How to Pick Matching Hawaiian Shirts With Faces for a Group

Matching Hawaiian shirts with faces work best when you settle three things first: how many shirts, what goes in the print, and each wearer’s size. At The Stylish Stoner Boutique, 3 or more shirts in one order get 15% off automatically, and allowing about three weeks from first photo to delivery covers most group orders.

The prices, sizes and timing below come from our own product pages and policies and were checked on October 30, 2026. Check the product page again before you order, because prices and sale dates change.

Here’s the short version:

• Sizes: ask every wearer to measure a shirt that already fits. Men’s sizes run S to 5XL, women’s S to 4XL and kids’ S to XL, and bigger sizes cost the same.
• Print: one face on every shirt, each person’s own face, a pet, or a logo in the pattern. Each shirt takes up to 8 photos.
• Photo: even light, both eyes visible, a JPG or PNG up to 10 MB.
• Timing: 1 to 3 business days to print, then usually 5 to 10 business days for US delivery. Plan about three weeks for a group.
• Price: 10% off 2 items, 15% off 3 to 99 items, and a quote for 100 or more. US shipping is free on orders over $75.

Count the shirts and sizes first

Start with a headcount and a size for every person, because both decide the price and the order. Ask each wearer to lay a favorite shirt flat and measure it instead of guessing a letter. Our men’s chart runs from S to 5XL with the same price for every size.

Two measurements are enough. Lay a shirt that fits flat, smooth it without stretching, and measure in a straight line from one armpit seam to the other. Then measure from the top of the shoulder beside the collar down to the bottom hem. Double the flat chest number to compare it with the “Bust” column below, which is the full measurement around the shirt.

That is different from measuring a body. Health guidance for a waist measurement says to “stand and place a tape measure around your middle, just above your hipbones” [1]. A body tape goes around you; a garment measurement describes the shirt, and a shirt is always bigger than the body inside it.

Expect about 1 inch of variation from shirt to shirt. If someone sits between two sizes, compare both rows with the shirt they already wear and look at width and length together. Women’s and kids’ charts, plus centimeters, are on our size guide.

Standards bodies publish body measurements for men, with ASTM tables covering chest sizes 34 to 52 [2] and a separate set for big men in sizes 46 to 64 [3]. Those tables are written for pattern makers. For a group order, a flat measurement of a shirt each person already owns is faster and easier to collect.

Choose what goes in the print

Pick one of four layouts before anyone uploads a photo. The choice decides who has to send a photo and how much chasing the organizer does.

Each shirt takes up to 8 different photos, so a small group can also put everyone’s face on every shirt. Matching prints fit the shirt’s history: the aloha shirt first appeared in Hawaii in the 1920s or 1930s and reached mainland stores in the mid-1930s [4], and the University of Hawaiʻi at Mānoa keeps a historic collection of aloha shirts [5].

Want to see the layout before you commit? Our sister shop Personalized Hawaiian Shirts lets you design a custom Hawaiian shirt with a live preview of your photos in the pattern.

For most groups, the simplest choice is the best one. If nobody wants to chase photos, put one face on every shirt. If the group wants a laugh at each other’s expense, ask for each person’s own face and set a deadline a week before sizes are due.

Send a photo that prints sharp

A clear phone photo is enough. Use even light, show both eyes, and let the face fill the frame. Upload a JPG or PNG of up to 10 MB per photo, and check the eyes and mouth at full size before you upload. Our photo upload guide walks through it step by step.

• Light: an open window or outdoor shade works well. Strong light from behind can leave the face dark.
• Angle: a turn of the head is fine when both eyes and the outline of the face are visible. Sunglasses or hair over the eyes make the face harder to cut out.
• Sharpness: a clear close-up beats a distant photo with a dramatic background.
• Group photos: crop toward the one face you want, then check it on its own.
• Pets: wait until the animal looks toward the camera and keep its face out of shadow.

Print guides explain why size matters. A university library that prints posters asks for images of 150 to 300 dots per inch at the final print size and warns that anything under 150 looks pixelated [6]. That guide covers posters, not shirts, but the idea carries over: a small, soft photo stretched across a shirt will show it. For logos, send the largest, cleanest file you have and keep the wording short.

Plan the timing

Every shirt is printed to order. Printing takes 1 to 3 business days, and US delivery usually takes 5 to 10 business days after that. Groups need extra days to collect photos and sizes, so count back from the day the shirts must be in hand and add a buffer.

Here is a worked example for a group of 20 with real dates.

These dates leave a safety margin. They are a plan, not a delivery promise. November and December get busy, so for holiday events check the order-by date shown on the product page and put your needed date in the order notes or the quote form.

Get the group price

The discount is based on the total number of items in one cart, across every design and size, and it is applied automatically at checkout. Two items get 10% off, and 3 to 99 items get 15% off. For 100 to 249 pieces we quote up to 20% off, for 250 to 499 up to 25% off, and 500 or more get a custom quote. There is no minimum order.

As an example, most of our custom face Hawaiian shirts were $38.90 when we checked on October 30, 2026. At that price, 20 shirts at 15% off come to $661.30. The quantity discount does not stack with other discount codes; your cart keeps whichever discount is bigger. Full tables for every product are on our bulk order page.

US shipping is free on orders over $75, which a group order passes easily; smaller orders pay a $6.99 flat rate. Placing everyone’s shirts in one order keeps the discount and the shipping simple. A second order counts on its own for the quantity discount.

Check everything before the order goes to print

For bigger groups, send your photos, sizes and date through our bulk quote form. We send a digital mockup to approve before anything is printed, and that is the point to catch a wrong size or a face that sits badly in the pattern.

Run through this short list before you approve:

1. Every face is sharp at full size and shows both eyes.
2. Every wearer has a size, and the list shows name, size and men’s, women’s or kids’ fit.
3. The number of photos on each shirt is right.
4. Your needed date is in the order notes or the quote form.
5. One organizer approves the design and the size list.

If a shirt arrives misprinted, damaged or does not match our size chart, contact us within 30 days of delivery with photos and we will replace it or refund it. Details are in our return and refund policy.

Conclusion

A group order goes smoothly when the work happens in the right order: sizes first, then the print, then photos, then dates. Most trouble comes from late photos and guessed sizes, and both are easy to fix with a deadline and a flat measurement.

Set the dates, collect the sizes and photos, and put everyone in one order to get the group discount. Browse our custom Hawaiian shirts to pick a print, or send your group’s details through the bulk order form.

FAQs

Can we mix sizes and designs in one order?

Yes. Men’s S to 5XL, women’s S to 4XL and kids’ S to XL can sit in the same order, and bigger sizes cost the same. Every item in the cart counts toward the quantity discount, whatever its size or design.

Can someone join late?

Yes, but a second order counts on its own for the discount. If you expect late joiners, collect sizes a week early or add a spare shirt in a common size.

Is shipping free?

Within the United States, shipping is free on orders over $75. Under $75, a $6.99 flat rate applies.

Sources

1. Aim for a Healthy Weight, National Heart, Lung, and Blood Institute (NIH)
2. D6240/D6240M Standard Tables of Body Measurements for Mature Men, Sizes 34 to 52, ASTM International
3. D8077/D8077M Standard Tables for Body Measurements for Mature Big Men Type, Size Range 46 to 64, ASTM International
4. The History of the Hawaiian Shirt, Smithsonian Magazine
5. UH Manoa’s Historic Costume Collection unveils online aloha shirt exhibit, University of Hawaiʻi at Mānoa
6. Poster Printing Guidelines, SUNY Broome Library