Find hotels near Waterfront Playhouse, Key West from ₩496,668

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Waterfront Playhouse hotels

Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages
2.5 star property
Historic Seaport, 0.5 km from Waterfront Playhouse
9.8 out of 10, Exceptional, (917 reviews)
"Room was very clean,well furnished and staff were all very friendly. This was our 6th time staying here and it never disappoints."
United States
Thomas
The price is ₩648,188
₩729,219 total
includes taxes & fees
Apr 2 - Apr 3
Simonton Court Historic Inn & Cottages

Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only
3.5 star property
Downtown Key West, 1.3 km from Waterfront Playhouse
10.0 out of 10, Exceptional, (1,010 reviews)
"Close to everything great stay!"
United States
Cindy
The price is ₩732,540
₩824,107 total
includes taxes & fees
Mar 16 - Mar 17
Almond Tree Inn Hotel - Adults Only

Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only
3.5 star property
Uptown - Upper Duval, 1.3 km from Waterfront Playhouse
9.8 out of 10, Exceptional, (1,006 reviews)
"Wonderful stay! Want to come back!"
United States
Deborah
The price is ₩726,591
₩817,414 total
includes taxes & fees
Mar 16 - Mar 17
Orchid Key Inn - Adults Only

L'Habitation Guest House

L'Habitation Guest House
2.5 star property
Historic Seaport, 0.5 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (949 reviews)
"Perfectly situated on a quiet street but near everything. The Premium King Room is really nice."
United States
Murray
The price is ₩441,476
₩496,668 total
includes taxes & fees
Apr 6 - Apr 7
L'Habitation Guest House

Westwinds Inn

Westwinds Inn
3.5 star property
Historic Seaport, 0.9 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (1,000 reviews)
"Beautiful property and friendly staff. Was very peaceful."
United States
Carmen
Westwinds Inn

H2O Suites - Adults Only

H2O Suites - Adults Only
3.5 star property
Uptown - Upper Duval, 1.6 km from Waterfront Playhouse
9.8 out of 10, Exceptional, (588 reviews)
"Very nice, very clean with great staff and convenient parking. The "private" pools are all in a courtyard so you can make awkward eye contact with the"
United States
Jessica
The price is ₩958,255
₩1,177,701 total
includes taxes & fees
Apr 5 - Apr 6
H2O Suites - Adults Only

Tropical Inn

Tropical Inn
3.5 star property
Downtown Key West, 1.1 km from Waterfront Playhouse
9.6 out of 10, Exceptional, (382 reviews)
"This place is a gem with Lovely accommodations,peaceful pooland great staff we will always come back when in KW. "
United States
Garda
The price is ₩534,703
₩638,458 total
includes taxes & fees
Mar 15 - Mar 16
Tropical Inn

Weatherstation Inn

Weatherstation Inn
2.5 star property
Truman Annex, 0.5 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (1,001 reviews)
"Beautiful neighborhood. Friendly staff, easy location to everything and spacious rooms"
United States
Suzy Alpert
The price is ₩589,127
₩662,768 total
includes taxes & fees
Mar 31 - Apr 1
Weatherstation Inn

The Grand Guesthouse

The Grand Guesthouse
2.5 star property
Old Town Key West, 1.7 km from Waterfront Playhouse
9.6 out of 10, Exceptional, (1,001 reviews)
"There is a nice garden near by, and also the waste side beach and Duval street is at a 9 minutes walk give or take."
United States
David
The price is ₩548,314
₩653,766 total
includes taxes & fees
Mar 15 - Mar 16
The Grand Guesthouse

Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
4.0 star property
Historic Seaport, < 0.1 km from Waterfront Playhouse
9.2 out of 10, Wonderful, (1,003 reviews)
"The staff and management were super friendly and accommodating!"
United States
burton
The price is ₩795,880
₩1,010,925 total
includes taxes & fees
Apr 12 - Apr 13
Ocean Key Resort - A Noble House Resort

Marrero's Guest Mansion

Marrero's Guest Mansion
3.5 star property
Downtown Key West, 0.6 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (336 reviews)
"It was nice. Get a smart tv 😂"
United States
Robert
The price is ₩653,495
₩735,189 total
includes taxes & fees
Apr 1 - Apr 2
Marrero's Guest Mansion

Southernmost House

Southernmost House
4.0 star property
Uptown - Upper Duval, 1.8 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (1,001 reviews)
"Ocean view, great pool & great staff. Excellent place to stay!"
United States
Adam
The price is ₩475,161
₩722,957 total
includes taxes & fees
Apr 12 - Apr 13
Southernmost House

Santa Maria Suites

Santa Maria Suites
4.0 star property
Uptown - Upper Duval, 1.8 km from Waterfront Playhouse
9.6 out of 10, Exceptional, (1,002 reviews)
"Great place to stay! Hope to come back!"
United States
Scott G.
The price is ₩980,987
₩1,204,091 total
includes taxes & fees
Apr 12 - Apr 13
Santa Maria Suites

Pier House Resort & Spa

Pier House Resort & Spa
4.0 star property
Historic Seaport, 0.1 km from Waterfront Playhouse
9.0 out of 10, Wonderful, (1,053 reviews)
"Wonderful location and very nice hotel!!"
United States
Meredith
Pier House Resort & Spa

The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
4.0 star property
Historic Seaport, 0.6 km from Waterfront Playhouse
9.2 out of 10, Wonderful, (1,016 reviews)
"Enjoyed our stay here! Staff was kind- room was clean and beautiful! "
United States
James Martin
The price is ₩782,698
₩973,566 total
includes taxes & fees
Mar 25 - Mar 26
The Marker Key West Harbor Resort

The Key West Hotel

The Key West Hotel
2.5 star property
Historic Seaport, 0.4 km from Waterfront Playhouse
9.2 out of 10, Wonderful, (537 reviews)
"Loved this hotel, immaculate. "
United States
Kimberly
The price is ₩651,043
₩814,296 total
includes taxes & fees
Mar 16 - Mar 17
The Key West Hotel

Caribbean House

Caribbean House
3.0 star property
Bahama Village, 1 km from Waterfront Playhouse
9.2 out of 10, Wonderful, (330 reviews)
"Cute little place. "
United States
Wendy
The price is ₩444,225
₩536,666 total
includes taxes & fees
Apr 1 - Apr 2
Caribbean House

Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
4.0 star property
Old Town Key West, 0.1 km from Waterfront Playhouse
9.2 out of 10, Wonderful, (1,065 reviews)
"Great view. Beautiful resort. "
United States
Hannah
The price is ₩742,811
₩894,291 total
includes taxes & fees
Apr 12 - Apr 13
Opal Key Resort & Marina, Key West

The Saint Hotel Key West, Autograph Collection, Adult Only

The Saint Hotel Key West, Autograph Collection, Adult Only
3.5 star property
Historic Seaport, 0.5 km from Waterfront Playhouse
9.0 out of 10, Wonderful, (355 reviews)
"Fantastic spot, close to everything, but just far enough away. "
United States
Ruth
The price is ₩701,342
₩789,010 total
includes taxes & fees
Mar 22 - Mar 23
The Saint Hotel Key West, Autograph Collection, Adult Only

Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only
3.5 star property
Downtown Key West, 1.1 km from Waterfront Playhouse
9.2 out of 10, Wonderful, (1,001 reviews)
"Clean, quiet, close to everything we wanted to do!"
United States
leighanne
Paradise Inn Key West - Adults Only
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Waterfront Playhouse Hotel Reviews

Hotels near other Waterfront Playhouse attractions

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.