On Friday Ali McMahon of Olive Boutique and Parker Moosman of Oliver Men’s Shop celebrated major milestone achievements. Olive has now been making Kailua women stylish one outfit at a time over the past 5 years. Oliver is the sole Men’s shop in Kailua and already has a loyal following both in Hawaii and Japan after just one year of being open.

Olive took over the old Ali’i florist space on Kihapai when you could count all the independent boutiques in Kailua on one hand. Now it feels like a new shop is popping up every month. Kailua has always been a destination for locals and tourists alike, but mostly just for it’s famous white sandy beaches. Now its visitors are seeking out more than just a beach excursion, they’ve come to shop and eat too. Kailua has become more lively as a result, it’s a win win.

What really make Olive and Oliver special is the unique character of the shops, an enjoyable well curated experience carrying local, national, and international brands. Olive is the only place on Oahu stoking Tilvaro Designs, made by hand on the North Shore. Oliver was the first and only shop on Oahu to stock URSA major men’s products from Vermont. Casual and comfy, their shops often become a hangout for the effortlessly cool ladies and gents.

If you haven’t stepped inside their doors yet, what are you waiting for? Then again, these characters aren’t going anywhere. The shops have been embraced by their followers making their presence a standout in a sleepy beach town. We’re excited to see what the next five years will bring for our two favorite east-side shops.

Ali’s shop Olive

Parker’s shop Oliver

Olive Boutique 43 Kihapai street, Kailua, Hawaii 96734. 808-263-9919. IHeartOlive.com

Oliver Men’s Shop 49 Kihapai street, Kailua, Hawaii 96734. 808-261-6587. OliverHawaii.com