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

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Check availability on Stock Island Historic Hotels

Tonight
1 Sept - 2 Sept
Tomorrow
2 Sept - 3 Sept
This weekend
4 Sept - 6 Sept
Next weekend
11 Sept - 13 Sept

Our top choices for Stock Island historic hotels

1. Pegasus International Hotel

Pegasus International Hotel
Old Town Key West
United States
Vincent
£143
includes taxes & fees
25 Sept - 26 Sept
Pegasus International Hotel

2. HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Community Pool!

HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Community Pool!
Old Town Key West
United States
JUANITA R.
£208
includes taxes & fees
16 Sept - 17 Sept
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Community Pool!

3. Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn
Key West Historic District
United States
Melissa
£137
includes taxes & fees
2 Sept - 3 Sept
Amsterdam's Curry Mansion Inn

4. Sept Special@119.lodging + With 5 night stay 5th night FREE lodging!

Sept Special@119.lodging + With 5 night stay 5th night FREE lodging!
Old Town Key West
United States
Jeanine
Sept Special@119.lodging + With 5 night stay 5th night FREE lodging!

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.
£253
includes taxes & fees
8 Sept - 9 Sept
Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!

6. 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
Brandon I.
£198
includes taxes & fees
6 Sept - 7 Sept
CLARO ~ Adults Only, Pool View King Room in Azul Mansion!

7. 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
£198
includes taxes & fees
7 Sept - 8 Sept
COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!

8. 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.
£193
includes taxes & fees
2 Sept - 3 Sept
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!

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

CORONA ~ Adults Only, King Room with Community Pool at Azul Mansion!
Old Town Key West
United States
Anthony
£193
includes taxes & fees
3 Sept - 4 Sept
CORONA ~ Adults Only, King Room with Community Pool at Azul Mansion!

10. FONTANA ~ Adults Only, Poolside King Room at Azul Mansion!

FONTANA ~ Adults Only, Poolside King Room at Azul Mansion!
Old Town Key West
United States
Jessica S.
£198
includes taxes & fees
9 Sept - 10 Sept
FONTANA ~ Adults Only, Poolside King Room at Azul Mansion!
View all properties

Top Stock Island Hotel Reviews

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"Staff was very helpful and the location is great plus the free shuttle service is great 👍 and there are very helpful"
Doris 3-night trip
Posted 4 hours ago
Blue Flamingo Resort Key West
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

8/10 Good
"We had a good stay at the Hilton Garden Inn Key West. The hotel is clean, comfortable, and practical. It’s not a luxury-style property, and the rooms have more of the straightforward, convenient feel you might find at a good value-oriented hotel in Orlando, including the large individual AC unit in the room. Nothing wrong with that—it just helps set expectations about the style of the property. One very convenient feature for us was the EV charging. There are several chargers available on a first-come, first-served basis. They are relatively slow chargers, but I left my Tesla charging for about six hours and had a full battery, so they work very well for overnight charging. We didn’t use the pool, but the pool area looked nice, comfortable, and inviting. The hotel is a little away from Duval Street and downtown, but that also means you come back to a quieter area after spending the day or evening in the busier part of Key West. Overall, a comfortable and convenient stay, especially if you have a car or EV and don’t need to be directly in the middle of downtown."
Marcelo 2-night trip
Posted 5 hours ago
Hilton Garden Inn Key West / The Keys Collection
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent
"This was my first time at an Hyatt and it was great.. loved the stay all around. No complaints about anything. Looking forward to next time."
Amy 5-night trip
Posted 6 hours ago
Hyatt Vacation Club at Windward Pointe, Key West
Hampton Inn Key West FL

Hampton Inn Key West FL

10/10 Excellent
"Nice clean"
Jagjit 2-night trip
Posted 12 hours ago
Hampton Inn Key West FL
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

8/10 Good
"My husband and I joined the hotel. I would definitely recommend this place. I felt like I was in a mini resort."
Quantona 3-night trip
Posted 16 hours ago
DoubleTree Resort by Hilton Grand Key - Key West
Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"Best Hotel in the Key West. Room was very clean, best staff services. Beautiful beach view and breakfast was delicious. My husband and I love this place. 💯 recommend."
Vivian 1-night trip
Posted 1 day ago
Pier House Resort & Spa
Hilton Key West Resort & Marina

Hilton Key West Resort & Marina

10/10 Excellent
"Excellent hotel; the room was extra clean."
Christian 4-night trip
Posted 1 day ago
Hilton Key West Resort & Marina
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

10/10 Excellent
"Had an issue with the door on the last day, but they rectified the problem. Stay was quite pleasant. Enjoyed immensely will be back in January."
Clay 4-night trip
Posted 2 days ago
The Reach Key West, Curio Collection by Hilton

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