We Might Move To Kailua - Here's Why 

I am 52 years old and have been living in Kailua for 28 years. prior to that i was born and raised in Waimanalo. My wife is born and raised Kailua her whole life. We love Kailua and don't plan to sell ever. We have been lucky to raise our 4 kids in Kailua. town is walkable and easy to walk to the beach. Alot of people grumble about the tourist but for me, I am good with the tourist coming and spending their money in Kailua. It allows my wife and I to periodically eat at the restaurants. Trust me the locals only will not be able support the shops and restaurants surviving in Kailua.

Different areas work for different people. I have a friend who’s family moved to Kailua from Utah in 2016, and they are thriving and doing amazing.

Awww so awesome to see a Dad & son together kicking it. Family is Everything.

I'm a bay area native and have family in Oahu...feel I have the best of both worlds at times :). What I see as the main difference is the diversity of cultures. Hawaiian culture is unique and beautiful in its own way. I feel here in the bay I can experience the cultures of Mexico, Africa, Europe, Latin America, etc. And you get a taste of the cultures thru cultural events or maybe just going downtown to a local restaurant. I think especially in today's world, it's especially important for our children to experience diversity. Kailua looks lovely and peaceful...hope you and your fam find your dream home to be as well.

Love Kailua side too. Only thing too much tourists as well . But love the way the shopping centers are spread new and old styles

I think I also like Mililani for its higher elevation; which means less risk for flood/tsunami. I wonder what's the official FEMA flood category for Kailua and other areas because it will affect the insurance premium and I think that's something to consider if planning to stay for a long term.

You have the cutest kid on the planet! Loved this content and how it was so relatable to everyone and including your own family. Just the best Derek💕

Love Kailua! Haven't been there for awhile. Great place to go swim, love taking my family in the beach side. Aloha 🤙

Kailua is easily one of the top places to consider for anyone that is serious about living on Oahu. What’s not to like? Clean neighborhoods, walkable commercial areas, nice mix of Mom’n’Pop shops with the larger Longs and Whole Foods thrown in, the beach is nice, the location is great to get to Town as well as taking a drive up to Da North Shore, the schools are great, etc…the only real hurdle is the cost, but nice places aren’t cheap for a reason.

Was out on island for 4 days last month for a friend's retirement party. Becuase our flight out on Monday was delayed... rented another car and drove out to Kailua for lunch at Fatboys and then drove out to Lanikai. On the way back made a stop at Kalapawai Market because of you. Girl enjoyed the entire experience. Thanks for your videos. Really appreciate the local insights.

Maybe lollypops @ Longs? Could you folks please do a comparison (pros/cons) between Kailua and Hawaii Kai? We enjoy your videos and your local's viewpoint. Mahalo!

Kailua is AWESOME!! Can't wait to move back!

Born and raised local boy 4th gen. Grew up Kaneohe and Kailua late 40's through 70's. Four years after wife and I grad UH Manoa we moved to Wa State due to COL and terrible wages, I worked FHB and wife ran an art gallery in Waikiki. Lived in Kailua and loved it, the sleepy Kailua town of days past. When we come to visit home, we go to the Big Island where I went to HS. If we were to ever return, it would be to the BI. Love your videos of home.

It's the opposite for me. While we lived in Washington, I missed everything about the islands versus while living in the islands, I didn't miss anything about the states. One trip a year was good enough for me.

Lived in Kaneohe, Mahalani Circle for 3 years...loved it...kayaked to Gilligan's Island most evenings...Kailua is a wonder place to live...loved the stretch of beautiful beach.

Why Kailua is a little different than Mililani: 1) nearer to town. 2) near to beach 3) different look at every block because it was developed by different developers. Kailua is being redeveloped so have newer buildings and housing like Mililani. Just some things that came to my mind.

Your son looks like his mama ❤ awesome family and awesome channel . Thank you for posting so much !

If I could I would I love Kailua

Thank you for this video. This is one of your subscribers from the mainland Los Angeles. As for me, I own property on the big island in HPP and eventually I would like to build there and move there but I go back-and-forth. The only thing I’m gonna miss leaving Los Angeles is the car coach here here I’m going to miss Beverly Hills Redondo Beach, Torrance, Beach, Palos Verdes Malibu. Yes I can get on the airplane and fly back but once you live on the island you don’t want to come back to Los Angeles well thank you for this video over here in Los Angeles California.🤙🏽🤙🏽🤙🏽🤙🏽🤙🏽🤙🏽

I love Kailua so super excited to have you as my neighbor.

Kailua town is pretty widespread. The part that you were on, is part of the roadway to Enchanted Lakes and Lanikai. There are other portions that have other things as well as Enchanted Lakes, but where you live and depends on, the person you are as the family grows up. Shopping isn't in Olamana, it's either Kailua town, Aikahi and Enchanted Lakes, so unless you like driving a few minutes longer, that's fine but count the traffic lights and rush hour. Nice versus convenient? Depending on work and the start time, rush hour traffic is considered a factor. Remember Kailua has three tunnels to connect to town, Pali, Likelike and H3. Either has had traffic congestion periodically, shutting down for a while. So, if Mililani commute or Waianae traffic congestion was a nightmare, image the Pali backlogged and accident at Likelike. I grew up in Kailua and enjoyed living there till I married and moved out but if I could afford to live in Kailua, I would, but it depends on the type of person you are. There's Castle Hospital, Medical doctors in Kailua town, dentists, theater, shopping, tennis courts, swimming pools, volleyball courts, basketball courts, indoor gym, beaches, soccer/football fields, skateboard park, Enchanted lakes, paddling. However, night life is town side, but it's got a slow pace of life without having to go to town unless you wanted to.

Kailua is awesome.

This was such fun! You are a great dad! I love your little boy.

Kailua is beautiful, I wish I found a place there a while back

Great family hope you all find your forever home and lollipop 🍭 store.

I have a question does one of the islands of Hawaii have the small frog Coqui? I am happy you are sharing why you prefer to live in Kailua! All the best

Since your son is still school age. I think the most important thing, unless he is already going to a private school are the schools. Mililani schools are much better than Kailua

If you are well off and make more than $25K per year then living in the beautiful state of Hawaï'i might be possible. You all are so well off and lucky. You are fortunate.

Barely any locals in kailua anymore and the population doubled since 2016.

What's not to live in Kailua except the tourists and parking issues? It is like Sausalito. I like it to tegularly escape to it from the leeward side. How about Manawili? house?

If/when I move to Oahu, Kailua will be the place.

Love Ur videos brother

I love living in Kailua, I just wish they would build a giant Walmart, and maybe a couple of giant parking lots.

The lollipops would be in Target Your son is terrific btw

Moke’s just down the sidewalk from Agnes truck

All I can say is GOOD LUCK!!!🤣

I was born in Oahu moved to big island than to California when I was 8 or 9 and let me tell you that although I moved back during my teenage years then back again as a young adult but still I stay here on the mainland and lived in the Livermore/Pleasanton area and I still would get bored because like you say how many times do you actually drive to Tahoe or Santa Cruz or anything like that. For me I would rather live back home in Hawaii and only visit ca.

I wish you much luck and I hope you get the home of your dreams to raise your family...It is sad to hear a child speak of "bad" guys especially on such a beautiful island paradise...I'm sure they could feed the "bad" guys to the sharks that swim around...Mahalo for all the great video's

And, you get surf at Kaneohe MCAS...

Kū kia'i kapu Mauna Kea.

Your son is so cute man haha bless y’all

Good money guys

kailua is like california its not for locals it ,like the rest of oahu is not hawaii cement and foreigners

So cute.

Portugese man o war. Not jelly fish on windward side.

Kailua is nice but the vibe is a little off. Not quite authentic. It's getting too cali like.

👍

kailua = the place for haole transplants.

Brother you went to Bee tea to get an açaí bowl when nalu is right next door? 😂

Must admit that we have only been out to Kailua a few times, but we love it, and have always said It feels like we could happily live out there for sure.