Here’s What I Wore in Hawaii – 18 Stylish Outfits Ideas

Planning a trip to the Hawaiian Islands?

You’re probably wondering what to pack for those tropical days and balmy evenings.

After spending two weeks island-hopping across Oahu, Maui, and the Big Island, I’ve put together 18 outfit ideas that kept me comfortable, stylish, and photo-ready throughout my entire Hawaiian adventure.

18 Comfy & Stylish Outfit Ideas for Hawaii

In the section below, I will list and discuss outfits that I personally wore on my Hawaii tour. Let’s get started!

1- Floral Maxi Dress with Sandals

A floral maxi dress is perfect for a Hawaiian vacation. The bright colors and flowy fabric match the tropical vibe. It’s comfortable and keeps you cool in the warm weather.

You can wear this dress to a beachside dinner or while walking through a local market. Add flat sandals for comfort and a straw hat for extra style.

2- Denim Shorts with a White Tank Top

Denim shorts and a white tank top are a classic combo. It’s simple, casual, and great for exploring the island.

This outfit works well for hiking or visiting waterfalls. You can wear sneakers for a sporty look or flip-flops for a laid-back vibe.

3- Off-shoulder top with High-Waisted Skirt

An off-shoulder top looks cute and stylish when paired with a high-waisted skirt. Choose light fabrics to stay cool.

This outfit is great for a sunset cruise or a casual lunch by the beach. Add a small crossbody bag to carry your essentials.

4- Tropical Print Romper with Wedges

A tropical print romper is a fun and easy-to-wear option. It’s one piece, so you don’t have to worry about matching.

This is perfect for a luau or a night on the town. Wedges add a bit of height while still being comfortable for walking.

5- High-waisted shorts with a Crop Top

High-waisted shorts and a crop top are a trendy and comfortable choice. Pick bright colors or tropical prints to match the island vibe.

This outfit is great for sightseeing or grabbing shaved ice. Add sunglasses and a lightweight scarf for a stylish touch.

6- Sundress with Flip-Flops

A sundress is a must-have for Hawaii. It’s light, breezy, and perfect for the warm weather.

Wear this to the beach or while exploring local shops. Flip-flops keep it casual, and you can add a simple necklace for a bit of sparkle.

7- Linen Pants with a Sleeveless Blouse

Linen pants are breathable and stylish. Pair them with a sleeveless blouse for a relaxed yet chic look.

This outfit is ideal for a dinner date or a stroll along the beach. Add flat sandals and a tote bag to complete the look.

8- Bikini with a Sheer Cover-Up

A bikini is essential for Hawaii, and a sheer cover-up adds a touch of elegance. It’s perfect for lounging by the pool or beach.

You can wear this outfit to a beach party or while sipping cocktails by the water. Add oversized sunglasses for a glamorous touch.

9- Wrap Dress with Espadrilles

A wrap dress is flattering and easy to wear. Choose a bright color or floral print for a tropical feel.

This outfit is great for a romantic dinner or a day at the botanical gardens. Espadrilles add a stylish yet comfortable finish.

10- Wide-leg pants with a Halter Top

Wide-leg pants are comfortable and flowy, making them perfect for Hawaii. Pair them with a halter top for a chic look.

This outfit works well for a casual evening or a visit to a beachside café. Add a clutch bag and simple earrings for a polished touch.

11- Midi Skirt with a Knotted T-Shirt

A midi skirt is stylish and versatile. Pair it with a knotted t-shirt for a casual yet trendy look.

This outfit is excellent for exploring art galleries or local festivals. Add sneakers or sandals, depending on your plans.

12- Jumpsuit with Flat Sandals

A jumpsuit is an easy, all-in-one outfit. Choose a lightweight fabric to stay cool.

This is perfect for a day of shopping or a casual dinner. Flat sandals keep it comfortable, and a small backpack adds a practical touch.

13- High-waisted bikini with a Kimono

A high-waisted bikini is both stylish and comfortable. Add a kimono for a bit of coverage and flair.

This outfit is great for a poolside brunch or a beach photoshoot. Add a wide-brimmed hat for extra sun protection.

14- Tank Dress with Sneakers

A tank dress is a simple and easy-to-wear piece of clothing. It’s perfect for a day of exploring or relaxing.

Pair it with sneakers for a sporty look. You can also add a denim jacket if it gets chilly in the evening.

15- Button-Up Shirt with Shorts

A button-up shirt is versatile and stylish. Pair it with shorts for a casual yet put-together look.

This outfit is great for a day trip or a casual dinner. Roll up your sleeves for a relaxed vibe, and pair it with loafers or sandals.

16- Maxi Skirt with a Tube Top

A maxi skirt is flowy and comfortable. Pair it with a tube top for a trendy, beachy look.

This outfit is perfect for a beach picnic or a sunset walk. Add a shell necklace for a touch of tropical style.

17- Athletic Shorts with a Sports Tank

Athletic shorts and a sports tank are great for active days. They’re comfortable and perfect for hiking or water activities.

This outfit works well for kayaking or paddleboarding. Add a waterproof bag to keep your belongings safe.

18- Kaftan with Sandals

A kaftan is loose, stylish, and perfect for the Hawaiian Islands. It’s great for throwing over a swimsuit or wearing it to a casual dinner.

Add flat sandals and a simple bracelet to complete the look. This outfit is both comfortable and elegant.

Conclusion

Hawaii is the perfect place to experiment with fun, colorful outfits. From flowy dresses to casual shorts, there’s something for every occasion. Remember to choose light fabrics and comfortable shoes to make the most of your trip.

Try these outfit ideas or mix and match to create your unique style. Hawaii is all about feeling relaxed and happy, so wear what makes you feel good!