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Last Minute Hot Rate® Hotel Deals in Islamorada

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Choose from 2107 Islamorada Hotel Deals

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 $153 per night from Apr 21 to Apr 22
$153
per night
Apr 21 - Apr 22
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)
Highly recommended
"This hotel is the cutest, coolest place located in a perfect area! We were able to use kayaks and paddle board free of charge, the room was clean.. we will return!"

Reviewed on Apr 11, 2024

Drop Anchor
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 Apr 29 to Apr 30
$199
per night
Apr 29 - Apr 30
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 in ...
8.8/10 Excellent! (1,293 reviews)
"Our ocean front room was awesome! The views were spectacular. The entire staff was so polite and helpful. If I had to say one negative comment the breakfast was very week. The gentleman who ran the breakfast more than made up for it with his personal charm. I HIGHLY recommend this facility."

Reviewed on Apr 18, 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 $329 per night from May 6 to May 7
$329
per night
May 6 - May 7
Stay at this beach resort in Islamorada. Enjoy free parking, 3 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff in our reviews. ...
8.8/10 Excellent! (1,001 reviews)
"We loved the beach and all of the facilities! It was so easy to park under our room with the golf course view. The property is gorgeous and well maintained. Also, Spa Island was so pretty and relaxing as well as the waterfall grotto pool and jacuzzi near our room. Loved the adult pool too! Daydrian ..."

Reviewed on Apr 16, 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 $284 per night from Apr 28 to Apr 29
$284
per night
Apr 28 - Apr 29
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! (1,249 reviews)
Amazing
"Great"

Reviewed on Apr 16, 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 $266 per night from Apr 30 to May 1
$266
per night
Apr 30 - May 1
Stay at this 4-star beach resort in Islamorada. Enjoy a private beach, a marina, and breakfast. Our guests praise the pool and the helpful staff in our reviews. ...
8.4/10 Very Good! (1,001 reviews)
"Wonderful experience"

Reviewed on Apr 14, 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 $287 per night from Apr 28 to Apr 29
$287
per night
Apr 28 - Apr 29
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! (1,001 reviews)
"I would highly recommend the Islander to anyone traveling to Islamorada. Our entire experience was amazing. We will definitely be back!"

Reviewed on Apr 17, 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 $162 per night from May 2 to May 3
$162
per night
May 2 - May 3
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! (912 reviews)
"In the heart of Islamorada."

Reviewed on Apr 17, 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 $169 per night from Apr 21 to Apr 22
$169
per night
Apr 21 - Apr 22
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. Popular ...
7.2/10 Good! (640 reviews)
"The resort was nice and clean. I only wish that the tiki bar was actually used as one, and that the breakfast had a few more options. The people were nice, and there were activities close by."

Reviewed on Apr 6, 2024

Coconut Cove Resort and 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 $191 per night from May 15 to May 16
$191
per night
May 15 - May 16
Stay at this beach aparthotel in Islamorada. Enjoy free WiFi, a marina, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. ...
8.2/10 Very Good! (304 reviews)
"We stayed for the weekend and had a fantastic time. Resort is an older style but that’s what we liked about it. Laid back and simple. We had an oceanfront room on the 2nd floor. Beds were very comfortable and the room was very simple but again that’s what we liked..Patricia the manager told us about ..."

Reviewed on Apr 16, 2024

Breezy Palms Resort
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 $157 per night from May 7 to May 8
$157
per night
May 7 - May 8
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! (999 reviews)
Great place to stay
"Very nice place to stay. Most of hotels/resorts are older along the keys, so you need to keep that in mind. Our room was completely remodeled & modern & very spacious. Clean, comfortable beds. Breakfast is “grab & go, so they do not serve a hot breakfast."

Reviewed on Apr 16, 2024

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
The price is $175 per night from Apr 21 to Apr 22
$175
per night
Apr 21 - Apr 22
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! (883 reviews)
"I travel to Islamorada every few months to go diving with Key Dives. I usually stay at Amara Cay or Hawks Cay which are closer to the dive shop, and often overpriced - even this time of year (April) for FL residents. LaJolla is comfortable, quiet, has great beach area and docks, plus kayaks, swimming, ..."

Reviewed on Apr 14, 2024

La Jolla Resort
Sunset Inn
Sunset Inn
3 out of 5
82200 Overseas Hwy, Islamorada, FL
  • 6 min drive from Theater of the Sea
The price is $199 per night from Apr 28 to Apr 29
$199
per night
Apr 28 - Apr 29
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! (1,000 reviews)
"No complaints"

Reviewed on Apr 9, 2024

Sunset Inn
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

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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 2,107 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 $129. 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 $129.

How many hotels are there in Islamorada?

With over 2,107 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 $129.

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.