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    Special Offers
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    • Grab Bags
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    • Personalize & Pet Face
    • Custom Headbands
    • Special Request Product
    • Custom Fabric Printing
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    • Short Hair
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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

  • Tropical Pickle Ball Stretch Headband - The Sassy Olive Tropical Pickle Ball Stretch Headband - The Sassy Olive
    Tropical Pickle Ball Stretch Headband
    Tropical Pickle Ball Stretch Headband
    Regular price
    $15.00
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    Sale price
    $15.00
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  • Mod Pastel Flowers Stretch Headband - The Sassy Olive Mod Pastel Flowers Stretch Headband - The Sassy Olive
    Mod Pastel Flowers Stretch Headband
    Mod Pastel Flowers Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Mod Pastel Flowers Wrap Headband - The Sassy Olive Mod Pastel Flowers Wrap Headband - The Sassy Olive
    Mod Pastel Flowers Wrap Headband
    Mod Pastel Flowers Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Red Mandala Love Stretch Headband - The Sassy Olive Red Mandala Love Stretch Headband - The Sassy Olive
    Red Mandala Love Stretch Headband
    Red Mandala Love Stretch Headband
    Regular price
    $15.00
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    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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  • Cornbread Cast Iron Stretch Headband - The Sassy Olive Cornbread Cast Iron Stretch Headband - The Sassy Olive
    Cornbread Cast Iron Stretch Headband
    Cornbread Cast Iron Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Cameras Stretch Headband - The Sassy Olive Cameras Stretch Headband - The Sassy Olive
    Cameras Stretch Headband
    Cameras Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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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
    Regular price
    $10.00
    Regular price
    Sale price
    $10.00
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  • Walter Fish Boho Buff Headband - The Sassy Olive Walter Fish Boho Buff Headband - The Sassy Olive
    Walter Fish Boho Buff Headband
    Walter Fish Boho Buff Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Boot Scootin Stretch Headband - The Sassy Olive Boot Scootin Stretch Headband - The Sassy Olive
    Boot Scootin Stretch Headband
    Boot Scootin Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Dark Butterfly Noir Stretch Headband - The Sassy Olive Dark Butterfly Noir Stretch Headband - The Sassy Olive
    Dark Butterfly Noir Stretch Headband
    Dark Butterfly Noir Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $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
    Regular price
    Sale price
    $15.00
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  • Dive Bar Stretch Headband - The Sassy Olive Dive Bar Stretch Headband - The Sassy Olive
    Dive Bar Stretch Headband
    Dive Bar Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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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
    Sale price
    $15.00
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  • Punchy Dreams Stretch Headband - The Sassy Olive Punchy Dreams Stretch Headband - The Sassy Olive
    Punchy Dreams Stretch Headband
    Punchy Dreams Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Rodeo Pups Stretch Headband - The Sassy Olive Rodeo Pups Stretch Headband - The Sassy Olive
    Rodeo Pups Stretch Headband
    Rodeo Pups Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Turkey Mount Stretch Headband - The Sassy Olive Turkey Mount Stretch Headband - The Sassy Olive
    Turkey Mount Stretch Headband
    Turkey Mount Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Hawaiian Blue Solid Stretch Headband - The Sassy Olive Hawaiian Blue Solid Stretch Headband - The Sassy Olive
    Hawaiian Blue Solid Stretch Headband
    Hawaiian Blue Solid Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Hawaiian Blue Solid Top Knot Headband - The Sassy Olive Hawaiian Blue Solid Top Knot Headband - The Sassy Olive
    Hawaiian Blue Solid Top Knot Headband
    Hawaiian Blue Solid Top Knot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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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
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Tan Solid Stretch Headband - The Sassy Olive Tan Solid Stretch Headband - The Sassy Olive
    Tan Solid Stretch Headband
    Tan Solid Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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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
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Tan Solid Wrap Headband - The Sassy Olive Tan Solid Wrap Headband - The Sassy Olive
    Tan Solid Wrap Headband
    Tan Solid Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Add to cart
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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
    Add to cart
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  • Blush Pink Solid Top Knot Headband - The Sassy Olive Blush Pink Solid Top Knot Headband - The Sassy Olive
    Blush Pink Solid Top Knot Headband
    Blush Pink Solid Top Knot 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
    Sale price
    $18.00
    Add to cart
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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
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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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
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Silver Solid Wrap Headband - The Sassy Olive Silver Solid Wrap Headband - The Sassy Olive
    Silver Solid Wrap Headband
    Silver Solid Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Add to cart
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  • Rainforest Baby Twist Headband - The Sassy Olive Rainforest Baby Twist Headband - The Sassy Olive
    Rainforest Baby Twist Headband
    Rainforest Baby Twist Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Add to cart
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  • Cowgirl Seahorse Stretch Headband - The Sassy Olive Cowgirl Seahorse Stretch Headband - The Sassy Olive
    Cowgirl Seahorse Stretch Headband
    Cowgirl Seahorse Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Howdy Aloha Stretch Headband - The Sassy Olive Howdy Aloha Stretch Headband - The Sassy Olive
    Howdy Aloha Stretch Headband
    Howdy Aloha Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Seashells & Spurs Stretch Headband - The Sassy Olive Seashells & Spurs Stretch Headband - The Sassy Olive
    Seashells & Spurs Stretch Headband
    Seashells & Spurs Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Surf’s Up Cowgirl Stretch Headband - The Sassy Olive Surf’s Up Cowgirl Stretch Headband - The Sassy Olive
    Surf’s Up Cowgirl Stretch Headband
    Surf’s Up Cowgirl Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Yeehaw Dolphins Stretch Headband - The Sassy Olive Yeehaw Dolphins Stretch Headband - The Sassy Olive
    Yeehaw Dolphins Stretch Headband
    Yeehaw Dolphins Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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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
    Add to cart
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  • Blueberry Season Headband Bundle - The Sassy Olive Blueberry Lemon Squeeze Stretch Headband - The Sassy Olive
    Blueberry Season Headband Bundle
    Blueberry Season Headband Bundle
    Regular price
    $75.00
    Regular price
    Sale price
    $75.00
    Similar products
    Sold out
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  • Fireworks Stretch Headband - The Sassy Olive Fireworks Stretch Headband - The Sassy Olive
    Fireworks Stretch Headband
    Fireworks Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Freedom Pop Stretch Headband - The Sassy Olive Freedom Pop Stretch Headband - The Sassy Olive
    Freedom Pop Stretch Headband
    Freedom Pop Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Picnic With Uncle Sam Stretch Headband - The Sassy Olive Picnic With Uncle Sam Stretch Headband - The Sassy Olive
    Picnic With Uncle Sam Stretch Headband
    Picnic With Uncle Sam Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Patriotic Coastline Crab Stretch Headband - The Sassy Olive Patriotic Coastline Crab Stretch Headband - The Sassy Olive
    Patriotic Coastline Crab Stretch Headband
    Patriotic Coastline Crab Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Patriotic Coastline Crab Top Knot Headband - The Sassy Olive Patriotic Coastline Crab Top Knot Headband - The Sassy Olive
    Patriotic Coastline Crab Top Knot Headband
    Patriotic Coastline Crab Top Knot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Stars & Cherries Stretch Headband Stars & Cherries Stretch Headband - The Sassy Olive
    Stars & Cherries Stretch Headband
    Stars & Cherries Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Stars & Cherries Top Knot Headband - The Sassy Olive Stars & Cherries Top Knot Headband - The Sassy Olive
    Stars & Cherries Top Knot Headband
    Stars & Cherries Top Knot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • USA Goose Party Stretch Headband - The Sassy Olive USA Goose Party Stretch Headband - The Sassy Olive
    USA Goose Party Stretch Headband
    USA Goose Party Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • USA Goose Party Top Knot Headband - The Sassy Olive USA Goose Party Top Knot Headband - The Sassy Olive
    USA Goose Party Top Knot Headband
    USA Goose Party Top Knot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Red, White & Blue Tie - Dye Stretch Headband - The Sassy Olive Red, White & Blue Tie - Dye Stretch Headband - The Sassy Olive
    Red, White & Blue Tie-Dye Stretch Headband
    Red, White & Blue Tie-Dye Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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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
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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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
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Dollhouse Paisley Top Knot Headband - The Sassy Olive Dollhouse Paisley Top Knot Headband - The Sassy Olive
    Dollhouse Paisley Top Knot Headband
    Dollhouse Paisley Top Knot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Dollhouse Paisley Twist Headband - The Sassy Olive Dollhouse Paisley Twist Headband - The Sassy Olive
    Dollhouse Paisley Twist Headband
    Dollhouse Paisley Twist Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Dollhouse Paisley Wrap Headband - The Sassy Olive Dollhouse Paisley Wrap Headband - The Sassy Olive
    Dollhouse Paisley Wrap Headband
    Dollhouse Paisley Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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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
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Harvest Paisley Top Knot Headband - The Sassy Olive Harvest Paisley Top Knot Headband - The Sassy Olive
    Harvest Paisley Top Knot Headband
    Harvest Paisley Top Knot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Harvest Paisley Twist Headband - The Sassy Olive Harvest Paisley Twist Headband - The Sassy Olive
    Harvest Paisley Twist Headband
    Harvest Paisley Twist Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Harvest Paisley Wrap Headband - The Sassy Olive Harvest Paisley Wrap Headband - The Sassy Olive
    Harvest Paisley Wrap Headband
    Harvest Paisley Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Add to cart
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  • Henna Paisley Stretch Headband - The Sassy Olive Henna Paisley Stretch Headband - The Sassy Olive
    Henna Paisley Stretch Headband
    Henna Paisley Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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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
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Henna Paisley Twist Headband - The Sassy Olive Henna Paisley Twist Headband - The Sassy Olive
    Henna Paisley Twist Headband
    Henna Paisley Twist Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Henna Paisley Wrap Headband - The Sassy Olive Henna Paisley Wrap Headband - The Sassy Olive
    Henna Paisley Wrap Headband
    Henna Paisley Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Inkwell Paisley Stretch Headband - The Sassy Olive Inkwell Paisley Stretch Headband - The Sassy Olive
    Inkwell Paisley Stretch Headband
    Inkwell Paisley Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Inkwell Paisley Top Knot Headband - The Sassy Olive Inkwell Paisley Top Knot Headband - The Sassy Olive
    Inkwell Paisley Top Knot Headband
    Inkwell Paisley Top Knot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Inkwell Paisley Twist Headband - The Sassy Olive Inkwell Paisley Twist Headband - The Sassy Olive
    Inkwell Paisley Twist Headband
    Inkwell Paisley Twist Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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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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  • 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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  • Ocotillo Paisley Top Knot Headband - The Sassy Olive Ocotillo Paisley Top Knot Headband - The Sassy Olive
    Ocotillo Paisley Top Knot Headband
    Ocotillo Paisley Top Knot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Ocotillo Paisley Twist Headband - The Sassy Olive Ocotillo Paisley Twist Headband - The Sassy Olive
    Ocotillo Paisley Twist Headband
    Ocotillo Paisley Twist Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Add to cart
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  • Ocotillo Paisley Wrap Headband Ocotillo Paisley Wrap Headband - The Sassy Olive
    Ocotillo Paisley Wrap Headband
    Ocotillo Paisley Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Add to cart
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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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  • Petals & Paisley Top Knot Headband - The Sassy Olive Petals & Paisley Top Knot Headband - The Sassy Olive
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    Petals & Paisley Top Knot Headband
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  • Petals & Paisley Twist Headband - The Sassy Olive Petals & Paisley Twist Headband - The Sassy Olive
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  • Petals & Paisley Wrap Headband - The Sassy Olive Petals & Paisley Wrap Headband - The Sassy Olive
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  • Porcelain Paisley Stretch Headband - The Sassy Olive Porcelain Paisley Stretch Headband - The Sassy Olive
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  • Porcelain Paisley Top Knot Headband - The Sassy Olive Porcelain Paisley Top Knot Headband - The Sassy Olive
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    Porcelain Paisley Top Knot Headband
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  • Porcelain Paisley Twist Headband - The Sassy Olive Porcelain Paisley Twist Headband - The Sassy Olive
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    Porcelain Paisley Twist Headband
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  • Porcelain Paisley Wrap Headband - The Sassy Olive Porcelain Paisley Wrap Headband - The Sassy Olive
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    Porcelain Paisley Wrap Headband
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  • Sahara Paisley Stretch Headband Sahara Paisley Stretch Headband - The Sassy Olive
    Sahara Paisley Stretch Headband
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  • Sahara Paisley Top Knot Headband - The Sassy Olive Sahara Paisley Top Knot Headband - The Sassy Olive
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  • Sahara Paisley Twist Headband - The Sassy Olive Sahara Paisley Twist Headband - The Sassy Olive
    Sahara Paisley Twist Headband
    Sahara Paisley Twist Headband
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  • Sahara Paisley Wrap Headband - The Sassy Olive Sahara Paisley Wrap Headband - The Sassy Olive
    Sahara Paisley Wrap Headband
    Sahara Paisley Wrap Headband
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