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Plus Size Hats for Women with Larger Heads

  • 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
  • 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
  • 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
  • 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
  • Carkella Del Mar Fedora by Wallaroo Hat Company Fedora Hat Wallaroo Hats
    Carkella Del Mar Fedora by Wallaroo Hat Company Fedora Hat Wallaroo Hats
    $ 61.00
    Wallaroo Hats

    Carkella Del Mar Fedora by Wallaroo Hat Company

    The Del Mar Fedora combines sleek styling with practical sun protection, making it a favorite on and off the golf course. Its structured crown and ...

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    $ 61.00
  • Classic Wool Felt Fedora Hat in Large Size - JSA Wool Hats Fedora Hat Jeanne Simmons JS7164 Apricot Large (59 cm)
    $ 15.00
    Jeanne Simmons

    Classic Wool Felt Fedora Hat in Large Size - JSA Wool Hats

    FINAL SALE. NOT ELIGIBLE FOR RETURN/EXCHANGE. Make a statement with this charming wool felt fedora that's built for bigger personalities and larger...

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    $ 15.00
  • Aspen by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Aspen by Wallaroo Hat Company Safari Hat Wallaroo Hats
    $ 75.00
    Wallaroo Hats

    Aspen by Wallaroo Hat Company

    The Aspen Safari Hat brings timeless sophistication to fall and winter adventures. Crafted from high-quality wool felt, it offers a structured shap...

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    $ 75.00
  • Chenille Knit Fedora Hat with Cheetah Band - Jeanne Simmons Hats Fedora Hat Jeanne Simmons JS7134BK Black M/L (58 cm)
    Chenille Knit Fedora Hat with Cheetah Band - Jeanne Simmons Hats Fedora Hat Jeanne Simmons JS7134CM Camel M/L (58 cm)
    $ 29.00
    Jeanne Simmons

    Chenille Knit Fedora Hat with Cheetah Band - Jeanne Simmons Hats

    Crafted from luxurious chenille knit, this fedora showcases a refined silhouette with a dented crown and front pinch detail. The generously proport...

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    $ 29.00
  • Memphis Burnt Palm Leaf Fedora Hat - Tula Hats Fedora Hat Tula Hats TU1-1700 Pale Palm Straw S/M Stretch band (56-57 cm)
    Memphis Burnt Palm Leaf Fedora Hat - Tula Hats Fedora Hat Tula Hats TU1-1690 Honey Palm Straw S/M Stretch band (56-57 cm)
    $ 41.00
    Tula Hats

    Memphis Burnt Palm Leaf Fedora Hat - Tula Hats

    Classy little summer straw fedora. Dented crown with front pinch. Rated as a UPF 50+ sun hat. Narrow brim, 2" wide. Crown depth 4". Naturally water...

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    $ 41.00
  • XL Size Hats: Tweed Summer Fedora Hat - Jeanne Simmons Accessories Fedora Hat Jeanne Simmons
    XL Size Hats: Tweed Summer Fedora Hat - Jeanne Simmons Accessories Fedora Hat Jeanne Simmons j6765bnl Brown Heather Large (59 cm)
    $ 21.00
    Jeanne Simmons

    XL Size Hats: Tweed Summer Fedora Hat - Jeanne Simmons Accessories

    This versatile straw braid fedora delivers timeless style with a modern edge. Featuring a classic dented crown and pinched front, it showcases a tu...

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    $ 21.00
  • Gabi Ponytail Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Gabi Ponytail Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats
    $ 61.00
    Wallaroo Hats

    Gabi Ponytail Fedora by Wallaroo Hat Company

    The Gabi Ponytail Fedora is thoughtfully designed for women who want sun protection without sacrificing their favorite hairstyles. A discreet openi...

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    $ 61.00
  • Charlie Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Charlie Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats
    $ 61.00
    Wallaroo Hats

    Charlie Fedora by Wallaroo Hat Company

    Designed with a contemporary silhouette, the Charlie Fedora pairs clean lines with effortless comfort. The structured crown and medium brim create ...

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    $ 61.00
  • Carkella Sydney Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats SYDFM-DM Denim M/L (58 cm)
    Carkella Sydney Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats
    $ 51.00
    Wallaroo Hats

    Carkella Sydney Fedora by Wallaroo Hat Company

    The Sydney Fedora blends contemporary styling with Carkella’s signature magnetic emblem feature—allowing you to customize your hat with interchange...

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    $ 51.00
  • St. Tropez Trilby by Wallaroo Hat Company Fedora Hat Wallaroo Hats STTR-24-NA Natural / Navy M/L (58 cm)
    St. Tropez Trilby by Wallaroo Hat Company Fedora Hat Wallaroo Hats
    Sale
    Original Price $ 49.00
    Current Price $ 26.00
    Wallaroo Hats

    St. Tropez Trilby by Wallaroo Hat Company

    The St. Tropez Trilby features a shorter brim and structured fedora crown, making it a chic option for women and men seeking a compact summer hat. ...

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    Original Price $ 49.00
    Current Price $ 26.00
    Sale
  • Victoria Fedora by Wallaroo Hats Safari Hat Wallaroo Hats
    Victoria Fedora by Wallaroo Hats Safari Hat Wallaroo Hats
    $ 55.00
    Wallaroo Hats

    Victoria Fedora by Wallaroo Hats

    The Victoria Fedora blends Wallaroo’s bestselling Victoria construction with a classic fedora crown, creating a stylish everyday sun hat perfect fo...

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    $ 55.00

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.