First let’s look at that title. I can’t stress this enough because I hear it all the time. You are never IN an island unless you have crawled into a cave ON an island. Just like you would never say “We stayed ON Waikiki” or “We stayed ON Honolulu” (because you don’t stay ON districts or ON cities, you stay IN them) – so the same thing with islands – If you are talking about the STATE OF HAWAII then you can say you stayed IN Hawaii, but if you are talking about the ISLAND OF HAWAII (aka Big Island) then you stayed ON Hawaii. So, it’s possible to stay ON Hawaii and IN Hawaii at the same time but as far as I know, it’s never possible to stay IN Oahu because it’s the name of the island and not a town, city, county or state. So – hopefully that makes sense – it’s one of those things that really can get under your skin if you live here…which I do…but – now that the lecture is over – let’s look back to the first day I returned to Oahu with my family back in 2017. We played tourist for a couple of days and we stayed at the beautiful Hilton Hawaiian Village.
I knew we were going to need a hotel the first few nights because even though we had an apartment – it was empty – so I booked us a room far above the crowds in the Kalia Tower at Hilton Hawaiian Village – Waikiki’s most well known tourist resort. Yes, I could have booked longer in a room a bit farther from the beach and I could have gotten us a full week in a hostel private room – but I wanted my wife and daughter to know what it’s like to be a tourist and to stay in a big, nice, well appointed hotel room in a luxury resort with waterslides, five pools, and no need to go anywhere else. You never get to come to Hawaii again for the first time.
About a month before moving I’d gotten three new credit cards – a Hilton Honors American Express, a Hawaiian Airlines Mastercard, and an Alaska Airlines Visa. I knew that moving would be expensive and each of these cards offered generous sign up bonuses if you spent a certain amount in the first few months.
WARNING: TRAVEL HAWAII PRO-TIPS AHEAD!!!
Using the Hilton Honors American Express, I got a discount but then using the interenet. I found a cheaper rate than Hilton had sold me and I was given that price and a 25% discount as part of Hilton’s price guarantee. When we checked in, they had a Hilton Honors express check-in – so I was able to zip us right past the massive crowds lined up to check in at 3pm and get us settled right away – at the express check-in, I asked for any available free upgrade (part of the card benefit) and was upgraded from a partial view on a mid-floor to a full ocean view on a top floor. So, all told, I got the room for less than a third of the rack rate which was right aroung $625 – our room rate was $176 – which almost made me regret not booking more nights – except that $176 is still a lot of money to pay for a hotel room – at least for my income level.
The lines of people checking in were horrifying and I was incredibly grateful for the experss check-in. Our room was absolutely lovely. The view was wonderful, the wi-fi was complimentary (again part of Hilton Honors). From this point forward we didn’t leave the resort until we checked out.
We swam in three of the five pools, ate Japanese breakfast at the little Japanese restaurant downstairs, and explored the grounds which had a water slide pool, lots of beautiful Hawaiian plant landscaping, koi, tropical fish, tropical birds and more. I’d been telling Sophia about the penguins that lived there and she didn’t believe me and it turned out that she was right, the penguins had been moved to a mainland zoo. But they used to be there – it’s probably best for the penguins that they are not there any longer.
We swam and played in the lagoon, had ice cream, went to the beach, paid way too much for sunscreen, swam in the waterslide pool, enjoyed the sun and heat with rain and rainbows while swimming in a different pool, and finally went back up to our beautiful room and enjoyed the view from the balcony before sleeping wonderfully in the big plush beds with big fluffy pillows in a perfect climate controlled room.
It felt wonderful to be back in Waikiki and it felt even better to have my family back here with me.