Upscale Key West resorts & hotels
If you’re looking to treat yourself, peruse these accommodations. These include mid-range to high budget hotels – some are even on their own island! Get in touch with us to help you find exactly what you need.
The Laureate Key West, Key West’s all-new, all-suite retreat offers guests modern, luxurious accommodations, and a prime bay front location that serves as the perfect jumping off point for exploring the colorful town of Key West.
With a fabulous location on the Gulf, the Opal Key Resort And Marina has lovely rooms with private balconies, excellent dining & more.
Over the years La Te Da has evolved into one of the most sophisticated venues in the Keys while meticulously maintaining a true old-world Key West style.
One of the best in Key West's new town – The largest freshwater swimming pool on the island, expansive rooms and much more.
Hawks Cay Resort on Duck Key is one-of-a-kind in the Florida Keys. Sailing, sunbathing, swimming, sleeping & of course, eating, just a few things you can do on this wonderful island.
A comfortable hotel located close to the beach and easy driving distance to Duval Street, with large rooms, a beautiful swimming pool and free transport downtown and to the airport.
Situated by the Southernmost Point with gorgeous rooms, beach access and a stunning swimming pool.
Modern charm, spacious rooms, private beach, lovely pool and excellent dining with plenty of free parking.
A lovely hotel located on the Atlantic Ocean. All the rooms enjoy private balconies. There's excellent dining, a beautiful pool and free parking.
A Henry Flagler classic, this iconic hotel offers delightful rooms, two swimming pools, a private beach and plenty of parking.
A lovely all-suites resort across the street from Smathers Beach offering plenty of parking, transport to Duval Street, poolside jacuzzi and tiki bar.
100 luxury rooms in this beautiful boutique hotel located on the Gulf at Zero Duval Street.
As a private residence built in 1896 and later converted to a grand bed and breakfast in Key West, The Southernmost House has a long history of providing excellence in hospitality. This landmark building serves as one of the most distinctive Key West houses located directly on the Atlantic Ocean.
Looking for something specific?
With over 20 years of experience, we have built relationships not only with service providers, but also hotels, B&B’s, inns, and more. If you have something specific in mind, or would like recommendations personalized on your unique preferences, contact our local planning experts for your customized travel plans.
Inspired by the famous shipwrecks that dot the shores off the Florida Keys, The Capitana Key West gets its name inspiration from Spain’s 1733 Armada known as “La Capitana” or “Capitana El Rubi Segundo”…