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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

  • Bohoshade Sunflower Stretch Headband - The Sassy Olive Bohoshade Sunflower Stretch Headband - The Sassy Olive
    Bohoshade Sunflower Stretch Headband
    Bohoshade Sunflower Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Balance Paisley Stretch Headband - The Sassy Olive Balance Paisley Stretch Headband - The Sassy Olive
    Balance Paisley Stretch Headband
    Balance Paisley Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Saffron Tie Dye Stretch Headband - The Sassy Olive Saffron Tie Dye Stretch Headband - The Sassy Olive
    Saffron Tie Dye Stretch Headband
    Saffron Tie Dye Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Lighton Stretch - The Sassy Olive Lighton Stretch - The Sassy Olive
    Leighton Stretch Headband
    Leighton Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Wasiliewski Paisley Stretch Headband - The Sassy Olive Wasiliewski Paisley Stretch Headband - The Sassy Olive
    Wasiliewski Paisley Stretch Headband
    Wasiliewski Paisley Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Wardrobe Stretch Headband - The Sassy Olive Wardrobe Stretch Headband - The Sassy Olive
    Wardrobe Stretch Headband
    Wardrobe Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Piles of Smiles Stretch Headband - The Sassy Olive Piles of Smiles Stretch Headband - The Sassy Olive
    Piles of Smiles Stretch Headband
    Piles of Smiles Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Glass Window Stretch Headband - The Sassy Olive Glass Window Stretch - The Sassy Olive
    Glass Window Stretch Headband
    Glass Window Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Moth Skull Stretch - The Sassy Olive Moth Skull Stretch - The Sassy Olive
    Moth Skull Stretch Headband
    Moth Skull Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Monarch Flights Stretch Headband - The Sassy Olive Monarch Flights Stretch Headband - The Sassy Olive
    Monarch Flights Stretch Headband
    Monarch Flights Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Colleen Floral Stretch - The Sassy Olive Colleen Floral Stretch - The Sassy Olive
    Colleen Floral Stretch Headband
    Colleen Floral Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Sssnake Stretch Headband - The Sassy Olive Sssnake Stretch Headband - The Sassy Olive
    Sssnake Stretch Headband
    Sssnake Stretch Headband
    Regular price
    $15.00
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