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 Rp2.643.371 per night from 9 Aug to 10 Aug
Rp2.643.371
Rp4.705.624 total
9 Aug - 10 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! (2,344 reviews)
"I was with a bunch of ppl. I did a movie joke from Chris Farley black sheep. I got kicked out of the bar. The joke was funny but the waitress didn’t like it. So I got 86’d"

Reviewed on 14 Jul 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 Rp3.406.303 per night from 11 Aug to 12 Aug
Rp3.406.303
Rp5.156.402 total
11 Aug - 12 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. ...
8.8/10 Excellent! (3,456 reviews)
"Everything was great with our stay except that we couldn’t go on the beach due to the seaweed issue"

Reviewed on 13 Jul 2026

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 Rp2.422.516 per night from 11 Aug to 12 Aug
Rp2.422.516
Rp3.741.485 total
11 Aug - 12 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 ...
8.4/10 Very good! (2,544 reviews)
"We will always book this hotel for our Key West vacation!"

Reviewed on 14 Jul 2026

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 Rp4.227.210 per night from 11 Aug to 12 Aug
Rp4.227.210
Rp6.015.644 total
11 Aug - 12 Aug
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. ...
9/10 Wonderful! (1,012 reviews)
"Nice location, everything just kind of average. Broken elevators were experienced during my stay. Pool is small. Nothing really to complain about, but nothing that would "WOW" you to justify the price. You can find just as nice places with similar locations for half the price."

Reviewed on 13 Jul 2026

Hyatt Centric Key West Resort and 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 Rp3.676.127 per night from 3 Aug to 4 Aug
Rp3.676.127
Rp5.277.121 total
3 Aug - 4 Aug
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! (1,826 reviews)
"The property is aged and not very well maintained. The bar staff was rude and gave the feeling that we were unwelcome and it was a burden to be ordering from them. The pool is really small for a Margaritaville facility, the restaurant is overpriced with a limited menu. Door dashing from any other ..."

Reviewed on 13 Jul 2026

Margaritaville Beach House Key West
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
1 Duval St Key West FL
The price is Rp5.250.433 per night from 9 Aug to 10 Aug
Rp5.250.433
Rp7.169.840 total
9 Aug - 10 Aug
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! (1,233 reviews)
"We stayed in the Junior Suite Spa Room, and it exceeded our expectations! The room was incredibly spacious, comfortable, and perfect for relaxing. The staff was wonderful—everyone was friendly, attentive, and made us feel welcome throughout our stay. One of our favorite features was the café and ..."

Reviewed on 14 Jul 2026

Pier House Resort & Spa
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 Big Pine Key Flea Market and Cook Island.



Sugarloaf Shores Travel Guide