Find a Hotel in Cutthroat Harbor Estates

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Top hotels in Cutthroat Harbor Estates

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
3675 South Roosevelt Boulevard, Key West, FL
Fully refundable
$258 nightly
The price is $290 total per night from Sep 16 to Sep 17
$290 total
Sep 16 - Sep 17
Total with taxes and fees
This hotel features an outdoor pool, a hot tub, and a restaurant. Guests will appreciate free perks like free self parking and WiFi in public areas. A snack ...
"Very friendly staff, the room was clean and had all the essentials, the air conditioning ran super cold which was what was needed!"

Reviewed on Sep 9, 2025

Hyatt Vacation Club at Windward Pointe, Key West
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
$158 nightly
The price is $178 total per night from Sep 11 to Sep 12
$178 total
Sep 11 - Sep 12
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, ...
"Very clean , quiet"

Reviewed on Sep 8, 2025

The Perry Hotel & Marina Key West
Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

3.5 out of 5
5051 Overseas Highway, Key West, FL
Fully refundableReserve now, pay when you stay
$246 nightly
The price is $277 total per night from Sep 15 to Sep 16
$277 total
Sep 15 - Sep 16
Total with taxes and fees
This hotel features an outdoor pool and a hot tub. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi. A safe deposit ...
"The whole property is a wonderful space to enjoy a fabulous vacation. The units are providing lots of space and comfort. The showers are top of the line and make you want to stay longer in the shower than normal. The staff and support staff are wonderful to work with. Only thing that should be improved ..."

Reviewed on Sep 9, 2025

Hyatt Vacation Club at Beach House, Key West
Hampton Inn Key West FL

Hampton Inn Key West FL

2.5 out of 5
3755 S Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
$131 nightly
The price is $147 total per night from Sep 24 to Sep 25
$147 total
Sep 24 - Sep 25
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 ...
"The breakfast is good. The rooms have great view. However, this hotel is a bit far from the key west downtown."

Reviewed on Sep 8, 2025

Hampton Inn Key West FL
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue, Key West, FL
Fully refundableReserve now, pay when you stay
$219 nightly
The price is $247 total per night from Sep 11 to Sep 12
$247 total
Sep 11 - Sep 12
Total with taxes and fees
A marina, 6 outdoor pools, and a 24-hour gym are all featured at this smoke-free hotel. Business travelers can take advantage of the free WiFi in public areas. ...
"The staff. the staff was helpful and kind. my room was clean,it was an amazing stay"

Reviewed on Sep 8, 2025

Oceans Edge Key West Resort, Hotel & Marina
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
$205 nightly
The price is $231 total per night from Sep 14 to Sep 15
$231 total
Sep 14 - Sep 15
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 ...
"The check in was easy and the front desk staff communicates via text and email if there are issues. They offer a free ride downtown at the top of the hour. This saved us $12 each way if we had to get an Uber. The restaurant is very good! The breakfast is mainly baked goods all made in house. Again ..."

Reviewed on Sep 8, 2025

Beachside Resort & Residences
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
Fully refundableReserve now, pay when you stay
$132 nightly
The price is $149 total per night from Sep 16 to Sep 17
$149 total
Sep 16 - Sep 17
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the business center and free WiFi in public ...
"The outside of the property on the building could use a good paint job and the doors and the steps and windows were dirty"

Reviewed on Sep 8, 2025

Hilton Garden Inn Key West / The Keys Collection
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
$160 nightly
The price is $180 total per night from Sep 11 to Sep 12
$180 total
Sep 11 - Sep 12
Total with taxes and fees
This eco-certified hotel features 2 restaurants, 2 outdoor pools, and a 24-hour gym. There's fun for all ages with mini golf and an arcade/game room, and families ...
"100% Recommended"

Reviewed on Sep 8, 2025

Blue Flamingo Resort Key West
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
$146 nightly
The price is $164 total per night from Sep 16 to Sep 17
$164 total
Sep 16 - Sep 17
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 ...
"Staff was great and property was extremely clean at all times. Very well maintained"

Reviewed on Aug 26, 2025

DoubleTree Resort by Hilton Grand Key - Key West
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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