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

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Check availability on Key West Hotels with Early Check-in

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Oct 3 - Oct 4
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Oct 4 - Oct 5
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Oct 9 - Oct 11
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Oct 16 - Oct 18

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

A wooden deck with white railings, surrounded by lush greenery and a staircase leading to a building.
A swimming pool with a mural of a dolphin and a butterfly, surrounded by lounge chairs and palm trees.
A hallway with a white door, a wooden bench, a blue sofa, and a staircase with a white railing.
A lush garden with a variety of tropical plants and a paved walkway.

1. Duval House

Duval House
Old Town Key West
United States
Christopher
$111 nightly
$122 total
Oct 5 - Oct 6
Total with taxes and fees
Duval House
A clear swimming pool with lounge chairs and gazebos, surrounded by palm trees.
A spacious indoor dining area with tables and chairs, ceiling fans, and large windows.
A hotel with a central courtyard, palm trees, and a fountain.
An outdoor patio with tables and chairs, umbrellas, and palm trees.

2. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
United States
Nancy
$153 nightly
$172 total
Oct 11 - Oct 12
Total with taxes and fees
DoubleTree Resort by Hilton Grand Key - Key West
A balcony with wicker furniture, a view of the sea, and a spiral staircase.
A modern dining area with a glass table, four chairs, and a ceiling fan.
A swimming pool with lounge chairs and palm trees, overlooking a sunset over the water.
A spacious lobby with a marble floor, leather sofas, and large potted plants.

3. Beachside Resort & Residences

Beachside Resort & Residences
Key West
United States
James
$185 nightly
$208 total
Oct 4 - Oct 5
Total with taxes and fees
Beachside Resort & Residences
A room with a door featuring horizontal blinds, a visible outdoor view through the window, and a patterned carpet.
A room with a bed, a desk, a chair, a lamp, a painting of a boat on water, and a view of the sea.
A yellow building with a door marked '7'.
A garden with a stone pathway, a wooden fence, and various tropical plants.

4. Alexander Palms Court

Alexander Palms Court
Old Town Key West
United States
Andrew
$135 nightly
$152 total
Oct 5 - Oct 6
Total with taxes and fees
Alexander Palms Court
A pool area with a brick patio, potted plants, and a covered seating area.
A house with a porch, a sign reading "Garden House," and a number "329" on the door.
A view through a glass door with a metal handle, leading to a white fence and a blue car parked outside.
A porch with a white chair, a wooden door, and a small indoor dining area visible through the door.

5. The Garden House

The Garden House
Key West Historic District
United States
Jeff
$111 nightly
$122 total
Oct 5 - Oct 6
Total with taxes and fees
The Garden House
A bright green porch with hanging planters, a wooden chair, and a railing.
A marina with multiple boats docked, wooden pilings, and a dock with ropes.
Room
A brightly colored Caribbean house with a balcony, a sign indicating it's for rent, and bicycles parked outside.

6. Caribbean House

Caribbean House
Old Town Key West
United States
David
$197 nightly
$218 total
Oct 4 - Oct 5
Total with taxes and fees
Caribbean House
A beachfront hotel with a covered patio, palm trees, and a boat on the sand.
A balcony with a view of the ocean, a sofa, and a massage table.
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a building with balconies.
A resort with a beach, a dock, and a water view.

7. Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
United States
Cheryl
$308 nightly
$346 total
Oct 12 - Oct 13
Total with taxes and fees
Pier House Resort & Spa
A bedroom with a bed, bedside table, lamp, and a small kitchenette. There is a balcony with wicker chairs and a glass table.
A spacious living area with a wooden staircase, a ceiling fan, a TV, and a view of the beach through an open door.
A cozy cabin with a wooden interior, a bed, a TV, and a kitchenette.
A spacious living area with a gray sofa, wooden staircase, and a kitchen in the background.

8. Eden House

Eden House
Key West Historic District
Canada
Erik
$192 nightly
$216 total
Oct 6 - Oct 7
Total with taxes and fees
Eden House
A pool area with lounge chairs, a staircase leading to a house, and lush greenery.
A bakery display with various pastries and desserts, including cakes and muffins, covered with glass domes.
A bedroom with a large bed, a window with blinds, a bedside table, and a nightstand.
A building with a covered entrance, surrounded by dense foliage.

9. Andrews Inn & Garden Cottages

Andrews Inn & Garden Cottages
Old Town Key West
United States
Joe
$254 nightly
$285 total
Oct 4 - Oct 5
Total with taxes and fees
Andrews Inn & Garden Cottages
A cozy room with a brown leather sofa, a white table, and a ceiling fan.
A floating houseboat with a covered deck and seating area, docked at a marina.
A white building with a sloped roof, a balcony with blue chairs, and a yellow bird sculpture on the roof.
A compact kitchen with wooden beams, a dining area with white chairs, and a TV mounted on the wall.

10. Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
Punta Brisa
United States
Daisybel
$274 nightly
$308 total
Oct 4 - Oct 5
Total with taxes and fees
Old Wooden Bridge Resort and Marina
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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 $122 to $346. 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

Pier House Resort & Spa

Pier House Resort & Spa

8/10 Good
"Location is great if you want to be close to the action. But, it is also quite and laid out well for beach bumming. Iguanas and chickens are everywhere!"
Cliff 4-night trip
Posted 17 hours ago
Pier House Resort & Spa

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