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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

  • October Third Stretch Headband - The Sassy Olive October Third Stretch Headband - The Sassy Olive
    October Third Stretch Headband
    October Third Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Bernese Mountain Dog Stretch Headband - The Sassy Olive Bernese Mountain Dog Stretch Headband - The Sassy Olive
    Bernese Mountain Dog Stretch Headband
    Bernese Mountain Dog Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Calathea Stretch Headband - The Sassy Olive Calathea Stretch Headband - The Sassy Olive
    Calathea Stretch Headband
    Calathea Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Burger Stretch Headband - The Sassy Olive Burger Stretch Headband - The Sassy Olive
    Burger Stretch Headband
    Burger Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Black and Gold Stretch Headband - The Sassy Olive Black and Gold Stretch Headband - The Sassy Olive
    Black and Gold Stretch Headband
    Black and Gold Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Get Groomed Stretch Headband - The Sassy Olive Get Groomed Stretch Headband - The Sassy Olive
    Get Groomed Stretch Headband
    Get Groomed Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Bittersweet Stretch Headband - The Sassy Olive Bittersweet Stretch Headband - The Sassy Olive
    Bittersweet Stretch Headband
    Bittersweet Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Jack Russel Stretch Headband - The Sassy Olive Jack Russel Stretch Headband - The Sassy Olive
    Jack Russel Stretch Headband
    Jack Russel Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Catahoula Stretch Headband - The Sassy Olive Catahoula Stretch Headband - The Sassy Olive
    Catahoula Stretch Headband
    Catahoula Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Spooky Lilac Floral Stretch Headband - The Sassy Olive Spooky Lilac Floral Stretch Headband - The Sassy Olive
    Spooky Lilac Floral Stretch Headband
    Spooky Lilac Floral Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Monarch Garden Boho Buff - The Sassy Olive Monarch Garden Boho Buff - The Sassy Olive
    Monarch Garden Sassy Bandeau
    Monarch Garden Sassy Bandeau
    Regular price
    $18.00
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    $18.00
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  • Basic Roses Boho Buff - The Sassy Olive Basic Roses Boho Buff - The Sassy Olive
    Basic Roses Sassy Bandeau
    Basic Roses Sassy Bandeau
    Regular price
    $18.00
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    $18.00
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  • Anais Floral Boho Buff - The Sassy Olive Anais Floral Boho Buff - The Sassy Olive
    Anais Floral Sassy Bandeau
    Anais Floral Sassy Bandeau
    Regular price
    $18.00
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    $18.00
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  • Medici Floral Benzie Cap - The Sassy Olive Medici Floral Benzie Cap - The Sassy Olive
    Medici Floral Sassy Cap
    Medici Floral Sassy Cap
    Regular price
    $18.00
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    $18.00
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  • Sloth Season Stretch Headband - The Sassy Olive Sloth Season Stretch Headband - The Sassy Olive
    Sloth Season Stretch Headband
    Sloth Season Stretch Headband
    Regular price
    $15.00
    Regular price
    $15.00
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    $15.00
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  • Froggies Stretch Headband - The Sassy Olive Froggies Stretch Headband - The Sassy Olive
    Frogs by Scribbler Experiment Stretch Headband
    Frogs by Scribbler Experiment Stretch Headband
    Regular price
    $15.00
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    $15.00
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    $15.00
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  • Spooky Balloon Dogs Stretch Headband - The Sassy Olive Spooky Balloon Dogs Stretch Headband - The Sassy Olive
    Spooky Balloon Dogs Stretch Headband
    Spooky Balloon Dogs Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Cute Spooky Cats Stretch Headband - The Sassy Olive Cute Spooky Cats Stretch Headband - The Sassy Olive
    Cute Spooky Cats Stretch Headband
    Cute Spooky Cats Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Porcelain Paisley Stretch Headband - The Sassy Olive Porcelain Paisley Stretch Headband - The Sassy Olive
    Porcelain Paisley Stretch Headband
    Porcelain Paisley Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Inkwell Paisley Wrap Headband - The Sassy Olive Inkwell Paisley Wrap Headband - The Sassy Olive
    Inkwell Paisley Wrap Headband
    Inkwell Paisley Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Sugar Cones Stretch Headband - The Sassy Olive Sugar Cones Stretch Headband - The Sassy Olive
    Sugar Cones Stretch Headband
    Sugar Cones Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Good Morning Wrap Headband Good Morning Wrap Headband - The Sassy Olive
    Good Morning Wrap Headband
    Good Morning Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Blush Pink Solid Stretch Headband - The Sassy Olive Blush Pink Solid Stretch Headband - The Sassy Olive
    Blush Pink Solid Stretch Headband
    Blush Pink Solid Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Red Mandala Love Wrap Headband - The Sassy Olive Red Mandala Love Wrap Headband - The Sassy Olive
    Red Mandala Love Wrap Headband
    Red Mandala Love Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Red Hot Peppers Stretch Headband - The Sassy Olive Red Hot Peppers Stretch Headband - The Sassy Olive
    Red Hot Peppers Stretch Headband
    Red Hot Peppers Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Violet Veins Wrap Headband - The Sassy Olive Violet Veins Wrap Headband - The Sassy Olive
    Violet Veins Wrap Headband
    Violet Veins Wrap Headband
    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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  • Peachy Garden Wrap Headband - The Sassy Olive Peachy Garden Wrap Headband - The Sassy Olive
    Peachy Garden Wrap Headband
    Peachy Garden Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Mustard Yellow Solid Wrap Headband - The Sassy Olive Mustard Yellow Solid Wrap Headband - The Sassy Olive
    Mustard Yellow Solid Wrap Headband
    Mustard Yellow Solid Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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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
    Regular price
    Sale price
    $18.00
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  • Strawberry Plant Wrap Headband - The Sassy Olive Strawberry Plant Wrap Headband - The Sassy Olive
    Strawberry Plant Wrap Headband
    Strawberry Plant Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Honey Butter Wrap Headband - The Sassy Olive Honey Butter Wrap Headband - The Sassy Olive
    Honey Butter Wrap Headband
    Honey Butter Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Chocolate Garden Topknot Headband - The Sassy Olive Chocolate Garden Topknot Headband - The Sassy Olive
    Chocolate Garden Topknot Headband
    Chocolate Garden Topknot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Heather Grey Top Knot Headband - The Sassy Olive Heather Grey Top Knot Headband - The Sassy Olive
    Heather Grey Top Knot Headband
    Heather Grey Top Knot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $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
    Sale price
    $15.00
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  • Starlit Woods Stretch Headband - The Sassy Olive Starlit Woods Stretch Headband - The Sassy Olive
    Starlit Woods Stretch Headband
    Starlit Woods Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Similar products
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  • T - rexmas Cookies Stretch Headband - The Sassy Olive T - rexmas Cookies Stretch Headband - The Sassy Olive
    T-rexmas Cookies Stretch Headband
    T-rexmas Cookies Stretch Headband
    Regular price
    $15.00
    Regular price
    $15.00
    Sale price
    $15.00
    Add to cart
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  • Simple Safari Stretch Headband - The Sassy Olive Simple Safari Stretch Headband - The Sassy Olive
    Simple Safari Stretch Headband
    Simple Safari Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Chicago Cubs Stretch Headband - The Sassy Olive Chicago Cubs Stretch Headband - The Sassy Olive
    Chicago Cubs Stretch Headband
    Chicago Cubs Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Burnt Orange Top Knot Headband - The Sassy Olive Burnt Orange Top Knot Headband - The Sassy Olive
    Burnt Orange Top Knot Headband
    Burnt Orange Top Knot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Neon Nurse Stretch Headband - The Sassy Olive Neon Nurse Stretch Headband - The Sassy Olive
    Neon Nurse Stretch Headband
    Neon Nurse Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Germaphobe Stretch Headband - The Sassy Olive Germaphobe Stretch Headband - The Sassy Olive
    Germaphobe Stretch Headband
    Germaphobe Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Reynolds Stretch Headband - The Sassy Olive Reynolds Stretch Headband - The Sassy Olive
    Reynolds Stretch Headband
    Reynolds Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Fitz Plaid Stretch Headband - The Sassy Olive Fitz Plaid Stretch Headband - The Sassy Olive
    Fitz Plaid Stretch Headband
    Fitz Plaid Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Science Class Stretch Headband - The Sassy Olive Science Class Stretch Headband - The Sassy Olive
    Science Class Stretch Headband
    Science Class Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Perfect Fit Stretch Headband - The Sassy Olive Perfect Fit Stretch Headband - The Sassy Olive
    Perfect Fit Stretch Headband
    Perfect Fit Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Blush Blooms Stretch Headband - The Sassy Olive Blush Blooms Stretch Headband
    Blush Blooms Stretch Headband
    Blush Blooms Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Coral Reef Stretch Headband - The Sassy Olive Coral Reef Stretch Headband - The Sassy Olive
    Coral Reef Stretch Headband
    Coral Reef Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Checkered Bows Stretch Headband - The Sassy Olive Checkered Bows Stretch Headband - The Sassy Olive
    Checkered Bows Stretch Headband
    Checkered Bows Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Simple Sardine Stretch Headband - The Sassy Olive Simple Sardine Stretch Headband - The Sassy Olive
    Simple Sardine Stretch Headband
    Simple Sardine Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Lemon Grove Stretch Headband - The Sassy Olive Lemon Grove Stretch Headband - The Sassy Olive
    Lemon Grove Stretch Headband
    Lemon Grove Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Official Michigan State Stretch Headband - The Sassy Olive Official Michigan State Stretch Headband - The Sassy Olive
    Official Michigan State Stretch Headband
    Official Michigan State Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Outlaws Stretch Headband - The Sassy Olive Outlaws Stretch Headband - The Sassy Olive
    Outlaws Stretch Headband
    Outlaws Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Pencil Bows Stretch Headband - The Sassy Olive Pencil Bows Stretch Headband - The Sassy Olive
    Pencil Bows Stretch Headband
    Pencil Bows Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Border Collie Stretch Headband - The Sassy Olive Border Collie Stretch Headband - The Sassy Olive
    Border Collie Stretch Headband
    Border Collie Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • School Bussin Stretch Headband - The Sassy Olive School Bussin Stretch Headband - The Sassy Olive
    School Bussin Stretch Headband
    School Bussin Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Vintage Skates Stretch Headband - The Sassy Olive Vintage Skates Stretch Headband - The Sassy Olive
    Vintage Skates Stretch Headband
    Vintage Skates Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Domestic Violence Awareness Stretch Headband - The Sassy Olive Domestic Violence Awareness Stretch Headband - The Sassy Olive
    Domestic Violence Awareness Stretch Headband
    Domestic Violence Awareness Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Dark Mechanisms Stretch Headband - The Sassy Olive Dark Mechanisms Stretch Headband - The Sassy Olive
    Dark Mechanisms Stretch Headband
    Dark Mechanisms Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Blue and Red Stretch Headband - The Sassy Olive Blue and Red Stretch Headband - The Sassy Olive
    Blue and Red Stretch Headband
    Blue and Red Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Porcelain Plate Robins Stretch Headband - The Sassy Olive Porcelain Plate Robins Stretch Headband - The Sassy Olive
    Porcelain Plate Robins Stretch Headband
    Porcelain Plate Robins Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Woodsy Wonderland Stretch Headband - The Sassy Olive Woodsy Wonderland Stretch Headband - The Sassy Olive
    Woodsy Wonderland Stretch Headband
    Woodsy Wonderland Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Trick-or-Treat Stretch Headband - The Sassy Olive Trick-or-Treat Stretch Headband - The Sassy Olive
    Trick-or-Treat Stretch Headband
    Trick-or-Treat Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Spooky Lilac Floral Wrap Headband - The Sassy Olive Spooky Lilac Floral Wrap Headband - The Sassy Olive
    Spooky Lilac Floral Wrap Headband
    Spooky Lilac Floral Wrap Headband
    Regular price
    $18.00
    Regular price
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    $18.00
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  • Brown Boho Buff - The Sassy Olive Brown Boho Buff - The Sassy Olive
    Chocolate Brown Sassy Bandeau
    Chocolate Brown Sassy Bandeau
    Regular price
    $18.00
    Regular price
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    $18.00
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  • Retro Meadows Benzie Cap - The Sassy Olive Retro Meadows Benzie Cap - The Sassy Olive
    Retro Meadows Sassy Cap
    Retro Meadows Sassy Cap
    Regular price
    $18.00
    Regular price
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    $18.00
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  • Garden Flower Stretch Headband - The Sassy Olive Garden Flower Stretch Headband - The Sassy Olive
    Garden Flower Stretch Headband
    Garden Flower Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Country Club Stretch Headband - The Sassy Olive Country Club Stretch Headband - The Sassy Olive
    Country Club Stretch Headband
    Country Club Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Melted Sherbet Stretch Headband - The Sassy Olive Melted Sherbet Stretch Headband - The Sassy Olive
    Melted Sherbet Stretch Headband
    Melted Sherbet Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Rainbow Cattle Ranch Wrap Headband - The Sassy Olive Rainbow Cattle Ranch Wrap Headband - The Sassy Olive
    Rainbow Cattle Ranch Wrap Headband
    Rainbow Cattle Ranch Wrap Headband
    Regular price
    $18.00
    Regular price
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    $18.00
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  • Rainbow Cattle Ranch Stretch Headband - The Sassy Olive Rainbow Cattle Ranch Stretch Headband - The Sassy Olive
    Rainbow Cattle Ranch Stretch Headband
    Rainbow Cattle Ranch Stretch Headband
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  • Christmas Porch Goose Stretch Headband - The Sassy Olive Christmas Porch Goose Stretch Headband - The Sassy Olive
    Christmas Porch Goose Stretch Headband
    Christmas Porch Goose Stretch Headband
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  • Christmas Cookies Stretch Headband - The Sassy Olive Christmas Cookies Stretch Headband - The Sassy Olive
    Christmas Cookies Stretch Headband
    Christmas Cookies Stretch Headband
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  • Peace, Love & Gumdrop Buttons Stretch Headband - The Sassy Olive Peace, Love & Gumdrop Buttons Stretch Headband - The Sassy Olive
    Peace, Love & Gumdrop Buttons Stretch Headband
    Peace, Love & Gumdrop Buttons Stretch Headband
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  • Sugar Plum Paisley Wrap Headband - The Sassy Olive Sugar Plum Paisley Wrap Headband - The Sassy Olive
    Sugar Plum Paisley Wrap Headband
    Sugar Plum Paisley Wrap Headband
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  • Harvest Paisley Stretch Headband - The Sassy Olive Harvest Paisley Stretch Headband - The Sassy Olive
    Harvest Paisley Stretch Headband
    Harvest Paisley Stretch Headband
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  • Dollhouse Paisley Stretch Headband - The Sassy Olive Dollhouse Paisley Stretch Headband - The Sassy Olive
    Dollhouse Paisley Stretch Headband
    Dollhouse Paisley Stretch Headband
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  • Red, White & Blue Tie - Dye Wrap Headband - The Sassy Olive Red, White & Blue Tie - Dye Wrap Headband - The Sassy Olive
    Red, White & Blue Tie-Dye Wrap Headband
    Red, White & Blue Tie-Dye Wrap Headband
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  • Silver Solid Stretch Headband - The Sassy Olive Silver Solid Stretch Headband - The Sassy Olive
    Silver Solid Stretch Headband
    Silver Solid Stretch Headband
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  • Hawaiian Blue Solid Wrap Headband - The Sassy Olive Hawaiian Blue Solid Wrap Headband - The Sassy Olive
    Hawaiian Blue Solid Wrap Headband
    Hawaiian Blue Solid Wrap Headband
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