Planning a trip around one of Key West's biggest events? Hotel availability can disappear weeks or even months in advance for popular festivals, holiday weekends, major fishing tournaments, and concerts. Compare Key West hotels early to find the best location, amenities, and rates before the island's busiest weekends sell out.
Whether you're visiting for Fantasy Fest, the Key West Songwriters Festival, Race World Offshore Powerboat Championships, Lobster Mini Season, Hemingway Days, or a concert at Coffee Butler Amphitheater, staying close to the action can save time and make your visit more enjoyable. Choose accommodations near Duval Street, Truman Waterfront Park, the Historic Seaport, Mallory Square, or Old Town Key West to be within walking distance of many events, restaurants, nightlife, and attractions.
Browse and compare Key West hotels for your travel dates, check availability, and reserve your stay early to secure the best options during the island's most popular festivals and event weekends.
Book your Key West accommodations now!
Beachside Resort & Residences Key West
Beachside Resort & Residences Key West offers a waterfront resort stay on North Roosevelt Boulevard with spacious accommodations, private beach access, on-site dining, a resort-style pool, and mar...
Blue Flamingo Resort Key West – Affordable Tiki Social Club
Located on North Roosevelt Boulevard in New Town, Blue Flamingo Resort Key West brings a colorful, social-club-style hotel experience to the island with renovated rooms, tropical design, and a lively ...
Blue Marlin Motel
Blue Marlin Motel is a long-time Key West lodging option at 1320 Simonton Street in the South Beach area of Old Town. Set one block off Duval Street and one short block from the Atlantic Ocean, this m...
Capitana Key West
Experience elevated waterfront comfort at The Capitana Key West, a boutique hotel on North Roosevelt Boulevard with a relaxed bayfront setting and easy access to Key West attractions. Designed for tra...
Casa Marina Resort Key West
Casa Marina Resort Key West delivers historic oceanfront luxury on one of the island’s most iconic stretches of beach. Located at 1500 Reynolds Street in the Casa Marina District, this landmark Key We...
Casablanca Hotel Key West
Built in 1898 and formerly known as the Walton House, Casablanca Hotel Key West is a historic boutique stay on Duval Street in the heart of Old Town. This classic Key West property blends 19th-century...
Coconut Beach Resort Key West
Coconut Beach Resort offers a quiet Atlantic-side escape in Key West, blending private beachfront relaxation, tropical gardens, and classic island architecture just minutes from Duval Street, South Be...
El Patio Motel Key West – Retro Style & Old Town Comfort
El Patio Motel Key West captures the spirit of mid-century Florida with its authentic 1950s Art Deco architecture and inviting tropical surroundings. This independently owned Old Town retreat blends v...
Fairfield Inn & Suites Key West
Relaxed Island Comfort at Fairfield Inn & Suites Key West Fairfield Inn & Suites Key West – A Tranquil Stay just minutes Duval Street Embrace the laid-back island spirit at Fairfield Inn &am...