Neighborhood Information about Koolaupoko: Koolaupoko is on the northwestern end of Kailua between North Kalaheo Ave. and Maunawili Stream. It's also across the canal from Kalaheo Hillside. One of the better known roads in Koolaupoko is Kainui Drive, which is also known as "Duck Lane" or "Duck Road" as it's been common to see ducks on median strip. Outside of easy access to H-3 Highway via Mokapu Blvd., one of the other perks for those lucky enough is to live on the canal in Koolaupoko. From there, you can take a canoe, kayak or SUP out to the ocean. It's a great lifestyle!
Most of the original homes in Koolaupoko were built in the 1950's and were wood framed single wall construction. Most of the neighborhood is comprised of detached single family homes, however there's a section of attached CPR duplex style dwellings along Kaipii St. There's also a small condo project in Koolaupoko named Kainui Estate.
Koolaupoko homes on the market are features below. Let us know if you have any questions about any. In the event you need help buying or selling in Koolaupoko, we can help with that as well. Contact us for more info.
This rare 27,725 sq. ft. estate property has fabulous mountain views over the wide canal, in a prime Kailua location one street from the beach. Enjoy over 295 ft of direc...
Listing courtesy of Coldwell Banker Realty.
This rare 27,725 sq. ft. estate property has fabulous mountain views over the wide canal, in a prime Kailua location one street from the beach. Enjoy over 295 ft of direc...
Listing courtesy of Coldwell Banker Realty.
Discover the perfect blend of lifestyle, comfort, and value at 1251 Kainui Drive—an exceptional canal-front retreat situated along an established, palm tree-lined street ...
Listing courtesy of Compass.
Brand new construction meets modern island luxury in highly coveted Kailua. This stunning, meticulously designed home with 3,579 sq ft. of living offers the ultimate in s...
Listing courtesy of MG Hawaii Realty, LLC.
Located in the Koolaupoku neighborhood, on a quiet street - 4 bedrooms, 3 bathrooms. Single Level open concept home with covered patio. Full street facing property with 2...
Listing courtesy of Coldwell Banker Realty.
“I Love Kailua” - Experience the ultimate Hawaii lifestyle in a town famous for world-renowned beaches, vibrant open markets, abundant eateries, and boutique shopping, a...
Listing courtesy of Engel & Volkers Honolulu.
Lowest-Priced Home in Ko'olaupoko! SELLER SAYS, "SELL!" Don't miss this incredible opportunity to own a home on a quiet, private loop in the heart of Kailua! This single-...
Listing courtesy of Corcoran Pacific Properties.
A rare opportunity in a desirable Kailua location! Just minutes from Kailua Beach and a short stroll to Kalaheo Neighborhood Park, this property offers the chance to crea...
Listing courtesy of Homes of Hawai'i Real Estate.
Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.