Key West Resorts

    73 reviewed properties across Old Town and New Town, organized by what matters: beach access, walkability, guest restrictions, and trip type.

    Key West has the highest resort density in the Florida Keys — 73 properties within a ~4-mile island. Most cluster in Old Town near Duval Street. 9 have direct beach access. 32 restrict guests to adults only.

    • 9 beachfront properties — the most of any Keys island
    • 58 of 73 resorts rate as high-walkability (under 10 min to Duval)
    • 32 adults-only properties, concentrated in Old Town boutiques
    • 30 family-friendly options across both Old Town and New Town
    • Typical price range: $150–$900+/night (seasonal)

    Browse by Decision

    Frequently Compared Resorts

    The most common head-to-head matchups across Key West, based on location overlap, price tier, and guest type.

    Casa Marina Key West

    $$$$ · Old Town – South Beach / Casa Marina

    vs
    Pier House Resort & Spa

    $$$$ · Old Town – Zero Duval / Mallory Square

    Beachfront Old Town — large resort vs intimate cove

    Casa Marina Key West

    $$$$ · Old Town – South Beach / Casa Marina

    vs
    Ocean Key Resort & Spa

    $$$$ · Old Town – Zero Duval / Mallory Square

    Waterfront luxury — beach resort vs harbor-view boutique

    Almond Tree Inn

    $$$ · Old Town / Duval Street

    vs
    The Saint Hotel Key West, Autograph Collection

    $$$$ · Old Town / Duval Street

    Adults-only — garden boutique vs Duval nightlife hotel

    Fitch Lodge

    $$$ · Old Town / Eaton Street

    vs
    Ridley House

    $$$ · Old Town / Caroline Street

    Historic Inns siblings — Fitch Lodge family-friendly vs Ridley House 21+ adults-only

    Hyatt Residence Club Key West, Sunset Harbor

    $$$$ · Old Town / Simonton Street

    vs
    Hyatt Residence Club Key West, Windward Pointe

    $$$$ · South Roosevelt / Atlantic Side

    Hyatt residence clubs — Old Town walkable vs New Town spacious

    Curry Mansion Inn

    $$ · Old Town – Caroline Street Corridor

    vs
    Island City House Hotel

    $$ · Old Town – William Street / Historic Seaport

    Historic boutiques — Victorian mansion vs cottage compound

    Blue Flamingo Resort Key West

    $$ · New Town – North Roosevelt Boulevard

    vs
    DoubleTree Resort by Hilton Grand Key – Key West

    $$ · New Town – Grand Key / Airport Area

    New Town value — shuttle-based budget vs Hilton brand resort

    Southernmost Beach Resort

    $$$$ · South Beach / Old Town

    vs
    Margaritaville Beach House Key West

    $$$ · South Roosevelt / Smathers Beach

    South Key West beachfront — landmark resort vs brand lifestyle

    Eden House

    $$ · Old Town / Fleming Street

    vs
    NYAH Key West

    $ · Old Town / Margaret Street

    Mid-range Old Town — vintage tropical vs modern social

    Opal Key Resort & Marina

    $$$$ · Old Town – Harbor / Front Street Corridor

    vs
    The Marker Key West Harbor Resort

    $$$ · Old Town – Harbor Walk / Westin Marina Area

    Harbor-adjacent — Mallory Square flagship vs boutique waterfront

    All 73 Key West Resorts

    Old Town

    Walkable to Duval Street, dining, bars, and historic landmarks.

    63 Resorts

    New Town

    Quieter, more parking, more space — short drive to Duval.

    10 Resorts

    Old Town Resorts

    63 properties · Walkable to Duval Street and Mallory Square

    Casa Marina Key West
    Casa Marina Key West – beachfront spa resort in Key West, Florida Keys
    $$$$

    Casa Marina Key West

    Luxury beach lovers who want historic Flagler-era grandeur, the largest private beach in Key West, and full...

    Moderate WalkFamily FriendlyBeachfront
    H2O Suites
    H2O Suites – hotel in Key West, Florida Keys
    $$$$

    H2O Suites

    Adult couples and solo travelers who want a luxury all-suite boutique hotel one block from Duval Street wit...

    WalkableAdults OnlyLuxury
    Ocean Key Resort & Spa
    Ocean Key Resort & Spa – spa resort in Key West, Florida Keys
    $$$$

    Ocean Key Resort & Spa

    Luxury seekers and couples wanting premium sunset views at Zero Duval Street with upscale dining and spa ac...

    WalkableAll GuestsSpa
    Opal Key Resort & Marina
    Opal Key Resort & Marina – waterfront marina spa resort in Key West, Florida Keys
    $$$$

    Opal Key Resort & Marina

    Travelers who want an upscale Old Town waterfront stay with marina views and easy walkability to Duval Stre...

    WalkableFamily FriendlyMarina
    Pier House Resort & Spa
    Pier House Resort & Spa – beachfront spa resort in Key West, Florida Keys
    $$$$

    Pier House Resort & Spa

    Travelers wanting a private beach in Old Town Key West with immediate Duval Street access, full spa, and hi...

    WalkableFamily FriendlyBeachfront
    Southernmost Beach Resort
    Southernmost Beach Resort – beachfront spa resort in Key West, Florida Keys
    $$$$

    Southernmost Beach Resort

    Travelers who want a true beachfront resort at the southern tip of Key West with direct sand access, multip...

    WalkableFamily FriendlyBeachfront
    The Gardens Hotel
    The Gardens Hotel – hotel in Key West, Florida Keys
    $$$$

    The Gardens Hotel

    Couples and solo travelers who want a quiet luxury boutique hotel with award-winning tropical gardens, live...

    WalkableAdults OnlyLuxury
    The Reach Key West, Curio Collection by Hilton
    The Reach Key West, Curio Collection by Hilton – beachfront spa resort in Key West, Florida Keys
    $$$$

    The Reach Key West, Curio Collection by Hilton

    Travelers who want the only private natural sand beach in Key West combined with walkable Old Town access a...

    WalkableFamily FriendlyBeachfront
    The Saint Hotel Key West, Autograph Collection
    The Saint Hotel Key West, Autograph Collection – hotel in Key West, Florida Keys
    $$$$

    The Saint Hotel Key West, Autograph Collection

    Adults-only couples and solo travelers who want a boutique nightlife-forward stay steps from Duval Street w...

    WalkableAdults OnlyLuxury
    Lighthouse Hotel
    Lighthouse Hotel – hotel in Key West, Florida Keys
    $$$

    Lighthouse Hotel

    Travelers who want a historic boutique inn next to the Key West Lighthouse and across from the Hemingway Home

    WalkableFamily FriendlyBoutique
    Simonton Court Historic Inn & Cottages
    Simonton Court Historic Inn & Cottages – hotel in Key West, Florida Keys
    $$$

    Simonton Court Historic Inn & Cottages

    Couples and solo travelers who want a quiet, historic boutique inn with four pools and lush gardens within ...

    WalkableAdults OnlyNightlife Access
    Hyatt Residence Club Key West, Sunset Harbor
    Hyatt Residence Club Key West, Sunset Harbor – waterfront marina condo-resort in Key West, Florida Keys
    $$$$

    Hyatt Residence Club Key West, Sunset Harbor

    Families and groups who want condo-style villas with full kitchens and harbor views in walkable Old Town

    WalkableFamily FriendlyMarina
    La Concha Key West, Autograph Collection
    La Concha Key West, Autograph Collection – hotel in Key West, Florida Keys
    $$$$

    La Concha Key West, Autograph Collection

    La Concha is best for travelers who want a historic Duval Street hotel with rooftop views, walkable nightli...

    WalkableFamily FriendlyLuxury
    Santa Maria Suites
    Santa Maria Suites – resort in Key West, Florida Keys
    $$$$

    Santa Maria Suites

    Santa Maria Suites is best for travelers who want luxury two-bedroom suites with full kitchens and a quiet ...

    WalkableFamily FriendlyLuxury
    The Southernmost House Key West
    The Southernmost House Key West – beachfront hotel in Key West, Florida Keys
    $$$$

    The Southernmost House Key West

    The Southernmost House is best for adults seeking a historic oceanfront mansion experience at the southern ...

    WalkableAdults OnlyBeachfront
    Alexander's Guesthouse
    Alexander's Guesthouse – hotel in Key West, Florida Keys
    $$$

    Alexander's Guesthouse

    Adult travelers and LGBTQ+ guests seeking an inclusive, intimate boutique guesthouse in Old Town with a poo...

    WalkableAdults OnlyBoutique
    Almond Tree Inn
    Almond Tree Inn – hotel in Key West, Florida Keys
    $$$

    Almond Tree Inn

    Adult couples seeking a quiet, garden-style boutique hotel steps from Duval Street with a heated pool, comp...

    WalkableAdults OnlyNightlife Access
    Azul Key West
    Azul Key West – boutique hotel in Key West, Florida Keys
    $$$

    Azul Key West

    Contemporary boutique hotel with heated pool and modern design near upper Duval Street.

    BoutiqueContemporaryPool
    Bishop Hotel Key West
    Bishop Hotel Key West – boutique hotel in Key West, Florida Keys
    $$$

    Bishop Hotel Key West

    Design-forward Duval boutique with rooftop pool, bar, and modern interiors.

    Rooftop PoolDesign HotelOn Duval
    Fitch Lodge
    Fitch Lodge – waterfront marina hotel in Key West, Florida Keys
    $$$

    Fitch Lodge

    Pet-friendly travelers and harbor-area explorers who want a laid-back conch house boutique near the Histori...

    WalkableFamily FriendlyMarina
    Hilton Key West Resort & Marina
    Aerial view of Hilton Key West Resort & Marina and its waterfront marina on Stock Island
    $$$

    Hilton Key West Resort & Marina

    Travelers seeking a waterfront Stock Island setting away from Old Town crowds

    Car RequiredFamily FriendlyMarina
    Hyatt Centric Key West Resort & Spa
    Hyatt Centric Key West Resort & Spa – resort in Key West, Florida Keys
    $$$

    Hyatt Centric Key West Resort & Spa

    First-time visitors wanting a reliable, modern Old Town base with walkable access to Duval Street, the harb...

    WalkableFamily FriendlyBoutique
    Key West Harbor Inn
    Key West Harbor Inn – waterfront marina boutique inn in Key West, Florida Keys
    $$$

    Key West Harbor Inn

    Waterfront boutique near Historic Seaport with harbor views and adults-only pool.

    Harbor ViewsAdults-OnlyWaterfront
    Ridley House
    Ridley House – hotel in Key West, Florida Keys
    $$$

    Ridley House

    Adults seeking the most elegant boutique in the Key West Historic Inns collection with an elevated breakfas...

    WalkableAdults OnlyBoutique
    Rose Lane Villas
    Rose Lane Villas – condo-resort in Key West, Florida Keys
    $$$

    Rose Lane Villas

    Private villa-style stays in Old Town with full kitchens and more space than traditional inns.

    VillasOld TownExtended Stay
    The Marker Key West Harbor Resort
    The Marker Key West Harbor Resort – resort in Key West, Florida Keys
    $$$

    The Marker Key West Harbor Resort

    Travelers wanting modern luxury with harbor views, three pools including a rooftop pool, and walkable acces...

    WalkableFamily FriendlyBoutique
    The Marquesa Hotel
    The Marquesa Hotel – boutique hotel in Key West, Florida Keys
    $$$

    The Marquesa Hotel

    Historic boutique with Café Marquesa fine dining, pool courtyard, steps from Duval.

    BoutiqueFine DiningOld Town
    The Perry Hotel & Marina Key West
    The Perry Hotel & Marina Key West – waterfront marina hotel in Key West, Florida Keys
    $$$

    The Perry Hotel & Marina Key West

    The Perry Hotel is best for travelers who want a design-forward boutique marina experience on Stock Island ...

    Car RequiredFamily FriendlyMarina
    Winslow's Bungalows
    Winslow's Bungalows – hotel in Key West, Florida Keys
    $$$

    Winslow's Bungalows

    Travelers who want a large historic compound with three pools, live music, complimentary breakfast, and wal...

    Moderate WalkFamily FriendlyBoutique
    Andrews Inn & Garden Cottages
    Andrews Inn & Garden Cottages – historic guesthouse in Key West, Florida Keys
    $$

    Andrews Inn & Garden Cottages

    Romantic adults-only garden cottages with heated pool and quiet Old Town charm.

    RomanticAdults-OnlyCottages
    Artist House Key West
    Artist House Key West – historic guesthouse in Key West, Florida Keys
    $$

    Artist House Key West

    Victorian guesthouse with tropical garden, spa pool, and Old Town charm.

    HistoricPet-FriendlyGarden
    Bahama Gardens
    Bahama Gardens – waterfront marina boutique inn in Key West, Florida Keys
    $$

    Bahama Gardens

    Compact harbor-area boutique with walkable Old Town access near Historic Seaport.

    Harbor AreaBoutiqueWalkable
    Coco Plum Inn
    Coco Plum Inn – bed & breakfast in Key West, Florida Keys
    $$

    Coco Plum Inn

    Boutique B&B with heated pool, gourmet breakfast, and quiet Center Street setting in Old Town.

    B&BPoolBreakfast Included
    Courtney's Place Historic Cottages & Inns
    Courtney's Place Historic Cottages & Inns – historic guesthouse in Key West, Florida Keys
    $$

    Courtney's Place Historic Cottages & Inns

    Historic cottage compound with tropical gardens, pool, and pet-friendly Old Town charm.

    HistoricPet-FriendlyCottages
    Curry Mansion Inn
    Curry Mansion Inn – resort in Key West, Florida Keys
    $$

    Curry Mansion Inn

    History buffs and couples wanting authentic B&B charm in a restored 1899 Victorian mansion with complimenta...

    WalkableAdults OnlyValue
    Eden House
    Eden House – hotel in Key West, Florida Keys
    $$

    Eden House

    Travelers who want an authentic, historic Key West experience with on-site dining, a heated pool, and Old T...

    Moderate WalkFamily FriendlyValue
    Ella's Cottages
    Ella's Cottages – boutique inn in Key West, Florida Keys
    $$

    Ella's Cottages

    Boutique cottage compound on Fleming Street with private entrances and garden courtyard.

    CottagesBoutiqueHistoric Inns
    Old Town Manor
    Old Town Manor – historic guesthouse in Key West, Florida Keys
    $$

    Old Town Manor

    Victorian guesthouse with tropical gardens and breakfast steps from Duval Street.

    HistoricDuval AdjacentGarden
    Orchid Key Inn
    Orchid Key Inn – boutique inn in Key West, Florida Keys
    $$

    Orchid Key Inn

    Adults-only inn on Duval Street with pool, breakfast, and evening wine hour.

    Adults-OnlyOn DuvalBoutique
    The Cabana Inn
    The Cabana Inn – boutique inn in Key West, Florida Keys
    $$

    The Cabana Inn

    Adults-only compound with lagoon pool, jacuzzi, breakfast, and happy hour near Duval.

    Adults-OnlyBreakfast IncludedPool & Jacuzzi
    The Key West Hotel
    The Key West Hotel – boutique hotel in Key West, Florida Keys
    $$

    The Key West Hotel

    Duval Street boutique hotel with heated pool and walkable Old Town access.

    On DuvalBoutiquePool
    The Mermaid & The Alligator
    The Mermaid & The Alligator – historic guesthouse in Key West, Florida Keys
    $$

    The Mermaid & The Alligator

    Romantic adults-only B&B with gourmet breakfast and tropical pool garden.

    RomanticAdults-OnlyB&B
    The Southernmost Inn
    The Southernmost Inn – historic inn in Key West, Florida Keys
    $$

    The Southernmost Inn

    Adults-only historic inn with two pools, breakfast, happy hour, steps from Southernmost Point.

    Adults OnlyBreakfast IncludedHistoric
    Truman Hotel
    Truman Hotel – boutique hotel in Key West, Florida Keys
    $$

    Truman Hotel

    Mid-tier boutique with heated pool, parking, and walkable Duval access.

    BoutiqueParkingWalkable
    Weatherstation Inn
    Weatherstation Inn – historic inn in Key West, Florida Keys
    $$

    Weatherstation Inn

    Quiet adults-only inn with heated pool and historic charm near Mallory Square.

    QuietAdults-OnlyHistoric
    Westwinds Inn
    Westwinds Inn – boutique inn in Key West, Florida Keys
    $$

    Westwinds Inn

    Classic Key West boutique inn with heated pool, breakfast, and quiet Eaton Street setting.

    InnPoolBreakfast Included
    NYAH Key West
    NYAH Key West – hotel in Key West, Florida Keys
    $

    NYAH Key West

    Adults-only budget travelers and groups who want a social, walkable hotel near Duval Street with three pool...

    WalkableAdults OnlyNightlife Access
    Ambrosia Key West
    Ambrosia Key West – inn in Key West, Florida Keys
    $$$

    Ambrosia Key West

    Ambrosia Key West is best for couples and adults who want a quiet, garden-rich boutique B&B with 3 heated p...

    WalkablePet FriendlyNightlife Access
    Paradise Inn Key West
    Paradise Inn Key West – inn in Key West, Florida Keys
    $$$

    Paradise Inn Key West

    Couples and adult travelers who want spacious suites and cottages in a lush tropical compound on Simonton S...

    WalkableAdults OnlyBoutique
    Authors of Key West Guesthouse
    Authors of Key West Guesthouse – inn in Key West, Florida Keys
    $$

    Authors of Key West Guesthouse

    Literary-minded couples and adult travelers who want a themed historic stay celebrating Key West's famous w...

    WalkableAdults OnlyValue
    Curry House by Brightwild
    Curry House by Brightwild – boutique inn in Key West, Florida Keys
    $$

    Curry House by Brightwild

    Historic 9-room inn with pool on Fleming Street — book a room or the entire home.

    HistoricPoolWhole-Home Option
    Douglas House
    Douglas House – inn in Key West, Florida Keys
    $$

    Douglas House

    Couples and adult travelers who want a quiet, historic compound stay on Amelia Street with private porches,...

    WalkableAdults OnlyValue
    Duval House
    Duval House – inn in Key West, Florida Keys
    $$

    Duval House

    Duval House is best for couples wanting an adults-only Caribbean-style B&B directly on Duval Street with a ...

    WalkableAdults OnlyNightlife Access
    Island City House Hotel
    Island City House Hotel – resort in Key West, Florida Keys
    $$

    Island City House Hotel

    Groups and couples wanting apartment-style suites with kitchenettes in a lush tropical garden setting in th...

    WalkableAdults OnlyValue
    Seascape Tropical Inn
    Seascape Tropical Inn – inn in Key West, Florida Keys
    $$

    Seascape Tropical Inn

    Couples and adult travelers who want a small, quiet boutique stay on a residential street in Old Town with ...

    WalkableAdults OnlyValue
    Silver Palms Inn
    Silver Palms Inn – hotel in Key West, Florida Keys
    $$

    Silver Palms Inn

    Silver Palms Inn is best for value-focused travelers who want a modern boutique motel in Old Town with free...

    WalkableFamily FriendlyValue
    Southernmost Point Guest House
    Southernmost Point Guest House – inn in Key West, Florida Keys
    $$

    Southernmost Point Guest House

    Couples and adult travelers who want a historic Old Town stay steps from the Southernmost Point Buoy with a...

    WalkableAdults OnlyValue
    The Conch House Heritage Inn
    The Conch House Heritage Inn – inn in Key West, Florida Keys
    $$

    The Conch House Heritage Inn

    Couples and adult travelers who want an authentic Old Town Key West stay in a historic Conch-style compound...

    WalkableAll GuestsValue
    The Garden House
    The Garden House – inn in Key West, Florida Keys
    $$

    The Garden House

    Couples and solo travelers who want a quiet, garden-forward boutique stay on a residential street in the he...

    WalkableAdults OnlyValue
    The Grand Guesthouse
    The Grand Guesthouse – inn in Key West, Florida Keys
    $$

    The Grand Guesthouse

    Couples and solo travelers who want a quiet, residential Old Town stay in a restored historic home with a t...

    WalkableAdults OnlyValue
    The Knowles House
    The Knowles House – inn in Key West, Florida Keys
    $$

    The Knowles House

    Couples and adult travelers who want an elegant, quiet stay in a restored Victorian mansion on Eaton Street...

    WalkableAdults OnlyValue
    The Porch on Frances Inn
    The Porch on Frances Inn – inn in Key West, Florida Keys
    $$

    The Porch on Frances Inn

    Couples seeking a romantic, intimate Old Town stay in a beautifully restored historic home with lush garden...

    WalkableAdults OnlyValue
    Southwinds Motel
    Southwinds Motel – beachfront motel in Key West, Florida Keys
    $

    Southwinds Motel

    Southwinds Motel is best for budget travelers who want a no-frills Old Town location one block from both Du...

    WalkableFamily FriendlyBeachfront

    New Town Resorts

    10 properties · Shuttle or rideshare to downtown

    Parrot Key Hotel & Villas
    Parrot Key Hotel & Villas – waterfront marina resort in Key West, Florida Keys
    $$$$

    Parrot Key Hotel & Villas

    Families and couples who want a waterfront resort with four pools, kayaking, and a tropical villa setting o...

    Car RequiredFamily FriendlyMarina
    Havana Cabana at Key West
    Havana Cabana at Key West – resort in Key West, Florida Keys
    $$$

    Havana Cabana at Key West

    Travelers who want a Cuban-themed waterfront resort with Key West's largest pool, free parking, and a free ...

    Car RequiredFamily FriendlyBoutique
    Margaritaville Beach House Key West
    Margaritaville Beach House Key West – beachfront resort in Key West, Florida Keys
    $$$

    Margaritaville Beach House Key West

    Families and casual travelers who want a laid-back pool-and-beach vibe across from Smathers Beach with free...

    Car RequiredFamily FriendlyBeachfront
    Hyatt Residence Club Key West, Windward Pointe
    Hyatt Residence Club Key West, Windward Pointe – waterfront marina condo-resort in Key West, Florida Keys
    $$$$

    Hyatt Residence Club Key West, Windward Pointe

    Families and extended-stay travelers who want oceanfront two-bedroom villas with full kitchens, an infinity...

    Car RequiredFamily FriendlyMarina
    The Capitana Key West
    The Capitana Key West – beachfront waterfront marina hotel in Key West, Florida Keys
    $$$$

    The Capitana Key West

    Travelers who want a waterfront boutique hotel with a private beach, pool, tiki bar, and free parking in a ...

    Car RequiredFamily FriendlyBeachfront
    The Laureate Key West
    The Laureate Key West – hotel in Key West, Florida Keys
    $$$

    The Laureate Key West

    Families and space-seekers who want modern ocean-view suites near Smathers Beach with full kitchens, a roof...

    Moderate WalkFamily FriendlyBoutique
    Blue Flamingo Resort Key West
    Blue Flamingo Resort Key West – resort in Key West, Florida Keys
    $$

    Blue Flamingo Resort Key West

    Value-seekers who want a large resort-style pool, free parking, and complimentary shuttle service to Old To...

    Car RequiredFamily FriendlyValue
    Courtyard by Marriott Key West Waterfront
    Courtyard by Marriott Key West Waterfront – beachfront hotel in Key West, Florida Keys
    $$

    Courtyard by Marriott Key West Waterfront

    Courtyard Key West Waterfront is best for value-focused travelers who want a gulf-front pool, free parking,...

    Car RequiredFamily FriendlyBeachfront
    DoubleTree Resort by Hilton Grand Key – Key West
    DoubleTree Resort by Hilton Grand Key – Key West – resort in Key West, Florida Keys
    $$

    DoubleTree Resort by Hilton Grand Key – Key West

    Families wanting space, a zero-entry pool for young children, and pet-friendly rooms at a moderate price

    Car RequiredFamily FriendlyValue
    Fairfield Inn & Suites Key West
    Fairfield Inn & Suites Key West – hotel in Key West, Florida Keys
    $

    Fairfield Inn & Suites Key West

    Budget-conscious travelers who want a clean, reliable stay with free parking and easy airport access withou...

    Car RequiredFamily FriendlyValue

    Key West Resort FAQs

    9 Key West resorts offer direct beach access: Casa Marina Key West, Pier House Resort & Spa, Southernmost Beach Resort, The Reach Key West, Curio Collection by Hilton, Margaritaville Beach House Key West, The Capitana Key West, The Southernmost House Key West, Courtyard by Marriott Key West Waterfront, Southwinds Motel. Pier House, Casa Marina, and The Reach are in Old Town; the others are south or New Town side.