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

  • Traditional Summer Fedora Hat - Small to XLarge Hat Sizes Fedora Hat Jeanne Simmons
    Traditional Summer Fedora Hat - Small to XLarge Hat Sizes Fedora Hat Jeanne Simmons js6759ivs Ivory S (56cm)
    $ 21.00
    Jeanne Simmons

    Traditional Summer Fedora Hat - Small to XLarge Hat Sizes

    Experience timeless style with this beloved straw fedora, expertly proportioned for smaller head sizes. Featuring a gracefully pinched crown and na...

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    $ 21.00
  • Small Heads Straw Fedora Hat with Black Band - Jeanne Simmons Hats Fedora Hat Jeanne Simmons
    Small Heads Straw Fedora Hat with Black Band - Jeanne Simmons Hats Fedora Hat Jeanne Simmons js1239-TAN Tan XS (55 cm)
    $ 24.00
    Jeanne Simmons

    Small Heads Straw Fedora Hat with Black Band - Jeanne Simmons Hats

    Meet your new favorite travel companion! This charming paper braid fedora is designed specifically for smaller heads and brings instant personality...

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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
  • Small Heads Straw Summer Fedora Hat - Milani Hats Fedora Hat Milani Hats KFD107bkx Black Jr. L/XL (54 cm)
    Small Heads Straw Summer Fedora Hat - Milani Hats Fedora Hat Milani Hats KFD107ntx Natural Jr. L/XL (54 cm)
    $ 15.00
    Milani Hats

    Small Heads Straw Summer Fedora Hat - Milani Hats

    Perfect for petite heads and warm-weather adventures, this charming straw fedora brings vintage flair to your summer style. Featuring a distinctive...

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    $ 15.00
  • Classic Woven Straw Summer Fedora Hat for Small Heads - JSA Hats Fedora Hat Jeanne Simmons JS1237TAN Tan Small (56cm)
    Classic Woven Straw Summer Fedora Hat for Small Heads - JSA Hats Fedora Hat Jeanne Simmons JS1237NAT Natural Small (56cm)
    $ 24.00
    Jeanne Simmons

    Classic Woven Straw Summer Fedora Hat for Small Heads - JSA Hats

    Timeless fedora silhouette featuring a refined teardrop crown with subtle front pinch detail. The narrow 2-inch brim offers understated elegance, w...

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    $ 24.00
  • 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
  • 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
  • Waxed Canvas Casual Safari Hat - Texas Gold Hats Safari Hat Texas Gold Hats
    Waxed Canvas Casual Safari Hat - Texas Gold Hats Safari Hat Texas Gold Hats jr7017 Ivory Small (56 cm)
    $ 19.00
    Texas Gold Hats

    Waxed Canvas Casual Safari Hat - Texas Gold Hats

    Stiff waxed canvas men's safari hat. Dented crown with side pinch. Vented mid-crown. Leather band with contrast color twisted overlay. Elastic comf...

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    $ 19.00
  • 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
  • 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
  • Small Size Safari Hat with Mesh Crown - Sunny Dayz™ Safari Hat Sun N Sand Hats
    Small Size Safari Hat with Mesh Crown - Sunny Dayz™ Safari Hat Sun N Sand Hats HK453 Putty Small (55 cm)
    $ 31.00
    Sun N Sand Hats

    Small Size Safari Hat with Mesh Crown - Sunny Dayz™

    Embrace adventure with confidence in the Small Size Safari Hat by Sunny Dayz™, thoughtfully crafted for smaller head sizes. This timeless safari si...

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    $ 31.00
  • Cash Palm Printed Toyo Fedora for Small Heads - Sunny Dayz™ Safari Hat Sun N Sand Hats HK457 Brown Small (53.5 cm)
    $ 24.00
    Sun N Sand Hats

    Cash Palm Printed Toyo Fedora for Small Heads - Sunny Dayz™

    Escape to paradise with this striking palm-printed toyo fedora, designed for those who crave effortless tropical style. Featuring a sophisticated t...

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    $ 24.00
  • Small Size Fedora Hat with Woven Straw Crown - Sunny Dayz™ Fedora Hat Sun N Sand Hats HK520 Natural Small (54 cm)
    $ 25.50
    Sun N Sand Hats

    Small Size Fedora Hat with Woven Straw Crown - Sunny Dayz™

    Crafted for smaller heads, this elegant fedora empowers petite explorers to face the sun with style and confidence. The breathable woven straw crow...

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    $ 25.50
  • Petite Palm Leaf Cowboy Hat - Rustic Palm Leaf Hats Cowboy Hat Rustic Palm Leaf Hats
    Petite Palm Leaf Cowboy Hat - Rustic Palm Leaf Hats Cowboy Hat Rustic Palm Leaf Hats 7298-XS Burnt Palm XS (53 cm)
    $ 24.00
    Rustic Palm Leaf Hats

    Petite Palm Leaf Cowboy Hat - Rustic Palm Leaf Hats

    Perfect for smaller frames, this delightful burnt palm leaf cowboy hat delivers Western charm with its iconic double hump crown and clever side pin...

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    $ 24.00
  • Small Heads USA Flag Pattern Patriotic Cowboy Hat - Boardwalk Hats Cowboy Hat Boardwalk Style Hats
    Small Heads USA Flag Pattern Patriotic Cowboy Hat - Boardwalk Hats Cowboy Hat Boardwalk Style Hats DA2965-STAR Stars Small (54 cm)
    $ 27.00
    Boardwalk Style Hats

    Small Heads USA Flag Pattern Patriotic Cowboy Hat - Boardwalk Hats

    Celebrate your patriotic spirit with this distinctive western hat designed specifically for smaller head sizes. Crafted from soft toyo straw, it fe...

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    $ 27.00
  • Winter Motif Kid's Fleece Snap Brim Fedora Hat - JSA Kids Hats Fedora Hat Jeanne Simmons JS1148 Black XS (53 cm)
    Sale
    Original Price $ 12.00
    Current Price $ 5.99
    Jeanne Simmons

    Winter Motif Kid's Fleece Snap Brim Fedora Hat - JSA Kids Hats

    Introduce your child to cozy style with this charming fleece fedora featuring a festive winter motif in burgundy, grey, and ivory tones. The snap b...

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    Original Price $ 12.00
    Current Price $ 5.99
    Sale
  • Infant Size Tiny Blue Fedora Hat - Sunny Dayz™ Hats Fedora Hat Sun N Sand Hats
    Infant Size Tiny Blue Fedora Hat - Sunny Dayz™ Hats Fedora Hat Sun N Sand Hats HK328 Light Blue Small (46 cm)
    $ 15.00
    Sun N Sand Hats

    Infant Size Tiny Blue Fedora Hat - Sunny Dayz™ Hats

    Watch your little explorer shine with confidence in this elegant baby blue fedora designed for infants 6-12 months. This charming hat showcases a c...

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    $ 15.00

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.