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

Living in Oahu for a month gave me such great insight into exactly what to wear in Hawaii. I ended up packing two decently large suitcases but ended up only wearing about half of my clothes. You see, when I rented out my place for a month, I choose to live exactly like a local. We had no AC, were about an hour from any Walmart or Target and took the bus everywhere around the island. This was not a “fashion blogger trip at a resort with the most high-quality photos you have ever seen” nor will you see photos of me lounging by the pool.” It was my actual adventurous vacation.

Basically for an entire month, I didn’t wear much besides a swimsuit and shorts. I grew up hanging out at the pool or beach all day on my family vacations and then getting dressed up for dinner out on the down. Totally thought I’d be doing something similar in Hawaii but living in a tropical place with no AC, you resort to wearing whatever will keep you coolest! Most days I would be gone for 12 hours straight and come home way after dinner time. The outfits below are actual, real looks you can wear in Hawaii. Now, if you don’t plan on traveling to Hawaii anytime soon, these outfits will still work for as outfit inspiration for a tropical summer vacation destination, a fun weekend look exploring around town or a beach day.

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

I wore this LOFT dress as a beach cover up nonstop! Such a great purchase for a beach vacation! I bought an XS but I would actually size up from your original size. It shrank in length once I washed it a few times.

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

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 is actually one of the only reasons I felt good enough to dress up and style an outfit!

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, here and budget option 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.

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

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

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

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 actually wear in Hawaii. If you go anywhere warm or tropical, a maxi or sundress, denim shorts and sandals are a must. Before I went to Hawaii, I had this glamorized idea that I’d be wearing the most cutest outfits and taking the most amazing photos on my DSLR camera. Then reality hit me in the face when I realized I had no AC and carried a giant ugly backpack with me at all times.

My trip to Hawaii was more of an adventure 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 and just go with the flow. I was much happier that way and less stressed. One day I hope to combine my love of adventure, style and mix that with amazing photography but for now it’s iPhone photos of me in shorts and a swimsuit.

P.S. I will be creating a full guide on exactly what to pack for a trip to Hawaii. Believe me, you don’t need as many clothes as you think! Although, over packing swimsuits can never hurt!

10 Outfits I Wore in Oahu, Hawaii - Sunshine Style

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11 Comments

  • 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
    http://www.blissfullybrooke.com

    • 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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