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Our top choices for Halfmoon Key hotels

6 outdoor pools, free cabanas, pool umbrellas
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina
4.0 star property
Stock Island, 8.8 km from Halfmoon Key
8.8 out of 10, Excellent, (1755)
"The place is great!"
United States
Anna
The price is ￥39,778
￥54,427 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Oceans Edge Key West Resort, Hotel & Marina
Ocean View 3BR Condo with Rooftop Balcony | Balcony
Beachside Resort & Residences

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
10.5 km from Halfmoon Key
8.6 out of 10, Excellent, (1806)
"Great stay"
United States
james
The price is ￥38,248
￥51,015 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Beachside Resort & Residences
Property grounds
Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West
3.5 star property
10.3 km from Halfmoon Key
9.4 out of 10, Exceptional, (1004)
"The room was clean and property was so nice and relaxing. "
United States
Kristen
The price is ￥62,887
￥77,846 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Hyatt Vacation Club at Beach House, Key West
Outdoor pool, pool umbrellas, sun loungers
Hampton Inn Key West FL

Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
11.1 km from Halfmoon Key
9.0 out of 10, Wonderful, (1291)
"Wonderful stay"
United States
Lindsey
The price is ￥43,870
￥49,354 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hampton Inn Key West FL
Outdoor pool
Fairfield by Marriott Inn & Suites Key West at 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 star property
New Town, 10.6 km from Halfmoon Key
8.6 out of 10, Excellent, (1008)
"Staff is friendly and knowledgeable in local attractions."
United States
Sheng
The price is ￥38,018
￥47,206 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
Suite, 1 Bedroom, Ocean View (Spacious | King) | In-room safe, individually decorated, individually furnished, desk
The Laureate Key West

The Laureate Key West

The Laureate Key West
3.5 star property
New Town, 11.1 km from Halfmoon Key
9.0 out of 10, Wonderful, (1005)
"Nice place to stay!"
Canada
Baohua
The price is ￥39,280
￥48,629 total
includes taxes & fees
Jan 6 - Jan 7, 2026
The Laureate Key West
Property grounds
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
3.5 star property
11.3 km from Halfmoon Key
9.6 out of 10, Exceptional, (1003)
"Great staff, hotel and pool."
United States
Lilly
The price is ￥62,887
￥77,846 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Hyatt Vacation Club at Windward Pointe, Key West
Exterior
Sugar Loaf Lodge

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
10.2 km from Halfmoon Key
8.2 out of 10, Very Good, (1004)
"Great place to stary. Staff was very nice."
United States
norka
The price is ￥21,927
￥24,669 total
includes taxes & fees
Dec 22 - Dec 23
Sugar Loaf Lodge
View from property
Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
3.0 star property
Northside Resort, 12.2 km from Halfmoon Key
9.0 out of 10, Wonderful, (1002)
"Room clean, nice pool area"
United States
Tami
The price is ￥43,224
￥48,627 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Courtyard by Marriott Key West Waterfront
4 outdoor pools, pool umbrellas, sun loungers
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort, 12.6 km from Halfmoon Key
9.0 out of 10, Wonderful, (1200)
"Great place to stay 👌 👍 "
United States
james
The price is ￥29,172
￥41,871 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Parrot Key Hotel & Villas
Marina
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
4.0 star property
Stock Island, 9.6 km from Halfmoon Key
9.4 out of 10, Exceptional, (1178)
"great place to stay "
United States
michael
The price is ￥41,040
￥55,861 total
includes taxes & fees
Jan 8 - Jan 9, 2026
The Perry Hotel & Marina Key West
Outdoor pool, open 7:00 AM to 11:00 PM, cabanas (surcharge)
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
10.8 km from Halfmoon Key
8.2 out of 10, Very Good, (1002)
"Nice property, comfortable stay - cookies and staff are great!"
United States
David
The price is ￥37,734
￥47,775 total
includes taxes & fees
Jan 4 - Jan 5, 2026
DoubleTree Resort by Hilton Grand Key - Key West
Outdoor pool, open 6:00 AM to 10:00 PM, cabanas (surcharge)
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
3.5 star property
New Town, 10.5 km from Halfmoon Key
8.0 out of 10, Very Good, (1163)
"Great location, clean rooms, and great pools!"
United States
Robin
The price is ￥49,242
￥59,834 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Hilton Garden Inn Key West / The Keys Collection
2 outdoor pools, open 7:00 AM to 11:00 PM, cabanas (surcharge)
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town, 10.6 km from Halfmoon Key
8.0 out of 10, Very Good, (1784)
"Great, friendly staff, nice amenities, easy parking and convenient location "
Canada
Caitlyn
The price is ￥38,191
￥51,839 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Blue Flamingo Resort Key West
Interior detail
Ibis Bay Beach Resort

Ibis Bay Beach Resort

Ibis Bay Beach Resort
2.5 star property
Northside Resort, 12.1 km from Halfmoon Key
8.0 out of 10, Very Good, (2014)
"Good location and breakfast "
United States
Abhay
The price is ￥32,052
￥40,298 total
includes taxes & fees
Dec 22 - Dec 23
Ibis Bay Beach Resort
Food and drink
Margaritaville Beach House Key West

Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
13.2 km from Halfmoon Key
8.8 out of 10, Excellent, (1772)
" Great location "
United States
Kristen
The price is ￥53,320
￥70,167 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Margaritaville Beach House Key West
Courtyard
The Grand Guesthouse

The Grand Guesthouse

The Grand Guesthouse
2.5 star property
Old Town Key West, 14.9 km from Halfmoon Key
9.6 out of 10, Exceptional, (1000)
"Great stay"
United States
Ginger
The price is ￥28,954
￥36,517 total
includes taxes & fees
Dec 22 - Dec 23
The Grand Guesthouse
Lobby
Authors of Key West Guest House

Authors of Key West Guest House

Authors of Key West Guest House
3.0 star property
The Meadows, 14.7 km from Halfmoon Key
9.0 out of 10, Wonderful, (1001)
"The hotel was beautiful and perfectly located! We loved our stay and would love to come back one day!"
United States
Lenin
Authors of Key West Guest House
Veranda Room | Terrace/patio
The Conch House Heritage Inn

The Conch House Heritage Inn

The Conch House Heritage Inn
3.5 star property
Old Town Key West, 15.4 km from Halfmoon Key
9.8 out of 10, Exceptional, (145)
"Fantastic location "
United States
ANDREW
The price is ￥54,178
￥60,950 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Conch House Heritage Inn
Outdoor pool
Silver Palms Inn

Silver Palms Inn

Silver Palms Inn
3.5 star property
Old Town Key West, 15.1 km from Halfmoon Key
9.4 out of 10, Exceptional, (1007)
"We had a wonderful stay and it was a convenient location for all the activities along Duval Street. The room was clean & comfortable with a great breakfast."
United States
Susanne
The price is ￥36,062
￥51,218 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Silver Palms Inn
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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Top Halfmoon Key Hotel Reviews

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

10/10 Excellent
"really good "
erald 3-night trip
Posted 2 days ago
Oceans Edge Key West Resort, Hotel & Marina

Hotels near other Halfmoon Key attractions

Shark Key

Commune with nature and explore the great outdoors at Shark Key during your travels in Key West. In the area, take in the great live music and beautiful sunsets.
See properties

Wilhelmina Harvey Park

Explore the great outdoors at Wilhelmina Harvey Park, a lovely green space in Key West.
See properties

Frequently asked questions

What's the area like around Halfmoon Key?
Halfmoon Key is located in Key West. Travelers love the area for its beautiful ocean views, bar scene, and biking. If you're looking for a convenient place to stay, check out the 14 hotels and other accommodations you'll find within a mile.
Where is the best place to stay close to Halfmoon Key?
Parking Pool Dock - Shellstone House is one of the top choices for your stay based on our traveler data, and this vacation home offers free parking. It's located 4.9 mi (7.9 km) from Halfmoon Key. Other good options within a few miles include New Waterfront Home - Dreamside House and Waterfront Luxury Home - Tidelands House.
How many hotels can I expect to find close to Halfmoon Key?
Expedia has 14 hotels and other accommodations within a mile from Halfmoon Key.
If I need to cancel the hotel reservation for my stay near Halfmoon Key, will I receive a refund?
Yes! The majority of hotel reservations are fully refundable as long as you cancel before the hotel's cancellation deadline, which is often 24 or 48 hours before your check-in date. If you booked a non-refundable reservation, it may still be possible to cancel it and get a refund within a 24-hour period of your booking. Put your dates in and click on "Search", then you can filter by "fully refundable" to get the best options available near Halfmoon Key.
Where can I learn more about changing or cancelling my trip in the area near Halfmoon Key?
To find more details about picking new dates or cancelling your stay near Halfmoon Key, go to https://www.expedia.com/service/.
What can I see and do near Halfmoon Key?
Lounge by the water at Boca Chica Beach and Boca Chica Nude Beach. Shark Key, Saddlebunch Keys, and Middle Keys are beautiful places to appreciate nature. If you want to see more of the surrounding area, you can plan a visit to Wilhelmina Harvey Park and Round Key.