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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
  • 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
  • Cotton Up Turned Brim Golf Hat - Scala Hats for Women Kettle Brim Hat Scala Hats LC484-BLK Black M/L (57 - 58 cm)
    Cotton Up Turned Brim Golf Hat - Scala Hats for Women Kettle Brim Hat Scala Hats LC484-RED Red M/L (57 - 58 cm)

    Cotton Up Turned Brim Golf Hat - Scala Hats for Women

    $ 36.00

    Discover the perfect blend of style and function with this cotton kettle brim golf hat designed for women. The shapeable 2.5" brim adapts to your n...

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    $ 36.00
  • Petite Catalina by Wallaroo Hat Company Kettle Brim Hat Wallaroo Hats
    Petite Catalina by Wallaroo Hat Company Kettle Brim Hat Wallaroo Hats

    Petite Catalina by Wallaroo Hat Company

    $ 65.00

    Designed specifically for smaller head sizes, the Petite Catalina Raffia Up-Brim offers a breezy, tropical aesthetic with everyday versatility. Han...

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    $ 65.00
  • 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)

    Upturned Brim Cotton Breton Hat - Milani Hats

    $ 20.00

    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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    $ 20.00
  • 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
  • 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
  • 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
  • Catalina by Wallaroo Hat Company Kettle Brim Hat Wallaroo Hats
    Catalina by Wallaroo Hat Company Kettle Brim Hat Wallaroo Hats

    Catalina by Wallaroo Hat Company

    $ 65.00

    The Catalina is crafted from finely crocheted raffia straw that give it a warm, natural feel ideal for coastal escapes or sunny afternoons. Its sha...

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    $ 65.00
  • Small Kettle Brim Tweed Summer Hat - Jeanne Simmons Hats Kettle Brim Hat Jeanne Simmons Accessories
    Small Kettle Brim Tweed Summer Hat - Jeanne Simmons Hats Kettle Brim Hat Jeanne Simmons Accessories js8328bk Black tweed Medium (57 cm)

    Small Kettle Brim Tweed Summer Hat - Jeanne Simmons Hats

    $ 31.00

    Discover effortless summer style with this charming kettle brim hat from Jeanne Simmons. Featuring a distinctive upturned brim and rounded crown, t...

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    $ 31.00
  • Maisie Up Brim Ribbon Sun Hat - Sun 'N' Sand Hats Kettle Brim Hat Sun N Sand Hats hh2201B bk Black Medium (57 cm)
    Maisie Up Brim Ribbon Sun Hat - Sun 'N' Sand Hats Kettle Brim Hat Sun N Sand Hats hh2201c wh Beige Medium (57 cm)

    Maisie Up Brim Ribbon Sun Hat - Sun 'N' Sand Hats

    $ 26.00

    Stay stylish and protected with this lightweight, sewn ribbon summer hat by Sun ‘N’ Sand Hat Company, designed for versatility and travel-ready wea...

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    $ 26.00
  • 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)

    Cotton Breton Hat with Shapeable Brim - Milani Hat

    $ 20.00

    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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    $ 20.00
  • 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
  • Classic Ladies Cotton Up Brim Hat - Sun 'N' Sand Hats Kettle Brim Hat Sun N Sand Hats
    Classic Ladies Cotton Up Brim Hat - Sun 'N' Sand Hats Kettle Brim Hat Sun N Sand Hats

    Classic Ladies Cotton Up Brim Hat - Sun 'N' Sand Hats

    $ 30.00

    Elevate your summer style with this timeless cotton hat from Sun 'N' Sand Hats—a bestseller for good reason. Crafted from breathable cotton with a ...

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    $ 30.00
  • Tweed Braid Kettle Brim Sun Hat - Jeanne Simmons Hats Kettle Brim Hat Jeanne Simmons Accessories
    Tweed Braid Kettle Brim Sun Hat - Jeanne Simmons Hats Kettle Brim Hat Jeanne Simmons Accessories js8342bkt Black tweed

    Tweed Braid Kettle Brim Sun Hat - Jeanne Simmons Hats

    $ 34.00

    Protect yourself in style with this packable tweed braid kettle brim sun hat, featuring exceptional UPF 50+ sun protection that keeps harmful rays ...

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    $ 34.00
  • Two-Tone Ribbon and Straw Kettle Brim Hat - JSA Kettle Brim Hat Jeanne Simmons Accessories
    Two-Tone Ribbon and Straw Kettle Brim Hat - JSA Kettle Brim Hat Jeanne Simmons Accessories js9222bk Black Medium (57 cm)
    Sale

    Two-Tone Ribbon and Straw Kettle Brim Hat - JSA

    Original Price $ 42.00
    Current Price $ 27.00

    This refined summer hat combines timeless elegance with practical functionality. Crafted from cream-colored straw braid accented with a two-tone sp...

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    Original Price $ 42.00
    Current Price $ 27.00
    Sale
  • Small Kettle Brim Summer Hat - Jeanne Simmons Hats Kettle Brim Hat Jeanne Simmons Accessories
    Small Kettle Brim Summer Hat - Jeanne Simmons Hats Kettle Brim Hat Jeanne Simmons Accessories js8329bk Black OS (57 cm)

    Small Kettle Brim Summer Hat - Jeanne Simmons Hats

    $ 29.00

    Discover effortless sun protection with this charming kettle brim summer hat from Jeanne Simmons. The distinctive upturned brim and dome crown crea...

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    $ 29.00
  • 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
  • Lia Packable Up Turned Brim Sun Hat - Sun 'N' Sand Hats Kettle Brim Hat Sun N Sand Hats hh2177E Pistachio Medium (57 cm)
    Lia Packable Up Turned Brim Sun Hat - Sun 'N' Sand Hats Kettle Brim Hat Sun N Sand Hats hh2177F Yellow Medium (57 cm)

    Lia Packable Up Turned Brim Sun Hat - Sun 'N' Sand Hats

    $ 31.00

    Discover effortless sun protection with the Lia Packable Up Turned Brim Sun Hat. This lightweight braid design features a gracefully curved brim th...

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    $ 31.00
  • Two Tone Tweed Crown Kettle Brim Sun Hat - Jeanne Simmons Hats Kettle Brim Hat Jeanne Simmons Accessories js8211bk Black
    Two Tone Tweed Crown Kettle Brim Sun Hat - Jeanne Simmons Hats Kettle Brim Hat Jeanne Simmons Accessories js8211wh White

    Two Tone Tweed Crown Kettle Brim Sun Hat - Jeanne Simmons Hats

    $ 34.00

    This two-tone tweed braid hat features a distinctive kettle brim silhouette with a 3-inch width that turns up elegantly for a refined look. The sha...

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    $ 34.00
  • Straw Up Brim Hat with Chin Cord - Jeanne Simmons Hats Kettle Brim Hat Jeanne Simmons Accessories JS8595BR Brick Medium (57 cm)
    Straw Up Brim Hat with Chin Cord - Jeanne Simmons Hats Kettle Brim Hat Jeanne Simmons Accessories JS8595BN Brown Medium (57 cm)

    Straw Up Brim Hat with Chin Cord - Jeanne Simmons Hats

    $ 34.00

    Defy the elements with this audacious straw hat designed for adventurers who refuse to compromise. Featuring an upturned brim that commands attenti...

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    $ 34.00

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.