What to Pack for a Trip to Hawaii – Cute Hawaii Outfits and Packing List

If you’re planning a trip to Hawaii, you’re going to want to start shopping for some cute Hawaii vacation outfits!! Whether you’re traveling to Maui, Kauai, Oahu, Lanai or the Big Island, the style of dressing in Hawaii is casual-chic, and it’s a great chance to break out your most vibrant tropical prints that you otherwise can’t wear this time of year.

During the day, you’ll want some resort-ready bikinis, cover ups, and sun hats, and at night, you’ll want some easy, flowy resort dresses and cute tropical dinner outfits for going out on the town. In this Hawaii packing guide you’ll find all the best outfits for Hawaii, from swimwear and cover ups, to resort dresses and vacation outfit inspo from my own trips to Maui, Kauai, Honolulu, the Big Island and beyond!

What to Pack for Hawaii : Hawaii packing essentials

  • Sunscreen 
  • A sun hat
  • Swimwear + Cover ups (I have lots of recommendations below!)
  • A pair of comfy tennis shoes for hiking or resort-gym-ing (my absolute favorite of all time are these, they’re so lightweight for travel and SO comfy)
  • Sandals
  • Comfortable shoes for hiking
  • A cute beach bag
  • Jewelry
  • Casual daytime outfits / chic beach outfits
  • Dressier nighttime dinner outfits
  • Tropical upscale Hawaiian shirts for the guys

Cute cover ups, resort pants & dresses for a trip to Hawaii:

Your suitcase for a trip to Hawaii is going to be 90% swimsuits and cover ups – so you’ll want to make sure you’re packing some cute ones! I love these cover ups because they’re all comfy, flattering, and have a little Hawaii pop to them with their designs. 

BEACH RIOT Salty Wrap in Palm

FAITHFULL THE BRAND Felicity Pant in Pavito Floral


Marbella Studs the cutest earrings!



my favorite melon green ribbed bikini – I’m obsessed! 

it also comes in this style! 




Significant Other Ivy Maxi Dress in Clay Free People Bring The Bubble Top In Ivory

Pictured here with this top, this hat, this suitcase, and these shoes

Pictured here with this dress, and this hat

Tularosa x Jetset Christina Tarik Maxi Dress in Black

The comfiest stretchy linen vacation dress.

If you have a little.one you’re bringing with you, make sure to pack him a matching mommy and me hawaiian shirt

BEACH RIOT Salty Wrap in PalmRESA Lucy Top in Byron



Cute dinner dresses and rompers for Hawaii:

Pictured here with this dress, and this hat

this dress is a SPLURGE, but I love it

Johanna Ortiz Unexpected Symbolism Dress in Serengeti Pink

Cute family matching vacation outfits for Hawaii

Big Island inspired Hawaii dress with pretty turtle print

is there anything cuter than matching daddy & me?

What to wear to workout, do yoga, or play tennis while on vacation! 

If you’re planning on doing any resort sports, this exercise dress works great for golf or tennis or pickleball! it has a high-quality full-body spandex lining that makes it oh-so-comfy to wear all day long!



In Hawaii, the style is casual but cute, and you’ll want to dress up a little for resort dinners! I like to pack tropical printed rompers and maxi dresses, as well as always some white dresses (to show off that tan, duh).  


Michael Stars Farrah Caftan in White

You can also include flowy beach pants & sarongs for your upcoming trip to Hawaii. 

Waimari Enigma Mini Dress in White

  Hat Attack Avalon Sunhat in Natural & Black



The best swimsuits to pack for a trip to Hawaii

Good American Varsity Triangle Bikini Top in White001



Kenny and I are always wearing matching couples swimsuits, and this is our favorite print – named after Wailea, Maui!

The best athleisure wear to pack for a trip to Hawaii 

Whether you’re planning to golf, play tennis, hit the resort gym, or just enjoy the gorgeous scenery for walks, it’s SO easy to stay active on a trip to Hawaii and packing warm-weather athleisure wear that fits the tropical vacation vibe is a must! 

The best accessories to pack for Hawaii


A good sun hat or visor is an absolute must for pool or beach side days in Hawaii! 

What else do you need to pack for a trip to Hawaii?

Sunglasses – my favorite brand that you guys always ask me about on instagram is Bisous, they have mens and womens and are so chic

Beach bags!

Reef-safe sunscreen – Here are all my favorite sunscreen brands for face and body.

Sun hat(s) – all my favorite sun hats are in this post here

Swimsuits, bikinis and cover-ups

Flip flops (I’m obsessed with this pair right now, and my fiance has their mens ones)

1 pair of sneakers for hiking/the hotel gym 


1 Snorkel mask! I have this one

1 flying outfit (these are always my in-flight leggings because they’re SO soft)

A travel face mask and for going around the island (check out my list of the cutest travel face masks here)

Check out these related blog posts

The ultimate Maui travel guide

The best beach vacation outfits

The ultimate Kauai travel guide

The best white outfits for the bride to be for every wedding-related event


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Christina is a leading luxury lifestyle and travel blogger with over 2 million readers. Follow her on instagram @jetsetchristina.