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Men's Fedora Hats

  • 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
  • Charlie Women's Fedora - Wallaroo Hats Safari Hat Wallaroo Hats
    Charlie Women's Fedora - Wallaroo Hats Safari Hat Wallaroo Hats
    $ 61.00
    Wallaroo Hats

    Charlie Fedora by Wallaroo Hat Company

    Designed with a contemporary silhouette, the Charlie Fedora pairs clean lines with effortless comfort. The structured crown and medium brim create ...

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    $ 61.00
  • Small Heads Wide Brim Summer Fedora Hat- Jeanne Simmons Hats Fedora Hat Jeanne Simmons JS6761tns Tan Small (56cm)
    $ 24.00
    Jeanne Simmons

    Small Heads Wide Brim Summer Fedora Hat- Jeanne Simmons Hats

    Perfect for petite frames, this charming fedora delivers classic style with a practical twist. The generous 2.5" brim shields your face while the p...

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    $ 24.00
  • Avery Wide Brim Golf Hat - Wallaroo Hats Fedora Hat Wallaroo Hats
    Avery Wide Brim Golf Hat - Wallaroo Hats Fedora Hat Wallaroo Hats
    $ 69.00
    Wallaroo Hats

    Avery Wide Brim Golf Hat - Wallaroo Hats

    The Avery brings a contemporary twist to the classic fedora silhouette. Made with lightweight, breathable materials, it’s an easy choice for warm-w...

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    $ 69.00
  • Del Mar Golf Fedora with Magnet for Marker - Carkella Hats Fedora Hat Wallaroo Hats
    Del Mar Golf Fedora with Magnet for Marker - Carkella Hats Fedora Hat Wallaroo Hats
    $ 61.00
    Wallaroo Hats

    Carkella Del Mar Fedora by Wallaroo Hat Company

    The Del Mar Fedora combines sleek styling with practical sun protection, making it a favorite on and off the golf course. Its structured crown and ...

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    $ 61.00
  • 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

    Tribal band fedora hat for small heads. Braid dented crown with pinched front. Tribal pattern woven band with raffia loop. Milan braid brim, 2" wid...

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    $ 28.75
  • St. Tropez Two Tone Trilby Fedora Hat - Wallaroo Hats Fedora Hat Wallaroo Hats STTR-24-NA Natural / Navy M/L (58 cm)
    St. Tropez Two Tone Trilby Fedora Hat - Wallaroo Hats Fedora Hat Wallaroo Hats
    Sale
    Original Price $ 49.00
    Current Price $ 26.00
    Wallaroo Hats

    St. Tropez Trilby by Wallaroo Hat Company

    The St. Tropez Trilby features a shorter brim and structured fedora crown, making it a chic option for women and men seeking a compact summer hat. ...

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    Original Price $ 49.00
    Current Price $ 26.00
    Sale
  • 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
  • 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™

    Straw braid fedora hat for petite head sizes. Inline orange and navy stripe band. Dented crown with pinched front. Small brim, 1.75" wide. UPF 50+ ...

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    $ 16.00
  • 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

    Classy little summer straw fedora. Dented crown with front pinch. Rated as a UPF 50+ sun hat. Narrow brim, 2" wide. Crown depth 4". Naturally water...

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    $ 41.00
  • 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
  • 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

    Huntington stripe denim fedora hat for small head sizes. Inline braided raffia band. Dented crown with pinched front. Small brim with raffia edge, ...

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    $ 28.00
  • Matteo Crochet Raffia Fedora Hat - Brooklyn Hat Co Fedora Hat Brooklyn Hat BKN1615-GRY2 Grey Medium (22 3/8")
    Matteo Crochet Raffia Fedora Hat - Brooklyn Hat Co Fedora Hat Brooklyn Hat BKN1615-BLU2 Blue Medium (22 3/8")
    Sale
    Original Price $ 49.00
    Current Price $ 24.99
    Brooklyn Hat

    Matteo Crochet Raffia Fedora Hat - Brooklyn Hat Co

    Hand crocheted raffia fedora hat. Two-tone double ribbon band.  Raffia brim, 2." wide. Teardrop crown with front pinch. Velcro ribbon size adjuster...

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    Original Price $ 49.00
    Current Price $ 24.99
    Sale
  • Charlie Trilby Fedora, Unisex - Wallaroo Hats Safari Hat Wallaroo Hats
    Charlie Trilby Fedora, Unisex - Wallaroo Hats Safari Hat Wallaroo Hats
    $ 57.00
    Wallaroo Hats

    Charlie Trilby by Wallaroo Hat Company

    The Charlie Unisex Trilby offers a timeless shape with a contemporary feel, featuring a structured crown and shorter brim for a refined, easygoing ...

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    $ 57.00
  • XL Size Hats: Tweed Summer Fedora Hat - Jeanne Simmons Accessories Fedora Hat Jeanne Simmons
    XL Size Hats: Tweed Summer Fedora Hat - Jeanne Simmons Accessories Fedora Hat Jeanne Simmons js6765bnl Grey Heather Large (59 cm)
    $ 21.00
    Jeanne Simmons

    XL Size Hats: Tweed Summer Fedora Hat - Jeanne Simmons Accessories

    This versatile straw braid fedora delivers timeless style with a modern edge. Featuring a classic dented crown and pinched front, it showcases a tu...

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    $ 21.00
  • Belted Fine Braid Summer Fedora Hat - Boardwalk Style Safari Hat Boardwalk Style Hats DA8101-TAN Tan M/L (58 cm)
    Belted Fine Braid Summer Fedora Hat - Boardwalk Style Safari Hat Boardwalk Style Hats
    $ 27.00
    Boardwalk Style Hats

    Belted Fine Braid Summer Fedora Hat - Boardwalk Style

    Soft braid dented crown pinched front fedora hat. Great style for men and women. Slightly downward brim, 2.5" wide. Vegan leather belt. Ribbon inne...

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    $ 27.00
  • Red and Navy Striped Straw Fedora Hat - Boardwalk Style Fedora Hat Boardwalk Style Hats da7960nv Navy M (57 cm)
    Red and Navy Striped Straw Fedora Hat - Boardwalk Style Fedora Hat Boardwalk Style Hats da7960rd Red M (57 cm)
    $ 21.00
    Boardwalk Style Hats

    Red and Navy Striped Straw Fedora Hat - Boardwalk Style

    Red and navy fedora hat.  Striped crown with natural straw color brim. Contrast trim and band with side bow. 1.5" wide brim, curled up in back. Rib...

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    $ 21.00
  • Caribbean Joe Denim Ribbon Fedora with Straw Trim - Island Living Fedora Hat Caribbean Joe HCJ269A-ML Blue M/L (59 cm)
    $ 36.00
    Caribbean Joe

    Caribbean Joe Denim Ribbon Fedora with Straw Trim - Island Living

    Huntington stripe denim ribbon fedora hat. Soft and lightweight hat. Raffia straw band and trim. Dented crown with pinched front. The brim is 2" wi...

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    $ 36.00
  • 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™

    Unique printed palm leaves fedora hat. Tan hat with brown print. Classic dented and pinched crown. The brim is 2.5" wide. UPF 50+ rated UV-blocking...

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    $ 24.00
  • Cortez Braided Palm Hat - Wallaroo Hats Fedora Hat Wallaroo Hats
    Cortez Braided Palm Hat - Wallaroo Hats Fedora Hat Wallaroo Hats
    $ 77.00
    Wallaroo Hats

    Cortez Fedora by Wallaroo Hat Company

    Hand-braided from genuine palm fiber, the Cortez blends rustic character with durable sun protection. Its breathable construction keeps you cool, w...

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    $ 77.00
  • Classic Summer Straw Fedora Hat, Unisex - Angela & Williams Hat Fedora Hat Epoch Hats F2781-NT Natural M/L (58 cm)
    $ 18.00
    Epoch Hats

    Classic Summer Straw Fedora Hat, Unisex - Angela & Williams Hat

    Classic straw fedora hat in medium/large size. C-crown fedora with pinched front. Small brim 1.5" wide with turned up back. Black ribbon band. Cott...

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    $ 18.00
  • Paloma Frayed Brim Raffia Fedora Hat - Wallaroo Hats Fedora Hat Wallaroo Hats
    $ 81.00
    Wallaroo Hats

    Paloma Fedora by Wallaroo Hat Company

    The Paloma Fedora combines natural raffia craftsmanship with relaxed luxury, making it an ideal summer hat for beach vacations, poolside lounging, ...

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    $ 81.00
  • Emery Frayed Brim Fedora Hat with Golf Marker - Carkella by Wallaroo Hats Fedora Hat Wallaroo Hats
    Emery Frayed Brim Fedora Hat with Golf Marker - Carkella by Wallaroo Hats Fedora Hat Wallaroo Hats
    $ 69.00
    Wallaroo Hats

    Carkella Emery Fedora by Wallaroo Hat Company

    The Emery blends resort-chic style with clever functionality. Its structured fedora crown pairs beautifully with a frayed, textured brim for a rela...

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    $ 69.00
  • Signoria Bao Straw Fedora Hat - Brooklyn Hat Co Fedora Hat Brooklyn Hat BKN1570-BLK Black M (57 cm)
    Signoria Bao Straw Fedora Hat - Brooklyn Hat Co Fedora Hat Brooklyn Hat BKN1570-RED Dark Red M (57 cm)
    Sale
    Original Price $ 50.00
    Current Price $ 24.99
    Brooklyn Hat

    Signoria Bao Straw Fedora Hat - Brooklyn Hat Co

    Hand woven bao straw fedora hat. Crinkle texture multi tone band with side bow. Classic creased crown and pinched front. Flat 2.5" wide brim. Ribbo...

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    Original Price $ 50.00
    Current Price $ 24.99
    Sale
  • Classic Wool Felt Fedora Hat in Large Size - JSA Wool Hats Fedora Hat Jeanne Simmons JS7164 Apricot Large (59 cm)
    $ 15.00
    Jeanne Simmons

    Classic Wool Felt Fedora Hat in Large Size - JSA Wool Hats

    FINAL SALE. NOT ELIGIBLE FOR RETURN/EXCHANGE. Classic pinched crown fedora hat for large head size. Burnt apricot hat with grey band detailed with ...

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    $ 15.00
  • Moonstone Wool Felt Flat Brim Fedora - Vintage Biltmore Hats USA Fedora Hat Biltmore Hats
    Moonstone Wool Felt Flat Brim Fedora - Vintage Biltmore Hats USA Fedora Hat Biltmore Hats BF03FGMOON40 Taupe M/L (7 1/4; 58 cm)
    $ 119.00
    Biltmore Hats

    Moonstone Wool Felt Flat Brim Fedora - Vintage Biltmore Hats USA

    Structured wide brim fedora hat with teardrop crown made by Biltmore Hats USA. Raw edge brim, 3.75" wide. Grosgrain ribbon band with knot and tails...

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    $ 119.00