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Plus Size Hats for Women with Larger Heads

  • 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
  • Black Cowboy Hat with White Embroidery - Karen Keith Hats Cowboy Hat Great hats by Karen Keith RM10L-Cs Black Small (55 cm)

    Black Cowboy Hat with White Embroidery - Karen Keith Hats

    $ 49.00

    Step into the spotlight with this striking black cowboy hat that commands attention. Crafted from woven raffia, it features a sophisticated faux le...

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    $ 49.00
  • Handwoven Straw Cowboy Hat with Chin Cord - Boardwalk Hats Cowboy Hat Boardwalk Style Hats
    Handwoven Straw Cowboy Hat with Chin Cord - Boardwalk Hats Cowboy Hat Boardwalk Style Hats DA1953-BLK2 Black Medium

    Handwoven Straw Cowboy Hat with Chin Cord - Boardwalk Hats

    $ 27.00

    Experience the perfect blend of classic western style and practical sun protection with this straw cowboy hat. Crafted from lightweight toyo straw,...

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    $ 27.00
  • Wool Cloche Hat with Animal Print Accent - Adora® Wool Hats Cloche Adora Hats AD1295A Black M/L (58 cm)
    Wool Cloche Hat with Animal Print Accent - Adora® Wool Hats Cloche Adora Hats AD1295B Tan M/L (58 cm)

    Wool Cloche Hat with Animal Print Accent - Adora® Wool Hats

    $ 48.00

    Embrace vintage charm with this exquisite wool cloche hat, a timeless accessory that exudes understated sophistication. The structured dome crown a...

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    $ 48.00
  • Small Brim Knit Soft Wool Bolero Hat for Women - Adora® Bolero Hat Adora Hats AD1323B Brown M/L (58.5 cm)
    Small Brim Knit Soft Wool Bolero Hat for Women - Adora® Bolero Hat Adora Hats AD1323A Black M/L (58.5 cm)

    Small Brim Knit Soft Wool Bolero Hat for Women - Adora®

    $ 24.00

    This refined soft wool bolero hat epitomizes understated elegance for autumn and winter wear. Featuring a gracefully flat crown with clean sidewall...

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    $ 24.00
  • 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
  • Belted Fine Braid Summer Fedora Hat - Boardwalk Style Safari Hat Boardwalk Style Hats
    Belted Fine Braid Summer Fedora Hat - Boardwalk Style Safari Hat Boardwalk Style Hats

    Belted Fine Braid Summer Fedora Hat - Boardwalk Style

    $ 27.00

    Experience effortless summer style with this versatile fine braid fedora, designed for both men and women. The classic dented crown and pinched fro...

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    $ 27.00
  • Black and Brown Heathered Wrap Around Roll Up Sun Visor Hat - Boardwalk Style Visor Cap Boardwalk Style Hats
    Black and Brown Heathered Wrap Around Roll Up Sun Visor Hat - Boardwalk Style Visor Cap Boardwalk Style Hats DA1319 Black / Brown OS
    Sale

    Black and Brown Heathered Wrap Around Roll Up Sun Visor Hat - Boardwalk Style

    Original Price $ 25.00
    Current Price $ 22.00

    Shield yourself from the sun with effortless style in this versatile wrap-around visor. Featuring a generous 4" brim that slopes downward for optim...

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    Original Price $ 25.00
    Current Price $ 22.00
    Sale
  • 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
  • Straw Cowboy Hat with Turquoise Embroidered Band - Milani Hats Cowboy Hat Milani Hats
    Straw Cowboy Hat with Turquoise Embroidered Band - Milani Hats Cowboy Hat Milani Hats ST-117U Black M/L

    Straw Cowboy Hat with Turquoise Embroidered Band - Milani Hats

    $ 42.00

    Step into the spotlight with this charming straw cowboy hat that's equal parts practical and fabulous. Crafted from tightly woven straw, it shields...

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    $ 42.00
  • Black Straw Cowboy Hat with Long Horn Concho - Milani Hats Cowboy Hat Milani Hats
    Black Straw Cowboy Hat with Long Horn Concho - Milani Hats Cowboy Hat Milani Hats ST-090 Black M/L

    Black Straw Cowboy Hat with Long Horn Concho - Milani Hats

    $ 29.00

    Tightly woven straw western hat for sun protection. Black straw hat with curled up cowboy brim, 3" wide. Faux leather studded band with bull concho...

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    $ 29.00
  • Wide Bill Cap with Open Crown for Ponytail - Panama Jack Hats Cap Panama Jack Hats
    Wide Bill Cap with Open Crown for Ponytail - Panama Jack Hats Cap Panama Jack Hats PJL732-WHT White M/L

    Wide Bill Cap with Open Crown for Ponytail - Panama Jack Hats

    $ 31.00

    Hit the gym, the pool, or the trail in style with this clever ponytail cap designed for active women on the go. The ultra-lightweight microfiber co...

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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
  • Margot by Wallaroo Hat Company Wide Brim Hat Wallaroo Hats
    Margot by Wallaroo Hat Company Wide Brim Hat Wallaroo Hats

    Margot by Wallaroo Hat Company

    $ 77.00

    Created in collaboration with Jane Seymour, the Margot showcases elegant design with striking contrast trim that enhances its sweeping downward bri...

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    $ 77.00
  • Carkella Lily Sun Visor by Wallaroo Hat Company Visor Cap Wallaroo Hats
    Carkella Lily Sun Visor by Wallaroo Hat Company Visor Cap Wallaroo Hats

    Carkella Lily Sun Visor by Wallaroo Hat Company

    $ 49.00

    The Lily Visor offers ultra-flexible sun protection in a minimalist, travel-ready design. Its wide brim shades the face while the open-top construc...

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    $ 49.00
  • ProvatoKnit Rancher Hat with Vegan Suede Band - Scala Hats Safari Hat Scala Hats
    ProvatoKnit Rancher Hat with Vegan Suede Band - Scala Hats Safari Hat Scala Hats LW769-BLK Black OS

    ProvatoKnit Rancher Hat with Vegan Suede Band - Scala Hats

    $ 44.99

    Introducing the ProvatoKnit Rancher Hat, crafted from an advanced knit textile that replicates the aesthetic and tactile qualities of traditional w...

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    $ 44.99
  • 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
  • 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
  • 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-TOA Toast Large (58.5 cm)
    Sale

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

    Original Price $ 27.00
    Current Price $ 20.00

    Dive into summer style with this generously proportioned beach hat that's got the brim to match your vibe. Crafted from wide toyo braids with a cha...

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    Original Price $ 27.00
    Current Price $ 20.00
    Sale
  • Up Turned Brim Cotton Sun Hat - Angela & Williams Hats Kettle Brim Hat Epoch Hats CL1801-KH Khaki Large (59 cm) Plain Weave Cotton
    Up Turned Brim Cotton Sun Hat - Angela & Williams Hats Kettle Brim Hat Epoch Hats CL1801-WH White Large (59 cm) Twill Weave Cotton

    Up Turned Brim Cotton Sun Hat - Angela & Williams Hats

    $ 17.00

    Shield yourself from the sun in style with this charming up-turned brim cotton hat. The generously wide, moldable brim delivers serious UV defense ...

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    $ 17.00
  • 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
  • Fancy Braid Straw Summer Cloche - Cappelli Straworld Hats Cloche Cappelli Straworld
    Fancy Braid Straw Summer Cloche - Cappelli Straworld Hats Cloche Cappelli Straworld CSW424-TT Toast M/L (58 cm)

    Fancy Braid Straw Summer Cloche - Cappelli Straworld Hats

    $ 38.00

    This whimsical straw cloche brings vintage charm with a modern twist. The eye-catching wavy braid adorns the crown and ties at the back, while the ...

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    $ 38.00
  • 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
  • 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
  • Black Straw Floppy Sun Hat with Chin Cord - Karen Keith Hats Wide Brim Sun Hat Great hats by Karen Keith BT314-A Black L (59 cm)
    Black Straw Floppy Sun Hat with Chin Cord - Karen Keith Hats Wide Brim Sun Hat Great hats by Karen Keith

    Black Straw Floppy Sun Hat with Chin Cord - Karen Keith Hats

    $ 33.00

    Step into the sun with unshakeable style and protection. This elegant black straw hat features a beautifully relaxed 4" brim with a wired edge that...

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    $ 33.00
  • 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
  • Criss Cross Woven Straw Brim Cap - Sun 'N' Sand Hats Facesaver Hat Sun N Sand Hats HH3179C Natural M/L (57-59 cm) Hook and Loop Closure
    Criss Cross Woven Straw Brim Cap - Sun 'N' Sand Hats Facesaver Hat Sun N Sand Hats HH3179F Navy M/L (57-59 cm) Hook and Loop Closure

    Criss Cross Woven Straw Brim Cap - Sun 'N' Sand Hats

    $ 27.50

    Shield yourself from the sun in style with this versatile straw brim cap featuring an eye-catching crisscross woven band. The generous 3.75" peak d...

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    $ 27.50

Finding a hat that fits a larger head size shouldn’t be frustrating. Our Large and XL women’s hats are designed so you can finally enjoy a well-fitting, comfortable hat you’ll actually want to wear all day—without tight pressure, slipping, or constant readjusting.

Shop a wide selection of summer and winter hats for larger head sizes, curated for both function and style. From flattering upturned brim hats to classic safari hats and wide-brim gardening hats, these Large/XL options give you the coverage you want with the fit you need. Whether you’re traveling, spending time outdoors, or building an everyday wardrobe of sun-safe staples, these hats let you look polished and feel comfortable—because the right size makes all the difference.