Beachside Resort in Key West offers a luxurious retreat on seven scenic acres overlooking the Gulf of Mexico, combining adventure and relaxation. Guests can choose from one to three-bedroom condos with modern amenities, and enjoy a 24/7 heated pool, a vibrant marina, and dining options like Tavern N Town and Chicken Walk. The resort provides a range of activities, including watercraft rentals and sunset cruises, making it the ideal gateway to Key West’s best experiences.

Our tropical resort rests five minutes from Key West International Airport via free shuttle — also covering the Old Town area. We’re two miles from sandy strolls at Smathers Beach, and The Ernest Hemingway Home and Museum and Duval Street nightlife are four miles away. Enjoy our zero-entry pool, waterside bar, and a warm DoubleTree cookie at check-in.

The Courtyard Key West Waterfront is a newly renovated, waterfront hotel situated on the Gulf of Mexico in Key West’s “New Town” area. Offering a convenient location just a short drive from major attractions on the island, this 4-star property features a spacious, campus-style layout without elevators. Guests can enjoy a range of amenities including free high-speed internet, an outdoor pool, hot tub, fitness center, and complimentary on-site parking with an electric car charging station. The hotel prides itself on a no-resort-fee policy and no additional parking fees, making it an appealing choice for travelers seeking both comfort and value.

Our five timeless Inns are in the heart of Old Town within steps of iconic sites, hidden gems, and famous Duval Street. Each with its own flair and history, our Inns range from the low-key luxury of a 19th century mansion to resort-like bungalows and Victorian homes located directly in the Historic Seaport. Find the perfect backdrop for an afternoon mojito or a tranquil spot to lay your head after a day of exploration. All our inns include daily breakfast, have pools, and offer afternoon delighters from boozy lemonade to teatime and sangria prepared by our Innkeepers – the perfect home base as you enjoy the festivities.

The Blue Marlin Motel in Key West offers 57 spacious guest rooms equipped with cable TV, refrigerators, microwaves, and coffee makers. It’s located just one block from the Atlantic Ocean, with a large heated pool and easy access to beaches, watersports, and island attractions. The motel emphasizes guest safety through enhanced cleaning measures and has friendly staff who can assist with local information and trolley tickets. Parking is available for an additional fee, and the property welcomes families.

Welcome to The Key West Hotel—ideally located on Duval Street yet tucked away in a private oasis. Choose from charming rooms in a restored Victorian conch house or a modern poolside retreat, all surrounding a lush courtyard and sparkling pool. Guests can unwind at the exclusive Bali Bar, a tiki-style hideaway serving handcrafted island cocktails with live local music each night. It’s the perfect blend of relaxation and Key West energy.

Nestled on the iconic Duval Street in Key West, Pier House Resort & Spa offers a luxurious escape with a blend of island-chic elegance and modern comfort. The resort features a private white sand beach, a full-service spa, and stunning ocean views, ensuring a serene retreat. Guests can enjoy exceptional dining, legendary bars, and personalized concierge services. Perfect for both relaxation and adventure, it also provides versatile venues for meetings and weddings, making it an ideal choice for both leisure and business travelers. Discover the vibrant local scene with the help of the resort’s concierge, and make the most of your stay in this tropical paradise.

Nestled in the heart of Key West, La Concha Key West is a beacon of timeless elegance and contemporary comfort. This iconic destination, celebrated for its rich historical significance and vibrant local culture, offers guests an unparalleled experience of luxury and adventure. From our luxurious accommodations and premier amenities to our prime location that puts the best of Key West at your doorstep, every detail at La Concha is curated to captivate your senses and inspire unforgettable moments. Dive into our outdoor pool and host your meetings and events in style in our spacious meeting spaces.

Parrot Key Hotel & Villas in Key West is a tropical hideaway where spacious rooms, suites, and villas are surrounded by lush gardens and stunning waterfront views. Guests can relax in one of several sparkling pools or on the resort’s white sand terraces, soaking up the island sun in style. The Grove Kitchen & Bar offers island-inspired cuisine all day, adding fresh flavors to your stay without ever leaving the property. Complimentary shuttles whisk you to lively Duval Street or Smathers Beach, while watersports and local excursions bring adventure right to your doorstep. Whether you’re planning a romantic escape, family gathering, or special celebration, Parrot Key’s serene atmosphere and flexible event spaces make it the perfect Key West getaway.

A sense of pride shines through in everything we do. That’s why so many branded and independent hotels count on Riley Hotel Group for the management, design, and development of their properties. Our talented team is confident in what they do, which delivers results to our clients. We keep the dialogue open with fresh ideas, fiscal guidance, and emotional support as we work to bring your vision to life, foster its growth, and sustain its longevity. Our approach provides higher than average internal rates of return and cash flows, repeat business, and a stellar reputation for quality guest experiences. Read more about us to learn what Riley can do for you.

Join the excitement at the Key West World Championships at Hyatt Centric Key West Resort & Spa. Our waterfront resort offers the perfect base for experiencing high-speed boat races, luxury relaxation at Jala Spa, and adventurous explorations of Key West. Enjoy stunning ocean views, island-inspired rooms, and exceptional dining at our sea-to-table restaurant. Book your stay now to secure your spot for an unforgettable, adrenaline-filled getaway!

The Laureate Key West is a contemporary all-suite retreat offering luxury accommodations with coastal-inspired design and spacious layouts, perfect for both short and extended stays. Guests can enjoy serene ocean views, private balconies, in-room kitchens, and a tranquil poolside setting for a relaxing escape. From family vacations and group getaways to romantic retreats, The Laureate provides versatile suites that welcome up to eight guests, including pets. With easy access to Key West attractions like Duval Street, the Hemingway Museum, and nightly sunset celebrations, it’s an ideal home base for your island adventure.

Brightwild is a travel platform that focuses on providing unique vacation rentals and curated local experiences in destinations such as Key West, Tampa Bay, and Panama City Beach. Each guest is paired with a local Guest Experience Manager who offers personalized recommendations and support throughout their stay. The company also creates ad-free city guides and travel content written by locals to help travelers explore more authentically. In addition to serving guests, Brightwild partners with property owners to manage and showcase vacation rentals.

Tucked in Historic Old Town on Key West’s serene Atlantic Coast lies an oasis in the middle of the party. Choose between two distinct options for your stay: The Southernmost Beach Resort or The Guest Houses at Southernmost Beach Resort. Both options are just a short walk from Duval Street’s eclectic shops, famed nightlife, and signature architecture. A stay at the newly renovated Southernmost Beach Resort combines modern luxury with tradition offering lush gardens, endless sea views, and sandy beaches. Or choose The Guest Houses for a perfect blend of history and contemporary coastal décor, with The Avalon built in 1885 and Duval Gardens dating back to 1920.

Poised on the pristine waterfront of the island’s historic seaport, The Marker Key West Harbor Resort is a fresh approach to luxury, seamlessly blending the elegance of classic Florida Keys resorts with an understated air of modern glamour. Set on two acres of lush, tropical landscape, The Marker Key West Harbor Resort features 96 vibrant rooms and suites, 3 stunning pools, and one onsite restaurant and bar for a secluded island escape tucked away in Old Town Key West.