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 1466 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 1466 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 Ernest Hemingway Home and Museum, Key West Lighthouse and Keeper's Quarters Museum, and Fort Zachary Taylor Historic State Park 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

AED 2,038 total

includes taxes & fees

6 Apr - 7 Apr

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

AED 1,938 total

includes taxes & fees

25 Mar - 26 Mar

The Marquesa Hotel

Old Town Key West, 0.7 km from Waterfront Playhouse

Julian

AED 2,558 total

includes taxes & fees

31 Mar - 1 Apr

Key West Villas

Downtown Key West, 0.9 km from Waterfront Playhouse

Jeffrey

Cigar House King Suite w/ Poolside porch | Balcony view

Island City House Hotel

Historic Seaport, 0.8 km from Waterfront Playhouse

Emily Barbara

AED 1,541 total

includes taxes & fees

22 Mar - 23 Mar

The Conch House Heritage Inn

Old Town Key West, 1.3 km from Waterfront Playhouse

Daniel

AED 1,598 total

includes taxes & fees

6 Apr - 7 Apr

Tropical Inn

Downtown Key West, 1.1 km from Waterfront Playhouse

yulio

AED 1,404 total

includes taxes & fees

15 Mar - 16 Mar

L'Habitation Guest House

Historic Seaport, 0.5 km from Waterfront Playhouse

Scott

AED 1,236 total

includes taxes & fees

11 Mar - 12 Mar

H2O Suites - Adults Only

Uptown - Upper Duval, 1.6 km from Waterfront Playhouse

Joel

AED 2,930 total

includes taxes & fees

5 Apr - 6 Apr

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

Weatherstation Inn

Truman Annex, 0.5 km from Waterfront Playhouse

Kyle

AED 1,583 total

includes taxes & fees

31 Mar - 1 Apr

Douglas House - Adults Only

Uptown - Upper Duval, 1.4 km from Waterfront Playhouse

Brandon

AED 1,506 total

includes taxes & fees

8 Apr - 9 Apr

3 outdoor pools, a heated pool, sun loungers

Ambrosia Key West

Old Town Key West, 0.7 km from Waterfront Playhouse

Melody

AED 1,472 total

includes taxes & fees

23 Mar - 24 Mar

Westwinds Inn

Historic Seaport, 0.9 km from Waterfront Playhouse

Cindy

The Grand Guesthouse

Old Town Key West, 1.7 km from Waterfront Playhouse

Daniel

AED 1,494 total

includes taxes & fees

15 Mar - 16 Mar

Outdoor pool, free cabanas, sun loungers

Ocean Key Resort - A Noble House Resort

Historic Seaport, < 0.1 km from Waterfront Playhouse

burton

AED 2,705 total

includes taxes & fees

6 Apr - 7 Apr

Duval House

Downtown Key West, 1.1 km from Waterfront Playhouse

David

AED 1,480 total

includes taxes & fees

11 Mar - 12 Mar

Marrero's Guest Mansion

Downtown Key West, 0.6 km from Waterfront Playhouse

Scott

AED 1,814 total

includes taxes & fees

1 Apr - 2 Apr

Outdoor pool, open 8:00 AM to 10:00 PM, sun loungers

Ella's Cottages - Key West Historic Inns

Old Town Key West, 1.1 km from Waterfront Playhouse

Karen

AED 1,833 total

includes taxes & fees

24 Mar - 25 Mar

The Garden House

Historic Seaport, 0.6 km from Waterfront Playhouse

Robert

AED 1,381 total

includes taxes & fees

11 Mar - 12 Mar

Opal Key Resort & Marina, Key West

Old Town Key West, 0.1 km from Waterfront Playhouse

Doug

AED 2,310 total

includes taxes & fees

5 Apr - 6 Apr

View all properties

Top Waterfront Playhouse Hotel Reviews

Opal Key Resort & Marina, Key West

10/10 Excellent

"Room was great. Loved the slippers."

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."

Birds of a Feather at Custom House Inn | Perfect S

10/10 Excellent

"Room was great! loved all the pink. Bed was comfortable and bathroom had everything we needed. Its newer and didnt have the key west must smell that most rooms inevitably get. Its important to realize you are RIGHT next door to hogs breath. Live music bands play till midnight every night and you can hear every single word. That may be a dealbreaker for some people who like to go to bed before midnight. We loved the location though. Just tried to rebook the same room for November but its already sold out 9 months away! If you're thinking of experiencing this property, and are ok with night time music, definitely do it. "

Hotels near other Waterfront Playhouse attractions

Key West Shipwreck Museum

4.2/5 (358 reviews)

You can spend an afternoon studying the exhibits at Key West Shipwreck Museum during your trip to Key West. In the area, take in the lively festivals and beautiful sunsets.

See properties

Mallory Square

4.5/5 (7,700 reviews)

You can find out about the history of Key West with a stop at Mallory Square. Stroll along the area's beautiful beaches or experience its lively festivals.

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 1466 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 1466 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 Ernest Hemingway Home and Museum, Key West Lighthouse and Keeper's Quarters Museum, and Fort Zachary Taylor Historic State Park 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.

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Hotels near popular Key West Attractions

Hotels near Audubon House and Tropical Gardens

More Hotel Options in Waterfront Playhouse

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Our top choices for Waterfront Playhouse hotels

Almond Tree Inn Hotel - Adults Only

Simonton Court Historic Inn & Cottages

The Marquesa Hotel

Key West Villas

Island City House Hotel

The Conch House Heritage Inn

Tropical Inn

L'Habitation Guest House

H2O Suites - Adults Only

Weatherstation Inn

Douglas House - Adults Only

Ambrosia Key West

Westwinds Inn

The Grand Guesthouse

Ocean Key Resort - A Noble House Resort

Duval House

Marrero's Guest Mansion

Ella's Cottages - Key West Historic Inns

The Garden House

Opal Key Resort & Marina, Key West

Top Waterfront Playhouse Hotel Reviews

Opal Key Resort & Marina, Key West

Hotels near other Waterfront Playhouse attractions

Key West Shipwreck Museum

Mallory Square

Frequently asked questions

Explore a world of travel with Expedia

Hotels near popular Key West Attractions

Other Hotels near Waterfront Playhouse, Key West Historic District

More Hotel Options in Waterfront Playhouse

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