FREE SHIPPING ON ORDERS $125+, because we love you.

LIKE IT? GET IT. With our Payment Plans

Your cart

Your cart is empty

Check out these collections.

Women's
Men’s
Kids
Accessories
Jewelry
Gifts
Simply Charleston Boutique | Pop Up

Subscribe & Save

Signup and get 20% off your first purchase

By completing this form, you are signing up to receive our emails and can unsubscribe at any time

Dresses

39 Results

Clear filters
Always in Bloom Dress

Always in Bloom Dress

$64.00

4 sizes
  • XS
  • S
  • M
  • L
Autumn Awakening Dress

Autumn Awakening Dress

$62.00

3 sizes
  • S
  • M
  • L
Bubblegum Pop Dress

Bubblegum Pop Dress

$54.00

3 sizes
  • S
  • M
  • L
Catch Their Gaze Dress

Catch Their Gaze Dress

$42.00

1 size
  • S
Classic Charm Midi Dress

Classic Charm Midi Dress

$64.00

3 sizes
  • S
  • M
  • L
Courtside Cutie Dress

Courtside Cutie Dress

$34.00

3 sizes
  • S
  • M
  • L
Daily Charm Dress

Daily Charm Dress

$64.00

3 sizes
  • S
  • M
  • L
Daydreamer Dress

Daydreamer Dress

$59.00

3 sizes
  • S
  • M
  • L
Easy Days Dress

Easy Days Dress

from $64.00

2 colors, 6 sizes
  • Lemon
  • Navy
  • S
  • M
  • L
  • XL
  • 1XL
  • 2XL
Everything's Alright Dress

Everything's Alright Dress

$69.00

3 sizes
  • S
  • M
  • L
Fall In Love Dress

Fall In Love Dress

$52.00

3 colors, 3 sizes
  • Brown
  • S
  • M
  • L
For A Reason Dress

For A Reason Dress

$58.00

3 sizes
  • S
  • M
  • L
Green With Envy Dress

Green With Envy Dress

$64.00

3 sizes
  • S
  • M
  • L
Hampton Harbor Dress

Hampton Harbor Dress

$58.00

3 sizes
  • S
  • M
  • L
Island Time Maxi Dress

Island Time Maxi Dress

$26.00

3 sizes
  • S
  • M
  • L
Leopard Love Story Dress

Leopard Love Story Dress

$64.00

2 sizes
  • M
  • L
Let's Get Together Dress

Let's Get Together Dress

$56.00

3 sizes
  • S
  • M
  • L
Lunch In The Garden Dress

Lunch In The Garden Dress

$58.00

3 sizes
  • S
  • M
  • L
Making Plans Dress

Making Plans Dress

$75.00

3 sizes
  • S
  • M
  • L
Nashville Nights Denim Dress

Nashville Nights Denim Dress

$68.00

3 sizes
  • S
  • M
  • L
Pink Power Dress

Pink Power Dress

$48.00

3 sizes
  • S
  • M
  • L
Prep School Sweetheart Dress

Prep School Sweetheart Dress

$46.00

3 sizes
  • S
  • M
  • L
Pretty In Petals Dress

Pretty In Petals Dress

$52.00

3 sizes
  • S
  • M
  • L
Resort Mode Dress

Resort Mode Dress

$58.00

3 sizes
  • S
  • M
  • L
Simply Southern Blue Bow Denim Dress

Simply Southern Blue Bow Denim Dress

$67.99

6 sizes
  • XS
  • S
  • M
  • L
  • XL
  • 2XL
Simply Southern Zip Seapatch Dress

Simply Southern Zip Seapatch Dress

$46.99

6 sizes
  • XS
  • S
  • M
  • L
  • XL
  • 2XL
Southern Charm Dress
Sold out

Southern Charm Dress

$58.00

3 sizes
  • S
  • M
  • L
Spiced Cider Jumpsuit

Spiced Cider Jumpsuit

$62.00

3 sizes
  • S
  • M
  • L
Spot-On Dress

Spot-On Dress

$68.00

3 sizes
  • S
  • M
  • L
Spring Prowl Dress

Spring Prowl Dress

$58.00

3 sizes
  • S
  • M
  • L
Sweet Caroline Dress

Sweet Caroline Dress

$58.00

3 sizes
  • S
  • M
  • L
Sweet Freedom Dress

Sweet Freedom Dress

$54.00

3 sizes
  • S
  • M
  • L
Sweet Meadow Dress

Sweet Meadow Dress

$62.00

3 sizes
  • S
  • M
  • L
Sweet Sunday Dress

Sweet Sunday Dress

$62.00

3 sizes
  • S
  • M
  • L
The Lover Girl Dress
Sold out

The Lover Girl Dress

$68.00

3 sizes
  • S
  • M
  • L
The Speckled Sweetheart Dress

The Speckled Sweetheart Dress

$58.00

3 sizes
  • S
  • M
  • L
The Thin Mint Dress

The Thin Mint Dress

$52.00

3 sizes
  • S
  • M
  • L
Vintage Vibe Dress

Vintage Vibe Dress

$62.00

3 sizes
  • S
  • M
  • L
Wilder Ways Dress

Wilder Ways Dress

$62.00

3 sizes
  • S
  • M
  • L