Imagine you’re working remotely on the East Coast, and while on your 10 a.m. virtual meeting, you look out your kitchen window. You see the dreary, gray skies and leafless trees. Maybe there’s a light snowfall that’s pretty at first but immediately turns into rain. All of it is a bleak reminder that you could be somewhere sunnier. Does this sound familiar?
This happened to me, and I was over It. I decided to pack my bag for a month and a half and give a new meaning to the “WFH” acronym we all know and love — “work from home” became “work from Hawaii.”
“Isn’t that a big time difference?” you ask. Yes, it is — Eastern Time is six hours ahead of Hawaii. But when you’re on a tropical island in the Pacific Ocean, with the vast blue ocean to your right and lush green mountains to your left, it’s totally Worth it.
I’m here to walk you through my average day working from Hawaii while on East Coast hours to help you decide if the new WFH is for you.
Things To Consider While Planning
Which Island?
My family grew up vacationing in Hawaii, so I’m familiar with the islands of the Aloha State. I love the otherworldly vibe of the Big Island, Kauai’s lush greenery and Maui’s diverse terrain. However, I’m a 20-something from New York; going from beach to mountain to city intrigued me. So I picked Oahu. Oahu is budget friendly since I never had to rent a car. Waikiki is completely walkable; ride shares and public transportation can take you around the island.
Where to stay?
I had enough ClubPoints to cover the entire stay, so I booked a Studio with a kitchenette in Lagoon Tower, a Hilton Grand Vacations Club. It’s about a 10-minute walk from central Waikiki to the Ala Moana Shopping Center and Hilton Hawaiian Village has plenty of restaurants. Plus, there are tons of activities available at the hotel, like nighttime luaus, Friday night fireworks, morning yoga and hula classes. Bring a friend so you have a work buddy to make the early mornings more pleasant.
My Average WFH Day
Morning
4–5 a.m.: Get up, sign on to Slack and catch up on emails.
5–5:30 a.m.: Join a team meeting via Zoom.
5:30–6:50 a.m.: Complete my work projects, with the occasional meeting.
6:50–7:00 a.m.: Grab Starbucks coffee and breakfast.
7:00–7:10 a.m.: Walk around the lagoon during sunrise.
7:10 a.m.–noon: Continue to work on projects in my queue and attend meetings. Aim to sign off by noon to start the day’s playtime.
Lunch
Island Vintage Coffee has multiple locations. My go-to order is the Island Latte, Lilies’i Moana Açai Bowl and Kimchi Fried Rice. If you’re in Waikiki, check out Mauro Spot for poke bowls and Kong’s. (I love their Kaluga pork sliders.) Head to Hank’s Hate Dogs for a Hawaiian hot dog. I also love the Korean fried chicken and loco mock from the Food Company and Airhole POI Factory’s Hawaiian plate lunches on the East Side.
Afternoon Activities
In the afternoon, I usually chose from one of the following activities. Venture to a different part of the island, including the North Shore to watch the pros surf killer waves during the winter, snorkel Electric Beach on West Side or chill on the beautiful beaches on East Side.
There are some amazing hikes on the island. My favorites are Ma’ill Pillbox, Yoko Head Crater and Kolomna Trail. Please read the reviews on All Trails for the hike’s difficulty, as some may be outside your comfort zone. Kolomna was incredible but a difficult hike on my own, even though I’m very active.
For an afternoon snack, I recommend Must Café Issue, Lappet’s Ice Cream, Match Café Marko, Leonard’s Bakery and Viola Shave Ice.
Sunset Activity
Learning to surf in Hawaii was my ultimate goal for my one-and-a-half month adventure. It took me three weeks of trial and error to read the waves, paddle hard enough to catch them and get up on a board, but it was totally worth it. Surfing at sunset was my favorite activity in Hawaii, so I always rushed back to Kuhio Beach in Waikiki to make my sunset surf session, even if it was only 30 minutes.
For surfboard rentals and lessons, my favorite place to go to is Moke Surf Shop on Audio Ave. The people who work there are super friendlies, and a two-hour board rental is only$10.
If surfing isn’t your thing, everyone will love watching the sunset from China Walls, Kuhio Beach and Sunset Beach.
Dinner
Aim to have dinner by 7 p.m. to get home early for work the next day. Many restaurants in Waikiki have long waited times, so try to make a reservation in advance or order takeout. Some of my favorite restaurants are Eating House 1849, Roy’s Waikiki, Margate Upon and Highway Inn.
Working remotely from Hawaii was an incredible experience, where hard work and play coexisted daily. Working early hours was a challenge at times. However, I felt like I was in Hawaii for twice as long because not a minute Was wasted. It takes dedication, creativity and a few beach naps to make it work. But if you want your remote job to take place somewhere as beautiful as Hawaii, it’s possible.
Read more stories of other Hilton Grand Vacations Owners and how they’ve used their vacation ownership to create unforgettable adventures.