Search for Cheap Deals on
Hotels in Islamorada

Check Last Minute Islamorada Hotel Deals

Tonight May 11 - May 12Next weekend May 17 - May 19

Last Minute Hot Rate® Hotel Deals in Islamorada

We Hide Hotel Names So You Can Find 4-Star Hotels At 2-Star Prices. Choose the Location, Star Rating & Amenities. Let Hotwire Find You the Best Deal. Book Today!

Choose from 2121 Islamorada Hotel Deals

Sunset Inn
Sunset Inn
3 out of 5
82200 Overseas Hwy, Islamorada, FL
  • 6 min drive from Theater of the Sea
The price is $125 per night from May 12 to May 13
$125
per night
May 12 - May 13
Stay at this 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! (1,000 reviews)
"It was a little hard to find. But very clean, and friendly staff."

Reviewed on May 7, 2024

Sunset Inn
Chesapeake Beach Resort
Chesapeake Beach Resort
2.5 out of 5
83409 Overseas Hwy, Islamorada, FL
  • 22 min walk from Theater of the Sea
The price is $199 per night from May 19 to May 20
$199
per night
May 19 - May 20
Book a stay at this beach hotel in Islamorada. Enjoy 2 outdoor pools, a private beach, and a 24-hour front desk. Our guests praise the pool and the helpful staff ...
8.8/10 Excellent! (1,310 reviews)
"Beautiful rooms and super clean and great condition of beds and decoration."

Reviewed on May 10, 2024

Chesapeake Beach Resort
Cheeca Lodge & Spa
Cheeca Lodge & Spa
4 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
  • 8 min drive from Theater of the Sea
The price is $269 per night from May 12 to May 13
$269
per night
May 12 - May 13
Book a stay at this beach resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...
8.8/10 Excellent! (1,004 reviews)
"Great place overall. Rooms that connect bleed noise through the door badly"

Reviewed on May 7, 2024

Cheeca Lodge & Spa
Amara Cay Resort
Amara Cay Resort
4 out of 5
80001 Overseas Hwy, Islamorada, FL
  • 12 min drive from Theater of the Sea
The price is $311 per night from May 14 to May 15
$311
per night
May 14 - May 15
Stay at this 4-star beach resort in Islamorada. Enjoy free parking, 2 restaurants, and a private beach. Our guests praise the pool and the restaurant in our ...
8.8/10 Excellent! (1,245 reviews)
"Beautiful property"

Reviewed on May 6, 2024

Amara Cay 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
The price is $337 per night from May 28 to May 29
$337
per night
May 28 - May 29
Stay at this 4-star beach resort in Islamorada. Enjoy a private beach, a marina, and breakfast (surcharge). Our guests praise the pool and the helpful staff ...
8.4/10 Very Good! (1,002 reviews)
"It was excellent, but could use a microwave in room"

Reviewed on May 3, 2024

La Siesta Resort & Villas
Islander Resort
Islander Resort
4 out of 5
82100 Overseas Highway, Islamorada, FL
  • 7 min drive from Theater of the Sea
The price is $271 per night from May 19 to May 20
$271
per night
May 19 - May 20
Stay at this 4-star beach hotel in Islamorada. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
9/10 Wonderful! (1,000 reviews)
"Absolutely beautifully appointed room and patio. Our family loves this resort."

Reviewed on May 6, 2024

Islander 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
The price is $179 per night from May 12 to May 13
$179
per night
May 12 - May 13
Stay at this hotel in Islamorada. Enjoy free breakfast, free parking, and a marina. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
7.8/10 Good! (923 reviews)
"Room 301 Beautiful view from our balcony. Our room was 2 queen size beds, Small bathroom, dresser with 4 drawers. Boat dock is about $60 a night for boat trailer parking, good dock space for our 17’ boat. Covered parking for our car. There is a great place to sit and chill near the ocean front. A ..."

Reviewed on May 9, 2024

Hadley Resort and Marina
Coconut Cove Resort and Marina
Coconut Cove Resort and Marina
2.5 out of 5
84801 Overseas Highway, Islamorada, FL
  • 2 min walk from Theater of the Sea
The price is $129 per night from May 12 to May 13
$129
per night
May 12 - May 13
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. ...
7.2/10 Good! (653 reviews)
Paradise in Isla Morada
"I loved it perfect 2 days and enjoy with my wife Thank you I really appreciate."

Reviewed on Apr 25, 2024

Coconut Cove 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
The price is $143 per night from Jun 10 to Jun 11
$143
per night
Jun 10 - Jun 11
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 ...
7.4/10 Good! (1,000 reviews)
"Great Location. Close to a lot of areas of interest. Comfortable beds. Staff was just so/ so"

Reviewed on May 8, 2024

Fisher Inn Resort & Marina
Breezy Palms Resort
Breezy Palms Resort
2.5 out of 5
80015 Overseas Highway, Islamorada, FL
  • 12 min drive from Theater of the Sea
The price is $146 per night from May 20 to May 21
$146
per night
May 20 - May 21
Book a stay at this beach aparthotel in Islamorada. Enjoy free WiFi, a beach locale, and a marina. Our guests praise the pool and the helpful staff in our reviews. ...
8.4/10 Very Good! (312 reviews)
Great hotel in islamorada
"Fantastic location, would definitely recommend getting the beach view rooms. Rooms were spacious, clean, and comfortable"

Reviewed on May 8, 2024

Breezy Palms Resort
Drop Anchor
Drop Anchor
3 out of 5
84959 Overseas Highway, 222, Islamorada, FL
  • 8 min walk from Theater of the Sea
The price is $131 per night from May 14 to May 15
$131
per night
May 14 - May 15
Stay at this 3-star hotel in Islamorada. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the clean rooms in our reviews. Popular ...
8.8/10 Excellent! (1,000 reviews)
"We loved Drop Anchor! The property was perfect! The location, clean, quiet, beach, heated pool, tiki huts with adirondeck chairs and hammocks. Exactly, what we were looking for and thoroughly enjoyed."

Reviewed on May 6, 2024

Drop Anchor
La Jolla Resort
La Jolla Resort
2.5 out of 5
82216 Overseas Highway, Islamorada, FL
  • 6 min drive from Theater of the Sea
The price is $159 per night from May 12 to May 13
$159
per night
May 12 - May 13
Book a stay at this beach hotel in Islamorada. Enjoy free WiFi, free parking, and a private beach. Our guests praise the pool and the helpful staff in our reviews. ...
8.8/10 Excellent! (892 reviews)
"It’s a beautiful location, bed was hard. Felt like a foam bed, and paint was peeling on baseboards. Great communication from the front desk which was appreciated."

Reviewed on May 1, 2024

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.

HOTW-Hotel-Deals-726-959@2x.jpg (1918×258)*Savings based on Hot Rate® hotel bookings as compared with the lowest published rates found on leading retail travel sites. Hot Rates are different from retail rates. With Hot Rates you enter the date, location and star rating. Hotel revealed only after booking. All bookings final.

Find cheap hotels in Islamorada

You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your Islamorada hotel with Hotwire to complete your one-of-a-kind travel checklist.

For you, intrepid voyager, Hotwire has a large selection of the best hotels in Islamorada.

Choosing the right hotel in Florida has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Islamorada’s 2,121 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $125. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get up to 60% Islamorada hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Islamorada. No matter your reason for visiting Islamorada, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Islamorada hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can save up to 60% off your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Islamorada for as low as $125.

How many hotels are there in Islamorada?

With over 2,121 hotels in Islamorada, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $125.

How to find cheap car rentals in Islamorada?

Finding a cheap car rental deal in Islamorada is as easy as scoring cheap hotels in Islamorada. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can even save up to 60% off a car rental deal if you book a Hotwire Hot Rate at the last minute.

Is it safe to travel to Islamorada now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Islamorada right now?” When it’s time to book your getaway, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.