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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

  • Jams and Jellies Stretch Headband - The Sassy Olive Jams and Jellies Stretch Headband - The Sassy Olive
    Jams and Jellies Stretch Headband
    Jams and Jellies Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Queen C Stretch Headband - The Sassy Olive Queen C Stretch Headband - The Sassy Olive
    Queen C Stretch Headband
    Queen C Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Navy Polka Dot Top Knot Headband Navy Polka Dot Top Knot Headband - The Sassy Olive
    Navy Polka Dot Top Knot Headband
    Navy Polka Dot Top Knot Headband
    Regular price
    $15.00
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    $15.00
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  • Classic Black Polka Dot Stretch Headband - The Sassy Olive Classic Black Polka Dot Stretch Headband - The Sassy Olive
    Classic Black Polka Dot Stretch Headband
    Classic Black Polka Dot Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Miss Piggy Scrunchie Pack - The Sassy Olive Miss Piggy Scrunchie Pack - The Sassy Olive
    Miss Piggy Scrunchie Pack
    Miss Piggy Scrunchie Pack
    Regular price
    $18.00
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    $18.00
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  • Red Sunflowers Wrap Headband - The Sassy Olive Red Sunflowers Wrap Headband - The Sassy Olive
    Red Sunflowers Wrap Headband
    Red Sunflowers Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Lavender Splatter Wrap Headband - The Sassy Olive Lavender Splatter Wrap Headband - The Sassy Olive
    Lavender Splatter Wrap Headband
    Lavender Splatter Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Zebra Print Wrap Headband - The Sassy Olive Zebra Print Wrap Headband - The Sassy Olive
    Zebra Print Wrap Headband
    Zebra Print Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Brown Cow Print Wrap Headband - The Sassy Olive Brown Cow Print Wrap Headband - The Sassy Olive
    Brown Cow Print Wrap Headband
    Brown Cow Print Wrap Headband
    Regular price
    $18.00
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    $18.00
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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
    Regular price
    $18.00
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    $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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  • The Queen’s Garden Olive Twist Headband - The Sassy Olive The Queen’s Garden Olive Twist Headband - The Sassy Olive
    The Queen’s Garden Olive Twist Headband
    The Queen’s Garden Olive Twist Headband
    Regular price
    $18.00
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    $18.00
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  • Little White Flowers Twist Headband - The Sassy Olive Little White Flowers Twist Headband - The Sassy Olive
    Little White Flowers Twist Headband
    Little White Flowers Twist Headband
    Regular price
    $18.00
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    $18.00
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  • Eva Floral Twist Headband - The Sassy Olive Eva Floral Twist Headband - The Sassy Olive
    Eva Floral Twist Headband
    Eva Floral Twist Headband
    Regular price
    $18.00
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    $18.00
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  • Mycelium Dreamy Top Knot Headband - The Sassy Olive Mycelium Dreamy Top Knot Headband - The Sassy Olive
    Mycelium Dreamy Top Knot Headband
    Mycelium Dreamy Top Knot Headband
    Regular price
    $15.00
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    $15.00
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  • Daisy Delight Topknot Headband - The Sassy Olive Daisy Delight Topknot Headband - The Sassy Olive
    Daisy Delight Topknot Headband
    Daisy Delight Topknot Headband
    Regular price
    $15.00
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    $15.00
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  • Patchwork Top Knot Headband - The Sassy Olive Patchwork Top Knot Headband - The Sassy Olive
    Patchwork Top Knot Headband
    Patchwork Top Knot Headband
    Regular price
    $15.00
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    $15.00
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  • Eggplant Purple Top Knot Headband - The Sassy Olive Eggplant Purple Top Knot Headband - The Sassy Olive
    Eggplant Purple Top Knot Headband
    Eggplant Purple Top Knot 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
    Regular price
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    $15.00
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  • 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
    Regular price
    Sale price
    $15.00
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  • Calathea Twist Headband - The Sassy Olive Calathea Twist Headband - The Sassy Olive
    Calathea Twist Headband
    Calathea Twist Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Valentine’s Checker Stretch Headband - The Sassy Olive Valentine’s Checker Stretch Headband - The Sassy Olive
    Pink and Red Checker Stretch Headband
    Pink and Red Checker Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Rust About It Stretch Headband - The Sassy Olive Rust About It Stretch Headband - The Sassy Olive
    Rust About It Stretch Headband
    Rust About It Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Hot Dog, Hotdogs! Stretch Headband - The Sassy Olive Hot Dog, Hotdogs! Stretch Headband - The Sassy Olive
    Hot Dog, Hotdogs! Stretch Headband
    Hot Dog, Hotdogs! Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Firefighters Stretch Headband - The Sassy Olive Firefighters Stretch Headband - The Sassy Olive
    Firefighters Pink Stretch Headband
    Firefighters Pink Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Take Your Meds Stretch Headband - The Sassy Olive Take Your Meds Stretch Headband - The Sassy Olive
    Take Your Meds Stretch Headband
    Take Your Meds Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Monstera Top Knot Headband - The Sassy Olive Monstera Top Knot Headband - The Sassy Olive
    Monstera Top Knot Headband
    Monstera Top Knot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Cavity Cutie Stretch Headband - The Sassy Olive Cavity Cutie Stretch Headband - The Sassy Olive
    Cavity Cutie Stretch Headband
    Cavity Cutie Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Domestic Violence Awareness Stretch Headband - The Sassy Olive Domestic Violence Awareness Stretch Headband - The Sassy Olive
    Purple Ribbon Stretch Headband
    Purple Ribbon Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Be Kind to Your Mind Stretch Headband - The Sassy Olive Be Kind to Your Mind Stretch Headband - The Sassy Olive
    Be Kind to Your Mind Stretch Headband
    Be Kind to Your Mind Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Orange and Black Check Stretch Headband - The Sassy Olive Orange and Black Check Stretch Headband - The Sassy Olive
    Orange and Black Check Stretch Headband
    Orange and Black Check Stretch Headband
    Regular price
    $15.00
    Regular price
    $15.00
    Sale price
    $15.00
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  • Bloom Blast Stretch Headband Bloom Blast Stretch Headband - The Sassy Olive
    Bloom Blast Stretch Headband
    Bloom Blast Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Spirits of Spring Stretch Headband - The Sassy Olive Midnight Bloom Stretch Headband - The Sassy Olive
    Spirits of Spring Stretch Headband
    Spirits of Spring Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Oh Whale Stretch Headband - The Sassy Olive Oh Whale Stretch Headband - The Sassy Olive
    Oh Whale Stretch Headband
    Oh Whale Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Zebra Print Stretch Headband - The Sassy Olive Zebra Print Stretch Headband - The Sassy Olive
    Zebra Print Stretch Headband
    Zebra Print Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Alphabet Scramble Stretch Headband - The Sassy Olive Alphabet Scramble Stretch Headband - The Sassy Olive
    Alphabet Scramble Stretch Headband
    Alphabet Scramble 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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  • Lead Jammer Stretch Headband - The Sassy Olive Lead Jammer Stretch Headband - The Sassy Olive
    Lead Jammer Stretch Headband
    Lead Jammer Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Climb Red Stretch Headband - The Sassy Olive Climb Red Stretch Headband - The Sassy Olive
    Climb Red Stretch Headband
    Climb Red Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Gaston Stretch Headband - The Sassy Olive Gaston Stretch Headband - The Sassy Olive
    Gaston Stretch Headband
    Gaston Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Cocker Spaniel Stretch Headband - The Sassy Olive Cocker Spaniel Stretch Headband - The Sassy Olive
    Cocker Spaniel Stretch Headband
    Cocker Spaniel Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Forest Constellations Stretch Headband - The Sassy Olive Forest Constellations Stretch Headband - The Sassy Olive
    Forest Constellations Stretch Headband
    Forest Constellations Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Frankie’s Bride Stretch Headband - The Sassy Olive Frankie’s Bride Stretch Headband - The Sassy Olive
    Frankie’s Bride Stretch Headband
    Frankie’s Bride Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Queer Loving Beach Whale Stretch Headband - The Sassy Olive Queer Loving Beach Whale Stretch Headband - The Sassy Olive
    Queer Loving Beach Whale Stretch Headband
    Queer Loving Beach Whale Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Rose Garden Stretch Headband - The Sassy Olive Rose Garden Stretch Headband - The Sassy Olive
    Rose Garden Stretch Headband
    Rose Garden Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Sunset Florals Boho Buff - The Sassy Olive Sunset Florals Boho Buff - The Sassy Olive
    Sunset Florals Sassy Bandeau
    Sunset Florals Sassy Bandeau
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Merlot Boho Buff (Maroon) - The Sassy Olive Merlot Boho Buff (Maroon) - The Sassy Olive
    Merlot Burgundy Sassy Bandeau
    Merlot Burgundy Sassy Bandeau
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Bait Shop Boho Buff - The Sassy Olive Bait Shop Boho Buff - The Sassy Olive
    Bait Shop Sassy Bandeau
    Bait Shop Sassy Bandeau
    Regular price
    $18.00
    Regular price
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    $18.00
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  • 60& 60&
    60's Picnic Blanket Sassy Bandeau
    60's Picnic Blanket Sassy Bandeau
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Sun Bleached Splatter Tie Dye Boho Buff - The Sassy Olive Sun Bleached Splatter Tie Dye Boho Buff - The Sassy Olive
    Sun Bleached Splatter Tie Dye Sassy Bandeau
    Sun Bleached Splatter Tie Dye Sassy Bandeau
    Regular price
    $18.00
    Regular price
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    $18.00
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  • Cats by CloudKBD Slouchy Beanie - The Sassy Olive Cats by CloudKBD Slouchy Beanie
    Cats by CloudKBD Slouchy Beanie
    Cats by CloudKBD Slouchy Beanie
    Regular price
    $25.00
    Regular price
    Sale price
    $25.00
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  • Cottagecore Mushrooms Stretch Headband - The Sassy Olive Cottagecore Mushrooms Stretch Headband - The Sassy Olive
    Cottagecore Mushrooms Stretch Headband
    Cottagecore Mushrooms Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Mitten Flowers Stretch Headband - The Sassy Olive Mitten Flowers Stretch Headband - The Sassy Olive
    Mitten Flowers Stretch Headband
    Mitten Flowers Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Lions of Detroit Stretch Headband - The Sassy Olive Lions of Detroit Stretch Headband - The Sassy Olive
    Lions of Detroit Stretch Headband
    Lions of Detroit Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Mini Pink Polka Dots Topknot Headband - The Sassy Olive Mini Pink Polka Dots Topknot Headband - The Sassy Olive
    Mini Pink Polka Dots Topknot Headband
    Mini Pink Polka Dots Topknot Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Gingerbread Icing Stretch Headband - The Sassy Olive Gingerbread Icing Stretch Headband - The Sassy Olive
    Gingerbread Icing Stretch Headband
    Gingerbread Icing Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Christmas Teal Paisley Wrap Headband - The Sassy Olive Christmas Teal Paisley Wrap Headband - The Sassy Olive
    Christmas Teal Paisley Wrap Headband
    Christmas Teal Paisley Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Cabin Cutie Stretch Headband - The Sassy Olive Cabin Cutie Stretch Headband - The Sassy Olive
    Cabin Cutie Stretch Headband
    Cabin Cutie Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • BooJee Christmas Stretch Headband - The Sassy Olive BooJee Christmas Stretch Headband - The Sassy Olive
    BooJee Christmas Stretch Headband
    BooJee Christmas Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Smoke Paisley Top Knot Headband Smoke Paisley Top Knot Headband
    Smoke Paisley Top Knot Headband
    Smoke Paisley Top Knot Headband
    Regular price
    $15.00
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    $15.00
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  • Petals & Paisley Wrap Headband - The Sassy Olive Petals & Paisley Wrap Headband - The Sassy Olive
    Petals & Paisley Wrap Headband
    Petals & Paisley Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Petals & Paisley Stretch Headband - The Sassy Olive Petals & Paisley Stretch Headband - The Sassy Olive
    Petals & Paisley Stretch Headband
    Petals & Paisley Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Ocotillo Paisley Stretch Headband - The Sassy Olive Ocotillo Paisley Stretch Headband - The Sassy Olive
    Ocotillo Paisley Stretch Headband
    Ocotillo Paisley Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Blush Pink Solid Wrap Headband - The Sassy Olive Blush Pink Solid Wrap Headband - The Sassy Olive
    Blush Pink Solid Wrap Headband
    Blush Pink Solid Wrap Headband
    Regular price
    $18.00
    Regular price
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    $18.00
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  • Prickly Pear Cactus Stretch Headband - The Sassy Olive Prickly Pear Cactus Stretch Headband - The Sassy Olive
    Prickly Pear Cactus Stretch Headband
    Prickly Pear Cactus Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Leopard Pink Stretch Headband - The Sassy Olive Leopard Pink Stretch Headband - The Sassy Olive
    Leopard Pink Stretch Headband
    Leopard Pink Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • U of M Polka Dots Stretch Headband - The Sassy Olive U of M Polka Dots Stretch Headband - The Sassy Olive
    U of M Polka Dots Stretch Headband
    U of M Polka Dots Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Secret Garden Stretch Headband - The Sassy Olive Secret Garden Stretch Headband - The Sassy Olive
    Secret Garden Stretch Headband
    Secret Garden Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Tomato Tomato Stretch Headband - The Sassy Olive Tomato Tomato Stretch Headband - The Sassy Olive
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  • Bug Buddies Stretch Headband - The Sassy Olive Bug Buddies Stretch Headband - The Sassy Olive
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  • Rosehips and Petals Stretch Headband - The Sassy Olive Rosehips and Petals Stretch Headband - The Sassy Olive
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  • Wine and Dine Scrunchie Pack - The Sassy Olive Wine and Dine Scrunchie Pack - The Sassy Olive
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    Wine and Dine Scrunchie Pack
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  • Retro Stitches Wrap Headband - The Sassy Olive Retro Stitches Wrap Headband - The Sassy Olive
    Retro Stitches Wrap Headband
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  • Sunlit Meadow Wrap Headband - The Sassy Olive Sunlit Meadow Wrap Headband - The Sassy Olive
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  • Yellow Bell Floral Wrap Headband - The Sassy Olive Yellow Bell Floral Wrap Headband - The Sassy Olive
    Yellow Bell Floral Wrap Headband
    Yellow Bell Floral Wrap Headband
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  • Olive Medallions Wrap Headband - The Sassy Olive Olive Medallions Wrap Headband - The Sassy Olive
    Olive Medallions Wrap Headband
    Olive Medallions Wrap Headband
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  • Orange Couch Wrap Headband - The Sassy Olive Orange Couch Wrap Headband - The Sassy Olive
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  • Dusty Blue Grey Solid Wrap Headband - The Sassy Olive Dusty Blue Grey Solid Wrap Headband - The Sassy Olive
    Dusty Blue Grey Solid Wrap Headband
    Dusty Blue Grey Solid Wrap Headband
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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
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  • Pretty Paws Twist Headband - The Sassy Olive Pretty Paws Twist Headband - The Sassy Olive
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