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

    Victoria by Wallaroo Hats

    from $ 53.00

    Discover the Victoria by Wallaroo—the go-to hat for women who refuse to compromise on style or comfort. Featuring a chic turned-up Breton brim and ...

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    from $ 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
  • 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
  • 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
  • Large Bill Flap Cap - Milani Hats Cap Milani Hats
    Large Bill Flap Cap - Milani Hats Cap Milani Hats F006-NG Neon Green OS (56-60 cm)
    Sale

    Large Bill Flap Cap - Milani Hats

    Original Price $ 18.00
    Current Price $ 12.99

    This bold four-panel cap commands attention with its oversized 2.75" bill and protective neck flap that shields you from sun exposure. Engineered f...

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    Original Price $ 18.00
    Current Price $ 12.99
    Sale
  • 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
  • Petite Charlie by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Petite Charlie by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Petite Charlie by Wallaroo Hat Company

    $ 61.00

    The Petite Charlie Fedora offers the same polished, contemporary look as the bestselling Charlie—tailored perfectly for smaller head sizes. The str...

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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
  • Big Brim Sun Hat with Wide Ribbon and Bow - Milani Hats Wide Brim Hat Milani Hats
    Big Brim Sun Hat with Wide Ribbon and Bow - Milani Hats Wide Brim Hat Milani Hats BB0059nt Natural Heather Medium (57 cm)

    Big Brim Sun Hat with Wide Ribbon and Bow - Milani Hats

    $ 25.00

    Protect yourself in style with this award-winning wide-brim sun hat that's earned customer loyalty for two consecutive years. Crafted from premium ...

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    $ 25.00
  • 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
  • Upturned Brim Cotton Breton Hat - Milani Hats Kettle Brim Hat Milani Hats
    Upturned Brim Cotton Breton Hat - Milani Hats Kettle Brim Hat Milani Hats WSCT473RD Red M/L (58.5 cm)
    Sale

    Upturned Brim Cotton Breton Hat - Milani Hats

    Original Price $ 20.00
    Current Price $ 15.00

    This iconic turned-up brim hat commands attention with its bold silhouette and practical edge. Crafted from 100% cotton with a striking light blue ...

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    Original Price $ 20.00
    Current Price $ 15.00
    Sale
  • Asymmetrical Brim Summer Hat - Jeanne Simmons Hats Wide Brim Hat Jeanne Simmons Accessories js8209Bt Black tweed Medium (57 cm)
    Asymmetrical Brim Summer Hat - Jeanne Simmons Hats Wide Brim Hat Jeanne Simmons Accessories

    Asymmetrical Brim Summer Hat - Jeanne Simmons Hats

    $ 32.00

    Stand out from the crowd with this chic asymmetrical brim hat that's anything but ordinary. The front flaunts a generous 3.5" brim while the back t...

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    $ 32.00
  • Gabi Ponytail Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Gabi Ponytail Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Gabi Ponytail Fedora by Wallaroo Hat Company

    $ 61.00

    The Gabi Ponytail Fedora is thoughtfully designed for women who want sun protection without sacrificing their favorite hairstyles. A discreet openi...

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    $ 61.00
  • Victoria Two Toned Golf Hat - Wallaroo Hats Kettle Brim Hat Wallaroo Hats
    Victoria Two Toned Golf Hat - Wallaroo Hats Kettle Brim Hat Wallaroo Hats

    Victoria Two Toned Golf Hat - Wallaroo Hats

    $ 53.00

    The Victoria Two-Tone Hat adds striking color contrast to the classic Victoria design. Lightweight poly-straw braid keeps it cool, while the 3.5" i...

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

    Petite Gabi by Wallaroo Hat Company

    $ 61.00

    The Petite Gabi Ponytail Fedora offers a smart, comfortable solution for women with smaller head sizes who prefer wearing their hair up. A discreet...

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    $ 61.00
  • Facesaver Hat with Scarf - Milani Hats Facesaver Hat Milani Hats BB0037WH White Medium (57 cm)
    Facesaver Hat with Scarf - Milani Hats Facesaver Hat Milani Hats BB0037MB Brown Medium (57 cm)

    Facesaver Hat with Scarf - Milani Hats

    $ 25.00

    Shield your face from the sun while keeping your neck and shoulders covered with this clever backless design. The generous 4-inch brim gradually ta...

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    $ 25.00
  • Charlie Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Charlie Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Charlie Fedora by Wallaroo Hat Company

    $ 61.00

    Designed with a contemporary silhouette, the Charlie Fedora pairs clean lines with effortless comfort. The structured crown and medium brim create ...

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    $ 61.00
  • Petite Palm Beach by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Petite Palm Beach by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Petite Palm Beach by Wallaroo Hat Company

    $ 65.00

    The Petite Palm Beach Safari Hat delivers packable convenience and classic outdoor style for smaller head sizes. Its crushable construction allows ...

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    $ 65.00
  • 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
  • Casual Traveler by Wallaroo Hats Kettle Brim Hat Wallaroo Hats
    Casual Traveler by Wallaroo Hats Kettle Brim Hat Wallaroo Hats

    Casual Traveler by Wallaroo Hats

    $ 51.00

    The Casual Traveler is one of Wallaroo’s most versatile packable sun hats. Its soft, flexible brim offers wide, comfortable shade, while the lightw...

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    $ 51.00
  • Women's Cowboy Hat with Tassel Band - Jeanne Simmons Hats Cowboy Hat Jeanne Simmons Accessories
    Women's Cowboy Hat with Tassel Band - Jeanne Simmons Hats Cowboy Hat Jeanne Simmons Accessories js1342bg Beige

    Women's Cowboy Hat with Tassel Band - Jeanne Simmons Hats

    $ 29.00

    Saddle up in style with this charming straw cowboy hat designed for the modern cowgirl. Featuring a vibrant embroidered tassel band adorned with a ...

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    $ 29.00

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.