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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

  • Snakeskin Top Knot Headband - The Sassy Olive Snakeskin Top Knot Headband - The Sassy Olive
    Snakeskin Top Knot Headband
    Snakeskin Top Knot Headband
    Regular price
    $15.00
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    $15.00
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  • Speak Now Top Knot Headband - The Sassy Olive Speak Now Top Knot Headband - The Sassy Olive
    Speak Now Top Knot Headband
    Speak Now Top Knot Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Red Cassette Top Knot Headband - The Sassy Olive Red Cassette Top Knot Headband - The Sassy Olive
    Red Cassette Top Knot Headband
    Red Cassette Top Knot Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • 1989 Top Knot Headband - The Sassy Olive 1989 Top Knot Headband - The Sassy Olive
    1989 Top Knot Headband
    1989 Top Knot Headband
    Regular price
    $15.00
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    $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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  • Autumn Curtain Stretch Headband - The Sassy Olive Autumn Curtain Stretch Headband - The Sassy Olive
    Autumn Curtain Stretch Headband
    Autumn Curtain Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Speculum Spectacle Stretch Headband - The Sassy Olive Speculum Spectacle Stretch Headband - The Sassy Olive
    Speculum Spectacle Stretch Headband
    Speculum Spectacle Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Platelets Stretch Headband - The Sassy Olive Platelets Stretch Headband - The Sassy Olive
    Platelets Stretch Headband
    Platelets Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Calathea Top Knot Headband - The Sassy Olive Calathea Top Knot Headband - The Sassy Olive
    Calathea Top Knot Headband
    Calathea Top Knot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Pyramid Scheme Stretch Headband - The Sassy Olive Pyramid Scheme Stretch Headband - The Sassy Olive
    Pyramid Scheme Stretch Headband
    Pyramid Scheme Stretch Headband
    Regular price
    $15.00
    Regular price
    $15.00
    Sale price
    $15.00
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  • Playtime Stretch Headband - The Sassy Olive Playtime Stretch Headband - The Sassy Olive
    Playtime Stretch Headband
    Playtime Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Game On Stretch Headband - The Sassy Olive Game On Stretch Headband - The Sassy Olive
    Game On Stretch Headband
    Game On Stretch Headband
    Regular price
    $15.00
    Regular price
    $15.00
    Sale price
    $15.00
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  • Techno Twirl Stretch Headband Techno Twirl Stretch Headband - The Sassy Olive
    Techno Twirl Stretch Headband
    Techno Twirl Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Saying Gay is OK Stretch Headband - The Sassy Olive Saying Gay is OK Stretch Headband - The Sassy Olive
    Saying Gay is OK Stretch Headband
    Saying Gay is OK Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Bichon Frise Stretch Headband - The Sassy Olive Bichon Frise Stretch Headband - The Sassy Olive
    Bichon Frise Stretch Headband
    Bichon Frise Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Proud Ally Stretch Headband - The Sassy Olive Proud Ally Stretch Headband - The Sassy Olive
    Proud Ally Stretch Headband
    Proud Ally Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Bacon Pinafore Bearded Dragon Random Ass Stretch - The Sassy Olive Bacon Pinafore Bearded Dragon Random Ass Stretch - The Sassy Olive
    Bacon Pinafore Bearded Dragon Random Ass Stretch Headband
    Bacon Pinafore Bearded Dragon Random Ass Stretch Headband
    Regular price
    $10.00
    Regular price
    Sale price
    $10.00
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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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  • 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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  • 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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  • Rope - a - Dope Stretch Headband - The Sassy Olive Rope - a - Dope Stretch Headband - The Sassy Olive
    Rope-a-Dope Stretch Headband
    Rope-a-Dope Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • RRGCC Pendergrass - Murray Stretch - The Sassy Olive RRGCC Pendergrass - Murray Stretch - The Sassy Olive
    RRGCC Pendergrass-Murray Stretch
    RRGCC Pendergrass-Murray Stretch
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Chicken of the Woods Stretch Headband - The Sassy Olive Chicken of the Woods Stretch Headband - The Sassy Olive
    Chicken of the Woods Stretch Headband
    Chicken of the Woods Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Y2K Stripes Wrap Headband Y2K Stripes Wrap Headband
    Y2K Stripes Wrap Headband
    Y2K Stripes Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Y2K Stripes Top Knot Headband Y2K Stripes Top Knot Headband
    Y2K Stripes Top Knot Headband
    Y2K Stripes Top Knot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Y2K Stripes Stretch Headband A smiling woman with curly black hair wears a brown long-sleeve top and a light blue and red striped headband, posing in front of a colorful wooden wall.
    Y2K Stripes Stretch Headband
    Y2K Stripes Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Plum Berry Stripes Wrap Headband Plum Berry Stripes Wrap Headband
    Plum Berry Stripes Wrap Headband
    Plum Berry Stripes Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Plum Berry Stripes Top Knot Headband A woman with curly black hair wearing a pink and white gingham bow headband, posing in front of a pink floral mural.
    Plum Berry Stripes Top Knot Headband
    Plum Berry Stripes Top Knot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Plum Berry Stripes Stretch Headband A woman with long, curly black hair wearing a pink and purple striped headband and a brown top, looking down with a smile in front of a pink and blue floral background.
    Plum Berry Stripes Stretch Headband
    Plum Berry Stripes Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Grungy Leopard Wrap Headband Grungy Leopard Wrap Headband
    Grungy Leopard Wrap Headband
    Grungy Leopard Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Grungy Leopard Top Knot Headband Wildfire Paisley Top Knot Headband - The Sassy Olive
    Grungy Leopard Top Knot Headband
    Grungy Leopard Top Knot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Grungy Leopard Stretch Headband A woman with curly black hair wearing a blue and white patterned headband and a brown long-sleeve top, posing in front of a red brick wall.
    Grungy Leopard Stretch Headband
    Grungy Leopard Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Fall Rainbow Stripe Top Knot Headband Fall Rainbow Stripe Top Knot Headband
    Fall Rainbow Stripe Top Knot Headband
    Fall Rainbow Stripe Top Knot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Fall Rainbow Stripe Wrap Headband A smiling woman with curly black hair wears a vibrant rainbow-striped plaid headband and a brown long-sleeve top, leaning against a pastel geometric wall.
    Fall Rainbow Stripe Wrap Headband
    Fall Rainbow Stripe Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Add to cart
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  • Fall Rainbow Stripe Stretch Headband A smiling woman with curly black hair wears a brown long-sleeve top and a rainbow-striped headband, posing against a pastel geometric wall.
    Fall Rainbow Stripe Stretch Headband
    Fall Rainbow Stripe Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Chartreuse Pink Polka Dots Top Knot Headband Chartreuse Pink Polka Dots Top Knot Headband
    Chartreuse Pink Polka Dots Top Knot Headband
    Chartreuse Pink Polka Dots Top Knot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Chartreuse Pink Polka Dots Wrap Headband A woman with curly black hair wearing a brown long-sleeve top and a pink and yellow striped headband, posing in front of a colorful yellow, pink, and blue patterned wall.
    Chartreuse Pink Polka Dots Wrap Headband
    Chartreuse Pink Polka Dots Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Add to cart
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  • Chartreuse Pink Polka Dots Stretch Headband Chartreuse Pink Polka Dots Stretch Headband
    Chartreuse Pink Polka Dots Stretch Headband
    Chartreuse Pink Polka Dots Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Brown Polka Dots Wrap Headband Brown Polka Dots Wrap Headband
    Brown Polka Dots Wrap Headband
    Brown Polka Dots Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Add to cart
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  • Brown Polka Dots Top Knot Headband Brown Polka Dots Top Knot Headband
    Brown Polka Dots Top Knot Headband
    Brown Polka Dots Top Knot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Brown Polka Dots Stretch Headband A woman with curly black hair wearing a pink polka-dot headband and a brown long-sleeve top, smiling while holding a blue mug with latte art in an outdoor cafe setting.
    Brown Polka Dots Stretch Headband
    Brown Polka Dots Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Vintage Vines Wrap Headband Vintage Vines Wrap Headband
    Vintage Vines Wrap Headband
    Vintage Vines Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Vintage Vines Stretch Headband Vintage Vines Stretch Headband
    Vintage Vines Stretch Headband
    Vintage Vines Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • High Voltage Wrap Headband High Voltage Wrap Headband
    High Voltage Wrap Headband
    High Voltage Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • High Voltage Stretch Headband High Voltage Stretch Headband
    High Voltage Stretch Headband
    High Voltage Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Checker Hearts Wrap Headband Checker Hearts Wrap Headband
    Checker Hearts Wrap Headband
    Checker Hearts Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Add to cart
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  • Checker Hearts Stretch Headband Checker Hearts Stretch Headband
    Checker Hearts Stretch Headband
    Checker Hearts Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Fantasy Bookshelf Stretch Headband Fantasy Bookshelf Stretch Headband
    Fantasy Bookshelf Stretch Headband
    Fantasy Bookshelf Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Autumn Camo Sassy Bandeau Autumn Camo Sassy Bandeau
    Autumn Camo Sassy Bandeau
    Autumn Camo Sassy Bandeau
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Blue Bear Illustrations Fantasy Scrunchie Three-Pack - The Sassy Olive Blue Bear Illustrations Fantasy Scrunchie Three-Pack - The Sassy Olive
    Blue Bear Illustrations Fantasy Scrunchie Three-Pack
    Blue Bear Illustrations Fantasy Scrunchie Three-Pack
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Star Light Fairies Stretch Headband - The Sassy Olive Star Light Fairies Stretch Headband - The Sassy Olive
    Star Light Fairies Stretch Headband
    Star Light Fairies Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Pirate Cruise Ship Margarita Stretch Headband - The Sassy Olive Pirate Cruise Ship Margarita Stretch Headband - The Sassy Olive
    Pirate Cruise Ship Margarita Stretch Headband
    Pirate Cruise Ship Margarita Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Autumn Curtain Boho Buff - The Sassy Olive Autumn Curtain Sassy Bandeau - The Sassy Olive
    Autumn Curtain Sassy Bandeau
    Autumn Curtain Sassy Bandeau
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Add to cart
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  • Happy Kelly Solid Green Boho Buff - The Sassy Olive Happy Kelly Solid Green Boho Buff - The Sassy Olive
    Happy Kelly Green Solid Sassy Bandeau
    Happy Kelly Green Solid Sassy Bandeau
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Gingerbread Solid Brown Boho Buff - The Sassy Olive Gingerbread Solid Brown Boho Buff - The Sassy Olive
    Caramel Brown Solid Sassy Bandeau
    Caramel Brown Solid Sassy Bandeau
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Ditsy Spooky Top Knot Headband - The Sassy Olive Ditsy Spooky Top Knot Headband - The Sassy Olive
    Ditsy Spooky Top Knot Headband
    Ditsy Spooky Top Knot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Garden Flower Twist Headband - The Sassy Olive Garden Flower Twist Headband - The Sassy Olive
    Garden Flower Twist Headband
    Garden Flower Twist Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Cottagecore Mushrooms Top Knot Headband - The Sassy Olive Cottagecore Mushrooms Top Knot Headband - The Sassy Olive
    Cottagecore Mushrooms Top Knot Headband
    Cottagecore Mushrooms Top Knot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Checker Love Wrap Headband - The Sassy Olive Checker Love Wrap Headband - The Sassy Olive
    Checker Love Wrap Headband
    Checker Love Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Michigan Green Bike Ride Stretch Headband - The Sassy Olive Michigan Green Bike Ride Stretch Headband - The Sassy Olive
    Michigan Green Bike Ride Stretch Headband
    Michigan Green Bike Ride Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Purrception Stretch Headband - The Sassy Olive Purrception Stretch Headband - The Sassy Olive
    Purrception Stretch Headband
    Purrception Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Rainbow Forest Wrap Headband - The Sassy Olive Rainbow Forest Wrap Headband - The Sassy Olive
    Rainbow Forest Wrap Headband
    Rainbow Forest Wrap Headband
    Regular price
    $18.00
    Regular price
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    $18.00
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  • One in a Million Wrap Headband - The Sassy Olive One in a Million Wrap Headband - The Sassy Olive
    One in a Million Wrap Headband
    One in a Million Wrap Headband
    Regular price
    $18.00
    Regular price
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    $18.00
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  • Hanukkah Chanukkah Stretch Headband - The Sassy Olive Hanukkah Chanukkah Stretch Headband - The Sassy Olive
    Hanukkah Chanukkah Stretch Headband
    Hanukkah Chanukkah Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Evergreen Sprinkle Wrap Headband - The Sassy Olive Evergreen Sprinkle Wrap Headband - The Sassy Olive
    Evergreen Sprinkle Wrap Headband
    Evergreen Sprinkle Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Dan’s Trees Wrap Headband - The Sassy Olive Dan’s Trees Wrap Headband - The Sassy Olive
    Dan’s Trees Wrap Headband
    Dan’s Trees Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Candy Cane Lane Wrap Headband - The Sassy Olive Candy Cane Lane Wrap Headband - The Sassy Olive
    Candy Cane Lane Wrap Headband
    Candy Cane Lane Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Golden Christmas Tree Stretch Headband - The Sassy Olive Golden Christmas Tree Stretch Headband - The Sassy Olive
    Golden Christmas Tree Stretch Headband
    Golden Christmas Tree Stretch Headband
    Regular price
    $15.00
    Regular price
    $15.00
    Sale price
    $15.00
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  • Wildfire Paisley Top Knot Headband - The Sassy Olive Wildfire Paisley Top Knot Headband - The Sassy Olive
    Wildfire Paisley Top Knot Headband
    Wildfire Paisley Top Knot Headband
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  • Porcelain Paisley Top Knot Headband - The Sassy Olive Porcelain Paisley Top Knot Headband - The Sassy Olive
    Porcelain Paisley Top Knot Headband
    Porcelain Paisley Top Knot Headband
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  • Henna Paisley Top Knot Headband - The Sassy Olive Henna Paisley Top Knot Headband - The Sassy Olive
    Henna Paisley Top Knot Headband
    Henna Paisley Top Knot Headband
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  • Silver Solid Top Knot Headband - The Sassy Olive Silver Solid Top Knot Headband - The Sassy Olive
    Silver Solid Top Knot Headband
    Silver Solid Top Knot Headband
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  • Tan Solid Top Knot Headband - The Sassy Olive Tan Solid Top Knot Headband - The Sassy Olive
    Tan Solid Top Knot Headband
    Tan Solid Top Knot Headband
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  • Horses F1 Casino Random Ass Sass Stretch Headband - The Sassy Olive Horses F1 Casino Random Ass Sass Stretch Headband - The Sassy Olive
    Horses F1 Casino Random Ass Sass Stretch Headband
    Horses F1 Casino Random Ass Sass Stretch Headband
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  • Ballerina Stretch Headband - The Sassy Olive Ballerina Stretch Headband - The Sassy Olive
    Ballerina Stretch Headband
    Ballerina Stretch Headband
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  • Season’s Diamond Stretch Headband - The Sassy Olive Season’s Diamond Stretch Headband - The Sassy Olive
    Season’s Diamond Stretch Headband
    Season’s Diamond Stretch Headband
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  • Masquerade Stretch Headband - The Sassy Olive Masquerade Stretch Headband - The Sassy Olive
    Masquerade Stretch Headband
    Masquerade Stretch Headband
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  • Getaway Stretch Headband - The Sassy Olive Getaway Stretch Headband - The Sassy Olive
    Getaway Stretch Headband
    Getaway Stretch Headband
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    $15.00
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  • Y2K Blue & Brown Polka Dot Top Knot Headband Y2K Blue & Brown Polka Dot Top Knot Headband
    Y2K Blue & Brown Polka Dot Top Knot Headband
    Y2K Blue & Brown Polka Dot Top Knot Headband
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    $15.00
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    $15.00
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  • Activist Headband Bundle – Set of 5 Stretch Headbands - The Sassy Olive
    Activist Headband Bundle – Set of 5 Stretch Headbands
    Activist Headband Bundle – Set of 5 Stretch Headbands
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    $70.00
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