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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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  • Check Out That Smile Stretch Headband - The Sassy Olive Check Out That Smile Stretch Headband - The Sassy Olive
    Check Out That Smile Stretch Headband
    Check Out That Smile Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Empire Tie Dye Stretch Headband - The Sassy Olive Empire Tie Dye Stretch Headband - The Sassy Olive
    Empire Tie Dye Stretch Headband
    Empire Tie Dye Stretch Headband
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    $15.00
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    $15.00
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  • Witchy Night Wrap Headband - The Sassy Olive Witchy Night Wrap Headband - The Sassy Olive
    Witchy Night Wrap Headband
    Witchy Night Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Blush Linen Tie Dye Stretch Headband Blush Linen Tie Dye Stretch Headband - The Sassy Olive
    Blush Linen Tie Dye Stretch Headband
    Blush Linen Tie Dye Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Gridwork Tie Dye Wrap Headband Gridwork Tie Dye Wrap Headband - The Sassy Olive
    Gridwork Tie Dye Wrap Headband
    Gridwork Tie Dye Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Snakeskin Stretch Headband - The Sassy Olive Snakeskin Stretch Headband - The Sassy Olive
    Snakeskin Stretch Headband
    Snakeskin Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Floating Down the River Stretch - The Sassy Olive Floating Down the River Stretch - The Sassy Olive
    Floating Down the River Stretch Headband
    Floating Down the River Stretch Headband
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    $15.00
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    $15.00
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  • Medical Assistant Stretch Headband - The Sassy Olive Medical Assistant Stretch Headband - The Sassy Olive
    Medical Assistant Stretch Headband
    Medical Assistant Stretch Headband
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    $15.00
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  • Fun Math Stretch Headband - The Sassy Olive Fun Math Stretch Headband - The Sassy Olive
    Fun Math Stretch Headband
    Fun Math Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • I Hate People Stretch Headband - The Sassy Olive I Hate People Stretch Headband - The Sassy Olive
    I Hate People Stretch Headband
    I Hate People Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • The Beatles Wrap Headband - The Sassy Olive The Beatles Wrap Headband - The Sassy Olive
    The Beatles Wrap Headband
    The Beatles Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Saffron Tie Dye Wrap Headband - The Sassy Olive Saffron Tie Dye Wrap Headband - The Sassy Olive
    Saffron Tie Dye Wrap Headband
    Saffron Tie Dye Wrap Headband
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    $18.00
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