Westwinds InnvsThe Reach Key West, Curio Collection by Hilton
Both hotels are praised by professional travelers. On balance, The Reach, A Waldorf Astoria Resort ranks significantly better than Westwinds Inn. The Reach, A Waldorf Astoria Resort has a TripExpert Score of 82 with approval from 7 sources including DK Eyewitness, Fodor's and Frommer's.
Westwinds Inn
914 Eaton Street, Key West, FL 33040
From $267/night
- Free Internet
- Free Breakfast
- Laundry Service
- Pool
- Multilingual
- Air Conditioning
Fodor's
"This cluster of historic gingerbread-trimmed houses has individually decorated rooms that make you feel right at home."
Frommer's
"A close second to staying in your own private 19th-century, tin-roofed clapboard house is this tranquil inn, just 4 blocks from Duval Street in the historic seaport district." Full review
DK Eyewitness
"A charming 19th-century clapboard house that exudes tranquility, Westwinds is shaded by lime trees."
The Reach Key West, Curio Collection by Hilton
1435 Simonton Street, Key West, FL 33040
From $369/night
- Pet Friendly
- Bar/Lounge
- Room Service
- Shuttle Bus
- Laundry Service
- Concierge
Frommer's
"Newly refurbished guest rooms are large, with modernized decor and custom furnishings that are vibrant and crisp." Full review
Travel + Leisure
"All 150 breezy rooms at the Reach Resort have coconut-shell headboards, bathrooms with abstract art, and private balconies." Full review
DK Eyewitness
"Near Duval Street, the Reach Resort sits on stilts and overlooks the water. Rooms are large, light, and furnished in wicker. Try to book one with ocean views."
Star Service
"The air-conditioned lobby is a cool retreat in the sweltering summer months. The decor is bold, theatrical and contemporary, and has much in common with current South Beach trends." Full review
Gayot
"Vacationers to Key West in search of serene and elegant accommodations will find just what the doctor ordered at The Reach... The crown jewel of the resort is its 450-foot, white-sand private beach."
Fodor's
"Embracing Key West's only natural beach, this full-service resort has its roots in the 1980s when locals rallied against the loss of the topless beach it displaced." Full review
Jetsetter
"Historic style with Waldorf Astoria polish on Key West's only stretch of natural beach." Full review
Condé Nast Traveler
"Rebranded as a Hilton in 2019." Full review
Travel + Leisure
"The perfect place to plop down near all the fun of Old Town, but with a sweet bit of beach, a romantic pier to stroll, and a beautiful restaurant and bar with a broad terrace for taking the breeze."
Florida Keys Travel Guide
March 2, 2021