Skip to content
  • Shop
    Shop
    • Featured Collections
      Featured Collections
      • Newest Arrivals
      • Best Sellers
      • Polka Dot Headband Collection
      • Social Justice Collection
      • St. Patrick’s Day Headbands
      • Sassy Medical Collection
      • Retro & 60s Headbands
      • The Michigan Mitten
      • Book Club
      • Shop All Collections
    • Shop by Type
      Shop by Type
      • Stretch Headbands
      • Top Knot Headbands
      • Wrap Headbands
      • Twist Headbands
      • Boho Buff
      • Slouchy Beanies
      • Benzie Caps
      • Scrunchie Packs
      • Baby Headbands
      • Shop All Headbands
      • Shop All Hats
    • Shop by Pattern
      Shop by Pattern
      • Floral
      • Hobbies & Obsessions
      • Naughty & Swears
      • Occupations
      • Paisley
      • Solid Colors
      • Sports
      • Tie Dye
      • Western Prints
      • Shop All Products
    • Special Offers
      Special Offers
      • The Sassy Olive "Style Me" Box
      • Grab Bags
      • Bundle Deals
      • Gift Card
      • Sale
      • Shop All Products
  • Customize
    Customize
    • Personalize & Pet Face
    • Custom Headbands
    • Special Request Product
    • Custom Printing
  • Styling
    Styling
    • Stretch
    • Wrap
    • Top Knot
    • Twist
    • Short Hair
    • Headbands with Bangs
  • Connect
    Connect
    • Contact Us
    • Retailers Near You
    • Craft Show Schedule
    • Fundraising
    • Collaborate as an Artist
    • Become an Affiliate
  • About
    About
    • Artists
    • Reviews
    • Press
    • Blog
    • About Landria
    • About the Team
  • In-Person Workshops
Log in
  • Facebook
  • Instagram
  • TikTok
  • YouTube
The Sassy OliveThe Sassy Olive
  • Shop
    Featured Collections
    • Newest Arrivals
    • Best Sellers
    • Polka Dot Headband Collection
    • Social Justice Collection
    • St. Patrick’s Day Headbands
    • Sassy Medical Collection
    • Retro & 60s Headbands
    • The Michigan Mitten
    • Book Club
    • Shop All Collections
    Shop by Type
    • Stretch Headbands
    • Top Knot Headbands
    • Wrap Headbands
    • Twist Headbands
    • Boho Buff
    • Slouchy Beanies
    • Benzie Caps
    • Scrunchie Packs
    • Baby Headbands
    • Shop All Headbands
    • Shop All Hats
    Shop by Pattern
    • Floral
    • Hobbies & Obsessions
    • Naughty & Swears
    • Occupations
    • Paisley
    • Solid Colors
    • Sports
    • Tie Dye
    • Western Prints
    • Shop All Products
    Special Offers
    • The Sassy Olive "Style Me" Box
    • Grab Bags
    • Bundle Deals
    • Gift Card
    • Sale
    • Shop All Products
  • Customize
    • Personalize & Pet Face
    • Custom Headbands
    • Special Request Product
    • Custom Printing
  • Styling
    • Stretch
    • Wrap
    • Top Knot
    • Twist
    • Short Hair
    • Headbands with Bangs
  • Connect
    • Contact Us
    • Retailers Near You
    • Craft Show Schedule
    • Fundraising
    • Collaborate as an Artist
    • Become an Affiliate
  • About
    • Artists
    • Reviews
    • Press
    • Blog
    • About Landria
    • About the Team
  • In-Person Workshops
Log in
Cart
Access Denied
IMPORTANT! If you’re a store owner, please make sure you have Customer accounts enabled in your Store Admin, as you have customer based locks set up with EasyLockdown app. Enable Customer Accounts

How to Style Headbands

  • Person wearing a colorful headband with a leopard print pattern, making a peace sign in front of green foliage.
     

    The Sassy Stretch

    Learn how to wear our best-selling stretch style with ease. Photos, tips, and videos show how it stays put all day.

    Style the Stretch
  • Woman wearing a colorful headband with a blurred natural background
     

    The Sassy Wrap

    See the many ways to wear our stackable wrap headband! Explore photos and videos for styling ideas and inspo.

    Style the Wrap
  • Woman holding strawberries wearing a floral headband in a grassy outdoor setting
     

    The Sassy Top Knot

    A bold look that never slips. See how to style your top knot and get inspo for messy buns, down days, and more.

    Style the Top Knot
  • Woman wearing a blue headband outdoors with greenery in the background
     

    The Sassy Twist

    Our twist style is full of personality! Learn how to wear it with buns, ponies, or braids in our styling photo guide.

    Style the Twist
  • Woman wearing a light purple hoodie and colorful headband with greenery in the background
     

    Styling Short Hair

    Short hair? No problem. Find styling tips and inspo to rock your headband with pixie cuts, bobs, and more.

    Style Short Hair
  • Woman wearing a patterned headband and a white shirt with orange text against a beige wall.
     

    Styling with Bangs

    See how to style your headband with bangs down or tucked. Includes real-life pics and our favorite bang-friendly tricks.

    Style with Bangs
Invalid password
Enter

Hang With Us

  • Careers
  • In-Person Workshops
  • Book a Private Party
  • Allegan Events
  • Craft Show Schedule

Fine Print

  • Delivery & Returns
  • Points & Coupons Policy
  • Privacy Policy
  • Terms of Service

Wholesale

  • Wholesale Login
  • Wholesale Application
  • Wholesale FAQ
  • Variety Picks
  • Signage & Resources

Subscribe

Be the first to know about new collections and exclusive offers, and get 10% off for signing up!

  • Facebook
  • Instagram
  • TikTok
  • YouTube
  • Follow us on social media!
© 2026, The Sassy Olive. All rights reserved.
  • Powered by Shopify
Home
Menu
Search
Shop

Cart
Account
  • Choosing a selection results in a full page refresh.
|