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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...

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    $ 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...

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    $ 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...

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    $ 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...

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    $ 61.00
  • 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
  • Petite Catalina Cowboy by Wallaroo Hat Company Cowboy Hat Wallaroo Hats
    Petite Catalina Cowboy by Wallaroo Hat Company Cowboy Hat Wallaroo Hats

    Petite Catalina Cowboy by Wallaroo Hat Company

    $ 69.00

    The Petite Catalina Cowboy Hat brings classic Western styling to smaller head sizes, offering a flattering silhouette with breezy warm-weather comf...

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    $ 69.00
  • Braid Straw Up Turned Brim Safari Hat - Angela & William Hats Safari Hat Epoch Hats
    Braid Straw Up Turned Brim Safari Hat - Angela & William Hats Safari Hat Epoch Hats F6040 Natural Large (58-59 cm)

    Braid Straw Up Turned Brim Safari Hat - Angela & William Hats

    $ 32.00

    Ready to explore in style? This unisex safari hat brings serious fun to sun protection with its signature upturned brim and shapeable design. The 3...

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    $ 32.00
  • Ribbon and Straw Wide Brim Ponytail Sun Hat - Boardwalk Hats Visor Cap Boardwalk Style Hats
    Ribbon and Straw Wide Brim Ponytail Sun Hat - Boardwalk Hats Visor Cap Boardwalk Style Hats DA1930-IVBK Ivory / Black OS

    Ribbon and Straw Wide Brim Ponytail Sun Hat - Boardwalk Hats

    $ 25.00

    Keep the sun at bay with this versatile Ribbon and Straw Wide Brim Ponytail Sun Hat from Boardwalk Hats. Engineered with UPF 50+ protection, the ge...

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    $ 25.00
  • Petite Size Straw Cowboy Hat with Chin Cord - Boardwalk Style Cowboy Hat Boardwalk Style Hats
    Petite Size Straw Cowboy Hat with Chin Cord - Boardwalk Style Cowboy Hat Boardwalk Style Hats DA2958-NAT Natural Small (55 cm)

    Petite Size Straw Cowboy Hat with Chin Cord - Boardwalk Style

    $ 25.00

    Step into your power with this petite-sized western straw hat, purposefully crafted for smaller head dimensions. The distinctive pinched crown and ...

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    $ 25.00
  • Tina Cowboy Hat by Wallaroo Hats Cowboy Hat Wallaroo Hats TIN-NA Natural M/L (58 cm)
    Tina Cowboy Hat by Wallaroo Hats Cowboy Hat Wallaroo Hats

    Tina Cowboy Hat by Wallaroo Hats

    $ 73.00

    The Tina Cowboy Hat blends natural beauty with Western charm. Hand-crocheted raffia creates an airy, breathable feel perfect for hot weather, while...

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    $ 73.00
  • Tiffany Style Two Tone Summer Hat - Boardwalk Styles Wide Brim Hat Boardwalk Style Hats DA456NT Natural / Brown Medium (57 cm)
    Tiffany Style Two Tone Summer Hat - Boardwalk Styles Wide Brim Hat Boardwalk Style Hats

    Tiffany Style Two Tone Summer Hat - Boardwalk Styles

    $ 33.00

    Make a statement with this elegant Tiffany-inspired sun hat, featuring a distinctive downturned brim that's fully customizable to suit your style. ...

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    $ 33.00
  • Linen Trail Hat with Chin Cord - Scala  Women's Hats Wide Brim Hat Scala Hats LC834-BLK Black Small (55 cm)
    Linen Trail Hat with Chin Cord - Scala  Women's Hats Wide Brim Hat Scala Hats

    Linen Trail Hat with Chin Cord - Scala Women's Hats

    $ 39.99

    Crafted from a textured linen weave, this women's trail hat delivers exceptional sun protection with UPF 50+ rating, ideal for outdoor adventures. ...

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    $ 39.99
  • Water Repellent Poplin Bucket Hat, British Tan - DPC Hats Bucket Hat Dorfman Hat Co.
    Water Repellent Poplin Bucket Hat, British Tan - DPC Hats Bucket Hat Dorfman Hat Co. 830D-DTAN1 Tan Small (55 cm)

    Water Repellent Poplin Bucket Hat, British Tan - DPC Hats

    $ 22.50

    This water-repellent bucket hat from Dorfman Pacific Company is your new rainy-day companion. Built with a flat crown and subtly tapered sides for ...

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    $ 22.50
  • Petite Size Packable Ribbon Sun Hat - Sunny Dayz™ Cloche Sun N Sand Hats HK303A Tan Small (56 cm)
    Petite Size Packable Ribbon Sun Hat - Sunny Dayz™ Cloche Sun N Sand Hats HK303B Sage Small (56 cm)

    Petite Size Packable Ribbon Sun Hat - Sunny Dayz™

    $ 18.00

    Elevate your travel wardrobe with this sophisticated petite ribbon cloche, designed for those who demand both elegance and practicality. The gracef...

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    $ 18.00
  • 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
  • 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
  • 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
  • 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
  • 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
  • Petite Scrunchie Hat by Wallaroo Hat Company Wide Brim Sun Hat Wallaroo Hats
    Petite Scrunchie Hat by Wallaroo Hat Company Wide Brim Sun Hat Wallaroo Hats

    Petite Scrunchie Hat by Wallaroo Hat Company

    $ 53.00

    The Petite Scrunchie is a compact, flexible sun hat designed for smaller head sizes. Its signature scrunchable construction packs effortlessly into...

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    $ 53.00
  • Two Tone Reversible Ribbon Crusher - Boardwalk Style Sun Hats Floppy Hat Boardwalk Style Hats WSPR831NT Natural M/L (58.5 cm)
    Two Tone Reversible Ribbon Crusher - Boardwalk Style Sun Hats Floppy Hat Boardwalk Style Hats DA1197-GREY Grey M/L (58.5 cm)

    Two Tone Reversible Ribbon Crusher - Boardwalk Style Sun Hats

    $ 25.00

    Discover the ultimate travel companion with this reversible two-tone crusher hat featuring a stunning ribbon-and-straw design. The generous 4.5" wi...

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    $ 25.00

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.