Skip to content

Petite & Plus Size Hats – Extra Small to Extra Large Fits

  • Wide Brim Straw Ponytail Facesaver Sun Hat - Jeanne Simmons Wide Brim Hat Jeanne Simmons Accessories
    Wide Brim Straw Ponytail Facesaver Sun Hat - Jeanne Simmons Wide Brim Hat Jeanne Simmons Accessories JS8301-BLK Black Tweed OS

    Wide Brim Straw Ponytail Facesaver Sun Hat - Jeanne Simmons

    $ 35.00

    Stay cool, protected, and effortlessly stylish with the Wide Brim Straw Ponytail Facesaver Sun Hat from Jeanne Simmons Accessories. Designed for ac...

    View full details
    $ 35.00
  • Adjustable Size Hat for Ponytails - Boardwalk Style Facesaver Hat Boardwalk Style Hats
    Adjustable Size Hat for Ponytails - Boardwalk Style Facesaver Hat Boardwalk Style Hats DA1367-BLK Brown Tweed OS

    Adjustable Size Hat for Ponytails - Boardwalk Style

    $ 37.50

    Enjoy sun-smart style and a perfect fit with this adjustable ponytail sun hat, thoughtfully designed for larger head sizes. The elastic strap closu...

    View full details
    $ 37.50
  • Large Down-Turned Brim Sun Hat - Boardwalk Styles Wide Brim Hat Boardwalk Style Hats DA1774-BNH Brown Heather Medium (57 cm)
    Large Down-Turned Brim Sun Hat - Boardwalk Styles Wide Brim Hat Boardwalk Style Hats

    Large Down-Turned Brim Sun Hat - Boardwalk Styles

    $ 45.00

    Make a striking impression with this elegant Breakfast at Tiffany’s-inspired sun hat, designed to blend classic sophistication with modern versatil...

    View full details
    $ 45.00
  • Darby Cloche by Wallaroo Hat Company Cloche Wallaroo Hats DARB- Ivory/Blue OS (58 cm)
    Darby Cloche by Wallaroo Hat Company Cloche Wallaroo Hats

    Darby Cloche by Wallaroo Hat Company

    $ 61.00

    Introducing the Darby Cloche—a timeless two-tone design that celebrates effortless elegance. This ivory beauty features striking contrast stitching...

    View full details
    $ 61.00
  • Stretchy Poly-Knit Band Sun Visor with Strap Closure - Sun 'N' Sand Hat Visor Cap Sun N Sand Hats HH3550B Black OS
    Stretchy Poly-Knit Band Sun Visor with Strap Closure - Sun 'N' Sand Hat Visor Cap Sun N Sand Hats HH3550A Natural OS
    Sale

    Stretchy Poly-Knit Band Sun Visor with Strap Closure - Sun 'N' Sand Hat

    Original Price $ 34.00
    Current Price $ 24.99

    Shield yourself from the sun while staying active with this versatile visor. The flexible poly-knit band stretches to fit medium to large heads com...

    View full details
    Original Price $ 34.00
    Current Price $ 24.99
    Sale
  • Victoria Cap - Wallaroo Hat Company Facesaver Hat Wallaroo Hats
    Victoria Cap - Wallaroo Hat Company Facesaver Hat Wallaroo Hats

    Victoria Cap - Wallaroo Hat Company

    $ 53.00

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

    View full details
    $ 53.00
  • Black Cowboy Hat with White Embroidery - Karen Keith Hats Cowboy Hat Great hats by Karen Keith RM10L-Cs Black Small (55 cm)

    Black Cowboy Hat with White Embroidery - Karen Keith Hats

    $ 49.00

    Step into the spotlight with this striking black cowboy hat that commands attention. Crafted from woven raffia, it features a sophisticated faux le...

    View full details
    $ 49.00
  • Handwoven Straw Cowboy Hat with Chin Cord - Boardwalk Hats Cowboy Hat Boardwalk Style Hats
    Handwoven Straw Cowboy Hat with Chin Cord - Boardwalk Hats Cowboy Hat Boardwalk Style Hats DA1953-BLK2 Black Medium

    Handwoven Straw Cowboy Hat with Chin Cord - Boardwalk Hats

    $ 27.00

    Experience the perfect blend of classic western style and practical sun protection with this straw cowboy hat. Crafted from lightweight toyo straw,...

    View full details
    $ 27.00
  • Wool Cloche Hat with Animal Print Accent - Adora® Wool Hats Cloche Adora Hats AD1295A Black M/L (58 cm)
    Wool Cloche Hat with Animal Print Accent - Adora® Wool Hats Cloche Adora Hats AD1295B Tan M/L (58 cm)

    Wool Cloche Hat with Animal Print Accent - Adora® Wool Hats

    $ 48.00

    Embrace vintage charm with this exquisite wool cloche hat, a timeless accessory that exudes understated sophistication. The structured dome crown a...

    View full details
    $ 48.00
  • Small Brim Knit Soft Wool Bolero Hat for Women - Adora® Bolero Hat Adora Hats AD1323B Brown M/L (58.5 cm)
    Small Brim Knit Soft Wool Bolero Hat for Women - Adora® Bolero Hat Adora Hats AD1323A Black M/L (58.5 cm)

    Small Brim Knit Soft Wool Bolero Hat for Women - Adora®

    $ 24.00

    This refined soft wool bolero hat epitomizes understated elegance for autumn and winter wear. Featuring a gracefully flat crown with clean sidewall...

    View full details
    $ 24.00
  • 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

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

    $ 32.00

    Experience effortless sun protection with this elegant fine braid straw beach hat. Crafted from 100% paper raffia, it features a softly domed crown...

    View full details
    $ 32.00
  • 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
  • Black and Brown Heathered Wrap Around Roll Up Sun Visor Hat - Boardwalk Style Visor Cap Boardwalk Style Hats
    Black and Brown Heathered Wrap Around Roll Up Sun Visor Hat - Boardwalk Style Visor Cap Boardwalk Style Hats DA1319 Black / Brown OS
    Sale

    Black and Brown Heathered Wrap Around Roll Up Sun Visor Hat - Boardwalk Style

    Original Price $ 25.00
    Current Price $ 22.00

    Shield yourself from the sun with effortless style in this versatile wrap-around visor. Featuring a generous 4" brim that slopes downward for optim...

    View full details
    Original Price $ 25.00
    Current Price $ 22.00
    Sale
  • Woven Toyo Brim Velcro® Closure Sun Visor - Karen Keith Hats Visor Cap Great hats by Karen Keith PV88B-BLU Blue
    Woven Toyo Brim Velcro® Closure Sun Visor - Karen Keith Hats Visor Cap Great hats by Karen Keith PV88A-BLK Black

    Woven Toyo Brim Velcro® Closure Sun Visor - Karen Keith Hats

    $ 19.00

    Elevate your sun protection game with this stunning woven toyo visor, designed for those who refuse to compromise on style. The 4" peak delivers se...

    View full details
    $ 19.00
  • 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
  • Two Tone UV Blocking Safari Hat - Karen Keith Hats Safari Hat Great hats by Karen Keith BT14-F Toast

    Two Tone UV Blocking Safari Hat - Karen Keith Hats

    $ 30.00

    Elevate your outdoor style with this braided toyo safari hat, designed for both elegance and high-performance sun protection. The tweed toast-color...

    View full details
    $ 30.00
  • 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

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

    $ 31.00

    Hit the gym, the pool, or the trail in style with this clever ponytail cap designed for active women on the go. The ultra-lightweight microfiber co...

    View full details
    $ 31.00
  • Savannah Visor by Wallaroo Hats Visor Cap Wallaroo Hats
    Savannah Visor by Wallaroo Hats Visor Cap Wallaroo Hats

    Savannah Visor by Wallaroo Hats

    $ 49.00

    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...

    View full details
    $ 49.00

Find Your Perfect Fit – Beyond One Size

Let’s face it—not everyone fits into standard sizing. While most women’s hats are labeled “one size” and men’s hats typically come in limited size ranges, many people fall outside those norms.

If you’ve struggled to find a comfortable fit, you’re not alone. That’s why we offer a selection of extra-small and extra-large hat styles, designed to provide a better, more precise fit without compromising on style.

Explore our extended size options and finally enjoy a hat that feels as good as it looks.