Hotels in Islamorada

Search and compare Islamorada hotels from hundreds of travel sites on HotelsCombined and save.

...and more

Learn why travelers love HotelsCombined

Compare hotel ratings collected from thousands of user reviews.

One search gives you accurate pricing on affordable hotels.

Customize your results by hotel chain, amenities, price and more.

Search for hotels as many times as you want – for free.

Refine Your Search

Star ratings
Guest Ratings
Amenities
Freebies
See all filters

Popular hotels in Islamorada

Enter your travel dates to find the best prices.
Filter by star ratings
All filters
84001 Overseas Highway, Islamorada, FL, United States
Welcome to Three Waters Resort & Marina, a one-of-a-kind destination named for the rare meeting of the Atlantic Ocean, Florida Bay, and the Gulf of Mexico. Set on 15 waterfront acres—the “Sportfishing Capital of the World”—our resort in Islamorada, Florida blends island adventure with serene relaxation. Relax in a range of island-inspired guestrooms and ocean view suites, or retreat to The Cove, our adults-only resort within a resort. Discover tropical beauty and the spirit of the Florida Keys, plus nine unique dining options—from the wood-fired warmth of Kindler to the iconic Tiki Bar. Cruise between experiences at our beachfront hotel in Islamorada aboard our water taxi, Rum Runner. At our full-service marina, a seasoned fleet of captains welcomes anglers of every level. Whether you’re seeking world-class fishing, a family vacation, romantic escape, upscale retreat, or a dream beach wedding, Three Waters Resort & Marina is your ultimate Florida Keys resort. 
Free Wi-Fi
8.3
Excellent
1460 reviews
Location
1.8 mi from city centre
80241 Overseas Highway, Islamorada, FL, United States
Just off the Overseas Highway and in front of the ocean, this Islamorada hotel offers an on-site marina. The beachfront hotel features an outdoor pool. WiFi is included in the resort fee. The suites and cottages at La Siesta Resort & Villas are equipped with a cable TV and air conditioning. On site, SIDECAR bar serves light fares, beer, and wine daily. Activities such as boating, fishing, jet skiing and snorkeling can be arranged. The on-site marina offers both gulf-side and ocean-side slips while non-motorized watersports equipment and bicycles are provided for guests' use. Theater of the Sea is 3.7 mi away from the accommodations while Anne's Beach is located 6.7 mi away.
Parking
8.2
Excellent
1275 reviews
Location
2.0 mi from city centre
82100 Overseas Highway, Islamorada, FL, United States
Islander Resort is a unique destination in Islamorada featuring guest rooms and an unrivaled collection of premier suites inspired by the classic elegance of the Florida Keys. Nestled among the palm trees on more than 24 oceanfront acres in the Village of Islamorada, the resort includes 114 luxury guest rooms and suites that enhance the charm of our tropical destination. Guests enjoy access to a variety of on-site amenities including two oceanfront pools, beachside hammocks, complimentary bikes, and Seaside Sports your hub for games and activities under the sun. Dine oceanside at Tides Beachside Bar & Grill, enjoy fresh food with your toes in the sand at Coccoloba, grab a bite and a refreshing drink poolside at Sandys Beach Shack, or start your day with a gourmet coffee at Drift. From sunrise breakfasts to sunset happy hours, Islander Resort offers a laid-back taste of the Florida Keys. Just a short drive or shuttle ride away, Bayside Villas by Islander Resort offers 25 charming, contemporary cottages and 14 boat slips nestled amid lush tropical foliage. Guests enjoy access to all amenities at Islander Resort while staying in spacious villa accommodations complete with beautifully equipped gourmet kitchens, top-of-the-line stainless steel appliances, and granite countertops. When youre ready to explore, were steps away from the best sightseeing, dining, and shopping in the Florida Keys. Walk or bike to nearby boutiques, restaurants, historic sites, and museums. Bayside Villas is also home to Islander EcoAdventures, your connection to kayaking, paddleboarding, and on-the-water exploration. Our charming, contemporary resort, world-class amenities, and amazing location will make your stay a true escape from reality. With health and well-being top of mind, we have developed REST ASSURED, a 5-point program designed to ensure guests and staff may be put at ease while on property. Program standards, including advanced cleaning protocols, physical distancing, and transparent communication, are based on guidance from the Centers for Disease Control (CDC), World Health Organization (WHO), and American Hotel and Lodging Association (AHLA). No detail has been left unturned and we thank you for staying with us.
Free Wi-Fi
9.0
Excellent
1916 reviews
Location
0.3 mi from city centre
80401 Old Highway, Islamorada, FL, United States
At Pines & Palms Resort, hit the private sand beach, relax by an outdoor pool, or spend the day at a marina.
Free Wi-Fi
9.3
Excellent
1260 reviews
Location
2.0 mi from city centre
81450 Overseas Highway, Islamorada, FL, United States
Nestled in the heart of Islamorada amid lush tropical foliage sits twenty-five charming, contemporary cottages and 14 boat slips known as Bayside Villas by Islander Resort. Enjoy luxurious accommodations complete with beautifully equipped gourmet kitchens, featuring top-of-the-line stainless steel appliances and granite countertops. When youre ready to explore, we are only steps away from some of the best sightseeing, dining, and shopping experiences in the Florida Keys. Walk or bike to nearby boutique shops, restaurants, historical sites, and museums. Bayside Villas is also home to Islander EcoAdventures, your connection to kayaking, paddle boarding, and more. Guests of Bayside Villas also enjoy full access to the amenities of Islander Resort, located just across the street. The property offers 14 boat slips available to guests on a first-come, first-served basis. Bayside's convenient marina access makes it easy to enjoy the surrounding waters and plan your perfect day on the ocean. Our charming, contemporary resort, world-class amenities, and amazing location will make your stay a true escape from reality.
Free Wi-Fi
Parking
8.6
Excellent
522 reviews
Location
1.2 mi from city centre
117 Carroll Street, Islamorada, FL, United States
Along with a marina, this hotel has an outdoor pool and a hot tub. Other amenities include free use of bicycles, laundry facilities, and wedding services.
Free Wi-Fi
Air Conditioning
Location
0.4 mi from city centre
80051 Overseas Highway, Islamorada, FL, United States
An outdoor pool, laundry facilities, and a garden are available at this hotel. Free WiFi in public areas and free self parking are also provided. Additionally, barbecue grills, a picnic area, and a front-desk safe are onsite.
Free Wi-Fi
Air Conditioning
8.5
Excellent
754 reviews
Location
2.3 mi from city centre

Travel insights for hotels in Islamorada

Use our HotelsCombined data-powered tips to help you find your next hotel in Islamorada.

What is the cheapest month to book a hotel in Islamorada?

The cheapest month to book a hotel in Islamorada is September ($333). Conversely, the most expensive month to stay in Islamorada is January ($862).

What is the cheapest day to stay in a hotel in Islamorada?

The cheapest day to stay in Islamorada is Sunday ($308). On the other hand, travelers can expect to pay the most on Tuesday, when the average nightly price is $371.

How much is a hotel in Islamorada tonight?

Users have found prices for hotels in Islamorada tonight starting as low as $180, rising to an average cost of $318, based on searches in the last 72 hours. Prices start from $519 for a 4-star hotel in Islamorada for tonight.

How much is a Islamorada hotel room this weekend?

In the past 72 hours, we’ve seen prices for hotels in Islamorada this weekend for as little as $119/night. If you’re specifically looking for a 3-star hotel this weekend, our users have found prices as low as $119/night. For a 4-star hotel in Islamorada, the cheapest rate recently found was $526/night for this weekend.

How far ahead should you book a hotel in Islamorada?

Save money by booking a hotel at least 79 days before your trip to Islamorada. The lowest price found when booking 79 days ahead was $247 per night.

Cheapest hotels in Islamorada, Florida

Out of the hotels in Islamorada we've come across, these properties are priced the lowest. Prices can differ depending on the dates selected, so use the search form to browse more options if you have flexibility.
80015 Overseas Highway, Islamorada, FL, United States
2.4 mi from city centre
Free Wi-Fi
$125
Avg. per night
76261 Overseas Highway, Islamorada, FL, United States
6.0 mi from city centre
Free Wi-Fi
Parking
$131
Avg. per night
243 Treasure Harbor Drive, Islamorada, FL, United States
4.1 mi from city centre
Free Wi-Fi
$131
Avg. per night
68500 Overseas Highway, Islamorada, FL, United States
13.6 mi from city centre
Free Wi-Fi
Parking
$139
Avg. per night
82749 Overseas Highway, Islamorada, FL, United States
0.3 mi from city centre
Free Wi-Fi
Parking
$141
Avg. per night
82216 Overseas Highway, Islamorada, FL, United States
0.1 mi from city centre
Free Wi-Fi
Parking
$148
Avg. per night
84801 Overseas Highway, Islamorada, FL, United States
2.4 mi from city centre
Free Wi-Fi
Parking
$152
Avg. per night
84951 Overseas Highway, Islamorada, FL, United States
2.5 mi from city centre
Free Wi-Fi
Parking
$156
Avg. per night
84959 Overseas Highway, 222, Islamorada, FL, United States
2.6 mi from city centre
Free Wi-Fi
Parking
$156
Avg. per night
136 Madeira Road, Islamorada, FL, United States
0.2 mi from city centre
Free Wi-Fi
Parking
$177
Avg. per night
83409 Overseas Highway, Islamorada, FL, United States
1.2 mi from city centre
Free Wi-Fi
Parking
$190
Avg. per night
73801 Overseas Highway, Islamorada, FL, United States
8.6 mi from city centre
Free Wi-Fi
Parking
$196
Avg. per night
81801 Overseas Highway, Mile Marker 82, Islamorada, FL, United States
0.6 mi from city centre
Free Wi-Fi
$213
Avg. per night
80001 Overseas Highway, Islamorada, FL, United States
2.4 mi from city centre
$216
Avg. per night

Hotel prices in Islamorada

A breakdown of the average price per hotel class in Islamorada. As an added layer, we've also marked the most popular and best value properties in each hotel class.
4 stars +
81801 Overseas Highway, Mile Marker 82, Islamorada, FL, United States
80241 Overseas Highway, Islamorada, FL, United States
82100 Overseas Highway, Islamorada, FL, United States
80001 Overseas Highway, Islamorada, FL, United States
3 stars
68500 Overseas Highway, Islamorada, FL, United States
84951 Overseas Highway, Islamorada, FL, United States
84801 Overseas Highway, Islamorada, FL, United States
83409 Overseas Highway, Islamorada, FL, United States
80015 Overseas Highway, Islamorada, FL, United States
2 stars and under
82216 Overseas Highway, Islamorada, FL, United States
76261 Overseas Highway, Islamorada, FL, United States

Other accommodations in Islamorada

80015 Overseas Highway, Islamorada, FL, United States
2.4 mi from city centre
Free Wi-Fi
$125
Avg. per night
82100 Overseas Highway, Islamorada, FL, United States
0.3 mi from city centre
Free Wi-Fi
$274
Avg. per night
82216 Overseas Highway, Islamorada, FL, United States
0.1 mi from city centre
Free Wi-Fi
Parking
$148
Avg. per night
80051 Overseas Highway, Islamorada, FL, United States
2.3 mi from city centre
Free Wi-Fi
Air Conditioning
$216
Avg. per night

Where to stay in Islamorada

Scroll to and zoom in on the areas in Islamorada you plan on visiting to find nearby properties. Clicking on a hotel name will take you to a page with pricing, reviews, and more useful information.

About Islamorada

Swaying palms, sugar-white sand and rainbow-coloured coral reefs await in Islamorada. The lively Florida Keys village is made up of six islands sandwiched between the Florida Strait and Everglades National Park. Bask on the sand at Anne’s Beach and enjoy a picnic in palm-shaded Founders Park, also known as the Gem of Islamorada.

There are some great places to drink and dine in Islamorada, including excellent seafood restaurants and a hip craft brewery. The History of Diving Museum charts the village’s maritime heritage and showcases metal helmets, centuries-old treasure chests and other artefacts.

Day trips to Indian Key Historic State Park take you to a tiny island dotted with centuries-old ruins. The park can only be accessed by boat, with kayak rentals available from local outfitters in Islamorada. Eco tours depart from the marina and get you up close with dolphins, crocodiles and manatees. They’re also a great way to explore the lush mangrove forests that surround Islamorada.

Getting there

Islamorada is located in the Florida Keys, a two-hour drive from Miami and Key West. Rental cars offer the freedom to explore the Florida Keys at your own pace. Key West International Airport is a two-hour drive away.

Facts about staying in Islamorada

  • What are the best hotels on the Overseas Highway in Islamorada?

    Considered to be one of the most important streets in the city, the Overseas Highway runs almost the entire length of Islamorada. If you want to stay somewhere in the area that’s close to popular attractions and that is centrally located in the region, look for hotels in Islamorada on this road. One lodging option is the Casa Morada, which is right near the bay and is also less than a five-minute drive from the Theater of the Sea. You can also choose to stay at the Cheeca Lodge & Spa, a stylish choice that’s right on the Overseas Highway and provides free valet parking for guests. Located on this road and directly in front of the ocean is the Islander Resort, which has an outdoor pool and garden, as well as a bar on site.

  • Are there kid-friendly hotels in Islamorada?

    Those who will be traveling to the region with little ones may want to look for kid-friendly hotels in Islamorada. An easy way to do this is to stay somewhere that’s only a short distance from family-friendly activities and attractions. Many families enjoy going to Founders Park, which is a great place to spend family time during the warmer months, when you can best enjoy its beach, playground, and picnic area. If you book a room at the Fisher Inn Resort & Marina, you will be just a short drive from the park, and you’ll be about 10 minutes’ walk from the Windley Key Fossil Reef Geological State Park. The Theater of the Sea is another popular place to spend time and will allow the kids to get up close and personal with a variety of marine animals that are native to the area. By staying at the Postcard Inn Beach Resort & Marina, you will be around seven minutes’ drive from here, and you’ll only be about 20 minutes from Key Largo.

  • How do I find a peaceful and quiet hotel in Islamorada?

    The southwest part of the island is considered a particularly peaceful and tranquil area, making it a convenient place to stay if you want to be in a more secluded part of the city. There are quite a few Islamorada hotels for you to choose from in this area, including the charming Amara Cay Resort, which is around a 10-minute drive from the Bud N' Mary's Dive Center. La Siesta Resort & Marina is another accommodation option in the heart of this neighborhood; it’s located right on the waterfront. It is also possible for you to book cheap hotels in Islamorada that are in this part of the city. For example, if you book a room at the Pines & Palms Resort, you will find a budget-friendly hotel in a largely residential area. Because Islamorada is unconnected to mainland Florida, you can find quiet, peaceful hotels in almost any part of the village.

  • What neighborhoods in Islamorada have the best restaurants?

    Many delicious dining options can be found in or near the Matecumbe neighborhood. There are restaurants around here that serve a few different types of cuisine, including fresh seafood, traditional American-style food, and Asian cuisine. The Islander Bayside Townhomes is a cozy place to stay that’ll put you near the water and within five minutes’ walk of various places to grab a bite to eat. The Hadley House Islamorada is another convenient option located in the center of this neighborhood near a few popular restaurants; it offers free luggage storage for guests. Slightly farther north is the Chesapeake Beach Resort, which is right next to Wahoo’s Bar and Grill.

  • What are the best hotels in Islamorada?

    Cheeca Lodge & Spa, rated with a score of 8.4 from 1,485 reviewers, is one of the most popular hotels in Islamorada. Other top stays include Amara Cay Resort, with an average rating of 7.9 from 1,234 reviewers, and Islander Resort, with a score of 9.0 from 1,916 reviewers.

  • How much is a cheap hotel in Islamorada?

    $146 per night is the cheapest Islamorada hotel price found in our data from the last 72 hours.

  • What are some other cities to stay in when visiting Florida?

    In addition to Islamorada, travelers opt to visit Orlando when visiting Florida. Key West is also a popular choice to visit.

  • How many hotels are there in Islamorada?

    In total, there are 535 hotels to choose from in Islamorada, compared to 200,696 properties in Florida.

See more FAQs

Find better results for your stay in Islamorada