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Last Minute Hot Rate® Hotel Deals in Islamorada

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Choose from 2127 Islamorada Hotel Deals

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 29 to May 30
$129
per night
May 29 - May 30
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! (658 reviews)
"Super Cute, if you’re looking for something quiet and still in the middle of the action. Nice little spot."

Reviewed on May 12, 2024

Coconut Cove Resort and Marina
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 $399 per night from Jun 16 to Jun 17
$399
per night
Jun 16 - Jun 17
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! (1,007 reviews)
"Upon check in my husband and I were told that we were given a complimentary upgrade for our room. The gentleman helping us pulled out a map and said you booked a room by the golf course but we have upgraded you to a room by the tennis courts. We thanked him for the offer but declined and said we ..."

Reviewed on May 18, 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 $209 per night from May 21 to May 22
$209
per night
May 21 - May 22
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! (1,327 reviews)
"."

Reviewed on May 19, 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 $311 per night from Jun 12 to Jun 13
$311
per night
Jun 12 - Jun 13
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! (1,246 reviews)
"We absolutely feel in love with this resort !!😍My family and I had a quality time there , beautiful view , awesome service, too many activities to do ,delicious food , room very clean .We don’t have nothing bad to say.Just want to thank to the staff to help us to enjoy our stay 😍😍.."

Reviewed on May 16, 2024

Amara Cay Resort
Islander Resort
Islander Resort
4 out of 5
82100 Overseas Highway, Islamorada, FL
  • 7 min drive from Theater of the Sea
The price is $239 per night from May 27 to May 28
$239
per night
May 27 - May 28
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! (1,003 reviews)
"We had a lovely stay at the resort. Staff were pleasant and friendly. The rooms were clean and nicely decorated. The two pool areas were beautiful along with the beach area. Our family had fun riding the bikes every day. We even got to witness a sea turtle release on the premises. The only draw back ..."

Reviewed on May 16, 2024

Islander 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 $293 per night from Jun 2 to Jun 3
$293
per night
Jun 2 - Jun 3
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! (1,000 reviews)
"Beautiful property with amazing ocean views great pool area"

Reviewed on May 13, 2024

La Siesta Resort & Villas
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 $161 per night from May 20 to May 21
$161
per night
May 20 - May 21
Stay at this hotel in Islamorada. Enjoy free breakfast, a marina, and free bicycles on site. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.8/10 Good! (928 reviews)
"The place was beautiful. Love the scenery from the balcony. Staff was very friendly and helpful if we needed anything. Was great that they have a pool and offer for free with your stay bikes, paddle boards, and kayak."

Reviewed on May 15, 2024

Hadley 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! (998 reviews)
"The property looks simple from the highway, but when you get there, it is gorgeous! The rooms are very spacious and include most amenities you will need. The setting is peaceful and quiet, and mostly beautiful. I’ll stay there again."

Reviewed on May 14, 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 $204 per night from Jun 19 to Jun 20
$204
per night
Jun 19 - Jun 20
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! (318 reviews)
"Very good value. Clean if a little run down and wonderful location and staff."

Reviewed on May 15, 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 $153 per night from May 20 to May 21
$153
per night
May 20 - May 21
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! (1,001 reviews)
"Good"

Reviewed on May 12, 2024

Drop Anchor
Sunset Inn
Sunset Inn
3 out of 5
82200 Overseas Hwy, Islamorada, FL
  • 6 min drive from Theater of the Sea
The price is $134 per night from May 22 to May 23
$134
per night
May 22 - May 23
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)
"Great place! Would stay again"

Reviewed on May 13, 2024

Sunset Inn
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 $160 per night from May 22 to May 23
$160
per night
May 22 - May 23
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! (893 reviews)
"Nice room. Loved the dock and pool area."

Reviewed on May 12, 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 2,127 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 $119. 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 $119.

How many hotels are there in Islamorada?

With over 2,127 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 $119.

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.