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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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  • I& I&
    I'm a Succa for You Stretch Headband
    I'm a Succa for You Stretch Headband
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    $15.00
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    $15.00
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  • Alaric Floral Stretch Headband - The Sassy Olive Alaric Floral Stretch Headband - The Sassy Olive
    Alaric Floral Stretch Headband
    Alaric Floral Stretch Headband
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    $15.00
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  • Feel the Fern Stretch Headband - The Sassy Olive Feel the Fern Stretch Headband - The Sassy Olive
    Feel the Fern Stretch Headband
    Feel the Fern Stretch Headband
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    $15.00
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    $15.00
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  • Daphne Floral Stretch Headband - The Sassy Olive Daphne Floral Stretch Headband - The Sassy Olive
    Daphne Floral Stretch Headband
    Daphne Floral Stretch Headband
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    $15.00
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    $15.00
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  • Breezy Boho Floral Stretch - The Sassy Olive Breezy Boho Floral Stretch - The Sassy Olive
    Breezy Boho Floral Stretch Headband
    Breezy Boho Floral Stretch Headband
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    $15.00
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    $15.00
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  • Cutie Mushrooms Stretch Headband - The Sassy Olive Cutie Mushrooms Stretch Headband - The Sassy Olive
    Cutie Mushrooms Stretch Headband
    Cutie Mushrooms Stretch Headband
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    $15.00
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    $15.00
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  • Stevie Floral Stretch Headband - The Sassy Olive Stevie Floral Stretch Headband - The Sassy Olive
    Stevie Floral Stretch Headband
    Stevie Floral Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Land Before Time Stretch Headband - The Sassy Olive Land Before Time Stretch Headband - The Sassy Olive
    Land Before Time Stretch Headband
    Land Before Time Stretch Headband
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    $15.00
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  • Medici Floral Stretch Headband - The Sassy Olive Medici Floral Stretch Headband - The Sassy Olive
    Medici Floral Stretch Headband
    Medici Floral Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Retro Meadows Stretch Headband - The Sassy Olive Retro Meadows Stretch Headband - The Sassy Olive
    Retro Meadows Stretch Headband
    Retro Meadows Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Merzouga Paisley Stretch Headband - The Sassy Olive Merzouga Paisley Stretch Headband - The Sassy Olive
    Merzouga Paisley Stretch Headband
    Merzouga Paisley Stretch Headband
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    $15.00
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  • Rosa Floral Stretch Headband - The Sassy Olive Rosa Floral Stretch Headband - The Sassy Olive
    Rosa Floral Stretch Headband
    Rosa Floral Stretch Headband
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    $15.00
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