The Best Hotels in Sugarloaf Shores, Summerland Key - 2026 Updated Prices

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

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Our top choices for Sugarloaf Shores hotels

1. Sugar Loaf Lodge

1.3 km from Sugarloaf Shores

Oyuntseren

Rp2.401.272 total

includes taxes & fees

19 Aug - 20 Aug

2. Fairfield by Marriott Inn & Suites Key West at The Keys Collection

21.2 km from Sugarloaf Shores

Fernando

Rp3.213.043 total

includes taxes & fees

25 Aug - 26 Aug

3. Parmer's Resort

17.5 km from Sugarloaf Shores

John

Rp2.801.981 total

includes taxes & fees

2 Aug - 3 Aug

Outdoor pool, pool umbrellas, pool loungers

4. Hampton Inn Key West FL

21.5 km from Sugarloaf Shores

Marines

Rp3.241.595 total

includes taxes & fees

18 Aug - 19 Aug

5. Looe Key Reef Resort

15.4 km from Sugarloaf Shores

Christopher

Rp3.148.870 total

includes taxes & fees

14 Aug - 15 Aug

Outdoor pool, open 6:00 AM to 10:00 PM, pool cabanas (surcharge)

6. Hilton Garden Inn Key West / The Keys Collection

21.2 km from Sugarloaf Shores

Oscar

Rp3.275.463 total

includes taxes & fees

23 Aug - 24 Aug

7. Hilton Key West Resort & Marina

19.2 km from Sugarloaf Shores

Alondra

Rp3.881.759 total

includes taxes & fees

2 Aug - 3 Aug

8. Ibis Bay Beach Resort

22.8 km from Sugarloaf Shores

Jamie

Rp2.871.115 total

includes taxes & fees

26 Jul - 27 Jul

2 outdoor pools, open 7:00 AM to 10:00 PM, pool cabanas (surcharge)

9. Blue Flamingo Resort Key West

21.3 km from Sugarloaf Shores

Robert

Rp3.449.367 total

includes taxes & fees

24 Aug - 25 Aug

10. The Perry Hotel & Marina Key West

20.1 km from Sugarloaf Shores

Dallis

Rp3.622.754 total

includes taxes & fees

26 Jul - 27 Jul

Outdoor pool, open 7:00 AM to 9:00 PM, pool cabanas (surcharge)

11. DoubleTree Resort by Hilton Grand Key - Key West

21.3 km from Sugarloaf Shores

Pamela

Rp3.338.423 total

includes taxes & fees

10 Aug - 11 Aug

Outdoor pool, open 7:00 AM to 10:00 PM, free pool cabanas, pool loungers

12. Fairfield Inn and Suites by Marriott Key West

23.7 km from Sugarloaf Shores

Kendall

Rp3.571.595 total

includes taxes & fees

18 Aug - 19 Aug

13. Hyatt Vacation Club at Windward Pointe, Key West

21.7 km from Sugarloaf Shores

Mukunda

Rp5.304.295 total

includes taxes & fees

24 Aug - 25 Aug

14. Courtyard by Marriott Key West Waterfront

22.9 km from Sugarloaf Shores

Everton

Rp3.503.506 total

includes taxes & fees

23 Aug - 24 Aug

Ocean View 3BR Condo with Rooftop Balcony | Balcony

15. Beachside Resort & Residences

21.1 km from Sugarloaf Shores

Rebecca

Rp4.080.295 total

includes taxes & fees

17 Aug - 18 Aug

16. The Southernmost Inn - Adults Only

26.1 km from Sugarloaf Shores

Robert

Rp3.275.723 total

includes taxes & fees

2 Aug - 3 Aug

Suite, 1 Bedroom, Ocean View (Spacious | King) | In-room safe, desk, blackout curtains, soundproofing

17. The Laureate Key West

21.8 km from Sugarloaf Shores

Robert

Rp3.718.521 total

includes taxes & fees

9 Aug - 10 Aug

18. Southwinds Motel

26.1 km from Sugarloaf Shores

Michele

Rp3.134.924 total

includes taxes & fees

24 Aug - 25 Aug

19. Pegasus International Hotel

26.4 km from Sugarloaf Shores

Vincent

Rp3.914.531 total

includes taxes & fees

2 Aug - 3 Aug

20. Paradise Inn Key West - Adults Only

26.2 km from Sugarloaf Shores

William

Rp3.929.298 total

includes taxes & fees

3 Aug - 4 Aug

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Where to stay in Sugarloaf Shores

Find the best Sugarloaf Shores areas for the activities you enjoy most.

A calm lake with several white birds, including herons and pelicans, on the water's edge.

Cutthroat Harbor Estates

While there might not be top attractions in Cutthroat Harbor Estates, you can explore the larger area and discover places like Venture Out Keys and Upper Sugarloaf Key.

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Bay Point

While Bay Point may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Lower Sugarloaf Sound and Florida Keys Beaches.

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Cudjoe Gardens

While Cudjoe Gardens may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Upper Sugarloaf Key and Florida Keys Beaches.

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An aerial view of a coastal area with a long bridge connecting two landmasses, clear turquoise waters, and a clear blue sky with scattered clouds.

Breezeswept Beach Estates

While there might not be top attractions in Breezeswept Beach Estates, you can explore the larger area and discover places like Cook Island and Big Pine Key Flea Market.

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Top Sugarloaf Shores Hotel Reviews

Beachside Resort & Residences

10/10 Excellent

"Very nice pool with pool service."

Hampton Inn Key West FL

8/10 Good

"Property is in a good location with the exception of a few airplanes taking off from nearby airport. View from our room was great of the water and sunrise. Don’t believe all rooms would have this view. A/C was very noisy and towels were on the smaller side and a few were stained. Staff was friendly and helpful. Did not use amenities or the breakfast. Would stay again but not my first choice."

Southernmost Beach Resort and Guesthouses

8/10 Good

"We enjoyed our stay however we were not made aware of the terrible stench from the sargassum seaweed next to our hotel. It was so terrible that it kept us from enjoying our balcony, pool and other outdoor activities. We should have been told. We were there 5 days and had to walk several blocks to get away from it!"

Blue Flamingo Resort Key West

10/10 Excellent

"We had a wonderful stay at Blue Flamingo. Our rooms were clean and well stocked with a Keurig and pods and clean towels. Shampoo, conditioner, hand soap, body soap, and lotion dispensers. The grounds were great! Three pools, three bars, and food trucks. The food choices were very limited after 4pm. The grounds had shuffle board, chess, ping pong tables, bocce ball courts, a gym and more. So much to do! We arrived to a small water leak in the room but someone was up to fix it within five minutes of our call. It’s about 3.5 miles from Duval Street. We rented bikes from the hotel and road all over the island, which were very affordable. Then at night we took the free bus into town and caught a ride back when we were done. Super convenient! Fury is also on sight to reserve all of the water excursions you could want! It was nice to get away from downtown for rest and relaxation. She made some great drink and dinner recommendations."

Frequently asked questions

What is Sugarloaf Shores like?

Travellers will be sure to find plenty to entertain them in Summerland Key's Sugarloaf Shores neighbourhood. Consider a visit to Lower Sugarloaf Sound as part of your Sugarloaf Shores travel plans.

How many hotels should I expect to find in the Sugarloaf Shores area?

If you're searching for places to stay in Summerland Key, Expedia has something to meet your needs with 30 Sugarloaf Shores hotels and other accommodation options to choose from.

If I need to cancel my hotel reservation in Sugarloaf Shores, will I receive a refund?

Yes, the majority of hotel bookings are fully refundable if you cancel before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a reservation that's non-refundable, you may still be able to cancel and receive a refund within a 24-hour period of booking. Enter dates in and click on "Search", then you can use the "fully refundable" filter to get top deals in Sugarloaf Shores.

What is there to do in this Summerland Key neighbourhood?

Lower Sugarloaf Sound is an attraction you might want to check out while you're in Sugarloaf Shores. While you're out sightseeing in Summerland Key, make sure that you visit other sights such as Florida Keys Beaches or Upper Sugarloaf Sound.

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Our top choices for Sugarloaf Shores hotels

1. Sugar Loaf Lodge

2. Fairfield by Marriott Inn & Suites Key West at The Keys Collection

3. Parmer's Resort

4. Hampton Inn Key West FL

5. Looe Key Reef Resort

6. Hilton Garden Inn Key West / The Keys Collection

7. Hilton Key West Resort & Marina

8. Ibis Bay Beach Resort

9. Blue Flamingo Resort Key West

10. The Perry Hotel & Marina Key West

11. DoubleTree Resort by Hilton Grand Key - Key West

12. Fairfield Inn and Suites by Marriott Key West

13. Hyatt Vacation Club at Windward Pointe, Key West

14. Courtyard by Marriott Key West Waterfront

15. Beachside Resort & Residences

16. The Southernmost Inn - Adults Only

17. The Laureate Key West

18. Southwinds Motel

19. Pegasus International Hotel

20. Paradise Inn Key West - Adults Only

Where to stay in Sugarloaf Shores

Cutthroat Harbor Estates

Bay Point

Cudjoe Gardens

Breezeswept Beach Estates

Top Sugarloaf Shores Hotel Reviews

Beachside Resort & Residences

Frequently asked questions

Explore a world of travel with Expedia