H2O Suites- Adults Only
Superb (415 reviews)
Key West
from 299 $ avg/night
View › Welcome to Key West
Immerse yourself in the vibrant culture, stunning sunsets, and beautiful beaches of Key West. Enjoy the laid-back atmosphere filled with water sports, delicious seafood, and charming historic sites. Discover the magic of this tropical paradise-plan your visit to Key West today!
Luxury boutique hotels near Duval Street with rooftop bars
This selection is ideal for discerning travelers who want upscale, character-rich accommodations within easy reach of Key West's most iconic street. These hotels combine boutique design sensibilities, elevated amenities, and prime Old Town positioning to deliver an immersive, stylish Key West experience.
Pier House Resort & Spa
Very Good (515 reviews)
Key West
from 280 $ avg/night
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Ocean Key Resort & Spa, A Noble House Resort
Very Good (94 reviews)
Key West
from 369 $ avg/night
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The Saint Hotel Key West, Autograph Collection, Adult Only
Very Good (39 reviews)
Key West
from 237 $ avg/night
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The Gardens Hotel
Superb (98 reviews)
Key West
from 309 $ avg/night
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Eden House
Fabulous (552 reviews)
Key West
from 235 $ avg/night
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Orchid Key Inn - Adults Only
Superb (283 reviews)
Key West
from 156 $ avg/night
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Opal Key Resort & Marina
Fabulous (1132 reviews)
Key West
from 302 $ avg/night
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Truman Hotel
Fabulous (3434 reviews)
Key West
from 224 $ avg/night
View › Romantic couples retreats near Mallory Square with sunset views
Couples seeking a romantic escape in Key West will love these picks for their intimate atmosphere and prime location near iconic Mallory Square. From waterfront resorts with private balconies to adults-only inns with spa amenities, each property delivers the sunset ambiance and seclusion that romance demands.
Hyatt Vacation Club At Sunset Harbor
Very Good (132 reviews)
Key West
from 326 $ avg/night
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Hyatt Centric Key West Resort & Spa
Very Good (508 reviews)
Key West
from 255 $ avg/night
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Weatherstation Inn Circa 1911
Fabulous (257 reviews)
Key West
from 169 $ avg/night
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Galleon Resort And Marina
Good (89 reviews)
Key West
from 285 $ avg/night
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Sunset Key Cottages
Superb (108 reviews)
Key West
from 699 $ avg/night
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Key West Harbor Inn - Adults Only
Superb (259 reviews)
Key West
from 200 $ avg/night
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The Marker Key West Harbor Resort
Key West
from 928 $ avg/night
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Paradise Inn - Adult Exclusive
Fabulous (780 reviews)
Key West
from 152 $ avg/night
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Simonton Court Historic Inn & Cottages
Superb (982 reviews)
Key West
from 175 $ avg/night
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Island City House
Superb (768 reviews)
Key West
from 145 $ avg/night
View › Upscale adults-only hotels in Old Town Key West with pools
Ideal for couples and sophisticated travelers seeking a refined, crowd-free retreat in Key West's most historic neighborhood. These properties combine adults-only exclusivity with outdoor pools, boutique charm, and walkable access to Duval Street, the Hemingway Home, and the Southernmost Point.
Almond Tree Inn - Adults Only
Superb (296 reviews)
Key West
from 201 $ avg/night
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Nyah - Adult Exclusive
Good (1519 reviews)
Key West
from 79 $ avg/night
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Southernmost Inn Adult Exclusive
Good (1296 reviews)
Key West
from 109 $ avg/night
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Ella'S Cottages - Key West Historic Inns
Fabulous (237 reviews)
Key West
from 164 $ avg/night
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Ridley House - Key West Historic Inns (Adults Only)
Fabulous (249 reviews)
Key West
from 174 $ avg/night
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The Cabana Inn Key West - Adult Exclusive
Very Good (907 reviews)
Key West
from 289 $ avg/night
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Douglas House Adult Only
Superb (2230 reviews)
Key West
from 205 $ avg/night
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The Conch House Heritage Inn
Exceptional (33 reviews)
Key West
from 393 $ avg/night
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Lighthouse Hotel - Key West Historic Inns
Very Good (617 reviews)
Key West
from 159 $ avg/night
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Marreros Guest Mansion - Adult Only
Exceptional (51 reviews)
Key West
from 235 $ avg/night
View › Mid-range hotels within walking distance of the Hemingway Home
Perfect for travelers who want to explore Key West's literary and cultural history without overspending on accommodations. These mid-range hotels place you steps from the Ernest Hemingway Home and Museum, offering comfortable amenities like pools, free WiFi, and daily breakfast at accessible price points.
The Casablanca Hotel
Fabulous (511 reviews)
Key West
from 135 $ avg/night
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Wicker Guesthouse
Very Good (2846 reviews)
Key West
from 164 $ avg/night
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Seascape Tropical Inn (Adults Only)
Fabulous (494 reviews)
Key West
from 130 $ avg/night
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Silver Palms Inn & Historic Homes
Fabulous (3297 reviews)
Key West
from 199 $ avg/night
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The Mermaid & The Alligator
Superb (168 reviews)
Key West
from 256 $ avg/night
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Fitch Lodge - Key West Historic Inns
Very Good (415 reviews)
Key West
from 135 $ avg/night
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Winslow'S Bungalows - Key West Historic Inns
Very Good (1246 reviews)
Key West
from 139 $ avg/night
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Andrews Inn & Garden Cottages
Exceptional (152 reviews)
Key West
from 464 $ avg/night
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The Artist House
Superb (235 reviews)
Key West
from 125 $ avg/night
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Courtney'S Place Historic Cottages & Inns
Superb (1107 reviews)
Key West
from 219 $ avg/night
View › Boutique hotels near Fort Zachary Taylor with beach access
Perfect for travelers who want a distinctive, character-rich stay within easy reach of Fort Zachary Taylor and the Atlantic shore. These properties combine intimate boutique atmospheres with private beach areas, beachfront access, or walkable proximity to Key West's best sandy stretches.
The Reach Key West, Curio Collection By Hilton
Good (233 reviews)
Key West
from 170 $ avg/night
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Casa Marina Key West, Curio Collection By Hilton
Good (329 reviews)
Key West
from 294 $ avg/night
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Santa Maria Suites Resort
Superb (650 reviews)
Key West
from 190 $ avg/night
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Caribbean House
Fabulous (321 reviews)
Key West
from 142 $ avg/night
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Suite Dreams Inn By The Beach
Pleasant (38 reviews)
Key West
from 238 $ avg/night
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Parrot Key Hotel & Villas
Very Good (3038 reviews)
Key West
from 214 $ avg/night
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Ibis Bay Resort
Good (1359 reviews)
Key West
from 484 $ avg/night
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The Capitana Key West
Superb (2933 reviews)
Key West
from 324 $ avg/night
View › Charming Old Town Key West guesthouses for first-time visitors
First-time visitors to Key West looking for authentic island character will feel right at home in these Old Town properties. These guesthouses sit steps from Duval Street, historic landmarks, and local cafés, offering intimate accommodations, tropical gardens, and welcoming breakfasts that chain hotels simply can't match.
Ambrosia Key West
Fabulous (755 reviews)
Key West
from 299 $ avg/night
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Duval House
Fabulous (666 reviews)
Key West
from 94 $ avg/night
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Old Town Manor
Fabulous (1008 reviews)
Key West
from 154 $ avg/night
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Southernmost Point Guest House & Garden Bar
Superb (1171 reviews)
Key West
from 297 $ avg/night
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The Grand Guesthouse
Fabulous (770 reviews)
Key West
from 375 $ avg/night
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Westwinds Inn
Fabulous (590 reviews)
Key West
from 210 $ avg/night
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Coco Plum Inn
Fabulous (513 reviews)
Key West
from 399 $ avg/night
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The Garden House
Fabulous (278 reviews)
Key West
from 119 $ avg/night
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Key West Bed And Breakfast
Fabulous (407 reviews)
Key West
from 359 $ avg/night
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Rose Lane Villas
Fabulous (292 reviews)
Key West
from 709 $ avg/night
View › Budget-friendly hotels near Smathers Beach for solo travelers
Perfect for solo travelers who want affordable accommodations close to Key West's longest beach without sacrificing comfort. These properties offer free WiFi, pools, and convenient access to the island's beaches and attractions at wallet-friendly rates.
Hampton Inn Key West Fl
Very Good (1208 reviews)
Key West
from 130 $ avg/night
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Hilton Garden Inn Key West / The Keys Collection
Good (1015 reviews)
Key West
from 87 $ avg/night
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Fairfield By Marriott Inn & Suites Key West At The Keys Collection
Very Good (2496 reviews)
Key West
from 112 $ avg/night
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Margaritaville Beach House Key West
Very Good (683 reviews)
Key West
from 182 $ avg/night
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Doubletree By Hilton Grand Key Resort
Very Good (584 reviews)
Key West
from 172 $ avg/night
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Coconut Mallory Resort And Marina
Very Good (135 reviews)
Key West
from 244 $ avg/night
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The Laureate Key West
Fabulous (1931 reviews)
Key West
from 101 $ avg/night
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Seashell Motel
Good (865 reviews)
Key West
from 120 $ avg/night
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Blue Marlin Motel
Fabulous (4360 reviews)
Key West
from 143 $ avg/night
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Southwinds Motel
Good (1589 reviews)
Key West
from 153 $ avg/night
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View hotelsBest family-friendly hotels near Key West Aquarium and Mallory Square
These picks are ideal for families seeking a convenient base close to Key West's most iconic waterfront attractions. Each hotel offers family rooms, outdoor pools, and easy access to the Aquarium and Mallory Square's famous sunset celebrations.
Courtyard By Marriott Key West Waterfront
Very Good (376 reviews)
Key West
from 184 $ avg/night
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Blue Flamingo Resort Key West
Very Good (1497 reviews)
Key West
from 119 $ avg/night
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Fairfield Inn & Suites By Marriott Key West
Good (958 reviews)
Key West
from 149 $ avg/night
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Beachside Resort & Residences
Good (1965 reviews)
Key West
from 155 $ avg/night
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Hyatt Vacation Club At Windward Pointe
Superb (905 reviews)
Key West
from 250 $ avg/night
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The Palms Hotel
Fabulous (2371 reviews)
Key West
from 147 $ avg/night
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Authors Key West Guesthouse
Fabulous (948 reviews)
Key West
from 139 $ avg/night
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Pegasus International Hotel
Good (981 reviews)
Key West
from 114 $ avg/night
View › Romantic honeymoon hotels near the Southernmost Point in Key West
This selection is ideal for couples seeking a romantic escape in the heart of Key West, steps from one of the island's most iconic landmarks. These properties offer adults-only atmospheres, tropical pools, intimate settings, and easy access to the charm of Duval Street and the Southernmost Point.
La Te Da - Adult Only, 21 Or Older
Superb (177 reviews)
Key West
from 360 $ avg/night
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Southernmost Hotel
Fabulous (232 reviews)
Key West
from 166 $ avg/night
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Papa'S Hideaway
Superb (31 reviews)
Key West
from 399 $ avg/night
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La Pensione Inn - Adult Exclusive
Fabulous (676 reviews)
Key West
from 139 $ avg/night
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The Speakeasy Inn And Rum Bar
Superb (397 reviews)
Key West
from 189 $ avg/night
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Alexander Palms Court - No Hidden Resort Fees!
Fabulous (750 reviews)
Key West
from 135 $ avg/night
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El Patio Motel
Very Good (2565 reviews)
Key West
from 109 $ avg/night
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New Orleans House - Gay Male Adult Guesthouse
Very Good (161 reviews)
Key West
from 163 $ avg/night
View › Best hotels near Stock Island with easy access to Key West dining
This selection is ideal for food-focused travelers who want a relaxed base close to Key West's vibrant restaurant and bar scene. These properties offer convenient access to Duval Street, Mallory Square, and the city's top eateries, paired with comfortable amenities like pools, free parking, and on-site dining.
Havana Cabana At Key West (Adults Only)
Very Good (1114 reviews)
Key West
from 143 $ avg/night
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Hyatt Vacation Club At Beach House
Superb (400 reviews)
Key West
from 359 $ avg/night
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The Gates Hotel Key West
Good (1359 reviews)
Key West
from 140 $ avg/night
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Duval Inn - Key West
Good (813 reviews)
Key West
from 168 $ avg/night
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The Porch On Frances Inn - Adults Exclusive
Superb (122 reviews)
Key West
from 205 $ avg/night
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The Key West Hotel
Good (16 reviews)
Key West
from 1090 $ avg/night
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Tranquillity Guest House
Very Good (505 reviews)
Key West
from 84 $ avg/night
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