Oliver Men's Shop

Men's clothing store · Windward

Oliver Men's Shop

Men's clothing store · Windward

1

49 Kihapai St, Kailua, HI 96734

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Oliver Men's Shop by null
Oliver Men's Shop by null
Oliver Men's Shop by null
Oliver Men's Shop by null
Oliver Men's Shop by null
Oliver Men's Shop by null
Oliver Men's Shop by null
Oliver Men's Shop by null
Oliver Men's Shop by null
Oliver Men's Shop by null
Oliver Men's Shop by null
Oliver Men's Shop by null
Oliver Men's Shop by null
Oliver Men's Shop by null
Oliver Men's Shop by null
Oliver Men's Shop by null
Oliver Men's Shop by null
Oliver Men's Shop by null
Oliver Men's Shop by null
Oliver Men's Shop by null
Oliver Men's Shop by null
Oliver Men's Shop by null
Oliver Men's Shop by null
Oliver Men's Shop by null
Oliver Men's Shop by null
Oliver Men's Shop by null
Oliver Men's Shop by null
Oliver Men's Shop by null
Oliver Men's Shop by null
Oliver Men's Shop by null
Oliver Men's Shop by null
Oliver Men's Shop by null
Oliver Men's Shop by null
Oliver Men's Shop by null
Oliver Men's Shop by null
Oliver Men's Shop by null
Oliver Men's Shop by null
Oliver Men's Shop by null
Oliver Men's Shop by null
Oliver Men's Shop by null
Oliver Men's Shop by null
Oliver Men's Shop by null
Oliver Men's Shop by null
Oliver Men's Shop by null
Oliver Men's Shop by null
Oliver Men's Shop by null

Highlights

Tucked away in Kailua, Oliver offers a stylish selection of vintage and custom menswear, paired with a laid-back coffee vibe that's simply charming.  

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49 Kihapai St, Kailua, HI 96734 Get directions

oliverhawaii.com
@oliverhawaii

$$

Information

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49 Kihapai St, Kailua, HI 96734 Get directions

+1 808 261 6587
oliverhawaii.com
@oliverhawaii

$$

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Last updated

Jul 29, 2025

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@afar

"A Men's Store The minute I opened the door to Oliver in Kailua, I said to myself: "If I had a boyfriend right now, he would be spoiled with gifts from this place." The quaint quarters betray the well organized and perfectly matched assortment of items in this men's store. From tshirts to beach towels, the owners effectively designed their masculine merchandise to cater to the male audience, and their significant others, with a classy beachy ambiance (check out their website for a sense of their retail flavor and peruse the brands they sell). Sister store, Olive, is just down the block with an equally fun and refined flare focused on women."

The Best Shopping in Hawai‘i
View Postcard for Oliver Men's Shop

Borden Burns

Google
A year and a half after having been there in person, I'm still placing orders from the mainland. I love this place, and I love its people. Check out their Instagram if you can't make it to Kailua.

Winston Cubed

Google
High quality men’s boutique clothing store in Kailua. Customize your own jacket here. Ed is super friendly and helpful. I bought my favorite hawaiian shirt here. If you are in Kailua definitely check out this very unique boutique shop!

Bon Park

Google
Parker designed and custom made my jacket and it is perfect ! They have the cutest little stuffs and unique vintage clothes you will love. It was the best experience of buying clothes and accessories in Oahu! Mahalo🌺

OvrlndHI Pohaku

Google
I love a place that knows what it takes to make a good coffee. BTW, they got the local Hawaiian vinyl collection

Blane Woodfin

Google
Great experience meeting the manager, Edwin. 100% worth checking out this well curated men’s store.

Wyatt NK

Google
My favorite shirt is the original Oliver shirt that I got while visiting a few years ago. I wore it ragged, so it gave me an excuse to get their new one, and I'm pumped! Every time I wear it, I'm reminded of the good times I had there. The owner's a great guy, and it's personal touches like this why I hope others support his small business.

Greg Hofer

Google
Parker and Ali are just the best. You have to make this stop if you’re on the island. Always carries the best quality and the most unique items. You’ll score bonus points if you bring him a bottle of Pappy Van Winkle bourbon .

Peter Johnston

Google
I visited both stores on my recent visit to Hawaii. The Kailua store is excellent ... love the vintage style and feel of the store .. so many unique and interesting pieces ... having had our bag stolen from Waikiki beach with cash and credit cards , we were unable to purchase some of the items , though heading back in January so will revisit .. the Waikiki store has a different feel , more resort style I guess, though definitely worth a visit and grab a coffee whilst browsing ... Oliver is a refreshing change from the over-abundance of high end sterile stores in waikiki .... need more stores like this ...
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Mimi L.

Yelp
This is one of the best finds in Kailua if not the entire island. Parker has amazing taste and has creatively curated this amazing little shop. Everywhere you look there are amazing and unique pieces of clothing, hats, small pieces of sculpture, jewelry. He has amassed an impressive collection lot legit vintage jackets (some from France, old military pieces and cool Levi's) and sweatshirts in cool colors with the perfect amount of fade and they are soft and comfy. And one of the coolest things (and I've never seen this before) they will professionally sew one of their vintage patches to their cool jackets or even embroider them, making each piece so personal and one of a kind. This is a special gem and a must see. Next time I will add my review for the ridiculously cool sister shop Olive's. Beautiful women's clothing, jewelry and housewares......

Kyle T.

Yelp
Stopped in to check out this cool store after a cup of Chad and Lou's. I'm a clothes horse, and always check out the local men's store when traveling. This store won't disappoint. Lots of hella cool stuff to choose from... clothes, vintage aloha shirts, household goods, and hats. Do not visit Kailua without stopping in.

Jaime S.

Yelp
An absolute gem! I stumbled upon this shop on Instagram and visited for the first time today. The clothes are super cute and very good quality! They also have sunglasses, buttons, pins, lighters- tons of unique and vintage items. Highly recommend shopping here!
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Emi H.

Yelp
After sweating my buns off at a Yelp Kicks Butt boot camp, I peered into Oliver on the walk back to my car. I walked into the small and unassuming shop only to find the little store that could! Oliver is a men's store owned by a man and his wife owns a women's boutique called Olivia which is located two doors down. Honestly, does it get any cuter than that? I went in looking for something for my boyfriend and told the owner I needed fitted shirts. "My boyfriend is reaaaaally metro!" I exclaimed. Although he had some really great designs, I ended up deciding to take the safe route of bringing my boyfriend in at a later time. Other than fantastic customer service I love that the owner had designed and built everything in the store. There's so much detail and you can tell each item has been intentionally selected. Great spot to pick up a gift for that awesome man in your life and and support a fantastic local business!
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Amy H.

Yelp
One of the best men's boutique on island. Currently only open 10-4p on weekdays . Hours have not been updated on Yelp.
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Lynne H.

Yelp
5 stars for the great vibe not to mention the great merchandise! This men's shop is open, airy and I loved the clothing and jewelry. The decor was awesome and the service was friendly. http://www.yelp.com/biz_photos/oliver-kailua?select=nWhdGzPefGaYH4Z-VTjaKA#vXkTOB9fEPgN7v6jkHfZlQ http://www.yelp.com/biz_photos/oliver-kailua?select=nWhdGzPefGaYH4Z-VTjaKA#I4VE8SLw2MPkQTDeDlobIg http://www.yelp.com/biz_photos/oliver-kailua?select=nWhdGzPefGaYH4Z-VTjaKA#IN6aM-jLsGm1tr4px75fgw It's next to it's sister shop, Olive (women's clothing), and Chadlous: http://www.yelp.com/biz/olive-boutique-kailua http://www.yelp.com/biz/chadlous-coffee-lounge-kailua When you step into the shop don't forget to look down at the "welcome mat". It's made of pennies! I want that! http://www.yelp.com/biz_photos/oliver-kailua?select=nWhdGzPefGaYH4Z-VTjaKA#bbeggQer-qwKtbc9AdnyMA http://www.yelp.com/biz_photos/oliver-kailua?select=nWhdGzPefGaYH4Z-VTjaKA#KUSJFmGQoMGeFIrTI1VMHQ 31 Yelps Challenge: #16/31
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Cera S.

Yelp
I love coming in here because it's just so unique. It has a very beachy vibe. I love all the shirts and knick-knacks but they are really expensive. They do sell Field Notes notebooks that I love; they are a special Hawaii edition too.
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Pualana L.

Yelp
Where else can you go and emerse yourself in a rustic men's surf lifestyle shop on Oahu? Nowhere. Oliver Men's Shop is the parter shop to Oliver Boutique on the other side of Chad Lou's in Kailua. Men's tees, trunks, sweaters, chinos, and the chambray shirt. What more do you need? Chock full of great brands in clothing, Oliver also features lifestyle products like Coola's HangTen sunscreen, Sea salt soap, italian Marvis toothpaste, Grove scented soy candles, cool sunglasses and a great duffle to carry it all. Part gift shop, surf wear, and all around a good go to shop for your daily wardrobe needs. I shop here exclusively for my brothers and they have yet to complain. Make a trip to Kailua, the tourists have already figured it out.
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Kuuipo D.

Yelp
Oliver is located in the little cluster of shops next to Chad Lou's. It is at the beginning of Kihapai Street, across from Hardware Hawaii. There is metered parking and a small lot in the back. If using the lot, the driveway is one lane for entering and exiting, so be careful. The driveway lane is located to the right of Oliver if facing the shop. Oliver is a men's store. It has a sister store, Olive, on the other side of Chad Lou's. The coffee shop is separating Olive and Oliver. How cute! I come in about every few weeks to check out if there is anything new and exciting. I'm not a man, but they have some really cool items in the store. Besides clothing, there is toothpaste, ceramic coffee cups, wallets, towels, shoes, belts, vinyl records, and more! They often have sales, so I always check out the rack for gifts. My kids love the socks from here. Very stylish. The sales people are always so nice. I can't gush enough about them. Always with a smile, and always ready to answer any questions. This last visit, my teen got into a discussion with the associate about vinyl records and what bands to check out. Also, Oliver will be coming out with a compilation record next month. It will have covers of great hits, but lounge style, but still local. We were lucky enough to hear part of it. I can honestly say I am anxiously waiting for it's release! The customer service, the ease of parking, the unique items sold here make Oliver a favorite local shop for me!
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Blue H.

Yelp
Until Oliver came along Oahu was lacking for a quality shop that specializes in men's clothes and accessories. Not to say there are none, but personally I sometimes need a little more than HIC and a little less than Neiman Marcus. The little space in Kailua is well stocked with just about anything the well appointed man could want. Shirts, literature, and substances for staying well groomed alongside tools to keep your various accessories (Like keys, money, or beer) in check from day to day. Aesthetically this shop feels like something Great Grandpa would have built a motorcycle in... or perhaps shaped a balsa-wood surfboard. Next time you go in have a seat and talk story with whoever is at the counter, listen to some tunes, and enjoy the people watching because a shop like this is a rare commodity these days.
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Lacey W.

Yelp
Love this little mens shop. Popped in after visiting Olive boutique a few doors down. Husband got a nice t shirt and we picked up an adorable t shirt for our little boy. Definitely worth checking out!
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Robert D.

Yelp
Cool selection of men's clothing and nick knacks. Pretty pricey, bought some shorts from the 70% off box.

Sam K.

Yelp
Preppy meets surfer = Oliver I recently read a good review of this boutique in a Japanese magazine so I decided to swing by. Because the other reviews below thrown around oh-so-descriptive with terms like "cute" and "relaxed," I thought I'd give it a little more detailed review. This store is very unique that it stocks high-end casual clothing that you won't really find elsewhere on the Island. I think this store fits under the umbrella of a lifestyle boutique e.g. Ron Herman, J. Crew Mens Shop, Steven Alan, Saturdays, and etc. minus the pretension of the "cool guy" boutiques. They stock house-label clothing including t-shirts, coozies, canvas totes. The t-shirts run about $45. I picked up a coozie for $4 as a souvenir. They also stock some Hawaiian independent cut-and-sew labels that I've never seen before. I also saw a small selection of Saturdays in one of the racks. In addition to the clothes, they have a good selection of mens accessories like wrap bracelets (like Chan Luu), keychains, field notes, and small leather goods. I think it'd be cool if they started carrying niche Hawaiian labels like Island Slipper and "IT" grooming products like Imperial. As far as the service goes, the folks work here are super helpful and friendly. Easy parking also. Being used to going to shops in the Mainland and Tokyo, it wasn't a total mind blowing experience but this place's definitely got a lot of potential. If you are looking for a small present for a twenty- or thirty-something guy who's into clothes, you'll find something cool for sure. Definitely worth checking out if you are in Kailua.
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Gabe C.

Yelp
Awesome little boutique shop tucked away in Kailua. Parker (the owner) carries unique brands and merchandise that no other shop in Hawaii has. Great coffee at Chadlou's next door and Olive, Oliver's sister store, is sure to have something for all you ladies. Nice layout, relaxed vibe. Thumbs up!
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Ryan F.

Yelp
Awesome boutique for GUYS! Thank you! Unique clothing, accessories, and nick-knacks, for that unique guy. Love this store!
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Natasha D.

Yelp
Really friendly service and lots of interesting pieces. Stylish without being pretentious! A great selection of items that could complete a whole wardrobe but in a very small retail space! Impressive!

Sam O.

Yelp
I just found this place by just hanging out in Kailua. The area is very popular. This is a small mens shop but the taste and selections are great. I recommend and shop!

Keith E.

Yelp
Awesome stuff! An easy place to pick up new gift for yourself or someone else. Only lost 1 star because the size choices are so limited.