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Adjustable Size Hats

  • Petite Victoria by Wallaroo Hat Company Kettle Brim Hat Wallaroo Hats
    Petite Victoria by Wallaroo Hat Company Kettle Brim Hat Wallaroo Hats

    Petite Victoria by Wallaroo Hat Company

    $ 53.00

    The Petite Victoria Sun Hat is our best-selling small-size women’s hat, now available in new colors. Designed for comfort and style, this super lig...

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    $ 53.00
  • Petite Kristy Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Petite Kristy Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Petite Kristy Fedora by Wallaroo Hat Company

    $ 61.00

    The Petite Kristy Fedora delivers the same polished sophistication as the original Kristy—perfectly scaled for smaller head sizes. Its two-tone sty...

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    $ 61.00
  • 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
  • Cotton Up Turned Large Brim Sun Hat - Scala Hats for Women Kettle Brim Hat Scala Hats
    Cotton Up Turned Large Brim Sun Hat - Scala Hats for Women Kettle Brim Hat Scala Hats

    Cotton Up Turned Large Brim Sun Hat - Scala Hats for Women

    $ 36.00

    Shield yourself from the sun with this elegant cotton wide-brim hat from Scala. Featuring a generous 3.5" upturned brim and UPF 50+ protection endo...

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    $ 36.00
  • Kristy Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Kristy Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Kristy Fedora by Wallaroo Hat Company

    $ 61.00

    The Kristy combines the timeless fedora styling with a feminine edge: its shallow crown and front pinch create sophistication, while the vibrant tw...

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    $ 61.00
  • Cotton Souwestern Summer Hat - Sun 'N' Sand Hats Facesaver Hat Sun N Sand Hats
    Cotton Souwestern Summer Hat - Sun 'N' Sand Hats Facesaver Hat Sun N Sand Hats hh1391E Light Blue OS

    Cotton Souwestern Summer Hat - Sun 'N' Sand Hats

    $ 27.00

    Experience effortless style and comfort with this versatile cotton summer hat. The thoughtfully designed three-panel dome crown pairs with a dimens...

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    $ 27.00
  • Scrunchie by Wallaroo Hat Company Wide Brim Sun Hat Wallaroo Hats
    Scrunchie by Wallaroo Hat Company Wide Brim Sun Hat Wallaroo Hats

    Scrunchie by Wallaroo Hat Company

    $ 53.00

    The Wallaroo Scrunchie sun hat is the ultimate combination of playful style and serious sun protection. Featuring a wired brim that lets you shape ...

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    $ 53.00
  • Petite Sanibel by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Petite Sanibel by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Petite Sanibel by Wallaroo Hat Company

    $ 61.00

    The Petite Sanibel Wide Brim hat is a functional safari-style sun hat created specifically for smaller head sizes. Its wide brim and UPF 50+ materi...

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    $ 61.00
  • Cotton Bucket Hat with Contrast Tie - Scala Collezione Hats Bucket Hat Scala Hats LC455BKWH Black/White Medium (57 cm)
    Cotton Bucket Hat with Contrast Tie - Scala Collezione Hats Bucket Hat Scala Hats

    Cotton Bucket Hat with Contrast Tie - Scala Collezione Hats

    $ 36.00

    Experience versatile sun protection with this sophisticated Scala Collezione cotton bucket hat. The refined design features a contrast-trimmed brim...

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    $ 36.00
  • Sanibel by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Sanibel by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Sanibel by Wallaroo Hat Company

    $ 61.00

    The Sanibel offers dependable outdoor performance with its wide brim, structured safari crown, and secure chin cord—ideal for windy conditions and ...

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    $ 61.00
  • 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
  • Multi Tone Up Brim Summer Breton - Jeanne Simmons Hats Kettle Brim Hat Jeanne Simmons Accessories js8004BK Black
    Multi Tone Up Brim Summer Breton - Jeanne Simmons Hats Kettle Brim Hat Jeanne Simmons Accessories

    Multi Tone Up Brim Summer Breton - Jeanne Simmons Hats

    $ 28.00

    Dive into summer style with this vibrant multi-tone poly-straw breton that's as fun as it is functional. The upturned brim and dome crown create a ...

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    $ 28.00
  • Shapeable Deluxe Ribbon Sun Hat - Scala Hats Wide Brim Hat Scala Hats
    Shapeable Deluxe Ribbon Sun Hat - Scala Hats Wide Brim Hat Scala Hats LC848-CORAL Coral

    Shapeable Deluxe Ribbon Sun Hat - Scala Hats

    $ 32.00

    Step into effortless sun-safe style with this Scala women’s deluxe ribbon big brim style hat, recommended by the Skin Cancer Foundation for excelle...

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    $ 32.00
  • Petite Tie Dye Summer Hat - Sunny Dayz Facesaver Hat Sun N Sand Hats HK432L Tie Dye M/L Jr. (55 cm)

    Petite Tie Dye Summer Hat - Sunny Dayz

    $ 28.75

    Stay cool and protected with this vibrant tie dye summer hat designed for petite frames. The dimensional brim tapers gracefully from front to back,...

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    $ 28.75
  • Petite Crocheted Straw Hat with Stripes - Sunny Dayz Hats Wide Brim Sun Hat Sun N Sand Hats HK512 Natural XS (54 cm)

    Petite Crocheted Straw Hat with Stripes - Sunny Dayz Hats

    $ 25.00

    Designed for petite frames, this handcrafted toyo straw hat brings effortless sophistication to your warm-weather adventures. The gracefully rounde...

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    $ 25.00
  • Classic Wool Felt Fedora Hat in Large Size - JSA Wool Hats Fedora Hat Jeanne Simmons Accessories JS7164 Apricot Large (59 cm)
    Sale

    Classic Wool Felt Fedora Hat in Large Size - JSA Wool Hats

    Original Price $ 43.00
    Current Price $ 21.50

    FINAL SALE. NOT ELIGIBLE FOR RETURN/EXCHANGE. Make a statement with this charming wool felt fedora that's built for bigger personalities and larger...

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    Original Price $ 43.00
    Current Price $ 21.50
    Sale

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.