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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

  • Lawson Paisley Stretch Headband - The Sassy Olive Lawson Paisley Stretch - The Sassy Olive
    Lawson Paisley Stretch Headband
    Lawson Paisley Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • A Heart is a Heart is a Heart Stretch Headband - The Sassy Olive A Heart is a Heart is a Heart Stretch Headband - The Sassy Olive
    A Heart is a Heart is a Heart Stretch Headband
    A Heart is a Heart is a Heart Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Garden Scribe Stretch Headband - The Sassy Olive Garden Scribe Stretch Headband - The Sassy Olive
    Garden Scribe Stretch Headband
    Garden Scribe Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Pretty Purple Nurse Stretch Headband - The Sassy Olive Pretty Purple Nurse Stretch Headband - The Sassy Olive
    Pretty Purple Nurse Stretch Headband
    Pretty Purple Nurse Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Puppy Garden Stretch Headband - The Sassy Olive Puppy Garden Stretch - The Sassy Olive
    Puppy Garden Stretch Headband
    Puppy Garden Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Strawberry Plant Stretch Headband - The Sassy Olive Strawberry Plant Stretch Headband - The Sassy Olive
    Strawberry Plant Stretch Headband
    Strawberry Plant Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Spilled Vibe Stretch Headband - The Sassy Olive Spilled Vibe Stretch Headband - The Sassy Olive
    Spilled Vibe Stretch Headband
    Spilled Vibe Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Midnight Mandala Paisley Stretch Headband - The Sassy Olive Midnight Mandala Paisley Stretch Headband - The Sassy Olive
    Midnight Mandala Paisley Stretch Headband
    Midnight Mandala Paisley Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Heeler Stretch Headband - The Sassy Olive Heeler Stretch Headband - The Sassy Olive
    Heeler Stretch Headband
    Heeler Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • L - O - V - EKG Stretch Headband - The Sassy Olive L - O - V - EKG Stretch Headband - The Sassy Olive
    L-O-V-EKG Stretch Headband
    L-O-V-EKG Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • NuKaci Stretch Headband - The Sassy Olive NuKaci Stretch Headband - The Sassy Olive
    NuKaci Stretch Headband
    NuKaci Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Mudcloth Arrow Wrap Headband - The Sassy Olive Mudcloth Arrow Wrap Headband - The Sassy Olive
    Mudcloth Arrow Wrap Headband
    Mudcloth Arrow Wrap Headband
    Regular price
    $18.00
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    $18.00
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