Halloween in Kailua | Scary Fun and Festivities

Halloween In Kailua: What to Do?

Halloween in Kailua can be creepy and fun for both kids and adults. There is a lot to do this year, even though Halloween is in the middle of the week, on Wednesday. Hope you are ready with your Halloween costume because the Kailua Halloween festivities have already started!

Monster Mash-Up Halloween Event, by Alexander & Baldwin – Sat. 10/27: 5-7 pm

Alexander & Baldwin is hosting a monstrously fun Halloween in Kailua Monster Mash-Up Event for all ages, on Saturday, October 27, 2018. This Kailua Halloween event will be held at Kailua Town Center, in the Kailua Parking Garage, in front of Long’s Drugs.

There will be a Halloween costume parade for keiki. The Monster Mash Halloween in Kailua will also feature other free activities, such as games and crafts for kids. In addition, Kailua Halloween Monster Mash-up will feature Trunk-or-Treat Halloween vehicles and mini pumpkins for the kids, while supplies last. And don’t forgot to take a selfie with the blue and green monsters.

Music on-stage will by provided by Romeo Valentine from 93.3 and DJ Mike Fiesta. Dogs are welcome, and there is even a Kailua Halloween pet costume contest, sponsored by Calvin + Susie and the Kailua Animal Clinic. CLICK HERE for contest rules.

Parking will be available at any of A&B’s retail locations in Kailua Town.

Jorge Garcia’s CarnEVIL of Screams Haunted House, by Skeleton Key Hawaii

This is the second year for the Jorge Garcia Haunted House and Halloween in Kailua… Mwahhh-ha-ha-ha! You may know Jorge Garcia as one of the stars of the hit TV show, Hawaii 5-O and from the Lost TV series. This haunted house is startling and scary and is sure to please those looking for a thrill. Get your tickets now. We advise a fast pass, to help shorten the line. This event has already started and additional upcoming nights will be October 26-28, 30 & 31: 7-10pm

Halloween in Kailua: Lots of Scary Fun!

Halloween in Kailua: Lots of Scary Fun!

Trick or Treat Neighborhoods

Festivities for Halloween in Kailua would not be complete without lots of trick or treating on Halloween Night, Wednesday October, 31, around Kailua’s various neighborhoods. Many neighborhoods feature great trick or treating environments. Three Kailua neighborhoods, in particular, are known for being extra friendly to trick or treaters and lots of fun.

Aikahi Park

Aikahi Park trick or treating is prolific, especially when Halloween occurs on a weekend. This is one of the best areas of Kailua for trick or treating and many kids drive into the area from other neighborhoods. Aikahi Park is nice on Halloween because there are no hills, there are sidewalks, and the neighbors are friendly and usually many will participate in the festivities.


Lanikai is a tight-knit community, right on the beach, and neighbors rave about Halloween there. Some people open the gates of their grand estates (I have heard) and have amazing treats and decorations. Lanikai is a little less kid-friendly because there are no sidewalks, but still will provide a great Halloween in Kailua experience.

Enchanted Lake

Enchanted Lake is similar to Aikahi Park, but on the other side of Kailua. The neighborhood of Enchanted Lake has friendly neighbors, lots of kids, no hills, and nice sidewalks. It is not usually as busy as Aikahi. This is still one of the best areas of Kailua for trick or treating. On Paokano Street, near Iana Street, there is an Annual Mini-Haunted House, as well! This Haunted House, this year themed “Creatures of the Night” is free and is, typically, not overly gory. It is usually suitable even for small kids and we’d describe it as more spooky than scary. It’s quite entertaining, short and sweet, but still lots of fun! Come join in the Halloween in Kailua festivities!




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