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23 Dec - 24 Dec
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2 Jan - 4 Jan

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Our top choices for Halfmoon Key hotels

6 outdoor pools, free pool 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, (1750)
"The place is great!"
United States
Anna
The price is ฿7,607
฿10,464 total
includes taxes & fees
4 Jan - 5 Jan 2026
Oceans Edge Key West Resort, Hotel & Marina
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, (1007)
"The room was clean and property was so nice and relaxing. "
United States
Kristen
The price is ฿12,408
฿15,359 total
includes taxes & fees
7 Jan - 8 Jan 2026
Hyatt Vacation Club at Beach House, Key West
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, (1818)
"Great stay"
United States
james
The price is ฿7,130
฿9,597 total
includes taxes & fees
4 Jan - 5 Jan 2026
Beachside Resort & Residences
Outdoor pool, pool umbrellas, pool 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, (1287)
"Wonderful stay"
United States
Lindsey
The price is ฿9,776
฿10,998 total
includes taxes & fees
5 Jan - 6 Jan 2026
Hampton Inn Key West FL
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, (1009)
"Great staff, hotel and pool."
United States
Lilly
The price is ฿12,408
฿15,359 total
includes taxes & fees
7 Jan - 8 Jan 2026
Hyatt Vacation Club at Windward Pointe, Key West
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, (1007)
"Nice place to stay!"
Canada
Baohua
The price is ฿8,061
฿9,944 total
includes taxes & fees
7 Jan - 8 Jan 2026
The Laureate Key West
Front of property
Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island, 9.9 km from Halfmoon Key
8.8 out of 10, Excellent, (170)
"Location , staff , and aqua lodge were perfect."
United States
William
The price is ฿7,255
฿13,379 total
includes taxes & fees
5 Jan - 6 Jan 2026
Aqua Lodges at Hurricane Hole Marina
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, (1007)
"Great place to stary. Staff was very nice."
United States
norka
The price is ฿6,194
฿6,968 total
includes taxes & fees
4 Jan - 5 Jan 2026
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, (1004)
"Room clean, nice pool area"
United States
Tami
The price is ฿8,217
฿9,244 total
includes taxes & fees
4 Jan - 5 Jan 2026
Courtyard by Marriott Key West Waterfront
4 outdoor pools, pool umbrellas, pool 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, (1210)
"Great place to stay 👌 👍 "
United States
james
The price is ฿6,852
฿9,494 total
includes taxes & fees
8 Jan - 9 Jan 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, (1172)
"great place to stay "
United States
michael
The price is ฿8,072
฿10,993 total
includes taxes & fees
8 Jan - 9 Jan 2026
The Perry Hotel & Marina Key West
2 outdoor pools, open 7:00 AM to 11:00 PM, pool 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, (1791)
"Great, friendly staff, nice amenities, easy parking and convenient location "
Canada
Caitlyn
The price is ฿7,255
฿9,913 total
includes taxes & fees
8 Jan - 9 Jan 2026
Blue Flamingo Resort Key West
Outdoor pool, open 6:00 AM to 10:00 PM, pool 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, (1169)
"Great location, clean rooms, and great pools!"
United States
Robin
The price is ฿9,556
฿11,626 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hilton Garden Inn Key West / The Keys Collection
Apartment | 2 bedrooms
Grand Marina Suite by Brightwild Waterfront

Grand Marina Suite by Brightwild Waterfront

Grand Marina Suite by Brightwild Waterfront
2.0 star property
Stock Island, 8.5 km from Halfmoon Key
10.0 out of 10, Exceptional, (3)
"Nice place "
United States
Pawel
The price is ฿23,065
฿33,512 total
includes taxes & fees
11 Jan - 12 Jan 2026
Grand Marina Suite by Brightwild Waterfront
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
8.2 out of 10, Very good, (2017)
"Good location and breakfast "
United States
Abhay
The price is ฿9,452
฿11,470 total
includes taxes & fees
4 Jan - 5 Jan 2026
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, (1778)
"Everything was great, decor, rooms, pool and bar. "
United States
Melissa
The price is ฿11,111
฿14,516 total
includes taxes & fees
8 Jan - 9 Jan 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 ฿10,316
฿12,390 total
includes taxes & fees
24 Dec - 25 Dec
The Grand Guesthouse
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, (146)
"Fantastic location "
United States
ANDREW
The price is ฿9,345
฿10,512 total
includes taxes & fees
4 Jan - 5 Jan 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, (1008)
"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 ฿7,115
฿10,105 total
includes taxes & fees
6 Jan - 7 Jan 2026
Silver Palms Inn
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, (1003)
"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
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

Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent
"Excellent & Beautiful hotel The staff at the front desk is very kind & professional Thank you."
Maria 1-night trip
Posted 3 days ago
Beachside Resort & Residences

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. Travellers love the area for its beautiful ocean views, bar scene and cycling. If you're looking for a convenient place to stay, take a look at the 14 hotels and other accommodation options 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 traveller data, and this holiday home offers free parking. It's located 4.9 mi (7.9 km) from Halfmoon Key. Other good choices within a few miles include New Waterfront Home - Dreamside House and Waterfront Luxury Home - Tidelands House.
How many hotels will I be able to find close to Halfmoon Key?
Expedia has 14 hotels and other accommodation options 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, you'll find most hotel room reservations are refundable provided that you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of check in. If your reservation is non-refundable, you might still have the option to cancel and be given a refund within a 24-hour period of your booking. Add your dates and click on "Search", then use the filter option "fully refundable" to view the best deals available near Halfmoon Key.
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.