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Adjustable Size Hats

  • 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
  • Karen Keith Tweed Straw Facesaver Hat with Ponytail Hole Facesaver Hat Great hats by Karen Keith BT9CB-C Black tweed
    Karen Keith Tweed Straw Facesaver Hat with Ponytail Hole Facesaver Hat Great hats by Karen Keith

    Karen Keith Tweed Straw Facesaver Hat with Ponytail Hole

    $ 29.99

    Embrace sun protection without compromising style in this sophisticated tweed straw facesaver. The distinctive multi-tone braid design features a g...

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    $ 29.99
  • 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
  • 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
  • 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
  • Sedona Fedora, M & XL - Wallaroo Hat Company Safari Hat Wallaroo Hats
    Sedona Fedora, M & XL - Wallaroo Hat Company Safari Hat Wallaroo Hats

    Sedona Fedora, M & XL - Wallaroo Hat Company

    $ 61.00

    The full-size Sedona Safari Hat blends a relaxed woven texture with excellent sun protection for warm-weather outings. Its wide downturned brim pro...

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

    Palm Beach Safari by Wallaroo Hat Company

    $ 65.00

    The Palm Beach Safari Hat combines modern structure with lightweight comfort, making it a top choice for men and women who want dependable sun prot...

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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)
    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
  • 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
  • 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
  • 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
  • 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
  • Supplex® Nylon Boonie with Mesh Crown - DPC Global Hats Bucket Hat Dorfman Hat Co.
    Supplex® Nylon Boonie with Mesh Crown - DPC Global Hats Bucket Hat Dorfman Hat Co. MC2-KAKI1 Khaki Small (55 cm)

    Supplex® Nylon Boonie with Mesh Crown - DPC Global Hats

    $ 26.99

    Built for hiking, fishing, travel, and outdoor adventures, the Trailer Boonie Hat by DPC Outdoor combines advanced performance features with all-da...

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    $ 26.99
  • 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
  • Tiffany Style Two Tone Summer Hat - Karen Keith Hats Wide Brim Hat Great hats by Karen Keith
    Tiffany Style Two Tone Summer Hat - Karen Keith Hats Wide Brim Hat Great hats by Karen Keith BT7-A Natural Medium (57 cm)

    Tiffany Style Two Tone Summer Hat - Karen Keith Hats

    $ 37.00

    Embrace timeless elegance with this Tiffany-inspired two-tone summer hat, designed for the woman who values both style and substance. The distincti...

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    $ 37.00
  • Victoria Diva by Wallaroo Hats Wide Brim Hat Wallaroo Hats VICD-20-WH White M/L (58 cm)
    Victoria Diva by Wallaroo Hats Wide Brim Hat Wallaroo Hats

    Victoria Diva by Wallaroo Hats

    $ 53.00

    The Victoria Diva is a statement wide-brim sun hat crafted to deliver maximum coverage with lightweight comfort. Its sweeping brim offers exception...

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    $ 53.00
  • 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
  • Wide Brim Unisex Gardening Hat by JSA - Large and XL Sizes Safari Hat Jeanne Simmons Accessories
    Wide Brim Unisex Gardening Hat by JSA - Large and XL Sizes Safari Hat Jeanne Simmons Accessories

    Wide Brim Unisex Gardening Hat by JSA - Large and XL Sizes

    $ 34.00

    Protect yourself while tending your garden with this versatile unisex hat designed for serious sun exposure. The generous 5-inch brim shields your ...

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    $ 34.00
  • Ponytail Hole Fedora for Large Heads - Karen Keith Hats Facesaver Hat Great hats by Karen Keith BT14CB-B Black Tweed L/XL
    Ponytail Hole Fedora for Large Heads - Karen Keith Hats Facesaver Hat Great hats by Karen Keith

    Ponytail Hole Fedora for Large Heads - Karen Keith Hats

    $ 30.00

    Own your look with confidence. This chart-topping fedora is expertly crafted for larger heads, showcasing a refined dented crown and tailored pinch...

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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.