Bliss Out at Key West's 10 Best Premier Resorts

When making your Key West travel plans, you may wonder, what makes a resort stand apart from a hotel? At a glance, it can be hard to tell the difference, but learning the distinction can ensure you get the right type of lodging at the right price. Many resorts are destinations in and of themselves like Sunset Key, a private island where even the rich and famous go to escape. In the Conch Republic, most of these properties are waterfront and expand over numerous acres such as Casa Marina. Its 1,100 feet of pristine beach has been attracting celebrities and dignitaries since the 1920s. There’s an emphasis on luxurious pampering with attentive staff, on-site spas and world-class restaurants like Ocean Key Resort with its SpaTerre and Hot Tin Roof.

You’ll also discover special amenities and activities like beach and pool service, nightly entertainment, tiki bars, deluxe toiletries and watersports equipment. Count on cushy decor with stunning views, balconies, whirlpool tubs, cozy furniture and sumptuous bedding. Note that Key West doesn’t have all-inclusive resorts like the Caribbean, but with a little research, you can find packages and specials to help knock those luxury prices down a notch. If you're ready to upgrade your vacation, here are our top picks for the ten best resorts in Key West.

Parrot Key Hotel & Resort
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Opened in 2008, this five-acre property located on the Gulf of Mexico resonates with a "Floribbian" vibe. The 148-room resort features spacious rooms and suites with a choice of garden and water views, and their three-bedroom villas are ideal...  Read More

DoubleTree Resort by Hilton Grand Key - Key West
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Who doesn't like being greeted with a warm freshly baked chocolate chip cookie? At the DoubleTree, their friendly staff offers this tasty welcome in a very distinct lobby, filled with a 2,500-gallon, 10-foot tall saltwater aquarium teeming with...  Read More



This new boutique hotel at the entrance to Key West has partnered with local businesses, artists and designers to capture the unique character of the island. Their Rum Row bar features handcrafted cocktails made with Key West First Legal Rum...  Read More



The Pier House has all the ingredients for a perfect Key West vacation: waterfront views, private sandy beach, variety of dining options, award-winning spa and prime location near Mallory Square. Their 119 waterfront guestrooms and 23 expansive...  Read More



Located on the Gulf of Mexico, the Hyatt Key West Resort and Spa offers 118 rooms with private balconies--many with water views. Other amenities include flat screen televisions, sumptuous Grand Beds, Wi-Fi and mini fridges. Plus several...  Read More



On the less-crowded end of quirky Duval Street, rests Southernmost Beach Resort, an upscale (yet unpretentious) hotel. It boasts a private pier, sandy beach dotted with hammocks, oceanfront pool, Shores Bar and on-site restaurant. The rooms...  Read More



This elegant boutique hotel boasts a large private natural-sand beach and a picturesque pier with a gazebo extending over the Atlantic. A Waldorf Astoria Resort, The Reach combines a casual atmosphere with top-notch customer service and...  Read More



Not far from Higgs Beach, and its lengthy pier (prime for watching the sunrise) is Casa Marina, a mansion-style resort that boasts 1,100 feet of private beach. This timeless beauty, listed on the National Register for Historic Places, has been...  Read More



Conveniently nestled between Key West Harbor and Mallory Square, Ocean Key Resort & Spa is the epitome of barefoot elegance. Their spacious rooms and suites offer understated tropical decor and luxurious comfort like whirlpool tubs and their...  Read More



For the ultimate getaway, board the ferry in Key West for a quick cruise to Sunset Key, a secluded 27-acre island. Dotted with 40 two-, three- and four-bedroom cottages, this recent addition to the Luxury Collection is laced with footpaths...  Read More


Meet Claudia Miller

Claudia Miller has been writing about South Florida for over 17 years--seven from Key Largo. A budding photographer, she can usually be found stalking a sunset. Despite being a tad...  More About Claudia