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Adjustable Size Hats

  • Petite Elise by Wallaroo Hat Company Safari Hat Wallaroo Hats PELIS-WHBG Natural Small (55 cm)
    Petite Elise by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Petite Elise by Wallaroo Hat Company

    $ 77.00

    The Petite Elise Sun Hat delivers premium sun protection with an elegant extra-wide brim tailored for smaller head sizes. Its flexible, packable co...

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    $ 77.00
  • Straw Sun Hat with Chiffon Bow - Karen Keith Hats Wide Brim Sun Hat Great hats by Karen Keith
    Straw Sun Hat with Chiffon Bow - Karen Keith Hats Wide Brim Sun Hat Great hats by Karen Keith BT31-N Natural / Ivory M/L (58.5 cm)

    Straw Sun Hat with Chiffon Bow - Karen Keith Hats

    $ 33.00

    Own every sun-soaked moment with this exquisite straw hat designed for the woman who refuses to compromise. The softly structured dome crown and ge...

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    $ 33.00
  • Ponytail Summer Fedora Hat - Boardwalk Style Safari Hat Boardwalk Style Hats
    Ponytail Summer Fedora Hat - Boardwalk Style Safari Hat Boardwalk Style Hats DA1968-BKT Black Tweed M/L (58 cm)

    Ponytail Summer Fedora Hat - Boardwalk Style

    $ 24.00

    Embrace effortless style with this innovative ponytail fedora, designed for women who refuse to compromise between fashion and function. The distin...

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    $ 24.00
  • Summer Floppy Hat with Linen Scarf by Milani Floppy Hat Milani Hats
    Summer Floppy Hat with Linen Scarf by Milani Floppy Hat Milani Hats BB0058LT Latte

    Summer Floppy Hat with Linen Scarf by Milani

    $ 25.00

    Stay sun-safe in style with this charming floppy hat from Milani. The generous 5-inch brim keeps rays at bay while the UPF 50+ protection works ove...

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    $ 25.00
  • Shapeable Brim Summer Hat with Pearl Bead Band - Scala Hats Wide Brim Hat Scala Hats
    Shapeable Brim Summer Hat with Pearl Bead Band - Scala Hats Wide Brim Hat Scala Hats lp244NT Natural

    Shapeable Brim Summer Hat with Pearl Bead Band - Scala Hats

    $ 28.00

    Discover endless styling possibilities with this shapeable brim sun hat, designed to be worn five fabulous ways. The 4" wide brim slopes downward f...

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    $ 28.00
  • Classic Wide Brim Straw Beach Hat - Sun 'N' Sand Hats Wide Brim Sun Hat Sun N Sand Hats HH2139C Black Tweed Medium (57 cm)
    Classic Wide Brim Straw Beach Hat - Sun 'N' Sand Hats Wide Brim Sun Hat Sun N Sand Hats HH2139D Blue Tweed Medium (57 cm)

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

    $ 31.00

    Embrace sun-safe style with this timeless wide-brim straw hat designed for confident beach days. Featuring a graceful dome crown and generously flo...

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    $ 31.00
  • Ribbon and Straw Wide Brim Ponytail Sun Hat - Boardwalk Hats Visor Cap Boardwalk Style Hats
    Ribbon and Straw Wide Brim Ponytail Sun Hat - Boardwalk Hats Visor Cap Boardwalk Style Hats DA1930-IVBK Ivory / Black OS

    Ribbon and Straw Wide Brim Ponytail Sun Hat - Boardwalk Hats

    $ 25.00

    Keep the sun at bay with this versatile Ribbon and Straw Wide Brim Ponytail Sun Hat from Boardwalk Hats. Engineered with UPF 50+ protection, the ge...

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    $ 25.00
  • Petite Straw Fedora Hat with Black Band - Jeanne Simmons Hats Fedora Hat Jeanne Simmons Accessories
    Petite Straw Fedora Hat with Black Band - Jeanne Simmons Hats Fedora Hat Jeanne Simmons Accessories JS8439BZ Bronze Small (56 cm)

    Petite Straw Fedora Hat with Black Band - Jeanne Simmons Hats

    $ 24.00

    Discover timeless summer style with this petite straw fedora, expertly crafted for smaller head sizes. The soft paper braid construction offers bre...

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    $ 24.00
  • Lady Jane by Wallaroo Hat Company Kettle Brim Hat Wallaroo Hats
    Lady Jane by Wallaroo Hat Company Kettle Brim Hat Wallaroo Hats

    Lady Jane by Wallaroo Hat Company

    $ 71.00

    The Lady Jane is adorned with a printed scarf with Jane Seymour's artwork. It is a lovely upturned brim that frames the face beautifully, giving th...

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    $ 71.00
  • Carkella Lauren by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Carkella Lauren by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Carkella Lauren by Wallaroo Hat Company

    $ 71.00

    The Lauren brings classic safari styling to modern sun protection with its structured crown and wide, flattering brim. Lightweight and breathable, ...

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    $ 71.00
  • Two Tone Straw Summer Hat for Petite Heads - Sunny Dayz™ Facesaver Hat Sun N Sand Hats HK448 Natural Small (54 cm)

    Two Tone Straw Summer Hat for Petite Heads - Sunny Dayz™

    $ 28.75

    Discover effortless sun protection with the Sunny Dayz™ Two Tone Straw Summer Hat, thoughtfully designed for petite frames. This elegant style feat...

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    $ 28.75
  • Fine Braid Straw Beach Hat, M/L size - Boardwalk Style Wide Brim Sun Hat Boardwalk Style Hats
    Fine Braid Straw Beach Hat, M/L size - Boardwalk Style Wide Brim Sun Hat Boardwalk Style Hats

    Fine Braid Straw Beach Hat, M/L size - Boardwalk Style

    $ 32.00

    Experience effortless sun protection with this elegant fine braid straw beach hat. Crafted from 100% paper raffia, it features a softly domed crown...

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    $ 32.00
  • St. Lucia by Wallaroo Hat Company Safari Hat Wallaroo Hats
    St. Lucia by Wallaroo Hat Company Safari Hat Wallaroo Hats

    St. Lucia by Wallaroo Hat Company

    $ 69.00

    The St. Lucia Safari Hat combines a relaxed outdoor look with exceptional sun protection. Its wide brim provides generous UPF 50+ shade, while the ...

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    $ 69.00
  • Flat Crown Up Brim Sun Hat - Sun 'N' Sand Hat Gambler Hat Sun N Sand Hats HH2703C Natural M/L (58 cm)
    Flat Crown Up Brim Sun Hat - Sun 'N' Sand Hat Gambler Hat Sun N Sand Hats

    Flat Crown Up Brim Sun Hat - Sun 'N' Sand Hat

    $ 45.00

    Take command of your sun protection with this striking gaucho-inspired hat that empowers you to stay safe without sacrificing style. The bold flat ...

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    $ 45.00
  • Bangkok Toyo Gaucho Hat with Aztec Trim - Caribbean Joe™ Gambler Hat Caribbean Joe HCJ242B Tan Medium (57 cm)
    Bangkok Toyo Gaucho Hat with Aztec Trim - Caribbean Joe™ Gambler Hat Caribbean Joe HCJ242S Natural Medium (57 cm)

    Bangkok Toyo Gaucho Hat with Aztec Trim - Caribbean Joe™

    $ 38.00

    Elevate your sun style with this charming gaucho hat from Caribbean Joe™. Crafted from soft, breathable bangkok toyo, it features a distinctive sun...

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    $ 38.00
  • Cativa Flat Crown Floppy Hat - Sun 'N' Sand Hat Bolero Hat Sun N Sand Hats
    Cativa Flat Crown Floppy Hat - Sun 'N' Sand Hat Bolero Hat Sun N Sand Hats hh2137C mf Moss green Medium (57 cm)

    Cativa Flat Crown Floppy Hat - Sun 'N' Sand Hat

    $ 37.00

    Embrace effortless summer style with this stunning flat crown gaucho hat, designed for those who refuse to compromise on sun protection or sophisti...

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    $ 37.00
  • Up Turned Brim Classic Sun Hat - Sun 'N' Sand Hats Kettle Brim Hat Sun N Sand Hats
    Up Turned Brim Classic Sun Hat - Sun 'N' Sand Hats Kettle Brim Hat Sun N Sand Hats HH803M Hot Pink Medium (57 cm)

    Up Turned Brim Classic Sun Hat - Sun 'N' Sand Hats

    $ 31.00

    Embrace timeless elegance with this iconic French breton-inspired sun hat, designed for the modern traveler who refuses to compromise on style or p...

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    $ 31.00
  • Savannah Visor by Wallaroo Hats Visor Cap Wallaroo Hats
    Savannah Visor by Wallaroo Hats Visor Cap Wallaroo Hats

    Savannah Visor by Wallaroo Hats

    $ 49.00

    The Savannah Visor delivers the elegance of the classic designer striped Savannah hat in a breezy, open-top visor style. Its wide brim offers excel...

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    $ 49.00
  • Butterfly Split Brim Sun Hat with Straw Bow - Boardwalk Style Wide Brim Hat Boardwalk Style Hats
    Butterfly Split Brim Sun Hat with Straw Bow - Boardwalk Style Wide Brim Hat Boardwalk Style Hats

    Butterfly Split Brim Sun Hat with Straw Bow - Boardwalk Style

    $ 27.00

    Turn heads while staying protected in the Butterfly Split Brim Sun Hat, designed by Boardwalk Style Hat Company with feminine detail. Featuring a u...

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    $ 27.00
  • Summer Cloche with Gold Chain Link Band and Scarf Cloche Something Special LA htp666fc Fuchsia Medium (57 cm)
    Summer Cloche with Gold Chain Link Band and Scarf Cloche Something Special LA htp666nv Navy Medium (57 cm)

    Summer Cloche with Gold Chain Link Band and Scarf

    $ 18.00

    Asymmetrical bonnet like hat. Sheer scarf looped through gold color chain links. Bow in back. Down sloping 4" wide band, disappears toward back. Ad...

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    $ 18.00
  • Asymmetrical Brim Sun Hat with Chiffon Sash - Sun 'N' Sand Hat Wide Brim Hat Sun N Sand Hats HH1797C Black Medium (57 cm)
    Asymmetrical Brim Sun Hat with Chiffon Sash - Sun 'N' Sand Hat Wide Brim Hat Sun N Sand Hats HH1797B Tan Tweed Medium (57 cm)

    Asymmetrical Brim Sun Hat with Chiffon Sash - Sun 'N' Sand Hat

    $ 31.00

    Turn heads wherever your adventures take you with this distinctive asymmetrical sun hat. The uniquely tapered brim offers 4 inches of coverage in f...

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    $ 31.00
  • Wide Brim Braided Floppy Beach Hat for Large Heads - Fadivo Hats Wide Brim Sun Hat Fadivo New York
    Wide Brim Braided Floppy Beach Hat for Large Heads - Fadivo Hats Wide Brim Sun Hat Fadivo New York CH4510-BLK Black Large (58.5 cm)
    Sale

    Wide Brim Braided Floppy Beach Hat for Large Heads - Fadivo Hats

    Original Price $ 27.00
    Current Price $ 20.00

    Stay stylishly shaded with this wide-brim beach hat crafted from wide toyo straw braids for lightweight comfort and standout summer style. Designed...

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    Original Price $ 27.00
    Current Price $ 20.00
    Sale

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.