Sugarloaf Shores

Summerland Key

A waterfront property with a pool, palm trees, and a building with a white roof.
A waterfront with a pier, calm water, and houses with palm trees in the background.
A cluster of palm trees with green fronds and some yellowing, under a partly cloudy sky.
A coastal property with a white and yellow house, surrounded by palm trees and a rocky shoreline.
A coastal view with houses and palm trees.

Things to do


Top hotels in Sugarloaf Shores

Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
The price is S$291 per night from 17 Aug to 18 Aug
S$291
17 Aug - 18 Aug
includes taxes & fees
Stay at this beach hotel in Key West. Enjoy free Wi-Fi, 2 restaurants and a private beach. Our guests praise the pool and the helpful staff in their reviews. ...
8.6/10 Excellent! (2,397 reviews)
"The property was very nice but in need a daily maintenance: Lawn cleaned and mowed to keep up resort type appearance that it should. Probably should hose off the stairs and benches of chicken droppings, also to look resort worthy. All said and done, the room was exceptionally nice (ice maker didn't ..."

Reviewed on 1 Aug, 2026

Beachside Resort & Residences
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
The price is S$335 per night from 27 Aug to 28 Aug
S$335
27 Aug - 28 Aug
includes taxes & fees
Stay at this beach hotel in Key West. Enjoy free Wi-Fi, 3 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. ...
Southernmost Beach Resort and Guesthouses
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
The price is S$253 per night from 10 Aug to 11 Aug
S$253
10 Aug - 11 Aug
includes taxes & fees
Stay at this family-friendly hotel in Key West. Enjoy free Wi-Fi, 2 outdoor pools and 2 restaurants. Our guests praise the pool and the helpful staff in their ...
Blue Flamingo Resort Key West
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

4 out of 5
601 Front St Key West FL
The price is S$377 per night from 1 Sept to 2 Sept
S$377
1 Sept - 2 Sept
includes taxes & fees
Stay at this beach resort in Key West. Enjoy free Wi-Fi, a full-service spa and a marina. Our guests praise the pool and the helpful staff in their reviews. ...
Hyatt Centric Key West Resort and Spa
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd Key West FL
Fully refundable
The price is S$283 per night from 9 Aug to 10 Aug
S$283
9 Aug - 10 Aug
includes taxes & fees
Stay at this beach hotel in Key West. Enjoy free breakfast, free Wi-Fi and a private beach. Our guests praise the breakfast and the pool in their reviews. Popular ...
Ibis Bay Beach Resort
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

4 out of 5
2801 N Roosevelt Blvd Key West FL
The price is S$293 per night from 30 Aug to 31 Aug
S$293
30 Aug - 31 Aug
includes taxes & fees
Stay at this beach hotel in Key West. Enjoy free Wi-Fi, 4 outdoor pools and breakfast (surcharge). Our guests praise the pool and the bar in their reviews. Popular ...
9/10 Wonderful! (1,435 reviews)
"We had a wonderful stay and then Delta canceled our flight home on Saturday till Monday and we got a wonderful room for two more nights!! Will definitely stay here again! We got there bikes all week and had a great time!! Love The Turners"

Reviewed on 2 Aug, 2026

Parrot Key Hotel & Villas
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Where to stay in Sugarloaf Shores

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

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.

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.

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.

Breezeswept Beach Estates

While there might not be top attractions in Breezeswept Beach Estates, you can explore the larger area and discover places like Coupon Bight Aquatic Preserve and Cook Island.



Sugarloaf Shores