Only in Oahu: 4 Day Itinerary for the Island of Oahu, HI

Only in Oahu: 4 Day Itinerary for the Island of Oahu, HI

Anna Holycross
Diving with sharks, visiting famous historical landmarks, and trying every shaved ice you can find... sounds like the quintessential trip to the islands of Hawaii, and we will show you just how to do it in only 4 days! This itinerary covers the island of Oahu, HI and is perfect for anyone who is looking for more of adventurous trip than a relaxing vacation (though we definitely did lounge on the beach some.... because how can you not!) This was one of my first big trips with my boyfriend, and we did not have a ton of extra funds to spare at the time. We wanted to do something epic together for our one year anniversary, so we booked a Hawaiian escape for 4 short but very sweet days! We were even face to face with a tiger shark named Roxie (sans cage) at 7 AM on the day of our one year anniversary, so I would say we accomplished our goal of an epic first trip, and I am so excited to share exactly what we did in our few days there. Save yourself the time of researching it all and planning everything alone! This guide is perfect for on-the-go couples, friends, or groups looking to really experience all that this little island has to offer beyond just the beaches and city. Included: 🏖Beach recommendations 🍳Restaurant recommendations 🏨Hotel suggestions 🍨Shave ice shops 🗺Activities
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Where to Stay?

I would recommend staying near Honolulu on your first visit for easy access to the Pearl Harbor Historical Site, lots of restaurants and things to do, close proximity to the airport (especially if you do not plan on renting a car!), etc.; however, if some of these things are not as important to you, and you are there more so for the best beaches, I would recommend the North Shore. It is not nearly as large and commercialized, which we liked. Since we already experienced the city on our first trip, we would definitely choose to stay near the North Shore if we ever go back. Just keep in mind that your options for accommodations and hotels will be much more limited- you may could try going the AirBnb route more so here though! I will attach the hotel we stayed in during our time in Honolulu! I will also include at the bottom some other hotel options in the area (but I have not personally stayed at these, and there are several to choose from!) 

*Do keep in mind that a lot of hotels do have parking structures for their guests, but many of them charge a steep nightly rate to park your car there. Since we had a rental car, this was one of our large costs unfortunately. Just be prepared for this expense as it is not included in the hotel rate usually. 

Hyatt Regency Waikiki Beach Resort And Spa
@annaholycross
This spot was great for our first time visiting as it was close to the beach and centrally located to everything we wanted to get to (and an easy drive to the North Shore.) We loved our room, and the staff was so friendly- they have a great pool/lounge area as well. My only complaint was the parking garage- it is not well designed.
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When to go?

The best time to visit Oahu is definitely during shoulder season when you will experience milder temperatures and fewer crowds. Shoulder season is typically late spring and early fall for many places, and Oahu is not much different. I would recommend April-early June and September- early December. Like many places, the summer will bring an influx of people and a spike in the heat. We visited in the middle of May, and the weather was great! We did get a little rain, but none of our plans were ever altered by the weather. The beaches were a little crowded at times, but I don't know that you will ever have any of the pristine Hawaiian beaches completely to yourself. Do keep in mind that June is the driest month, and December sees the most rainfall. 

Day by Day Itinerary:

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ABOUT THE AUTHOR
Anna Holycross
🌎Adventure traveler, lover of national parks, hiking, and roadtrips 📍Sharing my favorite locations and all that makes them unique 👫Traveling together and sometimes with our adventure rescue cat and dogs
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Digital Map
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23 places
23 hand-picked places with notes from the creator
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DESTINATION(S) COVERED
Honolulu, HI, USA
Oahu, Hawaii, USA
North Shore, Waialua, Hawaii, USA
Hawaii, USA
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Itineraries typically include day-by-day plans, with food, lodging and activity recommendations for each day.
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