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Adjustable Size Hats

  • Stevie by Wallaroo Hat Company Kettle Brim Hat Wallaroo Hats
    Stevie by Wallaroo Hat Company Kettle Brim Hat Wallaroo Hats

    Stevie by Wallaroo Hat Company

    $ 69.00

    The Stevie hat brings refined travel-worthy style and serious sun protection into one beautifully designed accessory. Crafted from soft poly-straw ...

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    $ 69.00
  • 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
  • Adjustable Size Hat for Ponytails - Boardwalk Style Facesaver Hat Boardwalk Style Hats
    Adjustable Size Hat for Ponytails - Boardwalk Style Facesaver Hat Boardwalk Style Hats DA1367-BLK Brown Tweed OS

    Adjustable Size Hat for Ponytails - Boardwalk Style

    $ 37.50

    Enjoy sun-smart style and a perfect fit with this adjustable ponytail sun hat, thoughtfully designed for larger head sizes. The elastic strap closu...

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    $ 37.50
  • Sterling Safari by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Sterling Safari by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Sterling Safari by Wallaroo Hat Company

    $ 69.00

    The Sterling by Wallaroo delivers classic safari style with a fresh, nautical twist. Featuring a crisp contrast trim and a coordinating striped hat...

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    $ 69.00
  • Microfiber UV Bill Cap with Neck Cape - Juniper Sport Hats Cap MegaCI
    Microfiber UV Bill Cap with Neck Cape - Juniper Sport Hats Cap MegaCI J7001 Natural 54-57 cm

    Microfiber UV Bill Cap with Neck Cape - Juniper Sport Hats

    $ 22.00

    Step into the sun with unstoppable confidence. This premium microfiber cap is engineered for petite frames, featuring a sculpted four-panel crown a...

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    $ 22.00
  • Rip Stop Cotton Boonie with Floatable Brim - DPC Outdoor Hats Bucket Hat Dorfman Hat Co.
    Rip Stop Cotton Boonie with Floatable Brim - DPC Outdoor Hats Bucket Hat Dorfman Hat Co. MC428-PUTTY2 Putty Medium

    Rip Stop Cotton Boonie with Floatable Brim - DPC Outdoor Hats

    $ 39.00

    Pigment dyed rip stop cotton boonie hat. Dimensional bound brim, 3.75" wide front and back, 3" sides. Floatable brim makes this a great fishing, sa...

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    $ 39.00
  • Crocheted Summer Cloche - Callanan Handmade Hats Wide Brim Hat Callanan Hats CR257WH White M/L (58 cm)

    Crocheted Summer Cloche - Callanan Handmade Hats

    $ 79.00

    Crafted by the talented hands of John Callanan, this charming cloche brings vintage flair to your summer wardrobe. Hand-crocheted with shimmering L...

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    $ 79.00
  • Flex Weave Straw Wide Brim Beach Hat - Boardwalk Style Wide Brim Sun Hat Boardwalk Style Hats DA1350-NAT Natural Heather OS (57 cm)
    Flex Weave Straw Wide Brim Beach Hat - Boardwalk Style Wide Brim Sun Hat Boardwalk Style Hats

    Flex Weave Straw Wide Brim Beach Hat - Boardwalk Style

    $ 49.00

    Turn every shoreline stroll into a style moment with this stunning Flex-Weave straw beach hat, designed to elevate your seaside and resort adventur...

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    $ 49.00
  • Darby Cloche by Wallaroo Hat Company Cloche Wallaroo Hats DARB- Ivory/Blue OS (58 cm)
    Darby Cloche by Wallaroo Hat Company Cloche Wallaroo Hats

    Darby Cloche by Wallaroo Hat Company

    $ 61.00

    Introducing the Darby Cloche—a timeless two-tone design that celebrates effortless elegance. This ivory beauty features striking contrast stitching...

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    $ 61.00
  • Victoria Cap - Wallaroo Hat Company Facesaver Hat Wallaroo Hats
    Victoria Cap - Wallaroo Hat Company Facesaver Hat Wallaroo Hats

    Victoria Cap - Wallaroo Hat Company

    $ 53.00

    Introducing the Victoria Cap, a brand-new addition to Wallaroo’s iconic Victoria collection. This innovative sun cap blends the comfort of a classi...

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    $ 53.00
  • Cotton Sun Hat with Ponytail Opening - Scala Hats for Women Wide Brim Hat Scala Hats SCA11739-WHBLK White / Black M/L (57 - 58 cm)
    Cotton Sun Hat with Ponytail Opening - Scala Hats for Women Wide Brim Hat Scala Hats

    Cotton Sun Hat with Ponytail Opening - Scala Hats for Women

    $ 37.00

    Designed for active women who refuse to compromise on style or sun protection, this Scala cotton sun hat combines practical functionality with eleg...

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    $ 37.00
  • Crocheted White Straw Summer Hat - Sun 'N' Sand Hats Wide Brim Hat Sun N Sand Hats HH2588A White Medium (57 cm)
    Crocheted White Straw Summer Hat - Sun 'N' Sand Hats Wide Brim Hat Sun N Sand Hats

    Crocheted White Straw Summer Hat - Sun 'N' Sand Hats

    $ 31.00

    Channel your inner free spirit with this enchanting crocheted straw hat, inspired by the iconic bohemian aesthetic of the '60s. The generously wide...

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    $ 31.00
  • Salt Water Cotton Canvas Beach Hat with Frayed Brim - Makai Hats Floppy Hat Makai Hat
    Salt Water Cotton Canvas Beach Hat with Frayed Brim - Makai Hats Floppy Hat Makai Hat MA159-TAN Tan
    Sale

    Salt Water Cotton Canvas Beach Hat with Frayed Brim - Makai Hats

    Original Price $ 70.00
    Current Price $ 54.99

    Enjoy effortless coastal style with the Salt Water Cotton Canvas Beach Hat by Makai, designed for comfort, coverage, and everyday versatility. Made...

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    Original Price $ 70.00
    Current Price $ 54.99
    Sale
  • Everett Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats EVRT-MC-M Mixed Camel M/L (59 cm)
    Everett Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Everett Fedora by Wallaroo Hat Company

    $ 69.00

    Designed specifically for golfers, the Everett brings together classic fedora style and high-performance bamboo fabric to keep you protected and co...

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    $ 69.00
  • Small Size Woven Straw Safari Hat for Women - Sunny Dayz™ Safari Hat Sun N Sand Hats HK483 Ivory Small (54 cm)

    Small Size Woven Straw Safari Hat for Women - Sunny Dayz™

    $ 28.00

    Embrace effortless summer style with this petite-sized woven straw safari hat, designed for those seeking both elegance and practicality. The refin...

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    $ 28.00
  • Montecito by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Montecito by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Montecito by Wallaroo Hat Company

    $ 69.00

    The Montecito Broad-Brimmed Rancher hat offers a coastal-chic look with its soft, woven texture and relaxed brim. This rancher-style wide-brim hat ...

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    $ 69.00
  • Packable Striped Ribbon Hat with Large Bow - Bohemian Fashion Cloche Bohemian Fashion
    Packable Striped Ribbon Hat with Large Bow - Bohemian Fashion Cloche Bohemian Fashion LH6388bl Navy / Pink
    Sale

    Packable Striped Ribbon Hat with Large Bow - Bohemian Fashion

    Original Price $ 15.00
    Current Price $ 10.00

    Unleash your authentic style with this striking striped ribbon hat, a must-have for the woman who dares to stand out. The moldable wire-edged brim ...

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    Original Price $ 15.00
    Current Price $ 10.00
    Sale
  • Flex Weave Straw Pinched Crown Fedora Hat - Boardwalk Style Fedora Hat Boardwalk Style Hats DA1352-BLK Black Heather OS (57 cm)
    Flex Weave Straw Pinched Crown Fedora Hat - Boardwalk Style Fedora Hat Boardwalk Style Hats

    Flex Weave Straw Pinched Crown Fedora Hat - Boardwalk Style

    $ 43.00

    Refined yet practical, this pinched crown fedora hat is crafted from premium Flex-Weave straw for lightweight durability and elevated summer style....

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    $ 43.00
  • Flex Weave Straw Lampshade Style Hat - Boardwalk Style Wide Brim Hat Boardwalk Style Hats DA1355-NAT Natural Heather OS (57 cm)
    Flex Weave Straw Lampshade Style Hat - Boardwalk Style Wide Brim Hat Boardwalk Style Hats

    Flex Weave Straw Lampshade Style Hat - Boardwalk Style

    $ 49.00

    Make a sophisticated statement in the sun with this lampshade-style hat, designed with a dramatic 5-inch wide downward-sloping brim for ultimate co...

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    $ 49.00
  • Washable Poly-Straw Facesaver Hat with Bow - Karen Keith Hats Facesaver Hat Great hats by Karen Keith PP23-C Tan OS (58 cm)
    Washable Poly-Straw Facesaver Hat with Bow - Karen Keith Hats Facesaver Hat Great hats by Karen Keith PP23-B Natural OS (58 cm)

    Washable Poly-Straw Facesaver Hat with Bow - Karen Keith Hats

    $ 30.00

    Protect your skin while staying active with this versatile poly-straw facesaver hat. Featuring UPF 50+ sun protection, it keeps harmful rays at bay...

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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.