Key West Flight + Hotel packages

Key West Hotels

See all 98 Hotels in Key West
Southernmost Beach Resort
Southernmost Beach Resort
508 South St, Key West
4.0 out of 5.0
4.5 out of 5 (139 reviews)

This Key West historical district hotel is 2 blocks from Southernmost Point. Ernest Hemingway Home and Museum, and Key West Lighthouse and Keeper's Quarters ...

$199

$199
Pier House Resort & Spa
Pier House Resort & Spa
1 Duval St, Key West
4.0 out of 5.0
4.4 out of 5 (125 reviews)

Located in Key West, this beachfront resort is in the city center and within a 5-minute walk of Ripley's Believe It or Not, Audubon House and Tropical Gardens, ...

$229

$229
Best Western Key Ambassador Resort Inn
Best Western Key Ambassador Resort Inn
3755 S Roosevelt Blvd, Key West
2.5 out of 5.0
4.5 out of 5 (2 reviews)

Located on the Atlantic side of Island and just minutes from the Key West Art Society and Historical Downtown. Nearby points of interest include Smathers Beach, ...

$144

$144
The Inn at Key West
The Inn at Key West
3420 N Roosevelt Blvd, Key West
3.5 out of 5.0
4.1 out of 5 (8 reviews)

Located within minutes of Old Town, the Ernest Hemingway Home & Museum, Mallory Square, Duval Street shops, restaurants, and nightlife.

$127

$127
DoubleTree Resort by Hilton Grand Key - Key West
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd, Key West
3.5 out of 5.0
4.1 out of 5 (137 reviews)

Located on the quieter side of Key West, this tropical-style resort offers complimentary scheduled shuttle service to Duval Street as well as shuttle service ...

$161

$161
Silver Palms Inn
Silver Palms Inn
830 Truman Ave, Key West
3.5 out of 5.0
4.3 out of 5 (90 reviews)

Silver Palms Inn is a half-mile from the Ernest Hemingway House and Museum and Key West Lighthouse, and 3 blocks from Duval Street. Mallory Square is a 3-minute ...

$139

$139
Seashell Motel & Key West Hostel
Seashell Motel & Key West Hostel
718 South Street, Key West
1.5 out of 5.0
1.0 out of 5 (1 reviews)

Located in the heart of Key West, this hostel is within a 15-minute walk of South Beach and Ernest Hemingway Home and Museum. Audubon House and Tropical Gardens ...

$88

$88
Casa Marina Resort - A Waldorf Astoria Resort
Casa Marina Resort - A Waldorf Astoria Resort
1500 Reynolds Street, Key West
4.0 out of 5.0
4.2 out of 5 (221 reviews)

Looking out over the Straits of Florida towards Cuba, this upscale resort places guests a 3-minute drive from downtown Key West. The Ernest Hemingway Home & ...

$229

$229
Parrot Key Hotel & Resort
Parrot Key Hotel & Resort
2801 N Roosevelt Blvd, Key West
4.0 out of 5.0
4.0 out of 5 (160 reviews)

Situated on the waterfront, this romantic resort is within 3 mi (5 km) of Smathers Beach, Ernest Hemingway Home and Museum, and Audubon House and Tropical Gardens. ...

$159

$159
Fairfield Inn and Suites Key West
Fairfield Inn and Suites Key West
2400 N Roosevelt Blvd, Key West
2.5 out of 5.0
3.8 out of 5 (103 reviews)

A 3-minute drive from Key West Airport and 10 minutes from Old Town, Fairfield Inn and Suites Key West offers easy access to attractions like Duval Street, Mallory ...

$159

$159
Map

Experience Your Best Key West Vacation

The Florida Keys is a group of islands off the southern tip of Florida. The largest among them is Key West, which also happens to serve as one of the largest tourist destinations in the Keys. Key West has a reputation for laid-back island living with an active nightlife. This reputation draws the attention of visitors looking for the ultimate in relaxation with an occasional bit of excitement thrown in.

Key West isn't just about stretching out on Higgs Beach, though. Visitors will find plenty of attractions, whether they want to explore the history of Key West through the Key West Shipwreck Museum or take a tour of the Harry S. Truman Little White House, once known as the Winter White House and used as recently as the Clinton administration.

Best time to take a vacation to Key West

One of the best times to visit Key West is during the off-season when the crowds thin out a bit and the prices drop. The off-season in Key West occurs during the hottest summer months, lasting from June to mid-August. The temperature tends to rise to average highs in the upper 80s, but it's the Florida humidity that visitors may find challenging. Summer thunderstorms are also frequent in the afternoons but are fortunately brief enough as to not ruin an entire day's sightseeing. Most attractions are still going strong during the off-season. June 6 to 10 is Key West Pride Week, featuring the regional symphony, film festival, bike tours and a street fair. July 17 to 22 is a celebration of Ernest Hemingway's time in town with the Key West Hemingway Days.

Insider tips for Key West travel

West Martello Tower

Enjoy multiple views of the island from the garden-covered platform of West Martello Tower.

Mallory Square

In Mallory Square, you can watch the sunset over the ocean while enjoying a variety of street performances. It's a tradition among visitors to the island.

Tavern N Town

Have a taste of Caribbean Cuisine with a Florida touch at the Tavern N Town, a bi-level shared restaurant eatery. Tavern is on the bottom and features small plate dishes while Town on the top level serves a more traditional plate for visitors.

Michaels

Michaels steakhouse is a bit out of the way in a residential neighborhood but worth the effort of finding. The restaurant specializes in great steaks and fresh seafood dishes.

Nine One Five

An intimate romantic atmosphere that's perfect for a date in Key West accompanies the delicious food at Nine One Five. There's no specific cuisine, with the food being an eclectic mix of dishes.

* Prices reflect the lowest "base rate" found over the next 30 days. Rates are subject to change and may not include taxes and fees, hotel service charges, extra person charges, or incidentals, such as room service. All rates are displayed in USD unless otherwise noted. Converted rates are provided for your convenience. They are based on today's exchange rate, but the hotel will charge you in the local currency.