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

  • Sedona XL Fedora for Large Head by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Sedona XL Fedora for Large Head by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Sedona XL Fedora for Large Head by Wallaroo Hat Company

    $ 61.00

    The Sedona Safari Hat XL by Wallaroo Hat Company brings one of Wallaroo's most popular sun hats to men and women who need a little extra room. Desi...

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    $ 61.00
  • Charlie XL Fedora for Large Heads by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Charlie XL Fedora for Large Heads by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Charlie XL Fedora for Large Heads by Wallaroo Hat Company

    $ 61.00

    The Charlie XL Fedora by Wallaroo Hat Company brings the brand's best-selling fedora design to women and men with larger head sizes seeking a comfo...

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    $ 61.00
  • 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...

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    $ 35.00
  • SPIN-IT King Baseball Cap - Tails Active Wear Cap Tails Active Wear
    SPIN-IT King Baseball Cap - Tails Active Wear Cap Tails Active Wear CX9401-OSC8 Onyx OS Sale

    SPIN-IT King Baseball Cap - Tails Active Wear

    Original Price $ 29.00
    Current Price $ 15.00

    Designed for active lifestyles and larger head sizes, this lightweight performance cap is the perfect companion for golf, tennis, pickleball, and o...

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    Original Price $ 29.00
    Current Price $ 15.00
    Sale
  • 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...

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    $ 37.50
  • Cooling Dimensional Brim Hiking Hat, Chin Strap - DPC Outdoor Headwear Bucket Hat Dorfman Hat Co.
    Cooling Dimensional Brim Hiking Hat, Chin Strap - DPC Outdoor Headwear Bucket Hat Dorfman Hat Co. MC416-KAKI2 Khaki Labeled: S/M; Actual size: 55.5 cm (S)
    Sale

    Cooling Dimensional Brim Hiking Hat, Chin Strap - DPC Outdoor Headwear

    Original Price $ 40.00
    Current Price $ 20.00

    Take on hot, sunny days with confidence in this nylon blend camp hat featuring advanced HyperKewl™ cooling technology. Designed for high-performanc...

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    Original Price $ 40.00
    Current Price $ 20.00
    Sale
  • Reversible Terrycloth-Cotton Twill Wide Brim Sun Hat - MCI Wide Brim Sun Hat MegaCI 6590-NVRD Navy L (58.5 cm)
    Reversible Terrycloth-Cotton Twill Wide Brim Sun Hat - MCI Wide Brim Sun Hat MegaCI

    Reversible Terrycloth-Cotton Twill Wide Brim Sun Hat - MCI

    $ 24.00

    Enjoy versatile sun protection with this fun and functional wide-brim reversible beach hat designed specifically for larger head sizes. Featuring a...

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    $ 24.00
  • Petite Washed Denim Bucket Hat with Frayed Stripes for Small Heads Cloche MegaCI 4505B Denim Small (56 cm)
    Sale

    Petite Washed Denim Bucket Hat with Frayed Stripes for Small Heads

    Original Price $ 16.75
    Current Price $ 9.95

    Add a touch of casual personality to your everyday look with this charming denim bucket hat designed specifically for petite head sizes. Crafted fo...

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    Original Price $ 16.75
    Current Price $ 9.95
    Sale
  • 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...

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    $ 61.00
  • Detachable Crown Wide Brim Cap-Sun Visor - Sun 'N' Sand Hats Cap Sun N Sand Hats
    Detachable Crown Wide Brim Cap-Sun Visor - Sun 'N' Sand Hats Cap Sun N Sand Hats HH3586B Beige OS

    Detachable Crown Wide Brim Cap-Sun Visor - Sun 'N' Sand Hats

    $ 34.00

    Embrace sun protection without compromise. This innovative wide-brim cap features a detachable crown that zips away to reveal a sleek sun visor—giv...

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    $ 34.00
  • 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...

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    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...

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    $ 53.00
  • Petite Darby Cloche by Wallaroo Hat Company Cloche Wallaroo Hats PDARB-IB Ivory/Black S (55 cm)
    Petite Darby Cloche by Wallaroo Hat Company Cloche Wallaroo Hats

    Petite Darby Cloche by Wallaroo Hat Company

    $ 61.00

    The Petite Darby by Wallaroo brings timeless cloche style to smaller head sizes, offering a beautifully scaled vintage silhouette that flatters eff...

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    $ 61.00
  • Lady Brett Cloche by Wallaroo Hat Company Cloche Wallaroo Hats
    Lady Brett Cloche by Wallaroo Hat Company Cloche Wallaroo Hats

    Lady Brett Cloche by Wallaroo Hat Company

    $ 71.00

    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

    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 ...

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    $ 73.00

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.