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Kalaheo Hillside Home Search

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Kalaheo Hillside Real Estate

Neighborhood Information about Kalaheo Hillside: Kalaheo Hillside encompasses all the homes on the Kaneohe side of the canal and straddles both sides of Mokapu Blvd. north of Kalaheo High School. Some the homes are on the canal and there's others across Mokapu Blvd on the Hillside. Some of the hillside have had some soils issues in foundations. However once up on the hillside, some of the homes can have nice views over Kailua Bay. 

Most of the homes in Kalaheo Hillside were built in the late 1950's to early 1960's and were single level ranch style. However over the years, many have been renovated and some gone up with 2nd story additions. Many of the streets in Kalaheo Hillside start with "Ilii" such as Iliaina, Ilikupono, Ilihau, Ilimano, Ilipilo and Iliwahi streets.

What's nice about living in Kalaheo Hillside is you're not to far from the white sandy beach at Beachside, yet you're close to shopping in Aikahi Park or Kailua Town. Below you'll find the latest available homes for sale in Kalaheo Hillside. If you have questions on any of these or are thinking about selling your Kalaheo Hillside home, feel free to contact us for more information.

Kalaheo Hillside Listings

361 Iliaina Street, Kailua image
361 Iliaina Street, Kailua $2,185,000

This is the one you have been waiting for! This home, in the desirable Kalaheo Hillside neighborhood, is strategically positioned on a large 10,000 sq. ft. lot to allow t...

  • 4 Beds
  • 3 Baths
  • 202614657 MLS
  • FS - Fee Simple Tenure
Courtesy of Homequest LLC

Listing courtesy of Homequest LLC.

340 Ilimano Street, Kailua image
340 Ilimano Street, Kailua $2,149,000

Fully remodeled in 2024, truly MOVE IN READY! Just a few blocks from Aikahi shopping center and Kailua beach! This 4 bedroom 2,020 SF home has a spacious great room, che...

  • 4 Beds
  • 2 Baths
  • 202616975 MLS
  • FS - Fee Simple Tenure
Courtesy of eXp Realty

Listing courtesy of eXp Realty.

315 Iliaina Street, Kailua image
315 Iliaina Street, Kailua $1,725,000 ▼

Nestled within one of Kailua’s favorite neighborhoods, Kalaheo Hillside, 315 Iliaina Street is filled with potential and island charm. The property includes two separate ...

  • 202610580 MLS
  • FS - Fee Simple Tenure
Courtesy of Homes of Hawai'i Real Estate

Listing courtesy of Homes of Hawai'i Real Estate.

315 Iliaina Street, Kailua image
315 Iliaina Street, Kailua $1,725,000 ▼

Nestled within one of Kailua’s favorite neighborhoods, Kalaheo Hillside, 315 Iliaina Street is filled with potential and island charm. The property includes two separate ...

  • 3 Beds
  • 3 Baths
  • 202609716 MLS
  • FS - Fee Simple Tenure
Courtesy of Homes of Hawai'i Real Estate

Listing courtesy of Homes of Hawai'i Real Estate.

1225 Mokapu Boulevard, Kailua image
1225 Mokapu Boulevard, Kailua $1,690,000

Experience elevated island living in this fully remodeled, single-level home in the heart of Kailua. Renovated from top to bottom, this property feels virtually new and o...

  • 4 Beds
  • 3 Baths
  • 202614340 MLS
  • FS - Fee Simple Tenure
Courtesy of SC Realty, LLC

Listing courtesy of SC Realty, LLC.

453 Iliaina Street, Kailua image
453 Iliaina Street, Kailua $1,650,000

OPEN HOUSE SUNDAY 9/13, 1-4PM!! E komo mai to this charming home in one of Kailua's most sought after neighborhoods with less than a mile walk to beautiful Castles Beach!...

  • 3 Beds
  • 2 Baths
  • 202616142 MLS
  • FS - Fee Simple Tenure
Courtesy of eXp Realty

Listing courtesy of eXp Realty.

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.

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