Skip to content

Filters

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

  • Charlie Trilby Fedora, Unisex - Wallaroo Hats Safari Hat Wallaroo Hats
    Charlie Trilby Fedora, Unisex - Wallaroo Hats Safari Hat Wallaroo Hats CHARTR-IB-M Ivory / Black M/L (59 cm)
    $ 50.00
    Wallaroo Hats

    Charlie Trilby Fedora, Unisex - Wallaroo Hats

    Stylish trilby hat made for travel. The best selling two-tone fabric of the Wallaroo Charlie collection now in a new, narrower brim trilby style. T...

    View full details
    $ 50.00
  • Kerrigan Wide Brim Safari Hat - Carkella Hats Safari Hat Wallaroo Hats
    Kerrigan Wide Brim Safari Hat - Carkella Hats Safari Hat Wallaroo Hats KERRM-IB Ivory / Black M/L (58 cm)
    Sold out
    $ 67.00
    Wallaroo Hats

    Kerrigan Wide Brim Safari Hat - Carkella Hats

    Classy resort style wide brim safari hat. Contrast stitch two-tone structure provides perfect harmony. Packable travel friendly hat to take along y...

    View full details
    $ 67.00
  • Margot Contrast Trim Jane Seymour Design Hat - Wallaroo Hats Wide Brim Hat Wallaroo Hats
    Margot Contrast Trim Jane Seymour Design Hat - Wallaroo Hats Wide Brim Hat Wallaroo Hats MARG-IV Ivory M/L (58 cm)
    $ 69.00
    Wallaroo Hats

    Margot Contrast Trim Jane Seymour Design Hat - Wallaroo Hats

    Sophisticated wide brim Jane Seymour hat inspired by the graceful Audrey Hepburn style.  Wide brim round crown hat with contrasting color trim and ...

    View full details
    $ 69.00
  • Lauren Contrast Trim Packable Safari Hat  - Carkella Hats Safari Hat Wallaroo Hats
    Lauren Contrast Trim Packable Safari Hat  - Carkella Hats Safari Hat Wallaroo Hats LAUR-MC Mixed Camel M/L (58 cm)
    $ 65.00
    Wallaroo Hats

    Lauren Contrast Trim Packable Safari Hat - Carkella Hats

    Packable Summer Hat for Women. Stylish safari hat with contrasting color trim and band. Packable, crushable, travel friendly hat made of Flexi-Weav...

    View full details
    $ 65.00
  • Charlie Sun Visor - Wallaroo Hats Visor Cap Wallaroo Hats
    Charlie Sun Visor - Wallaroo Hats Visor Cap Wallaroo Hats CHAVIS-IB Ivory / Black OS
    $ 41.00
    Wallaroo Hats

    Charlie Sun Visor - Wallaroo Hats

    Sophisticated resort sun visor hat. Contrast stitch two-tone structure provides perfect harmony. Made for travel, rolls into cone. Matching contras...

    View full details
    $ 41.00
  • Palm Beach Crushable Safari Hat - Carkella Golf Hats Safari Hat Wallaroo Hats
    Palm Beach Crushable Safari Hat - Carkella Golf Hats Safari Hat Wallaroo Hats PLMBCHMBKM Black M/L (59 cm)
    $ 58.00
    Wallaroo Hats

    Palm Beach Crushable Safari Hat - Carkella Golf Hats

    Soft flexi-weave packable golf hat for ultimate comfort. Classic safari style hat with dented and pinched crown.  Downward brim, 2.75" wide provide...

    View full details
    $ 58.00
  • Wide Band Large Straw Visor Hat with Long Bow - Jeanne Simmons Visor Cap Jeanne Simmons JS6017WH White M/L (57-57 cm)
    Wide Band Large Straw Visor Hat with Long Bow - Jeanne Simmons Visor Cap Jeanne Simmons JS6017NT Tan M/L (57-57 cm)
    $ 27.00
    Jeanne Simmons

    Wide Band Large Straw Visor Hat with Long Bow - Jeanne Simmons

    Wide band sun visor hat for women. Elasticized closure with long bow accent. Wide brim with 4.5" peak, protect face and ears. 2.25" tall band. UPF ...

    View full details
    $ 27.00
  • Del Mar Golf Fedora with Magnet for Marker - Carkella Hats Fedora Hat Wallaroo Hats
    Del Mar Golf Fedora with Magnet for Marker - Carkella Hats Fedora Hat Wallaroo Hats DELMM-BG-M Beige M/L (58-59 cm)
    $ 55.00
    Wallaroo Hats

    Del Mar Golf Fedora with Magnet for Marker - Carkella Hats

    Sporty fedora hat made for golf, but you can take it everywhere. Narrow brim 1.75" wide. C-Crown with pinched front. Ribbon band with hidden magnet...

    View full details
    $ 55.00
  • Large Size Two Tone Fedora Hat - Tidal Tom™ Fedora Hat Tidal Tom HTT1038B-ML Black M/L (23 1/4")
    Large Size Two Tone Fedora Hat - Tidal Tom™ Fedora Hat Tidal Tom HTT1038A-ML Brown M/L (23 1/4")
    $ 32.50
    Tidal Tom

    Large Size Two Tone Fedora Hat - Tidal Tom™

    Unique two tone braid fedora hat for men and women.  Classic fedora crown, dented with front pinch. Brim is 2.5" wide. Grosgrain ribbon band with s...

    View full details
    $ 32.50
  • Gabi Ponytail Hole Fedora - Wallaroo Hats Safari Hat Wallaroo Hats
    Gabi Ponytail Hole Fedora - Wallaroo Hats Safari Hat Wallaroo Hats GABI-IVO Ivory M/L (58 cm)
    $ 51.00
    Wallaroo Hats

    Gabi Ponytail Hole Fedora - Wallaroo Hats

    Backless Fedora Hat with Ponytail Hole. Disappearing brim, 3.25" on front and sides, brimless back. Ponytail opening with Velcro© closure in back t...

    View full details
    $ 51.00
  • Charlie Women's Fedora - Wallaroo Hats Safari Hat Wallaroo Hats
    Charlie Women's Fedora - Wallaroo Hats Safari Hat Wallaroo Hats cha-it Ivory / Taupe M/L (58 cm)
    $ 52.00
    Wallaroo Hats

    Charlie Women's Fedora - Wallaroo Hats

    Stylish fedora hat made for travel. Contrast stitch two-tone structure provides perfect harmony. Packable, crushable, travel-friendly hat to take a...

    View full details
    $ 52.00
  • Elegant Wide Brim Straw Hat - Large and Extra-Large Size Safari Hat Jeanne Simmons
    Elegant Wide Brim Straw Hat - Large and Extra-Large Size Safari Hat Jeanne Simmons
    $ 29.00
    Jeanne Simmons

    Elegant Wide Brim Straw Hat - Large and Extra-Large Size

    Elegant ribbon bound safari style hat in large and extra-large sizes for women. Fedora like pinched crown with center dent. Flat brim, 5" wide. Cur...

    View full details
    $ 29.00
  • Extra Wide Brim Sun Hat - Large Size Women's Beach Hat Wide Brim Sun Hat Jeanne Simmons js8560whl White Large (59 cm)
    Extra Wide Brim Sun Hat - Large Size Women's Beach Hat Wide Brim Sun Hat Jeanne Simmons js8560tnl Natural Large (59 cm)
    $ 39.00
    Jeanne Simmons

    Extra Wide Brim Sun Hat - Large Size Women's Beach Hat

    Extra large slightly floppy brim sun hat.  Wide black ribbon band wide side bow. Brim is 6" wide. Large, 59 cm with drawstring to adjust fit. UPF 5...

    View full details
    $ 39.00
  • Black and Ivory Wrap Around Sun Visor Hat - KW Fashion Visor Cap KW Fashion lch133bk Black/Ivory M/L (58 cm)
    $ 19.00
    KW Fashion

    Black and Ivory Wrap Around Sun Visor Hat - KW Fashion

    Two tone roll up sun visor. Wide downward sloping brim, 4.5", with ribbon trimmed edge. Elastic closure with ribbon tie pulled through metal eyelet...

    View full details
    $ 19.00
  • Asymmetrical Brim Summer Hat - Large and XL Size Women's Hats Wide Brim Hat Jeanne Simmons
    Asymmetrical Brim Summer Hat - Large and XL Size Women's Hats Wide Brim Hat Jeanne Simmons js8209TNXL Tan X-Large (61 cm)
    $ 29.00
    Jeanne Simmons

    Asymmetrical Brim Summer Hat - Large and XL Size Women's Hats

    Large and extra-large size woman's hats. Asymmetrical 3.5" wide brim on front, narrows to 2" in back. Black ribbon band with bow in back. Cotton ba...

    View full details
    $ 29.00
  • Sydney Packable Kettle Brim Hat - Wallaroo Hats Kettle Brim Hat Wallaroo Hats
    Sydney Packable Kettle Brim Hat - Wallaroo Hats Kettle Brim Hat Wallaroo Hats SYD-BW Black & White M/L (58 cm)
    $ 44.00
    Wallaroo Hats

    Sydney Packable Kettle Brim Hat - Wallaroo Hats

    Packable sun hat for poolside. Up turned brim hat with 4" wide brim. Packable. Fold it and roll it.  Shapeable brim, fold it down partially or all ...

    View full details
    $ 44.00

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.