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

Search Hotels with Entertainment in Stock Island

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key
  • Be picky

    Search almost a million properties worldwide

Check availability on Stock Island Hotels with Entertainment

Tonight
6 Aug - 7 Aug
Tomorrow
7 Aug - 8 Aug
This weekend
7 Aug - 9 Aug
Next weekend
14 Aug - 16 Aug

Our top choices for Stock Island hotels with entertainment

1. Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
New Town
United States
Oscar
£105
includes taxes & fees
20 Aug - 21 Aug
Hilton Garden Inn Key West / The Keys Collection

2. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
United States
Robert
£139
includes taxes & fees
17 Aug - 18 Aug
Blue Flamingo Resort Key West

3. Southwinds Motel

Southwinds Motel
Old Town Key West
United States
John
£130
includes taxes & fees
23 Aug - 24 Aug
Southwinds Motel

4. The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only
Old Town Key West
United States
Robert
£135
includes taxes & fees
12 Aug - 13 Aug
The Southernmost Inn - Adults Only

5. Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
Old Town Key West
United States
Marion
£246
includes taxes & fees
10 Aug - 11 Aug
Opal Key Resort & Marina, Key West

6. Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages
Key West Historic District
United States
Robin
£158
includes taxes & fees
9 Aug - 10 Aug
Simonton Court Historic Inn & Cottages

7. Kona Kai Oasis

Kona Kai Oasis
Old Town Key West
United States
Leonid
£121
includes taxes & fees
25 Aug - 26 Aug
Kona Kai Oasis

8. Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
United States
JOSEPH
£262
includes taxes & fees
17 Aug - 18 Aug
Pier House Resort & Spa

9. Douglas House - Adults Only

Douglas House - Adults Only
Old Town Key West
United Kingdom
Dylan
£89
includes taxes & fees
11 Aug - 12 Aug
Douglas House - Adults Only

10. Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns
Old Town Key West
United States
Julia
£184
includes taxes & fees
20 Aug - 21 Aug
Winslow's Bungalows - Key West Historic Inns
View all properties

Top Stock Island Hotel Reviews

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"Loved this place. Friendly staff. Great views. Amenities were awesome! Highly recommend!"
Dean 5-night trip
Posted 2 hours ago
Southernmost Beach Resort and Guesthouses
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"Beautiful hotel, friendly staff. Clean. We had a haul of Mahi and the restraunt cooked some for us the very evening we caught it."
Tina 2-night trip
Posted 2 hours ago
DoubleTree Resort by Hilton Grand Key - Key West
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"Everything is absolutely satisfied by me However you can still improve more better I really enjoyed myself"
DAVID 1-night trip
Posted 3 hours ago
Blue Flamingo Resort Key West
Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"Room was great. Loved the place. Will be back."
Amy 4-night trip
Posted 3 hours ago
Pier House Resort & Spa
Hampton Inn Key West FL

Hampton Inn Key West FL

8/10 Good
"Loved the place! Room was overlooking the water across A1A. Everyone was very nice. Only issue was it sounded like weird activity in the unit above our room. Heavy things being drug across the floor mainly. The door closures need adjusted so all of them stop slamming shut. Adjusted way too strong. Doors banging often. Other than that, great place! Loved the pool and Cheekie Hut and food service. Breakfast was excellent! Really enjoyed our stay a lot!"
William 4-night trip
Posted 4 hours ago
Hampton Inn Key West FL
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

8/10 Good
"Sargassum smell was awful. Outdoor furniture was worn. Prices high for this level of hotel"
kim 2-night trip
Posted 4 hours ago
The Reach Key West, Curio Collection by Hilton
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent
"The property is absolutely STUNNING. Balconies with rocking chairs, table and telescope. Gas grills, lovely infinity pool and hot tub. Close to the airport, over 4 days I heard the planes like 5 or 6 times and that was it. Need to Uber or Cab down to Old Town. Maria was AWESOME, she showed us to our room. Room was extremely clean and beautiful, had everything we needed. It was not ready when we arrived but they secured all.of our luggage so we could go ahead and explore and use the amenities, then delivered the luggage to our room for us!! We had so much fun, delicious drinks at the bar, the Benihana out front is great too!! We will DEFINITELY come back to this property again and again. Also great for handicap access, one of our party is disabled and she had zero problems with the stay. Would give more"
Gabrielle Kay 3-night trip
Posted 5 hours ago
Hyatt Vacation Club at Windward Pointe, Key West
Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent
"Clean. Balcony was very good, Beach access."
Robert Dwain 3-night trip
Posted 6 hours ago
Beachside Resort & Residences
Ibis Bay Beach Resort

Ibis Bay Beach Resort

10/10 Excellent
"Clean room, A/C was great."
Maria 3-night trip
Posted 7 hours ago
Ibis Bay Beach Resort

Explore a world of travel with Expedia