Whenever I arrive anywhere tropical, I’m always jonesing to jump in the ocean. That’s why, right after landing on Oahu earlier this summer, we hit Waikiki beach. After years of bribing and threatening, Jimmy and I are stoked Tanner & Saxon finally love to surf. (Although I do not love how they constantly tell me what a crappy paddler I am and how I need Jimmy to slingshot me into waves.)
We hooked up with legendary pro surfer Hans Hedemann. Hans is Oahu born, owns two surf schools (Waikiki and Turtle Bay Resort on the North Shore), and is super down to earth. He took us to a mellow spot called “Sandbar” toward the Honolulu zoo end of Waikiki.
The water is so warm and aqua. And you can surf in a bikini! The view—Diamond Head, the highrises and iconic pink Royal Hawaiian Hotel was gorgeous—and gliding over that turquoise glass made me feel giddy.
I tried to get some scoop from Hans about his time on the world tour but he was tight lipped.
He did tell me that he gave Cameron Diaz lessons twice a day for an entire month, and she got so good, by the end he was taking her out into juicy double overhead surf. He also told us about his son, Johann, a musician who attends the Berklee College of Music in Boston. Jimmy, the bros and I caught a ton of “party waves.” We even surfed alongside an outrigger canoe on a few waves. After a few hours, we got out of the water all salty and blissed out, and walked past Kuhio Beach Park where locals were hosting grad party BBQs. I asked Hans if I was ready for juicy surf like Cameron.
“Not yet,” he laughed.
With the smell of plumeria and teri chicken wafting through the air, we hopped in the car. As we drove off, Hans’ son, Johann (aka Johann Beach), played us out…Listen to Johann’s perfect post-surf sesh song, “Girl Crazy” here.
One of the best things about visiting Oahu was hanging with our good friend, Rich and his family. We’ve known Rich since junior high and his personality has definitely improved with age.
Next, it was off to the windward side of Oahu to Kailua with Team Erickson.
Kailua Beach is postcard pretty. I always feel like I could stay out in the water forever doing handstands and splashing around. The sand is soft and white, palm trees sway in the tradewinds, and the beach is dotted with an eclectic mix of people and dogs including Charlie, the amazing camouflaging Golden Doodle.
After our beach day, Jules took me around Kailua, and showed me all the hotspots.
Aloha Suprette was my fave.
A superette is a New Zealand term for a small supermarket or convenience store. The gem of a boutique features unique wares by different artists. The jewelry draped over chunks of coral and cute neon-trimmed beach togs had me drooling.
I was obsessed with this fuchsia surfboard by Travis Reynolds, a Santa Cruz surfer/artist/shaper. Alas, it wouldn’t fit in my suitcase…
Luckily, this cool piece did.
Travis upcycled leftover surfboard fiberglass to make the “canvas,” even splattering it with neon resin. Reminds me of surfer spin art.
Another happening ‘hood is Monsarrat Avenue near the base of Diamond Head. There are Acai bowl places and juice joints, the order-at-the counter Diamond Head Market with freshly made scones, passion fruit cheesecake and pickled mango by the pint. By far our favorite spot was ARS Cafe. With vintage vinyl spinning on the record player and industrial chic decor, this espresso/coffee/gelato/art gallery is a charming spot to chill.
Later, it was time to venture into Waikiki. We arrived at House Without a Key at the Halekulani Hotel just in time for sunset. Under a pinky blue abalone shell sky, a trio of musicians played the ukulele and sang about a yellow ginger lei while a hula dancer swayed gracefully.
Could there be a more quintessential Hawaiian experience? Honestly, I think these are the tastiest Mai Tais on the planet. They have the perfect tart to sweet ratio and a little sugar cane swizzle stick you can chomp on. (Try the recipe here.)
I could have pounded 10 so it’s a good thing we had to dash—it was time for dinner.
Tiki torches licking the black sky, we took the beach route passing a dude with a metal detector sifting the now cool Waikiki sands for treasure—classic!—to a swell little boutique hotel in Waikiki called the Surf Jack and Swim Club.
It’s the coolest vintage-y hotel. Their motto is “Bringing soul back to Waikiki.” Walk into the covered lobby and the first thing you see is this swimming pool inscribed with “Wish You Were Here”…
The center of the hotel is open air so you look up at a starry sky. On the platform bar area above the pool area are cute little cabanas where you can party semi-privately, and on the upper ten floors, 112 guest rooms which seem reasonably priced.
We ate at the hotel’s restaurant, Machina & Sons.
Next, it was on to the North Shore. The North Shore is relaxed and lush. Locals have managed to keep it country. Hans has a surf school at Turtle Bay so once again, we hit the waves. Here, Jimmy gives Kelly Slater a run for his world title.
We cruised into Haleiwa for sushi and window shopping. When we arrived at Matsumoto’s for shave ice, the line snaked out the door and deep into the courtyard. Jimmy wanted to bail. I thought there was no way this place could live up to its hype.
This shave ice is legit. Watching the women create perfect snowballs from an ice block, then drizzle it with tropical flavors—mango, papaya, lilikoi, yes please! and the piece de resistance a touch of sweet condensed milk—was mesmerizing. Plus the taste was nirvana.
In the end, we didn’t want to leave. Oahu feels so much less touristy even though it’s supposedly the most touristy isle of all. There are fun new restaurants and hotels to explore, along with old school institutions.
After grabbing some tuberose leis from the airport stands, back we headed to the mainland.
Still thinking about all the fun we had and missing these cute little mango sellers.