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Adjustable Size Hats

  • Downturned Big Brim Asymmetrical Summer Hat Wide Brim Hat JEL WSPS608BG Natural tweed
    Downturned Big Brim Asymmetrical Summer Hat Wide Brim Hat JEL WSPS608BN Brown tweed
    $ 25.00
    JEL

    Downturned Big Brim Asymmetrical Summer Hat

    Packable straw hat with grosgrain ribbon bow. Asymmetrical brim, 4" wide on front and narrows to 2" towards back. Adjustable drawstring inside. Gre...

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    $ 25.00
  • Karen Keith Poly Braid Facesaver Hat Facesaver Hat Great hats by Karen Keith
    Karen Keith Poly Braid Facesaver Hat Facesaver Hat Great hats by Karen Keith P9cbBN Brown
    $ 28.00
    Great hats by Karen Keith

    Karen Keith Poly Braid Facesaver Hat

    Multi tone poly-straw braid facesaver style backless hat, made for beach lounge chairs. 4" wide brim on front and sides, brimless back. Velcro adju...

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    $ 28.00
  • 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
    $ 27.00
    Boardwalk Style Hats

    Wide Brim Straw Ponytail Facesaver Sun Hat - Boardwalk Hats

    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
  • Two-Tone Ribbon and Straw Kettle Brim Hat - JSA Kettle Brim Hat Jeanne Simmons
    Two-Tone Ribbon and Straw Kettle Brim Hat - JSA Kettle Brim Hat Jeanne Simmons js9222bk Black Medium (57 cm)
    Sale
    Original Price $ 42.00
    Current Price $ 27.00
    Jeanne Simmons

    Two-Tone Ribbon and Straw Kettle Brim Hat - JSA

    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
  • Caroline Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Caroline Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats
    $ 61.00
    Wallaroo Hats

    Caroline Fedora by Wallaroo Hat Company

    The Caroline Fedora blends timeless styling with lightweight wearability, making it a versatile choice for sunny days. Its refined pinch-front crow...

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    $ 61.00
  • Petite Catalina Cowboy by Wallaroo Hat Company Cowboy Hat Wallaroo Hats
    Petite Catalina Cowboy by Wallaroo Hat Company Cowboy Hat Wallaroo Hats
    $ 69.00
    Wallaroo Hats

    Petite Catalina Cowboy by Wallaroo Hat Company

    The Petite Catalina Cowboy Hat brings classic Western styling to smaller head sizes, offering a flattering silhouette with breezy warm-weather comf...

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    $ 69.00
  • Tahiti Fedora by Wallaroo Hat Company Fedora Hat Wallaroo Hats
    Tahiti Fedora by Wallaroo Hat Company Fedora Hat Wallaroo Hats
    $ 67.00
    Wallaroo Hats

    Tahiti Fedora by Wallaroo Hat Company

    The Tahiti Fedora offers natural island-inspired beauty with its hand-crocheted raffia construction and lightweight, breathable feel. The narrow br...

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    $ 67.00
  • Cotton Bucket Hat with Drawstring - Karen Keith Hats Bucket Hat Great hats by Karen Keith
    Cotton Bucket Hat with Drawstring - Karen Keith Hats Bucket Hat Great hats by Karen Keith ch50OLM Olive S/M (54-56 cm)
    $ 16.50
    Great hats by Karen Keith

    Cotton Bucket Hat with Drawstring - Karen Keith Hats

    Traditional cotton bucket hat for men and women. Narrow brim, 2.5" wide with stitching detail. Square crown, 4" deep. Inner drawstring to reduce si...

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    $ 16.50
  • Small Kettle Brim Summer Hat - Jeanne Simmons Hats Kettle Brim Hat Jeanne Simmons
    Small Kettle Brim Summer Hat - Jeanne Simmons Hats Kettle Brim Hat Jeanne Simmons js8329bk Black OS (57 cm)
    $ 29.00
    Jeanne Simmons

    Small Kettle Brim Summer Hat - Jeanne Simmons Hats

    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
  • Large Heads Classic Wide Brim Straw Beach Hat - Sun 'N' Sand Hats Wide Brim Sun Hat Sun N Sand Hats HH2139B XL Tan Tweed Large (59 cm)
    Large Heads Classic Wide Brim Straw Beach Hat - Sun 'N' Sand Hats Wide Brim Sun Hat Sun N Sand Hats HH2139A XL Taupe Tweed Large (59 cm)
    $ 31.00
    Sun N Sand Hats

    Large Heads Classic Wide Brim Straw Beach Hat - Sun 'N' Sand Hats

    Designed for larger head sizes, this classic wide-brim straw hat delivers superior sun protection with UPF 50+ rating that blocks both UVA and UVB ...

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    $ 31.00
  • 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
    $ 32.99
    Scala Hats

    Fleece Lined Quilted Rain Hat - Scala Collezione Hats

    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
  • Logan Unisex Safari Hat - Wallaroo Hats Safari Hat Wallaroo Hats
    Logan Unisex Safari Hat - Wallaroo Hats Safari Hat Wallaroo Hats
    $ 61.00
    Wallaroo Hats

    Logan Unisex Safari Hat - Wallaroo Hats

    The Logan Safari Hat delivers durable performance with a relaxed, masculine profile. Its wide brim provides comfortable shade, while breathable fab...

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    $ 61.00
  • 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
    $ 36.99
    Scala Hats

    Bangkok Toyo Split Brim Summer Floppy Hat - Scala Hats

    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
  • 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)
    $ 25.00
    Boardwalk Style Hats

    Petite Size Straw Cowboy Hat with Chin Cord - Boardwalk Style

    Stylish western hat for small head sizes. Dented and pinched crown. Shapeable rolled brim with wire edge, 3" wide. Leatherette chin strap with bea...

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    $ 25.00
  • 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
    $ 36.99
    Scala Hats

    Bangkok Toyo Summer Floppy Hat - Scala Hats

    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
  • Supplex Dimensional Brim Hat, Khaki - DPC Outdoor Headwear Bucket Hat Dorfman Hat Co.
    Supplex Dimensional Brim Hat, Khaki - DPC Outdoor Headwear Bucket Hat Dorfman Hat Co. mc288khs Khaki S/M
    $ 32.00
    Dorfman Hat Co.

    Supplex Dimensional Brim Hat, Khaki - DPC Outdoor Headwear

    Supplex® materials provide cottony soft comfort, while shrink and fade resistant, and faster drying. This boonie style men's hat will be a great co...

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    $ 32.00
  • Multi Tone Up Brim Summer Breton - Jeanne Simmons Hats Kettle Brim Hat Jeanne Simmons js800FC Fuchsia
    Multi Tone Up Brim Summer Breton - Jeanne Simmons Hats Kettle Brim Hat Jeanne Simmons
    $ 28.00
    Jeanne Simmons

    Multi Tone Up Brim Summer Breton - Jeanne Simmons Hats

    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
  • Downturned Brim Summer Hat Wide Brim Hat JEL
    Downturned Brim Summer Hat Wide Brim Hat JEL WSPS610BG Beige tweed
    $ 23.00
    JEL

    Downturned Brim Summer Hat

    Brim 3" wide on front and narrows toward back to 1.5". Black or brown ribbon band with small bow. One size fits most, with adjustable drawstring in...

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    $ 23.00
  • Victoria Carkella by Wallaroo Hats Kettle Brim Hat Wallaroo Hats VICM-CM Mixed Camel M/L (58 cm)
    Victoria Carkella by Wallaroo Hats Kettle Brim Hat Wallaroo Hats
    $ 55.00
    Wallaroo Hats

    Victoria Carkella by Wallaroo Hats

    The Victoria Golf Hat delivers reliable sun protection and on-course performance. Its wide brim shields your face and neck from UV exposure, while ...

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    $ 55.00
  • St. Tropez Trilby by Wallaroo Hat Company Fedora Hat Wallaroo Hats STTR-24-NA Natural / Navy M/L (58 cm)
    St. Tropez Trilby by Wallaroo Hat Company Fedora Hat Wallaroo Hats
    Sale
    Original Price $ 49.00
    Current Price $ 26.00
    Wallaroo Hats

    St. Tropez Trilby by Wallaroo Hat Company

    The St. Tropez Trilby features a shorter brim and structured fedora crown, making it a chic option for women and men seeking a compact summer hat. ...

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    Original Price $ 49.00
    Current Price $ 26.00
    Sale
  • Ribbon Sun Hat with Flower Button - Boardwalk Style Wide Brim Hat Boardwalk Style Hats
    Ribbon Sun Hat with Flower Button - Boardwalk Style Wide Brim Hat Boardwalk Style Hats da773bg Beige Medium (57 cm)
    $ 25.00
    Boardwalk Style Hats

    Ribbon Sun Hat with Flower Button - Boardwalk Style

    Shield yourself from the sun in style with this charming ribbon sun hat featuring an elegant wooden flower button accent. The shapeable medium-wide...

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    $ 25.00
  • Metallic Straw Safari Hat with Chin Cord - Sun 'N' Sand Hats Safari Hat Sun N Sand Hats HH2372A Tan / Gold Medium (57 cm)
    Metallic Straw Safari Hat with Chin Cord - Sun 'N' Sand Hats Safari Hat Sun N Sand Hats HH2372C White / Silver Medium (57 cm)
    $ 40.50
    Sun N Sand Hats

    Metallic Straw Safari Hat with Chin Cord - Sun 'N' Sand Hats

    Embrace the sun with confidence in this striking metallic safari hat designed for the modern woman. The shimmering thread catches the light beautif...

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    $ 40.50
  • Linen Trail Hat with Chin Cord - Scala  Women's Hats Wide Brim Hat Scala Hats LC834-BLK Black Small (55 cm)
    Linen Trail Hat with Chin Cord - Scala  Women's Hats Wide Brim Hat Scala Hats
    $ 39.99
    Scala Hats

    Linen Trail Hat with Chin Cord - Scala Women's Hats

    Crafted from a textured linen weave, this women's trail hat delivers exceptional sun protection with UPF 50+ rating, ideal for outdoor adventures. ...

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    $ 39.99

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.