Key West Waterfront Playhouse Hotels
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
Our top choices for Waterfront Playhouse hotels
Almond Tree Inn Hotel - Adults Only
Almond Tree Inn Hotel - Adults OnlyDowntown Key West, 1.3 km from Waterfront Playhouse
10.0 out of 10, Exceptional, (1,010 reviews)
"perfect location close the action but still in quieter are, nice staff, highly recommend for a stay in Key West"
stephane
The price is HK$2,790
HK$3,139 total
includes taxes & fees
11 May - 12 May
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
Alexanders Guesthouse - Adult Exclusive, LGBTQ FriendlyOld Town Key West, 1.2 km from Waterfront Playhouse
9.8 out of 10, Exceptional, (142 reviews)
"Staff very courteous and friendly, public spaces lovely."
Paul
The price is HK$1,755
HK$2,299 total
includes taxes & fees
20 Apr - 21 Apr
Orchid Key Inn - Adults Only
Orchid Key Inn - Adults OnlyUptown - Upper Duval, 1.3 km from Waterfront Playhouse
9.8 out of 10, Exceptional, (1,004 reviews)
"Enjoyed our stay, loved the location. Hotel and staff were friendly and accommodating."
Mark
The price is HK$2,710
HK$3,049 total
includes taxes & fees
10 May - 11 May
Island City House Hotel
Island City House HotelHistoric Seaport, 0.8 km from Waterfront Playhouse
9.6 out of 10, Exceptional, (1,002 reviews)
"Beautiful property the gardens and location perfect "
Tonia
The price is HK$2,567
HK$2,888 total
includes taxes & fees
4 May - 5 May
The Conch House Heritage Inn
The Conch House Heritage InnOld Town Key West, 1.3 km from Waterfront Playhouse
9.8 out of 10, Exceptional, (163 reviews)
"Large clean room and excellent staff! Made for a great stay. "
Daniel
The price is HK$2,989
HK$3,363 total
includes taxes & fees
27 Apr - 28 Apr
L'Habitation Guest House
L'Habitation Guest HouseHistoric Seaport, 0.5 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (961 reviews)
"This was a lovely well stocked, and comfortable stay."
Pat
The price is HK$1,826
HK$2,054 total
includes taxes & fees
22 Apr - 23 Apr
Tropical Inn
Tropical InnDowntown Key West, 1.1 km from Waterfront Playhouse
9.6 out of 10, Exceptional, (391 reviews)
"This place is a gem with
Lovely accommodations,peaceful pooland great staff we will always come back when in KW. "
Garda
The price is HK$2,421
HK$2,919 total
includes taxes & fees
19 Apr - 20 Apr
Douglas House - Adults Only
Douglas House - Adults OnlyUptown - Upper Duval, 1.4 km from Waterfront Playhouse
9.6 out of 10, Exceptional, (350 reviews)
"We really enjoyed our stay at the Douglas House, great location and the staff was very friendly and gave wonderful tips on great places to dine.
Would highly recommend choosing Douglas House for your stay."
Timothy
The price is HK$1,897
HK$2,347 total
includes taxes & fees
13 May - 14 May
Westwinds Inn
Westwinds InnHistoric Seaport, 0.9 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (1,009 reviews)
"Room was clean and the staff was very friendly. Garden area and pool were peaceful. Would definitely stay here again."
Bryan
The price is HK$2,327
HK$2,617 total
includes taxes & fees
27 Apr - 28 Apr
H2O Suites - Adults Only
H2O Suites - Adults OnlyUptown - Upper Duval, 1.6 km from Waterfront Playhouse
9.8 out of 10, Exceptional, (594 reviews)
"The highest quality hotel room that I have ever stayed in. Be aware of one thing, NO Restaurant! But hey Frenchie’s cafe around the corner has the best breakfast. H20 was a fantastic stay and surprisingly to us both the pool on the roof and our very own plunge pool were heated and we made use of them both. A fantastic place to stay…"
Simon
The price is HK$3,344
HK$4,291 total
includes taxes & fees
11 May - 12 May
Ambrosia Key West
Ambrosia Key WestOld Town Key West, 0.7 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (1,006 reviews)
"The property is beautiful and the location is perfect. It has a lovely chill Key West vibe. Management is on-site and helpful."
Ann Elizabeth
The price is HK$2,461
HK$2,768 total
includes taxes & fees
4 May - 5 May
Ocean Key Resort - A Noble House Resort
Ocean Key Resort - A Noble House ResortHistoric Seaport, < 0.1 km from Waterfront Playhouse
9.2 out of 10, Wonderful, (1,002 reviews)
"Staff was great. Rooms were spotless. Best location in Key West."
Matthew
The price is HK$3,056
HK$4,046 total
includes taxes & fees
17 May - 18 May
Opal Key Resort & Marina, Key West
Opal Key Resort & Marina, Key WestOld Town Key West, 0.1 km from Waterfront Playhouse
9.2 out of 10, Wonderful, (1,076 reviews)
"We were very pleased with our room and the property. We will definitely be staying here again."
Colleen
The price is HK$2,068
HK$2,635 total
includes taxes & fees
10 May - 11 May
Marrero's Guest Mansion
Marrero's Guest MansionDowntown Key West, 0.6 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (337 reviews)
"Location very good
Staff friendly
Pool not well maintained
Breakfast and happy hour lacking compared to others"
Scott
The price is HK$2,812
HK$3,164 total
includes taxes & fees
6 May - 7 May
Silver Palms Inn
Silver Palms InnOld Town Key West, 1.4 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (1,024 reviews)
"great place. perfect location!"
Janelle
The price is HK$1,544
HK$2,266 total
includes taxes & fees
27 Apr - 28 Apr
Heron House - Adult Only
Heron House - Adult OnlyDowntown Key West, 0.7 km from Waterfront Playhouse
9.2 out of 10, Wonderful, (1,140 reviews)
"Great location and great accommodation "
robert
The price is HK$2,226
HK$2,802 total
includes taxes & fees
29 Apr - 30 Apr
Duval House
Duval HouseDowntown Key West, 1.1 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (1,019 reviews)
"Very good breakfast and staff"
Gerald
The price is HK$2,342
HK$2,803 total
includes taxes & fees
17 May - 18 May
The Grand Guesthouse
The Grand GuesthouseOld Town Key West, 1.7 km from Waterfront Playhouse
9.6 out of 10, Exceptional, (1,000 reviews)
"The location is pretty good, it's about a mile and a little bit more to Mallory square, but there are many things to see along the way. It has a nice Key West vibe to it, especially having the breakfast outside in the morning. And coffee is available 24 hours which we like"
Glenn
The price is HK$2,288
HK$2,770 total
includes taxes & fees
19 Apr - 20 Apr
Ridley House - Key West Historic Inns
Ridley House - Key West Historic InnsHistoric Seaport, 0.4 km from Waterfront Playhouse
9.2 out of 10, Wonderful, (901 reviews)
"Lovely spot, great location."
Carolyn
The price is HK$2,419
HK$3,118 total
includes taxes & fees
13 May - 14 May
Paradise Inn Key West - Adults Only
Paradise Inn Key West - Adults OnlyDowntown Key West, 1.1 km from Waterfront Playhouse
9.2 out of 10, Wonderful, (1,014 reviews)
"Wonderful property. Great location. Feels quiet and secluded. We loved the breakfast and the happy hour."
Cindy
The price is HK$1,661
HK$2,221 total
includes taxes & fees
28 Apr - 29 Apr
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.
Compare popular hotels close to Waterfront Playhouse
Property | Property class | Guest rating | Breakfast included | Pool | Spa | Pet-friendly | WiFi included | |
|---|---|---|---|---|---|---|---|---|
 Almond Tree Inn Hotel - Adults Only | 10.0 Exceptional 1,010 reviews | View | ||||||
 Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly | 9.8 Exceptional 142 reviews | View | ||||||
 Orchid Key Inn - Adults Only | 9.8 Exceptional 1,004 reviews | View | ||||||
 Island City House Hotel | 9.6 Exceptional 1,002 reviews | View | ||||||
 The Conch House Heritage Inn | 9.8 Exceptional 163 reviews | View |
Top Waterfront Playhouse Hotel Reviews
Southernmost Beach Resort and Guesthouses
10/10 Excellent
