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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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289 products

  • Dill With It Stretch - The Sassy Olive Dill With It Stretch - The Sassy Olive
    Dill With It Stretch Headband
    Dill With It Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Goatin& Goatin&
    Goatin' Around Stretch Headband
    Goatin' Around Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Pateast Paisley Wrap Headband - The Sassy Olive Pateast Paisley Wrap Headband - The Sassy Olive
    Pateast Paisley Wrap Headband
    Pateast Paisley Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • X - Ray Garden Stretch Headband - The Sassy Olive X - Ray Garden Stretch Headband - The Sassy Olive
    X-Ray Garden Stretch Headband
    X-Ray Garden Stretch Headband
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    $15.00
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    $15.00
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  • Blue Galaxy Stretch Headband Blue Galaxy Stretch Headband - The Sassy Olive
    Blue Galaxy Stretch Headband
    Blue Galaxy Stretch Headband
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    $15.00
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    $15.00
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  • Classy Bitch Stretch Headband - The Sassy Olive Classy Bitch Stretch Headband - The Sassy Olive
    Classy Bitch Stretch Headband
    Classy Bitch Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Moth Skull Wrap - The Sassy Olive Moth Skull Wrap - The Sassy Olive
    Moth Skull Wrap Headband
    Moth Skull Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Got Milk Stretch Headband - The Sassy Olive Got Milk Stretch Headband - The Sassy Olive
    Dairy Cow Stretch Headband
    Dairy Cow Stretch Headband
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    $15.00
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    $15.00
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  • First Down Stretch Headband - The Sassy Olive First Down Stretch Headband - The Sassy Olive
    First Down Stretch Headband
    First Down Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Dinos in Space Stretch Headband - The Sassy Olive Dinos in Space Stretch Headband - The Sassy Olive
    Dinos in Space Stretch Headband
    Dinos in Space Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Frances Floral Wrap Headband - The Sassy Olive Frances Floral Wrap Headband - The Sassy Olive
    Frances Floral Wrap Headband
    Frances Floral Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Alien Race Stretch - The Sassy Olive Alien Race Stretch - The Sassy Olive
    Alien Race Stretch Headband
    Alien Race Stretch Headband
    Regular price
    $15.00
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