Located closer to Cuba than to Miami, Key West is the southernmost point in the United States. It’s a subtropical paradise, famous for lively nightlife, natural beauty, cultural diversity, historic sites, waterfront dining spots, and conch houses. Speaking of which, this type of architecture reminds those gingerbread mansions that reunite all the family during Christmas to assemble them. This island city in Florida with palm-lined streets was once home to a few famous people such as Ernest Hemingway, Elizabeth Bishop, Robert Frost, and other well-known names. Whether you are looking for a weekend getaway or an entire vacation, walking tours are the best way to see and feel this small piece of paradise surrounded by the blue ocean. Check the best Hilton hotels in Key West to make the most out of your stay!
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 08, 2024.
1. Hilton Garden Inn Key West (from USD 297)
Are you looking for a convenient place to stay? Then Hilton Garden Inn, from the Keys Collection, is your way in Florida. It’s only a two-minute drive from the Key West International Airport. Also, it’s only a 10-minute drive from Duval Street, one of the most lively points with shops, restaurants, bars, and cafes. Speaking of attractions, the Ernest Hemingway Home is far 5.7 km (3.5 mi) and the Southernmost Point is about 5 km (3 mi) away. By staying in this romantic hotel, you can take an hourly shuttle to the city center and the Old Town. If you prefer, bicycles are available for a fee. Even luggage storage is at your disposal in case you arrive earlier than the check-in time. There are 24-hour convenience shops and restaurants open for breakfast and dinner.
Hilton Garden Inn Key West / The Keys Collection
Address: 3850 North Roosevelt Boulevard
5.25 km (3.3 mi) from The Hemingway Home and Museum
2. Hampton Inn Key West FL (from USD 359)
Only a 13-minute drive to the Hemingway House, Hampton Inn offers you a complete resort experience with heated pool and ocean views. Whether you are arriving or going away, you can count on the convenience of the free airport shuttle or the free onsite public parking to leave your car. Not only this, but there are also free shuttles to downtown attractions like Mallory Square and the Southernmost Point of the United States. At Cheekie Hut, the poolside bar and grill, guests can grab a bite of American food to eat outside while enjoying the free wi-fi available. There are also convenient laundry facilities for travelers who want to keep everything tidy and clean.
Hampton Inn Key West FL
Address: 3755 South Roosevelt Boulevard
5.23 km (3.3 mi) from The Hemingway Home and Museum
Hilton resorts
3. Casa Marina Resort (from USD 584)
One of the best Hilton hotels in Key West includes this property along the shore on a private beach. Nestled side by side to the southern edge of the island, Casa Marina Resort is a historic 1920s beachfront with oceanside massages and two oceanfront pools. This Waldorf Astoria Resort offers a luxury escape with “toes-in-the-sand” in a beach reserved exclusively for hotel guests. It’s an elegant yet refreshingly simple hideaway for travelers. Remember the lively and famous Duval Street? It’s only a seven-minute drive from here through a palm tree-framed path till you arrive there. To start your day, go to the Sun Sun restaurant and eat fresh seafood while enjoying the ocean views. Then after a day out, you can relax with a selection of massages, facials, and aromatherapies at Spa al Mare.
Casa Marina Key West, Curio Collection by Hilton
Address: 1500 Reynolds Street
1.13 km (0.8 mi) from The Hemingway Home and Museum
4. DoubleTree by Hilton Grand Key Resort (from USD 289)
On a trip, there is nothing better than picking a place that reflects the destination you choose to spend some days, right? DoubleTree by Hilton is a tropical resort that sets the Caribbean mood as soon as you arrive in Key West. Whether you are arriving or leaving the city, you can take a free shuttle. The service also includes rides to and from historic Old Town and offers bicycle rentals, laundry facilities, an onsite fitness center, a restaurant, and a poolside bar.
DoubleTree by Hilton Grand Key Resort welcomes family vacationers and business travelers with freshly baked chocolate chip cookies. After all, the area is well-known for its hospitality. After check-in, enjoy the tropical gardens around and a beautiful zero-entry pool with cabanas and extensive decks to relax.
DoubleTree by Hilton Grand Key Resort
Address: 3990 South Roosevelt Boulevard
5.11 km (3.2 mi) from The Hemingway Home and Museum
5. The Reach Key West, Curio Collection by Hilton (from USD 648)
High nightly rates, additional resort fees, and valet parking charges
Private beach, poolside bar, modern rooms, and ocean views
Convenient access to tourist area, walking distance to Duval Street, and close to Southernmost Point
Excellent restaurant with ocean views, good breakfast, and poolside service
Lastly, The Reach Key West completes the list of the best Hilton hotels in Key West. This oceanfront resort offers a terrace with stunning views of the Atlantic ocean, besides an exceptional location and local artwork. Situated at the end of Simonton Street, on a private beach, it’s within walking distance to major attractions of Old Town. The famous Duval Street is a 15-minute walk, while the Hemingway Museum is only a 10-minute walk. So here you are close to nightlife, bars, and friendly locals. From the Curio Collection by Hilton, this resort has quite a lot of onsite things to do. These include scuba diving, snorkeling, and other options. For breakfast, lunch, dinner, or a refreshing beverage, take a seat at the open-air wood deck of the Four Marlins restaurant. Guests may relax at the Spa al Mare at Casa Marina, a sister property.
The Reach Key West, Curio Collection by Hilton
Address: 1435 Simonton Street
742 meters (0.5 ft) from The Hemingway Home and Museum
Enjoy all the hospitality from the best Hilton hotels in Key West
When it comes to hospitality, these hotels know how to welcome their guests. After all, this small island is like a piece of paradise in the southernmost point in the US. You can choose a place to stay by location, convenience, or privacy. Each accommodation has its particular tropical charm. Now you have a list of the best Hilton hotels in Key West it’s up to you to pick the one that fits your travel wishes. Have a nice trip!
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