The southernmost city in the United States, Key West is a tropical paradise known for its funky vibes, pastel-hued conch-style houses, succulent stone crabs and key lime pie. Offering the perfect home base for island activities, beachfront properties in Key West is a rarity. From these luxury hotels, you can enjoy the array of water sports on offer or embrace the Florida sunshine at the beach, then join a sunset celebration at Mallory Square, come face-to-face with six-toed cats at the Ernest Hemingway Home and Museum and take a day trip to nearby Dry Tortugas National Park. Read on to discover our picks for the best beachfront hotels in Key West.
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Sunset Key Cottages is nestled on a 27-acre island only accessible by boat, offering couples the chance to savor a taste of island life. Enjoy panoramic views of turquoise blue waters and take advantage of the range of luxurious amenities offered in the quaint clapboard cottages, from fully stocked kitchens to gradual-entry outdoor pools and a daily breakfast basket filled with pastries. Dine al fresco overlooking the Gulf of Mexico at Latitudes, book a pampering couple’s massage or recharge in a lounge chair and listen to the gentle waves of the Atlantic.
One of the grandest hotels in Key West, Casa Marina Key West, A Waldorf Astoria Resort dates back to 1920. It offers a picturesque shoreline with a swimmable beach while inviting hammocks and massages by the oceanfront pool are perfect for love birds. Couples can stay in the Oceanfront Suite with Balcony to enjoy direct ocean views, a spacious living room and a king-size bed. Sign up for a snorkeling or dolphin spotting excursion, then recharge at the Sun Sun restaurant with its “toes in the sand” dining experience that pairs well with its classic Key West cuisine.
Overlooking the Gulf of Mexico, Hyatt Centric Key West Resort and Spa boast elegant rooms with private balconies. The 1 King with Ocean View is ideal for honeymooner’s with its full view of the Gulf of Mexico, flat-screen TV and plush robes, while the 1 King Premium has extra space and sitting areas. Savor flavorful dishes at SHOR American Seafood Grill or sip a cocktail at Blue Mojito Pool Bar and Grill, then visit the former residence of a revered American novelist at the nearby Ernest Hemingway Home and Museum.
Boasting luxurious waterfront rooms and suites, Pier House Resort & Spa is just steps from Old Town and a private white sand beach. You can lounge by the heated outdoor pool overlooking the water or enjoy a pampering treatment at the on-site spa, then retreat to an Ocean View Room where you can capture one of the famous Key West sunsets from your private balcony. The hotel’s signature restaurant, One Duval, offers organic farm-raised fare and Gulf of Mexico views, while the Chart Room Bar is a legendary local drinking spot serving tempting rum runners.
Nestled on the southern end of the bustling Duval Street near the city’s popular restaurants, bars and shops, Southernmost Beach Resort is a luxurious property on the beach. Offering a private sunbathing area, you’ll find plenty of beach chairs and paddle boards to keep you entertained on the shore, while the Southernmost Beach Cafe serves up frozen drinks and happy hour specials. Rooms come equipped with private balconies and beautiful ocean views, while the hotel’s sparkling pool and poolside bars will lure you outside.
A Waldorf Astoria Resort, The Reach Key West offers quiet sophistication and beachfront location, where luxury rooms feature high-end furnishings and plush beds. It boasts a private white sand beach with a pier for fishing, while its expansive outdoor patio features oversized chess boards and a tropical garden atmosphere. Swim in the outdoor pool or refuel with fresh seafood and steaks at the on-site restaurant, Spencer’s by the Sea at The Reach. If you’re up for a day of biking, snorkeling and learning about Florida’s rich history, take a day trip to nearby Fort Zachary Taylor Historic Park.
You will be captivated by the beachfront location at La Mer Hotel and Dewey House at Southernmost Beach Resort. The intimate, adults-only bed and breakfast offers an elegant ambiance in combination with access to its sister property’s pools, spa and three bars. Individually decorated rooms are adorned with tropical textiles and feature flat-screen TVs, wet bars and beach-facing balconies, while breakfast can be enjoyed on the spacious dining terrace facing the water.
Located on the Gulf of Mexico, Parrot Key Hotel and Villas boasts nature-inspired rooms with water views, flat-screen TVs, mini fridges and patios or balconies. Choose from four inviting pools, then indulge in a frozen drink poolside or take the complimentary shuttle to Smathers Beach. Start your morning with a mimosa or Bloody Mary from The Tortuga Bar, then refuel with ceviche, burgers and sandwiches at The Grove Kitchen & Bar.
Home to a 16 slip Marina with water sports rentals, Key West Marriott Beachside Hotel is perfect for outdoor enthusiasts, set on seven acres of lush landscaping. You’ll find a tanning beach and a waterfront pool to enjoy, while the on-site Tavern N Town offers fine dining with steakhouse favorites and an array of Key West specialties. Grab food at the poolside Blue Bar, then enjoy outdoor excursions like diving, snorkeling and sailing at the Key West Golf Club. There’s also a complimentary shuttle to the downtown area.
Galleon Resort and Marina overlooks its own marina in Old Town Key West. Enjoy marina or Gulf of Mexico views from your studio, one or two-bedroom suite, or upgrade to a one to three-bedroom penthouse for spacious living rooms and Jacuzzi bathtubs. Take advantage of the waterfront pool, private beach and private observation deck with panoramic views, then relax in the sauna or enjoy the poolside tiki bar with live music. Indulge in burritos, brisket or sushi at Pirates Cove, which also offers a happy hour with infused gelato cocktails.
Ibis Bay Beach Resort offers modern amenities with an artistic flair in its brightly decorated rooms. You’ll be given a colorful sarong as you enter the property where you can marvel at talking macaws, pelicans, ibis birds and huge tortoises. Soak up the sunshine at the 600 feet of private white sand beach or lounge in a hammock, then head to the sparkling pool to enjoy a fruity cocktail. Both kids and adults can enjoy shark feedings along the dock and daily catches of stone crab, lobsters and shrimp served at The Stoned Crab.