Cheap Hotels in Key West

November 2026
December 2026

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Oct 30 - Nov 1
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Cheap Hotels in Key West

1. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
$116
$187 total
includes taxes & fees
Oct 25 - Oct 26
Blue Flamingo Resort Key West

2. Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
$219
$310 total
includes taxes & fees
Oct 25 - Oct 26
Margaritaville Beach House Key West

3. Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
Old Town Key West
$118
$210 total
includes taxes & fees
Oct 25 - Oct 26
Southernmost Beach Resort and Guesthouses

4. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
$246
$344 total
includes taxes & fees
Nov 1 - Nov 2
Casa Marina Key West, Curio Collection by Hilton

5. Havana Cabana at Key West

Havana Cabana at Key West
New Town
$162
$246 total
includes taxes & fees
Nov 15 - Nov 16
Havana Cabana at Key West

6. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
$118
$166 total
includes taxes & fees
Oct 28 - Oct 29
DoubleTree Resort by Hilton Grand Key - Key West

7. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
$119
$191 total
includes taxes & fees
Oct 25 - Oct 26
Parrot Key Hotel & Villas

8. Beachside Resort & Residences

Beachside Resort & Residences
Key West
$117
$227 total
includes taxes & fees
Oct 25 - Oct 26
Beachside Resort & Residences

9. Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns
Old Town Key West
$200
$276 total
includes taxes & fees
Oct 25 - Oct 26
Winslow's Bungalows - Key West Historic Inns

10. Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
New Town
$112
$154 total
includes taxes & fees
Oct 26 - Oct 27
Hilton Garden Inn Key West / The Keys Collection

11. Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
$161
$250 total
includes taxes & fees
Oct 26 - Oct 27
Pier House Resort & Spa

12. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
$116
$188 total
includes taxes & fees
Oct 27 - Oct 28
The Perry Hotel & Marina Key West

13. Ibis Bay Beach Resort

Ibis Bay Beach Resort
Northside Resort
$161
$213 total
includes taxes & fees
Oct 25 - Oct 26
Ibis Bay Beach Resort

14. Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
Old Town Key West
$259
$331 total
includes taxes & fees
Oct 25 - Oct 26
Opal Key Resort & Marina, Key West

15. The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
Old Town Key West
$179
$269 total
includes taxes & fees
Oct 25 - Oct 26
The Reach Key West, Curio Collection by Hilton

16. Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
Key West
$206
$277 total
includes taxes & fees
Oct 29 - Oct 30
Hyatt Vacation Club at Windward Pointe, Key West

17. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
$117
$190 total
includes taxes & fees
Oct 26 - Oct 27
Hilton Key West Resort & Marina

18. Duval House

Duval House
Old Town Key West
$128
$166 total
includes taxes & fees
Oct 25 - Oct 26
Duval House

19. Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
$129
$145 total
includes taxes & fees
Oct 25 - Oct 26
Hampton Inn Key West FL

20. The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only
Old Town Key West
$109
$168 total
includes taxes & fees
Oct 25 - Oct 26
The Southernmost Inn - Adults Only
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Top neighborhoods in Key West

Old Town Key West

Old Town, the historic heart of Key West, boasts a central business district and numerous tourist attractions. Explore the Key West Aquarium, Ernest Hemingway House, Mallory Square, and more in this vibrant area.

New Town

New Town gives you a quieter slice of Key West living away from the tourist crowds. This peaceful residential area offers wide streets for strolling and a glimpse into authentic island life. Nearby Smathers Beach and the Key West Tropical Forest provide natural escapes when you need a break from the bustle. Budget-friendly chain hotels and vacation rentals make this area wallet-friendly for longer stays. Cuban-American eateries and family restaurants offer affordable meals, while shopping plazas with grocery stores help you feel right at home. A car is handy, but free parking is plentiful throughout the neighborhood.

Downtown Key West

Downtown Key West dazzles with its historic charm and non-stop energy. Wander Duval Street's lively scene, visit Hemingway's famous six-toed cat sanctuary, or catch the sunset celebration at Mallory Square where fire-breathers and musicians perform against stunning Gulf backdrops. The neighborhood's Victorian mansions with gingerbread trim and weathered coral stone churches create a unique tropical atmosphere. The area serves up fresh seafood from casual waterfront joints to upscale restaurants. Most attractions sit within a walkable six-block radius, though you can hop on the Conch Tour Train when your feet need a break. Boutique hotels and historic inns with tropical courtyards offer charming places to crash after experiencing the legendary bar scene.

Key West Historic District

Old Town Key West boasts a rich history with 2485 historic buildings, and is home to popular attractions like Ernest Hemingway House and Mallory Square. Enjoy the lively atmosphere in the central business district.

Uptown - Upper Duval

Key West's Uptown - Upper Duval neighborhood has a host of places to visit such as Duval Street and Florida Keys Beaches.

Top landmarks in Key West

A street with a pharmacy, a theater, and a yellow building.

Duval Street

9.2/10 (20,928 reviews)
If you want to give your credit card some exercise, head out to Duval Street, a popular place for shoppers in Key West Historic District. Splash some more cash at Mallory Dock and We Cycle Key West.
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A sign reading "Welcome to Mallory Square" with an American flag, a red and white striped awning, and a statue of a man in a blue shirt and straw hat.

Mallory Square

9.2/10 (15,939 reviews)
Mallory Square is worth passing through for a few pics when in Key West Historic District. Why not take a stroll along the beaches and watch the sunset while you're here?
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A colorful monument with text indicating it is the Southernmost Point of the Continental U.S.A. in Key West, Florida.

Southernmost Point

8.8/10 (17,214 reviews)
If you're planning a bit of sightseeing head to Southernmost Point— just one of the monuments in Old Town Key West. Why not take a stroll along the beaches and watch the sunset while you're here?
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A beach with white sand, palm trees, and a building in the background.

Smathers Beach

8.4/10 (8,320 reviews)
Whether you want to collect beach glass or watch the sunset, Smathers Beach is a spot you might want to check out, located 1.7 mi (2.8 km) from central Key West. If you want to continue walking by the waves, head to Clarence S. Higgs Memorial Beach Park located nearby.
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A two-story colonial-style building with a balcony, surrounded by lush greenery and palm trees.

Ernest Hemingway Home and Museum

9.2/10 (8,543 reviews)
Ernest Hemingway Home and Museum is just one of the attractions in Old Town Key West, Key West so you might want to stop by during your trip. Why not take a stroll along the beaches and watch the sunset while you're here? If you want to experience more of the culture Key West has to offer, head to Key West Lighthouse and Keeper's Quarters Museum, Duval Street, and Key West Butterfly and Nature Conservatory.
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A wooden sign with information about South Beach, Key West, Florida, including public beach status, restaurant hours, and beach chair rental.

South Beach

8.4/10 (5,461 reviews)
If being by the water is a major draw, South Beach is a spot you might want to check out, located 0.7 mi (1.1 km) from central Key West. Catch the sunset by the shore at Simonton Beach, just a short walk away.
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A coastal fortification with a staircase leading to a higher platform, overlooking the sea.

Fort Zachary Taylor Historic State Park

9.0/10 (4,544 reviews)
Fort Zachary Taylor Historic State Park is 0.6 mi (1 km) from central Key West, why not stop by during your stay. Why not take a stroll along the beaches and watch the sunset while you're here?
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