Hotels in Cudjoe Key
Free cancellation options if plans change
Earn rewards on every night you stay
Save more with Member Prices
Check prices for these dates
Where to stay in Cudjoe Key?
Atlantic View Luxury Villa with Pool
Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
10.0 out of 10, Exceptional, (1)
10/10
Exceptional
(1)
- Waterfront villa with 10 pools on tranquil Summerland Key, minutes from beaches.
The price is $625
$625
$1,097 total
includes taxes & fees
Jan 16 - Jan 17, 2026
Sugar Loaf Lodge
Sugar Loaf Lodge
2.5 star property
Summerland Key
8.2 out of 10, Very Good, (1003)
8.2/10
Very Good
(1003)
The price is $199
$199
$224 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Starlight Serenity - Hideaway w Stunning Views
Starlight Serenity - Hideaway w Stunning Views
2.0 star property
Summerland Key
The price is $404
$404
$789 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Looe Key Reef Resort
Looe Key Reef Resort
2.5 star property
Summerland Key
7.4 out of 10, Good, (1001)
7.4/10
Good
(1001)
The price is $140
$140
$158 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Parmer's Resort
Parmer's Resort
2.5 star property
Summerland Key
9.0 out of 10, Wonderful, (1002)
9.0/10
Wonderful
(1002)
The price is $214
$214
$273 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Old Wooden Bridge Resort and Marina
Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (283)
8.6/10
Excellent
(283)
- Waterfront escape with a marina, outdoor pool, and easy access to Florida Keys Beaches.
The price is $149
$149
$308 total
includes taxes & fees
Jan 10 - Jan 11, 2026
Barnacle Resort
Barnacle Resort
3.0 star property
Long Beach Estates
8.2 out of 10, Very Good, (42)
8.2/10
Very Good
(42)
- Relax at this serene beachfront B&B with rooftop terrace and seaside access.
The price is $229
$229
$283 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Sunshine Key RV Resort & Marina
Sunshine Key RV Resort & Marina
2.0 star property
Big Pine Key
8.8 out of 10, Excellent, (160)
8.8/10
Excellent
(160)
The price is $305
$305
$343 total
includes taxes & fees
Jan 4 - Jan 5, 2026
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, (1760)
8.8/10
Excellent
(1760)
- Relax in a luxurious marina getaway with six outdoor pools and Key West views.
The price is $237
$237
$328 total
includes taxes & fees
Jan 26 - Jan 27, 2026
Aqua Lodges at Hurricane Hole Marina
Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
8.8 out of 10, Excellent, (170)
8.8/10
Excellent
(170)
- Floating marina oasis puts you minutes from Duval Street and Smathers Beach.
The price is $206
$206
$400 total
includes taxes & fees
Jan 5 - Jan 6, 2026
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, (1000)
9.4/10
Exceptional
(1000)
- Embrace oceanfront luxury at this Key West retreat with a bar and hot tub.
The price is $407
$407
$503 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Blue Flamingo Resort Key West
Blue Flamingo Resort Key West
4.0 star property
New Town
8.0 out of 10, Very Good, (1801)
8.0/10
Very Good
(1801)
- Paradise awaits at this Key West hotel, featuring 2 outdoor pools and poolside bars.
The price is $233
$233
$318 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Capmar House by Brightwild Huge Home Pool
Capmar House by Brightwild Huge Home Pool
2.0 star property
Raccoon Key
10.0 out of 10, Exceptional, (1)
10/10
Exceptional
(1)
- Immerse in a tropical Key West retreat within a 15-minute drive to Duval Street.
The price is $1,123
$1,123
$1,931 total
includes taxes & fees
Jan 21 - Jan 22, 2026
The Laureate Key West
The Laureate Key West
3.5 star property
New Town
9.0 out of 10, Wonderful, (1001)
9.0/10
Wonderful
(1001)
- Explore the tropical haven minutes from Hemingway's home and Duval Street.
The price is $259
$259
$320 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Hampton Inn Key West FL
Hampton Inn Key West FL
2.5 star property
Key West
9.0 out of 10, Wonderful, (1292)
9.0/10
Wonderful
(1292)
- Unwind by the poolside just minutes from Smathers Beach and Key West's attractions.
The price is $314
$314
$353 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Beachside Resort & Residences
Beachside Resort & Residences
3.5 star property
Key West
8.6 out of 10, Excellent, (1835)
8.6/10
Excellent
(1835)
- Beachside escape with private shoreline, two restaurants, and scenic ocean views.
The price is $252
$252
$334 total
includes taxes & fees
Jan 4 - Jan 5, 2026
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
8.6 out of 10, Excellent, (1003)
8.6/10
Excellent
(1003)
The price is $237
$237
$295 total
includes taxes & fees
Jan 4 - Jan 5, 2026
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)
8.2/10
Very Good
(1001)
The price is $239
$239
$303 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Perry Hotel & Marina Key West
The Perry Hotel & Marina Key West
4.0 star property
Stock Island
9.4 out of 10, Exceptional, (1174)
9.4/10
Exceptional
(1174)
- Bask in waterfront marina luxury with two pools and seafood dining on Stock Island.
The price is $267
$267
$362 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Hilton Garden Inn Key West / The Keys Collection
Hilton Garden Inn Key West / The Keys Collection
3.5 star property
New Town
8.0 out of 10, Very Good, (1173)
8.0/10
Very Good
(1173)
- Unwind poolside in Key West with convenient access to Duval Street and beaches.
The price is $295
$295
$360 total
includes taxes & fees
Jan 4 - Jan 5, 2026
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.
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.
Go beyond your typical stay in Cudjoe Key
Ocean view
Apart hotel
Pet friendly
Family friendly
Condo
Learn more about Cudjoe Key
The region around Cudjoe Key is home to attractions such as Upper Sugarloaf Key and Upper Sugarloaf Sound.
Check out reviews of Cudjoe Key hotels guests love
Oceans Edge Key West Resort, Hotel & Marina
10/10 Excellent
"Clean room and kind staff!"
Blue Flamingo Resort Key West
10/10 Excellent
"Property is beautiful, has lots of games on site, room was renovated, clean, and spacious; hotel has shuttle to and from the resort. Shuttle drivers are amazingly fun and helpful with tips! Staff is friendly and cordial, and we were served champagne at arrival!"
Hampton Inn Key West FL
10/10 Excellent
"Very Clean, Very Friendly Awesome Views and very affordable. Definitely would choose this hotel again "
Hyatt Vacation Club at Beach House, Key West
10/10 Excellent
"Everything was wonderful."
Parrot Key Hotel & Villas
10/10 Excellent
"It was awesome stay at the resort. For sure we will go back. "
Beachside Resort & Residences
10/10 Excellent
"Room was clean and in good shape"
Fairfield Inn & Suites by Marriott Key West at the Keys Collection
10/10 Excellent
"Very nice hotel! Would definitely stay here again!"
DoubleTree Resort by Hilton Grand Key - Key West
10/10 Excellent
"Everything was good "
Looe Key Reef Resort
10/10 Excellent
"Staff very polite and accommodating. "
Frequently asked questions
Why should I book my Cudjoe Key accommodation with Hotels.com?
There are plenty of reasons to book your Cudjoe Key travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.