Skip to main content
Beginning of main content

Key West Vacations

Search Flights

Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Key West Hotels

Search Flight + Hotel

Advanced options

Key West Flight + Hotel packages

Key West Hotels

See all 159 Hotels in Key West
Best Western Key Ambassador Resort Inn
Best Western Key Ambassador Resort Inn
3755 S Roosevelt Blvd, Key West
2.5 out of 5.0
4.3 out of 5 (7 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, ...

$195

$195
The Gates Hotel Key West
The Gates Hotel Key West
3824 N Roosevelt Blvd, Key West
4.0 out of 5.0
3.3 out of 5 (61 reviews)

Situated at the northern tip of Key West, this two-story hotel is within 2 miles (3.2 kilometers) of popular Smathers Beach and the airport.

$224

$224
Southernmost Beach Resort
Southernmost Beach Resort
508 South St, Key West
4.0 out of 5.0
4.5 out of 5 (157 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 ...

$299

$299
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 (144 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 ...

$210

$210
Sheraton Suites Key West
Sheraton Suites Key West
2001 S Roosevelt Blvd, Key West
3.5 out of 5.0
4.2 out of 5 (136 reviews)

This casual resort is located three miles from the museums and boisterous streets of Old Town, and provides easy access to water sports at the popular Smathers ...

$229

$229
The Inn at Key West
The Inn at Key West
3420 N Roosevelt Blvd, Key West
3.5 out of 5.0
4.0 out of 5 (22 reviews)

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

$199

$199
Oceans Edge Key West Hotel & Marina
Oceans Edge Key West Hotel & Marina
5950 Peninsular Avenue, Key West
3.5 out of 5.0
4.4 out of 5 (7 reviews)

Located in Stock Island, this hotel is within 2 mi (3 km) of Key West Harbour, Robbie's, and Key West Tropical Forest and Botanical Garden. Key West Golf Club ...

$199

$199
Ocean Key Resort - A Noble House Resort
Ocean Key Resort - A Noble House Resort
Zero Duval St., Key West
4.0 out of 5.0
4.5 out of 5 (163 reviews)

Overlooking the Gulf of Mexico from the western edge of Duval Street, this Key West resort adjacent to Mallory Square provides prime sunset viewing from its ...

$289

$289
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 (171 reviews)

Situated on the waterfront, this romantic resort is within 3 mi (5 km) of The Unitarian Universalist Fellowship of Key West, Ernest Hemingway Home and Museum, ...

$194

$194
Southwinds Motel
Southwinds Motel
1321 Simonton Street, Key West
2.0 out of 5.0
4.0 out of 5 (21 reviews)

Situated in Key West, this motel is within a 15-minute walk of South Beach and Ernest Hemingway Home and Museum. Audubon House and Tropical Gardens and Mallory ...

$179

$179
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.