Sugarloaf Shores Travel Guide

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 Rp2.471.350 per night from 12 Jul to 13 Jul
Rp2.471.350
Rp4.498.115 total
12 Jul - 13 Jul
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! (2,320 reviews)
"It was a peaceful location that was still in walking distance to a Starbucks & McDonald's. It offered a free shuttle, & we selected a room with an ocean view where we were able to capture breathtaking photos. The room was spacious. The beds were extremely uncomfortable & noisy."

Reviewed on 3 Jul 2026

Beachside Resort & Residences
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
The price is Rp2.247.171 per night from 7 Jul to 8 Jul
Rp2.247.171
Rp3.538.487 total
7 Jul - 8 Jul
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 ...
8.4/10 Very good! (2,480 reviews)
"The place was awesome! Fantastic for families! Breakfast was delicious! Integrated Starbucks a plus! Will return! But avoid street facing rooms (waterview); the street is busy all night and many vehicles are Loud as F!! On plus side, the sunsets are amazing!! And hotel provides ear plugs. Haha! Clearly ..."

Reviewed on 3 Jul 2026

Blue Flamingo Resort Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
The price is Rp3.658.524 per night from 21 Jul to 22 Jul
Rp3.658.524
Rp5.429.473 total
21 Jul - 22 Jul
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. ...
8.8/10 Excellent! (3,411 reviews)
"This is our second year back at the southernmost. The first year, the room was a lot bigger, and looked a little more updated. However, this time we were on the side by the lobby, which are older rooms it appears. The room was pretty small, but was enough for just us 2. However, ANTS! During our ..."

Reviewed on 4 Jul 2026

Southernmost Beach Resort and Guesthouses
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

3.5 out of 5
3850 N Roosevelt Blvd Key West FL
The price is Rp2.322.796 per night from 12 Jul to 13 Jul
Rp2.322.796
Rp3.118.556 total
12 Jul - 13 Jul
includes taxes & fees
Stay at this business-friendly hotel in Key West. Enjoy 2 restaurants, breakfast (surcharge) and a free local area shuttle. Our guests praise the pool and the ...
8/10 Very good! (1,261 reviews)
"Wasn’t a horrible place to stay very quiet but if booked through Expedia they don’t charge the resort fees"

Reviewed on 4 Jul 2026

Hilton Garden Inn Key West / The Keys Collection
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
1 Duval St Key West FL
The price is Rp5.036.062 per night from 14 Jul to 15 Jul
Rp5.036.062
Rp6.918.489 total
14 Jul - 15 Jul
includes taxes & fees
Stay at this beach resort in Key West. Enjoy a full-service spa, a private beach and 2 bars/lounges. Our guests praise the pool and the helpful staff in their ...
9/10 Wonderful! (1,210 reviews)
"Room pretty spacious and bathroom was modern & large with privacy. Water was plentiful. In room coffee is never very good."

Reviewed on 4 Jul 2026

Pier House Resort & Spa
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard Key West FL
The price is Rp3.718.341 per night from 30 Jul to 31 Jul
Rp3.718.341
Rp5.316.217 total
30 Jul - 31 Jul
includes taxes & fees
Stay at this beach hotel in Key West. Enjoy breakfast (surcharge), room service and a 24-hour fitness centre. Our guests praise the pool and the restaurant in ...
8.8/10 Excellent! (1,803 reviews)
"Very overrated and overpriced. The place is very dated and old. The master bedroom door wouldn’t lock. The restaurant shut down early. The margaritas sucked. The beach areas smelled like a septic system. It was covered in sea weed. There was no parking."

Reviewed on 4 Jul 2026

Margaritaville Beach House Key West
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.

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.

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.

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.



Sugarloaf Shores Travel Guide