Skip to content

Plus Size Hats for Big Heads - Extra-Large to 3XL Hat Sizes

  • Greenwich by Wallaroo Hat Company Fedora Hat Wallaroo Hats
    Greenwich by Wallaroo Hat Company Fedora Hat Wallaroo Hats

    Greenwich by Wallaroo Hat Company

    $ 73.00

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

    View full details
    $ 73.00
  • Charlie Trilby by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Charlie Trilby by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Charlie Trilby by Wallaroo Hat Company

    $ 57.00

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

    View full details
    $ 57.00
  • Brielle Knit Fedora with Colorful Band - Sun 'n' Sand® Hats Fedora Hat Sun N Sand Hats HH3148A Natural M/L (58.5 cm)

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

    $ 34.00

    Step into confidence with the Brielle Knit Fedora, your go-to accessory for spring through early fall adventures. Crafted from breathable knit fabr...

    View full details
    $ 34.00
  • Belted Fine Braid Summer Fedora Hat - Boardwalk Style Safari Hat Boardwalk Style Hats
    Belted Fine Braid Summer Fedora Hat - Boardwalk Style Safari Hat Boardwalk Style Hats

    Belted Fine Braid Summer Fedora Hat - Boardwalk Style

    $ 27.00

    Experience effortless summer style with this versatile fine braid fedora, designed for both men and women. The classic dented crown and pinched fro...

    View full details
    $ 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)

    Ponytail Summer Fedora Hat - Boardwalk Style

    $ 24.00

    Embrace effortless style with this innovative ponytail fedora, designed for women who refuse to compromise between fashion and function. The distin...

    View full details
    $ 24.00
  • Spade Bangora Straw Black Fedora Hat - Biltmore Vintage Hats Fedora Hat Biltmore Hats
    Spade Bangora Straw Black Fedora Hat - Biltmore Vintage Hats Fedora Hat Biltmore Hats BF128-BLK2 Black Medium  (57 cm)

    Spade Bangora Straw Black Fedora Hat - Biltmore Vintage Hats

    $ 89.00

    Elevate your style with this striking Spade Bangora Straw Fedora by Biltmore Vintage Couture. Crafted from premium waxed bangora straw, this hat fe...

    View full details
    $ 89.00
  • Carkella Del Mar Fedora by Wallaroo Hat Company Fedora Hat Wallaroo Hats
    Carkella Del Mar Fedora by Wallaroo Hat Company Fedora Hat Wallaroo Hats

    Carkella Del Mar Fedora by Wallaroo Hat Company

    $ 61.00

    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 ...

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

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

    $ 15.00

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

    View full details
    $ 15.00
  • Aspen by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Aspen by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Aspen by Wallaroo Hat Company

    $ 75.00

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

    View full details
    $ 75.00
  • Memphis Burnt Palm Leaf Fedora Hat - Tula Hats Fedora Hat Tula Hats
    Memphis Burnt Palm Leaf Fedora Hat - Tula Hats Fedora Hat Tula Hats TU1-1690 Burnt Palm S/M Stretch band (56-57 cm)

    Memphis Burnt Palm Leaf Fedora Hat - Tula Hats

    $ 41.00

    Elevate your summer style with this refined palm leaf fedora, expertly crafted in Mexico. Featuring a distinctive dented crown and front pinch deta...

    View full details
    $ 41.00
  • Black Wool Felt Fedora Hat - Scala Hats Fedora Hat Scala Hats WF574-BLK2 Black Medium (22.25")
    Black Wool Felt Fedora Hat - Scala Hats Fedora Hat Scala Hats
    Sale

    Black Wool Felt Fedora Hat - Scala Hats

    Original Price $ 60.75
    Current Price $ 24.89

    This timeless fedora showcases a refined wool felt construction with a precisely structured crown featuring the signature center dent and front pin...

    View full details
    Original Price $ 60.75
    Current Price $ 24.89
    Sale
  • Cleveland Wool Felt Raw Edge Fedora up to 2XL - Stacy Adams Hats Safari Hat Stacy Adams Hats
    Cleveland Wool Felt Raw Edge Fedora up to 2XL - Stacy Adams Hats Safari Hat Stacy Adams Hats SAW536-BLK2 Black Medium (22.5")
    Sale

    Cleveland Wool Felt Raw Edge Fedora up to 2XL - Stacy Adams Hats

    Original Price $ 69.25
    Current Price $ 29.99

    Wool felt fedora hat with feather accent. Raw edge 2.5" wide brim. 19-Ligne grosgrain band with side bow. Signature STACY ADAMS pin detail Dented a...

    View full details
    Original Price $ 69.25
    Current Price $ 29.99
    Sale
  • Scarsdale Structured Wool Felt Raw Edge Fedora up to 2XL - Scala Hats Fedora Hat Scala Hats
    Scarsdale Structured Wool Felt Raw Edge Fedora up to 2XL - Scala Hats Fedora Hat Scala Hats WF536 Black Medium (22.5")
    Sale

    Scarsdale Structured Wool Felt Raw Edge Fedora up to 2XL - Scala Hats

    Original Price $ 59.00
    Current Price $ 28.50

    FINAL SALE. NOT ELIGIBLE FOR RETURN/EXCHANGE. This refined wool felt fedora delivers timeless sophistication with meticulous construction. The stru...

    View full details
    Original Price $ 59.00
    Current Price $ 28.50
    Sale
  • Gabi Ponytail Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Gabi Ponytail Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Gabi Ponytail Fedora by Wallaroo Hat Company

    $ 61.00

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

    View full details
    $ 61.00
  • Charlie Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Charlie Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Charlie Fedora by Wallaroo Hat Company

    $ 61.00

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

    View full details
    $ 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

    Carkella Sydney Fedora by Wallaroo Hat Company

    $ 51.00

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

    View full details
    $ 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

    St. Tropez Trilby by Wallaroo Hat Company

    Original Price $ 49.00
    Current Price $ 26.00

    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. ...

    View full details
    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

    Victoria Fedora by Wallaroo Hats

    $ 55.00

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

    View full details
    $ 55.00

Comfortable and stylish large head hats

Let's face it, some of us need more room to think. Don't try to fit into the one size fits all hat, find a well fitting hat for big heads. Large and XL hat sizes for ladies and XXL to 3X-Large hat sizes for men. Large variety of plus size hat styles for men and women.