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The Sassy OliveThe Sassy Olive
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Collection: Bestsellers

Our most-loved headbands, chosen by thousands of happy customers. Shop the bestselling styles and patterns everyone keeps coming back for — soft, comfy, and handmade in Michigan.

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  • Rubber Plant Wrap Headband - The Sassy Olive Rubber Plant Wrap Headband - The Sassy Olive
    Rubber Plant Wrap Headband
    Rubber Plant Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Dark Peace Wrap Headband Dark Peace Wrap Headband - The Sassy Olive
    Dark Peace Wrap Headband
    Dark Peace Wrap Headband
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    $18.00
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    $18.00
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  • Ansel Wrap Headband - The Sassy Olive Ansel Wrap Headband - The Sassy Olive
    Ansel Wrap Headband
    Ansel Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Bohemian Terrain Wrap Headband - The Sassy Olive Bohemian Terrain Wrap Headband - The Sassy Olive
    Bohemian Terrain Wrap Headband
    Bohemian Terrain Wrap Headband
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    $18.00
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    $18.00
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  • Retro Pink Flower Wrap Headband - The Sassy Olive Retro Pink Flower Wrap Headband - The Sassy Olive
    Retro Pink Flower Wrap Headband
    Retro Pink Flower Wrap Headband
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    $18.00
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    $18.00
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  • Classic Tie Dye Wrap Headband - The Sassy Olive Classic Tie Dye Wrap Headband - The Sassy Olive
    Classic Tie Dye Wrap Headband
    Classic Tie Dye Wrap Headband
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    $18.00
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    $18.00
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  • Honey Butter Stretch Headband - The Sassy Olive Honey Butter Stretch Headband - The Sassy Olive
    Honey Butter Stretch Headband
    Honey Butter Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Mushroom Foraging Wrap Headband - The Sassy Olive Mushroom Foraging Wrap Headband - The Sassy Olive
    Mushroom Foraging Wrap Headband
    Mushroom Foraging Wrap Headband
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    $18.00
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    $18.00
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  • Death to Barbie Stretch Headband Death to Barbie Stretch Headband - The Sassy Olive
    Death to Barbie Stretch Headband
    Death to Barbie Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Dolly& Dolly&
    Dolly's Garden Floral Wrap Headband
    Dolly's Garden Floral Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Wolves Howl Stretch Headband - The Sassy Olive Wolves Howl Stretch Headband - The Sassy Olive
    Wolves Howl Stretch Headband
    Wolves Howl Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Funky Fresh Paisley Wrap Headband - The Sassy Olive Funky Fresh Paisley Wrap Headband - The Sassy Olive
    Funky Fresh Paisley Wrap Headband
    Funky Fresh Paisley Wrap Headband
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    $18.00
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