How to Wear Hawaiian Shirts: 8 Modern Outfit Ideas for Men

Hawaiian shirts—also known as floral or aloha shirts—have officially shed their old reputation as “corny” vacation wear. According to Jeff from The Style O.G., these bold shirts are now a stylish and versatile menswear staple. When styled correctly, a Hawaiian shirt can look modern, confident, and effortlessly cool.

This guide breaks down 8 easy and stylish ways to wear Hawaiian or floral shirts, helping you incorporate bold prints into your wardrobe without overdoing it.

The Golden Rule of Styling Hawaiian Shirts

The key to wearing a Hawaiian shirt well is balance. Because the shirt already makes a strong statement, the rest of your outfit should stay subtle and minimal. Let the print do the talking while neutral colors and clean silhouettes keep the look grounded.

1. Hawaiian Shirt with White Jeans

One of the easiest ways to start wearing a Hawaiian shirt is by pairing it with white jeans. Choose a shirt with a base color you’re already comfortable wearing—black is a great option. White jeans create a clean, summer-ready look that works perfectly for daytime outings.

To tie everything together, match one color from the shirt with your footwear or accessories. For example, black loafers paired with a black-based Hawaiian shirt create a cohesive and intentional outfit.

2. Black Jeans for a Nighttime Look

A Hawaiian shirt doesn’t have to be limited to daytime wear. For evenings, pair a black Hawaiian shirt with black jeans and black Chelsea boots. This monochromatic base allows the bold shirt to stand out while keeping the overall look sleek and refined.

3. Light Wash Jeans and Suede Chelsea Boots

For a lighter summer evening outfit, try a pink Hawaiian shirt with light wash jeans. Suede Chelsea boots add texture and elevate the look without making it feel too formal. If your shirt includes hints of blue, matching it with light denim creates a natural color connection.

4. Hawaiian Shirt with Shorts and White Sneakers

When temperatures rise, swap jeans for shorts. Choose shorts that match one of the colors in your shirt—such as blue shorts with a pink floral shirt. Finish the outfit with minimal all-white sneakers for a relaxed, fresh look ideal for picnics, beach walks, or pool parties.

5. Dressing Down a Summer Suit

Hawaiian shirts can even work with tailoring. Dress down a summer suit—such as a blue cotton or chino suit—by pairing it with a vibrant Hawaiian shirt. A yellow floral shirt adds energy, while sneakers in warm tones like caramel keep the look playful and approachable.

6. Chambray Dress Pants for a Fun-Dressy Outfit

For a refined yet relaxed look, wear your Hawaiian shirt with chambray dress pants. This combination feels dressy without being stiff. Complete the outfit with classic loafers for a polished appearance that still embraces the shirt’s playful spirit.

7. Floral T-Shirt with Khaki Chinos

If button-up shirts aren’t your style, a floral or wave-patterned t-shirt is a great alternative. Pair it with khaki chinos—a neutral staple that works with almost any bold print. All-white sneakers keep the outfit clean and casual, making it perfect for everyday wear.

8. Floral Polo Shirt with Dark Denim

A floral polo shirt offers a subtle step up from a t-shirt while still feeling relaxed. Pair it with dark denim jeans and minimal white sneakers for a versatile weekend look. This outfit works well for casual dates, movie nights, or laid-back social gatherings.

Final Thoughts

Hawaiian shirts are no longer just vacation souvenirs—they’re a modern style statement. By keeping the rest of your outfit simple and intentional, you can wear bold floral prints with confidence in almost any setting. Whether you prefer jeans, shorts, suits, or polos, there’s a Hawaiian shirt outfit that fits your personal style.

How do you like to wear your Hawaiian shirts? Experiment with these looks and make the aloha style your own.