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Adjustable Size Hats

  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • Wide Brim Gaucho Hat with Chin Cord - Scala Hats Bolero Hat Scala Hats
    Wide Brim Gaucho Hat with Chin Cord - Scala Hats Bolero Hat Scala Hats LP280-NAT Natural

    Wide Brim Gaucho Hat with Chin Cord - Scala Hats

    $ 42.99

    Embrace timeless elegance with this sophisticated gaucho hat, designed for the woman who commands attention. Featuring a generous 4-inch flat brim ...

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    $ 42.99
  • Karen Keith Straw No Back Hat with Ponytail Hole Facesaver Hat Great hats by Karen Keith
    Karen Keith Straw No Back Hat with Ponytail Hole Facesaver Hat Great hats by Karen Keith BT9-CB-I White One Size

    Karen Keith Straw No Back Hat with Ponytail Hole

    $ 29.99

    Embrace sun-smart style with this ingenious straw facesaver hat, designed for active women who refuse to compromise. The open back design celebrate...

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    $ 29.99
  • 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 Straw Safari Hat - Jeanne Simmons Hats Safari Hat Jeanne Simmons Accessories
    Tweed Straw Safari Hat - Jeanne Simmons Hats Safari Hat Jeanne Simmons Accessories js8250wh White tweed

    Tweed Straw Safari Hat - Jeanne Simmons Hats

    $ 31.00

    Step out in style with this charming tweed straw safari hat from Jeanne Simmons. Crafted from a soft straw and poly blend, it features a classic fe...

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    $ 31.00
  • 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
  • Shapeable Brim Packable Ribbon Bucket Hat - Scala Hats Wide Brim Hat Scala Hats
    Shapeable Brim Packable Ribbon Bucket Hat - Scala Hats Wide Brim Hat Scala Hats

    Shapeable Brim Packable Ribbon Bucket Hat - Scala Hats

    $ 32.00

    Embrace versatility and protection with this Scala Collezion women's bucket hat, endorsed by the Skin Cancer Foundation for superior sun defense. T...

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    $ 32.00
  • Petite Size Straw Cowboy Hat with Chin Cord - Boardwalk Style Cowboy Hat Boardwalk Style Hats
    Petite Size Straw Cowboy Hat with Chin Cord - Boardwalk Style Cowboy Hat Boardwalk Style Hats DA2958-NAT Natural Small (55 cm)

    Petite Size Straw Cowboy Hat with Chin Cord - Boardwalk Style

    $ 25.00

    Step into your power with this petite-sized western straw hat, purposefully crafted for smaller head dimensions. The distinctive pinched crown and ...

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    $ 25.00
  • Wide Brim Straw Ponytail Facesaver Sun Hat - Boardwalk Hats Wide Brim Hat Boardwalk Style Hats
    Wide Brim Straw Ponytail Facesaver Sun Hat - Boardwalk Hats Wide Brim Hat Boardwalk Style Hats DA1929-IVO Ivory Tweed OS

    Wide Brim Straw Ponytail Facesaver Sun Hat - Boardwalk Hats

    $ 27.00

    Stay protected and stylish with this Wide Brim Straw Ponytail Facesaver Sun Hat from Boardwalk Hats. Featuring a robust UPF 50+ rating that blocks ...

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    $ 27.00
  • Palm Beach Carkella by Wallaroo Hats Safari Hat Wallaroo Hats
    Palm Beach Carkella by Wallaroo Hats Safari Hat Wallaroo Hats PLMBCHMBKM Black M/L (59 cm)

    Palm Beach Carkella by Wallaroo Hats

    $ 65.00

    The Palm Beach Safari Hat offers lightweight performance with classic styling, perfect for golf, travel, outdoor adventures, and daily sun protecti...

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    $ 65.00
  • 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
  • Bangkok Toyo Split Brim Summer Floppy Hat - Scala Hats Wide Brim Sun Hat Scala Hats LT209-TOA Toast
    Bangkok Toyo Split Brim Summer Floppy Hat - Scala Hats Wide Brim Sun Hat Scala Hats

    Bangkok Toyo Split Brim Summer Floppy Hat - Scala Hats

    $ 36.99

    Escape the sun in style with this stunning Bangkok toyo straw floppy hat from Scala Hats. The distinctive split-back design accommodates low ponyta...

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    $ 36.99
  • 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
  • Fleece Lined Quilted Rain Hat - Scala Collezione Hats Bucket Hat Scala Hats
    Fleece Lined Quilted Rain Hat - Scala Collezione Hats Bucket Hat Scala Hats LW655TL Teal

    Fleece Lined Quilted Rain Hat - Scala Collezione Hats

    $ 32.99

    Stay dry and cozy with this charming quilted rain hat from Scala Collezione. Featuring a water-repellent exterior paired with a plush fleece lining...

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    $ 32.99
  • Asymmetrical Big Brim Summer Hat - Boardwalk Style Wide Brim Hat Boardwalk Style Hats
    Asymmetrical Big Brim Summer Hat - Boardwalk Style Wide Brim Hat Boardwalk Style Hats DA221-1 TT Toast tweed Medium (57 cm)

    Asymmetrical Big Brim Summer Hat - Boardwalk Style

    $ 31.00

    Discover effortless sun protection with this sophisticated asymmetrical design. The generous 4-inch front brim tapers gracefully to 3 inches at the...

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    $ 31.00
  • Petite Marseille by Wallaroo Hat Company Wide Brim Hat Wallaroo Hats
    Petite Marseille by Wallaroo Hat Company Wide Brim Hat Wallaroo Hats

    Petite Marseille by Wallaroo Hat Company

    $ 73.00

    The Petite Marseille brings Wallaroo’s iconic designer striped wide-brim style to smaller head sizes. Its dramatic downward-curved brim offers exce...

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    $ 73.00
  • Bangkok Toyo Summer Floppy Hat - Scala Hats Wide Brim Sun Hat Scala Hats
    Bangkok Toyo Summer Floppy Hat - Scala Hats Wide Brim Sun Hat Scala Hats LT171BL Black

    Bangkok Toyo Summer Floppy Hat - Scala Hats

    $ 36.99

    Escape to tropical elegance with this stunning Bangkok toyo straw floppy hat from Scala Hats. Featuring a graceful dome crown and an expansive 5-in...

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    $ 36.99

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.