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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

  • Flamingling Stretch - The Sassy Olive Flamingling Stretch - The Sassy Olive
    Flamingling Stretch Headband
    Flamingling Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Yellow Bell Floral Stretch Headband - The Sassy Olive Yellow Bell Floral Stretch Headband - The Sassy Olive
    Yellow Bell Floral Stretch Headband
    Yellow Bell Floral Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Happy Teeth Stretch Headband - The Sassy Olive Happy Teeth Stretch Headband - The Sassy Olive
    Happy Teeth Stretch Headband
    Happy Teeth Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Bright Boho Spring Stretch Headband - The Sassy Olive Bright Boho Spring Stretch Headband - The Sassy Olive
    Bright Boho Spring Stretch Headband
    Bright Boho Spring Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Retro Pink Flower Stretch Headband - The Sassy Olive Retro Pink Flower Stretch Headband - The Sassy Olive
    Retro Pink Flower Stretch Headband
    Retro Pink Flower Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Forte Stretch Headband - The Sassy Olive Forte Stretch - The Sassy Olive
    Forte Stretch Headband
    Forte Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • All the Cell Things Stretch Headband - The Sassy Olive All the Cell Things Stretch Headband - The Sassy Olive
    All the Cell Things Stretch Headband
    All the Cell Things Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Maybe It& Maybe It&
    Maybe It's Neighbelline Stretch Headband
    Maybe It's Neighbelline Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Classic Tie Dye Stretch Headband - The Sassy Olive Classic Tie Dye Stretch - The Sassy Olive
    Classic Tie Dye Stretch Headband
    Classic Tie Dye Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Sold out
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  • Emerald Tie Dye Stretch Headband - The Sassy Olive Emerald Tie Dye Stretch Headband - The Sassy Olive
    Emerald Tie Dye Stretch Headband
    Emerald Tie Dye Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Joy Luxe Stretch Headband - The Sassy Olive Joy Luxe Stretch Headband - The Sassy Olive
    Joy Luxe Stretch Headband
    Joy Luxe Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Tooled Leather Stretch Headband - The Sassy Olive Tooled Leather Stretch Headband - The Sassy Olive
    Tooled Leather Stretch Headband
    Tooled Leather Stretch Headband
    Regular price
    $15.00
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