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Kalaheo Hillside Real Estate Search

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Kalaheo Hillside

If you are looking for a slice of paradise nestled in the heart of Oahu, Hawaii, Kalaheo Hillside is the place to be. This enchanting neighborhood offers a tranquil and picturesque setting, combined with a wide range of amenities and attractions that make it a highly sought after location for homebuyers. With an average sale price of $1.5 million, Kalaheo Hillside offers an exclusive and luxurious living experience that is truly worth every penny. One of the most remarkable features of Kalaheo Hillside is its breathtaking natural beauty. The neighborhood is surrounded by lush greenery, rolling hills, and awe inspiring ocean views. Whether you enjoy morning walks along the winding trails or sunset strolls on the beach, Kalaheo Hillside offers an abundance of opportunities to connect with nature and experience the tranquility of Hawaii.

Another key feature of Kalaheo Hillside is its convenient location. Situated on the east side of Oahu, the neighborhood is just a short drive away from the bustling city of Honolulu. Residents of Kalaheo Hillside enjoy the best of both worlds  the peacefulness of a suburban lifestyle, coupled with easy access to urban amenities such as shopping centers, restaurants, and entertainment options. For those seeking recreational activities, Kalaheo Hillside has plenty to offer. The neighborhood is home to several world class golf courses, where avid golfers can perfect their swing against the backdrop of stunning panoramic views. Additionally, the nearby beaches provide opportunities for swimming, snorkeling, and sunbathing, making it a paradise for water enthusiasts.

One of the standout features of Kalaheo Hillside is its strong sense of community. The neighborhood fosters a warm and welcoming atmosphere, where neighbors become friends and lifelong connections are forged. Residents often gather for neighborhood events and socialize at the community center, creating a tight knit community that truly feels like a second family. Safety is also a top priority in Kalaheo Hillside. The neighborhood boasts a low crime rate and is well maintained, providing residents with peace of mind and a sense of security. Whether you're a young family looking to raise children in a safe environment or a retiree seeking a peaceful retreat, Kalaheo Hillside offers a secure and nurturing community. In terms of real estate options, Kalaheo Hillside features a variety of stunning properties to suit different tastes and preferences. From spacious single family homes with modern amenities to charming townhouses with picturesque views, there is something for everyone in this idyllic neighborhood.

Newest Kalaheo Hillside Listings

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.

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.

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.

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.

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.

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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