Top Hotels
Hotels in Islamorada

Hotels in Islamorada, FL

Find deals on 20 hotels in Islamorada, FL

Islamorada, FL
Apr 18 — Apr 192
Sat 4/13
Wed 4/17

Compare 3M+ hotel and accommodation options.

Save money when you book hotels with momondo

Best deals on hotelsSee deals from 3M+ hotels and accommodations in one place.

Free cancellationUse our filter to find stays with free cancellation.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Price AlertsNot ready to book? Create a price alert to track prices.

Top hotels in Islamorada

Find the perfect hotel for your stay in Islamorada
Review Score
Hotel class

Things to do in Islamorada

When to book a hotel in Islamorada

Check out the information below to find the best deal on a hotel room in Islamorada
Low SeasonNovembercheapest month to stay
High SeasonDecembermost expensive time to stay
27%expected price decrease
37%expected price increase


$219 - $470

Cheapest day of weekMondayis the cheapest day of the week to book
Highest day of weekSaturdayis the most expensive day of the week to book
$281is the average per night cost for a hotel on this day
$401is the average per night cost for a hotel on this day
Cheapest time to bookThe cheapest time to book hotels in Islamorada is: 1-2 star, 67 days before. 3 star, 89 days before. 4-5 star, 27 days before.

1-2 star

$193 - $433

3 star

$179 - $472

4-5 star

$265 - $575

Useful insights on Islamorada hotels

Get a quick overview on price and accommodation trends for your visit in Islamorada

Lowest Hotel Price


Most Popular Hotel (5-star)

Breathtaking Bay Views

Hotels Near Airport


Average Length of Stay

2 days
The cheapest price for a room in Islamorada found in the last 7 days is $102/night. This rate is available with Beautiful/tropical decorated one bed room Condo over looking Bay side.
Travel with comfort when booking a room with Breathtaking Bay Views, the most popular 5-star hotel in Islamorada.
There are 11,609 hotels in Islamorada close to Miami. Miami International Airport Hotel is the nearest with a distance of 0.5 mi from this airport.
On average, people stay for 2 days when lodging at hotels in Islamorada. The average accommodation price for 2 days in Islamorada in the past week is $628.

Islamorada travel tips

Which neighborhoods in Islamorada should I stay in if I want access to public transport?

Islamorada has a very limited public transport system, but because it's so small, it's easy to navigate on foot. However, for convenient island hopping, consider renting a car, available through momondo. There are buses that run along the main road from Miami down through the Florida Keys, known as the Overseas Highway. These include the Route 301 Dade-Monroe Express between Miami and Marathon, and the Greyhound bus between Miami and Key West, which stops at Burger King on Upper Matecumbe Key. Some taxis are available, as well as ridesharing services. Some hotels in Islamorada may offer a shuttle service, it is recommending to check with the concierge or at the check-in desk. If you’re feeling energetic and you want to check out the range of hotels in Islamorada, why not rent a bicycle? The neighborhood of Matecumbe, on Upper Matecumbe Key, has the greatest concentration of Islamorada hotels, including the Caribbean Resort, Hadley House Islamorada and the La Siesta Resort & Marina. Another neighborhood is Lower Matecumbe Beach, but this key has fewer Islamorada hotels. Also, since this is the Florida Keys, you may not find too many cheap hotels in Islamorada.

How much does a hotel in Islamorada cost per night?

Use the information below to find quality Islamorada hotel rooms for low prices

2-star hotels

Cheapest $191

Average $307

Most expensive $571

Search 2-star hotels
2 stars
2 stars and under
3 stars
3 stars
4 stars
4 stars +

Best prices found by momondo users in the past 24 hours.

Hostels and cheap hotels in Islamorada

These hotels and hostels usually make for a cheap way to stay in Islamorada

Get the best value hotel in Islamorada

These Islamorada hotels have the best prices for their ratings

Where to stay in Islamorada

What neighborhoods in Islamorada should I stay in based on why I’m traveling?

Upper and Lower Matecumbe Keys are great options for the widest range of hotels in Islamorada. Casa Morada on Upper Matecumbe Key, with its private man-made island, is ideal for newlyweds or couples looking to add some romance to their trip or put the spark back in their marriage. If you’re on holiday to decompress, Caloosa Cove Resort & Marina, close to Anne’s Beach on Lower Matecumbe Key, is an option for people wanting to relax, unwind and get away from it all.

Learn about attractions and sights in Islamorada

What are the most popular attractions in Islamorada?

Theater of the Sea on Windley Key, just north of Upper Matecumbe Key, offers live dolphin, sea lion and parrot shows, as well as interactions with sea turtles, sharks, alligators and rays. Animals here are carefully cared for and trained, and money earned is raised for animal rescue and rehabilitation, in order to preserve the marine life ecosystems of the Florida Keys. Anne’s Beach on Lower Matecumbe Key is a scenic beach with a shallow swimming area that also has picnic tables, a boardwalk and bathroom facilities. This area is known as the sportfishing capital of the world, so when looking to book hotels in Islamorada, keep that in mind. Try Bud N’ Mary’s Marina on Upper Matecumbe Key, near the Islamorada Boat Ramp.

Which neighborhoods in Islamorada have a large selection of bars and restaurants?

Both Upper Matecumbe Key and Lower Matecumbe Key have a number of establishments. The Overseas Highway is where most eateries are to be found. Highly recommended are Lazy Days Restaurant and Wahoo’s Bar and Grill Restaurant, both on the Overseas Highway. Wahoo’s is on the northern side of Upper Matecumbe Key on the way to Windley Key, while Lazy Days is on the southern side on the way to Lower Matecumbe Key. Habanos Oceanfront Dining, right near Anne’s Beach on Lower Matecumbe Key, offers casual Cuban fare. Lorelei Restaurant & Cabana Bar, near the Islamorada Fishing Club on Upper Matecumbe Key, also comes highly recommended for casual seafood. It is on Madeira Rd, close to the Greyhound bus stop (which is at Burger King, if you feel like some fast food). Unless you have rented a car for travel between the keys, you might want to eat close to your hotel in Islamorada so you can walk to your meals.

What popular events take place in Islamorada?

The annual Island Fest, presented by the Islamorada Chamber of Commerce, usually takes place in the spring and includes arts and crafts, gourmet cuisine, vintage cars and live music. It happens at Founders Park near the Plantation Yacht Harbor Marina on Plantation Key. It’s just off the Overseas Highway (US Route 1), so if you’re on a bus between Key West and Miami, jump off here.

Information about staying in Islamorada

Read these important travel tips before booking a hotel in Islamorada

How long do people stay in Islamorada?

2 nights is the typical length of stay for people visiting Islamorada.

How much does a hotel cost in Islamorada?

The price of a hotel in Islamorada depends on several factors such as star rating, location and demand. Generally speaking, the average cost of a hotel is around $217 per night.

When is the best time to book a hotel in Islamorada?

Room prices for hotels in Islamorada can be as much as 27% lower in the month of November. So this is a great time to book and save money.

Which day is cheapest to stay in Islamorada?

Sunday is the cheapest day for hotel rooms in Islamorada. Friday is the most expensive day.

How much does a luxury hotel in Islamorada cost?

$732 is around the price you are going to have to pay for a luxury hotel room in Islamorada. This is on average an 59%% increase on the cost of a typical Islamorada hotel, which is more likely to charge $217 a night.

Based on the weather in Islamorada, what attractions are popular during April?

Temperatures in Islamorada are typically around 75.2 °F during April and the chance of rain is low, which makes April the perfect time to spend some time outside at popular area attractions like Anne's Beach, Hollywood Beach, and St. Pete Beach.

Does Islamorada have vacation rentals?

There are 575 vacation rentals in Islamorada, with The Real Liveaboard Experience. Lets Go Cruising! being the most popular among momondo users. Find deals on vacation rentals in Islamorada.

How many operators does momondo search for hotels in Islamorada?

When did momondo last update prices for hotels in Islamorada?

Prices for hotels in Islamorada refresh daily.

momondo's favorite hotels in Islamorada

Learn more about these user-preferred hotels in Islamorada

Why use momondo?

Why should I book accomodation in Islamorada through momondo?

momondo is free! We extensively search hundreds of websites, returning hotels and other accommodation options in Islamorada ranging from well known hotels groups to small independent businesses. momondo then makes all these options easy to filter so you can find the perfect place to stay.

How does momondo help me find a great place to stay in Islamorada?

momondo finds you a great place to stay in Islamorada by enabling you to filter and refine your search. You can filter by price, location, amenities, review score and so much more.

An easier way to manage your Islamorada trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Find better results for your stay in Islamorada

Popular cities in the United States
Popular stays according to clicks in the last 7 days on momondo

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
Sat 4/13
Wed 4/17
Email me momondo's favorite deals