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

Find Adventure Hotels in Sugarloaf Key, FL

  • 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 availability on Sugarloaf Key Adventure Hotels

Tonight
Sep 22 - Sep 23
Tomorrow
Sep 23 - Sep 24
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Our top choices for Sugarloaf Key adventure hotels

1. Parmer's Resort

Parmer's Resort
Summerland Key
United States
Mireya
NT$4,561
NT$6,167 total
includes taxes & fees
Oct 4 - Oct 5
Parmer's Resort

2. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
United States
Jade
NT$3,620
NT$6,011 total
includes taxes & fees
Sep 24 - Sep 25
The Perry Hotel & Marina Key West

3. Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
United States
TRICIA LYNN
NT$5,647
NT$8,343 total
includes taxes & fees
Oct 7 - Oct 8
Margaritaville Beach House Key West

4. Havana Cabana at Key West

Havana Cabana at Key West
New Town
United States
Silvia
NT$3,521
NT$5,964 total
includes taxes & fees
Sep 27 - Sep 28
Havana Cabana at Key West

5. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
United States
Esteban
NT$3,748
NT$6,001 total
includes taxes & fees
Sep 27 - Sep 28
Blue Flamingo Resort Key West

6. Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
Summerland Key
United States
Preetam
NT$16,432
NT$30,988 total
includes taxes & fees
Sep 24 - Sep 25
Atlantic View Luxury Villa with Pool

7. Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
United States
yendy
NT$7,081
NT$10,180 total
includes taxes & fees
Sep 28 - Sep 29
Hyatt Centric Key West Resort and Spa

8. Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages
Key West Historic District
United States
Robin
NT$6,001
NT$6,751 total
includes taxes & fees
Sep 29 - Sep 30
Simonton Court Historic Inn & Cottages

9. Sunnyside Up by Brightwild Pool Parking

Sunnyside Up by Brightwild Pool Parking
Old Town Key West
NT$14,762
NT$27,135 total
includes taxes & fees
Sep 27 - Sep 28
Sunnyside Up by Brightwild Pool Parking

10. Poolside Paradise by Brightwild Heated Pool

Poolside Paradise by Brightwild Heated Pool
Old Town Key West
NT$17,814
NT$36,901 total
includes taxes & fees
Oct 1 - Oct 2
Poolside Paradise by Brightwild Heated Pool
View all properties

Top Sugarloaf Key Hotel Reviews

Beachside Resort & Residences

Beachside Resort & Residences

8/10 Good
"Nice, spacious rooms. Nice Pool and fantastic bar tender! Maintenance speedy if needed. Nice to have the shuttle to/from downtown. Enjoyed our stay very much."
Karen 4-night trip
Posted less than an hour ago
Beachside Resort & Residences
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent
"Beautiful ambiance."
charles 2-night trip
Posted 1 hour ago
Casa Marina Key West, Curio Collection by Hilton
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"Friendly and helpful staff. Love the 2 pools. It's great that they have a complimentary shuttle to take you downtown."
Melissa 1-night trip
Posted 1 hour ago
Blue Flamingo Resort Key West
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"Tyrone was extremely helpful with any need that came up. Even when it was not his responsibility, he made sure we were taken care of"
Benjamin Neil 3-night trip
Posted 3 hours ago
DoubleTree Resort by Hilton Grand Key - Key West
Hampton Inn Key West FL

Hampton Inn Key West FL

10/10 Excellent
"Me encantó la verdad muy limpio trankilo y para ir en familia y con niños lo recomiendo mucho gracias"
Suany 2-night trip
Posted 1 day ago
Hampton Inn Key West FL
Ibis Bay Beach Resort

Ibis Bay Beach Resort

8/10 Good
"Great"
Sergio 2-night trip
Posted 1 day ago
Ibis Bay Beach Resort
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

10/10 Excellent
"This was our second time staying at The Perry and this time we brought friends. The location on the marina is really nice and there are restaurants nearby, like Roostica! We did notice from our 1st stay that the rooms are needing a little TLC regarding maintenance and repairs. Nothing serious, just an observation. BONUS they have an hourly shuttle to/from Key West! We will stay here again!"
Jamie 1-night trip
Posted 1 day ago
The Perry Hotel & Marina Key West

Frequently asked questions

Why book your hotel for couples in Sugarloaf Key with Expedia?
We believe that getting away with your sweetheart should be hassle-free, so if you're seeking a hotel for couples in Sugarloaf Key at a competitive price, Expedia can help. Keep the budget under control and opt for a low-cost motel, or splurge and book a luxury hotel stay to spoil the one you love the most.
How can I find cheap hotels for couples in Sugarloaf Key?
Expedia can help you easily source cheap hotels for couples in Sugarloaf Key. Use our convenient filter tool to select star rating, amenities and budget to refine your search and book a great place to escape with your love in a couple of quick clicks.
What is there to do in Sugarloaf Key near my hotel for couples?
Once you've settled into your hotel, venture out and explore the fantastic things Sugarloaf Key has on offer. Florida Keys Beaches is a great attraction to add to your must-see list.

Explore a world of travel with Expedia