Hotels in Islamorada

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Popular hotels in Islamorada

Discover well-known properties in Islamorada that are favoured by visitors more than others. There are 604 hotels in Islamorada and price data was last updated on 13 October 2025. The average price for a hotel in Islamorada is $533/night.
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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 in Islamorada—the “Sportfishing Capital of the World”—our resort blends island adventure with serene relaxation. Relax in a range of island-inspired guestrooms and cottages, or retreat to The Cove, our adult-focused oasis with a private beach lagoon. 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 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 escape.
Free Wi-Fi
8.0
Excellent
1477 reviews
Location
2.9 km 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
Parking
8.8
Excellent
1803 reviews
Location
0.5 km from city centre
83409 Overseas Highway, Islamorada, FL, United States
Hotel on the beach, with 2 outdoor pools At Chesapeake Beach Resort, you can relax at one of the 2 outdoor swimming pools, play on the private white sand beach, or spend the day at a marina. Chesapeake Beach Resort offers 60 air-conditioned accommodations, which are accessible via exterior corridors and feature coffee/tea makers and designer toiletries. Beds feature pillowtop mattresses. 43-inch flat-screen televisions come with cable channels. Bathrooms include showers, complimentary toiletries, and hair dryers. This Islamorada hotel provides complimentary wireless Internet access, with a speed of 100+ Mbps (good for 1–2 people or up to 6 devices). Business-friendly amenities include phones along with free local calls (restrictions may apply). Additionally, rooms include irons/ironing boards and ceiling fans. Housekeeping is offered daily and hypo-allergenic bedding can be requested. A private beach, a marina, and complimentary bicycles are featured at the hotel. 2 outdoor swimming pools are on site. Children under 16 years old are not allowed in the swimming pool without adult supervision. The recreational activities listed below are available either on site or nearby; fees may apply.
Free Wi-Fi
Parking
8.4
Excellent
1130 reviews
Location
2.0 km from city centre
136 Madeira Road, Islamorada, FL, United States
Adults-only beach hotel with outdoor pool At Casa Morada, relax by an outdoor pool or hit the nearby beach where you can enjoy kayaking. Casa Morada offers 16 accommodations with DVD players and minibars. Rooms open to balconies or patios. These individually decorated and furnished accommodations have separate sitting areas. Beds feature premium bedding. Flat-screen televisions come with cable channels. Bathrooms include bathrobes, designer toiletries, complimentary toiletries, and hair dryers. Guests can surf the web using the complimentary wireless Internet access. Business-friendly amenities include safes and phones; free local calls are provided (restrictions may apply). In-room massages and irons/ironing boards can be requested. Housekeeping is provided daily. Recreational amenities at the hotel include an outdoor pool and complimentary bicycles. The recreational activities listed below are available either on site or nearby; fees may apply.
Free Wi-Fi
Parking
9.1
Excellent
384 reviews
Location
0.3 km from city centre
80051 Overseas Highway, Islamorada, FL, United States
Suburban hotel in Islamorada with free parking 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. Sands of Islamorada offers 9 air-conditioned accommodations with safes and coffee/tea makers. Each accommodation is individually furnished and decorated. Guests can make use of the in-room refrigerators and microwaves. Bathrooms include shower/tub combinations, bathrobes, complimentary toiletries, and hair dryers. Guests can surf the web using the complimentary wireless Internet access. 20-inch flat-screen televisions come with premium cable channels. Additionally, rooms include irons/ironing boards and ceiling fans. Housekeeping is provided daily. Recreational amenities at the hotel include an outdoor pool.
Free Wi-Fi
Air conditioning
8.6
Excellent
743 reviews
Location
3.7 km 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
8.7
Excellent
516 reviews
Location
1.9 km from city centre
73801 Overseas Highway, Islamorada, FL, United States
Embrace island life in the heart of the Florida Keys! Relax on the private beach or rent a charter for world-famous sport fishing adventures. This pool-view first-floor studio features a queen bed and a twin sleeper sofa and sleeps up to 3 guests. The unit includes a convenient kitchen, perfect for preparing quick meals on the balcony with stunning resort and ocean views. Linens, towels, and free WiFi are provided for your comfort. Caloosa Cove Resort and Marina offers amenities like a heated pool, beach area, and General Store. For adventure seekers, charter boats are available at our on-site marina. Getting around is easy with Caloosa's free transportation app, and the Caloosa KeyCard offers free access to Founders Park, a 25-acre haven with sandy beaches and a saltwater swimming area. Note: Guest passes to Founders Park do not include pool use. **Construction Notice: Ongoing work on the property may cause daytime noise. We appreciate your understanding.*** Disclaimer: Photos represent typical units. Views and layouts may vary; furnishings are consistent throughout. While we strive to maintain excellent amenities, occasional maintenance or unforeseen issues may arise.
Free Wi-Fi
Parking
9.0
Excellent
569 reviews
Location
13.8 km from city centre
117 Carroll Street, Islamorada, FL, United States
Waterfront hotel with a marina and an outdoor pool 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. The Caribbean Resort offers 14 air-conditioned accommodations with washers/dryers and coffee/tea makers. Rooms open to balconies or patios. These individually decorated and furnished accommodations have separate sitting areas. Beds feature premium bedding. Accommodations at this 3.5-star hotel have kitchens with full-sized refrigerators/freezers, stovetops, microwaves, and separate dining areas. Bathrooms include showers, complimentary toiletries, and hair dryers. LED televisions come with premium cable channels. Additionally, rooms include irons/ironing boards and ceiling fans. Housekeeping is provided daily. A marina and complimentary bicycles are featured at the hotel. An outdoor pool and a hot tub are on site. The recreational activities listed below are available either on site or nearby; fees may apply.
Free Wi-Fi
Air conditioning
Location
0.7 km from city centre

Travel insights for hotels in Islamorada

Use these up-to-date, data-driven insights about booking a hotel in Islamorada including ideal times to book, pricing trends, and more.

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

The cheapest month to book a hotel in Islamorada is November ($284). Conversely, the most expensive month to stay in Islamorada is April ($1,082).

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

The cheapest day to stay in Islamorada is Tuesday ($329). On the other hand, travelers can expect to pay the most on Wednesday, when the average nightly price is $828.

How much is a hotel in Islamorada tonight?

Users have found prices for hotels in Islamorada tonight starting as low as $199, rising to an average cost of $461, based on searches in the last 72 hours. Prices start from $173 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 $191/night. If you’re specifically looking for a 3-star hotel this weekend, our users have found prices as low as $191/night. For a 4-star hotel in Islamorada, the cheapest rate recently found was $353/night for this weekend.

How far ahead should you book a hotel in Islamorada?

Save money by booking a hotel at least 38 days before your trip to Islamorada. The lowest price found when booking 38 days ahead was $174 per night.

Cheapest hotels in Islamorada, Florida

Discover affordable stays in Islamorada that provide a quality experience without breaking the bank. Hotels in Islamorada can be found for as low as $91 per night. There is currently one property in Islamorada that can be booked for this price. La Jolla Resort is one of the hotels that can be booked for the lowest price in Islamorada. Price data was last updated on 13 October 2025
These are the lowest prices we've found on hotels in Islamorada at the moment. As prices can vary by date, change the dates if you're flexible to compare rates.
82216 Overseas Highway, Islamorada, FL, United States
0.1 km from city centre
Free Wi-Fi
Parking
$91
Avg. per night
82749 Overseas Highway, Islamorada, FL, United States
0.5 km from city centre
Free Wi-Fi
Parking
$93
Avg. per night
82200 Overseas Highway, Islamorada, FL, United States
0.2 km from city centre
Free Wi-Fi
Parking
$95
Avg. per night
84951 Overseas Highway, Islamorada, FL, United States
4.1 km from city centre
Free Wi-Fi
Parking
$118
Avg. per night
80241 Overseas Highway, Islamorada, FL, United States
3.3 km from city centre
Parking
$130
Avg. per night
80001 Overseas Highway, Islamorada, FL, United States
3.9 km from city centre
$131
Avg. per night
84801 Overseas Highway, Islamorada, FL, United States
3.8 km from city centre
Free Wi-Fi
Parking
$132
Avg. per night
68500 Overseas Highway, Islamorada, FL, United States
22.0 km from city centre
Free Wi-Fi
Parking
$134
Avg. per night
80015 Overseas Highway, Islamorada, FL, United States
3.8 km from city centre
Free Wi-Fi
$134
Avg. per night
76261 Overseas Highway, Islamorada, FL, United States
9.7 km from city centre
Free Wi-Fi
Parking
$136
Avg. per night
84959 Overseas Highway, 222, Islamorada, FL, United States
4.2 km from city centre
Air conditioning
$141
Avg. per night
80401 Old Highway, Islamorada, FL, United States
3.2 km from city centre
Free Wi-Fi
$147
Avg. per night
243 Treasure Harbor Drive, Islamorada, FL, United States
6.6 km from city centre
Free Wi-Fi
$148
Avg. per night
81801 Overseas Highway, Mile Marker 82, Islamorada, FL, United States
1.0 km from city centre
Free Wi-Fi
$159
Avg. per night

Hotel prices in Islamorada

Get a sense of the average price and most popular properties to stay in Islamorada to help you budget for your trip accordingly. Hotels that are booked the most in each class receive the “Most popular” badge. Hotels with the “Best value” badge are the most popular hotels in Islamorada at attractive prices. Price data was last updated on 13 October 2025.
A breakdown of the average price per hotel class in Islamorada. We've highlighted the most popular properties according to our users as well as the best value within each hotel class.
4 stars +
81801 Overseas Highway, Mile Marker 82, Islamorada, FL, United States
3 stars
80401 Old Highway, Islamorada, FL, United States
81450 Overseas Highway, Islamorada, FL, United States
117 Carroll Street, Islamorada, FL, United States
68500 Overseas Highway, Islamorada, FL, United States
2 stars and under
76261 Overseas Highway, Islamorada, FL, United States
84801 Overseas Highway, Islamorada, FL, United States

Other accommodations in Islamorada

Find the perfect hostel, theme hotel, or holiday rental for your stay in Islamorada.
83409 Overseas Highway, Islamorada, FL, United States
2.0 km from city centre
Free Wi-Fi
Parking
$199
Avg. per night
80401 Old Highway, Islamorada, FL, United States
3.2 km from city centre
Free Wi-Fi
$147
Avg. per night
82216 Overseas Highway, Islamorada, FL, United States
0.1 km from city centre
Free Wi-Fi
Parking
$91
Avg. per night
80051 Overseas Highway, Islamorada, FL, United States
3.7 km from city centre
Free Wi-Fi
Air conditioning
$193
Avg. per night

Where to stay in Islamorada

Explore different neighbourhoods and areas within Islamorada to find the perfect location for your stay. Map data was last updated on 13 October 2025.
Use the map to find hotels in Islamorada that are close to the points of interest you'll be frequenting. 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

Find useful tips and insights about staying in Islamorada to help you make the most of your experience. FAQs were last updated on 13 October 2025.
  • What are the best hotels in Islamorada?

    Islamorada is home to many highly-rated hotels, one of which is Sunset Inn, which has a current rating of 8.6. For other potential stays, consider Cheeca Lodge & Spa and Drop Anchor Resort & Marina, which can also be great places to stay in Islamorada.

  • What is a good hotel near Cheeca Lodge & Spa?

    Reviews of Cheeca Lodge & Spa recommend it as a good place to stay near Cheeca Lodge & Spa, scoring 8.7/10 from 1,463 ratings.

  • What is a good hotel in Islamorada near Bud n' Mary's Fishing Marina?

    Amara Cay Resort is the hotel close to Bud n' Mary's Fishing Marina that is most recommended by HotelsCombined users, with 1,224 reviews rating it at 8.2/10.

  • Is there a good hotel near Long Key State Park?

    Close to Long Key State Park you will find Lime Tree Bay Resort, which has a rating of 8.7 over 3,627 HotelsCombined reviews.

  • How much is a cheap hotel in Islamorada?

    HotelsCombined users have found cheap hotels in Islamorada starting from $214 per night in the last 3 days.

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

    In addition to Islamorada, travellers opt to visit Orlando when visiting Florida. Miami Beach is also a popular choice to visit.

  • How many hotels are there in Islamorada?

    In total, there are 604 hotels to choose from in Islamorada, compared to 209,143 properties in Florida.

  • What are the most popular landmarks to visit in Islamorada?

    The top three landmarks in Islamorada are:
    • Cheeca Lodge & Spa, which you can visit while staying in Islamorada
    • Bud n' Mary's Fishing Marina, which you can visit while staying in Islamorada
    • Long Key State Park, which you can visit while staying in Islamorada

See more FAQs

Find better results for your stay in Islamorada

Consider these popular 3-star hotels in Islamorada

Stay at one of these Islamorada 3-star hotels that users have found on HotelsCombined.

Search cheap hotels with HotelsCombined. Use the hotel finder to search for the cheapest hotel deal for all major destinations around the world. HotelsCombined searches hundreds of hotel booking sites to help you find hotels and book hotels that suit you best. Since HotelsCombined searches many hotel sites at once, you can find discount hotels quickly. Discover hotel discounts now and make your hotel reservation today.