Best Hilton Worldwide Hotels in Key West

Since Conrad Hilton bought his first Texas hotel in 1919, Hilton Worldwide has opened more than... READ MORE
Since Conrad Hilton bought his first Texas hotel in 1919, Hilton Worldwide has opened more than 5,300 hotels and resorts in 100-plus countries. Brands that fall under the Hilton umbrella – including Hilton Hotels & Resorts, Waldorf Astoria Hotels & Resorts, Conrad Hotels & Resorts and DoubleTree by Hilton – cater to luxury and business travelers, as they encompass everything from airport hotels to extended-stay suites. Customers who habitually hang their hats in Hilton hotels can sign up for the Hilton Honors rewards program to receive bonuses like free stays and complimentary dining. The following Hilton properties hold a place on our Best Hotels in the USABest Hotels in EuropeBest Hotels in Mexico and Best Hotels in Canada rankings lists.

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1 star - 5 stars

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Press the down arrow key to interact with the calendar and select a date. Press the question mark key to get the keyboard shortcuts for changing dates.

Press the down arrow key to interact with the calendar and select a date. Press the question mark key to get the keyboard shortcuts for changing dates.

Select Dates

Press the down arrow key to interact with the calendar and select a date. Press the question mark key to get the keyboard shortcuts for changing dates.

Press the down arrow key to interact with the calendar and select a date. Press the question mark key to get the keyboard shortcuts for changing dates.

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    Casa Marina, A Waldorf Astoria Resort
    Key West, FL
    4-star HOTEL CLASS
    TripAdvisor Traveler Rating 4 based on 8096 reviewsTripAdvisor (8096)
    Free WiFi

    Many of Key West's best hotels are clustered around Mallory Square – but this landmark property (which is listed on the National Register of Historic Places) bucks that trend with its Reynolds Street address by the Atlantic Ocean. Guests, however, are enthralled by more than its historic ambience and away-from-the-crowd locale. Although some guests say accommodations here are a bit small, they are still outfitted with modern amenities like espresso machines, iHome docking stations and flat-screen TVs. Along with the comfy lodgings, Casa Marina, A Waldorf Astoria Resort also boasts access to Key West's largest private beach and the Spa al Mare, which offfers a wide array of services, including seaweed detoxifying body wraps and beachside massages. And the two outdoor pools overlooking the ocean have been described as nothing short of amazing by sun-seeking guests. A stay at this Waldorf Astoria outpost can be pricey, but if you're a Hilton Honors member, you can accrue or cash in points by choosing to bed down here.

    Key West, FL
    TripAdvisor Traveler Rating 4 based on 8096 reviewsTripAdvisor (8096)
    4.0-star Hotel Class
    Free WiFi
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    Hilton Garden Inn Key West - The Keys Collection
    Key West, FL
    3.5-star HOTEL CLASS
    TripAdvisor Traveler Rating 4 based on 969 reviewsTripAdvisor (969)
    Free WiFi

    NEAR

    Smathers Beach(1.37 mi)
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    Key West, FL
    TripAdvisor Traveler Rating 4 based on 969 reviewsTripAdvisor (969)
    3.5-star Hotel Class
    Free WiFi
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    The Reach, A Waldorf Astoria Resort
    Key West, FL
    4-star HOTEL CLASS
    TripAdvisor Traveler Rating 3.5 based on 4244 reviewsTripAdvisor (4244)

    Travelers looking to be in the heart of the action will love this Waldorf Astoria property. Not only is the resort a block away from the lively Duval Street, but top attractions like the Southernmost Point, the Ernest Hemingway Home and Museum and the Key West Butterfly & Nature Conservatory are all less than a mile away. Along with its central location, travelers rave about The Reach's attentive staff and private white sand beach. Those traveling with kids will appreciate the children's menu offered at the on-site restaurant, as well as the property's oceanfront pool. There are also a variety of recreational activities available, ranging from chess games on a life-sized chessboard to snorkeling excursions. When it's time to bed down, guests can rest well knowing they have plush bedding, iPod docking stations, flat-screen TVs and private balconies at their disposal. However, some amenities, such as a business center and spa, are not available on-site. And remember, this property is affiliated with Hilton, so Hilton Honors members can earn or use rewards points here.

    Key West, FL
    TripAdvisor Traveler Rating 3.5 based on 4244 reviewsTripAdvisor (4244)
    4.0-star Hotel Class
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    DoubleTree Resort by Hilton Grand Key - Key West
    Key West, FL
    3.5-star HOTEL CLASS
    TripAdvisor Traveler Rating 4 based on 4086 reviewsTripAdvisor (4086)

    NEAR

    Smathers Beach(0.92 mi)
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    Key West, FL
    TripAdvisor Traveler Rating 4 based on 4086 reviewsTripAdvisor (4086)
    3.5-star Hotel Class