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Top hotels in Cutthroat Harbor Estates

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
7001 Shrimp Road Key West FL
Fully refundableReserve now, pay when you stay
$181 nightly
The price is $203 total per night from Oct 7 to Oct 8
$203 total
Oct 7 - Oct 8
Total with taxes and fees
A marina, 2 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Traveling for business? Take advantage of the free WiFi in public areas, ...
"The whole experience was fantastic. I wouldn't stay anywhere else!"

Reviewed on Oct 3, 2026

Opens in a new windowThe Perry Hotel & Marina Key West
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$190 nightly
The price is $214 total per night from Nov 1 to Nov 2
$214 total
Nov 1 - Nov 2
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Enjoy the hot tub ...
"This was my first stay here and I would certainly return. There was heavy rain during my stay which forced some changing of plans and they apparently had some leaking issues which forced me to change rooms, and the room was not anywhere near as nice. I was upset about that, but they compensated me ..."

Reviewed on Oct 5, 2026

Opens in a new windowHavana Cabana at Key West
Hilton Key West Resort & Marina

Hilton Key West Resort & Marina

4 out of 5
5950 Peninsular Avenue Key West FL
Fully refundableReserve now, pay when you stay
$170 nightly
The price is $191 total per night from Oct 12 to Oct 13
$191 total
Oct 12 - Oct 13
Total with taxes and fees
A marina, 6 outdoor pools, and a 24-hour gym are all featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public areas ...
"This was our second time to stay here and this place never disappoints. Staff is wonderful too"

Reviewed on Oct 3, 2026

Opens in a new windowHilton Key West Resort & Marina
Hampton Inn Key West FL

Hampton Inn Key West FL

2.5 out of 5
3755 S Roosevelt Blvd Key West FL
$169 nightly
The price is $190 total per night from Oct 7 to Oct 8
$190 total
Oct 7 - Oct 8
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Enjoy the 24-hour ...
"Great experience! Would stay again!"

Reviewed on Oct 6, 2026

Opens in a new windowHampton Inn Key West FL
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$168 nightly
The price is $189 total per night from Oct 7 to Oct 8
$189 total
Oct 7 - Oct 8
Total with taxes and fees
This hotel features 2 restaurants, 2 outdoor pools, and a 24-hour gym. There's fun for all ages with mini golf and a playground, and families will appreciate ...
"Hot water in showers, bed comfort was okay, food was decent at the bars/restaurants, staff was friendly, pool clean and open until 11pm. Lots of fun games to play outside. The property and rooms were clean and the shuttle service to town was easy and very helpful!"

Reviewed on Oct 5, 2026

Opens in a new windowBlue Flamingo Resort Key West
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$185 nightly
The price is $208 total per night from Oct 7 to Oct 8
$208 total
Oct 7 - Oct 8
Total with taxes and fees
This smoke-free hotel features a private beach, a marina, and 2 restaurants. Enjoy a day at the beach kayaking, or relax with sun loungers. Unwind with a drink ...
Opens in a new windowBeachside Resort & Residences
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4 out of 5
3990 S Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$149 nightly
The price is $168 total per night from Oct 12 to Oct 13
$168 total
Oct 12 - Oct 13
Total with taxes and fees
This resort features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public ...
Opens in a new windowDoubleTree Resort by Hilton Grand Key - Key West
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

3.5 out of 5
3850 N Roosevelt Blvd Key West FL
$136 nightly
The price is $153 total per night from Oct 8 to Oct 9
$153 total
Oct 8 - Oct 9
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an outdoor pool, and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public ...
Opens in a new windowHilton Garden Inn Key West / The Keys Collection
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

3.5 out of 5
3852 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$150 nightly
The price is $169 total per night from Oct 14 to Oct 15
$169 total
Oct 14 - Oct 15
Total with taxes and fees
This hotel features a bar/lounge, a poolside bar, and an outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in ...
Opens in a new windowFairfield by Marriott Inn & Suites Key West at The Keys Collection
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Cutthroat Harbor Estates Hotel Guide

Don’t keep your travel plans on repeat year after year. The same city with the same hotel every season will bore you and give you an itch to go looking for something new. Expand your geographical horizons to more than just those five blocks around your usual haunt.

Nowhere else can you find better deals on Cutthroat Harbor Estates area hotels. You’ll find the best prices on the quirky, the haunted, the old, the new, and the legendary. If you’re wondering what side of the pricing scale some of these hotels fall on, you need not to worry. Compare cheap hotels near Cutthroat Harbor Estates to find the perfect one to will fit your budget.

Leave the ordinary routine you’re set on behind and go. Go anywhere you want. Anywhere that makes you think, “I wonder what that’s like?” Part of Travelocity’s mission is to get you off-the-beaten path and the hotels near Cutthroat Harbor Estates are perfect for that. Find your new favorite watering hole on a quiet street. Discover a place to escape for the weekend with tasty local fare and unique sights. We want you to consider the places outside your normal comfort zone. Browse our selection and find the ideal hotel, in a place you’d like to explore.

Recent Cutthroat Harbor Estates hotel reviews by fellow wanderers

Hampton Inn Key West FL

Hampton Inn Key West FL

5 out of 5
Posted 4 hours ago
Travelocity Verified Review
"Great experience! Would stay again!"
A verified traveler stayed at Hampton Inn Key West FL
Hampton Inn Key West FL

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