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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

  • Purple Galaxy Stretch Headband - The Sassy Olive Purple Galaxy Stretch Headband - The Sassy Olive
    Purple Galaxy Stretch Headband
    Purple Galaxy Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • The Beatles Stretch Headband - The Sassy Olive The Beatles Stretch Headband - The Sassy Olive
    The Beatles Stretch Headband
    The Beatles Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Basic Roses Stretch Headband - The Sassy Olive Basic Roses Stretch Headband - The Sassy Olive
    Basic Roses Stretch Headband
    Basic Roses Stretch Headband
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    $15.00
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    $15.00
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  • Floofs Stretch Headband - The Sassy Olive Floofs Stretch - The Sassy Olive
    Floofs Stretch Headband
    Floofs Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Deadtist Appointment Stretch Headband - The Sassy Olive Deadtist Appointment Stretch Headband - The Sassy Olive
    Deadtist Appointment Stretch Headband
    Deadtist Appointment Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Beach Glass Stretch Headband - The Sassy Olive Beach Glass Stretch Headband - The Sassy Olive
    Beach Glass Stretch Headband
    Beach Glass Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • I& I&
    I'm a Succa for You Wrap Headband
    I'm a Succa for You Wrap Headband
    Regular price
    $18.00
    Regular price
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    $18.00
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  • Pateast Paisley Stretch Headband - The Sassy Olive Pateast Paisley Stretch Headband - The Sassy Olive
    Pateast Paisley Stretch Headband
    Pateast Paisley Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Alaric Floral Wrap Headband - The Sassy Olive Alaric Floral Wrap Headband - The Sassy Olive
    Alaric Floral Wrap Headband
    Alaric Floral Wrap Headband
    Regular price
    $18.00
    Regular price
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    $18.00
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  • Bird Nerd Stretch Headband - The Sassy Olive Bird Nerd Stretch Headband - The Sassy Olive
    Bird Nerd Stretch Headband
    Bird Nerd Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • The Occult Stretch Headband - The Sassy Olive The Occult Stretch Headband - The Sassy Olive
    The Occult Stretch Headband
    The Occult Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Tuns of Suns Stretch Headband - The Sassy Olive Tuns of Suns Stretch Headband - The Sassy Olive
    Tuns of Suns Stretch Headband
    Tuns of Suns Stretch Headband
    Regular price
    $15.00
    Regular price
    $12.00
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    $15.00
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