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Adjustable Size Hats

  • Sedona Sun Visor by Wallaroo Hat Company Visor Cap Wallaroo Hats
    Sedona Sun Visor by Wallaroo Hat Company Visor Cap Wallaroo Hats

    Sedona Sun Visor by Wallaroo Hat Company

    $ 49.00

    The Sedona Sun Visor blends rustic, woven charm with lightweight performance for warm-weather activities. Its wide brim provides excellent shade fo...

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    $ 49.00
  • Mixed Tone Braid Unisex Safari Hat, Large and XL Sizes - JSA Safari Hat Jeanne Simmons Accessories
    Mixed Tone Braid Unisex Safari Hat, Large and XL Sizes - JSA Safari Hat Jeanne Simmons Accessories js6979bnL Brown Large (59 cm)

    Mixed Tone Braid Unisex Safari Hat, Large and XL Sizes - JSA

    $ 25.00

    Discover versatile sun protection with this unisex safari hat, crafted from mixed-tone braid for effortless style. The structured crown features a ...

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    $ 25.00
  • Sanitas by Wallaroo Hats Bucket Hat Wallaroo Hats
    Sanitas by Wallaroo Hats Bucket Hat Wallaroo Hats

    Sanitas by Wallaroo Hats

    $ 57.00

    The Sanitas Sun Hat offers a delicate, feminine look with its soft brim and lightweight construction, and hidden ponytail opening. Designed for com...

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    $ 57.00
  • Wide Brim Straw Sun Hat with Chin Strap - Scala Hats Wide Brim Sun Hat Scala Hats LP46-DG Dark Grey M/L (58 cm)
    Wide Brim Straw Sun Hat with Chin Strap - Scala Hats Wide Brim Sun Hat Scala Hats

    Wide Brim Straw Sun Hat with Chin Strap - Scala Hats

    $ 42.99

    Experience effortless sun protection with this elegant wide-brim straw hat by Scala. The soft tweed braid construction showcases beautiful multicol...

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    $ 42.99
  • 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
  • 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
  • Stevie by Wallaroo Hat Company Kettle Brim Hat Wallaroo Hats
    Stevie by Wallaroo Hat Company Kettle Brim Hat Wallaroo Hats

    Stevie by Wallaroo Hat Company

    $ 69.00

    The Stevie hat brings refined travel-worthy style and serious sun protection into one beautifully designed accessory. Crafted from soft poly-straw ...

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    $ 69.00
  • Crushable Lifeguard Hat with Chin Strap - Boardwalk Style Lifeguard Hat Boardwalk Style Hats
    Crushable Lifeguard Hat with Chin Strap - Boardwalk Style Lifeguard Hat Boardwalk Style Hats DA1302-OLIVE Olive Large (59cm)

    Crushable Lifeguard Hat with Chin Strap - Boardwalk Style

    $ 35.00

    Shield yourself from intense sun rays with this versatile lifeguard-inspired hat, engineered for those who refuse to compromise on style or protect...

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    $ 35.00
  • 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
  • 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
  • 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
  • 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
  • Cotton Sun Hat with Ponytail Opening - Scala Hats for Women Wide Brim Hat Scala Hats SCA11739-WHBLK White / Black M/L (57 - 58 cm)
    Cotton Sun Hat with Ponytail Opening - Scala Hats for Women Wide Brim Hat Scala Hats

    Cotton Sun Hat with Ponytail Opening - Scala Hats for Women

    $ 37.00

    Designed for active women who refuse to compromise on style or sun protection, this Scala cotton sun hat combines practical functionality with eleg...

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    $ 37.00
  • River Knit Western Hat Tassel Band - Sun 'N' Sand Hats Cowboy Hat Sun N Sand Hats HH3147B Natural OS (58 cm)
    River Knit Western Hat Tassel Band - Sun 'N' Sand Hats Cowboy Hat Sun N Sand Hats

    River Knit Western Hat Tassel Band - Sun 'N' Sand Hats

    $ 42.00

    Embrace your bold style with this versatile knit western hat, designed for the confident woman who refuses to blend in. The classic off-white hue p...

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    $ 42.00
  • Multi Color Shapeable Brim Western Hat - Cappelli Straworld Cowboy Hat Cappelli Straworld
    Multi Color Shapeable Brim Western Hat - Cappelli Straworld Cowboy Hat Cappelli Straworld CSW415-AQU Aqua

    Multi Color Shapeable Brim Western Hat - Cappelli Straworld

    $ 32.00

    Bring some personality to your western wardrobe with this vibrant multi-color braided cowgirl hat. Featuring a distinctive dented crown and front p...

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    $ 32.00
  • Everett Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats EVRT-MC-M Mixed Camel M/L (59 cm)
    Everett Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Everett Fedora by Wallaroo Hat Company

    $ 69.00

    Designed specifically for golfers, the Everett brings together classic fedora style and high-performance bamboo fabric to keep you protected and co...

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    $ 69.00
  • 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...

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    $ 48.00
  • 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...

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    $ 30.00

Adjustable hats make it easy to perfect your fit—whether you’re between sizes, sharing a hat, traveling, or simply want a more secure feel on windy days. A better fit doesn’t just feel more comfortable; it also helps your hat stay in place and sit correctly for the coverage you’re counting on.

There are several smart ways hats are made adjustable, including: an interior drawstring inside the sweatband, an elasticized strap with a buckle hidden inside the inner band, an elastic back band with a toggle lock, a classic Velcro® closure, a strap closure with a T-slide, or a small hook-and-loop closure tucked under the sweatband. These built-in systems let you fine-tune the circumference without sacrificing style—so your hat feels snug, secure, and made for you.