What I Wore in Oahu, Hawaii: A Month of Style

This is a mini diary of what outfits I wore while I was on vacation in Hawaii! After spending the entire month in Oahu, I started to notice several outfits I kept wearing on repeat. You will most likely resort to wearing whatever will keep you coolest! For me, that meant lots of swimsuits, shorts, dresses and sandals!

The outfits below are actual, everyday looks I wore on a weekly basis in Hawaii. Now, if you don’t plan on traveling to Hawaii anytime soon, these outfits will still work for as inspiration for a tropical summer vacation or beach day. To see exactly what clothing items I brought, some items I wish I had packed and a complete packing checklist, read the full post here!

What I Wore in Hawaii:

Beach Coverup

LOFT Beach Dress Cover Up (similar cover up here and here) / Old Navy Sandals (pink pair and neutral pair) / Similar Sunglasses / Straw Hat

A lightweight dress is such a great purchase for a beach vacation! I wore mine all the time when I was walking to the beach or exploring Oahu.

One-Piece Swimsuit

Tropical One Piece Swimsuit (under $30!)

A one-piece swimsuit is an absolute must! I love this tropical print one I purchased from Target! The re-stocked it this year, so if your planning a trip to Hawaii, I would totally recommend this suit! It fits amazing, is so comfy, and you cannot beat the price! I’m 5’8 and purchased a Medium.

White Maxi Dress

White Maxi Dress / Talbots Pom Pom Sandals in Navy / Pineapple Bag (best purchase from The Dole Plantation) / Straw Hat

What is a beach vacation without a white dress!? I did not wear this dress as often as shorts and a swimsuit but it’s perfect for a luau or sunset watching! I watched lots of sunsets and walked on many beaches in this dress!

One day I met up with my friend Brittany who I met through Instagram. We strolled through Haleiwa, ate and took photos by a local surf shop! She picked us up in an air-conditioned car and it was glorious!

Denim Skirt + Tank Top

J.Crew Tank Top / American Eagle White Denim Skirt / Old Navy Sandals / Straw Visor

Denim skirts are my new favorite! I loveeee this white skirt from AE and have worn it so many times this summer! It matches with everything and looks best with crop tops, tank tops or t-shirts tied in knots!

Similar Striped Off the Shoulder Swimsuit

This is what I looked like 90% of the time. Swimsuit, sunnies and a visor to keep the sun off my face. I was living my dream life being able to prance around in a swimsuit all the time! Once a water baby, always a water baby.

White Billabong Dress / White Sandals

Bought this white dress in Honolulu at the Billabong store as a Hawaiian momento. Every time I wear it I’m reminded of all the fun memories of Hawaii!

T-Shirt Dress (similar here)

This was taken at Turtle Beach in Oahu. Turtles actually beach themselves on the shore and are so close you just stare at them along with a million other tourists. My t-shirt dress was perfect to wear as a beach cover up! I tied my dress to give my body more shape!

Denim Shorts

Old Navy Palm Tree Print Button Down Top / H&M High Waisted Jean Shorts / Macrame Bag / Sandals

White Shorts + Girly Top

Similar Gingham Top / J.Crew Shorts / Talbots Sandals (similar)

Denim Shorts + High Neck Swimsuit

Aerie Swim Top (similar here and here) / H&M Denim Shorts

Cut Off-Denim Shorts + Tee

Old Navy Yellow Tee (similar) / American Eagle Denim Shorts / Old Navy Sandals

I hope these looks inspire you and to give you an idea of what to wear on your Hawaii vacation1 Now, if you are going to be staying in a resort, I would recommend packing maxi and midi dresses for dressy nights, denim shorts for the day, swimsuits and a few beach cover up.

Before I went to awaii, I had this glamorized idea that I’d be wearing the most cutest outfits everyday and taking the most amazing photos on my DSLR camera. Then reality hit me in the face when I realized I had no AC, carried a giant backpack with me at all times and had no need to dress up every day.

My trip to Hawaii was super adventurous which is right up my alley. I’m not that fancy anyways. Those cute professional blogger photos I was hoping for just weren’t going to happen. I had to give up my false dreams about being a travel fashion blogger with perfect photos and just go with the flow. I was much happier that way and less stressed.

10 Outfits I Wore in Oahu, Hawaii - Sunshine Style

Other Recent Hawaii Posts You May Like:

What to Pack for a Hawaii Vacation + FREE Printable Packing List

My Oahu, Hawaii Travel Guide for the Adventurer

The One Piece Swimsuit I Wore in Hawaii

P.S. Have a fun Hawaii trip planned? Your in luck! I created a full guide on exactly what clothes to pack for a trip to Hawaii.  It includes a FREE printable packing list you can download and screenshot to save on your phone! So easy!

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  • Reply
    Brooke Butler
    July 19, 2018 at 3:35 am

    I love these outfits, especially that white maxi dress! I just got back from a Hawaii trip and I completely agree with you – I definitely gave in to the “island life” and did the whole no makeup, comfy clothes thing.

    xo, brooke

    • Reply
      Sunshine Style
      July 23, 2018 at 4:05 pm

      Thanks Brooke!!! =) I hope you blog about your adventures so I can read all about them! Yes, the island life is the best life!

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    Elizabeth Mayberry
    July 20, 2018 at 6:26 pm

    This is SO fun! I want to do something like this! Like go to Hawaii for a month!!! I need to look into it! How did you book a place? Did your place have good wifi? My husband would still need to work while we are there!

    • Reply
      Sunshine Style
      July 23, 2018 at 4:03 pm

      Girl, you totally can! I will email you the answer to the question since it’s soooo long and detailed! Thanks though Beth!

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    July 4, 2019 at 5:24 am

    I’m off to Hawaii soon so this was awesome for giving me outfit inspirations. I LOVE that white maxi dress you wore as well!

    Julia // The Sunday Mode

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      Sunshine Style
      July 5, 2019 at 9:18 pm

      Thank you so so much Julia! This comment made my day! I hope you have SO much fun on your trip!!!

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