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

Artist House Key West

Historic Seaport, 0.5 km from Waterfront Playhouse

NATHAN

NT$6,673 total

includes taxes & fees

May 28 - May 29

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

NT$10,260 total

includes taxes & fees

Jun 2 - Jun 3

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

Tina

NT$9,174 total

includes taxes & fees

Jun 1 - Jun 2

The Marquesa Hotel

Old Town Key West, 0.7 km from Waterfront Playhouse

Julian

NT$12,075 total

includes taxes & fees

Jun 16 - Jun 17

Key West Villas

Downtown Key West, 0.9 km from Waterfront Playhouse

Jennifer

NT$7,956 total

includes taxes & fees

May 26 - May 27

Orchid Key Inn - Adults Only

Uptown - Upper Duval, 1.3 km from Waterfront Playhouse

Vicki

NT$7,895 total

includes taxes & fees

May 25 - May 26

The Gardens Hotel

Downtown Key West, 0.9 km from Waterfront Playhouse

Markus

NT$9,286 total

includes taxes & fees

Jun 10 - Jun 11

Cigar House King Suite w/ Poolside porch | Balcony view

Island City House Hotel

Historic Seaport, 0.8 km from Waterfront Playhouse

Michael

NT$8,162 total

includes taxes & fees

Jun 2 - Jun 3

L'Habitation Guest House

Historic Seaport, 0.5 km from Waterfront Playhouse

Pat

NT$5,201 total

includes taxes & fees

May 26 - May 27

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

Weatherstation Inn

Truman Annex, 0.5 km from Waterfront Playhouse

A. Elise

NT$7,065 total

includes taxes & fees

May 21 - May 22

The Conch House Heritage Inn

Old Town Key West, 1.3 km from Waterfront Playhouse

Lucy

NT$8,861 total

includes taxes & fees

Jun 9 - Jun 10

Outdoor pool, free cabanas, sun loungers

Ocean Key Resort - A Noble House Resort

Historic Seaport, < 0.1 km from Waterfront Playhouse

IRENE

NT$10,863 total

includes taxes & fees

Jun 2 - Jun 3

Douglas House - Adults Only

Uptown - Upper Duval, 1.4 km from Waterfront Playhouse

Scott

NT$6,085 total

includes taxes & fees

May 31 - Jun 1

3 outdoor pools, a heated pool, sun loungers

Ambrosia Key West

Old Town Key West, 0.7 km from Waterfront Playhouse

Tina

NT$7,583 total

includes taxes & fees

May 25 - May 26

Westwinds Inn

Historic Seaport, 0.9 km from Waterfront Playhouse

Bruce

NT$8,467 total

includes taxes & fees

May 25 - May 26

Coco Plum Inn

Downtown Key West, 0.8 km from Waterfront Playhouse

Brinkley

NT$9,420 total

includes taxes & fees

May 26 - May 27

Duval House

Downtown Key West, 1.1 km from Waterfront Playhouse

Parmjit

NT$7,033 total

includes taxes & fees

May 26 - May 27

Deluxe Suite, 1 King Bed, Private Pool | View from room

H2O Suites - Adults Only

Uptown - Upper Duval, 1.6 km from Waterfront Playhouse

Barton

NT$14,875 total

includes taxes & fees

Jun 2 - Jun 3

The Garden House

Historic Seaport, 0.6 km from Waterfront Playhouse

Dennis

NT$5,098 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

NT$10,793 total

includes taxes & fees

May 25 - May 26

View all properties

Compare popular hotels close to Waterfront Playhouse

Property	Property class	Guest rating
Artist House Key West	3.5 star property	9.8 Exceptional 438 reviews	View
Simonton Court Historic Inn & Cottages	2.5 star property	9.8 Exceptional 958 reviews	View
Almond Tree Inn Hotel - Adults Only	3.5 star property	10.0 Exceptional 1,015 reviews	View
The Marquesa Hotel	3.5 star property	9.8 Exceptional 1,005 reviews	View
Key West Villas	3.5 star property	9.8 Exceptional 261 reviews	View

Top Waterfront Playhouse Hotel Reviews

Pier House Resort & Spa

10/10 Excellent

"Great place and location . Plan to stay again in future "

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent

"The beach and pool area were very nice. Service was also great on the beach. Rooms were very clean. The only thing negative about the property is they charge you for parking. So on top of the 60 dollar resort fee parking is an additional 40 to 50 dollars a day. Complementary parking should be available to those who stay at the resort. "

Heron House - Adult Only

10/10 Excellent

"This is a gem of a property that is reasonably priced, has the Key West charm, nice pool area, and amazing staff! I can't say enough about Trent and Greg up front as well as the wonderful lady in charge of the breakfast (I'm so sorry I didn't get her name but she was absolutely the sweetest!). Highly recommend!"

La Concha Key West, Autograph Collection

10/10 Excellent

"I've been going down to Key West for my birthday for close to a decade. I've stayed at a lot of different hotels. They're all generally pretty great. They excel in some things but lack in other things. I think I finally found the PERFECT hotel in Key West! La Concha turned 100 years this year!! But they shut down a few years ago to do renovations and it feels so modern inside! The room is big and spacious and it has everything you need inside. There are multiple restaurants in the building if you don't want to go out. But if you do, you're directly in the middle of Duval Street! This is the best location out of all the hotels I've been to! And there's a ton of parking behind the hotel, a rarity in Key West! I could go on and on about how much I loved it here! I will be returning next May for my next birthday celebration at La Concha! Oh and I need to mention that the staff all over the hotel were an absolute treat! Everyone was so helpful and knowledgeable! "

Amsterdam's Curry Mansion Inn

10/10 Excellent

"This was our second stay at the Curry Mansion. It’s a great location for that side of town. The bar experience was very good this visit. A very experienced bartender gave us smoked old fashioneds . The rooms are very clean and quaint. Also very nice to sit out on the porch and watch the evening go by."

Southernmost Beach Resort and Guesthouses

8/10 Good

"It was a large and fun property. The roosters will wake you up early! But everything is shut down by 9 pm, so it’s not a problem. Plemty of seating and four different bars. It’s comfortable and casual, but it’s not the kind of place where they are sorting on you necessarily (for the price). But for a long weekend it was great and close enough to a lot of great restaurants."

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 NT$5,098

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Our top choices for Waterfront Playhouse hotels

Artist House Key West

Simonton Court Historic Inn & Cottages

Almond Tree Inn Hotel - Adults Only

The Marquesa Hotel

Key West Villas

Orchid Key Inn - Adults Only

The Gardens Hotel

Island City House Hotel

L'Habitation Guest House

Weatherstation Inn

The Conch House Heritage Inn

Ocean Key Resort - A Noble House Resort

Douglas House - Adults Only

Ambrosia Key West

Westwinds Inn

Coco Plum Inn

Duval House

H2O Suites - Adults Only

The Garden House

Opal Key Resort & Marina, Key West

Compare popular hotels close to Waterfront Playhouse

Top Waterfront Playhouse Hotel Reviews

Pier House Resort & Spa

Hotels near other Waterfront Playhouse attractions

Key West Shipwreck Museum

Frequently asked questions

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