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    Special Offers
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    • Personalize & Pet Face
    • Custom Headbands
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Collection: All Products

Handmade stretch 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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1542 products
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1542 products

  • Banana Yellow Solid Top Knot Headband - The Sassy Olive Banana Yellow Solid Top Knot Headband - The Sassy Olive
    Banana Yellow Solid Top Knot Headband
    Banana Yellow Solid Top Knot Headband
    Regular price
    $15.00
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    $15.00
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  • Banana Yellow Solid Wrap Headband - The Sassy Olive Banana Yellow Solid Wrap Headband - The Sassy Olive
    Banana Yellow Solid Wrap Headband
    Banana Yellow Solid Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Light Blue Solid Stretch Headband - The Sassy Olive Light Blue Solid Stretch Headband - The Sassy Olive
    Light Blue Solid Stretch Headband
    Light Blue Solid Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Light Blue Solid Top Knot Headband - The Sassy Olive Light Blue Solid Top Knot Headband - The Sassy Olive
    Light Blue Solid Top Knot Headband
    Light Blue Solid Top Knot Headband
    Regular price
    $15.00
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    $15.00
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  • Light Blue Solid Wrap Headband - The Sassy Olive Light Blue Solid Wrap Headband - The Sassy Olive
    Light Blue Solid Wrap Headband
    Light Blue Solid Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Happy Kelly Green Solid Stretch Headband - The Sassy Olive Happy Kelly Green Solid Stretch Headband - The Sassy Olive
    Happy Kelly Green Solid Stretch Headband
    Happy Kelly Green Solid Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Happy Kelly Green Solid Top Knot Headband - The Sassy Olive Happy Kelly Green Solid Top Knot Headband - The Sassy Olive
    Happy Kelly Green Solid Top Knot Headband
    Happy Kelly Green Solid Top Knot Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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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
    Regular price
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    $18.00
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  • Lilac Purple Solid Stretch Headband - The Sassy Olive Lilac Purple Solid Stretch Headband - The Sassy Olive
    Lilac Purple Solid Stretch Headband
    Lilac Purple Solid Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Lilac Purple Solid Top Knot Headband - The Sassy Olive Lilac Purple Solid Top Knot Headband - The Sassy Olive
    Lilac Purple Solid Top Knot Headband
    Lilac Purple Solid Top Knot Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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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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  • Marshmallow White Solid Stretch Headband - The Sassy Olive Marshmallow White Solid Stretch Headband - The Sassy Olive
    Marshmallow White Solid Stretch Headband
    Marshmallow White Solid Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Marshmallow White Solid Top Knot Headband - The Sassy Olive Marshmallow White Solid Top Knot Headband - The Sassy Olive
    Marshmallow White Solid Top Knot Headband
    Marshmallow White Solid Top Knot Headband
    Regular price
    $15.00
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    $15.00
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  • Marshmallow White Solid Wrap Headband - The Sassy Olive Marshmallow White Solid Wrap Headband - The Sassy Olive
    Marshmallow White Solid Wrap Headband
    Marshmallow White Solid Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Strawberry Milk Pink Solid Stretch Headband Strawberry Milk Pink Solid Stretch Headband
    Strawberry Milk Pink Solid Stretch Headband
    Strawberry Milk Pink Solid Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Strawberry Milk Pink Solid Top Knot Headband Strawberry Milk Pink Solid Top Knot Headband
    Strawberry Milk Pink Solid Top Knot Headband
    Strawberry Milk Pink Solid Top Knot Headband
    Regular price
    $15.00
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    $15.00
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  • Strawberry Milk Pink Solid Wrap Headband Strawberry Milk Pink Solid Wrap Headband
    Strawberry Milk Pink Solid Wrap Headband
    Strawberry Milk Pink Solid Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Custom Pet Bandana - The Sassy Olive Custom Pet Bandana - The Sassy Olive
    Custom Pet Bandana
    Custom Pet Bandana
    Regular price
    $30.00
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    Sale price
    $30.00
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  • Custom Pet Bandana & Headband Bundle - The Sassy Olive Custom Pet Bandana & Headband Bundle - The Sassy Olive
    Custom Pet Bandana & Headband Bundle
    Custom Pet Bandana & Headband Bundle
    Regular price
    $50.00
    Regular price
    Sale price
    $50.00
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  • Checkered Michigan Stretch Headband - The Sassy Olive Checkered Michigan Stretch Headband - The Sassy Olive
    Checkered Michigan Stretch Headband
    Checkered Michigan Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Fishing in Michigan Stretch Headband - The Sassy Olive Fishing in Michigan Stretch Headband - The Sassy Olive
    Fishing in Michigan Stretch Headband
    Fishing in Michigan Stretch Headband
    Regular price
    $15.00
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    Sale price
    $15.00
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  • Michigan Beach Glass Stretch Headband - The Sassy Olive Michigan Beach Glass Stretch Headband - The Sassy Olive
    Michigan Beach Glass Stretch Headband
    Michigan Beach Glass Stretch Headband
    Regular price
    $15.00
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    Sale price
    $15.00
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  • Northern Lights Stretch Headband - The Sassy Olive Northern Lights Stretch Headband - The Sassy Olive
    Northern Lights Stretch Headband
    Northern Lights Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • U - Pick Michigan Stretch Headband - The Sassy Olive U - Pick Michigan Stretch Headband - The Sassy Olive
    U-Pick Michigan Stretch Headband
    U-Pick Michigan Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Beatles Scrunchie Pack - The Sassy Olive Beatles Scrunchie Pack - The Sassy Olive
    Beatles Scrunchie Pack
    Beatles Scrunchie Pack
    Regular price
    $18.00
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    $18.00
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  • Garfunkel Scrunchie Pack - The Sassy Olive Garfunkel Scrunchie Pack - The Sassy Olive
    Garfunkel Scrunchie Pack
    Garfunkel Scrunchie Pack
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Simon Scrunchie Pack - The Sassy Olive Simon Scrunchie Pack - The Sassy Olive
    Simon Scrunchie Pack
    Simon Scrunchie Pack
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Boston Terrier Stretch Headband - The Sassy Olive Boston Terrier Stretch Headband - The Sassy Olive
    Boston Terrier Stretch Headband
    Boston Terrier Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • King Charles Spaniel Stretch Headband - The Sassy Olive King Charles Spaniel Stretch Headband - The Sassy Olive
    King Charles Spaniel Stretch Headband
    King Charles Spaniel Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Greyhound Stretch Headband - The Sassy Olive Greyhound Stretch Headband - The Sassy Olive
    Greyhound Stretch Headband
    Greyhound 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
    Regular price
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    $15.00
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  • Canvas Visa Poly Woven by the Yard - The Sassy Olive Canvas Visa Poly Woven by the Yard - The Sassy Olive
    Canvas Visa Poly Woven by the Yard
    Canvas Visa Poly Woven by the Yard
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Braveheart Stretch Headband - The Sassy Olive Braveheart Stretch Headband - The Sassy Olive
    Braveheart Stretch Headband
    Braveheart Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • First Down Stretch Headband - The Sassy Olive First Down Stretch Headband - The Sassy Olive
    First Down Stretch Headband
    First Down Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Keeper Stretch Headband - The Sassy Olive Keeper Stretch Headband - The Sassy Olive
    Keeper Stretch Headband
    Keeper Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Let& Let&
    Let's Play Ball Stretch Headband
    Let's Play Ball Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Point Set Stretch Headband - The Sassy Olive Point Set Stretch Headband - The Sassy Olive
    Point Set Stretch Headband
    Point Set Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Simone Stretch Headband - The Sassy Olive Simone Stretch Headband - The Sassy Olive
    Simone Stretch Headband
    Simone Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Stanley Cup Stretch Headband - The Sassy Olive Stanley Cup Stretch Headband - The Sassy Olive
    Stanley Cup Stretch Headband
    Stanley Cup Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Tendu Stretch Headband - The Sassy Olive Tendu Stretch Headband - The Sassy Olive
    Tendu Stretch Headband
    Tendu Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Trendy Cheer Stretch Headband - The Sassy Olive Trendy Cheer Stretch Headband - The Sassy Olive
    Trendy Cheer Stretch Headband
    Trendy Cheer Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Arizona Blue Floral Stretch Headband - The Sassy Olive Arizona Blue Floral Stretch Headband - The Sassy Olive
    Arizona Blue Floral Stretch Headband
    Arizona Blue Floral Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Arizona Blue Floral Wrap Headband - The Sassy Olive Arizona Blue Floral Wrap Headband - The Sassy Olive
    Arizona Blue Floral Wrap Headband
    Arizona Blue Floral Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Blue Galaxy Stretch Headband - The Sassy Olive Blue Galaxy Stretch Headband - The Sassy Olive
    Blue Galaxy Stretch Headband
    Blue Galaxy Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Blue Galaxy Wrap Headband - The Sassy Olive Blue Galaxy Wrap Headband - The Sassy Olive
    Blue Galaxy Wrap Headband
    Blue Galaxy Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Add to cart
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  • Blue Whimsy Cat Stretch Headband - The Sassy Olive Blue Whimsy Cat Stretch Headband - The Sassy Olive
    Blue Whimsy Cat Stretch Headband
    Blue Whimsy Cat Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Blush Linen Tie Dye Stretch Headband - The Sassy Olive Blush Linen Tie Dye Stretch Headband - The Sassy Olive
    Blush Linen Tie Dye Stretch Headband
    Blush Linen Tie Dye Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Chicken Scratch Stretch Headband - The Sassy Olive Chicken Scratch Stretch Headband - The Sassy Olive
    Chicken Scratch Stretch Headband
    Chicken Scratch Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Dark Peace Stretch Headband - The Sassy Olive Dark Peace Stretch Headband - The Sassy Olive
    Dark Peace Stretch Headband
    Dark Peace Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Dark Peace Wrap Headband - The Sassy Olive Dark Peace Wrap Headband - The Sassy Olive
    Dark Peace Wrap Headband
    Dark Peace Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Death to Barbie Stretch Headband - The Sassy Olive Death to Barbie Stretch Headband - The Sassy Olive
    Death to Barbie Stretch Headband
    Death to Barbie Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Death to Barbie Wrap Headband - The Sassy Olive Death to Barbie Wrap Headband - The Sassy Olive
    Death to Barbie Wrap Headband
    Death to Barbie Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Gridwork Tie Dye Stretch Headband - The Sassy Olive Gridwork Tie Dye Stretch Headband - The Sassy Olive
    Gridwork Tie Dye Stretch Headband
    Gridwork Tie Dye Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Gridwork Tie Dye Wrap Headband - The Sassy Olive Gridwork Tie Dye Wrap Headband - The Sassy Olive
    Gridwork Tie Dye Wrap Headband
    Gridwork Tie Dye Wrap Headband
    Regular price
    $18.00
    Regular price
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    $18.00
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  • Rabia Blue Stretch Headband - The Sassy Olive Rabia Blue Stretch Headband - The Sassy Olive
    Rabia Blue Stretch Headband
    Rabia Blue Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Rabia Blue Wrap Headband - The Sassy Olive Rabia Blue Wrap Headband - The Sassy Olive
    Rabia Blue Wrap Headband
    Rabia Blue Wrap Headband
    Regular price
    $18.00
    Regular price
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    $18.00
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  • Sun Bleached Splatter Tie Dye Stretch Headband - The Sassy Olive Sun Bleached Splatter Tie Dye Stretch Headband - The Sassy Olive
    Sun Bleached Splatter Tie Dye Stretch Headband
    Sun Bleached Splatter Tie Dye Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Tranquil Tie Dye Stretch Headband - The Sassy Olive Tranquil Tie Dye Stretch Headband - The Sassy Olive
    Tranquil Tie Dye Stretch Headband
    Tranquil Tie Dye Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Tranquil Tie Dye Wrap Headband - The Sassy Olive Tranquil Tie Dye Wrap Headband - The Sassy Olive
    Tranquil Tie Dye Wrap Headband
    Tranquil Tie Dye Wrap Headband
    Regular price
    $18.00
    Regular price
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    $18.00
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  • Tube Socks Tie Dye Stretch Headband - The Sassy Olive Tube Socks Tie Dye Stretch Headband - The Sassy Olive
    Tube Socks Tie Dye Stretch Headband
    Tube Socks Tie Dye Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Tube Socks Tie Dye Wrap Headband - The Sassy Olive Tube Socks Tie Dye Wrap Headband - The Sassy Olive
    Tube Socks Tie Dye Wrap Headband
    Tube Socks Tie Dye Wrap Headband
    Regular price
    $18.00
    Regular price
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    $18.00
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  • Anais Floral Wrap Headband - The Sassy Olive Anais Floral Wrap Headband - The Sassy Olive
    Anais Floral Wrap Headband
    Anais Floral Wrap Headband
    Regular price
    $18.00
    Regular price
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    $18.00
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  • Ansel Wrap Headband - The Sassy Olive Ansel Wrap Headband - The Sassy Olive
    Ansel Wrap Headband
    Ansel Wrap Headband
    Regular price
    $18.00
    Regular price
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    $18.00
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  • Barbie& Barbie&
    Barbie's Bandana Paisley Wrap Headband
    Barbie's Bandana Paisley Wrap Headband
    Regular price
    $18.00
    Regular price
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    $18.00
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  • Bohemian Terrain Wrap Headband - The Sassy Olive Bohemian Terrain Wrap Headband - The Sassy Olive
    Bohemian Terrain Wrap Headband
    Bohemian Terrain Wrap Headband
    Regular price
    $18.00
    Regular price
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    $18.00
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  • Bohoshade Sunflowers Wrap Headband - The Sassy Olive Bohoshade Sunflowers Wrap Headband - The Sassy Olive
    Bohoshade Sunflowers Wrap Headband
    Bohoshade Sunflowers Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Classic Leopard Print Wrap Headband - The Sassy Olive Classic Leopard Print Wrap Headband - The Sassy Olive
    Classic Leopard Print Wrap Headband
    Classic Leopard Print Wrap Headband
    Regular price
    $18.00
    Regular price
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    $18.00
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  • Colleen Floral Wrap Headband - The Sassy Olive Colleen Floral Wrap Headband - The Sassy Olive
    Colleen Floral Wrap Headband
    Colleen Floral Wrap Headband
    Regular price
    $18.00
    Regular price
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    $18.00
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  • Dolly& Dolly&
    Dolly's Garden Floral Wrap Headband
    Dolly's Garden Floral Wrap Headband
    Regular price
    $18.00
    Regular price
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    $18.00
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  • Glass Window Wrap Headband - The Sassy Olive Glass Window Wrap Headband - The Sassy Olive
    Glass Window Wrap Headband
    Glass Window Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Live, Laugh, Leopard Print Wrap Headband - The Sassy Olive Live, Laugh, Leopard Print Wrap Headband - The Sassy Olive
    Live, Laugh, Leopard Print Wrap Headband
    Live, Laugh, Leopard Print Wrap Headband
    Regular price
    $18.00
    Regular price
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    $18.00
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  • Madie& Madie&
    Madie's Mushrooms Wrap Headband
    Madie's Mushrooms Wrap Headband
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  • Cow Print Black and White Wrap Headband - The Sassy Olive Cow Print Black and White Wrap Headband - The Sassy Olive
    Cow Print Black and White Wrap Headband
    Cow Print Black and White Wrap Headband
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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
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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
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    $18.00
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  • Saffron Tie Dye Wrap Headband - The Sassy Olive Saffron Tie Dye Wrap Headband - The Sassy Olive
    Saffron Tie Dye Wrap Headband
    Saffron Tie Dye Wrap Headband
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  • Stargazing with Vincent Wrap Headband - The Sassy Olive Stargazing with Vincent Wrap Headband - The Sassy Olive
    Stargazing with Vincent Wrap Headband
    Stargazing with Vincent Wrap Headband
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    $18.00
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  • Tooled Leather Wrap Headband - The Sassy Olive Tooled Leather Wrap Headband - The Sassy Olive
    Tooled Leather Wrap Headband
    Tooled Leather Wrap Headband
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    $18.00
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    $18.00
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  • Wasiliewski Paisley Wrap Headband - The Sassy Olive Wasiliewski Paisley Wrap Headband - The Sassy Olive
    Wasiliewski Paisley Wrap Headband
    Wasiliewski Paisley Wrap Headband
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    $18.00
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    $18.00
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  • Scuba Poly Spandex by the Yard - The Sassy Olive Scuba Poly Spandex by the Yard - The Sassy Olive
    Scuba Poly Spandex by the Yard
    Scuba Poly Spandex by the Yard
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    $20.00
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    $20.00
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