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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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  • Goodnight Garden Stretch Headband - The Sassy Olive Goodnight Garden Stretch Headband - The Sassy Olive
    Goodnight Garden Stretch Headband
    Goodnight Garden Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Butterflies Stretch - The Sassy Olive Butterflies Stretch - The Sassy Olive
    Butterflies Stretch Headband
    Butterflies Stretch Headband
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    $15.00
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    $15.00
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  • Stargazing with Vincent Stretch - The Sassy Olive Stargazing with Vincent Stretch - The Sassy Olive
    Stargazing with Vincent Stretch Headband
    Stargazing with Vincent Stretch Headband
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    $15.00
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    $15.00
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  • Cow Print Stretch Headband - The Sassy Olive Cow Print Stretch Headband - The Sassy Olive
    Cow Print Stretch Headband
    Cow Print Stretch Headband
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    $15.00
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    $15.00
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  • Casting Spells Stretch Headband - The Sassy Olive Casting Spells Stretch Headband - The Sassy Olive
    Casting Spells Stretch Headband
    Casting Spells Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Psilocybe Cubensis Stretch Headband - The Sassy Olive Psilocybe Cubensis Stretch - The Sassy Olive
    Psilocybe Cubensis Stretch Headband
    Psilocybe Cubensis Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Dolly& Dolly&
    Dolly's Garden Stretch Headband
    Dolly's Garden Stretch Headband
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    $15.00
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    $15.00
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  • Cruisin& Cruisin&
    Cruisin' Stretch Headband
    Cruisin' Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Holy Cats Stretch Headband - The Sassy Olive Holy Cats Stretch Headband - The Sassy Olive
    Holy Cats Stretch Headband
    Holy Cats Stretch Headband
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    $15.00
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    $15.00
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  • Books and Plants Stretch Headband - The Sassy Olive Books and Plants Stretch Headband - The Sassy Olive
    Books and Plants Stretch Headband
    Books and Plants Stretch Headband
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    $15.00
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    $15.00
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  • Frond of You Stretch Headband - The Sassy Olive Frond of You Stretch Headband - The Sassy Olive
    Frond of You Stretch Headband
    Frond of You Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Salazar Tie Dye Stretch Headband - The Sassy Olive Salazar Tie Dye Stretch Headband - The Sassy Olive
    Salazar Tie Dye Stretch Headband
    Salazar Tie Dye Stretch Headband
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    $15.00
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