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

  • 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. ...

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    Original Price $ 49.00
    Current Price $ 26.00
    Sale
  • Jr. Explorer by Wallaroo Hats Bucket Hat Wallaroo Hats
    Explorer by Wallaroo Hat Company Bucket Hat Wallaroo Hats

    Explorer by Wallaroo Hat Company

    $ 57.00

    The Explorer is a performance-driven boonie hat crafted for long days outdoors. Lightweight microfiber keeps it breathable and quick-drying, while ...

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    $ 57.00
  • Tweed Navy Raffia Crown Safari Hat by Sun Styles Safari Hat Sun Styles
    Tweed Navy Raffia Crown Safari Hat by Sun Styles Safari Hat Sun Styles xgz097nv1 Navy

    Tweed Navy Raffia Crown Safari Hat by Sun Styles

    $ 32.00

    Crocheted navy and natural mix raffia fedora style crown. Braided brim, 4" wide. Navy frayed edge ribbon band with loop. Ribbon inner band with dra...

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    $ 32.00
  • Navy and Natural Raffia Safari Hat by Sun Styles Safari Hat Sun Styles
    Navy and Natural Raffia Safari Hat by Sun Styles Safari Hat Sun Styles AH369nv Navy / Natural OS (57 cm) Sale

    Navy and Natural Raffia Safari Hat by Sun Styles

    Original Price $ 36.00
    Current Price $ 24.99

    Stand out in effortless style with this crocheted navy raffia fedora, designed to combine bold color with breathable comfort. The fedora-style crow...

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    Original Price $ 36.00
    Current Price $ 24.99
    Sale
  • Large Roll Up Sun Visor with Contrast Trim - Boardwalk Hats Visor Cap Boardwalk Style Hats
    Large Roll Up Sun Visor with Contrast Trim - Boardwalk Hats Visor Cap Boardwalk Style Hats

    Large Roll Up Sun Visor with Contrast Trim - Boardwalk Hats

    $ 25.00

    Shield your face and neck from harmful UV rays with this versatile sun visor, engineered with UPF 50+ protection to keep you safe during outdoor ac...

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    $ 25.00
  • Amelia by Wallaroo Hats Kettle Brim Hat Wallaroo Hats AMENT Natural M/L (58 cm)
    Amelia by Wallaroo Hats Kettle Brim Hat Wallaroo Hats

    Amelia by Wallaroo Hats

    $ 59.00

    The Amelia is a charming everyday sun hat designed for easy wear from the beach to the garden. Its soft, flexible weave creates a relaxed look, whi...

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    $ 59.00
  • Sedona Fedora, M & XL - Wallaroo Hat Company Safari Hat Wallaroo Hats
    Sedona Fedora, M & XL - Wallaroo Hat Company Safari Hat Wallaroo Hats

    Sedona Fedora, M & XL - Wallaroo Hat Company

    $ 61.00

    The full-size Sedona Safari Hat blends a relaxed woven texture with excellent sun protection for warm-weather outings. Its wide downturned brim pro...

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    $ 61.00
  • Karen Keith Tweed Straw Facesaver Hat with Ponytail Hole Facesaver Hat Great hats by Karen Keith BT9CB-C Black tweed
    Karen Keith Tweed Straw Facesaver Hat with Ponytail Hole Facesaver Hat Great hats by Karen Keith

    Karen Keith Tweed Straw Facesaver Hat with Ponytail Hole

    $ 29.99

    Embrace sun protection without compromising style in this sophisticated tweed straw facesaver. The distinctive multi-tone braid design features a g...

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    $ 29.99
  • Palm Safari Hat by Milani Safari Hat Milani Hats
    Palm Safari Hat by Milani Safari Hat Milani Hats MF001BN Natural Large (59.5 cm)

    Palm Safari Hat by Milani

    $ 24.00

    Crafted from natural palm fiber, this safari-inspired sun hat brings effortless style to your outdoor adventures. The distinctive dented crown and ...

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    $ 24.00
  • Crocheted Summer Cloche - Callanan Handmade Hats Wide Brim Hat Callanan Hats CR257WH White M/L (58 cm)

    Crocheted Summer Cloche - Callanan Handmade Hats

    $ 79.00

    Crafted by the talented hands of John Callanan, this charming cloche brings vintage flair to your summer wardrobe. Hand-crocheted with shimmering L...

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    $ 79.00
  • Asymmetrical Brim Summer Hat - Large and XL Size Women's Hats Wide Brim Hat Jeanne Simmons Accessories
    Asymmetrical Brim Summer Hat - Large and XL Size Women's Hats Wide Brim Hat Jeanne Simmons Accessories js8209TN-L Tan Large (59 cm)

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

    $ 34.00

    Step into sun-smart style with this elegant asymmetrical brim hat, thoughtfully designed for larger head sizes. The unique silhouette features a 3....

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    $ 34.00
  • Tahiti Fedora by Wallaroo Hat Company Fedora Hat Wallaroo Hats
    Tahiti Fedora by Wallaroo Hat Company Fedora Hat Wallaroo Hats

    Tahiti Fedora by Wallaroo Hat Company

    $ 67.00

    The Tahiti Fedora offers natural island-inspired beauty with its hand-crocheted raffia construction and lightweight, breathable feel. The narrow br...

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    $ 67.00
  • Victoria Diva by Wallaroo Hats Wide Brim Hat Wallaroo Hats VICD-20-WH White M/L (58 cm)
    Victoria Diva by Wallaroo Hats Wide Brim Hat Wallaroo Hats

    Victoria Diva by Wallaroo Hats

    $ 53.00

    The Victoria Diva is a statement wide-brim sun hat crafted to deliver maximum coverage with lightweight comfort. Its sweeping brim offers exception...

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    $ 53.00
  • Sydney - Wallaroo Hats Kettle Brim Hat Wallaroo Hats
    Sydney - Wallaroo Hats Kettle Brim Hat Wallaroo Hats

    Sydney - Wallaroo Hats

    $ 51.00

    The Sydney Sun Hat is one of Wallaroo’s bestselling summer styles thanks to its soft, breathable poly-braid design of matching hues. The flexible 3...

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    $ 51.00
  • Cotton Bucket Hat with Drawstring - Karen Keith Hats Bucket Hat Great hats by Karen Keith
    Cotton Bucket Hat with Drawstring - Karen Keith Hats Bucket Hat Great hats by Karen Keith ch50OLM Olive S/M (54-56 cm)

    Cotton Bucket Hat with Drawstring - Karen Keith Hats

    $ 16.50

    Elevate your everyday with this iconic cotton bucket hat, crafted for those who refuse to compromise on style or substance. Featuring a refined 2.5...

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    $ 16.50
  • Reversible Cotton Bucket Hat - Karen Keith Hats Bucket Hat Great hats by Karen Keith
    Reversible Cotton Bucket Hat - Karen Keith Hats Bucket Hat Great hats by Karen Keith MSch15OLM Olive S/M (55-56 cm)

    Reversible Cotton Bucket Hat - Karen Keith Hats

    $ 16.50

    Embrace versatility with this timeless cotton bucket hat, designed for anyone who values style and adaptability. Featuring a sturdy stitched brim m...

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    $ 16.50
  • Karen Keith Panama Hat Panama Hat Great hats by Karen Keith
    Karen Keith Panama Hat Panama Hat Great hats by Karen Keith

    Karen Keith Panama Hat

    $ 38.00

    Super lightweight woven 5 BU toyo straw safari hat. Lightweight structure, perfect for golf. 3" wide slightly down sloping brim, provides excellent...

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    $ 38.00
  • Cotton Breton Hat with Shapeable Brim - Milani Hat Kettle Brim Hat Milani Hats bh010PK Pink M/L (57 - 58 cm)
    Cotton Breton Hat with Shapeable Brim - Milani Hat Kettle Brim Hat Milani Hats bh010DN Denim M/L (57 - 58 cm)
    Sale

    Cotton Breton Hat with Shapeable Brim - Milani Hat

    Original Price $ 20.00
    Current Price $ 15.00

    Meet your new go-to summer companion! This charming breton hat features a soft, shapeable cotton construction that bends to your style—literally. T...

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    Original Price $ 20.00
    Current Price $ 15.00
    Sale
  • DPC Kid's Twill Baseball Cap Cap Dorfman Hat Co.
    DPC Kid's Twill Baseball Cap Cap Dorfman Hat Co. C108-NAVY Navy XS

    DPC Kid's Twill Baseball Cap

    $ 12.50

    Designed for young adventurers, this six-panel baseball cap features soft, garment-washed cotton twill that's built to last through every outdoor e...

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    $ 12.50
  • Tahiti Cowboy by Wallaroo Hat Company Cowboy Hat Wallaroo Hats
    Tahiti Cowboy by Wallaroo Hat Company Cowboy Hat Wallaroo Hats

    Tahiti Cowboy by Wallaroo Hat Company

    $ 71.00

    The Tahiti Cowboy Hat brings tropical Western style to summer outfits with its hand-crocheted raffia construction and sculpted cowboy crown accente...

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    $ 71.00
  • Catalina Cowboy, M & XL - Wallaroo Hat Company Cowboy Hat Wallaroo Hats
    Catalina Cowboy, M & XL - Wallaroo Hat Company Cowboy Hat Wallaroo Hats

    Catalina Cowboy, M & XL - Wallaroo Hat Company

    $ 69.00

    The Catalina Cowboy offers a relaxed Western vibe with all the comfort and protection Wallaroo is known for. Its shapeable wired brim and pinched c...

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    $ 69.00
  • Victoria Fedora by Wallaroo Hats Safari Hat Wallaroo Hats
    Victoria Fedora by Wallaroo Hats Safari Hat Wallaroo Hats
    Sale

    Victoria Fedora by Wallaroo Hats

    Original Price $ 55.00
    from $ 40.00

    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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    Original Price $ 55.00
    from $ 40.00
    Sale
  • Breton by Wallaroo Hat Company Kettle Brim Hat Wallaroo Hats
    Breton by Wallaroo Hat Company Kettle Brim Hat Wallaroo Hats

    Breton by Wallaroo Hat Company

    $ 51.00

    The Breton is one of Wallaroo’s signature wide-brim sun hats, beloved for its graceful shape and flattering coverage. The soft, flexible poly-ribbo...

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    $ 51.00

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.