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Hotels in Cudjoe Key

Choose from 1738 Cudjoe Key Hotel Deals

Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd, Key West, FL
  • 5 min drive from Smathers Beach
Stay at this 3.5-star beach hotel in Key West. Enjoy free WiFi, 2 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. ...
8.4/10 Very Good! (1,339 reviews)
"My husband and I stayed at this property for 2 nights and we loved it. We booked a one suite bedroom with balcony view and it was very spacious. The beds were comfortable but the pillows were too soft. That was the only downfall. Other than that, everything was great! Will be back"

Reviewed on Jul 16, 2025

Beachside Resort & Residences
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard, Key West, FL
  • 5 min drive from Smathers Beach
Stay at this 4-star eco-certified hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
7.6/10 Good! (1,462 reviews)
"Very clean , breakfast great"

Reviewed on Jul 14, 2025

Blue Flamingo Resort Key West
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue, Key West, FL
  • 7 min drive from Smathers Beach
Stay at this 4-star luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular ...
8.8/10 Excellent! (1,682 reviews)
Friendly staff.
"Very good. Nice hotel/resot. Clean and very accommodating."

Reviewed on Jul 13, 2025

Oceans Edge Key West Resort, Hotel & Marina
Fairfield Inn and Suites by Marriott Key West

Fairfield Inn and Suites by Marriott Key West

3 out of 5
2400 N Roosevelt Blvd, Key West, FL
  • 16 min walk from Smathers Beach
Stay at this 3-star business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
7.8/10 Good! (1,136 reviews)
"Good location. Nice staff"

Reviewed on Jul 11, 2025

Fairfield Inn and Suites by Marriott Key West
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard, Key West, FL
  • 4 min walk from Smathers Beach
Stay at this 4-star beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant ...
8.6/10 Excellent! (1,758 reviews)
"Grumpy pool attendance. Figure out the pool towel policy it changes depending on who is working. Transportation to and from the resort was great. Well maintained grounds. Restaurant was good. Decent size rooms but the bed and sofa were terrible."

Reviewed on Jul 16, 2025

Margaritaville Beach House Key West
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd, Key West, FL
  • 4 min drive from Smathers Beach
Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the bar in ...
8.8/10 Excellent! (1,752 reviews)
"Amazing time. Clean, very nice staff"

Reviewed on Jul 15, 2025

Havana Cabana at Key West
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

3.5 out of 5
3850 N Roosevelt Blvd, Key West, FL
  • 5 min drive from Smathers Beach
Book a stay at this business-friendly hotel in Key West. Enjoy 2 restaurants, breakfast (surcharge), and a free area shuttle. Our guests praise the pool and ...
7.6/10 Good! (1,037 reviews)
"Good hotel and it includes breakfast!"

Reviewed on Jul 13, 2025

Hilton Garden Inn Key West / The Keys Collection
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
7001 Shrimp Road, Key West, FL
  • 6 min drive from Smathers Beach
Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
9.4/10 Exceptional! (1,025 reviews)
"The hotel was clean, the staff was friendly and there are a couple of options for food and drinks. The shuttle service was great. It drives you to the downtown area of key west where there is a lot of things to do. The drivers know the area so ask them for recommendations on food and places to go. ..."

Reviewed on Jul 15, 2025

The Perry Hotel & Marina Key West
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

4 out of 5
2801 N Roosevelt Blvd, Key West, FL
  • 22 min walk from Smathers Beach
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 4 outdoor pools, and breakfast (surcharge). Our guests praise the pool and the bar in our reviews. ...
8.8/10 Excellent! (1,018 reviews)
"Beautiful and clean. Perfect vacation spot."

Reviewed on Jul 12, 2025

Parrot Key Hotel & Villas
Hampton Inn Key West FL

Hampton Inn Key West FL

2.5 out of 5
3755 S Roosevelt Blvd, Key West, FL
  • 29 min walk from Smathers Beach
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
9/10 Wonderful! (1,189 reviews)
"very nice location and excellent experience"

Reviewed on Jul 15, 2025

Hampton Inn Key West FL
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd, Key West, FL
  • 25 min walk from Smathers Beach
Book a stay at this beach hotel in Key West. Enjoy free breakfast, free WiFi, and a private beach. Our guests praise the breakfast and the pool in our reviews. ...
8/10 Very Good! (2,016 reviews)
"Na"

Reviewed on Jul 15, 2025

Ibis Bay Beach Resort
Fairfield Inn & Suites by Marriott Key West at the Keys Collection

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

3.5 out of 5
3852 North Roosevelt Boulevard, Key West, FL
  • 4 min drive from Smathers Beach
Book a stay at this eco-certified hotel in Key West. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in ...
8.4/10 Very Good! (1,011 reviews)
"It’s like a motel converted into a hotel but still a good place to stay."

Reviewed on Jul 14, 2025

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