Find and compare 2 Star hotels in Sugarloaf Key

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Top Sugarloaf Key 2 Star hotels

Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street Key West FL
$175 nightly
The price is $196 total per night from Jul 6 to Jul 7
$196 total
Jul 6 - Jul 7
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! (1,349 reviews)
"There were ants in the room. Just a few to start but then we had a late night pizza and next morning pizza was invaded and all over the place. The staff was friendly and helpful. Pool was nice but there were leaves from trees in section that could have been taken care of better. A/C was working ..."

Reviewed on Jun 29, 2026

Opens in a new windowSouthwinds Motel
Hampton Inn Key West FL

Hampton Inn Key West FL

2.5 out of 5
3755 S Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$206 nightly
The price is $232 total per night from Jul 12 to Jul 13
$232 total
Jul 12 - Jul 13
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! (1,406 reviews)
"Great ocean view and convenient shuttle service to downtown. Pool is nice and parking is convenient. Get to the breakfast early to avoid the rush."

Reviewed on Jun 30, 2026

Opens in a new windowHampton Inn Key West FL
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $137 total per night from Jul 6 to Jul 7
$137 total
Jul 6 - Jul 7
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 ...
8.2/10 Very Good! (2,292 reviews)
"Unfortunately, our stay did not meet expectations. The bathroom was in poor condition. The sink was clogged, and the shower was very outdated. There were rusty screws sticking up from the shower floor, which felt unsafe and should be repaired. Overall, the room was much more expensive than what the ..."

Reviewed on Jun 30, 2026

Opens in a new windowIbis Bay Beach Resort
Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages

2.5 out of 5
320 Simonton St Key West FL
$229 nightly
The price is $258 total per night from Jul 5 to Jul 6
$258 total
Jul 5 - Jul 6
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! (994 reviews)
"We loved the atmosphere, the multiple pools, the room and the proximity to Duval and Mallory Square. Would stay again in a heartbeat."

Reviewed on Jun 30, 2026

Opens in a new windowSimonton Court Historic Inn & Cottages
Parmer's Resort

Parmer's Resort

2.5 out of 5
565 Barry Avenue Summerland Key FL
Fully refundableReserve now, pay when you stay
$188 nightly
The price is $212 total per night from Jul 6 to Jul 7
$212 total
Jul 6 - Jul 7
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! (1,004 reviews)
"Very nice staff"

Reviewed on Jun 26, 2026

Opens in a new windowParmer's Resort
Pegasus International Hotel

Pegasus International Hotel

2.5 out of 5
501 Southard Street Key West FL
$180 nightly
The price is $203 total per night from Jul 5 to Jul 6
$203 total
Jul 5 - Jul 6
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! (1,002 reviews)
"Liked the art deco style. Located halfway down Duval St on the corner. Pool on 2nd floor was very nice. No charge for parking but the lot is a couple blocks away. No problem because we walked everywhere. Walgreens, in old theatre, right around corner."

Reviewed on Jun 28, 2026

Opens in a new windowPegasus International Hotel
Weatherstation Inn

Weatherstation Inn

2.5 out of 5
57 Front St Key West FL
Fully refundableReserve now, pay when you stay
$179 nightly
The price is $201 total per night from Jul 5 to Jul 6
$201 total
Jul 5 - Jul 6
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! (1,000 reviews)
"The hotel was perfect. Location was great. Staff was great. Would definitely stay again"

Reviewed on Jun 28, 2026

Opens in a new windowWeatherstation Inn
Coconut Beach Resort

Coconut Beach Resort

2.5 out of 5
1500 Alberta St Key West FL
$240 nightly
The price is $269 total per night from Jul 9 to Jul 10
$269 total
Jul 9 - Jul 10
Total with taxes and fees
A private beach and an outdoor pool are featured at this smoke-free resort. Enjoy the hot tub and perks like free self parking and free WiFi. A computer station, ...
8.8/10 Excellent! (203 reviews)
"Me gustó mucho ,muy lindo, buena ubicación, lastima la playa llena de salgaso ,pero era en todas las playas de cayo hueso ,muy limpio,me encantó."

Reviewed on Jun 30, 2026

Opens in a new windowCoconut Beach Resort
Sugar Loaf Lodge

Sugar Loaf Lodge

2.5 out of 5
17001 Overseas Hwy Summerland Key FL
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $190 total per night from Jul 2 to Jul 3
$190 total
Jul 2 - Jul 3
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 ...
8.2/10 Very Good! (1,001 reviews)
"Very spacious room, there's no breakfast but coffe or tea offer in the near tiki bar There also a restaurant"

Reviewed on Jun 23, 2026

Opens in a new windowSugar Loaf Lodge
Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina

2.5 out of 5
1791 Bogie Drive Big Pine Key FL
$244 nightly
The price is $275 total per night from Jul 6 to Jul 7
$275 total
Jul 6 - Jul 7
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! (349 reviews)
"A Down-to-Realism Vacation Stay: Highly Recommended! ​My stay here was absolutely Excellent and I enjoyed every SINGLE DAY of it. Old Wooden Bridge Cottages & Marina (listed as a Resort on some websites) is the perfect spot if y'all are looking for a decently priced stay. To be realistic, it is not ..."

Reviewed on Jun 25, 2026

Opens in a new windowOld Wooden Bridge Resort and Marina
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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.

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