Find Hotels with Early Check-in in Key West, FL

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

    Our total price for your stay includes taxes and fees
  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
  • Be picky

    Search almost a million properties worldwide

Check availability on Key West Hotels with Early Check-in

This weekend
Next weekend

Our top choices for Key West hotels with express check-in

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
Key West
8.6 out of 10, Excellent, (1853)
"Great location"
United States
Lisa
$311 nightly
The price is $350
Jan 7 - Jan 8, 2026
Total with taxes and fees
Beachside Resort & Residences

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, (1006)
"Nice property, comfortable stay - cookies and staff are great!"
United States
David
$277 nightly
The price is $312
Jan 4 - Jan 5, 2026
Total with taxes and fees
DoubleTree Resort by Hilton Grand Key - Key West

Duval House

Duval House
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1006)
"Great place! "
United States
David
$241 nightly
The price is $268
Jan 4 - Jan 5, 2026
Total with taxes and fees
Duval House

The Garden House

The Garden House
3.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (668)
"It a small convenient location and walkable to great areas. "
United States
Manuel
$244 nightly
The price is $271
Jan 5 - Jan 6, 2026
Total with taxes and fees
The Garden House

Pier House Resort & Spa

Pier House Resort & Spa
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1007)
"All accommodations were outstanding!"
United States
Bob
$507 nightly
The price is $570
Jan 12 - Jan 13, 2026
Total with taxes and fees
Pier House Resort & Spa

Caribbean House

Caribbean House
3.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (291)
"Very nice and would stay again. It was close to a few of our favorite restaurants "
United States
Leonard Frisch
$337 nightly
The price is $376
Jan 4 - Jan 5, 2026
Total with taxes and fees
Caribbean House

Eden House

Eden House
3.5 star property
Key West Historic District
9.0 out of 10, Wonderful, (1002)
"Nice hotel conveniently situated, with all the amenities you need."
United Kingdom
Steve
$448 nightly
The price is $504
Jan 20 - Jan 21, 2026
Total with taxes and fees
Eden House

Andrews Inn & Garden Cottages

Andrews Inn & Garden Cottages
3.5 star property
Old Town Key West
9.0 out of 10, Wonderful, (265)
"Easy to access and a peaceful place. I’ll definitely come back."
United States
Jessica
$407 nightly
The price is $457
Jan 5 - Jan 6, 2026
Total with taxes and fees
Andrews Inn & Garden Cottages

Alexander Palms Court

Alexander Palms Court
2.5 star property
Old Town Key West
9.2 out of 10, Wonderful, (1002)
"Excellent stay, beautiful property"
United States
Ivan
$279 nightly
The price is $314
Jan 4 - Jan 5, 2026
Total with taxes and fees
Alexander Palms Court

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)
"Enjoyed the duplex, instead of a standard hotel room. Full kitchen, nice bathroom, and bedroom. "
United States
Alejandra
$231 nightly
The price is $260
Jan 14 - Jan 15, 2026
Total with taxes and fees
Old Wooden Bridge Resort and Marina
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.

Find out more about Key West

Discover top Key West attractions

Key West, Florida, offers an array of exciting activities for travelers seeking a blend of adventure and relaxation. Start your day with a visit to the Ernest Hemingway Home and Museum, where you can explore the beautiful gardens and learn about the life of the legendary author. For those who enjoy the ocean, snorkeling at the Florida Keys National Marine Sanctuary reveals vibrant coral reefs filled with marine life, making it a perfect family-friendly adventure. Don't miss the iconic sunset celebration at Mallory Square, where local artists, musicians, and performers gather to showcase their talents as the sun dips below the horizon. For a taste of history, a trip to the Southernmost Point Buoy provides a perfect photo opportunity and a chance to reflect on the island's rich maritime heritage. Finally, unwind at one of the many luxurious beachfront hotels in the Old Town area, where you can indulge in attentive service and unwind by the pool with stunning ocean views. This vibrant neighborhood is an ideal base for exploring Key West's charming streets filled with unique shops and restaurants, ensuring a memorable stay.

Find the best hotels with early check-in in Key West

For travelers seeking the flexibility of early check-in while exploring Key West, these top hotels provide convenient amenities tailored to make your arrival seamless and enjoyable.

Simonton Court Historic Inn & Cottages

  • Why it's great for flexible check-in: Simonton Court Historic Inn & Cottages is an excellent pick for travelers who desire the option of early check-in, an impressive review rating of 9.6. This charming inn allows guests to settle in early, making it easier to enjoy the enchanting Key West surroundings. The inviting cottages and peaceful ambiance provide a perfect retreat after a day of exploration.
  • Other amenities: Guests can unwind at the outdoor pool or take advantage of complimentary breakfast each morning. The inn offers easy access to nearby beaches, kayak rentals, and boat tours for those looking for adventure. Additional features include free beach towels, self-parking, and air-conditioned rooms with modern amenities. The hotel is surrounded by lush gardens, creating a serene atmosphere for relaxation and leisure.
  • Neighborhood: Key West Historic District
  • Nearby attractions: Duval Street - 0.16 miles, Audubon House and Tropical Gardens - 0.32 miles, Mel Fisher Maritime Museum - 0.38 miles

The Mansion on the Sea - Southernmost House in the USA

  • Why it's great for flexible check-in: The Mansion on the Sea - Southernmost House in the USA is a fantastic choice for travelers seeking the luxury of early check-in, with a remarkable guest review rating of 9.4. This elegant hotel allows guests to arrive early, providing a seamless transition into their vacation. Located in Old Town Key West, the mansion offers stunning ocean views and a relaxing atmosphere.
  • Other amenities: Guests can enjoy a private pool, complimentary breakfast, and easy access to nearby beaches. The hotel features a terrace, room service, and a concierge to assist with local recommendations. For those seeking adventure, activities like snorkeling and kayaking are available nearby. The rooms include modern conveniences such as kitchens, premium bedding, and designer toiletries, ensuring a comfortable stay in a historic setting.
  • Neighborhood: Old Town Key West
  • Nearby attractions: Duval Street - 0.02 miles, Key West Butterfly and Nature Conservatory - 0.04 miles, South Beach - 0.04 miles

Duval House

  • Why it's great for flexible check-in: Duval House stands out as a perfect choice for travelers valuing early check-in, a remarkable guest review rating of 9.2. The hotel offers express check-in and early check-in options, allowing guests to settle in and start their vacation right away. With a welcoming atmosphere, Duval House provides a cozy retreat in the heart of Old Town Key West.
  • Other amenities: Guests can enjoy a range of features, including a heated pool with sun loungers, a terrace to soak up the sun, and complimentary breakfast served daily. Additional conveniences include secure extended-duration parking, housekeeping services, and nearby activities such as kayaking and boat tours. The rooms are well-equipped with kitchens, full-size refrigerators, and modern appliances like microwaves and dishwashers, ensuring a comfortable stay for all travelers.
  • Neighborhood: Old Town Key West
  • Nearby attractions: Duval Street - 0.03 miles, Ernest Hemingway Home and Museum - 0.21 miles, Key West Lighthouse and Keeper's Quarters Museum - 0.23 miles

Hyatt Centric Key West Resort and Spa

  • Why it's great for flexible check-in: The Hyatt Centric Key West Resort and Spa is ideal for travelers who appreciate the luxury of early check-in, along with a stellar review rating of 9.0. This upscale resort allows guests to arrive early, refreshing themselves before exploring the beautiful surroundings. The hotel features a stunning beach, a full-service spa, and comfortable accommodations designed for relaxation and indulgence.
  • Other amenities: Guests can enjoy a heated outdoor pool, poolside bar, and ocean-view dining at the on-site restaurant. The resort offers various activities nearby, including snorkeling, kayaking, and windsurfing. For added comfort, guests benefit from daily housekeeping, valet parking, and concierge services. The spacious rooms include premium bedding, furnished balconies, and luxurious bathrobes, making for an unforgettable stay.
  • Neighborhood: Key West Historic District
  • Nearby attractions: Duval Street - 0.15 miles, Florida Keys Beaches - 0.03 miles, Key West Shipwreck Museum - 0.26 miles

Beachside Resort & Residences

  • Why it's great for flexible check-in: Beachside Resort & Residences caters perfectly to travelers seeking early check-in options, holding a solid review rating of 8.4. With express check-in and early check-in features, guests can start enjoying the beachfront location without delay. The resort's inviting atmosphere and prime location make it a great choice for a relaxing getaway in Key West.
  • Other amenities: The resort features a sparkling outdoor pool, a hot tub, and pool umbrellas for sun protection. Guests can take advantage of self-parking, on-site dining, and easy access to nearby beaches and water sports. Additional offerings include complimentary beach towels, fitness facilities, and various outdoor activities like windsurfing and boating. The rooms are equipped with kitchens, full-size refrigerators, and comfortable furnishings, ensuring a home-like feel during your stay.
  • Nearby attractions: Key West Tropical Forest and Botanical Garden - 0.53 miles, Key West Golf Club - 1.43 miles, Stock Island Yacht Club & Marina - 2.27 miles

Book your early check-in hotels in Key West

When you select an hotel with early check-in in Key West, you can be sure that your room will be ready for you when you arrive. Instead of having to wait or kill time while the front desk holds onto your luggage, you can go straight to your room and relax.  

Start browsing our amazing selection of best Key West hotels with early check-in. You can click onto a property and scroll to the policies section to see details for your preferred hotel, such as specific check-in times.  

If your travel dates are between tonight and next weekend, check our dedicated section on Key West hotels with early check-in. You may even find hotels in Key West with free early check-in or discover some highly sought-after anytime check-in hotels. All you have to do is put in your check-in and check-out dates to see what's available during the time you're traveling to Key West. 

All sorts of hotels in Key West can offer early check-in whether you're looking for romantic accommodations, something suitable for the whole family, a business hotel, a 5-star resort, or cheap hotels with early check-in. Hotels with 24-hour front desk service often have early check-in available even if you're looking for hotels with a 6 am check-in. You may even find Key West hotels with 24-hour check-in. 

Deals for early check-in hotels in Key West 

Fares for hotels with early check-in in Key West range from $260 to $570. Early check-in can come at an extra cost, but the specific cost can vary depending on the property. Some offer free early check-in depending on availability, while others require an extra fee in all circumstances.  

Hotel deals for properties with early check-in are readily available in Key West. Don't hesitate to opt for those high-end amenities you love and with early check-in, you can arrive and check in to your room before the check-in window officially begins.

Fully refundable Key West hotels with early check-in 

Some early check-in hotels in Key West are fully refundable. You can find them easily in our curated selection. If you do need to cancel, find your booking in your itinerary on your Expedia account, just click "Cancel" and follow the instructions. 

Expedia makes planning a vacation simple. When you book a hotel, you can add a flight or a car to create a package deal and unlock even more attractive fares. You can also buy activities near your accommodations to add more fun to your trip. Book today! 

Top Key West Hotel Reviews

Explore a world of travel with Expedia