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Hotel Guides > Natural Attractions > Southernmost Key West Hotels & Motels

Southernmost Hotels – Key West, FL


The hotels below are listed in order of their distance from Southernmost Point.

Address: Whitehead Street & South Street, Key West, FL 33040
Map of Hotels near Southernmost Point
 

    Hotels closest to Southernmost Point

    Rates shown below are averages. Click See Rates to see rates for your dates.
  • 0.2 mile Reach Key West
    1435 Simonton Street, Key West, FL 33040
    0.2 mile from Southernmost Point
    From $316
    Enter Dates
    Reach Key West

    Check In16 00
    Check Out11 00

    Rated Average
  • Luxury, smoke-free, full-service, oceanfront hotel
  • In southermost Key West
  • A Curio Collection by Hilton hotel
  • Heated outdoor swimming pool open all year
  • Exercise room
  • Internet access costs $12 per night
  • Parking costs $20 per night
  • Pet friendly hotel More >
    Note: This hotel charges a resort fee of $25 per night - includes Internet access.
    TripAdvisor Traveler Rating:  3.5 of 5 stars
    Based on 4463 reviews  Read Recent Reviews

  • 0.2 mile Best Western Hibiscus Inn Key West
    1313 Simonton Street, Key West, FL 33040
    0.2 mile from Southernmost Point
    From $324
    Enter Dates
    Best Western Hibiscus Inn Key West

    Check In1500
    Check Out1100

    Rated Very High
  • Midscale, smoke-free motel in southernmost Key West
  • Heated outdoor swimming pool open in summer
  • Free continental breakfast
  • Free WiFi
  • Free parking
  • Not pet friendly - no pets allowed. - Dec 2014
    Most Recent HotelGuides Reviews Read >
    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 2871 reviews  Read Recent Reviews

  • 0.2 mile Santa Maria Suites Resort Key West
    1401 Simonton Street, Key West, FL 33040
    0.2 mile from Southernmost Point
    From $389
    Enter Dates
    Santa Maria Suites Resort Key West

    Check In16 00
    Check Out11 00

    Rated Very High
  • Upscale, smoke-free, all-suite, southermost Key West hotel
  • 2 heated outdoor swimming pools open all year
  • Not pet friendly - no pets allowed. - Aug 2016
    Note: This hotel charges a resort fee of $35 per night - includes parking and Internet access.
    TripAdvisor Traveler Rating:  5.0 of 5 stars
    Based on 2237 reviews  Read Recent Reviews

  • 0.2 mile Southwinds Motel Key West
    1321 Simonton Street, Key West, FL 33040
    0.2 mile from Southernmost Point
    From $268
    Enter Dates
    Southwinds Motel Key West

    Check In16 00
    Check Out11 00

    Rated Very High
  • Midscale, smoke-free motel 2 blocks from beach
  • Near Southernmost Point
  • Single-story, 58 rooms
  • 3 outdoor swimming pools
  • Free continental breakfast
  • Not pet friendly - no pets allowed. - Jul 2017
    Note: This motel charges a resort fee of $15 per night - includes parking and Internet access.
    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 1381 reviews  Read Recent Reviews

  • 0.2 mile H2O Suites Hotel Key West
    1212 Simonton Street, Key West, FL 33040
    0.2 mile from Southernmost Point
    From $469
    Enter Dates
    H2O Suites Hotel Key West

    Check In16 00
    Check Out11 00

    Rated Very High
  • Upscale, smoke-free, all-suite, adult-only hotel
  • Near Southernmost Point
  • Outdoor rooftop swimming pool - exercise room
  • Not pet friendly - no pets allowed. - Aug 2019
    Note: This hotel charges a resort fee of $45 per night - includes parking and WiFi.
    TripAdvisor Traveler Rating:  5.0 of 5 stars
    Based on 591 reviews  Read Recent Reviews

  • 0.4 mile Key West Hospitality Inns
    913 Duval Street, Key West, FL 33040
    0.4 mile from Southernmost Point
    From $195
    Enter Dates
    Key West Hospitality Inns

    Check In16 00
    Check Out11 00

    Rated Average
  • Midscale, smoke-free bed and breakfast inn
  • Located in Old Town Key West
  • Heated outdoor swimming pool
  • Free WiFi
  • Free but limited on-site parking
  • Pet friendly hotel More >
    TripAdvisor Traveler Rating:  3.0 of 5 stars
    Based on 42 reviews  Read Recent Reviews

  • 0.4 mile Lighthouse Court Inn Key West
    902 Whitehead Street, Key West, FL 33040
    0.4 mile from Southernmost Point
    From $309
    Enter Dates
    Lighthouse Court Inn Key West

    Check In1500
    Check Out1100

    Rated High
  • Midscale, smoke-free, downtown motel
  • Outdoor swimming pool open in summer
  • Free continental breakfast
  • Free WiFi
  • No on-site parking available
  • Not pet friendly - no pets allowed. - Aug 2016
    Most Recent HotelGuides Reviews Read >
    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 1138 reviews  Read Recent Reviews

  • 0.4 mile Chelsea House Hotel in Key West
    709 Truman Avenue, Key West, FL 33040
    0.4 mile from Southernmost Point
    From $245
    Enter Dates
    Chelsea House Hotel in Key West

    Check In1500
    Check Out1100

    Rated High
  • Midscale, smoke-free, downtown inn
  • 2 blocks from Duval Street
  • Heated outdoor swimming pool open all year
  • Free continental breakfast
  • Free WiFi
  • Parking costs $10 per night
  • Not pet friendly - no pets allowed. - Jan 2016
    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 989 reviews  Read Recent Reviews

  • 0.4 mile Key Lime Inn Key West
    725 Truman Avenue, Key West, FL 33040
    0.4 mile from Southernmost Point
    From $335
    Enter Dates
    Key Lime Inn Key West

    Check In15 00
    Check Out11 00

    Rated Very High
  • Midscale, smoke-free, downtown inn
  • Outdoor swimming pool open in summer
  • Free continental breakfast
  • Free WiFi
  • Parking costs $10 per night
  • Not pet friendly - no pets allowed. - Oct 2016
    Most Recent HotelGuides Reviews Read >
    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 1505 reviews  Read Recent Reviews

  • 0.5 mile Casa Marina Waldorf Astoria Resort Key West
    1500 Reynolds Street, Key West, FL 33040
    0.5 mile from Southernmost Point
    From $355
    Enter Dates
    Casa Marina Waldorf Astoria Resort Key West

    Check In16 00
    Check Out11 00

    Rated High
  • Luxury, smoke-free, oceanfront hotel
  • In southernmost Key West
  • Heated outdoor swimming pool open all year
  • Exercise room
  • Full-service spa
  • Parking costs $20 per night
  • Pet friendly hotel More >
    Note: This hotel charges a resort fee of $35 per night - includes Internet access.
    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 8575 reviews  Read Recent Reviews

  • 0.5 mile Merlin GuestHouse Inn Key West
    811 Simonton Street, Key West, FL 33040
    0.5 mile from Southernmost Point
    From $305
    Enter Dates
    Merlin GuestHouse Inn Key West

    Check In1500
    Check Out1100

    Rated Very High
  • Midscale, smoke-free, downtown hotel
  • Outdoor swimming pool
  • Free continental breakfast
  • Free WiFi
  • Parking costs $10 per night
  • Not pet friendly - no pets allowed. - Aug 2016
    Most Recent HotelGuides Reviews Read >
    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 673 reviews  Read Recent Reviews

  • 0.8 mile Saint Hotel Key West
    417 Eaton Street, Key West, FL 33040
    0.8 mile from Southernmost Point
    From $389
    Enter Dates
    Saint Hotel Key West

    Check In1600
    Check Out1100

    Rated Very High
  • Luxury, smoke-free, full-service, downtown hotel
  • Heated outdoor infinity swimming pool
  • Free WiFi
  • Parking costs $25 per night
  • Not pet friendly - no pets allowed. - Aug 2016
    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 702 reviews  Read Recent Reviews

  • 0.9 mile Crowne Plaza La Concha Hotel Key West
    430 Duval Street, Key West, FL 33040
    0.9 mile from Southernmost Point
    From $207
    Enter Dates
    Crowne Plaza La Concha Hotel Key West

    Check In15 00
    Check Out11 00

    Rated Average
  • Upscale, smoke-free, full-service, downtown hotel
  • Outdoor swimming pool open all year - exercise room
  • Free WiFi
  • Valet parking only - $26 per night
  • Not pet friendly - no pets allowed. - Aug 2016
    TripAdvisor Traveler Rating:  3.5 of 5 stars
    Based on 1431 reviews  Read Recent Reviews

  • 0.9 mile Island City House Hotel Key West
    411 William Street, Key West, FL 33040
    0.9 mile from Southernmost Point
    From $263
    Enter Dates
    Island City House Hotel Key West

    Check In15 00
    Check Out11 00

    Rated Very High
  • Midscale, smoke-free hotel near Historic Seaport Boardwalk
  • Outdoor swimming pool open all year
  • Free WiFi
  • No on-site parking available
  • Not pet friendly - no pets allowed. - Aug 2016
    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 1282 reviews  Read Recent Reviews

  • 0.9 mile Hyatt Sunset Harbor Resort Key West
    200 Sunset Lane, Key West, FL 33040
    0.9 mile from Southernmost Point
    From $369
    Enter Dates
    Hyatt Sunset Harbor Resort Key West

    Check In16 00
    Check Out10 00

    Rated High
  • Upscale, smoke-free resort near Mallory Square
  • Outdoor swimming pool open all year
  • Parking costs $15 per night
  • Not pet friendly - no pets allowed. - Aug 2016
    Note: This hotel charges a resort fee of $20 per night - includes Internet access.
    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 403 reviews  Read Recent Reviews

  • 0.9 mile Cypress House Hotel Key West
    601 Caroline Street, Key West, FL 33040
    0.9 mile from Southernmost Point
    From $809
    Enter Dates
    Cypress House Hotel Key West

    Check In1500
    Check Out1100

    Rated Very High
  • Midscale, smoke-free hotel near Old Town
  • Walk to Mallory Square - short drive to the beach
  • Heated outdoor swimming pool open all year
  • Free continental breakfast
  • Free WiFi
  • Parking costs $10 per night
  • Not pet friendly - no pets allowed. - Aug 2016
    Note: This hotel does not allow children.
    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 602 reviews  Read Recent Reviews

  • 1.0 mile Albury Court Hotel Key West
    1030 Eaton Street, Key West, FL 33040
    1.0 mile from Southernmost Point
    From $265
    Enter Dates
    Albury Court Hotel Key West

    Check In15 00
    Check Out11 00

    Rated High
  • Midscale, smoke-free, boutique hotel
  • Near Historic Seaport Boardwalk
  • Outdoor swimming pool open in summer
  • Free continental breakfast
  • Free WiFi
  • No on-site parking available
  • Not pet friendly - no pets allowed. - Aug 2016
    Most Recent HotelGuides Reviews Read >
    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 784 reviews  Read Recent Reviews

  • 1.0 mile Margaritaville Resort & Marina Key West
    245 Front Street, Key West, FL 33040
    1.0 mile from Southernmost Point
    From $429
    Enter Dates
    Margaritaville Resort & Marina Key West

    Check In16 00
    Check Out11 00

    Rated High
  • Luxury, smoke-free, full-service, waterfront hotel
  • Near Mallory Square
  • Heated outdoor swimming pool open all year
  • Parking costs $20 per night
  • Pet friendly hotel More >
    Note: This hotel charges a resort fee of $32 per night - includes Internet access.
    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 2931 reviews  Read Recent Reviews

  • 1.0 mile Marker Waterfront Resort Key West
    200 William Street, Key West, FL 33040
    1.0 mile from Southernmost Point
    From $468
    Enter Dates
    Marker Waterfront Resort Key West

    Check In1600
    Check Out1100

    Rated Very High
  • Luxury, smoke-free, full-service, waterfront hotel
  • On Key West Bight near Seaport Boardwalk
  • Outdoor swimming pool open all year
  • Not pet friendly - no pets allowed. - Feb 2015
    Note: This hotel charges a resort fee of $25 per night - includes parking and Internet access.
    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 2146 reviews  Read Recent Reviews

  • 1.1 miles Hyatt Centric Key West Resort & Spa
    601 Front Street, Key West, FL 33040
    1.1 miles from Southernmost Point
    From $349
    Enter Dates
    Hyatt Centric Key West Resort & Spa

    Check In16 00
    Check Out11 00

    Rated Very High
  • Upscale, full-service, waterfront hotel near Mallory Square
  • Heated outdoor swimming pool open all year
  • Exercise room
  • Free WiFi
  • Pet friendly hotel More >
    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 2961 reviews  Read Recent Reviews

  • 1.1 miles Pier House Resort Key West
    1 Duval Street, Key West, FL 33040
    1.1 miles from Southernmost Point
    From $270
    Enter Dates
    Pier House Resort Key West

    Check In16 00
    Check Out11 00

    Rated Very High
  • Upscale, smoke-free, full-service, waterfront resort
  • Near Mallory Square and beach
  • Outdoor swimming pool
  • Full-service spa
  • Free WiFi
  • Parking costs $20 per night
  • Pet friendly hotel More >
    Most Recent HotelGuides Reviews Read >
    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 2807 reviews  Read Recent Reviews

  • 1.2 miles Ocean Key Resort Key West
    Zero Duval Street, Key West, FL 33040
    1.2 miles from Southernmost Point
    From $559
    Enter Dates
    Ocean Key Resort Key West

    Check In16 00
    Check Out11 00

    Rated Very High
  • Upscale, smoke-free, full-service, waterfront resort
  • Near Mallory Square
  • A Noble House Resort
  • Outdoor swimming pool open all year - fitness center
  • Full-service spa
  • Free WiFi
  • Valet parking only - $23 per night
  • Not pet friendly - no pets allowed. - Aug 2016
    Note: This hotel charges a resort fee of $27 per night.
    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 3418 reviews  Read Recent Reviews

  • 1.5 miles Sunset Key Cottages Key West
    245 Front Street, Key West, FL 33040
    1.5 miles from Southernmost Point
    From $792
    Enter Dates
    Sunset Key Cottages Key West

    Check In00 00
    Check Out00 00

    Rated Very High
  • Luxury, smoke-free, full-service, waterfront cottages
  • On Sunset Key
  • Single-story, 37 cottages
  • Note: Guests check in at Margaritaville Resort and Marina - cottages are a 10-minute boat ride to Sunset Key
  • Outdoor swimming pool open all year - exercise room
  • Full-service spa
  • Free WiFi
  • Parking costs $20 per night
  • Not pet friendly - no pets allowed. - Jan 2017
    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 794 reviews  Read Recent Reviews

  • 1.5 miles Sheraton Suites Key West
    2001 South Roosevelt Blvd, MM 2, Key West, FL 33040
    1.5 miles from Southernmost Point
    From $495
    Enter Dates
    Sheraton Suites Key West

    Check In1600
    Check Out1100

    Rated High
  • Upscale, smoke-free, full-service, all-suite hotel
  • Across street from Smathers Beach
  • Free shuttle to Key West Airport
  • Heated outdoor swimming pool open all year
  • Exercise room
  • Free WiFi
  • Parking costs $10 per night
  • Pet friendly hotel More >
    Note: This hotel charges a resort fee of $32 per night.
    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 2815 reviews  Read Recent Reviews

  • 1.7 miles Fairfield Inn by Marriott Key West
    2400 North Roosevelt Blvd, MM 2, Key West, FL 33040
    1.7 miles from Southernmost Point
    From $271
    Enter Dates
    Fairfield Inn by Marriott Key West

    Check In1500
    Check Out1100

    Rated High
  • Midscale, smoke-free, bayside motel
  • Outdoor swimming pool - exercise room
  • Tiki bar
  • Free hot breakfast buffet
  • Free WiFi
  • Free parking
  • Not pet friendly - no pets allowed. - Sep 2015
    Most Recent HotelGuides Reviews Read >
    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 1829 reviews  Read Recent Reviews

  • 2.1 miles Parrot Key Hotel & Resort Key West
    2801 North Roosevelt, Key West, FL 33040
    2.1 miles from Southernmost Point
    From $189
    Enter Dates
    Parrot Key Hotel & Resort Key West

    Check In1600
    Check Out1100

    Rated High
  • Upscale, smoke-free, bayside hotel
  • Outdoor swimming pool open all year - exercise room
  • Free WiFi
  • Not pet friendly - no pets allowed. - Aug 2016
    Note: This hotel charges a resort fee of $25 per night - includes parking and Internet access.
    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 296 reviews  Read Recent Reviews

  • 2.3 miles Courtyard by Marriott Waterfront Hotel Key West
    3031-41 North Roosevelt Blvd, MM 2.5, Key West, FL 33040
    2.3 miles from Southernmost Point
    From $303
    Enter Dates
    Courtyard by Marriott Waterfront Hotel Key West

    Check In1600
    Check Out1100

    Rated High
  • Upper-midscale, smoke-free, waterfront hotel
  • Outdoor swimming pool open in summer - exercise room
  • Free WiFi
  • Free parking
  • Not pet friendly - no pets allowed. - Feb 2015
    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 795 reviews  Read Recent Reviews

  • 2.8 miles Havana Cabana Waterfront Resort Key West
    3420 North Roosevelt Blvd, MM 3, Key West, FL 33040
    2.8 miles from Southernmost Point
    From $414
    Enter Dates
    Havana Cabana Waterfront Resort Key West

    Check In16 00
    Check Out11 00

    Rated Very High
  • Upscale, smoke-free hotel along Gulf of Mexico
  • Outdoor swimming pool open in summer - exercise room
  • Free WiFi
  • Free parking
  • Not pet friendly - no pets allowed. - May 2018
    Most Recent HotelGuides Reviews Read >
    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 1040 reviews  Read Recent Reviews

  • 2.9 miles Laureate Hotel Key West
    3444 North Roosevelt Blvd, MM 3, Key West, FL 33040
    2.9 miles from Southernmost Point
    From $216
    Enter Dates
    Laureate Hotel Key West

    Check In16 00
    Check Out11 00

    Rated Very High
  • Upper-midscale, smoke-free, bayview, condo hotel
  • Near Gulf of Mexico
  • Outdoor swimming pool open all year
  • Free WiFi
  • Free parking
  • Pet friendly hotel More >
    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 51 reviews  Read Recent Reviews

  • 3.0 miles Fairfield Inn & Suites by Marriott Key West
    3852 North Roosevelt Blvd, Key West, FL 33040
    3.0 miles from Southernmost Point
    From $229
    Enter Dates
    Fairfield Inn & Suites by Marriott Key West

    Check In1600
    Check Out1100

    Rated High
  • Midscale, smoke-free, highway, gulf side motel
  • 3 miles from Key West Airport
  • Heated outdoor swimming pool - exercise room
  • Free continental breakfast
  • Free WiFi
  • Free parking
  • Not pet friendly - no pets allowed. - Sep 2015
    Most Recent HotelGuides Reviews Read >
    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 871 reviews  Read Recent Reviews

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Map of Hotels near Southernmost Point



Nearby Attractions


Hotels near Hemingway House   0.4 mile NW
Hotels near Duval Street Key West   0.6 mile NW
Hotels near Downtown Key West   0.6 mile NW
Hotels near Truman Waterfront Park Amphitheater   0.7 mile west
Hotels near Fort Zachary Taylor   0.8 mile west
Hotels near Historic Seaport Boardwalk   1.0 mile north
Hotels near Mallory Square, Waterfront   1.1 miles NW
Hotels near Sunset Key   1.4 miles NW
Smathers Beach Hotels   1.8 miles east
Hotels near Key West Airport – EYW   2.6 miles east
Hotels near Naval Air Station Key West   7 miles NE
Hotels near Lower Keys FL   23 miles east

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How Do We Order Hotels?

We order the hotels on this page by how close they are to this attraction.

Most of our competitors order these same hotels in other ways that make them more money.
How Do We Define Motel?

To us, motels are smaller lodgings that have rooms you can enter directly from the parking area.

At hotels, on the other hand, you can enter your room only through a hall inside the building.
Key West Hotel Tips

Important Hotel Tips


Address: Whitehead Street & South Street, Key West, FL 33040 Key West Hotels, Motels, Lodging, and Accommodations near Southernmost Point – Key West, Florida FL Fla, USA

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