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

  • 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
  • Two Tone Stylish Safari Sun Hat Safari Hat Great hats by Karen Keith BT8PK Pink M/L (58 cm)
    Two Tone Stylish Safari Sun Hat Safari Hat Great hats by Karen Keith BT8TQ Turquoise M/L (58 cm)
    $ 29.99
    Great hats by Karen Keith

    Two Tone Stylish Safari Sun Hat

    Step into the spotlight with this sophisticated safari hat from Karen Keith's curated collection. The toast-colored straw crown showcases expertly ...

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    $ 29.99
  • American Flag Cowboy Hat in Black and Grey - Milani Cowboy Hat Milani Hats
    American Flag Cowboy Hat in Black and Grey - Milani Cowboy Hat Milani Hats ST-085BK Black / Grey Large (59 cm)
    $ 29.00
    Milani Hats

    American Flag Cowboy Hat in Black and Grey - Milani

    Rock your patriotic spirit with this striking American flag cowboy hat from Milani. Crafted from woven toyo in bold black and grey tones, it featur...

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    $ 29.00
  • 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
  • Unisex Wide Brim Gardening Hat with Chin Cord - Boardwalk Style Hats Safari Hat Boardwalk Style Hats
    Unisex Wide Brim Gardening Hat with Chin Cord - Boardwalk Style Hats Safari Hat Boardwalk Style Hats
    $ 34.00
    Boardwalk Style Hats

    Unisex Wide Brim Gardening Hat with Chin Cord - Boardwalk Style Hats

    Protect yourself from the sun while tending your garden with this versatile unisex wide-brim hat. Featuring a generous 5-inch brim and dented fedor...

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    $ 34.00
  • Safari Hat with Leather Belt - Scala Hats for Men Safari Hat Scala Hats MS269-NAT3 Natural Large
    Safari Hat with Leather Belt - Scala Hats for Men Safari Hat Scala Hats ms269TEM Tea Medium
    $ 32.00
    Scala Hats

    Safari Hat with Leather Belt - Scala Hats for Men

    Explore the great outdoors in style with this classic Scala safari hat designed for the modern adventurer. Featuring a distinctive dented crown and...

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    $ 32.00
  • 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
  • Woven Palm Leaf Cowboy Hat - Jeanne Simmons Hats Cowboy Hat Jeanne Simmons JS6654-MD Natural Palm Medium (57 cm)
    $ 39.00
    Jeanne Simmons

    Woven Palm Leaf Cowboy Hat - Jeanne Simmons Hats

    Step into the wild with this charming palm leaf cowboy hat that brings safari sophistication to your wardrobe. Handcrafted from 100% natural palm f...

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    $ 39.00
  • Distressed Straw Cattleman Hat for Large Heads - Karen Keith Hats Cowboy Hat Great hats by Karen Keith RM7D-L Natural Large (59 cm)
    $ 45.00
    Great hats by Karen Keith

    Distressed Straw Cattleman Hat for Large Heads - Karen Keith Hats

    Command attention with this distinctive unisex cattleman hat, designed for those seeking both style and substance. Handcrafted from intricately wov...

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    $ 45.00
  • 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)
    $ 33.00
    Tidal Tom

    Unisex Water Repellent Straw Safari Hat - Tidal Tom™

    Super lightweight safari style summer hat. Water repellent poly-straw sun hat. Fedora-like dented crown with front pinch. Flat brim, 3" wide, creat...

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    $ 33.00
  • Memphis Burnt Palm Leaf Fedora Hat - Tula Hats Fedora Hat Tula Hats TU1-1700 Pale Palm Straw S/M Stretch band (56-57 cm)
    Memphis Burnt Palm Leaf Fedora Hat - Tula Hats Fedora Hat Tula Hats TU1-1690 Honey Palm Straw S/M Stretch band (56-57 cm)
    $ 41.00
    Tula Hats

    Memphis Burnt Palm Leaf Fedora Hat - Tula Hats

    Elevate your summer style with this refined palm leaf fedora, expertly crafted in Mexico. Featuring a distinctive dented crown and front pinch deta...

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    $ 41.00
  • Angler Fishing Palm Leaf Sun Hat - Tula Hats Safari Hat Tula Hats
    Angler Fishing Palm Leaf Sun Hat - Tula Hats Safari Hat Tula Hats TU1-3400 Honey Palm Straw S/M (57 - 58 cm)
    $ 45.00
    Tula Hats

    Angler Fishing Palm Leaf Sun Hat - Tula Hats

    Engineered for the discerning angler, this Tula Hats design merges functionality with refined aesthetics. The asymmetrical brim—4 inches at the fro...

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    $ 45.00
  • 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
    $ 77.00
    Wallaroo Hats

    Petite Elise by Wallaroo Hat Company

    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
  • Braided Palm Leaf Lifeguard Hat - DPC Hats Lifeguard Hat Dorfman Hat Co.
    Braided Palm Leaf Lifeguard Hat - DPC Hats Lifeguard Hat Dorfman Hat Co. MS461OS Natural OS (59 cm)
    $ 34.00
    Dorfman Hat Co.

    Braided Palm Leaf Lifeguard Hat - DPC Hats

    Embrace sun-soaked days with confidence in this striking braided palm leaf lifeguard hat. Crafted from 100% natural palm fiber, it features a disti...

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    $ 34.00
  • Petite Straw Fedora Hat with Black Band - Jeanne Simmons Hats Fedora Hat Jeanne Simmons
    Petite Straw Fedora Hat with Black Band - Jeanne Simmons Hats Fedora Hat Jeanne Simmons JS8439BZ Bronze Small (56 cm)
    $ 24.00
    Jeanne Simmons

    Petite Straw Fedora Hat with Black Band - Jeanne Simmons Hats

    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
  • Straw Lifeguard Hat with Surfboard Print Underbrim - Kenny K. Hats Lifeguard Hat Great hats by Karen Keith LM9-Dl Natural Large (59 cm)
    Straw Lifeguard Hat with Surfboard Print Underbrim - Kenny K. Hats Lifeguard Hat Great hats by Karen Keith LM9-Ds Natural Small (55 cm)
    $ 29.00
    Great hats by Karen Keith

    Straw Lifeguard Hat with Surfboard Print Underbrim - Kenny K. Hats

    Natural rush straw straw lifeguard hat. Wide brim, 4.5", with surfboard print cotton underbrim and bounding. Rope tie and chin strap. UPF 50+ sun h...

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    $ 29.00
  • Woven Raffia Straw Cowboy Hat with Flower Embroidery - Scala Hats Cowboy Hat Scala Hats
    Woven Raffia Straw Cowboy Hat with Flower Embroidery - Scala Hats Cowboy Hat Scala Hats LR773 Tea OS (57 cm)
    $ 62.00
    Scala Hats

    Woven Raffia Straw Cowboy Hat with Flower Embroidery - Scala Hats

    Embrace your bold, independent spirit with this stunning woven raffia cowboy hat. Featuring vibrant embroidered florals and a distinctive C-crown w...

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    $ 62.00
  • 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
  • Pecos Palm Leaf Safari Hat with Chin Strap, 2XL - Tula Hats Gambler Hat Tula Hats
    Pecos Palm Leaf Safari Hat with Chin Strap, 2XL - Tula Hats Gambler Hat Tula Hats TU9350 Natural Palm S/M (56-57 cm)
    $ 47.00
    Tula Hats

    Pecos Palm Leaf Safari Hat with Chin Strap, 2XL - Tula Hats

    Expertly crafted from 100% palm fiber, this safari hat delivers sophisticated sun protection with a UPF 50+ rating. The distinctive front-pinched c...

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    $ 47.00
  • Woven Palm Leaf Gardening Hat with Chin Cord- Jeanne Simmons Hats Safari Hat Jeanne Simmons JS6652LX Natural Palm X-Large (61 cm)
    Woven Palm Leaf Gardening Hat with Chin Cord- Jeanne Simmons Hats Safari Hat Jeanne Simmons JS6652LL Natural Palm Large (59 cm)
    $ 43.00
    Jeanne Simmons

    Woven Palm Leaf Gardening Hat with Chin Cord- Jeanne Simmons Hats

    Handwoven from natural palm fibers, this charming safari-style hat brings effortless style to your garden adventures. The distinctive dented crown ...

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    $ 43.00
  • Straw Lifeguard Hat with Blue Hibiscus Print Underbrim - Kenny K. Hats Lifeguard Hat Great hats by Karen Keith LM9-Cl Natural Large (59 cm)
    Straw Lifeguard Hat with Blue Hibiscus Print Underbrim - Kenny K. Hats Lifeguard Hat Great hats by Karen Keith LM9-Cs Natural Small (55 cm)
    $ 29.00
    Great hats by Karen Keith

    Straw Lifeguard Hat with Blue Hibiscus Print Underbrim - Kenny K. Hats

    Natural rush straw straw lifeguard hat. Wide brim, 4.5", with blue Hawaii hibiscus print cotton underbrim and bounding. Rope tie and chin strap. Ke...

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    $ 29.00
  • 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)
    $ 24.00
    Boardwalk Style Hats

    Ponytail Summer Fedora Hat - Boardwalk Style

    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
  • Striped Brim Fedora Hat Fedora Hat Jeanne Simmons
    Striped Brim Fedora Hat Fedora Hat Jeanne Simmons js8366nv Navy
    $ 20.00
    Jeanne Simmons

    Striped Brim Fedora Hat

    Constructed entirely from 100% paper straw, this fedora delivers the lightweight comfort essential for warm-weather wear. The proportioned 4-inch c...

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    $ 20.00

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.