Find and compare 3 Star hotels in Sugarloaf Shores
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Top Sugarloaf Shores 3 Star hotels

Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$222 nightly
The price is $250 total per night from Dec 15 to Dec 16
$250 total
Dec 15 - Dec 16
Total with taxes and fees
This smoke-free hotel features a private beach, a marina, and 2 restaurants. Enjoy a day at the beach kayaking, or relax with sun loungers. Unwind with a drink ...
8.6/10 Excellent! (1,736 reviews)
Staff very courteous! We arrived very early- hoping we could at least chk our bags before going to lunch ( 2 couples- booking two rooms). Our friends' room was already available .We were told ours would be ready soon. We had a lovely, long, leisurely lunch at Chicken Walk. Our room still wasnt ready ...
Reviewed on Dec 3, 2025

Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$143 nightly
The price is $161 total per night from Dec 14 to Dec 15
$161 total
Dec 14 - Dec 15
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an outdoor pool, and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public ...
7.8/10 Good! (1,143 reviews)
Dry friendly and good breakfast and excellent value for money
Reviewed on Dec 1, 2025

Fairfield Inn & Suites by Marriott Key West at the Keys Collection
3852 North Roosevelt Boulevard Key West FL
$155 nightly
The price is $174 total per night from Dec 17 to Dec 18
$174 total
Dec 17 - Dec 18
Total with taxes and fees
This hotel features a bar/lounge, a poolside bar, and an outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in ...
8.4/10 Very Good! (1,000 reviews)
Helpful staff, but not enough front desk staff. Housekeeping was very responsive. Head of security was excellent in helping find my wallet. Grounds were well kept and beautiful.
Reviewed on Dec 1, 2025

Fairfield Inn and Suites by Marriott Key West
2400 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$150 nightly
The price is $169 total per night from Dec 14 to Dec 15
$169 total
Dec 14 - Dec 15
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...
7.8/10 Good! (1,186 reviews)
Great
Reviewed on Dec 2, 2025

Hyatt Vacation Club at Beach House, Key West
5051 Overseas Highway Key West FL
$369 nightly
The price is $415 total per night from Dec 15 to Dec 16
$415 total
Dec 15 - Dec 16
Total with taxes and fees
This hotel features an outdoor pool and a hot tub. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi. A safe deposit ...
9.2/10 Wonderful! (1,001 reviews)
Yes
Reviewed on Dec 5, 2025

Hyatt Vacation Club at Windward Pointe, Key West
3675 South Roosevelt Boulevard Key West FL
$388 nightly
The price is $437 total per night from Dec 17 to Dec 18
$437 total
Dec 17 - Dec 18
Total with taxes and fees
This hotel features an outdoor pool, a hot tub, and a restaurant. Guests will appreciate free perks like free self parking and WiFi in public areas. A snack ...
9.4/10 Exceptional! (1,032 reviews)
One of the best resorts my family and I have been to in awhile. We stayed in the 2 bedroom condo which was absolutely beautiful and had every single thing we needed for our stay. The vibe at three pet
Reviewed on Dec 2, 2025

The Southernmost Inn - Adults Only
525 United Street Key West FL
Fully refundableReserve now, pay when you stay
$149 nightly
The price is $168 total per night from Dec 16 to Dec 17
$168 total
Dec 16 - Dec 17
Total with taxes and fees
This hotel's 2 outdoor pools and hot tub are among the featured amenities. Enjoy the free continental breakfast each morning. Self parking, a coffee shop, and ...
8.2/10 Very Good! (1,192 reviews)
The entire property is impressively clean from the room and dining area to the swimming pool. The bathroom is small, but has new and spotless fixtures. The surrounding area is calm and quiet, and the hotel’s close proximity to the beach makes the stay even better.
Reviewed on Dec 3, 2025

Paradise Inn Key West - Adults Only
819 Simonton Street Key West FL
Fully refundableReserve now, pay when you stay
$219 nightly
The price is $246 total per night from Dec 15 to Dec 16
$246 total
Dec 15 - Dec 16
Total with taxes and fees
This hotel features an outdoor pool and a hot tub. Enjoy the free continental breakfast each morning. Self parking, a terrace, and a garden are also ...
9/10 Wonderful! (1,000 reviews)
The room was a good size and average quality for the price range. One street up from Duval street made it easy to walk just about anywhere within 20 minutes. The pool area was kept clean. Limited breakfast was included.
Reviewed on Dec 2, 2025

Amsterdam's Curry Mansion Inn
511 Caroline St Key West FL
$318 nightly
The price is $358 total per night from Dec 17 to Dec 18
$358 total
Dec 17 - Dec 18
Total with taxes and fees
An area shuttle is featured at this guesthouse, along with an outdoor pool and a terrace. WiFi in public areas is free. A business center, a garden, and a snack ...
8.4/10 Very Good! (1,000 reviews)
The pool loungers were awesome and it was great having towels for the pool and rooom self service. You are right downtown in the middle of everything so yes there's going to be noise but we had no problem sleeping and felt very safe in the area! We will definitely be back!
Reviewed on Dec 5, 2025

The Laureate Key West
3444 N Roosevelt Boulevard Key West FL
$204 nightly
The price is $230 total per night from Dec 7 to Dec 8
$230 total
Dec 7 - Dec 8
Total with taxes and fees
This hotel features an outdoor pool and an indoor pool. If you want to take your pet along, this pet-friendly property offers everything you'll need for your ...
9/10 Wonderful! (1,017 reviews)
Family friendly, very clean and pleasant stay. Too much air conditioning noise on my room but rest are all good.
Reviewed on Nov 29, 2025
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View all propertiesLowest 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.
Recent Sugarloaf Shores hotel reviews by fellow wanderers

Southernmost Beach Resort and Guesthouses
5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Resort was fantastic and grounds were kept beautiful and clean. Staff was friendly and helpful. We ate at onsite restaurant and food was delicious. "
A verified traveler stayed at Southernmost Beach Resort and Guesthouses
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