Nice pool. Nice,clean grounds. Our room was small but clean and nice.
Traveller from Naples, Fl.
Nestled on the beach, this Islamorada hotel is within a 10-minute walk of Windley Key Fossil Reef Geological State Park and …More
Pelican Cove Resort & Marina - Islamorada Hotels
Rating: 3.0 Stars

Pelican Cove Resort & Marina

84457 Overseas Highway, Islamorada - Map
 
 
"Great time! "
The rooms are no nonsense, but the hotel is Right on the beach, has an on-site snorkel tour, free breakfast, beach towels and even a swinging bed by the pool to relax on ! They have free kayaks to use, an outside bar and food.. Everything for a relaxing great vacation. Look for the resident pair of Ospreys!
Traveller from Austin tx
Nestled on the beach, this Islamorada apartment is within a 15-minute walk of Theater of the Sea on Islamorada and Windley …More
Creekside Inn Islamorada - Islamorada Hotels
Rating: 2.5 Stars
$124

Creekside Inn Islamorada

90611 Old Highway, Islamorada - Map
 
 
"Pleasant locale, more facilities than expected."
Cozy room on a canal with boats and boaters and a Old Florida Keys flavor.
A Traveller
Located in the heart of Islamorada, this motel is 3.1 mi (5 km) from Florida Keys Wild Bird Center and 3.1 mi (5 km) from …More
Chesapeake Beach Resort - Islamorada Hotels
Rating: 2.5 Stars

Chesapeake Beach Resort

83409 Overseas Hwy, Islamorada - Map
 
 
"LOCATION PERFECT"
WE HAD A VERY ENJOYABLE 4 NIGHT GETAWAY. HOTEL LOCATION, GREAT. VIEW WAS AMAZING. STAFF VERY FRIENDLY. ROOM CLEANED EVERY DAY. BED SUPER COMFORTABLE. BREAKFAST VERY GOOD. WE JUST GOT BACK HOME AND WE ARE PLANNING OUR RETURN THEIR ALREADY. WE HAVE BEEN TO THE KEYS ABOUT 8 TIMES AND WOULD DEF STAY HERE AGAIN.
A Traveller
Renowned for its fishing, Islamorada is part of the Florida Keys - and Chesapeake Beach Resort puts guests steps from its …More
La Siesta Resort & Marina - Islamorada Hotels
Rating: 3.0 Stars

La Siesta Resort & Marina

80241 Overseas Highway, Islamorada - Map
 
 
"Rooms were nice and clean."
My husband and I spent our 30 year Anv. here it was very nice the people were friendly we found a lot to do and everything was fairly close. Great for family's know college kids running all over.
Traveller from Michigan
This all suites resort with 2 marinas and 6-acres of ocean front is the premier destination for a family vacation in the …More
The Moorings Village and Spa - Islamorada Hotels
Rating: 3.5 Stars
$895

The Moorings Village and Spa

123 Beach Rd, Islamorada - Map
 
 
Wonderful villas. Freindly staff. We used the bikes to get around the island. The pool and beach were better than expected.
A Traveller
Nestled on the beach, this Islamorada villa is within 3 mi (5 km) of Hurricane Monument, History of Diving Museum, and Bud n' …More

Search from 24 Islamorada Hotels


    Why book with Hotwire ?

    • Low Price Guarantee
    • No Hotwire Cancellation Fee
    • 91% customer satisfaction

    Islamorada is calling — find the perfect hotel

    Everyone wants to score a deal on travel, but price is just one factor to consider when booking an unforgettable hotel. Whether you’re visiting family, attending a conference or taking a well-earned vacation in Islamorada, having an awesome experience should be a no-brainer.

    Hotwire will hook you up! From restful nights near your flight to that prime spot in the city’s heart, we’ve done our research to bring the best options to your fingertips. Book your Islamorada hotel with us now and start your next adventure.

    You’re not the average traveler — and we know it

    You’ve done your homework and know exactly where you want to go. We’re here to help with some Hotwire travel geek-approved tips on how to save on your booking.

    Get away for the weekend

    Hotels in bigger cities usually charge higher rates during the week, when people are traveling for business. Weekends can be a bargain! It’s the other way around for vacation spots, so if you’re looking for a beach escape, consider a mid-week trip.

    Give yourself some wiggle room

    If your plans are flexible, play around with some different travel dates – a shift of a few days either way can help you save big. Prices usually jump the weekends before and after popular holidays, so we recommend steering clear of them. Or consider visiting during the off-season, when prices are generally lower.

    Plan around big events

    Are prices surprisingly high? There might be a huge conference or festival in town. Consider shifting your dates if you can. Of course, if that’s why you’re going, you’ll have to bite the bullet. We’ll still work to get you the best rates out there.

    Noodle over new adventures

    Set aside time to plan what you want to see, taste and discover. Nothing completes a trip, big or small, like a few new experiences! Check city apps or area websites to find out what’s new and what events are happening during your stay. Even during a family reunion, you can detour to that locals-only fish taco stand or under-the-radar music club. Your cousins will be impressed.

    Hide