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Ohana
* Second home allowed on either a residential or an agricultural zoned property.
Surf
Body Surfing
Tow-in Surfing
Near beaches
Near parks
Golf
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Koolaupoko homes for sale & real estate | Kailua

Koolaupoko properties for sale : 5 homes

Virtual Tour
$2.63m
Koolaupoko
821 Kainui Drive, Kailua
Home
5 bd
3,186 sqft
$2,625,000
5
bd
3,186
sqft
821 and 823 Kainui Drive … A rare opportunity to own a canal front single-family home on a nearly 10,000 sq. ft. R-5 zoned lot, featuring an ohana unit - each with its own utility meters and address - tucked along the peaceful Kawainui marsh side of Kainui Drive, “Duck Road.” The main home offers a spacious single-level floor plan (approx 2,386 sq. ft. of interior living), including 3 generously sized bedrooms, 3 bathrooms, a study, family room, living room, dining area, enclosed lanai, as well as a spacious recreation room/studio with kitchenette and its own private entrance. Upstairs, the 'ohana unit (823 Kainui Dr – approximately 800 sq. ft. interior) includes 2 bedrooms, 1 bathroom, and a covered lanai. Take in stunning sunsets over the Ko'olau Mountains from the multiple tranquil outdoor areas, unwind in the inviting pool and spa, or enjoy a paddle out to Kailua Bay. The possibilities are truly endless.
Home
5 bd
2,143 sqft
$2,295,000
5
bd
2,143
sqft
Discover a rare opportunity to live in the heart of Kailua’s highly desirable Ko‘olaupoko neighborhood. This beautifully maintained 5-bedroom, 3-bath residence offers a total of approximately 2,143 sq. ft. of interior living space on a generous 9,201 sq. ft. lot. The main home features 3 Bed/2 Bath, highlighted by custom cedar ceilings, luxury vinyl flooring, & an inviting indoor-outdoor flow. Adding exceptional flexibility, the property includes a 2 BR Legal ADU (~735 SF), tastefully remodeled & currently used as a spacious 1BR-1BA unit, complete with its own separate outdoor space & porch, ideal for extended family, guests, or potential rental income. Outside is your private tropical retreat, with a tiled saltwater pool, surrounded by lush landscaping & a mature mango tree. An outdoor shower enhances the home’s relaxed island lifestyle. Pre-paid leased 19 PV panels with HECO net metering. Ideally located near the scenic Kawainui Marsh Trail, Kalaheo High School, Kainalu Elementary, with convenient access to MCBH Kaneohe, H-3, & Kailua Town’s shopping &dining. This home offers the perfect balance of privacy, convenience, & island living. Don’t miss this exceptional Kailua home.
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Home
6 bd
2,848 sqft
$1,699,000
6
bd
2,848
sqft
Spacious 6-bedroom, 3-bath home located in the heart of Kailua. This versatile property offers a flexible layout that is ideal for extended family and multi-generational living. With generous interior space and multiple bedrooms, the home provides comfort and functionality for a variety of living arrangements. Conveniently situated just minutes from Kailua’s beautiful beaches, parks, shopping centers, restaurants, and local markets. Enjoy the relaxed island lifestyle while still having quick access to major roads for an easy commute to town or nearby communities.
Virtual Tour
$4.35m
Koolaupoko
1251 Kainui Drive, Kailua
Home
6 bd
3,870 sqft
$4,350,000
6
bd
3,870
sqft
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 in North Kailua. Fully renovated in 2026 & move-in ready, the spacious single-level main residence offers 4 beds, 3 baths, and over 3000 SF of beautifully designed living space with soaring ceilings, high-end finishes, and an effortless flow. New standing seam roof, net-metered PV & split AC. The kitchen is the heart of the home, featuring a grand island and luxurious, durable Taj Mahal quartzite countertops, ceiling-high cabinetry, premium appliances, a butler’s pantry, dedicated dining area and a charming breakfast nook. Covered and open lanais connect the living areas to landscaped grounds and a peaceful canal with ocean access—perfect for paddling from your backyard. Room to build your dream pool! A dedicated laundry room, 2-car garage, & ample storage provide everyday ease. The 2-bed, 1-bath ADU adds ~800 SF for multi-generational living, guests or rental flexibility. This desirable location is just two blocks from the beach and provides easy access to Kailua Town, top schools, and freeways for easy commuting.
$1.7m  $35,000
Koolaupoko
839 Oneawa Street, Kailua
Home
6 bd
2,884 sqft
$1,695,000  $35,000
6
bd
2,884
sqft
Where modern meets the Kailua lifestyle! This premier location is mere minutes to sandy beaches, surf spots, parks, farmers market, Kailua Town, restaurants, shopping, & more! Offering a wonderful opportunity for multi-generational living in the heart of Kailua! A modern entry flanked with a tiled façade greets you to vaulted ceilings with an expansive, open, and seamless floor plan. The upper level, offers three bedrooms, two bathrooms, and a outdoor deck – ideal for entertaining! The lower level offers three bedrooms, one bathroom, a spacious family room, and a expansive wet bar/laundry area. Stylish kitchen and bathrooms filled with contemporary touches highlighting Calcutta Stone countertops, soft-close cabinet drawers, stainless steel appliances, and contemporary shower. All bedrooms are equipped with split AC units, and the entire home has ceiling fans to cool you off. A wide driveway allows for added on-site parking and a 2-car garage with a convenient EV charging station. It's truly ready for you to move in and start enjoying right away. This is a must-see property!
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Lifestyle & outdoors In Koolaupoko

3 surf spots in this area

Castles
Type: surfing
Kailua Beach
Type: body-surfing
Kailua, Ko'olaupoko 1-3 3-5
Castles
Type: surfing

7 parks in this area

North Kalaheo Avenue at Kawainui C

North Kalaheo Avenue at Pueohala P

Kalaheo Neighborhood Park

North Kalaheo Avenue at Ainoni St.

North Kalaheo Avenue at Dune Stree

Kawai Nui Neighborhood Park

Kalama Beach Park

1 beach in this area

Kailua Beach

2 golf courses in this area

Unnamed golf

Bay View Golf Course

Essentials in Koolaupoko

Farmers market is about 3 min drive
Supermarket is about 23 min walk
Hospital is about 6 min drive
Airport is about 27 min drive
Costco is about 31 min drive
* distance is calculated by average per house. Some homes maybe closer to the essentials

Walkability in Koolaupoko

11 / 20
Somewhat walkable
18-20
15-18
10-15
1-10
Walkability according to the National Walkability Index

Living in Koolaupoko Koolaupoko is a neighborhood in the Kailua district of Oahu.

Supermarkets are about 23 min walk, the nearest Hospital is about 6 min drive and the airport is about 27 min drive.

Koolaupoko is somewhat walkable.

There are 7 parks in this area, and 1 public beach. Nearby lifestyles include surfing, body surfing and golf.

Housing Market Trends for Koolaupoko

There are currently 5 real estate listings for sale in Koolaupoko. This includes homes, condos, multi-family homes, and vacant land.
The average listing price in Koolaupoko for condos is $1,096,333 and for homes is $1,770,938. Week over week the average listing price increased 2%. The median sales price for Koolaupoko over the last 90 days is $1,935,000, a -12% decrease of $227,500 year over year. If we break this down per property types we see that the median sales price for homes is $1,935,000 and for condos $0.
The number of sales in the last 60 days are 4. The average days Koolaupoko properties stay on the market before being sold is 59 days.

Koolaupoko is a neighborhood located in the
Kailua
district on the island of
Oahu
.

Average Listing Price Koolaupoko for condos & homes

Median Sales Price Koolaupoko for condos & homes

Number Of Sales Koolaupoko for condos & homes

* information deemed reliable, but not guaranteed
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