The Best Hotels Closest to Waterfront Playhouse in Key West for 2026

Q: What's the area like around Waterfront Playhouse?

Waterfront Playhouse is located in an area of Key West known for its beautiful ocean views, sailing, and lively festivals. If you're looking for a convenient place to stay, check out the 1469 hotels and other accommodations you'll find within a mile.

Q: What's the best hotel to stay near Waterfront Playhouse?

Adjacent to Waterfront Playhouse, Hyatt Centric Key West Resort and Spa is one of the top choices for your stay based on our traveler data, and this resort offers a marina and a full-service spa. Other good options within a short distance include Pier House Resort & Spa and Opal Key Resort & Marina, Key West .

Q: How many hotels will I be able to find near Waterfront Playhouse?

Expedia has 1469 hotels and other accommodations within a mile from Waterfront Playhouse.

Q: If I need to cancel the hotel reservation for my stay near Waterfront Playhouse, will I receive a refund?

Yes, you'll find most hotel reservations are refundable if you cancel before the hotel’s cancellation deadline, which is often 24 or 48 hours before your arrival date. If your reservation is non-refundable, it may still be possible to cancel it and receive a refund within 24 hours of booking. Add your dates and click on "Search", then you can use the "fully refundable" filter to get the top deals on offer near Waterfront Playhouse.

Q: Where can I learn more about changing or cancelling my trip in the area near Waterfront Playhouse?

To access more information about rescheduling or cancelling your stay near Waterfront Playhouse, go to https://www.expedia.com/service/ .

Q: What can I see and do near Waterfront Playhouse?

Key West Shipwreck Museum, Audubon House and Tropical Gardens, and Harry S. Truman Little White House feature a variety of fascinating exhibits to see while you're in town. Sights like Key West Historic Seaport, Ernest Hemingway Home and Museum, and Key West Lighthouse and Keeper's Quarters Museum are landmarks to visit in the area. You can watch performances at Red Barn Theater, Key West Film Society, and Key West Burlesque Theater if you're interested in local theater.

Our top choices for Waterfront Playhouse hotels

Almond Tree Inn Hotel - Adults Only

Downtown Key West, 1.3 km from Waterfront Playhouse

Stephen

NT$17,578 total

includes taxes & fees

Apr 6 - Apr 7

The Gardens Hotel

Downtown Key West, 0.9 km from Waterfront Playhouse

Elena

NT$22,414 total

includes taxes & fees

Mar 20 - Mar 21

Queen with Pool View | Minibar, in-room safe, individually decorated, individually furnished

Simonton Court Historic Inn & Cottages

Historic Seaport, 0.5 km from Waterfront Playhouse

Jennifer

NT$15,647 total

includes taxes & fees

Apr 2 - Apr 3

The Marquesa Hotel

Old Town Key West, 0.7 km from Waterfront Playhouse

Julian

NT$22,062 total

includes taxes & fees

Mar 31 - Apr 1

Cigar House King Suite w/ Poolside porch | Balcony view

Island City House Hotel

Historic Seaport, 0.8 km from Waterfront Playhouse

Emily Barbara

NT$13,108 total

includes taxes & fees

Mar 26 - Mar 27

Orchid Key Inn - Adults Only

Uptown - Upper Duval, 1.3 km from Waterfront Playhouse

Tari

NT$17,418 total

includes taxes & fees

Apr 7 - Apr 8

The Conch House Heritage Inn

Old Town Key West, 1.3 km from Waterfront Playhouse

Daniel

NT$13,780 total

includes taxes & fees

Apr 6 - Apr 7

Tropical Inn

Downtown Key West, 1.1 km from Waterfront Playhouse

yulio

NT$10,217 total

includes taxes & fees

Mar 12 - Mar 13

H2O Suites - Adults Only

Uptown - Upper Duval, 1.6 km from Waterfront Playhouse

Joel

NT$25,270 total

includes taxes & fees

Apr 5 - Apr 6

L'Habitation Guest House

Historic Seaport, 0.5 km from Waterfront Playhouse

Scott

NT$10,657 total

includes taxes & fees

Apr 6 - Apr 7

Douglas House

Uptown - Upper Duval, 1.4 km from Waterfront Playhouse

Brandon

NT$12,992 total

includes taxes & fees

Apr 8 - Apr 9

3 outdoor pools, a heated pool, sun loungers

Ambrosia Key West

Old Town Key West, 0.7 km from Waterfront Playhouse

Melody

NT$12,635 total

includes taxes & fees

Mar 10 - Mar 11

Premium bedding, iron/ironing board, free WiFi, bed sheets

Weatherstation Inn

Truman Annex, 0.5 km from Waterfront Playhouse

Kyle

NT$14,221 total

includes taxes & fees

Mar 22 - Mar 23

Westwinds Inn

Historic Seaport, 0.9 km from Waterfront Playhouse

Cindy

Duval House

Downtown Key West, 1.1 km from Waterfront Playhouse

David

NT$14,189 total

includes taxes & fees

Mar 23 - Mar 24

Outdoor pool, free cabanas, sun loungers

Ocean Key Resort - A Noble House Resort

Historic Seaport, < 0.1 km from Waterfront Playhouse

burton

NT$23,333 total

includes taxes & fees

Apr 6 - Apr 7

The Grand Guesthouse

Old Town Key West, 1.7 km from Waterfront Playhouse

Daniel

NT$12,837 total

includes taxes & fees

Mar 15 - Mar 16

Ridley House - Key West Historic Inns

Historic Seaport, 0.4 km from Waterfront Playhouse

Melissa

NT$17,258 total

includes taxes & fees

Apr 6 - Apr 7

The Garden House

Historic Seaport, 0.6 km from Waterfront Playhouse

Robert

NT$11,908 total

includes taxes & fees

Mar 11 - Mar 12

Santa Maria Suites

Uptown - Upper Duval, 1.8 km from Waterfront Playhouse

Scott G.

NT$26,339 total

includes taxes & fees

Apr 7 - Apr 8

View all properties

Top Waterfront Playhouse Hotel Reviews

Pier House Resort & Spa

10/10 Excellent

"Very nice view of the beach! the pool was also very nice!"

The Cabana Inn Key West - Adults Only

8/10 Good

"Location is great for activities. Staff was friendly. Even though Rosters are part of Key West, they are getting out of control with crowing all night out your bedroom window (take ear plugs). There is a hidden hotel amenity fee of $39.99 per night for a couple. I did double-check Expedia advertisement and the parking fee is mentioned but not the amenity fee. If you check other sites it is mentioned. Overall it is a unique place to stay and would do it over."

Hotels near other Waterfront Playhouse attractions

Key West Shipwreck Museum

4.2/5 (358 reviews)

This interactive museum is home to unbelievable relics pulled from the bottom of the sea and a watchtower with views across the Gulf of Mexico.

See properties

Mallory Square

4.5/5 (7,700 reviews)

Arrive at this square at day’s end to find street performers, food carts and one of the most beautiful sunsets in the United States.

See properties

Frequently asked questions

What's the area like around Waterfront Playhouse?

Waterfront Playhouse is located in an area of Key West known for its beautiful ocean views, sailing, and lively festivals. If you're looking for a convenient place to stay, check out the 1469 hotels and other accommodations you'll find within a mile.

What's the best hotel to stay near Waterfront Playhouse?

Adjacent to Waterfront Playhouse, Hyatt Centric Key West Resort and Spa is one of the top choices for your stay based on our traveler data, and this resort offers a marina and a full-service spa. Other good options within a short distance include Pier House Resort & Spa and Opal Key Resort & Marina, Key West.

How many hotels will I be able to find near Waterfront Playhouse?

Expedia has 1469 hotels and other accommodations within a mile from Waterfront Playhouse.

If I need to cancel the hotel reservation for my stay near Waterfront Playhouse, will I receive a refund?

Yes, you'll find most hotel reservations are refundable if you cancel before the hotel's cancellation deadline, which is often 24 or 48 hours before your arrival date. If your reservation is non-refundable, it may still be possible to cancel it and receive a refund within 24 hours of booking. Add your dates and click on "Search", then you can use the "fully refundable" filter to get the top deals on offer near Waterfront Playhouse.

Where can I learn more about changing or cancelling my trip in the area near Waterfront Playhouse?

To access more information about rescheduling or cancelling your stay near Waterfront Playhouse, go to https://www.expedia.com/service/.

What can I see and do near Waterfront Playhouse?

Key West Shipwreck Museum, Audubon House and Tropical Gardens, and Harry S. Truman Little White House feature a variety of fascinating exhibits to see while you're in town. Sights like Key West Historic Seaport, Ernest Hemingway Home and Museum, and Key West Lighthouse and Keeper's Quarters Museum are landmarks to visit in the area. You can watch performances at Red Barn Theater, Key West Film Society, and Key West Burlesque Theater if you're interested in local theater.

Find hotels near Waterfront Playhouse, Key West from NT$10,217

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Our top choices for Waterfront Playhouse hotels

Almond Tree Inn Hotel - Adults Only

The Gardens Hotel

Simonton Court Historic Inn & Cottages

The Marquesa Hotel

Island City House Hotel

Orchid Key Inn - Adults Only

The Conch House Heritage Inn

Tropical Inn

H2O Suites - Adults Only

L'Habitation Guest House

Douglas House

Ambrosia Key West

Weatherstation Inn

Westwinds Inn

Duval House

Ocean Key Resort - A Noble House Resort

The Grand Guesthouse

Ridley House - Key West Historic Inns

The Garden House

Santa Maria Suites

Top Waterfront Playhouse Hotel Reviews

Pier House Resort & Spa

Hotels near other Waterfront Playhouse attractions

Key West Shipwreck Museum

Mallory Square

Frequently asked questions

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