I get so ridiculously excited about planning vacation outfits, and honestly, a trip to Hawaii is the ultimate excuse to have fun with your wardrobe!
I started putting together a packing list and got a little carried away, ending up with 30 looks I’m completely obsessed with. These are perfect for literally any island activity you have planned.
1. Colorblock Knit Romper
I am a huge fan of a one-piece outfit, and if you want something with an easy, casual feel, this colorblock romper is such a great choice. You can just throw it on with some white sneakers or flat sandals.
Add a little delicate jewelry to finish the look. Honestly, this romper just seems made for those daytime adventures, like wandering through a small beach town or hiking to see some waterfalls.
2. Bright Crochet Maxi Dress and Sun Hat
Next up is this absolute showstopper of a bright crochet maxi dress. The spaghetti straps and open knit are just what you need to stay cool in that Hawaiian heat.
To accessorize, I’d go with a big straw sun hat for some shade, and then layer on some necklaces and bracelets. The bright color gives me major tropical flower vibes.
It feels so right for a beachside dinner or an evening luau. You might find you love having a lightweight crochet piece on your next trip!
3. Gingham Crop Top and Matching Shorts
Gingham just makes me think of summer, it’s so playful and fun! This two piece set with its crop top and matching high waisted shorts would be absolutely darling for a Hawaiian getaway.
I would probably style it with some flat sandals or even a pair of casual sneakers, it really just depends on what you have planned.
For a day of exploring, you could finish it off with a crossbody bag, a hat, and some sunglasses. What a cute look for any daytime adventure!
4. White Graphic Tee and Denim Shorts
You just can’t go wrong with the classic combo of a white tee and denim shorts. It’s truly the quintessential outfit for warm weather.
For a trip to Hawaii, I’d style this look with some flat sandals, a woven bag, and some fun accessories like layered necklaces and bracelets. You could even throw on a hat or a cute bandana.
5. White Two-Piece Set
Kicking off our list is this gorgeous white two piece set. I just love how that crisp white pops against sun kissed skin. For styling, you could add a simple woven hat or some layered necklaces.
A pair of slip on sandals or some wedges would give you that perfect vacation vibe. This is an outfit you could totally try for a nice dinner out or just for some casual daytime wear.
6. White Mock Neck Top and Floral Maxi Skirt
This Hawaii ready outfit is all about breezy island style with a little touch of chic! The clean white mock neck top keeps the look feeling so stylish, while the flowy floral maxi skirt brings in that tropical flair with its bold, colorful print.
It’s so lightweight and comfortable, making it perfect for exploring the islands or catching a sunset dinner by the shore. Just add some sandals and sunnies, and you are ready to go!
7. Blue and White Striped Sundress
In my book, nothing screams vacation quite like a cute sundress! This blue and white striped one is so sweet, with its spaghetti straps, fitted bodice, and fun A line skirt.
It totally reminds me of those perfect, cloudless days at the beach. I’d pair this with some flat sandals or wedges and some fun jewelry.
8. Black Scalloped Crop Top and Floral Mini Skirt
If you’re hoping to show a little more skin, this two piece set is definitely the way to go! It has a black crop top with the cutest scalloped straps, and it’s paired with a tropical floral print mini skirt.
To style it, I’d add some delicate jewelry, tan wedge sandals, and maybe a fun headband or hat. This flirty little outfit would be absolutely perfect for a night out during your trip!
9. White Textured Mini Dress
How stunning is this white textured mini dress? It’s just made for a tropical getaway! You could pair it with some nude heels and delicate jewelry for a nice dinner or a luau.
Or, to make it more casual for sightseeing during the day, just dress it down with some flat sandals or white sneakers.
10. Fitted White Floral Mini Dress
If you’re more of a short hemline person, this fitted floral mini dress is such a fantastic option. The sweetheart neckline and the fabric really hug your figure and accentuate your body in a beautiful way.
For a beachside dinner in the evening, I would totally style it with some tan wedges or strappy heels and some delicate jewelry.
During the day, you could throw on a cute hat like a fedora or a visor for some shade from the sun.
11. Fitted White Tee and Plaid Mini Skirt
For those looking for an outfit that’s a little bit flirty and fun, this next idea is definitely for you. It’s a simple fitted white tee paired with a bold plaid mini skirt. To complete the look, add some black strappy heels.
I am obsessed with how the contrasting patterns and colors play together. The heels really dress up the whole ensemble, making it perfect for a night out.
You could also do a quick swap with white sneakers to make it more casual. A pop of color from a red lip would be amazing!
12. White Button-Front Romper
Rompers are a must have for any tropical getaway. They are so comfy and casual, and they look great with sandals. This white one has a button front bodice and a really flattering tie at the waist.
I’d definitely wear it with some tan sandals or espadrilles, and maybe add some fun jewelry with a tropical inspiration.
13. White Ribbed Crop Top, Blue Striped Button Up, and White Wide Leg Pants
For some reason, ribbed crop tops just feel so modern and beachy to me. Pairing this white one with a light blue striped button up shirt and some white wide leg pants is an absolutely genius move, if you ask me.
Just finish the whole look off with some casual shoes, like sandals or sneakers.
14. Dark Tropical Print Two-Piece Set
Here’s an outfit that is ideal for staying cool in the heat, a two piece set! This one has a dark tropical print and features a crop top with a high waisted maxi skirt that has a side slit.
During the day, I would wear this with some strappy sandals or sneakers, and then switch to wedge espadrilles for the night. You can add a crossbody bag to hold all your essentials.
I just love the look of coordinating sets; they make getting dressed so effortless!
15. Yellow Floral Maxi Dress
Sunny tropical prints are one of those things that instantly get me into a vacation state of mind. I’d pair this dress with some woven accessories, like a straw bag and a pair of flat sandals.
Some jewelry made from natural materials would also be a great complement to the colors and patterns. Tossing on a hat not only adds some sun protection but also completes that perfect vacation vibe.
16. Multicolored Striped Crochet Mini Dress
Last but not least, we have this incredible multicolored striped crochet dress. The long sleeves are great for a little sun protection, while the open knit fabric makes sure you stay cool.
I would throw my hair up to really show off that neckline. This dress just screams tropical vacation, but it’s also high quality enough for a nice dinner out!
17. Pink Floral Maxi Dress with Empire Waist
The beautiful pink floral print on this maxi dress totally reminds me of those colorful Hawaiian leis. The empire waist is so flattering, and the flowy silhouette is amazing in hot climates for keeping you cool.
I would style this dress with natural woven accessories, maybe a straw bag and some fun jewelry made from wood or shells. This relaxed, feminine dress feels like the perfect choice for a sunset stroll on the beach!
18. Knit Two-Piece Set
This set is one of those pieces that can take you from a casual day at the beach all the way to sunset drinks. I’m just such a fan of how easy a coordinating look is.
19. White Strapless Jumpsuit
I am always here for a good jumpsuit option. This white strapless one has a flattering tie front detail and wide leg pants that look so chic. The crisp color is just gorgeous against sun kissed skin.
It’s definitely dressy enough to wear to dinner, but it could also work for the daytime with some flat sandals and a good hat. Maybe throw in some fun tropical jewelry or a woven bag.
20. White Cropped Camisole Top and Green Pants
As you’ve probably noticed, white tops pair so well with vibrant colored bottoms for vacation outfits. This cropped camisole and lime green pants combination is just so summery and fun.
I’d probably style it with some white sandals or sneakers and keep the accessories neutral to really let the pants be the star of the show. You could finish it off with a woven visor or hat and some delicate jewelry.
This feels like the ideal look for a seaside lunch or a catamaran cruise!
21. Bikini Top and Striped Button Up with Matching Shorts
If you know you’re going to be spending a ton of time at the beach and need an easy coverup, this bikini and striped button down outfit is just perfect. You could wear it over any basic bikini you have.
I love the nautical feel of the stripes paired with some denim shorts. When you’re walking around town, just add some sunglasses and slip on sandals to complete that vacation look.
22. Black and White Striped Maxi Dress with Black Sandals
You can truly never go wrong with a classic black and white combo. This striped maxi dress has such a chic, nautical vibe. The black sandals really ground the whole look.
I’d add a woven bag, maybe some lightweight jewelry, or a pair of shades to finish it off.
23. Floral Print Mini Dress
Florals just instantly make me think of tropical places. This sleeveless floral print mini dress has a super figure flattering ruched bodice. For a date night, you could dress it up with some wedges or heels.
I personally love florals that aren’t too overwhelming, so they can easily work for daytime or nighttime occasions.
24. Green Cropped Tank and White Wide Leg Jeans with Sneakers
If your goal is to be super comfy while you’re out exploring the island, this athletic inspired outfit is absolutely perfect. The green cropped tank and the white wide leg pants create such a crisp, clean look.
Finish it all off with some white sneakers so you can walk all day long, whether you’re sightseeing or hiking. And don’t forget to pack a hat, sunglasses, and a reusable water bottle!
25. Polka Dot Halter Dress
For some reason, polka dots always make me think of warm weather. Maybe it’s just because they are so playful and fun! This halter dress is completely covered in them.
I’d style it with some flat sandals or wedges and a cute hat or headband. You could even tie a matching bandana around the strap for an extra pop of print.
When I want to feel girly and sweet on a Hawaii vacation, cute sundresses are my absolute go to.
26. Tiered Colorblock Maxi Dress
Our next outfit idea is this stunning tiered colorblock maxi dress. The contrasting colors totally remind me of an island sunset! I’d definitely style it with some flat sandals.
You could also add a woven bag and some jewelry made from natural materials like seashells or wood. The loose silhouette is perfect for keeping you nice and cool while you are out sightseeing.
27. Vest Top and Matching Wide Leg Pants
If you want to play around with some more prints that are worthy of a vacation, this plaid outfit is so much fun. The top and the wide leg pants are a beautiful coordinating set.
I would probably wear it with some white sandals or sneakers to keep the whole look feeling casual. The loose wide leg pants are great for helping you stay cool and comfy, whether you’re shopping in local boutiques or checking out the island culture.
28. White Floral Mini Dress with Puff Sleeves
What tropical destination would be complete without some gorgeous floral prints? I am just in love with the vibrant colors on this maxi dress.
I’d pair it with some flat sandals or espadrilles and keep the jewelry simple to really let that print be the star. The lightweight fabric would flow so beautifully in the ocean breeze.
29. White Ribbed Crop Top, Open Black Shirt, and Black Wide Leg Pants
Earlier, we saw a white ribbed crop top paired with lighter colors. This time, it’s styled with a classic black, an open black shirt and wide leg pants.
I’d throw on some delicate gold jewelry that will really pop against the black. So chic and versatile!
30. Knit Two-Piece Set
This set could take you from a casual beach day to drinks at sunset. I love the ease of a coordinating look.