Book on our site
Up to 10% cheaper
than Booking.com
Check rooms and rates
From389US$ /night
Check-in
17Jan2026Select date
Check-out
18Jan2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

3755 S. Roosevelt Boulevard, Key West, Florida, United States, 33040-5255
-
Moments from Smathers Beach
Great
8.5
8.9
/10
4.4
4.1
/5

Rooms with Amenities

The hotel has 101 guest rooms. Each room includes free Wi-Fi, a LCD flat screen TV, coffee making facilities, and a mini-fridge. Rooms feature air conditioning, a tea and coffee maker, a safe deposit box, and heating. Select units have a seating area. All rooms offer premium bedding.

Dining at Cheekie Hut

Guests can grab a bite to eat at the poolside restaurant, Cheekie Hut, a poolside bar and grill, which features a pool view and serves American cuisine. The property offers two daily alcoholic or non-alcoholic drinks at the Cheekie Bar. Free hot breakfast is available.

Leisure and Activities

The hotel boasts a heated pool with an ocean view, a shuffleboard court, and a 24-hour fitness center. Recreational amenities include an outdoor pool. There are also lovely oceanfront walking paths. Kayaking, snorkeling, and parasailing are available on the surrounding water.

Location and Access

This oceanfront property is moments from Smathers Beach. It is also near Duval Street, which includes Key West's restaurants, bars, nightlife and shopping. Key West International is 5 km away. Key West Golf Club is 2.5 km away, while Key West Tropical Forest and Botanical Garden is 2 km away. Expect noise from planes passing overhead due to the close airport proximity. An on-site trolley stop helps guests to get around. Landmarks nearby: Mallory Square (6 km), The Ernest Hemingway Home and Museum (5 km), Cow Key Channel (0.5 km), Monroe County Parks & Beaches (0.5 km), FYT and Collections Key West (2 km).

Services and Conveniences

Shuttle service to Key West Airport is available to all guests. Facilities include a 24-hours reception, dry cleaning, elevator, safe, wheelchair access, and laundry facilities. Additional amenities include complimentary wireless Internet access, concierge services, a picnic area, and a business center. There is an on-staff concierge. Other amenities available are garden and dry cleaning/laundry services. Featured amenities include complimentary wired Internet access and express check-out. Complimentary newspapers are available in the lobby. Guests enjoy travel flexibility like late check-out, where available.

“What stands out is the balance of value and amenities, particularly the poolside bar; add to this the practical perk of a free airport shuttle, and you have a convincing choice. I think the thoughtful touches, like complimentary drinks and breakfast, enhance the experience. Ultimately, it seems like a solid option for those wanting convenience without sacrificing comfort.”
Hotel logo
James DavidEditor-in-Chief at Tohotel
View all

Select your room type

The hotel offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals
Queen Room Two Queen Beds
2 persons
420 sq. feet 
2 King Size Beds
Heating
Air conditioning
Queen Room Two Queen Beds Pool View
2 persons
420 sq. feet 
2 King Size Beds
Heating
Air conditioning
King Room Mobility or Hearing Accessible Non-Smoking
2 persons
420 sq. feet 
1 King-size bed
Heating
Air conditioning
Queen Room Two Queen Beds Ocean View Non-Smoking
2 persons
420 sq. feet 
2 King Size Beds
Heating
Air conditioning
Click button to see more rooms
Show all rooms
Show all roomsLess

Price and Room Availability Calendar

Check availability and prices for your dates now!

Facilities

The hotel offers amenities for your comfortable stay and unforgettable experiences

General

  • No smoking on site
  • Wi-Fi
  • Parking
  • Safe deposit box
  • 24-hour reception
  • Express check-in/ -out
  • Pets allowed
  • Rooms/ Facilities for disabled
  • Wheelchair access
  • Luggage storage
  • Lift
  • Smoke detectors
  • Fire extinguishers
  • Key card access
  • Key access

Sports & Fitness

  • Fitness centre

Services

  • Free airport shuttle
  • Laundry

Dining

  • Restaurant
  • Poolside snack bar
  • Snack bar

Business

  • Fax/Photocopying

Children

  • Cots

Spa & Leisure

  • Heated swimming pool
  • Outdoor swimming pool
  • Sun loungers
  • Sun terrace
  • Shallow end

Room features

  • Air conditioning
  • Heating
  • Tea and coffee facilities
  • Ironing facilities

Bathroom

  • Bathtub
  • Free toiletries

Media

  • Flat-screen TV
  • AM/FM alarm clock

Room decor

  • Curtains
Show more

Dining Onsite

Nestled in the vibrant atmosphere of Key West, the Hampton Inn offers delightful onsite dining at Cheekie Hut, a charming poolside bar. Guests can savor classic American cuisine while enjoying refreshing views of the pool, perfect for lazy afternoons and lively evenings alike. Additionally, the lively dining scene along Duval Street provides a plethora of options for those seeking to explore local flavors.
Hampton Inn Key West Fl Restaurant photo

Cheekie Hut

American
Ambiance
Relaxed poolside bar/lounge with inviting pool views.
Key Offerings
This poolside retreat features a selection of casual American fare and an array of craft cocktails, ideal for unwinding. Enjoy the vibrant atmosphere while soaking up the sun or under a starlit sky.
Reservation
No
Hours vary.

Location

3755 S. Roosevelt Boulevard, Key West, Florida, United States, 33040-5255
Map view
3755 S. Roosevelt Boulevard, Key West, Florida, United States, 33040-5255
Nearby
Airport
Key West International Airport
1900 ft
Restaurants
La Trattoria Oceanside
1500 ft
3593 S Roosevelt Blvd
Benihana Key West
1500 ft
3591 S Roosevelt Blvd
Explore Key West
Local Highlights
Top Attractions
Activities
Dining
Entertainment
Fort East Martello Museum
Fort East Martello Museum
12 minutes' walk
Historical artifacts and exhibits from Key West's past, featuring unique art and regular guided tours.
East Martello Museum Gallery
15 minutes' walk
Art gallery showcasing local artists and historical exhibits, with occasional free admission days.
Smathers Beach
Smathers Beach
25 minutes' walk
Beautiful sandy beach ideal for sunbathing and water sports, with picnic areas and seasonal rentals.
Monroe County Parks & Beaches
8 minutes' walk
Scenic parks and beach areas perfect for relaxation, walking trails, and family-friendly activities.
Water Sports Rental
5 minutes' drive
Thrilling jet ski, paddleboard, and kayak rentals available at nearby locations for adventure lovers.
Yoga on the Beach
5 minutes' drive
Relaxing outdoor yoga classes offered at local beaches, enhancing wellness and peace of mind.
La Trattoria Oceanside
La Trattoria Oceanside
6 minutes' walk
Charming Italian eatery known for fresh seafood and house-made pasta. Reservations recommended.
Benihana Key West
Benihana Key West
6 minutes' walk
Japanese steakhouse offering lively teppanyaki dining experience with fresh ingredients and signature dishes.
Regal Cinemas Key West 6
25 minutes' walk
Modern cinema featuring latest films, comfy seating, and a family-friendly atmosphere with discounted matinees.
Dog Beach
4.5 km
Specialized beach for dogs where pet lovers can relax, socialize, and enjoy a fun outing with their furry friends.
Getting around
City Centre
Key West6 min  ·  2.1 mi
Airports
Key West International Airport (EYW)14 min  ·  3700 ft
Want to see Exclusive Early Booking Rate?
Get exlusive rates right now!
Check Rates
Property information and rules
Check-in
from 16:00-23:59
Check-out
until 11 am
Guest Parking
Public parking is possible on site for free.
Internet
is available in for free.
Breakfast
All visitors are offered a buffet breakfast for a fee. 
Children & extra beds
There are no extra beds provided in a room.  There are no cots provided in a room. 
Pets
Pets are allowed on request.
Number of rooms:
99
Former name
Key Ambassador Resort Inn

Next best alternative

Consider them for your next trip.
Check-in
17Jan2026Select date
Check-out
18Jan2026Select date
Rooms and Guests2 Guests, 1 Room
Need more options?
Check Top hotels near Hampton Inn Key West Fl
Doubletree By Hilton Grand Key Resort Key West Other photo
Mobile-only price

Doubletree By Hilton Grand Key Resort Key West

7.9
Very good626 reviews
743m from property
USD 419USD 377
per night
Coconut Mallory Resort And Marina Key West Beach photo
Mobile-only price

Coconut Mallory Resort And Marina Key West

8.5
Great206 reviews
1284m from property
USD 244USD 219
per night
Fairfield By Marriott Inn & Suites Key West At The Keys Collection Swimming Pool photo
Mobile-only price

Fairfield By Marriott Inn & Suites Key West At The Keys Collection

8.3
Great1919 reviews
1641m from property
USD 112USD 100
per night