Search Cudjoe Key hotels

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
28 Dec - 29 Dec
Tomorrow
29 Dec - 30 Dec
Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Cudjoe Key hotels

Swim-up bar
Atlantic View Luxury Villa with Pool

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)
Located in Summerland Key, this villa offers multiple swimming options with a children's pool and relaxing spa pool. Enjoy convenient access to Florida Keys Beaches, plus free WiFi and parking. Upper Sugarloaf Key attractions await nearby.
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
United States
Preetam
The price is NZ$1,759
includes taxes & fees
16 Jan - 17 Jan 2026
Atlantic View Luxury Villa with Pool
2 outdoor pools, open 8:00 AM to 10:00 PM, pool loungers
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
4.0 star property
Stock Island
9.4 out of 10, Exceptional, (1177)
This waterfront haven boasts 2 seafood restaurants, 2 poolside bars, and a 24-hour fitness centre. Just a short drive from Smathers Beach and Duval Street, the hotel's marina setting offers a peaceful atmosphere with easy access to Key West's popular attractions.
"great place to stay "
United States
michael
The price is NZ$684
includes taxes & fees
19 Jan - 20 Jan 2026
The Perry Hotel & Marina Key West
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
Key West
9.0 out of 10, Wonderful, (1295)
Located just 5 minutes from Smathers Beach, this hotel offers a refreshing outdoor pool with a poolside bar. Guests enjoy a complimentary breakfast, rooms with refrigerators, and a 24-hour fitness centre. The quiet atmosphere and stunning sunset views create a relaxing island experience.
"Wonderful stay"
United States
Lindsey
The price is NZ$605
includes taxes & fees
14 Jan - 15 Jan 2026
Hampton Inn Key West FL
Outdoor pool, open 7:00 AM to 11:00 PM, pool 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
Key West
8.2 out of 10, Very good, (1002)
"Nice property, comfortable stay - cookies and staff are great!"
United States
David
The price is NZ$504
includes taxes & fees
4 Jan - 5 Jan 2026
DoubleTree Resort by Hilton Grand Key - Key West
Kayaking
Sunshine Key RV Resort & Marina

Sunshine Key RV Resort & Marina

Sunshine Key RV Resort & Marina
2.0 star property
Big Pine Key
8.8 out of 10, Excellent, (160)
"Staff was great. Room so clean! Loved the shower. Bed comfy and the property was beautiful! "
United States
brenda
The price is NZ$588
includes taxes & fees
4 Jan - 5 Jan 2026
Sunshine Key RV Resort & Marina
2 Bedroom Aqua Lodge # 13 Barracuda | Living area
Old Wooden Bridge Resort and Marina

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)
Immerse yourself in the Florida Keys at this cottage resort with a full-service marina. Enjoy kayaking, outdoor pool, and nearby Bahia Honda State Park. Each accommodation includes a microwave, refrigerator, flat-screen TV and free WiFi.
"Enjoyed the duplex, instead of a standard hotel room. Full kitchen, nice bathroom, and bedroom. "
United States
Alejandra
Old Wooden Bridge Resort and Marina
Flat-screen TV
Barnacle Resort

Barnacle Resort

Barnacle Resort
3.0 star property
Long Beach Estates
8.2 out of 10, Very good, (42)
Located on Big Pine Key, this beachfront B&B offers a relaxing rooftop terrace and convenient access to Florida Keys Beaches. Free WiFi and parking add to the coastal experience near Bahia Honda State Park.
"I booked on the day of arriving (weekday) within a hour I had all the information needed for entry. Rooms were clean. BBQ grill, cooking utensils, kayaks, rowboat and bicycles are there to enjoy. Property is on a private road so there is very little traffic and noise was non-existent. The lady on property was so sweet and made my stay that much more enjoyable. If you enjoy being outside, you will see deer, they are everywhere and will walk up to you. Nature at its finest, so pleasant. Sign on...
United States
Lawrence
Barnacle Resort
Suite, 1 Bedroom, Kitchen, Sea Facing | Beach/ocean view
Parmer's Resort

Parmer's Resort

Parmer's Resort
2.5 star property
Summerland Key
9.0 out of 10, Wonderful, (1004)
"Gorgeous view, convenient location, friendly staff! "
United States
Sandra
The price is NZ$427
includes taxes & fees
5 Jan - 6 Jan 2026
Parmer's Resort
Exterior
Looe Key Reef Resort

Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
Summerland Key
7.4 out of 10, Good, (1002)
"Staff very polite and accommodating. "
United States
Gregory Mark
Looe Key Reef Resort
Restaurant
Sugar Loaf Lodge

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
Summerland Key
8.2 out of 10, Very good, (1004)
"Great place to stary. Staff was very nice."
United States
norka
The price is NZ$384
includes taxes & fees
4 Jan - 5 Jan 2026
Sugar Loaf Lodge
Outdoor pool, pool umbrellas, pool loungers
Beachside Resort & Residences

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
Key West
8.6 out of 10, Excellent, (1841)
Retreat to this peaceful Key West escape with a private beach and outdoor pool, just minutes from Smathers Beach. Relax in sun loungers, enjoy 2 restaurants and bars, or use the free shuttle to explore popular spots like Duval Street.
"Great stay"
United States
james
The price is NZ$509
includes taxes & fees
4 Jan - 5 Jan 2026
Beachside Resort & Residences
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 out of 10, Excellent, (1765)
Discover a luxurious waterfront retreat featuring 6 sparkling outdoor pools and a full-service marina. After a refreshing swim, enjoy drinks at the poolside bar or explore Key West on complimentary bicycles. Duval Street and Smathers Beach are just minutes away.
"The place is great!"
United States
Anna
The price is NZ$562
includes taxes & fees
26 Jan - 27 Jan 2026
Oceans Edge Key West Resort, Hotel & Marina
House
Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
Summerland Key
The price is NZ$1,349
includes taxes & fees
6 Jan - 7 Jan 2026
Starlight Serenity - Hideaway w Stunning Views
Outdoor pool
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
Key West
9.4 out of 10, Exceptional, (1009)
Unwind at this coastal haven minutes from Duval Street, featuring a relaxing spa pool and bar/lounge. Free WiFi and parking enhance your stay near Smathers Beach and Hemingway's home. Clean rooms and helpful staff ensure a memorable Florida Keys escape.
"Location, swimming pool, hot tub and the awesome patio that the room had"
United States
Anshul
The price is NZ$862
includes taxes & fees
14 Jan - 15 Jan 2026
Hyatt Vacation Club at Beach House, Key West
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
9.0 out of 10, Wonderful, (1220)
Waterfront paradise featuring easy access to on-site kayaking and 4 pristine pools. The Grove Kitchen and Bar offers poolside dining, while a fitness centre and beach shuttle add convenience. Just minutes from Duval Street and Smathers Beach.
"Excellent location, clean rooms, great staff"
United States
Vikas
The price is NZ$510
includes taxes & fees
13 Jan - 14 Jan 2026
Parrot Key Hotel & Villas
Outdoor pool
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
Key West
9.6 out of 10, Exceptional, (1006)
Experience island tranquility at this Key West hotel, just minutes from Smathers Beach and Duval Street. The resort offers a refreshing outdoor pool, spa pool, and convenient dining at the restaurant and snack bar. Free WiFi and parking add value to your Florida Keys escape.
"Clean rooms, great location."
United States
Shalaka
The price is NZ$878
includes taxes & fees
12 Jan - 13 Jan 2026
Hyatt Vacation Club at Windward Pointe, Key West
Beach nearby, white sand
Margaritaville Beach House Key West

Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1778)
This beach hotel offers a refreshing outdoor pool and coastal ambiance just minutes from Smathers Beach and Duval Street. Enjoy a workout in the 24-hour fitness centre, savour meals at the restaurant, or sip drinks at the bar.
"Nice spot and great staff"
United States
Lindsay Brooke
The price is NZ$753
includes taxes & fees
14 Jan - 15 Jan 2026
Margaritaville Beach House 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
8.0 out of 10, Very good, (1804)
Dive into paradise at this Key West resort featuring 2 outdoor pools with poolside bars. Enjoy American cuisine at the Toasted Coconut restaurant after a workout in the 24-hour fitness centre. Just a short drive from Duval Street and Smathers Beach with free WiFi.
"the staff was so welcoming and nice, it was a perfect place to stay in Key West!"
United Kingdom
Alicia
The price is NZ$546
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
8.0 out of 10, Very good, (1176)
Enjoy American cuisine at The Garden Grille after a refreshing swim in the outdoor pool. This hotel offers a poolside bar, fitness centre, and free area shuttle to explore nearby attractions. Guests praise the convenient location and helpful staff.
"Great location, clean rooms, and great pools!"
United States
Robin
The price is NZ$614
includes taxes & fees
4 Jan - 5 Jan 2026
Hilton Garden Inn Key West / The Keys Collection
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
8.6 out of 10, Excellent, (1009)
Embrace the tranquil atmosphere of this Key West hotel featuring a refreshing outdoor pool with poolside bar. Just minutes from Duval Street and Smathers Beach, guests enjoy convenient room service, free breakfast, and thoughtful courtyard spaces.
"Great place, close to everything, cleaned "
United States
Sindy
The price is NZ$505
includes taxes & fees
11 Jan - 12 Jan 2026
Fairfield by Marriott Inn & Suites 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Learn more about Cudjoe Key

Venture to Upper Sugarloaf Key and Upper Sugarloaf Sound—just two of the sights around Cudjoe Key, a city also known for cycling trails and boating.

See all hotels in Cudjoe Key
Venture Out in Cudjoe Key, Florida Keys.

Top Cudjoe Key Hotel Reviews

Hampton Inn Key West FL

Hampton Inn Key West FL

10/10 Excellent
"I give 5 star ratings. Few suggestions for the hotel management, air-conditioning machine shouldn't be with bed as it makes u freeze. Potato was not fresh in breakfast. Overall i will give 5 star rating, the ambience the staff,everything like shuttle to downtown. Superrr experience "
SACHIN 2-night trip
Posted 1 day ago
Hampton Inn Key West FL

More cheap accommodation in Cudjoe Key

Sugar Loaf Lodge

Sugar Loaf Lodge

17001 Overseas Hwy Summerland Key FL
The price is NZ$384 per night from 4 Jan to 5 Jan
NZ$384
4 Jan - 5 Jan 2026
includes taxes & fees
8/10 Very Good! (1,005 reviews)

Explore a world of travel with Expedia