Kayla - Orthopedic Ankle Boots
Kayla - Orthopedic Ankle Boots
Kayla - Orthopedic Ankle Boots
Kayla - Orthopedic Ankle Boots
Kayla - Orthopedic Ankle Boots
Kayla - Orthopedic Ankle Boots
Kayla - Orthopedic Ankle Boots
Kayla - Orthopedic Ankle Boots
Kayla - Orthopedic Ankle Boots
Kayla - Orthopedic Ankle Boots
4.7/5 | 38.000+ Reviews

Kayla - Orthopedic Ankle Boots

$239.95 $59.95 Save 75%
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  • Anniversary sale ends tonight at 11:59 PM
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UPDATE: Due to the high order volume, our stock is very limited... If you are still able to press the 'Add to Cart' button, there's still some stock left!

RELIEVE YOUR FEET, SUPPORT YOUR BODY, AND GET BACK TO DOING WHAT YOU LOVE — WITHOUT THE PAIN HOLDING YOU BACK!

Say goodbye to everyday discomfort.
Our orthopedic shoes are designed to ease heel spurs, plantar fasciitis, and knee pain — so you can move with freedom, not frustration.

 ✔ Easy Slip-On Design – No zippers or laces. Just step in and go — perfect for tired backs or stiff joints.

✔ Soft Faux Fur Lining – Keeps your feet warm and cozy, even on the coldest mornings.

✔ Orthopedic Cushioning – Gently supports arches and heels to reduce pain and pressure throughout the day.

✔ Lightweight & Flexible – Moves naturally with your foot for all-day comfort without heaviness.

✔ Non-Slip Sole – Grippy rubber outsole for confident steps indoors and out. 

Specifications

  • Insole: Orthopedic cushioned footbed with arch support and pressure relief
  • Material: Water-resistant faux leather – structured, protective, and easy to clean
  • Lining: Soft faux fur interior for warmth and all-day comfort
  • Fit: True to size - wide-foot friendly. If you’re between sizes, we recommend choosing one size up for the best fit.

Why Women Love Kayla 

  • Thoughtfully Designed: Created by women, for women. Our designs are inspired by real lifestyles and comfort-first values.
  • Strict Quality Standards: Every pair is carefully checked for craftsmanship, fit, and finish. Only the best makes it into your box.
  • Customer Happiness Promise: We’re not satisfied unless you are. Simple as that.

If your size is still available, now’s the time to grab yours.

At Madison Boutique Charleston, customer satisfaction comes first. That's why we keep you constantly updated on your order and always offer free shipping.We use the reliable delivery services of UPS.

Trusted by thousands of women.


Love every piece — or send it back within 30 days.

Shopping with Madison Boutique Charleston is always simple, safe, and worry-free.

We make shopping simple, safe, and stress-free.

Here’s how you can pay:

  • Credit & Debit Cards: We accept all major cards — Visa, Mastercard, and American Express.
  • Mobile Payments: Enjoy a faster checkout with Apple Pay, Google Pay, or Shop Pay.
  • Gift Cards & Store Credit: Have one from us? You can easily use it toward your purchase.

Your payment is always protected — because your peace of mind matters to us.

Ashley Johnsonverified-badgeand 38.000+ women feel confident with Madison Boutique Charleston.

Customers love Madison Boutique Charleston

These boots are absolutely perfect! The suede feels so soft and high-quality, and they’re comfortable enough to wear all day. I love how they slouch just the right amount — stylish but still effortless. They go with everything from jeans to dresses, and I’ve already gotten so many compliments! Perfect for crisp autumn walks or cozy outings.

Valerie Harmon

These boots are absolutely stunning! The leather looks so sleek, and the quality feels amazing. I was surprised by how comfortable they are, even with the heel — I can wear them all day without any discomfort. They fit perfectly and instantly elevate any outfit, whether I’m dressing up or just wearing jeans and a sweater. I’ve already gotten so many compliments!

Amanda Brooks

I absolutely love this cardigan! The knit is soft and warm without feeling heavy, and the blue floral pattern is even prettier in person. It has such a relaxed, comfy fit that’s perfect for layering over a tank or tee. I’ve already worn it several times, and every time I do, someone compliments it! It’s quickly become one of my favorite pieces for cool days.

Emily Carter

This Blouse is a dream — soft, cozy, and so flattering. I’ve already worn it to brunch and church, and everyone asked where I got it.

Claire Benson

I’m obsessed with these shoes! They’re unbelievably comfortable and so easy to slip on. The inside lining is super soft and keeps my feet warm even on the coldest mornings. I also love the deep burgundy color — it looks so chic and goes with everything. Perfect for running errands or just staying cozy at home. I’ll definitely be ordering another pair!

Lauren Davis

"I’m in love with these boots! They’re super comfortable right out of the box — no breaking in needed. The color is gorgeous and goes with everything from jeans to dresses. I’ve worn them on long walks and they still feel great by the end of the day. The quality is fantastic, and I’ve already had people asking where I got them. Definitely my favorite pair this season!

Jessica Miller

I’m 65 and wanted something warm, lightweight, and easy to move in — this jacket is perfect. It keeps me cozy without feeling heavy, and I love how soft and comfortable it is. The longer length keeps my legs warmer on chilly walks, and the hood is a great bonus for windy days. The navy color is elegant and goes with everything. I’ve had several friends ask where I found it!

Patricia Reynolds

COMBINE AND GET AN EXTRA 10% OFF

CELEBRATING 10 YEARS OF COMFORT AND STYLE!

I started this little boutique as a mom, just hoping to build something special for my daughter and me.

There were tough days — nights I wasn’t sure how I’d make it.

But with every order, you helped us grow, dream, and believe again.

Today we celebrate our anniversary — and this is my way of saying thank you for being part of our story. ❤️

With love,
Madison Boutique Charleston

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Frequently Asked Questions

We use a return period of 30 days during which the customer may return his or her package without giving any reason. These 30 days start when the package is received. Please note that the return shipment must be sent back to us within these 30 days.

We’re committed to processing and shipping your orders quickly within 24 to 48 hours of placing them.

Once your order is on its way, you’ll receive a friendly email notification with tracking details. This will allow you to easily follow the journey of your package as it makes its way to you. You can click here to track your order when you have received the order details

At Madison Boutique , customer satisfaction comes first. That's why we keep you constantly updated on your order and always offer free shipping. We use the reliable delivery services of UPS.

We offer a range of secure and convenient payment methods to make your shopping experience seamless. Here’s what we currently accept:

  • Credit or Debit Cards: We welcome all major credit and debit cards, including Visa, Mastercard, and American Express.
  • Mobile Payment Services: You can also use Apple Pay, Shop Pay, or Google Pay for a quick and easy checkout.
  • Gift Cards or Store Credit: Have a gift card or store credit from us? You can use it towards your purchase.

For any press enquiries, please contact us at contact@madisonboutiquecharleston.com

We value every customer. Whether you need help with sizing, delivery details, or simply wish to learn more about our collections, our dedicated team is here to support you. All enquiries are answered within 48 hours.

FREE SHIPPING

Orders in the United States are always shipped for free and insured with Track & Trace

30 - DAY MONEY BACK GUARANTEE

At Madison Boutique Charleston, you can shop with peace of mind thanks to our 30-day money-back guarantee. Simply return your items within 30 days.

Secure checkout

At Madison Boutique Charleston, you can securely and conveniently pay for your order using Credit Card.