A sunset over a coastal landscape with a small island surrounded by water.

Historic Hotels & Resorts in Stock Island from NZ$256

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Check availability on Stock Island Historic Hotels

Tonight
17 Aug - 18 Aug
Tomorrow
18 Aug - 19 Aug
This weekend
21 Aug - 23 Aug
Next weekend
28 Aug - 30 Aug

Our top choices for Stock Island historic hotels

1. Pegasus International Hotel

Pegasus International Hotel
Old Town Key West
United States
Vincent
NZ$256
includes taxes & fees
18 Aug - 19 Aug
Pegasus International Hotel

2. Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn
Key West Historic District
United States
Melissa
NZ$372
includes taxes & fees
25 Aug - 26 Aug
Amsterdam's Curry Mansion Inn

3. CLARO ~ Adults Only, Pool View King Room in Azul Mansion!

CLARO ~ Adults Only, Pool View King Room in Azul Mansion!
Old Town Key West
United States
Ashley S.
NZ$454
includes taxes & fees
18 Aug - 19 Aug
CLARO ~ Adults Only, Pool View King Room in Azul Mansion!

4. Aug.-Sept. Special@119.lodging Only 119. + extras. From.8-17 to 9-30

Aug.-Sept. Special@119.lodging Only 119. + extras. From.8-17 to 9-30
Old Town Key West
United States
Jeanine
NZ$502
includes taxes & fees
31 Aug - 1 Sept
Aug.-Sept. Special@119.lodging Only 119. + extras. From.8-17 to 9-30

5. Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!

Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!
Old Town Key West
United States
Emily F.
NZ$556
includes taxes & fees
31 Aug - 1 Sept
Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!

6. COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!

COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!
Old Town Key West
United States
Christina
NZ$452
includes taxes & fees
18 Aug - 19 Aug
COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!

7. FLOR DE CANA ~ Adults Only, Queen Room w/Pool View at Azul Mansion!

FLOR DE CANA ~ Adults Only, Queen Room w/Pool View at Azul Mansion!
Old Town Key West
United States
Diane D.
NZ$454
includes taxes & fees
18 Aug - 19 Aug
FLOR DE CANA ~ Adults Only, Queen Room w/Pool View at Azul Mansion!

8. FUENTE ~ Adults Only, 2nd Level Pool View King Room at Azul Mansion!

FUENTE ~ Adults Only, 2nd Level Pool View King Room at Azul Mansion!
Old Town Key West
United States
Emily K.
NZ$450
includes taxes & fees
9 Sept - 10 Sept
FUENTE ~ Adults Only, 2nd Level Pool View King Room at Azul Mansion!

9. CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!

CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!
Old Town Key West
United States
Warren K.
NZ$454
includes taxes & fees
18 Aug - 19 Aug
CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!

10. CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!

CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!
Old Town Key West
United States
Jeffrey M.
NZ$452
includes taxes & fees
18 Aug - 19 Aug
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!
View all properties

Top Stock Island Hotel Reviews

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

8/10 Good
"Maintenance was in need of improvement after two calls to repair a closet door that was falling off they fixed it by just removing the entire door. Keys didn’t work. To unlock door. Walked to desk they reprogrammed them. Walked back to room and still unable to get into the room. Had to wait for a maintenance person to arrive. Never left toilet paper Had to get it at the front desk."
Miriam 3-night trip
Posted less than an hour ago
DoubleTree Resort by Hilton Grand Key - Key West
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"Our stay was amazing! The property was very taken care of and loved all the amenities the hotel offered! Will definitely be booking again for our yearly trip!"
Tiali 3-night trip
Posted 2 hours ago
Blue Flamingo Resort Key West
Hilton Key West Resort & Marina

Hilton Key West Resort & Marina

10/10 Excellent
"The room was clean and smells clean. Staffs are very helpful and greeted me enthusiastically. It was a place that I was expecting to be in and relax after a long drive. The pool was nice, heated and relaxing. Highly recommended."
Dionesia 3-night trip
Posted 2 hours ago
Hilton Key West Resort & Marina
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

8/10 Good
"Beautiful property away from the busy Duvall Street, but close enough to enjoy the nightlife. Also, the staff was very helpful, friendly, and accommodating. I wish they had more restaurant options, but overall we loved it."
Claude M 4-night trip
Posted 5 hours ago
Casa Marina Key West, Curio Collection by Hilton
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

8/10 Good
"The property itself was very nice and well kept. The maintenance and cleaning staff were very creepy men and made me feel very uncomfortable during my stay. It’s something to think about if you are solo traveling. The area was nice, amenities were great, but I would not return here."
Jasmine 6-night trip
Posted 6 hours ago
Hyatt Vacation Club at Windward Pointe, Key West
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

8/10 Good
"Recomendado 100%, hotel agradable, bonito y en buena localidad. Las habitaciones limpias y el personal atento."
Vivian 2-night trip
Posted 21 hours ago
Parrot Key Hotel & Villas
Ibis Bay Beach Resort

Ibis Bay Beach Resort

10/10 Excellent
"Great property outside of old town. We really enjoyed the serene environment with the turtles and private beaches. Breakfast was great! We didn’t have a car so we rented bikes and did the 15 minute ride to Duval. Great place to experience the keys vibe. It’s not old town, but if you have a lot of activities planned, it’s a great home base to see the lower keys"
Conrad 3-night trip
Posted 23 hours ago
Ibis Bay Beach Resort
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

10/10 Excellent
"Room was clean and comfortable. Some wall fixtures were loose or missing and the exhaust fan in the bathroom didn't appear to have been cleaned in a while, but overall a great stay. Elevator broke on the first day and still wasn't fixed 3 days later, but hopefully that isn't a common occurrence."
Paul 3-night trip
Posted 1 day ago
The Reach Key West, Curio Collection by Hilton
La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

10/10 Excellent
"Location is directly in old town area of Key West. Convenient walk to Mallory Square. Sunset Pier, Sloppy Joe's, Hogs Breath Salon and various other local hot spots and shops."
Barry 3-night trip
Posted 4 days ago
La Concha Key West, Autograph Collection

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