On par with strappy sandals and sundresses, hats are a summer wardrobe staple. They block the sun, hide unwashed hair, and instantly elevate your outfit, whether you choose a casual baseball cap or a chic floppy beach hat.
But let’s be real: styling your hair under a hat? Not always a breeze. Between the sweat, the frizz, and that dreaded hat hair, it can feel like a losing battle.
Enter: TELETIES. We’re here to be your summer hair BFF, bringing you the cutest and most effortless way to style your hair. In this guide of hairstyles to wear with a hat, we show you how to pair your fav TELETIES hair accessories with trucker hats, cowboy hats, beach hats, baseball caps, and bucket hats. So, grab your favorite sun hat and your iced coffee, and let’s dive right in.
Cute Hat Hairstyles by Hat Type
Whether you’re wearing a trucker hat to the farmer’s market, rocking a cowboy hat to a concert, or sporting a bucket hat for a day by the water, here are the best hat hairstyles to keep on your styling roster.
Trucker Hat Hairstyles
Our go-to trucker hat hairstyles include fishtail pigtails for a boho twist, a claw clip twist that looks chic yet keeps you cool, and a bubble braid for a playful, on-the-go vibe. Perfect for stylish errands or spontaneous summer adventures, these looks are cute and keep the hair off your neck, a must in the summer heat.
To create those last two looks, simply thread your ponytail or braid through the back of your trucker hat — that opening isn’t just for airflow, it’s the perfect styling opportunity! Then, use small silk or terry cloth TELETIES scrunchies to add a pop of color (and bonus softness) to your look. Or, keep it classic with a claw clip or open claw clip for a breezy updo that still says, “I made an effort.”
Pro tip: Gently tug out a few face-framing strands to nail that I-just-threw-this-together-but-actually-look-amazing finish.
Cowboy Hat Hairstyles
Yeehaw! Whether you’re heading to a Beyoncé-themed bachelorette party, a backyard cookout, or a state fair, you can’t beat a classic cowboy hat to top off your outfit.
With a little help from TELETIES, you can create hat hairstyles that stay put under your cowboy hat all summer long. We love Dutch braids for a polished cowgirl look, low space buns for us fine-hair girlies, side braids for a glam look, and voluminous pigtails for a playful throwback. Either way, be sure to use a TELETIES hair tie or scrunchie to secure your braids or buns. They won’t budge, even if the night ends with you riding a mechanical bull.
Pro tip: Pull your braids out just a tiny bit for a fluffy, voluminous look, which comes across great in photos.
Bucket Hat Hairstyles
We’re so glad bucket hats have come back into fashion — they’re basically the summer MVP.
With cool, laid-back energy, they’re easy to throw on with any outfit. The trick is finding hat hairstyles that work with your bucket hat and not against it. For example, messy low buns for an effortless look, a flat clip French twist for wet hair, or double French braids for a stay-put style.
Just remember, use a TELETIES claw clip to keep buns and twists in place. Going for braids? Our classic hair ties that won’t snap, slip, or get sandy.
Pro tip: Round, rectangle, or square flat claw clips are essential for lying down and tanning comfortably. Don’t forget the SPF!
Beach Hat Hairstyles
There’s nothing quite like a big beach hat to make a statement. Plus, it’s sun safe, which we love. But what’s going on under that wide brim?
Whether you’re heading to brunch, a backyard BBQ, or lying on the sand, these beach hat hairstyles will keep your locks looking cute.
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Bubble pigtails for a playful look
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Heatless waves for a “just got back from vacation” aesthetic
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Fishtail braid, perfect for windy days
Use a TELETIES scrunchie or hair tie to lock in the style without the slip, no matter how breezy it is out there.
Pro tip: Create picture-perfect heatless curls while you sleep, using nothing but hair ties and mousse.
Baseball Hat Hairstyles
Whether you're off to a little league game, running errands, or catching a flight, the classic baseball cap can’t be beat. But don’t just tuck your hair under it and call it a day! Let’s level up our baseball hat hairstyles. Our go-to cap styles include:
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A tight braid, threaded through the back opening for a sporty vibe
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Curly pigtails for some playful bounce
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Low bun for a low-effort high-fashion look
Use a TELETIES hair tie or flat clip to pull all your hair through the back of your cap. For a sleeker look, a tiny hair tie is perfect for securing the ends of braids or tying off sections without the bulk.
Pro tip: Add a few well-placed snap clips to tame flyaways and add a little flair to your look.
Hat Hairstyles by Hair Type
Let’s be real, the perfect hat hairstyle looks a little different on everyone, depending on your hair type and length. Let’s break it down!
Hat Hairstyles for Thick or Long Hair
Got thick or long hair? First of all, lucky you! Second, you’ll want styles that keep all that volume in check without giving you a headache.
Go for secure styles like low buns, bubble braids, or a French twist using a large hair clip to keep it all together. Here, large flat clips are great, especially if you’re going to be lying on your back (pool time, anyone?) or driving with your head against the seat rest.
Large hair ties are perfect for ponytails and thick braids, while a soft, large scrunchie adds volume and style. Just remember to keep it low or braided for a comfy fit under your cap or wide-brim fave.
Hat Hairstyles for Medium Hair
Medium-length hair means you have a lot of versatility. Try messy buns, half-up claw clip twists, or double braids for easy summer vibes.
A medium hair clip or medium flat clip provides the hold you need without overpowering your strands. And for all the everyday styles, from ponytails to pigtails, a mix pack of hair ties gives you everything you need. They’re perfect for beach hats, trucker caps, and everything in between!
Hat Hairstyles for Short or Fine Hair
Got short or fine hair? You’re in luck: your locks are perfect for low-effort hat days. The key is working with your texture, not against it. Try mini braids, low twist buns, or a claw clip half-up for a look that’s cute and totally hat-friendly.
A small hair clip or a small flat clip gives just the right amount of hold without slipping. Need a tie that won’t tug? Go for small hair ties or a cute small scrunchie to keep your look light and secure.
Pro Tips for Beating Hat Hair All Summer
We all love a good hat moment… but hat hair? Not so much. The trick is planning ahead so your hair stays fresh and bouncy after the hat comes off.
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Let your hair dry completely before putting it up. Clipping up damp strands under a hat is a one-way ticket to flatness and frizz.
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Loosen up your style under the hat band to avoid creases or pressure lines. If it’s too tight up there, your roots will be flattened and you’ll lose volume on the crown.
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Use gentle (but strong) accessories like TELETIES clips or scrunchies that hold everything in place without pulling.
TELETIES are built for real life. They’re sweat-resistant, durable, and designed in summer-friendly styles and textures that help you stay chic and frizz-free even on the hottest of days.
Feeling a little too shiny, but don’t have time to wash and dry your hair? Don’t worry, we’ve all been there! Check out our greasy hair guide for more tips on keeping your hair looking fresh all summer long.
Looking for chic accessories to complete your summer hat hairstyles?
We strongly believe that your hair deserves to look just as good as your outfit. From hair clips that actually stay put to scrunchies that add the perfect pop of color, TELETIES has everything you need to master every hat hairstyle under the sun.
Shop TELETIES hair accessories and make every day a good hair day.