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

  • Sedona XL Fedora for Large Head by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Sedona XL Fedora for Large Head by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Sedona XL Fedora for Large Head by Wallaroo Hat Company

    $ 61.00

    The Sedona Safari Hat XL by Wallaroo Hat Company brings one of Wallaroo's most popular sun hats to men and women who need a little extra room. Desi...

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    $ 61.00
  • Charlie XL Fedora for Large Heads by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Charlie XL Fedora for Large Heads by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Charlie XL Fedora for Large Heads by Wallaroo Hat Company

    $ 61.00

    The Charlie XL Fedora by Wallaroo Hat Company brings the brand's best-selling fedora design to women and men with larger head sizes seeking a comfo...

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    $ 61.00
  • SPIN-IT King Baseball Cap - Tails Active Wear Cap Tails Active Wear
    SPIN-IT King Baseball Cap - Tails Active Wear Cap Tails Active Wear CX9401-OSC8 Onyx OS Sale

    SPIN-IT King Baseball Cap - Tails Active Wear

    Original Price $ 29.00
    Current Price $ 15.00

    Designed for active lifestyles and larger head sizes, this lightweight performance cap is the perfect companion for golf, tennis, pickleball, and o...

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    Original Price $ 29.00
    Current Price $ 15.00
    Sale
  • Cooling Dimensional Brim Hiking Hat, Chin Strap - DPC Outdoor Headwear Bucket Hat Dorfman Hat Co.
    Cooling Dimensional Brim Hiking Hat, Chin Strap - DPC Outdoor Headwear Bucket Hat Dorfman Hat Co. MC416-KAKI2 Khaki Labeled: S/M; Actual size: 55.5 cm (S)
    Sale

    Cooling Dimensional Brim Hiking Hat, Chin Strap - DPC Outdoor Headwear

    Original Price $ 40.00
    Current Price $ 20.00

    Take on hot, sunny days with confidence in this nylon blend camp hat featuring advanced HyperKewl™ cooling technology. Designed for high-performanc...

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    Original Price $ 40.00
    Current Price $ 20.00
    Sale
  • Quiver Lifeguard Hat with Tie-Dye Print Underbrim - Makai Hats Lifeguard Hat Makai Hat
    Quiver Lifeguard Hat with Tie-Dye Print Underbrim - Makai Hats Lifeguard Hat Makai Hat MA157OS2 Natural S/M

    Quiver Lifeguard Hat with Tie-Dye Print Underbrim - Makai Hats

    $ 45.00

    Stay cool, protected, and adventure-ready with this rush straw lifeguard hat, designed for maximum sun coverage and vibrant coastal style. Crafted ...

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    $ 45.00
  • Fern Lifeguard Hat with Tie-Dye Print Underbrim - Makai Hats Lifeguard Hat Makai Hat
    Fern Lifeguard Hat with Tie-Dye Print Underbrim - Makai Hats Lifeguard Hat Makai Hat MA154OS2 Natural S/M

    Fern Lifeguard Hat with Tie-Dye Print Underbrim - Makai Hats

    $ 45.00

    Stay cool, protected, and ready for any sunny adventure with this rush straw lifeguard hat, designed for maximum coverage and standout coastal styl...

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    $ 45.00
  • Vintage Bronco Full-Grain Leather Outback Hat - Red Rock Hats Safari Hat Red Rock Hats 1081HI3S Hickory Small (53 cm)

    Vintage Bronco Full-Grain Leather Outback Hat - Red Rock Hats

    $ 95.00

    Red Rock Fold-A-Bull Australian Leather Hat Crafted from premium full-grain Australian cattle leather, the Fold-A-Bull is built for adventure. Its ...

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    $ 95.00
  • Premium Cattle Suede Mesh Crown Cooler Hat - Red Rock Hats Safari Hat Red Rock Hats 1074BR5L Brown Large (57 cm)
    Premium Cattle Suede Mesh Crown Cooler Hat - Red Rock Hats Safari Hat Red Rock Hats 1074OC5L Dark Brown Large (57 cm)

    Premium Cattle Suede Mesh Crown Cooler Hat - Red Rock Hats

    $ 95.00

    Red Rock Suede Cooler Hat – Lightweight, Packable, and Made for the Outback Blending classic Australian outback style with travel-ready features, t...

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    $ 95.00
  • Blue Stain Seagrass Cowboy Hat - Boardwalk Hats Cowboy Hat Boardwalk Style Hats
    Blue Stain Seagrass Cowboy Hat - Boardwalk Hats Cowboy Hat Boardwalk Style Hats DA1305-BLU Blue Large (59 cm)

    Blue Stain Seagrass Cowboy Hat - Boardwalk Hats

    $ 31.00

    Discover the timeless appeal of this hand-crafted seagrass cowboy hat, expertly woven and stained in rich vintage denim blue. Each hat is uniquely ...

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    $ 31.00
  • Handwoven Straw Cowboy Hat with Chin Cord - Boardwalk Hats Cowboy Hat Boardwalk Style Hats
    Handwoven Straw Cowboy Hat with Chin Cord - Boardwalk Hats Cowboy Hat Boardwalk Style Hats DA1953-BLK2 Black Medium

    Handwoven Straw Cowboy Hat with Chin Cord - Boardwalk Hats

    $ 27.00

    Experience the perfect blend of classic western style and practical sun protection with this straw cowboy hat. Crafted from lightweight toyo straw,...

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    $ 27.00
  • Charlie Trilby by Wallaroo Hat Company Fedora Hat Wallaroo Hats
    Charlie Trilby by Wallaroo Hat Company Fedora Hat Wallaroo Hats

    Charlie Trilby by Wallaroo Hat Company

    $ 57.00

    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
  • DPC Distressed Twill Cap with Frayed USA Flag for Small Heads Cap Dorfman Hat Co. C935-KAKI Khaki
    DPC Distressed Twill Cap with Frayed USA Flag for Small Heads Cap Dorfman Hat Co. C935-PUTTY Putty

    DPC Distressed Twill Cap with Frayed USA Flag for Small Heads

    $ 15.00

    Celebrate your patriotic spirit with this expertly crafted DPC baseball cap designed for smaller head sizes. Featuring a relaxed, unstructured six-...

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    $ 15.00
  • Water Repellent Cotton Packable Bucket Hat, M-2XL - Scala Hats Bucket Hat Scala Hats
    Water Repellent Cotton Packable Bucket Hat, M-2XL - Scala Hats Bucket Hat Scala Hats

    Water Repellent Cotton Packable Bucket Hat, M-2XL - Scala Hats

    $ 29.99

    Experience a trusted favorite with this bestselling Stetson Fairway hat, now crafted under the Scala brand. Designed for everyday versatility, this...

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    $ 29.99
  • Justin Hats - Travis Fine Palm Wide Brim Hat Safari Hat Justin Hats JS19TBTRAV4054 Natural 6 3/4 (54 cm)

    Justin Hats - Travis Fine Palm Wide Brim Hat

    $ 59.00

    Discover the Travis Fine Palm—a hand-crafted Mexican palm hat that brings effortless style to any adventure. This safari-inspired beauty features a...

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    $ 59.00
  • Crushable Lifeguard Hat with Chin Strap - Boardwalk Style Lifeguard Hat Boardwalk Style Hats
    Crushable Lifeguard Hat with Chin Strap - Boardwalk Style Lifeguard Hat Boardwalk Style Hats DA1302-OLIVE Olive Large (59cm)

    Crushable Lifeguard Hat with Chin Strap - Boardwalk Style

    $ 35.00

    Shield yourself from intense sun rays with this versatile lifeguard-inspired hat, engineered for those who refuse to compromise on style or protect...

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    $ 35.00
  • Belted Fine Braid Summer Fedora Hat - Boardwalk Style Safari Hat Boardwalk Style Hats
    Belted Fine Braid Summer Fedora Hat - Boardwalk Style Safari Hat Boardwalk Style Hats

    Belted Fine Braid Summer Fedora Hat - Boardwalk Style

    $ 27.00

    Experience effortless summer style with this versatile fine braid fedora, designed for both men and women. The classic dented crown and pinched fro...

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    $ 27.00

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.