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Hotels in Islamorada

Last Minute Hot Rate® Hotel Deals in Islamorada

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Choose from 2114 Islamorada Hotel Deals

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 $138 per night from May 19 to May 20
$138
per night
May 19 - May 20
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
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! (1,305 reviews)
Great stay!
"It was a one night stay on my way to Key West with my brothers. Room was great and we even were able to check in early. Close enough to walk to a couple restaurants and bars, so after spending the afternoon looking around we were able to park the car and enjoy the evening on the water."

Reviewed on Apr 24, 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 $299 per night from May 23 to May 24
$299
per night
May 23 - May 24
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! (1,002 reviews)
"Our room was beautiful - oceanfront & had a great balcony. The staff was unfortunately very hit or miss- most seemed bothered to help you & were not at all friendly or attentive. Could be a fabulous experience with better service levels, which is what is expected at a resort like Cheeca. At checkout ..."

Reviewed on Apr 23, 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! (1,244 reviews)
"The beach was very clean and well maintained. Also, the staff was very friendly and helpful."

Reviewed on Apr 23, 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! (1,003 reviews)
"While the ocean view was truly amazing, unfortunately, the staff lacked friendliness, only one person assisting and took long to check in. The rooms were outdated and slightly overpriced. Additionally, there was no option for dining onsite, and the pool bar did not offer any alcoholic beverages."

Reviewed on Apr 22, 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 May 5 to May 6
$287
per night
May 5 - May 6
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)
Very nice hotel
"Beautiful and expansive grounds, nice beach area, two pools and a food/drink spot. Well equipped room was large and clean with microwave, fridge and coffee maker. Close to restaurants and bars. Recommended!"

Reviewed on Apr 21, 2024

Islander Resort
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 29 to Apr 30
$169
per night
Apr 29 - Apr 30
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! (645 reviews)
"We stayed in a family cabin. Although not very big, a bit older, and did not have walls between bedroom and sitting area/kitchen, it was comfortable and clean. The common areas are clean and well kept."

Reviewed on Apr 20, 2024

Coconut Cove Resort and Marina
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 $329 per night from Apr 28 to Apr 29
$329
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 clean rooms in our reviews. Popular ...
8.8/10 Excellent! (1,000 reviews)
"The trailer I stayed in with my wife it needs a better a/c unit"

Reviewed on Apr 19, 2024

Drop Anchor
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 $138 per night from Apr 28 to Apr 29
$138
per night
Apr 28 - Apr 29
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! (305 reviews)
"Fantastic rooms! Amazing beds! Pool right outside our porch! Excellent value."

Reviewed on Apr 22, 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 12 to May 13
$157
per night
May 12 - May 13
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! (1,001 reviews)
"Property to located to close to everything. Stay in one of the villa's with views of the water."

Reviewed on Apr 17, 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 $195 per night from Apr 28 to Apr 29
$195
per night
Apr 28 - Apr 29
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! (885 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 $159 per night from Apr 28 to Apr 29
$159
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! (1,006 reviews)
"It was a convenient stay midway to Key West. But the pool furniture is old and chaises are without cushions. The chaise material stretched causing it very uncomfortably."

Reviewed on Apr 21, 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 2,114 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 $138. 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 $138.

How many hotels are there in Islamorada?

With over 2,114 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 $138.

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.