Find hotels in Cutthroat Harbor Estates, Summerland Key from NT$1,741

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Aug 8 - Aug 9
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Discover 1,372 Cutthroat Harbor Estates hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Hyatt Vacation Club at Windward Pointe, Key West
Outdoor pool

Hyatt Vacation Club at Windward Pointe, Key West

3.5 star property
9.6 out of 10, Exceptional, (1000)
"We enjoyed our stay very much and will be staying here again in the near future. Everything about it was very nice with beautiful views of the property. "
The price is NT$6,553
NT$8,209 total
includes taxes & fees
Aug 26 - Aug 27
Hyatt Vacation Club at Windward Pointe, Key West
The Perry Hotel & Marina Key West
2 outdoor pools, open 8:00 AM to 10:00 PM, sun loungers

The Perry Hotel & Marina Key West

4.0 star property
9.4 out of 10, Exceptional, (1058)
"Great view, restaurants on site, clean rooms. "
The price is NT$4,024
NT$6,247 total
includes taxes & fees
Aug 24 - Aug 25
The Perry Hotel & Marina Key West
Hyatt Vacation Club at Beach House, Key West
Outdoor pool

Hyatt Vacation Club at Beach House, Key West

3.5 star property
9.4 out of 10, Exceptional, (1001)
"The swimming area is great for families. "
The price is NT$5,691
NT$7,240 total
includes taxes & fees
Sep 8 - Sep 9
Hyatt Vacation Club at Beach House, Key West
Oceans Edge Key West Resort, Hotel & Marina
Daily cooked-to-order breakfast for a fee

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
9.0 out of 10, Wonderful, (1710)
"Amazing place to stay! "
The price is NT$5,286
NT$7,681 total
includes taxes & fees
Aug 18 - Aug 19
Oceans Edge Key West Resort, Hotel & Marina
The Laureate Key West
Indoor pool, outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas

The Laureate Key West

3.5 star property
9.0 out of 10, Wonderful, (1001)
"Great property "
The price is NT$5,328
NT$6,831 total
includes taxes & fees
Aug 10 - Aug 11
The Laureate Key West
Parmer's Resort
Suite, 1 Bedroom, Kitchen, Sea Facing | Beach/ocean view

Parmer's Resort

2.5 star property
9.0 out of 10, Wonderful, (1000)
"Very nice place."
The price is NT$3,590
NT$5,009 total
includes taxes & fees
Aug 26 - Aug 27
Parmer's Resort
Hampton Inn Key West FL
Outdoor pool, pool umbrellas, sun loungers

Hampton Inn Key West FL

2.5 star property
9.0 out of 10, Wonderful, (1200)
"Was an amazing stay"
The price is NT$4,276
NT$5,815 total
includes taxes & fees
Aug 26 - Aug 27
Hampton Inn Key West FL
Havana Cabana at Key West
Outdoor pool, sun loungers

Havana Cabana at Key West

4.0 star property
8.8 out of 10, Excellent, (1761)
"Great place! "
The price is NT$3,928
NT$6,370 total
includes taxes & fees
Aug 25 - Aug 26
Havana Cabana at Key West
Aqua Lodges at Hurricane Hole Marina
Restaurant

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (160)
"The stay was beautiful "
The price is NT$1,741
NT$6,948 total
includes taxes & fees
Aug 10 - Aug 11
Aqua Lodges at Hurricane Hole Marina
Grand Marina Suite by Brightwild Waterfront
Apartment

Grand Marina Suite by Brightwild Waterfront

2.0 star property
10.0 out of 10, Exceptional, (3)
"Nice place "
The price is NT$12,545
NT$21,345 total
includes taxes & fees
Aug 20 - Aug 21
Grand Marina Suite by Brightwild Waterfront
Beachside Resort & Residences
Outdoor pool, pool umbrellas, sun loungers

Beachside Resort & Residences

3.5 star property
8.6 out of 10, Excellent, (1439)
"Was a wonderful place to stay "
The price is NT$3,991
NT$5,997 total
includes taxes & fees
Aug 12 - Aug 13
Beachside Resort & Residences
Resort View 1BR Suite
Apartment

Resort View 1BR Suite

2.0 star property
10.0 out of 10, Exceptional, (2)
"Cleanliness "
The price is NT$6,934
NT$10,333 total
includes taxes & fees
Aug 18 - Aug 19
Resort View 1BR Suite
Fairfield Inn & Suites by Marriott Key West at the Keys Collection
Reception

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

3.5 star property
8.4 out of 10, Very Good, (1000)
"Would stay again for sure"
The price is NT$3,066
NT$4,284 total
includes taxes & fees
Aug 25 - Aug 26
Fairfield Inn & Suites by Marriott Key West at the Keys Collection
The Grenada Suite Pool View Private Balcony
Apartment | Internet

The Grenada Suite Pool View Private Balcony

2.0 star property
10.0 out of 10, Exceptional, (1)
The price is NT$7,457
NT$16,526 total
includes taxes & fees
Sep 7 - Sep 8
The Grenada Suite Pool View Private Balcony
The Trinidad by Brightwild Pool View Parking
Apartment | Internet

The Trinidad by Brightwild Pool View Parking

2.0 star property
10.0 out of 10, Exceptional, (1)
"Our family spent one night at Key West and we fully enjoyed our stay here. Room is very clean, stylish and spacious. Beds are comfortable."
The price is NT$7,213
NT$16,251 total
includes taxes & fees
Aug 11 - Aug 12
The Trinidad by Brightwild Pool View Parking
Island View 1BR Residence With Balcony
Apartment

Island View 1BR Residence With Balcony

2.0 star property
10.0 out of 10, Exceptional, (1)
"The room was excellent, no complaints at all."
The price is NT$6,586
NT$9,941 total
includes taxes & fees
Aug 20 - Aug 21
Island View 1BR Residence With Balcony
Atlantic View Luxury Villa with Pool
Swim-up bar

Atlantic View Luxury Villa with Pool

3.5 star property
10.0 out of 10, Exceptional, (1)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
The price is NT$17,720
NT$30,352 total
includes taxes & fees
Aug 16 - Aug 17
Atlantic View Luxury Villa with Pool
Ocean Front 1BR Suite With Direct Beach Access
Apartment

Ocean Front 1BR Suite With Direct Beach Access

2.0 star property
10.0 out of 10, Exceptional, (1)
The price is NT$8,677
NT$12,293 total
includes taxes & fees
Aug 18 - Aug 19
Ocean Front 1BR Suite With Direct Beach Access
Two Bedroom Residence With Balcony
Apartment

Two Bedroom Residence With Balcony

2.0 star property
10.0 out of 10, Exceptional, (1)
"The roosters crowing early morning was irritating "
The price is NT$9,373
NT$16,693 total
includes taxes & fees
Aug 13 - Aug 14
Two Bedroom Residence With Balcony
Sugar Loaf Lodge
Restaurant

Sugar Loaf Lodge

2.5 star property
8.2 out of 10, Very Good, (1001)
"Good to stay for a night ! "
The price is NT$2,947
NT$3,315 total
includes taxes & fees
Aug 10 - Aug 11
Sugar Loaf Lodge
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.
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Where to stay in Cutthroat Harbor Estates

Find the best Cutthroat Harbor Estates areas and neighborhoods for the activities you enjoy most.
Sugarloaf Shores featuring a bay or harbor
Sugarloaf Shores map

Sugarloaf Shores

While Sugarloaf Shores isn't home to many top sights, Florida Keys Beaches and Sugarloaf Beach are some notable places to visit nearby.

Cudjoe Gardens map

Cudjoe Gardens

When in Cudjoe Gardens, you can plan a visit to Upper Sugarloaf Key and Venture Out Keys, some noteworthy sights in the nearby area.

Breezeswept Beach Estates map

Breezeswept Beach Estates

While Breezeswept Beach Estates isn't home to many top sights, Cook Island and Big Pine Key Flea Market are some notable places to visit nearby.

Top Cutthroat Harbor Estates Hotel Reviews

Hampton Inn Key West FL

Hampton Inn Key West FL

10/10 Excellent
"I recently stayed at the Hampton Inn in Key West and had a wonderful experience. The staff were exceptional—friendly, attentive, and genuinely dedicated to making our stay enjoyable. The location was perfect, providing easy access to local attractions and the beach, making it an ideal spot for exploring the area. The hotel itself was impressively clean, which always enhances the overall experience. I particularly enjoyed the pool area; it was a fantastic place to unwind and relax after a day of sightseeing. Breakfast was another highlight, with a nice variety of options that changed daily, keeping things fresh and exciting. Overall, I highly recommend the Hampton Inn in Key West for anyone looking for a comfortable and welcoming stay in this beautiful destination."
Amanda 6-night trip
Posted 1 day ago
Hampton Inn Key West FL

Frequently asked questions

What's it like in Cutthroat Harbor Estates?

Travelers to Summerland Key's Cutthroat Harbor Estates neighborhood will be sure to enjoy a stay in this neighborhood.

How many hotels will I find in Cutthroat Harbor Estates?

Expedia has 76 hotels and other accommodations in Cutthroat Harbor Estates to choose from, making this an ideal home base for exploring the greater Summerland Key area.

If I need to cancel my hotel reservation in Cutthroat Harbor Estates, will I receive a refund?

Yes! Most hotel reservations are fully refundable as long as you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you have a non-refundable reservation, you may still be able to cancel and get a refund within a 24-hour period of booking. Add dates, click "Search", then you can filter by "fully refundable" to view the best deals in Cutthroat Harbor Estates.

Where can I learn more about changing or cancelling my trip to Cutthroat Harbor Estates?

For more details about changing or cancelling your trip to Cutthroat Harbor Estates, click here.

What are the top things to see and do in Cutthroat Harbor Estates?

A few places to visit in the area around Cutthroat Harbor Estates include Venture Key, Out Key, and Venture Out Keys. Crab Key and Pye Key are also worth a visit when you're out sightseeing in Summerland Key.