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Pinched Crown Hats for Men & Women: Structured Style with Purpose

  • Petite Cowboy Hat with Faux Suede Band - Jeanne Simmons Hats Cowboy Hat Jeanne Simmons
    Petite Cowboy Hat with Faux Suede Band - Jeanne Simmons Hats Cowboy Hat Jeanne Simmons JS1247BG Beige XXS (52 cm)
    $ 24.00
    Jeanne Simmons

    Petite Cowboy Hat with Faux Suede Band - Jeanne Simmons Hats

    Saddle up in style with this pint-sized cowboy essential! Perfect for smaller heads, this straw hat features a charming C-crown with a pinched fron...

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    $ 24.00
  • Petite Straw Safari Hat with Cotton Band - Sunny Dayz™ Safari Hat Sun N Sand Hats HK293C Hibiscus Small (54 cm)
    Petite Straw Safari Hat with Cotton Band - Sunny Dayz™ Safari Hat Sun N Sand Hats HK293B Pineapple Small (54 cm)
    Sold out
    $ 28.00
    Sun N Sand Hats

    Petite Straw Safari Hat with Cotton Band - Sunny Dayz™

    Embrace adventure in every destination with this petite safari hat, designed for the modern traveler who refuses to compromise on style or protecti...

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    $ 28.00
  • Petite Size Safari Hat with Chin Cord - Boardwalk Style Safari Hat Boardwalk Style Hats
    Petite Size Safari Hat with Chin Cord - Boardwalk Style Safari Hat Boardwalk Style Hats DA2959-BLK Black Heather Small (55 cm)
    $ 25.00
    Boardwalk Style Hats

    Petite Size Safari Hat with Chin Cord - Boardwalk Style

    Meet your new go-anywhere sun hat designed specifically for smaller head sizes (~53.5–55 cm). This petite safari hat from Boardwalk Hats offers ref...

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    $ 25.00
  • Distressed Woven Straw Cowboy Hat, XS to XL Sizes - Karen Keith Hats Cowboy Hat Great hats by Karen Keith RC12D-XS Natural Extra-Small (20 7/8")
    $ 45.00
    Great hats by Karen Keith

    Distressed Woven Straw Cowboy Hat, XS to XL Sizes - Karen Keith Hats

    Embrace the rugged charm of the West with this striking straw cowboy hat, crafted from intricately woven straw with an artfully distressed finish. ...

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    $ 45.00
  • Kid's Straw Summer Fedora Hat - Milani Hats Fedora Hat Milani Hats
    Kid's Straw Summer Fedora Hat - Milani Hats Fedora Hat Milani Hats KFD107nts Natural S/M (49 cm)
    $ 10.00
    Milani Hats

    Kid's Straw Summer Fedora Hat - Milani Hats

    Let your little one channel sophisticated style with this charming straw fedora. Featuring a classic teardrop crown and pinched front, it's the per...

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    $ 10.00
  • Petite Tribal Band Fedora for Small Heads - Sunny Dayz™ Hats Fedora Hat Sun N Sand Hats HK455 Natural / Pink Small (54 cm)
    Petite Tribal Band Fedora for Small Heads - Sunny Dayz™ Hats Fedora Hat Sun N Sand Hats HK454 Tan / Blue Small (54 cm)
    $ 28.75
    Sun N Sand Hats

    Petite Tribal Band Fedora for Small Heads - Sunny Dayz™ Hats

    Embrace your unique style with this petite fedora, expertly crafted for smaller head sizes. Featuring a distinctive tribal-patterned woven band and...

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    $ 28.75
  • 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
  • Small Heads Tribal Band Straw Hat with Chin Cord - Sunny Dayz™ Safari Hat Sun N Sand Hats HK451 Natural Small (54 cm)
    Small Heads Tribal Band Straw Hat with Chin Cord - Sunny Dayz™ Safari Hat Sun N Sand Hats
    $ 31.25
    Sun N Sand Hats

    Small Heads Tribal Band Straw Hat with Chin Cord - Sunny Dayz™

    Embrace sun-kissed style with this refined straw hat, expertly tailored for smaller head sizes. Its distinctive dented crown and striking tribal-wo...

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    $ 31.25
  • Blanket Stitched Band Straw Sun Hat for Petites - Sunny Dayz™ Safari Hat Sun N Sand Hats
    Blanket Stitched Band Straw Sun Hat for Petites - Sunny Dayz™ Safari Hat Sun N Sand Hats HK437 Ivory Small (54 cm)
    $ 28.75
    Sun N Sand Hats

    Blanket Stitched Band Straw Sun Hat for Petites - Sunny Dayz™

    Discover the perfect petite-sized escape with our Blanket Stitched Band Straw Sun Hat. This ivory straw beauty features a timeless dented crown, tr...

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    $ 28.75
  • Crocheted Straw Lace Cowboy Hat for Small Heads - Karen Keith Hats Cowboy Hat Great hats by Karen Keith TM10C-A White Small (55 cm)
    Crocheted Straw Lace Cowboy Hat for Small Heads - Karen Keith Hats Cowboy Hat Great hats by Karen Keith TM10C-B Black Small (55 cm)
    $ 50.00
    Great hats by Karen Keith

    Crocheted Straw Lace Cowboy Hat for Small Heads - Karen Keith Hats

    Summer cowboy hat for small head sizes. Lacey crocheted toyo straw with lattice crown and brim. Rhinestone studded faux leather band. Rhinestone fl...

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    $ 50.00
  • Distressed Straw Cattleman Hat for Small Heads - Karen Keith Hats Cowboy Hat Great hats by Karen Keith RM7D-XS Natural XS (54 cm)
    $ 45.00
    Great hats by Karen Keith

    Distressed Straw Cattleman Hat for Small Heads - Karen Keith Hats

    Embrace the bold spirit of the West with this striking raffia cattleman hat, expertly crafted for smaller head sizes. Featuring authentic criss-cro...

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    $ 45.00
  • Santiago Small Size Straw Safari Hat - Sunny Dayz™ Safari Hat Sun N Sand Hats HK489 Natural Small (54 cm)
    $ 28.00
    Sun N Sand Hats

    Santiago Small Size Straw Safari Hat - Sunny Dayz™

    Discover the perfect fit with this petite Panama-style safari hat, expertly crafted for smaller head sizes. The artfully dented crown and classic p...

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    $ 28.00
  • Lily Two Tone Black and Natural Straw Safari - Sunny Dayz™ Safari Hat Sun N Sand Hats HK439 Natural Small (54 cm)
    $ 28.75
    Sun N Sand Hats

    Lily Two Tone Black and Natural Straw Safari - Sunny Dayz™

    Petite Two-Tone Sun Hat with Sun Protection Stay cool and stylish with this small-size two-tone sun hat, created for women with petite head sizes. ...

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    $ 28.75
  • Orange and Navy Band Straw Fedora for Small Heads - Sunny Dayz™ Fedora Hat Sun N Sand Hats
    Orange and Navy Band Straw Fedora for Small Heads - Sunny Dayz™ Fedora Hat Sun N Sand Hats HKYOS197A Natural Small (54 cm)
    $ 16.00
    Sun N Sand Hats

    Orange and Navy Band Straw Fedora for Small Heads - Sunny Dayz™

    Discover effortless style with the Sunny Dayz™ Orange and Navy Band Straw Fedora, expertly crafted for smaller head sizes. This lightweight straw b...

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    $ 16.00
  • Turquoise Stone Concho Cowboy Hat for Small Heads - Karen Keith Hats Cowboy Hat Great hats by Karen Keith
    Turquoise Stone Concho Cowboy Hat for Small Heads - Karen Keith Hats Cowboy Hat Great hats by Karen Keith RM10D-C Natural Small (55 cm)
    $ 45.00
    Great hats by Karen Keith

    Turquoise Stone Concho Cowboy Hat for Small Heads - Karen Keith Hats

    Woven raffia summer cowboy hat for small head sizes. Beautiful turquoise beaded flower center concho. Three strands of colorful bead band. Distress...

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    $ 45.00
  • Huntington Denim Fedora for Small Heads - Sunny Dayz™ Hats Fedora Hat Sun N Sand Hats HK459 Blue Small (54 cm)
    $ 28.00
    Sun N Sand Hats

    Huntington Denim Fedora for Small Heads - Sunny Dayz™ Hats

    Discover the perfect travel companion with the Huntington Denim Fedora, expertly crafted for smaller head sizes. This striking striped denim style ...

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    $ 28.00
  • Rolled Brim Straw Cattleman Hat for Small Heads - Karen Keith Hats Cowboy Hat Great hats by Karen Keith RC77D Natural Extra-Small (54 cm)
    $ 45.00
    Great hats by Karen Keith

    Rolled Brim Straw Cattleman Hat for Small Heads - Karen Keith Hats

    Embrace sun-soaked adventures in this expertly crafted cattleman hat, designed specifically for smaller head sizes. Hand-woven raffia straw feature...

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    $ 45.00
  • Small Size Fedora Hat with Palm Print Cotton Band - Sunny Dayz™ Safari Hat Sun N Sand Hats
    Small Size Fedora Hat with Palm Print Cotton Band - Sunny Dayz™ Safari Hat Sun N Sand Hats HK470 Natural Small (54 cm)
    $ 28.00
    Sun N Sand Hats

    Small Size Fedora Hat with Palm Print Cotton Band - Sunny Dayz™

    Make a statement this season with this refined fedora, perfectly proportioned for smaller head sizes. The iconic dented crown and tailored silhouet...

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    $ 28.00
  • Rhinestone Studded Black Cowboy Hat for Small Heads - Karen Keith Hats Cowboy Hat Great hats by Karen Keith RM10D-Msmall Black Small (55 cm)
    $ 49.00
    Great hats by Karen Keith

    Rhinestone Studded Black Cowboy Hat for Small Heads - Karen Keith Hats

    Woven raffia summer cowboy hat for women. Black faux leather band with rhinestone and silver studs. Criss cross woven black raffia straw. Classic c...

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    $ 49.00
  • Wool Felt Cattleman Cowboy Hat for Small Heads - Karen Keith Hats Cowboy Hat Great hats by Karen Keith
    Wool Felt Cattleman Cowboy Hat for Small Heads - Karen Keith Hats Cowboy Hat Great hats by Karen Keith WF7K Brown XXS (50 cm)
    $ 31.00
    Great hats by Karen Keith

    Wool Felt Cattleman Cowboy Hat for Small Heads - Karen Keith Hats

    Classic cattleman style cowboy in for small head sizes Brown structured (firm) wool felt hat. Narrow ribbon band. Leatherette sweatband. Curled bri...

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    $ 31.00
  • Petite Straw Lifeguard Hat with Hibiscus Underbrim - Makai Hat Co Lifeguard Hat Makai Hat
    Petite Straw Lifeguard Hat with Hibiscus Underbrim - Makai Hat Co Lifeguard Hat Makai Hat MAK103OS Natural Small (56 cm)
    $ 33.00
    Makai Hat

    Petite Straw Lifeguard Hat with Hibiscus Underbrim - Makai Hat Co

    Keep the sun at bay with this charming petite lifeguard hat, perfectly sized for smaller heads (55-56 cm). Crafted from 100% rush straw in Mexico, ...

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    $ 33.00

Pinched Crown Hats for Men & Women: Structured Style with Purpose

Pinched crown hats for men and women are defined by their sculpted crown shape, typically featuring a center crease and pinched front. This distinctive structure creates a confident, elongated profile that suits a wide range of face shapes and personal styles.

This collection includes pinched crown fedora hats, safari hats, cowboy hats, and lifeguard styles—each designed to balance form, function, and comfort. Fedora hats offer timeless versatility for everyday wear, while safari hats with wide brims prioritize sun protection, breathability, and performance for travel and outdoor environments.

Cowboy hats bring heritage-inspired character and durability, making them ideal for outdoor events and statement styling. Lifeguard hats focus on wide brims and airflow, providing maximum sun protection for beachwear, outdoor work, and long hours in the sun.

Designed for both men and women, pinched crown hats remain a classic choice for those seeking structured design, reliable sun protection, and enduring style across seasons and settings.