A waterfront with a pier, calm water, and houses with palm trees in the background.

Sugarloaf Key, Summerland Key hotel rooms at the Hersha Hospitality

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Sep 26 - Sep 27
Tomorrow
Sep 27 - Sep 28
Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11

Our top choices for Sugarloaf Key Hersha Hospitality

1. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
United States
Anthony
₩178,737
₩278,776 total
includes taxes & fees
Oct 5 - Oct 6
Parrot Key Hotel & Villas
View all properties
Save an average of 15% on thousands of hotels when you're signed in

Top Sugarloaf Key Hotel Reviews

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

8/10 Good
"We loved the resort except the largest pool was closed for the first three days of our stay. That made the others two smaller pools very very crowded."
Maria 4-night trip
Posted 1 hour ago
Southernmost Beach Resort and Guesthouses
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

10/10 Excellent
"The Perry hotel and marina has excellent views staff comfort and convenience"
Richard 5-night trip
Posted 2 hours ago
The Perry Hotel & Marina Key West
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

10/10 Excellent
"Air conditioning was noisy. But other than that we loved our stay."
Andrew 6-night trip
Posted 4 hours ago
Hyatt Centric Key West Resort and Spa
Ibis Bay Beach Resort

Ibis Bay Beach Resort

8/10 Good
"If your looking for an a good resort for a value price this is your place. It is full of character!! The staff is friendly, even let us check in early. Beautiful location on the water with lots of outdoor space, just to lounge around. Loved all the hammocks. Do yourself a favor and pay a little extra for a water view room super cute porch that leads out to a secluded beach with hammocks and loungers."
Amy 2-night trip
Posted 18 hours ago
Ibis Bay Beach Resort
La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

8/10 Good
"Clean and convenient wish the ac was a little colder"
Barry 5-night trip
Posted 22 hours ago
La Concha Key West, Autograph Collection
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"Amazing time"
William 2-night trip
Posted 1 day ago
DoubleTree Resort by Hilton Grand Key - Key West
Sugarloaf Key RV Resort & Cottages

Sugarloaf Key RV Resort & Cottages

8/10 Good
"Nice for a chill weekend in the lower keys and for people with family accompanying them"
Janey 3-night trip
Posted 3 days ago
Sugarloaf Key RV Resort & Cottages

Explore a world of travel with Expedia