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Hotels in Islamorada

Last Minute Hot Rate® Hotel Deals in Islamorada

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Choose from 2099 Islamorada Hotel Deals

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 $205 per night from Mar 20 to Mar 21
$205
per night
Mar 20 - Mar 21
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! (289 reviews)
"Property was clean and had a nice waterfront."

Reviewed on Mar 14, 2024

Breezy Palms 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 $429 per night from Apr 7 to Apr 8
$429
per night
Apr 7 - Apr 8
Stay at this 4-star beach resort in Islamorada. Enjoy free parking, 3 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff in our ...
8.8/10 Excellent! (1,001 reviews)
"A bit tired and not enough pool areas for residents."

Reviewed on Mar 15, 2024

Cheeca Lodge & Spa
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 $309 per night from Mar 20 to Mar 21
$309
per night
Mar 20 - Mar 21
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! (1,268 reviews)
"Very relaxed peasant atmosphere. Staff was extremely responsive."

Reviewed on Mar 13, 2024

Chesapeake Beach Resort
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 $355 per night from Apr 15 to Apr 16
$355
per night
Apr 15 - Apr 16
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! (1,248 reviews)
"Enjoyed our stay. The staff tending the kayaks were exceptionally friendly as well as the bar tenders, both inside and outside by the pool. Don’t expect too much of a night life. Islamorada basically shuts down by 10pm (we visited in early March)."

Reviewed on Mar 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 $337 per night from Apr 7 to Apr 8
$337
per night
Apr 7 - Apr 8
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! (1,002 reviews)
"Everything was to perfection, the room, the pool the staff we had interaction with were super friendly and made us feel very welcome. We ran out of wash clothes and toilet paper."

Reviewed on Mar 2, 2024

La Siesta Resort & Villas
Islander Resort
Islander Resort
3 out of 5
82100 Overseas Highway, Islamorada, FL
  • 7 min drive from Theater of the Sea
The price is $424 per night from Apr 7 to Apr 8
$424
per night
Apr 7 - Apr 8
Stay at this 3-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! (1,007 reviews)
"great ocean view and clean hotel"

Reviewed on Mar 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 $245 per night from Apr 17 to Apr 18
$245
per night
Apr 17 - Apr 18
Stay at this 3.5-star hotel in Islamorada. Enjoy free breakfast, free parking, and a marina. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.8/10 Good! (890 reviews)
Great place
"The room we had was a suite, but it was listed as a standard room. The pool was cozy. Beach was lovely and accessible."

Reviewed on Mar 15, 2024

Hadley 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 $241 per night from Apr 2 to Apr 3
$241
per night
Apr 2 - Apr 3
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! (1,004 reviews)
"Nice service and location."

Reviewed on Mar 15, 2024

Drop Anchor
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 $209 per night from Mar 20 to Mar 21
$209
per night
Mar 20 - Mar 21
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! (626 reviews)
"Great"

Reviewed on Mar 15, 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 $245 per night from Apr 17 to Apr 18
$245
per night
Apr 17 - Apr 18
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! (998 reviews)
"Improve the first customer service when received at the front desk ."

Reviewed on Mar 10, 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 $259 per night from Apr 4 to Apr 5
$259
per night
Apr 4 - Apr 5
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! (862 reviews)
"While I only stayed one night I would stay again."

Reviewed on Mar 8, 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 $239 per night from Apr 7 to Apr 8
$239
per night
Apr 7 - Apr 8
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! (1,001 reviews)
Awesome Stay
"Great stay, honestly this was one of the best hotels we stayed at in the Keys. Clean, large rooms, heated pool, friendly staff"

Reviewed on Mar 16, 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 2,099 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 $189. 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 $189.

How many hotels are there in Islamorada?

With over 2,099 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 $189.

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.