Find and compare 2 Star hotels in Sugarloaf Key
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Top Sugarloaf Key 2 Star hotels
Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$221 nightly
The price is $248 total per night from May 13 to May 14
$248 total
May 13 - May 14
Total with taxes and fees
This Art Deco hotel features a private beach, a marina, and a restaurant. Enjoy a day at the beach kayaking, or relax with sun loungers. Enjoy the outdoor pool ...
8/10 Very Good! (2,262 reviews)
Place was an absolute joke for the price. It was FILTHY both inside and out. Will not be returning.
Reviewed on May 10, 2026
Southwinds Motel
1321 Simonton Street Key West FL
$194 nightly
The price is $218 total per night from Jun 2 to Jun 3
$218 total
Jun 2 - Jun 3
Total with taxes and fees
This hotel features 2 outdoor pools and a bar/lounge. Enjoy the free continental breakfast each morning. Self parking, a picnic area, and luggage storage are ...
8.6/10 Excellent! (1,337 reviews)
Loved the liquor store/bar on property that had live music during our stay. Across the street from a small market and walking distance to beach with chairs and umbrellas. The room was incredibly small but in fairness it worked for us. We showered and slept in the room so didn’t need much. The air ...
Reviewed on May 10, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$199 nightly
The price is $224 total per night from Jun 8 to Jun 9
$224 total
Jun 8 - Jun 9
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Enjoy the 24-hour ...
9/10 Wonderful! (1,361 reviews)
Large room. Comfortable bed. Very clean. Nice pool with plenty of lounge furniture. Everyone was very friendly.
Reviewed on May 11, 2026
Pegasus International Hotel
501 Southard Street Key West FL
$220 nightly
The price is $248 total per night from May 12 to May 13
$248 total
May 12 - May 13
Total with taxes and fees
This hotel features an outdoor pool and a rooftop terrace. Enjoy the hot tub and free perks like continental breakfast and free self parking. Free WiFi in public ...
8.2/10 Very Good! (1,010 reviews)
Close to everything
Reviewed on May 10, 2026
Parmer's Resort
565 Barry Avenue Summerland Key FL
Fully refundableReserve now, pay when you stay
$181 nightly
The price is $204 total per night from May 28 to May 29
$204 total
May 28 - May 29
Total with taxes and fees
The private beach and marina are among the highlights at this motel. Spend a day at the beach kayaking, or relax with sun loungers and beach umbrellas. Enjoy ...
9/10 Wonderful! (1,009 reviews)
Wonderful waterfront property with private beach, multiple piers, paddle boards, kayaks, laundry and a great continental breakfast; plus cookies, lemonade and coffee in the afternoon! Great loation at the top of the lower Keys. We'll be back, all the way from Seattle.
Reviewed on May 7, 2026
Weatherstation Inn
57 Front St Key West FL
Fully refundableReserve now, pay when you stay
$219 nightly
The price is $246 total per night from May 12 to May 13
$246 total
May 12 - May 13
Total with taxes and fees
An outdoor pool, free self parking, and concierge services are featured at this bed & breakfast. Guests will appreciate free perks like continental breakfast ...
9.4/10 Exceptional! (1,005 reviews)
We had the best room in the entire place, the only one with a private balcony which was so nice. It was fun to watch the bikers/walkers heading to party on Duval Street. Room was very large and in such great condition for the age of the building and the historical charm. We were on the same street ...
Reviewed on May 9, 2026
Sugar Loaf Lodge
17001 Overseas Hwy Summerland Key FL
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $190 total per night from May 12 to May 13
$190 total
May 12 - May 13
Total with taxes and fees
This hotel features a marina, 2 outdoor tennis courts, and a restaurant. Enjoy the outdoor pool and perks like free self parking and free WiFi. A bar/lounge ...
Old Wooden Bridge Resort and Marina
1791 Bogie Drive Big Pine Key FL
$254 nightly
The price is $286 total per night from May 21 to May 22
$286 total
May 21 - May 22
Total with taxes and fees
A marina and an outdoor pool are featured at this cottage. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a picnic ...
8.6/10 Excellent! (336 reviews)
No soap, no nothing. Marina and Aqualodge smelled soooo bad like sewage. We could not stay in there. Moved to a house. Beds were really lumpy. Pool was closed the entire time we were there. Deer are adorable.
Reviewed on May 7, 2026
Simonton Court Historic Inn & Cottages
320 Simonton St Key West FL
$244 nightly
The price is $275 total per night from May 14 to May 15
$275 total
May 14 - May 15
Total with taxes and fees
This hotel features free WiFi in public areas, laundry facilities, and self parking. Enjoy the 4 outdoor pools and free continental breakfast each morning. A ...
9.8/10 Exceptional! (948 reviews)
Defiantly would stay again and so close to everything
Reviewed on May 9, 2026
The Grand Guesthouse
1116 Grinnell Street Key West FL
$241 nightly
The price is $271 total per night from May 13 to May 14
$271 total
May 13 - May 14
Total with taxes and fees
This guesthouse features free WiFi in public areas, concierge services, and free self parking. Enjoy the free continental breakfast each morning. A terrace, ...
9.6/10 Exceptional! (1,003 reviews)
The staff was very helpful and great to work with.
Reviewed on May 1, 2026
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.
2 Star Hotels Sugarloaf Key
Looking to break out of your routine for some much needed rest and relaxation? Or maybe you’ve already decided it’s time for a trip and are trying to find affordable hotels in Sugarloaf Key that won’t bust your travel budget?
Sugarloaf Key 2 star hotels will give you everything you need to enjoy the city like a local, saving a ton of money so you can hit all the hot spots in town.
Have a delicious breakfast at your hotel to fuel up for your day of sightseeing, then enjoy amenities like fresh towels and linens, as well as a nice hot shower to unwind after a busy day of experiencing everything the city has to offer.
As you explore a new locale, or one you love to visit over and over, you can rest easy knowing you’re staying in a great hotel that lets you discover Sugarloaf Key and welcomes you back to a clean, comfortable room at night.
Browse Travelocity’s wide selection of 2 star hotels in Sugarloaf Key and find one that’s perfectly priced and places you next to all the best activities and sights. The town is your oyster, and we can help you seek out its secrets while sticking to your budget.
Recent Sugarloaf Key hotel reviews by fellow wanderers
Havana Cabana at Key West
4 out of 5
Posted 5 hours ago
Travelocity Verified Review
"Extremely clean. Only 2 floors so it’s not a big hotel but the room was spacious for my husband and I. Pool area was nice also."
A verified traveler stayed at Havana Cabana at Key West
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