Key West Chalets

Start date: Check-in selected.
To Date
End date: Check-out
  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
In two weeks
In one month
In two months
No exact matches found, but these alternatives could be just right

Recommended hotels in Key West

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1219)
"Great location - nice pools - excellent staff"
United States
Gary
$256 nightly
The price is $289
Jan 8 - Jan 9, 2026
Total with taxes and fees
Parrot Key Hotel & Villas

The Laureate Key West

The Laureate Key West
3.5 star property
New Town
9.0 out of 10, Wonderful, (1003)
"Nice place to stay!"
Canada
Baohua
$284 nightly
The price is $320
Jan 7 - Jan 8, 2026
Total with taxes and fees
The Laureate Key West

NYAH Key West - Adults Only

NYAH Key West - Adults Only
3.0 star property
Key West Historic District
8.0 out of 10, Very Good, (1002)
"Property was a good value and convenient to area restaurants/bars"
United States
Lesley
$251 nightly
The price is $283
Jan 4 - Jan 5, 2026
Total with taxes and fees
NYAH Key West - Adults Only

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina
4.0 star property
Stock Island
8.8 out of 10, Excellent, (1761)
"The place is great!"
United States
Anna
$292 nightly
The price is $328
Jan 26 - Jan 27, 2026
Total with taxes and fees
Oceans Edge Key West Resort, Hotel & Marina

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.0 out of 10, Very Good, (1803)
"the staff was so welcoming and nice, it was a perfect place to stay in Key West!"
United Kingdom
Alicia
$283 nightly
The price is $318
Jan 8 - Jan 9, 2026
Total with taxes and fees
Blue Flamingo Resort Key West

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West
3.5 star property
Key West
9.4 out of 10, Exceptional, (1007)
"Location, swimming pool, hot tub and the awesome patio that the room had"
United States
Anshul
$447 nightly
The price is $503
Jan 14 - Jan 15, 2026
Total with taxes and fees
Hyatt Vacation Club at Beach House, Key West

Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
Key West
9.0 out of 10, Wonderful, (1295)
"Wonderful stay"
United States
Lindsey
$314 nightly
The price is $353
Jan 14 - Jan 15, 2026
Total with taxes and fees
Hampton Inn Key West FL

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
Key West
8.6 out of 10, Excellent, (1837)
"Great stay"
United States
james
$289 nightly
The price is $325
Jan 4 - Jan 5, 2026
Total with taxes and fees
Beachside Resort & Residences

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
3.5 star property
Key West
9.6 out of 10, Exceptional, (1003)
"Clean rooms, great location."
United States
Shalaka
$456 nightly
The price is $513
Jan 12 - Jan 13, 2026
Total with taxes and fees
Hyatt Vacation Club at Windward Pointe, Key West

Fairfield Inn and Suites by Marriott Key West

Fairfield Inn and Suites by Marriott Key West
3.0 star property
New Town
7.8 out of 10, Good, (1180)
"Good rooms and nice breakfast "
United States
Arun
$245 nightly
The price is $276
Jan 19 - Jan 20, 2026
Total with taxes and fees
Fairfield Inn and Suites by Marriott Key West

Hyatt Vacation Club at Sunset Harbor, Key West

Hyatt Vacation Club at Sunset Harbor, Key West
3.5 star property
Old Town Key West
8.6 out of 10, Excellent, (324)
"Great location and staff was friendly. The pool area was perfect. "
United States
Deborah
$349 nightly
The price is $393
Jan 8 - Jan 9, 2026
Total with taxes and fees
Hyatt Vacation Club at Sunset Harbor, Key West

Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1776)
"Nice spot and great staff"
United States
Lindsay Brooke
$377 nightly
The price is $424
Jan 14 - Jan 15, 2026
Total with taxes and fees
Margaritaville Beach House Key West

The Palms Hotel

The Palms Hotel
3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (1003)
"Enjoy the stay"
United States
Kevin
$282 nightly
The price is $318
Jan 11 - Jan 12, 2026
Total with taxes and fees
The Palms Hotel

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
4.0 star property
Stock Island
9.4 out of 10, Exceptional, (1175)
"great place to stay "
United States
michael
$347 nightly
The price is $390
Jan 8 - Jan 9, 2026
Total with taxes and fees
The Perry Hotel & Marina Key West

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Old Town Key West
8.8 out of 10, Excellent, (2955)
"Wonderful stay!"
United States
Elisa
$360 nightly
The price is $405
Jan 13 - Jan 14, 2026
Total with taxes and fees
Southernmost Beach Resort and Guesthouses

Duval House

Duval House
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1002)
"Great place! "
United States
David
$271 nightly
The price is $302
Jan 6 - Jan 7, 2026
Total with taxes and fees
Duval House

Heron House Court - Adult Only

Heron House Court - Adult Only
3.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1003)
"Great staff, very friendly. Oerfect location, short walk to Duval, but far enough to get sleep. "
United States
Chandler
$198 nightly
The price is $223
Jan 6 - Jan 7, 2026
Total with taxes and fees
Heron House Court - Adult Only

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
Key West
8.2 out of 10, Very Good, (1001)
"Nice property, comfortable stay - cookies and staff are great!"
United States
David
$261 nightly
The price is $294
Jan 4 - Jan 5, 2026
Total with taxes and fees
DoubleTree Resort by Hilton Grand Key - Key West

Silver Palms Inn

Silver Palms Inn
3.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (1005)
"Very friendly staff, directly in City Center. "
Germany
Philip
$311 nightly
The price is $350
Jan 19 - Jan 20, 2026
Total with taxes and fees
Silver Palms Inn

The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.6 out of 10, Excellent, (1001)
"Great hotel, great beach, had a really good stay."
United States
Cristian Mihai
$381 nightly
The price is $428
Jan 13 - Jan 14, 2026
Total with taxes and fees
The Reach Key West, Curio Collection by Hilton
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Key West Hotel Reviews

Find out more about Key West

Key West Chalets information

Number of reviews
25,345
Accommodation
0 Chalets
Lowest Price
$223
Highest Price
$513

Explore a world of travel with Expedia