Top 10 Hotels in Lower Sugarloaf Key (from $107) 2026 - Competitive Prices

A waterfront with a pier, calm water, and houses with palm trees in the background.

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Our top choices for Lower Sugarloaf Key hotels

Ocean View 3BR Condo with Rooftop Balcony | Balcony

Outdoor pool, pool umbrellas, sun loungers

Private beach, white sand, sun loungers, beach towels

1. Beachside Resort & Residences

Key West

Jerome

$185 nightly

$208 total

Sep 21 - Sep 22

Total with taxes and fees

Couples treatment rooms, facials, massages

3 outdoor pools, pool umbrellas, sun loungers

Beach nearby, sun loungers, beach umbrellas, beach towels

2. Southernmost Beach Resort and Guesthouses

Old Town Key West

Deaenna

$225 nightly

$253 total

Sep 28 - Sep 29

Total with taxes and fees

2 outdoor pools, open 7:00 AM to 10:00 PM, cabanas (surcharge)

3. Blue Flamingo Resort Key West

New Town

Esteban

$160 nightly

$180 total

Sep 21 - Sep 22

Total with taxes and fees

4. Hyatt Vacation Club at Windward Pointe, Key West

Key West

Tina

$196 nightly

$221 total

Oct 4 - Oct 5

Total with taxes and fees

Outdoor pool, open 8:00 AM to 8:00 PM, sun loungers

Private beach, snorkeling, kayaking, motor boating

5. Sugarloaf Key Hotel at KOA Resort

Summerland Key

Bruce

Suite, 1 King Bed with Sofa bed, Ocean View | Hypo-allergenic bedding available, down comforters, in-room safe

Suite, 1 King Bed with Sofa bed, Ocean View | Balcony view

6. Margaritaville Beach House Key West

Key West

TRICIA LYNN

$234 nightly

$263 total

Oct 4 - Oct 5

Total with taxes and fees

7. Havana Cabana at Key West

New Town

Silvia

$175 nightly

$197 total

Sep 21 - Sep 22

Total with taxes and fees

Oceanfront Walkout Suite - King | View from room

Couples treatment rooms, body treatments, hydrotherapy, aromatherapy

Private beach, sun loungers, beach umbrellas, beach towels

8. Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

Ronald

$267 nightly

$301 total

Sep 29 - Sep 30

Total with taxes and fees

9. Isla Bella Beach Resort & Spa

Marathon

Natali

$253 nightly

$285 total

Sep 21 - Sep 22

Total with taxes and fees

Outdoor pool, open 6:00 AM to 10:00 PM, cabanas (surcharge)

10. Hilton Garden Inn Key West / The Keys Collection

New Town

Marian

$130 nightly

$147 total

Oct 4 - Oct 5

Total with taxes and fees

4 outdoor pools, pool umbrellas, sun loungers

11. Parrot Key Hotel & Villas

Northside Resort

Anthony

$183 nightly

$206 total

Oct 12 - Oct 13

Total with taxes and fees

12. Hyatt Vacation Club at Beach House, Key West

Key West

Jose

$206 nightly

$231 total

Oct 4 - Oct 5

Total with taxes and fees

13. Sugar Loaf Lodge

Summerland Key

Kevin

$119 nightly

$134 total

Sep 21 - Sep 22

Total with taxes and fees

Private beach, white sand, sun loungers, beach umbrellas

14. Pier House Resort & Spa

Key West Historic District

Mark

$308 nightly

$346 total

Sep 28 - Sep 29

Total with taxes and fees

Outdoor pool, open 7:00 AM to 9:00 PM, cabanas (surcharge), sun loungers

15. DoubleTree Resort by Hilton Grand Key - Key West

Key West

Fabio

$133 nightly

$150 total

Sep 27 - Sep 28

Total with taxes and fees

16. The Reach Key West, Curio Collection by Hilton

Old Town Key West

Darlene

$238 nightly

$267 total

Sep 29 - Sep 30

Total with taxes and fees

Egyptian cotton sheets, premium bedding, down comforters, in-room safe

17. Hilton Key West Resort & Marina

Stock Island

Molly

$159 nightly

$179 total

Sep 28 - Sep 29

Total with taxes and fees

2 restaurants; breakfast, lunch, and dinner served

Suite (The Commodore Suite) | Premium bedding, pillowtop beds, in-room safe, desk

18. The Perry Hotel & Marina Key West

Stock Island

Jade

$168 nightly

$189 total

Sep 21 - Sep 22

Total with taxes and fees

19. Ibis Bay Beach Resort

Northside Resort

Stephanie

$130 nightly

$146 total

Sep 21 - Sep 22

Total with taxes and fees

Room, 1 King Bed, Accessible (Mobility & Hearing) | Premium bedding, pillowtop beds, in-room safe, desk

Ocean views, serves lunch and happy hour

Room, 2 Queen Beds, Bathtub, Ocean View | Living area | 42-inch LCD TV with cable channels, TV

20. Hampton Inn Key West FL

Key West

Rabia

$134 nightly

$151 total

Sep 21 - Sep 22

Total with taxes and fees

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Top Lower Sugarloaf Key Hotel Reviews

Ibis Bay Beach Resort

8/10 Good

"My room was clean and comfortable. Friendly check in staff."

Hampton Inn Key West FL

10/10 Excellent

"clean room!"

Beachside Resort & Residences

10/10 Excellent

"El hotel es muy lindo, el único problema que vimos fueron los elevadores pues el del edificio 2 está fuera de servicio y mi madre tuvo que caminar más y ella es impedida y el elevador del edificio 1 había que bajar a subirlo pues no funcionaba eventualmente desde el piso. Por lo demás todo magnífico."

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent

"Amazing spa, beautiful property, friendly staff and gorgeous beaches."

Southernmost Beach Resort and Guesthouses

8/10 Good

"We enjoyed our stay, the property is beginning to age a little. Major bummer the main pool was closed, made the pi apple bar pool very crowded."

Southwinds Motel

8/10 Good

"Place was ok, Bar on premise and they had music, my room had ants(I told em and came and sprayed), pool was clean, the roosters were cool, They want 22.50 a day to park, waived it I'm handicap"

Hilton Garden Inn Key West / The Keys Collection

8/10 Good

"The room was clean and exceptional. The staff was very friendly. The buffet was delicious 😋. Recommend it."

Blue Flamingo Resort Key West

8/10 Good

"The place was clean and staff were very friendly. The room was nicely appointed. The non-Tesla chargers were all broken which was disappointing but I was able to trickle charge. One elevator was also out but another one nearby was available and quick. Overall, very nice and I’d likely stay again but the lack of a charger when it was billed as being available was a disappointment."