A sunny street lined with historic buildings, a 'ONE WAY' sign, and a flagpole with flags.

Find all hotels by Highgate Independent in Key West, FL from ¥28,516

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Check prices for these dates

Tonight
Sep 3 - Sep 4
Tomorrow
Sep 4 - Sep 5
This weekend
Sep 4 - Sep 6
Next weekend
Sep 11 - Sep 13

Our top choices for Key West Highgate Independent

1. Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
Old Town Key West
United States
Deaenna
¥23,066
¥37,560 total
includes taxes & fees
Sep 13 - Sep 14
Southernmost Beach Resort and Guesthouses

2. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
United States
REBECCA
¥17,410
¥28,516 total
includes taxes & fees
Sep 7 - Sep 8
Blue Flamingo Resort Key West

3. The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
Key West Historic District
United States
Joelle
¥28,861
¥42,472 total
includes taxes & fees
Sep 15 - Sep 16
The Marker Key West Harbor Resort

4. Duval Gardens at Southernmost Beach Resort – Adults Only

Duval Gardens at Southernmost Beach Resort – Adults Only
Old Town Key West
United States
JoAnn
Duval Gardens at Southernmost Beach Resort – Adults Only

5. The Guesthouses at Southernmost Beach Resort

The Guesthouses at Southernmost Beach Resort
Old Town Key West
United States
Kellie
The Guesthouses at Southernmost Beach Resort
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Top Key West Hotel Reviews

Southwinds Motel

Southwinds Motel

10/10 Excellent
"Southwinds Motel has to be the absolute best spot I’ve stayed at when it comes to conveniences on site along with an awesome location and proximity to sites and activities. Perfectly located around the Southernmost part of Key West, Southwinds gives you fully stocked bar WITH a built-in liquor store. Super convenient off rip. Bar has live music in the afternoon and evening, a pretty nice pool and deck area and, what I really found most convenient, access to rentals for any means of transportation you need for Key West from bicycles to scooters to full sized golf carts. Rentals are provided by Bone Island rentals who also deliver your mode of moving around to the property and picks it up from the property. A totally ‘Key West’ luxury in my mind. So you’re not staying in the fanciest of shindigs, but you rented a motel because you probably plan to be out and about in beautiful Key West and not cooped up, so you most definitely shouldn’t have grand expectations, but you definitely won’t be disappointed with the digs either. Another thing I really appreciated was after check-in, we were also gifted 2 vouchers for free specialty cocktails from their bar. It was small drinks and only their specialty drinks but still complimentary, so we say thank you and enjoy. They let us combine both tickets for one full sized rum runner my wife enjoyed. Overall 10/10 for comfort, convenience, location and it’s vibe. Will absolutely be going back and 100 percent recommend to all staying in KW"
Juan 4-night trip
Posted 3 hours ago
Southwinds Motel
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

10/10 Excellent
"Nice"
Kenneth 1-night trip
Posted 12 hours ago
Hilton Garden Inn Key West / The Keys Collection
Margaritaville Beach House Key West

Margaritaville Beach House Key West

10/10 Excellent
"Outdoor pool and beach access are nice. A little far from old town, but you can use shuttle every hour."
yuji 2-night trip
Posted 12 hours ago
Margaritaville Beach House Key West
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

10/10 Excellent
"The staff were outstanding, especially Anna at the front desk. They all were so warm and welcoming. The rooms were spacious and clean. The pool was clean and mostly quiet (which was nice and relaxing)."
sharon 3-night trip
Posted 16 hours ago
Hyatt Centric Key West Resort and Spa
Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"Great location. Nice amenities. Overall, a great place to stay."
Elizabeth 4-night trip
Posted 16 hours ago
Pier House Resort & Spa
Beachside Resort & Residences

Beachside Resort & Residences

8/10 Good
"Hot tub wasn’t working. It was just warm water. Gym was very hot. Beach wasn’t great. Elevator in my building wasn’t working g but you can use the one from the building next to it and walk over. So not that bad. Pool was great. Never crowded. Room was excellent. We had a suite with pool access. There was plenty of parking at the hotel and no charge to park We would still go back again."
Jose 8-night trip
Posted 2 days ago
Beachside Resort & Residences
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 3 days ago
DoubleTree Resort by Hilton Grand Key - Key West

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