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Islamorada

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Islamorada Flights as Low as $49

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Cheap Flights to Islamorada

Fall in love at first flight with your vacation to Islamorada by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Islamorada on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Islamorada, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Islamorada

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Islamorada with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the MIA airport.

What is the cheapest month to fly to Islamorada?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Islamorada are in March, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Islamorada?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Islamorada.

What airport is best to fly into Islamorada?

When you’re planning your trip to Islamorada, convenience is the name of the game. Luckily, Islamorada Florida Keys Marathon Airport is nearby so you can deplane and get going on checking off everything on your Islamorada must-do list.

How much are flights to Islamorada?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Islamorada on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $49, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Islamorada?

The trick to saving a stack of cash on your flight to Islamorada? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $49 right now, why wait?

Islamorada Flight Information
Destination airport
Miami Intl.
Destination airport IATA code
MIA
Roundtrip price
$49

Last Minute Hotel Deals in Islamorada

Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Book a stay at this luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...
9.2/10 Wonderful! (1,307 reviews)
Terrific staff, room, amenities. 100% heavenly

Reviewed on Mar 8, 2026

Cheeca Lodge & Spa
Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy Islamorada FL
Book a stay at this beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the breakfast and the pool in our reviews. ...
9.2/10 Wonderful! (1,676 reviews)
Nice updates with large decks. Breakfast is very good

Reviewed on Mar 8, 2026

Chesapeake Beach Resort
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy Islamorada FL
Book a stay at this beach resort in Islamorada. Enjoy 2 restaurants, a private beach, and 3 bars/lounges. Our guests praise the pool and the helpful staff in ...
8.8/10 Excellent! (1,268 reviews)
Loved the resort, we actually arrived a little earlier than the check in time but we were able to enjoy the amenities. Took the bikes for a little ride around, hang out by the pool and grab some nachos at the bar (amazing) definitely will come back on my next visit.

Reviewed on Mar 9, 2026

Amara Cay Resort
Islander Resort

Islander Resort

4 out of 5
82100 Overseas Highway Islamorada FL
Book a stay at this beach hotel in Islamorada. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
9.2/10 Wonderful! (1,014 reviews)
Loved everything about this hotel❤️

Reviewed on Mar 9, 2026

Islander Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

4 out of 5
84001 Overseas Hwy Islamorada FL
Book a stay at this beach resort in Islamorada. Enjoy free WiFi, 3 outdoor pools, and 4 restaurants. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (166 reviews)
Overpriced for a view of the parking lot on the ground floor.

Reviewed on Mar 7, 2026

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
La Siesta Resort & Villas

La Siesta Resort & Villas

4 out of 5
80241 Overseas Highway Islamorada FL
Book a stay at this beach resort in Islamorada. Enjoy a private beach, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the spacious ...
8.8/10 Excellent! (1,004 reviews)
Great place

Reviewed on Mar 6, 2026

La Siesta Resort & Villas
Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

3.5 out of 5
84951 Overseas Hwy Islamorada FL
Book a stay at this beach motel in Islamorada. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in ...
8.4/10 Very Good! (1,008 reviews)
We came here for a quiet night away. This place did not disappoint. Hotel was calm and peaceful. We enjoyed walking the dock and seeing all the different fish. The afternoon we arrived we had parrots outside our balcony which was amazing. Definitely our best night of our trip.

Reviewed on Mar 6, 2026

Fisher Inn Resort & Marina
Hadley Resort and Marina

Hadley Resort and Marina

3.5 out of 5
82749 Overseas Hwy Islamorada FL
Book a stay at this beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
7.6/10 Good! (1,008 reviews)
The view was perfect, the room was clean and comfortable. Staff was very friendly.

Reviewed on Mar 4, 2026

Hadley Resort and Marina
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.