With eight main islands, Hawai‘i is bursting with natural beauty, thriving commerce, and activities to explore. Whether relaxing poolside or surfside, keeping active, or checking out the local nightlife, there is plenty to do in Hawai‘i. Be sure you prepare adequately when it comes to planning your Hawai‘i vacation wardrobe!

Hawai‘i by day can be different from Hawai‘i by night, so be sure you think about what kind of activities you’ll be doing before planning Hawaiian outfits.

Below, we will explore some daytime and nighttime activities to provide outfit inspiration and ensure that you aren’t lacking in options when it comes time to enjoy yourself on vacation!

When considering what to pack for Hawai‘i, or what to pack for any vacation, for that matter, we recommend asking yourself these questions:

1. How much can you fit in your suitcase(s)?
2. What type of weather are you likely to encounter?
3. What type of activities will you be doing?

You might find it necessary to bring a checked bag and a carry-on, especially if you are planning a several-week vacation to Hawai‘i and won’t have access to laundry services.

As for the weather, Hawai‘i’s average daytime summer (kau) temperature at sea level is around 85° Fahrenheit. Summer lasts approximately from May to October. Meanwhile, in the winter (ho‘oilo), which lasts from about November to April, it’s still a balmy 78° Fahrenheit. At night, expect temperatures of around 75° and 68°, on average for summer and winter, respectively.

Winter is Hawai‘i’s rainy season, so be sure to take that into account when outfit planning as well. With that out of the way, let’s get into some outfit ideas for different daytime vs. nighttime vacation activities in Hawai‘i!

The beautiful balmy weather and gorgeous coastlines are one of the main draws of Hawai‘i for many tourists. So make sure to pack at least one bathing suit and cover-up for your trip, along with a beach towel if that isn’t provided where you’ll be staying.

Our swimsuits for women over 50 are designed to provide the optimal blend of coverage, style, and sun protection, regardless of style. Here are a few options:

• Bright Florals & Dark Blue:

• Black & White:

• Tropical Multi-Colored:

Athleisure is your friend when visiting the Hawaiian islands! Whether you’re planning to hit the links at one of Hawai‘i’s picturesque golf courses, or you’re looking to go for a long hike on one of Hawai‘i’s many hiking trails, we’ve got you covered with plenty of options.

Hawai‘i is filled with tons of shops, low-key restaurants, and other points of attraction. So don’t forget to pack some comfy clothing options (preferably ones that you won’t mind getting your picture taken in!) If you’re already planning to bring athleisure, then this may be a good time to pack some sundresses or maxi dresses! Here are a few options we love:

Whether you’re going to a lu’ua, exploring Hawaii’s clubs, or taking yourself out for a fancy three-course meal, you might want to be prepared for slightly cooler weather by bringing a pair or two of pants and nice blouses or pairing a maxi dress with a light sweater. Here are some options:

Pastel & White:

Black & Bright Florals:

Silver & Black:

Now that you’ve had a chance to explore several categories of clothes to wear in Hawai‘i for various occasions, we invite you to explore more! Whether that’s a different athleisure outfit or a look for going out, we’ve got you covered at Anthony’s!

For many women, dresses represent the perfect clothing staple for either lounging or exploring. Find the perfect Hawaiian vacation dress now.