My First Time in Oahu, Hawaii- Even Better than Expected

Many months ago when my husband and I were discussing where we wanted to go during our daughter’s school break the end of February/first part of March, Hawaii came up. As much as I’m dying to go to Portugal, I want to wait until the weather is more ideal than it would be the end of February. Hawaii, on the other hand, has perfect weather year-round. The last time we were in Hawaii, which was the second time for each of us, we went to Kauai and the big island and these had become our collective favorite islands. I think it was assumed we would return to the big island and Kauai this time as well.

At the time of our trip planning, the big island was having its most recent massive volcanic eruption. Sections of the island were closed and the air quality was poor. I knew of course things wouldn’t always be like that but I had no idea how long the lingering effects would go on. For example, would Volcanoes National Park or parts of it be closed when we wanted to go there? How long would the poor air quality linger? Not really wanting to take a chance and perhaps being overly-cautious, I suggested maybe we should skip the big island but go to another island instead, along with Kauai. Perhaps we should go to Oahu; after all, Oahu is the most-visited of the Hawaiian islands.

Although he didn’t say as much, I could tell my husband was highly doubtful of my suggestion to go to Oahu. He had been to Oahu many years ago with his mother and sister and had been less than impressed. He tells stories of having to step over body after body on Waikiki Beach and only having barely enough room to put his towel down. Pretty much all he remembers doing on that vacation is going to Waikiki Beach multiple days, driving to the North Shore for the day, and taking a day trip to the big island.

Nonetheless, I began researching Oahu and talking to some co-workers who I knew had been to Oahu several times. I decided we would go to Kauai for a week and Oahu for four days. However, I was adamant that we wouldn’t stay in the Waikiki or Honolulu areas. When I found this gem of a place on Airbnb, I was sold. Since it’s actually part of Paradise Bay Resort, you get resort amenities (more on that later) and free breakfast through Airbnb. We would be staying on the east side of Oahu in a bay, close enough to drive to plenty of good places to hike and pretty much anywhere else on the island we wanted but far enough from the massive crowds to enjoy some peace and quiet.

Flying into Oahu, I immediately noticed the colors of the water seemed somehow prettier than the other islands. The turquoise was more vivid and there was more variation in colors. Then I saw the sprawl of Honolulu and all of the buildings, homes, and hotels crammed together and I was glad I had found the resort in Kaneohe Bay. After we landed and collected our rental car, we drove to the Crazy Shirts outlet and got some lunch nearby. Then we went up to the top of the Diamond Head State Monument and the fun really started.

Diamond Head State Monument is undoubtedly one of the most crowded places I’ve ever been to but absolutely worth it for the views. From the trailhead to the summit of Diamond Head Crater is 0.8 miles one way with 560 feet increase in elevation from the crater floor. There are hundreds of stairs and you go through a couple of tunnels. If you don’t like crowds or small spaces, I wouldn’t advise going here. However, if you don’t mind pushing your way through hordes of people (sometimes you literally have to do this), you’ll be rewarded with amazing views like this:

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View from top of Diamond Head State Monument
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Another view from Diamond Head showing the masses of people around but amazing views

For the rest of our time in Oahu, we mostly spent our time hiking but we also went to the Polynesian Cultural Center (PCC). One thing we discovered about the PCC is that you don’t in fact have to buy a ticket to walk around the grounds if you get there after 6 pm. General admission ticket prices (which are the cheapest offered) are $64.95 for adults and this includes a visitor’s center tour, self-guided tour through six different themed areas (like New Zealand), hands-on activities, a canoe ride, a brief movie, and a canoe show. However, if you’re content to walk through the themed areas on your own for a couple of hours in the evening, you can do so for free. There are also options that you can add on things like a luau, reserved seating, an evening show, and on and on with the most-inclusive package priced at $242.95.

Another non-hiking activity we did in Oahu was visit the Byodo-In Temple in Valley of the Temples Memorial Park. The Byodo-In Temple is a non-practicing Buddhist temple often used for weddings, funerals, and cremation services. I found the temple and grounds to be beautiful and peaceful. There is also a small gift shop on-site.

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Byodo-In Temple

Some of our favorite hiking spots were Waimea Valley and Ahupuaʻa ʻO Kahana State Park. Waimea Valley also has a botanical garden with thousands of different types of plants from around the world and a waterfall that you can swim in. This valley has historically been home to kings, chiefs, and high priests. You can see many archaeological sites throughout the valley. Admission for visiting adults is $16.95 and you can arrange for complimentary tours and activities depending on the day and time (check the website).

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A Looking Glass Tree at Waimea Valley (as Alice in Wonderland fans, my daughter and I loved seeing this)
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Waterfall at Waimea Valley

Ahupuaʻa ʻO Kahana State Park was established to nurture and foster native Hawaiian cultural traditions and the cultural landscape of rural windward Oʻahu. Established as a “living park”, there are thirty-one families living in the ahupuaʻa of Kahana. These families assist with interpretive programs that share the Hawaiian values and lifestyle. There are two hiking trails available to the public, Kapa’ele’ele Ko’a and Keaniani Lookout Trail is a one mile long loop trail that begins at the Orientation Center and takes about one hour. The trail passes two cultural sites and offers stunning views of Kahana Bay. Nakoa Trail is named for the koa trees found along this 2.5 mile loop trail through a tropical rain forest. The loop hike takes about 2 hours. The total length of the hike is 5 miles from the Orientation Center.

My family and I are all about trails with views, so we chose the Kapa’ele’ele Ko’a and Keaniani Lookout Trail. As per our former experience with hiking trails in Hawaii, this one was extremely muddy and slippery in parts. The trail wasn’t too difficult other than navigating through the mud until we reached one of the viewpoints of the bay. At this point, the trail became what I would call pretty dangerous, with sharp drop-offs on both sides of a thin walkway. My husband went up that section to take some photos but I chose to stay behind until he came back and we went back the way we came. Also, if you go on this trail, wear bug-spray because we didn’t and got eaten alive by mosquitoes.

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View from Ahupuaʻa ʻO Kahana State Park

The final thing we did in Oahu that was a ton of fun was to go standup paddleboarding for the first time. Remember that awesome Airbnb we stayed at- well, Paradise Bay Resort offers free standup paddleboarding and kayaking lessons once a day on certain days. After a quick lesson of what to do (it’s pretty simple, honestly) we began paddleboarding around the small body of water (I guess you’d call it an inlet) directly behind the resort. Once I felt confident on my knees, I stood and pretty quickly felt like I had the hang of it. However, the winds were really strong that day and every time I tried to go out into the bay, the wind would push me backwards. Finally, I decided to just stay in the inlet. There were mangroves and I could still see into the bay so it was still scenic.

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Standup paddleboarding!

On our final day in Oahu, we tried to go to the Nu’uanu Pali Lookout but unfortunately the Pali Highway was closed when we were there. All was not lost, though. We made our way to Leonard’s Bakery to try some famous malasadas, which are Portuguese donuts without the hole. For the three of us, we ordered two each with Li Hing, cinnamon sugar, and original coating but when I opened the box in the car, I discovered they had given us several extras. We also got some of the custard-filled ones and extra ones of the others as well- bonus!

We decided to walk along the harbor area of Honolulu before heading to the airport and it was a nice way to end our time in Oahu. I know I for one was very glad I decided to take a chance and come to Oahu and I feel pretty sure my family would agree! Since we’re not really ones to go where the crowds are (with some exceptions like Diamond Head in this case) but we prefer to go a bit off the beaten path, the windward side was perfect for us.

Have you been to Oahu? Did you stay in popular Waikiki or somewhere else? Tell me about your experience in Hawaii.

Happy travels!

Donna