Sugarloaf Shores Travel Guide

Tourist Guide

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.

Activities


Our pick of the best Sugarloaf Shores Hotel Deals

Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
The price is NZ$441 per night from 7 July to 8 July
NZ$441
7 July - 8 July
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! (2,317 reviews)
"We booked a two bedroom suite. It was not as advertised. There was a primary entry and then a secondary entry to two separate rooms. One room was small and was only a bedroom. The second room was an actual suite with a master bedroom. With three small kids this was less than ideal. I spoke to staff ..."

Reviewed on 30 June 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 NZ$365 per night from 9 July to 10 July
NZ$365
9 July - 10 July
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! (2,464 reviews)
"Did not like the rooms. They were like a motel set up"

Reviewed on 1 July 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 NZ$489 per night from 14 July to 15 July
NZ$489
14 July - 15 July
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! (3,415 reviews)
"A variety of things to do"

Reviewed on 30 June 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 NZ$287 per night from 7 July to 8 July
NZ$287
7 July - 8 July
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! (1,255 reviews)
"Staff was very friendly, location was excellent, and room was generous in size! Very happy with our stay here!"

Reviewed on 30 June 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 NZ$682 per night from 8 July to 9 July
NZ$682
8 July - 9 July
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! (1,200 reviews)
"We had a great time, the staff were so friendly and helpful. The one downside was the price for our suite was a little ridiculous for what the room really was. Our suite was very small with no view. Most hotels we stay at have bigger / nicer rooms for the price."

Reviewed on 30 June 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 NZ$525 per night from 6 July to 7 July
NZ$525
6 July - 7 July
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! (1,818 reviews)
"The hotel is located near a beach, which is why we chose it. Unfortunately the beach was not usable. It was covered in seaweed, and there was a terrible smell of rotting seaweed all over the area including the hotel. The property itself is family and pet friendly. Lots of game areas for kids. They ..."

Reviewed on 30 June 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.

Our guide on where to stay in Sugarloaf Shores

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

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

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