The Best Beach Hotels to Book in Key West, Florida

Southernmost Beach Resort is one of the best beachfront hotels in Key West
Southernmost Beach Resort is one of the best beachfront hotels in Key West | Courtesy of Southernmost Beach Resort / Expedia
Nick Dauk

Hotels on the beach in Key West need very little introduction. Just one look at the white sand, sparkling water and masterpiece sunsets, and you’ll realize you’ve just got to wake up and fall asleep with the Atlantic in plain view. Oceanside pools, private beaches and exclusive amenities are as luxurious as they come. Best of all, they’re all a short stumble from the bars on Duval Street. Trust us when we say that these beach hotels in Key West are worth the trip. Read on – and book with Culture Trip.

1. Southernmost Beach Resort, for the perfect tan


Bungalows overlooking the palm-dotted beach at Southernmost Beach Resort in Key West, Florida
Courtesy of Southernmost Beach Resort / Expedia

A stay at the six-acre (2.5ha) Southernmost Beach Resort is the perfect introduction to Key West. Allow us to count off the reasons why: four bars, three heated pools, two beaches and one private tanning pier that’ll ensure you go home with the perfect Florida glow. All suites are solid options, but why not enjoy your first visit in style by staying in the Dewey or La Mer House? These ocean-view abodes were former Victorian houses and can now be yours to call home for however long you wish to stay in paradise.

2. Fantastic food at Margaritaville Beach House

Resort, Hotel, Luxury

Large multiform pool and lounge chairs set amid palm trees at Margaritaville Beach House in Key West
Courtesy of Margaritaville Beach House Key West / Expedia

They say it’s always five o’clock somewhere – and if ever a place epitomized the sentiment, it’s Margaritaville Beach House on Key West. Even the standard rooms are highly covetable, in serene pale tones with either tropical-garden or lagoon-style-pool views. A suite with a full kitchen and dining area is convenient, but you’re not here to break a sweat cooking. The property’s Tip Cup Chalice Bar & Chill will whip up smoked fish dip, a backcountry fish sandwich and a super sweet piece of banana cream pie whenever you wish. Peruse the drinks menu, and before you know it your margarita will be on its way.

3. Key West Marriott Beachside Hotel, for aquatic activities


Tropical beachfront dining with strings of lights at Key West Marriott Beachside Hotel
Courtesy of Key West Marriott Beachside Hotel / Expedia

Yes, it’s a hotel. Beside the beach. In Key West. But a stay here is not exclusively about the sands. Not when there’s so much fun to be had messing about on the water. Speed away from the seven-acre (2.8ha) grounds on a jet-ski tour – or how about a boat chartered from the marina? Grab a paddleboard, and you can watch the sea glitter and fade to evening. A hotel shuttle will take you to Old Town if you’re missing the land, though the Beachside Express Water Taxi will keep you on the water longer.

5. Havana Cabana, for Cuban flavors


Vintage American car sitting in front of the entrance to Havana Cabana at Key West
Courtesy of Havana Cabana at Key West / Expedia

With Cuba only 90mi (145km) south across the water from here, it’s no wonder the island’s lovely culture makes its presence felt on Key West – and Havana Cabana is one of the best places to experience the beauty of it. Settle in for views of postcard-Cuban vintage American cars, vibrant music and expertly stirred mojitos – what an escape from reality! Throw on your guayabera and fedora for a tour of Key West in one of the hotel’s ‘57 Chevys. End your weekend with Loteria games and churros on Sunday nights. All that’s missing is a fine Cuban cigar. But who’d want to smoke up the balcony of their elegant pool-view room anyway?

6. Cool craft cocktails at 24 North Hotel

Budget Hotel, Independent Hotel, Hotel

Large pool with hotel building in background and large ocean-themed mural at 24 North Hotel in Key West, Florida
Courtesy of 24 North Hotel / Expedia

Book a premium pool or ocean view suite at the 24 North Hotel and you’re in for instant relaxation at this refurbed motel that’s so handy for Old Town. The aforementioned accommodation features dazzling granite countertops, stunning handpicked local photography and a wet bar where you can mix a perfect Key lime margarita. Need a change of scenery? Try craft cocktails at the in-house Republica Bar and Lounge. Scoff conch fritters at Toasted Coconut, the poolside restaurant. Or head out with a coffee – Starbucks caffeine hits are yours on the ground floor after yoga on site – complimentary every weekend.

7. Oceans Edge Resort, for a touch of Crusoe chic


Oceans Edge Resort pool area with plush lounge chairs, blue umbrellas and row of palm trees in Key West, Florida
Courtesy of Oceans Edge Resort and Marina / Expedia

You’ll feel like a castaway in the best possible way at Oceans Edge Resort. No foraging for nuts and berries here – instead, eat crispy calamari, guava-braised short ribs and blackened catch of the day. If you do fancy living just a little like Crusoe, bring in your fresh-caught fish and the chef will cook it up anyway you like with two sides and sauce. You’ve got six pools to choose between, as well as perfect relaxation time in whichever jaunty blue-and-white-colored room you pick. There’s even a private marina – float your boat?

8. Beautiful balcony views at Perry Hotel

Chain Hotel

Large bright luxury bedroom with large outdoor balcony overlooking the marina at the Perry Hotel and Marina Key West
Courtesy of the Perry Hotel and Marina Key West /

Who in their right mind would stop a mere bridge away from Key West? If you do, the Perry Hotel will reward you with a glass of champagne at check-in. This celebratory drink is well deserved, as you’ve discovered a hotel on Stock Island that puts nearby Key West at your fingertips. It’s right on the marina, so you can hop on a shuttle to Old Town whenever you fancy throughout the day. You probably won’t want to leave the oversized balcony and waterfront views from your suite, though. In which case, settle in snugly, stepping out occasionally to eat bagels and buttermilk pancakes at the hotel’s Matt’s Stock Island Kitchen & Bar – one of three fine places to eat in-house.

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