The Best Hotels in Islamorada, Florida, United States from 2025

Name of hotel	Accommodation Rating	Price, $
Smugglers Cove Resort And Marina	6.3 / 10 (410 Reviews)	From 156AU$
Islander Bayside Villas & Boatslips	8.4 / 10 (250 Reviews)	From 301AU$
Casa Morada	9.1 / 10 (82 Reviews)	From 547AU$
The Moorings Village	9.3 / 10 (11 Reviews)	From 724AU$
Chesapeake Beach Resort	8.5 / 10 (907 Reviews)	From 235AU$

Smugglers Cove Resort And Marina

85500 Overseas Highway

Smugglers Cove Resort And Marina provides an exciting waterfront experience, blending comfortable accommodations with adventure-filled opportunities. Positioned directly on the waterfront, it offers easy access to fishing, snorkeling, and boating, making it a great destination for water enthusiasts. Each cottage features charming decor and modern amenities, allowing guests to unwind on their private decks with picturesque views. The resort also offers a heated pool and plenty of outdoor spaces for guests to relax and socialize. Unique to Smugglers Cove is the marina, which provides boat slips for those who wish to spend their days exploring the waters directly. This resort truly stands out as one of the top waterfront Islamorada hotels for an adventurous getaway.

From

156AU$ /per night

Islander Bayside Villas & Boatslips

81450 Overseas Highway

Islander Bayside Villas & Boatslips offers a unique experience with its combination of comfortable accommodations and direct access to the bay. The property features a charming collection of villas specifically designed with a nautical theme, emphasizing the hotel's connection to the water. Each villa is thoughtfully equipped with modern amenities, complete kitchens, and outdoor spaces for relaxation. Unique to Islander Bayside is its own marina, which provides guests with boat slips and easy access to explore the local waterways. The hotel also features a large swimming pool and beautiful lush gardens that create a tranquil retreat. For travelers seeking a distinctive stay, Islander Bayside Villas & Boatslips represents the unique offerings of Islamorada hotels.

From

301AU$ /per night

Family-Friendly Islamorada Hotels

Choosing the perfect family-friendly hotel is crucial when planning a trip to Islamorada, where fun and adventure await at every corner. These Islamorada hotels cater to families by offering spacious accommodations, kid-friendly amenities, and easy access to local attractions. From swimming pools to organized activities, families will find a warm and welcoming atmosphere at each property. Featuring family suites and engaging excursions, these selections ensure that parents and kids alike can enjoy a memorable getaway together. With highlights such as beach access and proximity to water sports, these hotels help create unforgettable family experiences. Dive into our curated list of family-friendly Islamorada hotels that promise to make your trip enjoyable for all ages.

Casa Morada

136 Madeira Road

Nestled amidst lush tropical gardens, Casa Morada is an intimate boutique hotel that specializes in creating romantic experiences for couples. Each suite features charming decor, private balconies, and stunning views of the sparkling waters, setting the tone for a romantic getaway. Guests can enjoy complimentary paddle boards or relax by the saltwater pool, surrounded by palm trees. The hotel's quiet ambiance and adult-only policy offer an ideal escape for couples looking to unwind together. Evening beach bonfires and cocktails at sunset are just a few of the luxuries that await. With its unique character, Casa Morada epitomizes the essence of romantic Islamorada hotels.

From

547AU$ /per night

The Moorings Village

123 Beach Rd

The Moorings Village is a boutique hotel known for its charming cottages amidst lush landscaping along the waterfront. This property stands out with its unique, stand-alone accommodations that seamlessly blend luxury with a cozy island feeling. Guests enjoy access to breathtaking beaches, a beautiful swimming pool, and sunset views that captivate the heart. Each cottage features a chic and inviting design, along with full kitchens that encourage longer stays for guests looking to unwind. With only 18 luxurious accommodations, the intimate setting fosters relaxation and privacy, making it ideal for couples and small families. The Moorings Village exemplifies the charm of unique Islamorada hotels that prioritize the guest experience.

From

724AU$ /per night

Romantic Islamorada Hotels for Couples

For couples seeking a getaway steeped in romance, Islamorada offers an array of charming hotels that cater to lovebirds looking to reconnect. These Islamorada hotels provide intimate settings, stunning views, and luxurious amenities aimed at creating unforgettable moments. With a focus on tranquility, privacy, and thoughtful touches, couples will find the perfect backdrop for their romantic escape. Whether you prefer a beachfront bungalow or a plush suite with a gorgeous sunset view, these selections enhance your stay with cozy atmospheres and romantic dining experiences. Explore our top picks for romantic Islamorada hotels and prepare for a blissful retreat.

Chesapeake Beach Resort

83409 Overseas Highway

Chesapeake Beach Resort is perched on a private stretch of golden sand, providing guests with items essential for an unforgettable beach vacation. The resort features tropical-themed rooms equipped with modern amenities, and many offer stunning views of the Gulf of Mexico. Guests can indulge in a range of activities including swimming in the beachfront pool, kayaking, and relaxing on the private beach. The verdant grounds are perfect for leisurely strolls or enjoying a picnic with family and friends. A dedicated staff is always on hand to assist with excursions, ensuring you make the most of your time in Islamorada. Chesapeake Beach Resort is an ideal choice among waterfront hotels for those wishing to immerse themselves in the ocean's charm.

From

235AU$ /per night

La Siesta Resort & Villas

80241 Overseas Highway

La Siesta Resort & Villas exhibits a strong commitment to sustainability while providing guests with comfortable, eco-conscious accommodations. The resort has implemented energy-saving measures, such as solar panels and energy-efficient appliances, reducing its overall carbon footprint. Guests are encouraged to embrace a sustainable lifestyle during their stay, with on-site access to local produce from nearby farms in their dining options. In addition to promoting eco-friendly tourism practices, the resort boasts an ideal location for exploring the nearby natural parks and marine reserves. On-site watersports and activities emphasize connecting guests to the natural wonders of the Florida Keys. La Siesta exemplifies eco-friendly lodging among Islamorada hotels that prioritize sustainability without sacrificing luxury.

From

366AU$ /per night

Luxury Islamorada Hotels for an Upscale Experience

For those looking to indulge in unparalleled luxury, Islamorada boasts hotels that provide high-end accommodations and exceptional amenities, creating a truly lavish escape. These Islamorada hotels are characterized by their exquisite design, lavish suites, and personalized services that cater to all of your desires. Guests can expect access to gourmet dining, pristine beaches, and a range of exclusive activities that make for an unforgettable getaway. From private beachfront cabanas to rejuvenating spa treatments, these hotels offer indulgence at every turn. Explore our selection of luxury Islamorada hotels, and prepare to elevate your vacation experience.

Breezy Palms Resort

80015 Overseas Highway

Located on the stunning Florida Bay, Breezy Palms Resort is designed with families in mind, offering spacious units and a kid-friendly atmosphere. The resort features a beautiful heated pool, complimentary kayaks, and fishing gear, making it easy for families to explore the nearby waters. Each unit is equipped with a full kitchen, providing the convenience of home cooking while enjoying a tropical vacation. Beyond the accommodations, the lush gardens and sandy beach areas offer plenty of space for kids to play and parents to relax. Family activities can be arranged, allowing you to create lasting memories in Islamorada. With its warm hospitality and family-oriented offerings, Breezy Palms Resort is a fantastic choice for those seeking family-friendly Islamorada hotels.

From

224AU$ /per night

Pines & Palms Resort

80401 Old Hwy

With its laid-back island vibe, Pines & Palms Resort offers an affordable yet charming place to stay in Islamorada. This quaint resort features well-appointed suites and cottages situated amidst lush tropical gardens and a beautiful beach area. Guests can enjoy amenities such as a heated pool, complementary beach chairs, and access to kayaks for an adventurous day on the water. The convenient on-site laundry facilities and picnic areas make it easy for families to feel at home during their stay. The friendly staff at Pines & Palms is always eager to share local recommendations, ensuring you have the best experience in Islamorada. This resort is a fantastic choice among budget-friendly Islamorada hotels that don’t skimp on quality.

From

211AU$ /per night

Affordable Islamorada Hotels for Smart Travelers

Traveling to the beautiful Florida Keys doesn’t mean you must break the bank. Islamorada offers a great selection of budget-friendly hotels that cater to visitors seeking affordable yet enjoyable accommodations. These Islamorada hotels provide comfortable rooms and essential amenities without compromising quality. Ideal for families, couples, or individuals traveling on a budget, these hotels offer easy access to the area's stunning attractions and activities. Whether you want to partake in water sports or simply relax on the beach, each of these economical options provides a suitable home base. Discover our top picks for budget-friendly Islamorada hotels that ensure a fantastic stay without exceeding your budget.

Amara Cay Resort

80001 Overseas Highway

Amara Cay Resort offers a delightful blend of luxury and family-friendly amenities that makes it a standout among Islamorada hotels. Families will love the spacious rooms and suites that come equipped with modern conveniences, along with access to the beautiful beachfront. The resort features a range of activities, including water sports, making it easy to create lasting adventures. A zero-entry pool and beachside fire pits provide perfect spots for family bonding in a serene setting. The on-site restaurant offers an eclectic menu with options suitable for all age groups. Amara Cay Resort is dedicated to ensuring that families can enjoy fun-filled times together while discovering the beauty of Islamorada.

From

420AU$ /per night

Fisher Inn Resort & Marina

84951 Overseas Hwy

Fisher Inn Resort & Marina focuses on sustainability while offering a comfortable stay for those looking to reduce their environmental impact. The property emphasizes responsible fishing practices and promotes marine conservation to maintain the natural beauty of the waters surrounding Islamorada. Guests can enjoy the stunning waterfront views while engaging in eco-friendly activities such as kayaking and snorkeling in nearby coral reefs. The resort encourages guests to adopt sustainable habits by providing educational resources about the local environment and ecosystem. With an inviting atmosphere and dedication to preserving the natural surroundings, Fisher Inn is an excellent choice among eco-friendly Islamorada hotels.

From

339AU$ /per night

Waterfront Islamorada Hotels for Scenic Views

For those who dream of waking up to the sound of waves and the sight of the ocean, Islamorada offers an array of waterfront hotels that provide stunning views and easy access to the water. These Islamorada hotels feature prime beachfront locations and provide various opportunities for boating, fishing, and snorkeling. Whether you’re looking for a romantic hideaway, a family-friendly retreat, or an adventure-packed getaway, these selections allow you to immerse yourself in the natural beauty of the Florida Keys. With amenities that promote outdoor activities and relaxation, these properties are tailor-made for water enthusiasts. Dive into our curated list of waterfront Islamorada hotels, and prepare to experience breathtaking coastal charm.

Islander Resort

82100 Overseas Highway

Islander Resort perfectly combines family fun and relaxation in a tropical setting, making it one of the top Islamorada hotels for families. Set on a white sandy beach, this resort boasts spacious rooms, many of which feature kitchenettes for family convenience. Parents can relax by the pool while the kids enjoy the complimentary beach toys and sports equipment. Additionally, the resort’s on-site restaurant offers a kid-friendly menu that appeals to younger diners. Family-centric activities such as beach games and poolside events foster a sense of community among guests. With its relaxed vibe and fantastic amenities, Islander Resort guarantees a fun-filled family vacation experience.

From

322AU$ /per night

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82

Cheeca Lodge & Spa is a luxurious destination known for its romantic charm and stunning ocean vistas, perfect for couples seeking indulgence. The resort seamlessly integrates upscale accommodations with intimate dining options, including a beachfront restaurant and attentive service. Couples can take advantage of the spa services, where a variety of treatments ensure relaxation and rejuvenation. Luxurious amenities such as private balconies and spacious suites elevate the romantic experience even further. With activities ranging from sunset cruises to mingling around the lively fire pits, you'll find ample opportunities to create lasting memories. Cheeca Lodge & Spa is a prime example of the enchanting experience offered by Islamorada hotels tailored for couples.

From

292AU$ /per night

Unique and Boutique Islamorada Hotels

If you're looking for a distinctive experience that reflects the charm and spirit of Islamorada, this selection of unique and boutique hotels is perfect for you. With character-rich accommodations, personalized service, and local flair, these Islamorada hotels provide a memorable getaway unlike any other. Each property has a distinct theme or design, contributing to an authentic and immersive island experience. From colorful decor to artistic touches, these hotels ensure an enchanting ambiance that caters to travelers seeking something extraordinary. Discover our picks for unique and boutique Islamorada hotels where individuality and creativity shine.

Sunset Inn

82200 Overseas Hwy

Perfectly situated just steps from the beach, Sunset Inn is a budget-friendly gem that offers charming accommodations for travelers seeking a relaxing getaway. The hotel features cozy rooms with kitchenettes, allowing you to prepare light meals and enjoy the comforts of home during your stay. Guests can unwind by the pool or take a short stroll to the beautiful waterfront where they can savor stunning sunsets. Sunset Inn's welcoming atmosphere makes it a great choice for families and couples alike, with various amenities designed to enhance your experience. The friendly management is always willing to assist in making arrangements for nearby attractions and watersports. For affordable accommodations, Sunset Inn stands out as one of the top Islamorada hotels for budget-conscious travelers.

From

168AU$ /per night

The Ocean View Inn

84500 Overseas Highway

The Ocean View Inn encapsulates luxury and comfort, giving guests an intimate, upscale experience right on the shoreline of Islamorada. Featuring beautifully appointed rooms with stunning ocean views and modern amenities, this hotel ensures a relaxing retreat. Guests can enjoy private beach access, a lovely pool area, and lush gardens that create a tranquil atmosphere. With personalized services and close proximity to local attractions, The Ocean View Inn offers everything needed for a luxurious experience. The hotel's charming decor and warm hospitality create an inviting ambiance that sets the stage for unforgettable memories. As part of the luxury Islamorada hotels collection, The Ocean View Inn promises an exceptional stay.

From

544AU$ /per night