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Men's Embroidered Hawaiian Shirts

Shirts with the design stitched in thread instead of printed. Many are Christmas shirts with Santa on a beach, a jet ski or a woodie, sized Small to 4X-Large, alongside embroidered bowling shirts and the Weekender.

Buying guide & FAQ

Christmas

Many of the embroidered shirts here are for December: Santa's North Pole Flight, Santa's Woody Island, Christmas in Paradise, Santa Jet Ski, Up, Up and Away Flying Santa and the Peek-A-Boo Santa pocket shirts. They read as holiday without looking like a costume, and many go to 4X-Large.

Bowling shirts and the rest of the year

The embroidered bowling-style shirts (Outrigger Canoe, Canoe Paddles, Tiki Retro) come in black, brown or navy, Small to 2X. Polly Wants a Drink, Rock on Guitar and Ocean Liner are embroidered shirts for any month.

The Sails & Stripes Weekender comes in Big sizes from 2X to 6X and Tall sizes from 2X to 4X.

Sizing

Every Hawaiian maker cuts to its own size chart, so the Large you wear in one label may not be the Large you need in the next. Lay a shirt you already like flat, measure it armpit to armpit and from the collar seam to the hem, and email both numbers to jz@MauiShirts.com. We'll tell you which size to order.

Common questions

What is an embroidered Hawaiian shirt?

It's a shirt with the design stitched in thread rather than printed on the fabric, usually as a panel on the back or chest.

Do you have embroidered Christmas shirts in big sizes?

Yes. Many embroidered Christmas shirts here, including Santa's North Pole Flight and Santa Jet Ski, run Small to 4X-Large.

What is a bowling shirt?

A boxy short sleeve button-up with a straight hem, meant to be worn untucked.

How do I find my size in a Hawaiian shirt?

Sizing differs from brand to brand. Lay a shirt you like flat, measure armpit to armpit and collar seam to hem, and email the numbers to jz@MauiShirts.com. We'll recommend a size.

Written and updated October 2026 by the MauiShirts family in Wailuku, Maui. Questions? Contact us or read shipping & returns.

69 items
Merry Christmas U.S. Flags & Santa — Men's Embroidered Shirts — Bamboo Cay Merry Christmas U.S. Flags & Santa
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Up, Up and Away Flying Santa Men's Embroidered Shirt — Men's Embroidered Shirts — MauiShirts Up, Up and Away Flying Santa Men's Embroidered Shirt
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Regular price$79.00$99.00
  • Cobalt Blue
  • Tomato Red
Canoe Paddles Embroidered Bowling Shirt
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Regular price$54.00$58.50
  • Black
  • Brown
  • Navy Blue
Tiki Retro Embroidered Bowling Style Shirt
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Regular price$54.00$58.50
  • Black
  • Brown
  • Navy Blue
Rock on Guitar Men's Luau Embroidered Shirt
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  • Black
  • Olive
  • Sunkiss Beige
Christmas Peek-A-Boo Santa Embroidered Shirt — Men's Embroidered Shirts — MauiShirts Christmas Peek-A-Boo Santa Embroidered Shirt
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Regular price$79.00$99.00
  • Black
  • Cobalt
  • Tomato
Christmas Bound via Motorcycle - White — Men's Embroidered Shirts — MauiShirts Christmas Bound via Motorcycle - White
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Regular price$90.00$150.00
  • White
Santa Resting Embroidered Shirt — Men's Embroidered Shirts — MauiShirts Santa Resting Embroidered Shirt
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Regular price$79.00$99.00
  • Black
  • Olive
  • Tomato
Flying Santa Embroidered Christmas Shirt — Men's Embroidered Shirts — BAMBOO CAY Flying Santa Embroidered Christmas Shirt
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Regular price$129.00$180.00
  • Black
  • Tomato
Santa's Last Stop Embroidered Shirt — Men's Embroidered Shirts — Bamboo Cay Santa's Last Stop Embroidered Shirt
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Regular price$96.00$135.00
  • BLACK
Surfing Santa Dropping In Embroidered Shirt — Men's Embroidered Shirts — MauiShirts Surfing Santa Dropping In Embroidered Shirt
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Regular price$69.00$99.00
  • Black
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Regular price$45.00$65.00
  • Silver Lining

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