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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

  • Dark Peace Stretch Headband Dark Peace Stretch Headband - The Sassy Olive
    Dark Peace Stretch Headband
    Dark Peace Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Balance Paisley Wrap Headband - The Sassy Olive Balance Paisley Wrap Headband - The Sassy Olive
    Balance Paisley Wrap Headband
    Balance Paisley Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Fresh Lee Wrap Headband - The Sassy Olive Fresh Lee Wrap Headband - The Sassy Olive
    Fresh Lee Wrap Headband
    Fresh Lee Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Blush Linen Wrap Headband - The Sassy Olive Blush Linen Wrap Headband - The Sassy Olive
    Blush Linen Wrap Headband
    Blush Linen Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Seaton Tie Dye Wrap Headband - The Sassy Olive Seaton Tie Dye Wrap Headband - The Sassy Olive
    Seaton Tie Dye Wrap Headband
    Seaton Tie Dye Wrap Headband
    Regular price
    $18.00
    Regular price
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    $18.00
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  • Joy Luxe Wrap Headband - The Sassy Olive Joy Luxe Wrap Headband - The Sassy Olive
    Joy Luxe Wrap Headband
    Joy Luxe Wrap Headband
    Regular price
    $18.00
    Regular price
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    $18.00
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  • Fastpitch Stretch - The Sassy Olive Fastpitch Stretch - The Sassy Olive
    Fastpitch Stretch Headband
    Fastpitch Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Yin, Yang, Rainbow, Bang Stretch - The Sassy Olive Yin, Yang, Rainbow, Bang Stretch - The Sassy Olive
    Yin, Yang, Rainbow, Bang Stretch Headband
    Yin, Yang, Rainbow, Bang Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Pink Drink Stretch Headband - The Sassy Olive Pink Drink Stretch Headband - The Sassy Olive
    Pink Drink Stretch Headband
    Pink Drink Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Rad Shroomie Stretch Headband - The Sassy Olive Rad Shroomie Stretch Headband - The Sassy Olive
    Rad Shroomie Stretch Headband
    Rad Shroomie Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Hedgehog Gardens Stretch Headband - The Sassy Olive Hedgehog Gardens Stretch Headband - The Sassy Olive
    Hedgehogs and Mushrooms Stretch Headband
    Hedgehogs and Mushrooms Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Heeler Wrap Headband - The Sassy Olive Heeler Wrap Headband - The Sassy Olive
    Heeler Wrap Headband
    Heeler Wrap Headband
    Regular price
    $18.00
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