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The Most Stylish Hats for Big Heads and Big Hair for the Summer!

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Hey, fashionistas! We’re in the midst of TCFSwim Week, where we’re bringing you the best and latest in plus size swim fashion! And let’s talk about a summer staple that can make or break your beach or poolside look—hats for big heads! If you’ve ever struggled to find a hat that actually fits your head (or all that glorious hair), you’re not alone. The struggle is real! Most standard hats are made with smaller heads in mind, leaving those of us with larger head circumferences or big, voluminous hair out in the sun—literally. The right hat not only protects you from the sun but also completes your swim look effortlessly!

But don’t worry! Just like with wide-calf boots or extended-size rings, there are stylish, well-fitting hats out there for us. Whether you’re looking for a flirty floppy beach hat, a structured straw fedora, or a sporty, adjustable baseball cap, we’ve rounded up the best hats for big heads and big hair to keep you stylish and shaded this summer.

How to Find the Perfect Hat for Your Big Head (or Big Hair)

Before you hit “add to cart,” let’s go over a few hat-shopping tips to ensure the perfect fit:

  1. Measure Your Head – Grab a soft measuring tape and wrap it around the widest part of your head (about an inch above your eyebrows and ears). Most standard hats range from 21-23 inches, but if you need something larger, look for hats labeled 23 inches and up (often called XL or XXL hats).
  2. Look for Adjustable Options – Hats with an adjustable band, inner drawstrings, or Velcro closures give you flexibility, especially if your head size fluctuates with different hairstyles.
  3. Opt for Structured Styles – A structured hat like a fedora or a stiff-brim sun hat will sit more comfortably on your head without looking squished or stretched.
  4. Skip the One-Size-Fits-All Myth – Let’s be real—”one size fits all” often means “one size fits most,” and unfortunately, most doesn’t always include us. Look for brands that specifically offer extended sizing or adjustable fits.
  5. Choose Breathable Fabrics – Straw, cotton, and lightweight linen hats will keep you cool and comfortable, especially on those hot summer days.

The Styles of Hats to Consider

Now that you know how to find the perfect fit, here are some of the best styles to add to your summer wardrobe:

  • Floppy Beach Hats – A classic for beach days, these hats provide ample sun protection while adding a dramatic, stylish touch to your swimwear. Look for extra-wide brim options for added coverage.
  • Straw Fedoras – Pair this effortlessly chic style with your favorite maxi dress or jumpsuit for a rooftop party or a poolside brunch. Many brands now offer XL and XXL options to accommodate larger heads.
  • Bucket Hats – Trendy and fun, bucket hats are perfect for casual days at the beach or by the pool. Look for options with a little stretch or an adjustable band for a comfortable fit.
  • Baseball Caps – Whether you’re lounging at the pool or heading out for a summer walk, a well-fitting baseball cap can be your go-to. Opt for styles with adjustable snaps or elastic backs to get that perfect fit.
  • Headwraps & Turbans – If you’re looking for a stylish alternative, headwraps and turbans are fantastic for both fashion and function. They allow your hair to breathe while keeping you protected from the sun.

10 Fly Hats for Big Heads and Big Hair for the Summer! 

Hats + Hairstyles: The Ultimate Summer Combo

Finding hats for big heads that fit is one thing, but figuring out how to style your hair with it? That’s a whole other challenge! Here are some easy summer-friendly hairstyles that pair well with your new favorite hat:

  • Low Bun or Ponytail – Keep your hair sleek and out of the way for a clean, polished look.
  • Voluminous Curls – Let your curls flow freely under a floppy hat for a boho-chic vibe.
  • Braided Styles – Crown braids or side braids look stunning under fedoras and bucket hats.
  • Afro & Natural Styles – Wide-brim hats and fedoras look amazing when paired with a full afro or natural coils.
hats for big heads and big hair

Big Heads Deserve Big Style!

Matching a floppy beach hat to my bathing suit, perfectly accessorizing a fedora to a jumpsuit for a rooftop party.  If you can’t try before you buy, make sure you grab your measurements (yes, literally measure the circumference of your head!) to get the perfect fit when shopping online for hats.

No more squeezing into too-tight hats or skipping stylish sun protection because of poor sizing options. With these tips and picks, you can confidently rock a hat that fits, flatters, and elevates your summer style.

So, tell me—are you a floppy hat kind of girl? Or are you leaning more toward a trendy bucket hat? Now you do not have a reason to rock a hat, with this roundup of both tips and options of hats for big heads and big hair! Drop a comment below and let me know your favorite poolside/ beach perfect hat style!

I just love hats in the summertime, don’t you?

Could you see yourself wearing any of these hats?

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