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Plus Size Hats for Women with Larger Heads

  • Victoria Cap - Wallaroo Hat Company Facesaver Hat Wallaroo Hats
    Victoria Cap - Wallaroo Hat Company Facesaver Hat Wallaroo Hats
    $ 53.00
    Wallaroo Hats

    Victoria Cap - Wallaroo Hat Company

    Introducing the Victoria Cap, a brand-new addition to Wallaroo’s iconic Victoria collection. This innovative sun cap blends the comfort of a classi...

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    $ 53.00
  • Lady Brett Cloche by Wallaroo Hat Company Cloche Wallaroo Hats
    Lady Brett Cloche by Wallaroo Hat Company Cloche Wallaroo Hats
    $ 71.00
    Wallaroo Hats

    Lady Brett Cloche by Wallaroo Hat Company

    This newest addition to Wallaroo’s Jane Seymour Collection captures the actress’s signature elegance with a classic cloche silhouette that never go...

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    $ 71.00
  • Greenwich by Wallaroo Hat Company Fedora Hat Wallaroo Hats
    Greenwich by Wallaroo Hat Company Fedora Hat Wallaroo Hats
    $ 73.00
    Wallaroo Hats

    Greenwich by Wallaroo Hat Company

    The Greenwich brings polished sophistication to sun-safe style with its gently upturned brim and beautifully structured safari crown. Designed for ...

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    $ 73.00
  • Cotton Sun Hat with Ponytail Opening - Scala Hats for Women Wide Brim Hat Scala Hats SCA11739-WHBLK White / Black M/L (57 - 58 cm)
    Cotton Sun Hat with Ponytail Opening - Scala Hats for Women Wide Brim Hat Scala Hats
    $ 37.00
    Scala Hats

    Cotton Sun Hat with Ponytail Opening - Scala Hats for Women

    Designed for active women who refuse to compromise on style or sun protection, this Scala cotton sun hat combines practical functionality with eleg...

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    $ 37.00
  • Soft Wool Animal Print Cuff Turban Beanie - Adora Hat® Beanie Adora Hats AD1347B Brown M/L (57-59 cm)
    $ 28.00
    Adora Hats

    Soft Wool Animal Print Cuff Turban Beanie - Adora Hat®

    Crafted from premium boiled wool, this turban beanie delivers refined comfort with its snug, elegant silhouette. The distinctive slouchy crown—pull...

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    $ 28.00
  • Two Tone Straw Brim Cap for Women - Sun 'N' Sand Hats Facesaver Hat Sun N Sand Hats HH3401 Ivory / Natural OS
    $ 34.50
    Sun N Sand Hats

    Two Tone Straw Brim Cap for Women - Sun 'N' Sand Hats

    Upgrade your baseball cap to a stylish straw cap this summer. The wide brim protects your face from harmful UV rays. The straw brim is 3.5" wide. C...

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    $ 34.50
  • Quick Dry Nylon UV Bill Cap with Neck Cape - Sun 'N' Sand Hats Cap Sun N Sand Hats HH3346A White
    $ 34.50
    Sun N Sand Hats

    Quick Dry Nylon UV Bill Cap with Neck Cape - Sun 'N' Sand Hats

    Lightweight nylon sun protection large bill cap. Performance mesh-lined crown, neck flap and under brim. Mesh insert in the crown for ventilation. ...

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    $ 34.50
  • Stevie by Wallaroo Hat Company Kettle Brim Hat Wallaroo Hats
    Stevie by Wallaroo Hat Company Kettle Brim Hat Wallaroo Hats
    $ 69.00
    Wallaroo Hats

    Stevie by Wallaroo Hat Company

    The Stevie hat brings refined travel-worthy style and serious sun protection into one beautifully designed accessory. Crafted from soft poly-straw ...

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    $ 69.00
  • Sanitas by Wallaroo Hats Bucket Hat Wallaroo Hats
    Sanitas by Wallaroo Hats Bucket Hat Wallaroo Hats
    $ 57.00
    Wallaroo Hats

    Sanitas by Wallaroo Hats

    The Sanitas Sun Hat offers a delicate, feminine look with its soft brim and lightweight construction, and hidden ponytail opening. Designed for com...

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    $ 57.00
  • Charlie Trilby by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Charlie Trilby by Wallaroo Hat Company Safari Hat Wallaroo Hats
    $ 57.00
    Wallaroo Hats

    Charlie Trilby by Wallaroo Hat Company

    The Charlie Unisex Trilby offers a timeless shape with a contemporary feel, featuring a structured crown and shorter brim for a refined, easygoing ...

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    $ 57.00
  • Caribbean Joe Denim Ribbon Fedora with Straw Trim - Island Living Fedora Hat Caribbean Joe HCJ269A-ML Blue M/L (59 cm)
    $ 36.00
    Caribbean Joe

    Caribbean Joe Denim Ribbon Fedora with Straw Trim - Island Living

    Huntington stripe denim ribbon fedora hat. Soft and lightweight hat. Raffia straw band and trim. Dented crown with pinched front. The brim is 2" wi...

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    $ 36.00
  • Brielle Knit Fedora with Colorful Band - Sun 'n' Sand® Hats Fedora Hat Sun N Sand Hats HH3148A Natural M/L (58.5 cm)
    $ 34.00
    Sun N Sand Hats

    Brielle Knit Fedora with Colorful Band - Sun 'n' Sand® Hats

    You'll love this hat for spring, summer, and early fall. Lightweight knit hat with diamond pattern.   Teardrop crown with pinched front. Classic fe...

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    $ 34.00
  • Crushable Lifeguard Hat with Chin Strap - Boardwalk Style Lifeguard Hat Boardwalk Style Hats
    Crushable Lifeguard Hat with Chin Strap - Boardwalk Style Lifeguard Hat Boardwalk Style Hats
    $ 35.00
    Boardwalk Style Hats

    Crushable Lifeguard Hat with Chin Strap - Boardwalk Style

    The perfect sun protection hat for your summer adventures. Crushable, packable, water resistant, UPF50+ UV blocking hat. Downward wide brim, 4.5". ...

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    $ 35.00
  • Fine Braid Straw Beach Hat, M/L size - Boardwalk Style Wide Brim Sun Hat Boardwalk Style Hats
    Fine Braid Straw Beach Hat, M/L size - Boardwalk Style Wide Brim Sun Hat Boardwalk Style Hats
    $ 32.00
    Boardwalk Style Hats

    Fine Braid Straw Beach Hat, M/L size - Boardwalk Style

    Soft braid dome crown wide brim sun hat. Great sun protection hat for gardening or the beach. Slightly downward wide brim, 4.5" wide. Rope chin cor...

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    $ 32.00
  • Belted Fine Braid Summer Fedora Hat - Boardwalk Style Safari Hat Boardwalk Style Hats DA8101-TAN Tan M/L (58 cm)
    Belted Fine Braid Summer Fedora Hat - Boardwalk Style Safari Hat Boardwalk Style Hats
    $ 27.00
    Boardwalk Style Hats

    Belted Fine Braid Summer Fedora Hat - Boardwalk Style

    Soft braid dented crown pinched front fedora hat. Great style for men and women. Slightly downward brim, 2.5" wide. Vegan leather belt. Ribbon inne...

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    $ 27.00
  • Wide Bill Brim Cap with Ribbon Bow - Sun 'N' Sand Hats Facesaver Hat Sun N Sand Hats HH2990A White / Navy OS (57.5 cm)
    $ 37.50
    Sun N Sand Hats

    Wide Bill Brim Cap with Ribbon Bow - Sun 'N' Sand Hats

    Straw brim cap with crisscross detail. Contrast ribbon trimmed wide brim with 4" peak.  Narrow ribbon band, Sun 'N' Sand pin detail. Ribbon bow in ...

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    $ 37.50
  • Ponytail Summer Fedora Hat - Boardwalk Style Safari Hat Boardwalk Style Hats
    Ponytail Summer Fedora Hat - Boardwalk Style Safari Hat Boardwalk Style Hats DA1968-BKT Black Tweed M/L (58 cm)
    $ 24.00
    Boardwalk Style Hats

    Ponytail Summer Fedora Hat - Boardwalk Style

    Ponytail fedora hat with brimless back. Teardrop crown with slight front pinch. Front and side brim is 3" wide. Ponytail opening with hook and loop...

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    $ 24.00
  • Wide Bill Cap with Open Crown for Ponytail - Panama Jack Hats Cap Panama Jack Hats
    Wide Bill Cap with Open Crown for Ponytail - Panama Jack Hats Cap Panama Jack Hats PJL732-WHT White M/L
    $ 31.00
    Panama Jack Hats

    Wide Bill Cap with Open Crown for Ponytail - Panama Jack Hats

    Super lightweight microfiber fabric ponytail cap. Perfect for water aerobic, yoga, running or any sport. Floatable foam round brim, with 4.75" peak...

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    $ 31.00
  • Sedona Sun Visor by Wallaroo Hat Company Visor Cap Wallaroo Hats
    Sedona Sun Visor by Wallaroo Hat Company Visor Cap Wallaroo Hats
    $ 49.00
    Wallaroo Hats

    Sedona Sun Visor by Wallaroo Hat Company

    The Sedona Sun Visor blends rustic, woven charm with lightweight performance for warm-weather activities. Its wide brim provides excellent shade fo...

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    $ 49.00
  • Savannah Visor by Wallaroo Hats Visor Cap Wallaroo Hats
    Savannah Visor by Wallaroo Hats Visor Cap Wallaroo Hats
    $ 49.00
    Wallaroo Hats

    Savannah Visor by Wallaroo Hats

    The Savannah Visor delivers the elegance of the classic designer striped Savannah hat in a breezy, open-top visor style. Its wide brim offers excel...

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    $ 49.00
  • Carkella Kerrigan by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Carkella Kerrigan by Wallaroo Hat Company Safari Hat Wallaroo Hats
    $ 71.00
    Wallaroo Hats

    Carkella Kerrigan by Wallaroo Hat Company

    The Kerrigan blends the classic safari silhouette with Carkella’s smart magnetic emblem system. The durable woven fabric with contrasting stitching...

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    $ 71.00
  • Margot by Wallaroo Hat Company Wide Brim Hat Wallaroo Hats
    Margot by Wallaroo Hat Company Wide Brim Hat Wallaroo Hats
    $ 77.00
    Wallaroo Hats

    Margot by Wallaroo Hat Company

    Created in collaboration with Jane Seymour, the Margot showcases elegant design with striking contrast trim that enhances its sweeping downward bri...

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    $ 77.00
  • Lady Jane by Wallaroo Hat Company Kettle Brim Hat Wallaroo Hats
    Lady Jane by Wallaroo Hat Company Kettle Brim Hat Wallaroo Hats
    $ 71.00
    Wallaroo Hats

    Lady Jane by Wallaroo Hat Company

    The Lady Jane is adorned with a printed scarf with Jane Seymour's artwork. It is a lovely upturned brim that frames the face beautifully, giving th...

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    $ 71.00
  • Carkella Lily Sun Visor by Wallaroo Hat Company Visor Cap Wallaroo Hats
    Carkella Lily Sun Visor by Wallaroo Hat Company Visor Cap Wallaroo Hats
    $ 49.00
    Wallaroo Hats

    Carkella Lily Sun Visor by Wallaroo Hat Company

    The Lily Visor offers ultra-flexible sun protection in a minimalist, travel-ready design. Its wide brim shades the face while the open-top construc...

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    $ 49.00
  • Carkella Lauren by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Carkella Lauren by Wallaroo Hat Company Safari Hat Wallaroo Hats
    $ 71.00
    Wallaroo Hats

    Carkella Lauren by Wallaroo Hat Company

    The Lauren brings classic safari styling to modern sun protection with its structured crown and wide, flattering brim. Lightweight and breathable, ...

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    $ 71.00
  • Charlie Sun Visor by Wallaroo Hat Company Visor Cap Wallaroo Hats CHAVIS-IT Ivory / Taupe OS
    Charlie Sun Visor by Wallaroo Hat Company Visor Cap Wallaroo Hats
    $ 49.00
    Wallaroo Hats

    Charlie Sun Visor by Wallaroo Hat Company

    The Charlie Sun Visor delivers stylish, lightweight sun coverage with a polished, streamlined look. Its wide, gently curved brim shields the face a...

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    $ 49.00
  • Wide Brim Sun Hat with Neck Flap - Juniper UV Blocking Hats Cap MegaCI J7273-GREY Grey M/L
    Wide Brim Sun Hat with Neck Flap - Juniper UV Blocking Hats Cap MegaCI J7273-BLUE Blue M/L
    $ 36.00
    MegaCI

    Wide Brim Sun Hat with Neck Flap - Juniper UV Blocking Hats

    Great sun protection hat for men and women made of breathable, UV blocking fabric. Wide  cushioned brim blocks UV rays. Mesh lined neck flap stays ...

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    $ 36.00
  • Ponytail Hole Fedora for Large Heads - Karen Keith Hats Facesaver Hat Great hats by Karen Keith
    Ponytail Hole Fedora for Large Heads - Karen Keith Hats Facesaver Hat Great hats by Karen Keith BT14CB-B Black Tweed L/XL
    $ 30.00
    Great hats by Karen Keith

    Ponytail Hole Fedora for Large Heads - Karen Keith Hats

    Best selling ponytail hole hat now in large size. Dented and pinched low profile crown. Ponytail hole with Velcro© closure in back to adjust fit. R...

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    $ 30.00
  • Up Turned Brim Cotton Sun Hat - Angela & Williams Hats Kettle Brim Hat Epoch Hats CL1801-KH Khaki Large (59 cm) Plain Weave Cotton
    Up Turned Brim Cotton Sun Hat - Angela & Williams Hats Kettle Brim Hat Epoch Hats CL1801-WH White Large (59 cm) Twill Weave Cotton
    $ 17.00
    Epoch Hats

    Up Turned Brim Cotton Sun Hat - Angela & Williams Hats

    Favorite up turned brim cotton hats style. Wide, shapeable brim provides excellent sun protection. Double layer brim, 4" wide. Fully lined. Drawstr...

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    $ 17.00
  • Ribbon and Straw Wide Brim Ponytail Sun Hat - Boardwalk Hats Visor Cap Boardwalk Style Hats
    Ribbon and Straw Wide Brim Ponytail Sun Hat - Boardwalk Hats Visor Cap Boardwalk Style Hats DA1930-IVBK Ivory / Black OS
    $ 25.00
    Boardwalk Style Hats

    Ribbon and Straw Wide Brim Ponytail Sun Hat - Boardwalk Hats

    This stylish Ribbon and Straw Wide Brim Ponytail Sun Hat from Boardwalk Hats offers 50+ UPF sun protection and a visor hat design with a 5" wide st...

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    $ 25.00
  • The Airflo® Tilley Hat - Medium Brim LTM5 Boonie Bucket Hat Tilley Endurables Hats
    The Airflo® Tilley Hat - Medium Brim LTM5 Boonie Bucket Hat Tilley Endurables Hats H00HT1005728101 Rockface 6 7/8 (55 cm)
    $ 99.00
    Tilley Endurables Hats

    The Airflo® Tilley Hat - Medium Brim LTM5 Boonie

    The best selling classic Tilley hat for rain or shine. Lightweight unisex boonie style hat. Floating dimensional brim, 3.5" front and back, 2.5" si...

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    $ 99.00
  • The Airflo® Tilley Hat - Broad Brim LTM6 Boonie Bucket Hat Tilley Endurables Hats
    The Airflo® Tilley Hat - Broad Brim LTM6 Boonie Bucket Hat Tilley Endurables Hats H99HT1006493101 KhakiOlive 6 7/8 (55 cm)
    $ 99.00
    Tilley Endurables Hats

    The Airflo® Tilley Hat - Broad Brim LTM6 Boonie

    The best selling classic Tilley hat for rain or shine. Lightweight unisex boonie style hat. Floating dimensional brim, 3.5" front and back, 2.5" si...

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    $ 99.00
  • Modern Airflo® Boonie Hat - Tilley Hats Bucket Hat Tilley Endurables Hats
    Modern Airflo® Boonie Hat - Tilley Hats Bucket Hat Tilley Endurables Hats H04HT10016102 Light Stone 7 (56 cm)
    $ 99.00
    Tilley Endurables Hats

    Modern Airflo® Boonie Hat - Tilley Hats

    The finest outdoors hat in all the world. Lightweight unisex boonie style hat. Floating bound brim, 2.75" wide. Flat crown top with pocket inside. ...

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    $ 99.00
  • Fancy Braid Straw Summer Cloche - Cappelli Straworld Hats Cloche Cappelli Straworld
    Fancy Braid Straw Summer Cloche - Cappelli Straworld Hats Cloche Cappelli Straworld
    $ 31.99
    Cappelli Straworld

    Fancy Braid Straw Summer Cloche - Cappelli Straworld Hats

    Unique wavy braid cloche style summer hat. Braided mid-crown and tie. Shapeable downward brim, 3" wide brim. Cappelli pin detail. Ribbon inner band...

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    $ 31.99

Finding a hat that fits a larger head size shouldn’t be frustrating. Our Large and XL women’s hats are designed so you can finally enjoy a well-fitting, comfortable hat you’ll actually want to wear all day—without tight pressure, slipping, or constant readjusting.

Shop a wide selection of summer and winter hats for larger head sizes, curated for both function and style. From flattering upturned brim hats to classic safari hats and wide-brim gardening hats, these Large/XL options give you the coverage you want with the fit you need. Whether you’re traveling, spending time outdoors, or building an everyday wardrobe of sun-safe staples, these hats let you look polished and feel comfortable—because the right size makes all the difference.