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 1461 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, Pier House Resort & Spa is one of the top choices for your stay based on our traveler data, and this resort offers a full-service spa and a private beach. Other good options within a short distance include La Concha Key West, Autograph Collection and Opal Key Resort & Marina, Key West .

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

Expedia has 1461 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 Mel Fisher Maritime Museum feature a variety of fascinating exhibits to see while you're in town. Sights like Harry S. Truman Little White House, 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

The Gardens Hotel

Downtown Key West, 0.9 km from Waterfront Playhouse

Markus

￥40,079 total

includes taxes & fees

Jun 15 - Jun 16

Queen Deluxe ADA | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds

Almond Tree Inn Hotel - Adults Only

Downtown Key West, 1.3 km from Waterfront Playhouse

Renee

￥43,036 total

includes taxes & fees

May 27 - May 28

The Marquesa Hotel

Old Town Key West, 0.7 km from Waterfront Playhouse

Julian

￥60,640 total

includes taxes & fees

Jun 16 - Jun 17

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

kelly

￥34,884 total

includes taxes & fees

May 28 - May 29

Cigar House King Suite w/ Poolside porch | Balcony view

Island City House Hotel

Historic Seaport, 0.8 km from Waterfront Playhouse

Michael

￥40,657 total

includes taxes & fees

May 28 - May 29

Orchid Key Inn - Adults Only

Uptown - Upper Duval, 1.3 km from Waterfront Playhouse

Vicki

￥45,112 total

includes taxes & fees

May 25 - May 26

The Conch House Heritage Inn

Old Town Key West, 1.3 km from Waterfront Playhouse

Lucy

￥44,647 total

includes taxes & fees

Jun 9 - Jun 10

11 Gecko's Garden - Adults Only | Premium bedding, pillowtop beds, individually decorated

Tropical Inn

Downtown Key West, 1.1 km from Waterfront Playhouse

Akhenaton

￥45,978 total

includes taxes & fees

May 25 - May 26

Douglas House - Adults Only

Uptown - Upper Duval, 1.4 km from Waterfront Playhouse

Scott

￥29,412 total

includes taxes & fees

Jun 2 - Jun 3

L'Habitation Guest House

Historic Seaport, 0.5 km from Waterfront Playhouse

Pat

￥23,988 total

includes taxes & fees

May 25 - May 26

Westwinds Inn

Historic Seaport, 0.9 km from Waterfront Playhouse

michael

￥36,221 total

includes taxes & fees

Jun 2 - Jun 3

3 outdoor pools, a heated pool, sun loungers

Ambrosia Key West

Old Town Key West, 0.7 km from Waterfront Playhouse

Tina

￥38,082 total

includes taxes & fees

May 25 - May 26

Opal Key Resort & Marina, Key West

Old Town Key West, 0.1 km from Waterfront Playhouse

Theresa

￥52,590 total

includes taxes & fees

May 26 - May 27

Coco Plum Inn

Downtown Key West, 0.8 km from Waterfront Playhouse

Brinkley

￥47,305 total

includes taxes & fees

May 26 - May 27

Duval House

Downtown Key West, 1.1 km from Waterfront Playhouse

Parmjit

￥30,071 total

includes taxes & fees

May 26 - May 27

Outdoor pool, free cabanas, sun loungers

Ocean Key Resort - A Noble House Resort

Historic Seaport, < 0.1 km from Waterfront Playhouse

Terrie

￥54,733 total

includes taxes & fees

Jun 10 - Jun 11

Ridley House - Key West Historic Inns

Historic Seaport, 0.4 km from Waterfront Playhouse

Gulben

￥41,519 total

includes taxes & fees

May 31 - Jun 1

Silver Palms Inn & Historic Homes

Old Town Key West, 1.4 km from Waterfront Playhouse

Keith

￥28,282 total

includes taxes & fees

May 26 - May 27

The Grand Guesthouse

Old Town Key West, 1.7 km from Waterfront Playhouse

Jacqueline

￥34,292 total

includes taxes & fees

May 28 - May 29

The Marker Key West Harbor Resort

Historic Seaport, 0.6 km from Waterfront Playhouse

Wayne

￥54,284 total

includes taxes & fees

Jun 7 - Jun 8

View all properties

Compare popular hotels close to Waterfront Playhouse

Property	Star rating	Guest rating
The Gardens Hotel	4.0 star property	9.8 Exceptional 1,001 reviews	View
Almond Tree Inn Hotel - Adults Only	3.5 star property	10.0 Exceptional 1,001 reviews	View
The Marquesa Hotel	3.5 star property	9.8 Exceptional 1,000 reviews	View
Simonton Court Historic Inn & Cottages	2.5 star property	9.8 Exceptional 962 reviews	View
Island City House Hotel	3.0 star property	9.6 Exceptional 999 reviews	View

Top Waterfront Playhouse Hotel Reviews

Hyatt Centric Key West Resort and Spa

10/10 Excellent

"Great location, pool staff especially Raj and Menti were excellent. Once check in was accomplished stay was excellent. Thank you Emma for going above and beyond for us."

Opal Key Resort & Marina, Key West

6/10 Okay

"We stayed in Room 222 from 5/18 to 5/22. It faces the boat docks and the cruise ship dock. The patio could barely fit the chairs so it was pretty much useless. The temperature in the room was controlled by a window unit which I thought went out of style years ago. It was loud and ran continously. The shower was in a tub with no grab bars or no slip strips on the tub floor. The positive things are location, friendly staff, clean property, and nice pool. We have stayed in much better and less expensive hotels, but this Key West."

Amsterdam's Curry Mansion Inn

10/10 Excellent

"Beautiful Greek Revival archectiture home right in the heart of Key West… literally steps away from Duval Street and close to the harbor and Mallory Square! The room was very large with a very comfortable bed and large closet equipped with a small refrigerator and coffee maker. The bathroom was adequate and clean. The really cool feature was a private porch nestled off the bedroom with beautiful palm trees and shade. There was not a breakfast option here but the Curry Mansion is close to numerous breakfast restaurants. We enjoyed our stay here where it captured the quaint Key West historical atmosphere of the 1800s. We would definitely stay here again!"

Hotels near other Waterfront Playhouse attractions

Key West Shipwreck Museum

4.3/5 (361 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

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 1461 hotels and other accommodations you'll find within a mile.

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

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

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

Expedia has 1461 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 Mel Fisher Maritime Museum feature a variety of fascinating exhibits to see while you're in town. Sights like Harry S. Truman Little White House, 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 ￥23,988

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Our top choices for Waterfront Playhouse hotels

The Gardens Hotel

Almond Tree Inn Hotel - Adults Only

The Marquesa Hotel

Simonton Court Historic Inn & Cottages

Island City House Hotel

Orchid Key Inn - Adults Only

The Conch House Heritage Inn

Tropical Inn

Douglas House - Adults Only

L'Habitation Guest House

Westwinds Inn

Ambrosia Key West

Opal Key Resort & Marina, Key West

Coco Plum Inn

Duval House

Ocean Key Resort - A Noble House Resort

Ridley House - Key West Historic Inns

Silver Palms Inn & Historic Homes

The Grand Guesthouse

The Marker Key West Harbor Resort

Compare popular hotels close to Waterfront Playhouse

Top Waterfront Playhouse Hotel Reviews

Hyatt Centric Key West Resort and Spa

Hotels near other Waterfront Playhouse attractions

Key West Shipwreck Museum

Frequently asked questions