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Adjustable Size Hats

  • Up Brim Summer Hat with Chiffon Scarf - Scala Collection Hats Kettle Brim Hat Scala Hats
    Up Brim Summer Hat with Chiffon Scarf - Scala Collection Hats Kettle Brim Hat Scala Hats LP381-COR Coral OS

    Up Brim Summer Hat with Chiffon Scarf - Scala Collection Hats

    $ 32.00

    Elevate your summer style with this sophisticated hat from Scala's curated collection. Featuring a versatile, shapeable brim that transitions from ...

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    $ 32.00
  • 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
  • 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
  • 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
  • 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
  • Multi Color Shapeable Brim Western Hat - Cappelli Straworld Cowboy Hat Cappelli Straworld
    Multi Color Shapeable Brim Western Hat - Cappelli Straworld Cowboy Hat Cappelli Straworld CSW415-AQU Aqua

    Multi Color Shapeable Brim Western Hat - Cappelli Straworld

    $ 32.00

    Bring some personality to your western wardrobe with this vibrant multi-color braided cowgirl hat. Featuring a distinctive dented crown and front p...

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    $ 32.00
  • Petite Woven Straw Cowboy Hat with Chin Cord - Boardwalk Hats Cowboy Hat Boardwalk Style Hats DA2971-BLK Black Small (54 cm)

    Petite Woven Straw Cowboy Hat with Chin Cord - Boardwalk Hats

    $ 26.00

    Experience authentic western style tailored for petite frames with this premium toyo straw cowboy hat. The iconic Cattleman-style crown delivers cl...

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    $ 26.00
  • Shapeable Ribbon Brim Sun Hat with Straw Crown - Scala Hats Wide Brim Hat Scala Hats SCA11855-BLK Black
    Shapeable Ribbon Brim Sun Hat with Straw Crown - Scala Hats Wide Brim Hat Scala Hats SCA11855-NAVY Navy

    Shapeable Ribbon Brim Sun Hat with Straw Crown - Scala Hats

    $ 34.00

    Introducing a new Spring 2026 style from Scala Hats: a classic statement sun hat designed to deliver bold coverage and polished elegance in one eas...

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    $ 34.00
  • Wide Asymmetrical Brim Summer Hat with Bow - Boardwalk Style Wide Brim Hat Boardwalk Style Hats
    Wide Asymmetrical Brim Summer Hat with Bow - Boardwalk Style Wide Brim Hat Boardwalk Style Hats DA1839-BLK Black tweed OS (57 cm)

    Wide Asymmetrical Brim Summer Hat with Bow - Boardwalk Style

    $ 34.00

    Step into summer with confidence in this striking asymmetrical sun hat that balances style with serious sun protection. The dramatic 5.5-inch front...

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    $ 34.00
  • Turned Up Split Brim Summer Cloche Hat - Sun 'N' Sand Hat Cloche Sun N Sand Hats
    Turned Up Split Brim Summer Cloche Hat - Sun 'N' Sand Hat Cloche Sun N Sand Hats HH2538A Tan Medium (57 cm)

    Turned Up Split Brim Summer Cloche Hat - Sun 'N' Sand Hat

    $ 26.50

    Embrace effortless elegance with this stunning straw cloche hat, designed to elevate your summer style. Featuring a distinctive butterfly split bri...

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    $ 26.50
  • Braid Straw Up Turned Brim Safari Hat - Angela & William Hats Safari Hat Epoch Hats
    Braid Straw Up Turned Brim Safari Hat - Angela & William Hats Safari Hat Epoch Hats F6040 Natural Large (58-59 cm)

    Braid Straw Up Turned Brim Safari Hat - Angela & William Hats

    $ 32.00

    Ready to explore in style? This unisex safari hat brings serious fun to sun protection with its signature upturned brim and shapeable design. The 3...

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    $ 32.00
  • Women's Cowboy Hat with Turquoise Concho - Jeanne Simmons Hats Cowboy Hat Jeanne Simmons Accessories JS1355-GY Grey
    Women's Cowboy Hat with Turquoise Concho - Jeanne Simmons Hats Cowboy Hat Jeanne Simmons Accessories JS1355-BE Beige

    Women's Cowboy Hat with Turquoise Concho - Jeanne Simmons Hats

    $ 38.00

    Saddle up in effortless style with this beautifully crafted straw cowboy hat designed for the modern cowgirl. Made from soft multitone paper braid,...

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    $ 38.00
  • Lady Brett Cloche by Wallaroo Hat Company Cloche Wallaroo Hats
    Lady Brett Cloche by Wallaroo Hat Company Cloche Wallaroo Hats

    Lady Brett Cloche by Wallaroo Hat Company

    $ 71.00

    This newest addition to Wallaroo’s Jane Seymour Collection captures the actress’s signature elegance with a classic cloche silhouette that never go...

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    $ 71.00
  • Straw Cowboy Hat with Rhinestone Gem Band - Boardwalk Hats Cowboy Hat Boardwalk Style Hats DA1343-TAN Tan OS
    Straw Cowboy Hat with Rhinestone Gem Band - Boardwalk Hats Cowboy Hat Boardwalk Style Hats

    Straw Cowboy Hat with Rhinestone Gem Band - Boardwalk Hats

    $ 29.00

    Embrace the perfect blend of style and practicality with this striking straw cowboy hat. Crafted from lightweight straw with a classic dented crown...

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    $ 29.00
  • Large Down-Turned Brim Sun Hat - Boardwalk Styles Wide Brim Hat Boardwalk Style Hats DA1774-BNH Brown Heather Medium (57 cm)
    Large Down-Turned Brim Sun Hat - Boardwalk Styles Wide Brim Hat Boardwalk Style Hats

    Large Down-Turned Brim Sun Hat - Boardwalk Styles

    $ 45.00

    Make a striking impression with this elegant Breakfast at Tiffany’s-inspired sun hat, designed to blend classic sophistication with modern versatil...

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    $ 45.00
  • Upturned Brim Solid Color Summer Hat - Jeanne Simmons Hats Kettle Brim Hat Jeanne Simmons Accessories
    Upturned Brim Solid Color Summer Hat - Jeanne Simmons Hats Kettle Brim Hat Jeanne Simmons Accessories JS8456-PNK White

    Upturned Brim Solid Color Summer Hat - Jeanne Simmons Hats

    $ 29.00

    Elevate your warm-weather wardrobe with this classic up-brim straw hat, designed for versatile styling and everyday elegance. Featuring a smooth do...

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    $ 29.00
  • Wide Brim Beach Hat with Black Band & Bow - Sun 'N' Sand Hats Wide Brim Sun Hat Sun N Sand Hats HH2039A Ivory OS (57 cm)

    Wide Brim Beach Hat with Black Band & Bow - Sun 'N' Sand Hats

    $ 42.00

    Elevate your beach style with this stunning wide-brim sun hat designed for the confident woman who refuses to compromise on protection or elegance....

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    $ 42.00

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.