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The Sassy OliveThe Sassy Olive
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Collection: All Products

Handmade headbands in every style and pattern. Sort by style or pattern type to find your perfect fit. All soft, comfy, and sewn in Michigan.
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1630 products
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1630 products

  • Turkey Mount Stretch Headband - The Sassy Olive Turkey Mount Stretch Headband - The Sassy Olive
    Turkey Mount Stretch Headband
    Turkey Mount Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Dive Bar Stretch Headband - The Sassy Olive Dive Bar Stretch Headband - The Sassy Olive
    Dive Bar Stretch Headband
    Dive Bar Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Icidem Wrap Headband - The Sassy Olive Icidem Wrap Headband - The Sassy Olive
    Icidem Wrap Headband
    Icidem Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Ditzy Pink Floral Stretch Headband - The Sassy Olive Ditzy Pink Floral Stretch Headband - The Sassy Olive
    Ditzy Pink Floral Stretch Headband
    Ditzy Pink Floral Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Ready for a Hike Stretch Headband - The Sassy Olive Ready for a Hike Stretch Headband - The Sassy Olive
    Ready for a Hike Stretch Headband
    Ready for a Hike Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Sea Garden Blue Stretch Headband - The Sassy Olive Sea Garden Blue Stretch Headband - The Sassy Olive
    Sea Garden Blue Stretch Headband
    Sea Garden Blue Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Saltwater Sketch Stretch Headband - The Sassy Olive Saltwater Sketch Stretch Headband - The Sassy Olive
    Saltwater Sketch Stretch Headband
    Saltwater Sketch Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Palm Party Stretch Headband - The Sassy Olive Palm Party Stretch Headband - The Sassy Olive
    Palm Party Stretch Headband
    Palm Party Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Y2K Confetti Polka Dot Stretch Headband - The Sassy Olive Y2K Confetti Polka Dot Stretch Headband - The Sassy Olive
    Y2K Confetti Polka Dot Stretch Headband
    Y2K Confetti Polka Dot Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Victoria’s Pink Polka Dot Stretch Headband - The Sassy Olive Victoria’s Pink Polka Dot Stretch Headband - The Sassy Olive
    Victoria’s Pink Polka Dot Stretch Headband
    Victoria’s Pink Polka Dot Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Classic Black Polka Dot Top Knot Headband Classic Black Polka Dot Top Knot Headband - The Sassy Olive
    Classic Black Polka Dot Top Knot Headband
    Classic Black Polka Dot Top Knot Headband
    Regular price
    $15.00
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    $15.00
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  • Bird Watching Scrunchie Three Pack - The Sassy Olive Bird Watching Scrunchie Three Pack - The Sassy Olive
    Bird Watching Scrunchie Three Pack
    Bird Watching Scrunchie Three Pack
    Regular price
    $18.00
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    $18.00
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  • Scrunchie Mom Scrunchie Pack - The Sassy Olive Scrunchie Mom Scrunchie Pack - The Sassy Olive
    Scrunchie Mom Scrunchie Pack
    Scrunchie Mom Scrunchie Pack
    Regular price
    $18.00
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    $18.00
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  • Shaded Squares Wrap Headband Shaded Squares Wrap Headband
    Shaded Squares Wrap Headband
    Shaded Squares Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Garden Confetti Wrap Headband - The Sassy Olive Garden Confetti Wrap Headband - The Sassy Olive
    Garden Confetti Wrap Headband
    Garden Confetti Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Hello Henna Wrap Headband - The Sassy Olive Hello Henna Wrap Headband - The Sassy Olive
    Hello Henna Wrap Headband
    Hello Henna Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Patchwork Wrap Headband - The Sassy Olive Patchwork Wrap Headband - The Sassy Olive
    Patchwork Wrap Headband
    Patchwork Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Peony Pink Solid Wrap Headband Peony Pink Solid Wrap Headband
    Peony Pink Solid Wrap Headband
    Peony Pink Solid Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Monarch Garden Wrap Headband - The Sassy Olive Monarch Garden Wrap Headband - The Sassy Olive
    Monarch Garden Wrap Headband
    Monarch Garden Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Prunella Floral Wrap Headband - The Sassy Olive Prunella Floral Wrap Headband - The Sassy Olive
    Prunella Floral Wrap Headband
    Prunella Floral Wrap Headband
    Regular price
    $18.00
    Regular price
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    $18.00
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  • Pot it Like it& Pot it Like it&
    Pot it Like it's Hot Wrap Headband
    Pot it Like it's Hot Wrap Headband
    Regular price
    $18.00
    Regular price
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    $18.00
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  • Lilac Purple Solid Wrap Headband - The Sassy Olive Lilac Purple Solid Wrap Headband - The Sassy Olive
    Lilac Purple Solid Wrap Headband
    Lilac Purple Solid Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Happy Kelly Green Solid Wrap Headband - The Sassy Olive Happy Kelly Green Solid Wrap Headband - The Sassy Olive
    Happy Kelly Green Solid Wrap Headband
    Happy Kelly Green Solid Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Valentine’s Checker Topknot Headband - The Sassy Olive Valentine’s Checker Topknot Headband - The Sassy Olive
    Pink and Red Checker Topknot Headband
    Pink and Red Checker Topknot Headband
    Regular price
    $15.00
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    $15.00
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  • Michigan Wildflowers Topknot Headband - The Sassy Olive Michigan Wildflowers Topknot Headband - The Sassy Olive
    Michigan Wildflowers Topknot Headband
    Michigan Wildflowers Topknot Headband
    Regular price
    $15.00
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    $15.00
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  • Spirit Wolf Stretch Headband - The Sassy Olive Spirit Wolf Stretch Headband - The Sassy Olive
    Spirit Wolf Stretch Headband
    Spirit Wolf Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Cowboy Boots on the Ground Stretch Headband - The Sassy Olive Cowboy Boots on the Ground Stretch Headband - The Sassy Olive
    Cowboy Boots on the Ground Stretch Headband
    Cowboy Boots on the Ground Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • X - rays Stretch Headband - The Sassy Olive X - rays Stretch Headband - The Sassy Olive
    X-rays Stretch Headband
    X-rays Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Surgical Tools Stretch Headband - The Sassy Olive Surgical Tools Stretch Headband - The Sassy Olive
    Surgical Tools Stretch Headband
    Surgical Tools Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Aunt Gatie Floral Top Knot Headband - The Sassy Olive Aunt Gatie Floral Top Knot Headband - The Sassy Olive
    Aunt Gatie Floral Top Knot Headband
    Aunt Gatie Floral Top Knot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Molar Magic Stretch Headband - The Sassy Olive Molar Magic Stretch Headband - The Sassy Olive
    Molar Magic Stretch Headband
    Molar Magic Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • First Responder Stretch Headband - The Sassy Olive First Responder Stretch Headband - The Sassy Olive
    First Responder Stretch Headband
    First Responder Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • STEM Stretch Headband - The Sassy Olive STEM Stretch Headband - The Sassy Olive
    STEM Stretch Headband
    STEM Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Cocktail Shrimp Stretch Headband - The Sassy Olive Cocktail Shrimp Stretch Headband - The Sassy Olive
    Cocktail Shrimp Stretch Headband
    Cocktail Shrimp Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Garden Trellis Blossoms Stretch Headband - The Sassy Olive Garden Trellis Blossoms Stretch Headband - The Sassy Olive
    Garden Trellis Blossoms Stretch Headband
    Garden Trellis Blossoms Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Cherry Picnic Stretch Headband - The Sassy Olive Cherry Picnic Stretch Headband - The Sassy Olive
    Cherry Picnic Stretch Headband
    Cherry Picnic Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Coquette Strawberries Stretch Headband - The Sassy Olive Coquette Strawberries Stretch Headband - The Sassy Olive
    Coquette Strawberries Stretch Headband
    Coquette Strawberries Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Silhouette Stretch Headband - The Sassy Olive Silhouette Stretch Headband - The Sassy Olive
    Silhouette Stretch Headband
    Silhouette Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • French Bulldog Stretch Headband - The Sassy Olive French Bulldog Stretch Headband - The Sassy Olive
    French Bulldog Stretch Headband
    French Bulldog Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • WMU Stretch Headband - The Sassy Olive WMU Stretch Headband - The Sassy Olive
    WMU Stretch Headband
    WMU Stretch Headband
    Regular price
    $15.00
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    Sale price
    $15.00
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  • Annotation Station Stretch Headband - The Sassy Olive Annotation Station Stretch Headband - The Sassy Olive
    Annotation Station Stretch Headband
    Annotation Station Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Yorkshire Terrier Stretch Headband - The Sassy Olive Yorkshire Terrier Stretch Headband - The Sassy Olive
    Yorkshire Terrier Stretch Headband
    Yorkshire Terrier Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Physical Therapy Stretch Headband - The Sassy Olive Physical Therapy Stretch Headband - The Sassy Olive
    Physical Therapy Stretch Headband
    Physical Therapy Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Flash Foxy Stretch - The Sassy Olive Flash Foxy Stretch - The Sassy Olive
    Flash Foxy Stretch
    Flash Foxy Stretch
    Regular price
    $15.00
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    $15.00
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  • Epilepsy Awareness Stretch Headband - The Sassy Olive Epilepsy Awareness Stretch Headband - The Sassy Olive
    Epilepsy Awareness Stretch Headband
    Epilepsy Awareness Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Blue and Gold Stretch Headband - The Sassy Olive Blue and Gold Stretch Headband - The Sassy Olive
    Blue and Gold Stretch Headband
    Blue and Gold Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Housekeeping! Stretch Headband - The Sassy Olive Housekeeping! Stretch Headband - The Sassy Olive
    Housekeeping! Stretch Headband
    Housekeeping! Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Popcorn! Stretch Headband - The Sassy Olive Popcorn! Stretch Headband - The Sassy Olive
    Popcorn! Stretch Headband
    Popcorn! Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Downhill Stretch Headband - The Sassy Olive Downhill Stretch Headband - The Sassy Olive
    Downhill Stretch Headband
    Downhill Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Schnauzer Stretch Headband - The Sassy Olive Schnauzer Stretch Headband - The Sassy Olive
    Schnauzer Stretch Headband
    Schnauzer Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Dalmatian Stretch Headband - The Sassy Olive Dalmatian Stretch Headband - The Sassy Olive
    Dalmatian Stretch Headband
    Dalmatian Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Eye See You Stretch Headband - The Sassy Olive Eye See You Stretch Headband - The Sassy Olive
    Eye See You Stretch Headband
    Eye See You Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Forest Dragons Stretch Headband - The Sassy Olive Forest Dragons Stretch Headband - The Sassy Olive
    Forest Dragons Stretch Headband
    Forest Dragons Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • She’s a 10 But She’s Dead Inside Stretch Headband - The Sassy Olive She’s a 10 But She’s Dead Inside Stretch Headband - The Sassy Olive
    She’s a 10 But She’s Dead Inside Stretch Headband
    She’s a 10 But She’s Dead Inside Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Chirp Charm Sassy Bandeau Chirp Charm Boho Buff - The Sassy Olive
    Chirp Charm Sassy Bandeau
    Chirp Charm Sassy Bandeau
    Regular price
    $18.00
    Regular price
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    $18.00
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  • Blue Mountain Boho Buff - The Sassy Olive Blue Mountain Boho Buff - The Sassy Olive
    Blue Mountain Sassy Bandeau
    Blue Mountain Sassy Bandeau
    Regular price
    $18.00
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    $18.00
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  • Smiley Daisies Boho Buff - The Sassy Olive Smiley Daisies Boho Buff - The Sassy Olive
    Smiley Daisies Sassy Bandeau
    Smiley Daisies Sassy Bandeau
    Regular price
    $18.00
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    $18.00
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  • Sixties Gardens Boho Buff - The Sassy Olive Sixties Gardens Boho Buff - The Sassy Olive
    Sixties Gardens Sassy Bandeau
    Sixties Gardens Sassy Bandeau
    Regular price
    $18.00
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    $18.00
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  • Silas Plaid Boho Buff - The Sassy Olive Silas Plaid Boho Buff - The Sassy Olive
    Silas Plaid Sassy Bandeau
    Silas Plaid Sassy Bandeau
    Regular price
    $18.00
    Regular price
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    $18.00
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  • Acorn Boho Buff - The Sassy Olive Acorn Sassy Bandeau - The Sassy Olive
    Acorn Sassy Bandeau
    Acorn Sassy Bandeau
    Regular price
    $18.00
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    $18.00
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  • Iced Coffee Tie Dye Boho Buff - The Sassy Olive Iced Coffee Tie Dye Boho Buff - The Sassy Olive
    Iced Coffee Tie Dye Sassy Bandeau
    Iced Coffee Tie Dye Sassy Bandeau
    Regular price
    $18.00
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    $18.00
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  • Stargazing with Vincent Benzie Cap - The Sassy Olive Stargazing with Vincent Benzie Cap - The Sassy Olive
    Stargazing with Vincent Sassy Cap
    Stargazing with Vincent Sassy Cap
    Regular price
    $18.00
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    $18.00
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  • Neutral Daisies Benzie Cap - The Sassy Olive Neutral Daisies Benzie Cap - The Sassy Olive
    Neutral Daisies Sassy Cap
    Neutral Daisies Sassy Cap
    Regular price
    $18.00
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    $18.00
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  • Flower Glade Benzie Cap - The Sassy Olive Flower Glade Benzie Cap - The Sassy Olive
    Flower Glade Sassy Cap
    Flower Glade Sassy Cap
    Regular price
    $18.00
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    $18.00
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  • Pink Halloween Stretch Headband - The Sassy Olive Pink Halloween Stretch Headband - The Sassy Olive
    Pink Halloween Stretch Headband
    Pink Halloween Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Spider Hearts Stretch Headband - The Sassy Olive Spider Hearts Stretch Headband - The Sassy Olive
    Spider Hearts Stretch Headband
    Spider Hearts Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Brown Coquette Bows Stretch Headband - The Sassy Olive Brown Coquette Bows Stretch Headband - The Sassy Olive
    Brown Coquette Bows Stretch Headband
    Brown Coquette Bows Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Michigan & Again Stretch Headband - The Sassy Olive Michigan & Again Stretch Headband - The Sassy Olive
    Michigan & Again Stretch Headband
    Michigan & Again Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Country Club Wrap Headband Country Club Wrap Headband - The Sassy Olive
    Country Club Wrap Headband
    Country Club Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Snowmany Snowmen Stretch Headband - The Sassy Olive Snowmany Snowmen Stretch Headband - The Sassy Olive
    Snowmany Snowmen Stretch Headband
    Snowmany Snowmen Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Skull Lights Wrap Headband - The Sassy Olive Skull Lights Wrap Headband - The Sassy Olive
    Skull Lights Wrap Headband
    Skull Lights Wrap Headband
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  • Merry Jeepmas Stretch Headband - The Sassy Olive Merry Jeepmas Stretch Headband - The Sassy Olive
    Merry Jeepmas Stretch Headband
    Merry Jeepmas Stretch Headband
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  • Rainbow Skulls Stretch Headband - The Sassy Olive Rainbow Skulls Stretch Headband - The Sassy Olive
    Rainbow Skulls Stretch Headband
    Rainbow Skulls Stretch Headband
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  • Tangier Paisley Top Knot Headband Tangier Paisley Top Knot Headband - The Sassy Olive
    Tangier Paisley Top Knot Headband
    Tangier Paisley Top Knot Headband
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  • Sahara Paisley Wrap Headband - The Sassy Olive Sahara Paisley Wrap Headband - The Sassy Olive
    Sahara Paisley Wrap Headband
    Sahara Paisley Wrap Headband
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    $18.00
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  • Harvest Paisley Wrap Headband - The Sassy Olive Harvest Paisley Wrap Headband - The Sassy Olive
    Harvest Paisley Wrap Headband
    Harvest Paisley Wrap Headband
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    $18.00
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  • Mandala U of M Stretch Headband - The Sassy Olive Mandala U of M Stretch Headband - The Sassy Olive
    Mandala U of M Stretch Headband
    Mandala U of M Stretch Headband
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  • Antique Garden Stretch Headband - The Sassy Olive Antique Garden Stretch Headband - The Sassy Olive
    Antique Garden Stretch Headband
    Antique Garden Stretch Headband
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  • Pure Paws Wrap Headband - The Sassy Olive Pure Paws Wrap Headband - The Sassy Olive
    Pure Paws Wrap Headband
    Pure Paws Wrap Headband
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    $18.00
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  • Garnet Grove Stretch Headband - The Sassy Olive Garnet Grove Stretch Headband - The Sassy Olive
    Garnet Grove Stretch Headband
    Garnet Grove Stretch Headband
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    $15.00
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