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Petite & Plus Size Hats – Extra Small to Extra Large Fits

  • 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-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
  • 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
  • Spade Bangora Straw Black Fedora Hat - Biltmore Vintage Hats Fedora Hat Biltmore Hats
    Spade Bangora Straw Black Fedora Hat - Biltmore Vintage Hats Fedora Hat Biltmore Hats BF128-BLK2 Black Medium  (57 cm)

    Spade Bangora Straw Black Fedora Hat - Biltmore Vintage Hats

    $ 89.00

    Elevate your style with this striking Spade Bangora Straw Fedora by Biltmore Vintage Couture. Crafted from premium waxed bangora straw, this hat fe...

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    $ 89.00
  • 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
  • Aspen by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Aspen by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Aspen by Wallaroo Hat Company

    $ 75.00

    The Aspen Safari Hat brings timeless sophistication to fall and winter adventures. Crafted from high-quality wool felt, it offers a structured shap...

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    $ 75.00
  • Extra-Large Size Soaker Hat for Women - Kakadu Australia Safari Hat Kakadu
    Extra-Large Size Soaker Hat for Women - Kakadu Australia Safari Hat Kakadu 7H16REDX Red X-Large (60 cm)

    Extra-Large Size Soaker Hat for Women - Kakadu Australia

    $ 39.00

    Designed with larger-headed women in mind, this soaker hat combines style and function in one lightweight package. The elegant Florentine lace side...

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    $ 39.00
  • Wide Brim Black Safari Beach Hat - Peter Grimm Headwear Safari Hat Peter Grimm PGR1627 Black L/XL (60 cm)

    Wide Brim Black Safari Beach Hat - Peter Grimm Headwear

    $ 32.00

    Shield yourself from the sun in style with this striking black straw safari hat. Featuring a generously wide 4.25" brim that slopes downward for se...

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    $ 32.00
  • Unisex Water Repellent Straw Safari Hat - Tidal Tom™ Safari Hat Tidal Tom HTT1047AM/L Ivory M/L (57-59 cm)
    Unisex Water Repellent Straw Safari Hat - Tidal Tom™ Safari Hat Tidal Tom HTT1047BML Black M/L (57-59 cm)

    Unisex Water Repellent Straw Safari Hat - Tidal Tom™

    $ 33.00

    Stay cool and polished under the sun with this unisex water repellent straw safari hat by Tidal Tom™. Designed for both men and women, this super l...

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    $ 33.00
  • Water Repellent Black Straw Safari Hat - San Diego Hat Safari Hat San Diego Hat Company UBF11190SBLK Black M/L (58 cm)

    Water Repellent Black Straw Safari Hat - San Diego Hat

    $ 44.00

    Dive into style without worry—this midnight black straw safari hat laughs in the face of splashes. Featuring a sharp fedora-inspired crown with a p...

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    $ 44.00
  • Black Wool Felt Fedora Hat - Scala Hats Fedora Hat Scala Hats WF574-BLK2 Black Medium (22.25")
    Black Wool Felt Fedora Hat - Scala Hats Fedora Hat Scala Hats
    Sale

    Black Wool Felt Fedora Hat - Scala Hats

    Original Price $ 60.75
    Current Price $ 24.89

    This timeless fedora showcases a refined wool felt construction with a precisely structured crown featuring the signature center dent and front pin...

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    Original Price $ 60.75
    Current Price $ 24.89
    Sale
  • Large and XL Size Gardening Hat - Karen Keith Hats Safari Hat Great hats by Karen Keith BT34-5Bl Tan Tweed Large (23 1/4")
    Large and XL Size Gardening Hat - Karen Keith Hats Safari Hat Great hats by Karen Keith BT34-5A Black/Tan Mix Large (23 1/4")

    Large and XL Size Gardening Hat - Karen Keith Hats

    $ 38.50

    Embrace endless summer days with confidence in this expansive gardening hat designed for those who refuse to compromise on protection or style. Fea...

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    $ 38.50
  • Men's Safari Style Rain Hat - Stetson Hats Safari Hat Stetson Hats
    Men's Safari Style Rain Hat - Stetson Hats Safari Hat Stetson Hats STC61-BLK2 Black Medium

    Men's Safari Style Rain Hat - Stetson Hats

    $ 44.00

    Embrace adventure in this water-resistant cotton blend safari hat that keeps you dry without sacrificing style. The structured 2" brim slopes gentl...

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    $ 44.00

Find Your Perfect Fit – Beyond One Size

Let’s face it—not everyone fits into standard sizing. While most women’s hats are labeled “one size” and men’s hats typically come in limited size ranges, many people fall outside those norms.

If you’ve struggled to find a comfortable fit, you’re not alone. That’s why we offer a selection of extra-small and extra-large hat styles, designed to provide a better, more precise fit without compromising on style.

Explore our extended size options and finally enjoy a hat that feels as good as it looks.