The 14 Best Hawaiian Shirts for Men 2025

<p>The most outlandish designs have been replaced by ones more subtle, more intricate, and more wearable than their predecessors. The fits haven’t been trimmed down to #menswear slimness, but the best Hawaiian <a href=”https://www.esquire.com/style/mens-fashion/g32734723/best-v-neck-t-shirts/” target=”_blank”>shirts</a> on the market right now flutter in the breeze with a certain aplomb instead of billowing out like a parachute. They’re light. They’re interesting. And, yeah, <a href=”https://www.esquire.com/lifestyle/g44628717/best-cooling-mattresses/” target=”_blank”>they’re cool.</a> </p>” data-next-head/>

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Proper Cloth

Best Hawaiian Shirt Under $50

Tropical Storm Floral Shirt

Floral Shirt

Pair this one with swim trunks or regular shorts for an instant summer vibe. Made with quick-to-dry polyester fabric, it’ll keep you sweat-free all season long.

Most Comfortable Hawaiian Shirt

Bonobos Riviera Shirt

Riviera Shirt

Counting down the days until it’s hot and sunny enough to wear this every damn day. (We’re almost there, we can fucking feel it!) Available in multiple prints, the Riviera shirt fits like a glove, and trust us, you’ll want to buy it in every style.

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Most Fun Hawaiian Shirt

Kenny Flowers Buzz Around Town Shirt

Buzz Around Town Shirt

A Hawaiian shirt covered in espresso martinis? Sign us the fuck up. This Kenny Flowers option is incredibly soft, has a sunglass loop so you’ll never lose your shades (even when you’re five spressy marteens in), and will bring the party wherever you go.

Most Breathable Hawaiian Shirt

Oas Company Banana Leaf Cuba Terry Shirt

Banana Leaf Cuba Terry Shirt

Made of terry cloth, this soft, comfy option is perfect for dozing on a lounge chair by the water. Just remember to put on your SPF before you snooze.

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best modern hawaiian shirt

Todd Snyder Embroidered Palm Leaf Camp Collar Shirt

Embroidered Palm Leaf Camp Collar Shirt

A lot of Hawaiian shirts go the retro route, but Todd Snyder is forward-looking with this cool, contemporary take. With oversized, embroidered palm leaves splashed across this style in a matching tonal thread, this is the shirt for the guys who want a more elevated take on a classic style.

best classic hawaiian shirt

Polo Ralph Lauren Classic Fit Hoffman Print Camp Shirt

Classic Fit Hoffman Print Camp Shirt

PRL pulls out all the stops on this iconic shirt. Splashy print? Check. Rich colors that make you wish you were on an island resort, sipping a mai tai? Of course. With chinos, khakis, linen pants, or your favorite pair of shorts, this’ll stay at the top of your summer rotation.

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best breezy hawaiian shirt

Banana Republic Standard-Fit Linen Resort Shirt

Standard-Fit Linen Resort Shirt

Easy, breezy, lightweight linen—just what the season calls for. BR’s elevated, chic number is cool and casual, but don’t be afraid to dress it up with some leather shoes and pleated pants, too.

best versatile hawaiian shirt

Faherty Short-Sleeve Breeze Shirt

Short-Sleeve Breeze Shirt

Speaking of dressing shirts up—consider this pick from Faherty to be the summertime replacement of your favorite white Oxford shirt. Throw a blazer over it! Better yet, a whole suit! Or, dress it down with shorts and sandals. It works any and every way.

best basic hawaiian shirt

Proper Cloth Red Palm Tree Aloha Camp Shirt

Red Palm Tree Aloha Camp Shirt

When I picture a Hawaiian shirt, this is pretty much the exact image that comes to mind. Red, splashy, loud, and fun. Ready for happy hour, summer BBQs, and every moment in between.

best relaxed hawaiian shirt

Nudie Jeans Arvid Pearls Hawaii Shirt

Arvid Pearls Hawaii Shirt

In a lightweight linen blend, this shirt is all about taking it easy. It’s the very image of relaxation—especially when you hook your sunglasses to that convenient chest pocket—and it’ll transport you to a coastal resort, even when you’re not actually there.

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best elevated hawaiian shirt

Bugatchi Jackson Tropical Print Camp Shirt

Jackson Tropical Print Camp Shirt

Not a fan of bright colors? Fear not—Bugatchi has proof that a desaturated Hawaiian shirt can still be stylish AF. This chic, slightly-edgy number is perfect for date nights, dinners on vacation, whatever it is—it’s easy to dress up, and slip from day to night with ease.

best embroidered hawaiian shirt

Corridor Applique Hawaiian SS Camp Shirt

Applique Hawaiian SS Camp Shirt

Cool, funky, and fun, Corridor’s embroidered Hawaiian shirt is a summer staple. Wear it unbuttoned with a white tank top under, or buttoned-up all the way; it looks good no matter what you do, so you won’t have to stress about looking good in 100-degree weather.

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best luxe hawaiian shirt

Orlebar Brown Relaxed Fit Capri Collar Catkin Print Silk Shirt

Relaxed Fit Capri Collar Catkin Print Silk Shirt

Orlebar Brown, masters of summer style, craft a silky, luxurious Hawaiian shirt that’ll make you feel like it’s time to check into your stay at a White Lotus Resort (without the murder, though).

Best Original Hawaiian Shirt

Tombolo Le Sirenuse

Le Sirenuse

A shirt perfect for island life made by Tombolo, a brand that’ll have everyone asking, “Where’d you get that?” This print is engineered from a commissioned work of art by Lucio Liguori, making it truly a one-of-a-kind garment.

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