Hotels in Islamorada
Search over 2,220 hotels from $173
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Top Rated Islamorada Hotels

Chesapeake Beach Resort

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

Amara Cay Resort

Cheeca Lodge & Spa

Hadley Resort and Marina

Treasure Harbor

Islander Resort

Fisher Inn Resort & Marina

Coconut Cove Resort and Marina

La Siesta Resort & Villas

Sunset Inn

La Jolla Resort
How much is a Islamorada hotel?
Check Islamorada hotel room prices by star rating

5 Star Hotels
Cheap Islamorada hotels options

Conch On Inn Motel

Creekside Inn

Cheeca Lodge & Spa

Fisher Inn Resort & Marina

Pines & Palms Resort

Amara Cay Resort
Top reasons to visit Islamorada
- Thrilling Fishing Adventures: Experience the vibrant outdoor vibes of Islamorada with thrilling fishing adventures in the Florida Keys.
- Mesmerizing Underwater World: Dive into the crystal-clear waters and explore the mesmerizing underwater world of Islamorada through diving and snorkeling.
- Stunning Beaches: Unwind and relax on the stunning sandy beaches of Islamorada, where the sunsets provide the perfect backdrop for your coastal getaway.
- Delicious Seafood Cuisine: Indulge in the local cuisine of Islamorada, known for its fresh and delicious seafood that will satisfy any seafood lover's cravings.
- Live Performances: Theater enthusiasts can enjoy live performances in Islamorada, adding a touch of entertainment to your coastal vacation.
Popular hotels in Islamorada
Islamorada, a tropical paradise located in the Florida Keys, offers a wide range of hotel accommodations for outdoor enthusiasts. From beachfront resorts to cozy boutique hotels, there is something for everyone in Islamorada. Whether you're looking for a luxurious stay with stunning ocean views or a budget-friendly option near the beach, the top hotels in Islamorada provide a perfect base for exploring the area's natural beauty and enjoying outdoor activities like fishing, snorkeling, and kayaking.
- Cheeca Lodge & Spa - This 4.0-star rating resort is a great option for your outdoor vacation in Islamorada. With close proximity to fishing, relaxing, and yoga, you can enjoy various activities. The resort also offers tennis, kayaking, and skydiving for the adventurous. Don't miss out on the breathtaking views and the chance to snorkel or enjoy the steam room. The friendly staff will make your stay even more enjoyable.
- Chesapeake Beach Resort - If you're looking for a 2.5-star rating hotel with a great location, Chesapeake Beach Resort is the perfect choice. With views of the sea, marina, and a nearby beach, this hotel offers a relaxing atmosphere. You can also indulge in activities such as rowing, canoeing, and fishing. For the thrill-seekers, skydiving and kayaking are available. Enjoy the serene surroundings and take advantage of the tennis courts and snorkeling opportunities.
- Reefhouse Resort & Marina - Located 20.7 miles away from Islamorada, this 3.5-star rating hotel offers a beautiful ocean view. With an outdoor pool, beach access, and a marina, you can enjoy the outdoors to the fullest. Kayaking and skydiving are available for the adventurous, while the poolside bar is perfect for relaxation. Don't miss out on snorkeling in the nearby waters. This hotel is a great option for your outdoor vacation.
Top things to see and do in Islamorada
Located in the Florida Keys, Islamorada offers a range of activities for travelers seeking a coastal getaway. With its proximity to the sea, fishing and diving are popular pastimes, allowing visitors to explore the vibrant marine life. The stunning sunsets provide the perfect backdrop for relaxation and entertainment, with options such as snorkeling and opera performances. Seafood lovers can indulge in the local cuisine, while theater enthusiasts can enjoy live performances. Don't miss the chance to visit the islands of Islamorada, explore the Hurricane Monument, relax on the sandy beaches, or embark on a thrilling Bluewater adventure.
- Anne's Beach: Anne's Beach is a serene and picturesque beach with soft, powdery sand and crystal-clear turquoise waters. Surrounded by lush greenery, it offers a tranquil escape and breathtaking views. Relax on the sandy shore, take a dip in the refreshing ocean, or simply bask in the beauty of nature.
- Bud n' Mary's Dive Center: Bud n' Mary's Dive Center is a captivating marina nestled amidst the stunning sea. It provides easy access to the beach, allowing you to indulge in thrilling water activities like fishing and diving. Immerse yourself in the golden sunsets, feel the salty breeze against your skin, and embrace the adventure and natural wonders of the ocean. With its family-friendly atmosphere, it's an ideal destination for both relaxation and exploration.
- Florida Keys Brewing Co.: Florida Keys Brewing Co. is an enticing alcohol brewery that offers a unique and romantic experience. Sip on handcrafted brews while being surrounded by a cozy ambiance and live entertainment. Indulge in the flavors of their exquisite beers, creating a delightful and unforgettable evening. Let the atmosphere whisk you away into a world of romance and entertainment, making it a must-visit for beer enthusiasts and those seeking a memorable night out.
Best places to visit in Islamorada
Experience the vibrant outdoor vibes of Islamorada, Florida. Immerse yourself in thrilling fishing adventures, explore the mesmerizing underwater world through diving and snorkeling, and unwind on the stunning beaches. This central Islamorada location offers the perfect balance of relaxation and excitement for your outdoor vacation.
- Venetian Shores: Venetian Shores is a hidden gem in Islamorada that offers a unique outdoor experience. With its picturesque canals and waterfront properties, this neighborhood is a paradise for boating and fishing enthusiasts. Take a leisurely stroll along the docks and soak in the laid-back atmosphere while enjoying breathtaking sunsets. The local community here is vibrant and friendly, making it easy to strike up a conversation and learn about the area's rich maritime history. Venetian Shores is also home to some of the best seafood restaurants in town, where you can indulge in fresh catch-of-the-day dishes. Whether you're a seasoned angler or simply love being by the water, Venetian Shores is worth a visit for an unforgettable outdoor holiday.
- Lower Matecumbe Beach: Lower Matecumbe Beach is a paradise for outdoor enthusiasts. This neighborhood offers a plethora of activities to satisfy every adventurer's craving. Dive into the crystal-clear waters and explore the vibrant coral reefs teeming with marine life. If fishing is your passion, cast your line and try your luck at catching some of the local prized species. For those seeking relaxation, bask in the sun while enjoying the gentle sea breeze and picturesque views. As the day comes to a close, treat yourself to a mesmerizing sunset that paints the sky with vibrant hues. Lower Matecumbe Beach also boasts a thriving entertainment and theater scene, ensuring there's always something exciting happening. Don't miss the opportunity to savor delicious seafood and immerse yourself in the local culture. Get ready for a truly unforgettable outdoor holiday.
- Seabreeze Trailer Park: Seabreeze Trailer Park is a hidden oasis in Islamorada that offers a unique outdoor experience. Nestled amidst lush greenery, this neighborhood is a haven for nature lovers and outdoor enthusiasts. Embark on scenic hikes and explore the abundant wildlife in the surrounding areas. The tranquil atmosphere and soothing sounds of nature make it the perfect place to relax and recharge. With its close proximity to the beach, you can enjoy a day of snorkeling and immersing yourself in the vibrant underwater world. Seabreeze Trailer Park also offers a taste of local culture, with seafood markets offering the freshest catches and charming theaters showcasing captivating performances. If you're seeking a peaceful escape surrounded by natural beauty, Seabreeze Trailer Park is the ideal destination for your outdoor holiday.
Seasonal travel trends of Islamorada
The popularity of Islamorada shows a slight change throughout the year. The most popular time to visit is between February and April, with a seasonal peak in March. The off-peak tourist season is from October and December, with October typically being the quietest month.
Check out the month-by-month weather chart for Islamorada to help you plan your next trip. With a monthly average of 84.4 degrees Fahrenheit, you can expect the hottest temperatures in August. The coldest month, on average, is January. The most rainfall typically happens in September. Regardless of when you visit Islamorada, every season has a reason to stay.
Calendar Month | Temperature | Precipitation | Cloudiness |
| January | 70.0°F (21.1°C) | No Rain (Dry) | Mostly Sunny |
| February | 71.8°F (22.1°C) | No Rain (Dry) | Mostly Sunny |
| March | 72.9°F (22.7°C) | No Rain (Dry) | Mostly Sunny |
| April | 76.6°F (24.8°C) | No Rain (Dry) | Mostly Sunny |
| May | 79.3°F (26.3°C) | Light Rain | Mostly Sunny |
| June | 82.4°F (28.0°C) | Light Rain | Mostly Sunny |
| July | 83.8°F (28.8°C) | Light Rain | Mostly Sunny |
| August | 84.4°F (29.1°C) | Light Rain | Mostly Sunny |
| September | 83.3°F (28.5°C) | Light Rain | Mostly Sunny |
| October | 80.2°F (26.8°C) | Light Rain | Mostly Sunny |
| November | 75.9°F (24.4°C) | Light Rain | Mostly Sunny |
| December | 72.9°F (22.7°C) | No Rain (Dry) | Mostly Sunny |
Local eateries in Islamorada
Experience the delectable flavors of Islamorada, Florida, where the food and dining culture is a true delight. Indulge in the mouthwatering dishes offered at the popular restaurants in the neighborhood. Wahoo's Bar & Grill is a moderately rated highly popular restaurant serving North American cuisine, while Square Grouper is a seafood lover's paradise. For those craving pizza, Whale Harbor Restaurant Marina offers a delightful experience. Whether you're dining at the Moorings Village, Habanos Restaurant, or enjoying poolside fare at the best Islamorada resort, you'll be treated to a range of delicious flavors that will leave you craving for more.
Where should you stay in Islamorada?
What are the best hotels to stay with the kids in Islamorada?
Check out the 5 family-friendly hotels in Islamorada for a trip with your family. Cheeca Lodge & Spa is a resort offering 3 outdoor pools, a private beach, and a kids' club. You and your family can also consider Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, a resort offering 3 outdoor pools, a private beach, and 4 restaurants. Another option is Hadley Resort and Marina, a hotel offering a private beach, an outdoor pool, and free parking.
What are some favorite hotels in downtown Islamorada?
These are some of the most popular hotels in downtown Islamorada:
- Cheeca Lodge & Spa is a resort offering 3 outdoor pools, a full-service spa, and a private beach.
- Hadley Resort and Marina is a hotel offering a marina, a private beach, and free breakfast.
- Islander Resort is a hotel offering 2 outdoor pools, a private beach, and 3 restaurants.
You'll love Islamorada for its great entertainment, scenic seaside and popular seafood restaurants. Close to central Islamorada, you'll find interesting places to visit like Florida Keys Brewing Co..
What are some favorite hotels close to Theater of the Sea?
Take in a show at this beloved theater, 1.4 mi from central Islamorada. There are 32 hotels within a mile of Theater of the Sea, giving you plenty to choose from, and here are some of the top ones:
- Pelican Cove Resort & Marina: Located 0.3 mi away, this 3-star hotel features a marina, a private beach, and free breakfast.
- Postcard Inn Beach Resort & Marina: Located 0.5 mi away, this 3-star resort features a marina, 2 outdoor pools, and a private beach.
- Coconut Cove Resort and Marina: Located a short walk away, this hotel has a marina, a private beach, and an outdoor pool.
Islamorada hotels essential information
Accommodation | 2,220 hotels |
|---|---|
Lowest Price | $173 |
Highest Price | $442 |
Popular hotels | Chesapeake Beach Resort, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, Amara Cay Resort, Cheeca Lodge & Spa, Hadley Resort and Marina, Treasure Harbor, Islander Resort, Fisher Inn Resort & Marina, Coconut Cove Resort and Marina, La Siesta Resort & Villas, Sunset Inn, La Jolla Resort |
Booking tips for Islamorada
Find your perfect hotel with Orbitz
We strongly believe in promoting inclusivity in travel, which extends to your upcoming journey. Utilize our filtering options to discover hotels that hold eco-certifications or go above and beyond to provide a warm welcome to LGBTQ+ guests. Moreover, our personalized filters assist in narrowing down hotels based on proximity to renowned attractions and offering convenient features like book now, pay later, and more.
Travel as you are
At Orbitz, we believe in the power of diverse experiences that make travel truly fulfilling. With a long-standing commitment to equality and inclusion, we have supported the LGBTQIA community through television ads and progressive charities. Now, more than ever, we are dedicated to uniting people from all walks of life and creating a world where everyone can travel confidently and joyfully. Our LGBTQIA+ friendly hotel filter ensures you stay in places that celebrate who you are, not just tolerate. Plan and book with us, knowing that we care about your unique needs.
Saving tips for your trip
Avoid the peak season from February to April when planning your trip to Islamorada. Instead, visit during the off-peak season from October to December to save money. To further save, consider bundling your flights, hotel, and car bookings together for a discounted price. While in Islamorada, take advantage of the inexpensive local attractions such as fishing, snorkeling, and enjoying the stunning sunsets. These activities offer a budget-friendly way to experience the beauty and relaxation of Islamorada.
Recent Reviews

Chesapeake Beach Resort
More to Explore
- Hotels near MarineLab Undersea Laboratory
- 5 Star Hotels in Plantation Key
- Hotels with a Gym in Plantation Key
- Hotels near Matecumbe United Methodist Church
- Hotels near Fiesta Key
- Long Key Hotels
- Hotels near Pigeon Key
- Duck Key Hotels
- 5 Star Hotels in Lower Matecumbe Key
- Hotels with Pool in Lower Matecumbe Key
- Matecumbe Hotels
- Holiday Park Resorts in Lignumvitae Key Botanical State Park
- Lignumvitae Key Botanical State Park Hotels
- Inns in Lignumvitae Key Botanical State Park
- Anglers Park Hotels
- Hotels near Bluefin Rock Harbor Marina
- Hotels near Long Key State Park
- Hotels near Founders Park
- Hotels near Anne's Beach
- Houseboats in Upper Matecumbe Key
- Hotels near Florida Keys Brewing Co.
- Hotels near Caribbean Club Bar
- Conch Key Hotels
- Hotels near Jimmy Johnson's Big Chill
- Indian Waterways Hotels
- Hotels near Windley Key Fossil Reef Geological State Park
- Apartments in Layton
- Cottages in Layton
- Beach Resorts & in Layton
- Luxury Hotels in Layton
- Motels in Layton
- Vacation Homes in Layton
- Rv Parks in Layton
- Resorts in Layton
- Hotels near Harry Harris Park
- Hotels near Islamorada County Park
- Key Largo Village Hotels
- Cheap Hotels in Venetian Shores
- Hotels with Pool in Venetian Shores
- 3 Star Hotels in Tavernier
- 4 Star Hotels in Tavernier
- Apartments in Tavernier
- B&B in Tavernier
- Capsule Hotels in Tavernier
- Castles in Tavernier
- Condo Rentals in Tavernier
- Cottages in Tavernier
- Adventure Hotels in Tavernier
- Cheap Hotels in Tavernier
- Kid Friendly Hotels in Tavernier
- Green Hotels in Tavernier
- Hotels with Pool in Tavernier
- Hotels with WiFi in Tavernier
- Hotels with a Lazy River in Tavernier
- Hotels with Free Breakfast in Tavernier
- Hotels with Free Parking in Tavernier
- Hotels with Waterslides in Tavernier
- Luxury Hotels in Tavernier
- Oceanfront Hotels in Tavernier
- Pet Friendly Hotels in Tavernier
- Waterpark Hotels & Resorts in Tavernier
- Hotels with a Wedding Venue in Tavernier
- Winery Hotels in Tavernier
- Tavernier Hotels
- Houseboats in Tavernier
- Inns in Tavernier
- Motels in Tavernier
- Palaces in Tavernier
- Vacation Homes in Tavernier
- Rv Parks in Tavernier
- All Inclusive Resorts & in Key Largo
- Key Largo Hotels
- Hotels near Hurricane Monument
- Hotels near Florida Keys Dive Center
- Hotels near Bud n' Mary's Dive Center
- Hotels near Snake Bight
- Hotels near Jacob's Aquatic Center
- Hotels near Sunset Drive Beach
- Flights to Miami
- Flights from New York to Miami
- Flights to Tavernier
- Flights from Tavernier
- Flights from Chicago to Tavernier
- Flights from Houston to Tavernier
- Flights from Kansas City to Tavernier
- Flights from New Orleans to Tavernier
- Flights from New York to Tavernier
- Flights from Washington to Tavernier
- Flights from San José to Tavernier
- Flights from Quito to Tavernier



Calendar Month
Temperature
Precipitation
Cloudiness

