Kalaheo Hillside Homes with Conservation Frontage

Welcome to the charming neighborhood of Kalaheo Hillside in Kailua, Honolulu, Hawaii. Known for its stunning natural beauty and tranquil surroundings, Kalaheo Hillside offers a peaceful retreat for those looking to escape the hustle and bustle of city life.

One of the unique features of homes in Kalaheo Hillside is the conservation frontage that many properties boast. This means that residents have the privilege of enjoying unspoiled views of the lush landscape and pristine conservation areas right from their doorstep. Imagine waking up to the sounds of native birds chirping and the sight of colorful flora greeting you each morning.

Living in Kalaheo Hillside provides the perfect blend of privacy and community. Residents can take advantage of the numerous outdoor activities available in the area, from hiking and biking to picnicking and birdwatching. The neighborhood is also conveniently located near top-rated schools, shopping centers, and dining options, making it an ideal place to call home for families and individuals alike.

Whether you are looking for a peaceful retreat or a close-knit community to be a part of, Kalaheo Hillside offers the best of both worlds. Come and discover the beauty and serenity that this neighborhood has to offer – your dream home with conservation frontage awaits in Kailua, Honolulu, Hawaii.

Newest Kalaheo Hillside Homes with Conservation Frontage

$2,300,000

4 Beds ⋅ 3 Baths ⋅ 202611972 MLS ⋅ FS - Fee Simple Tenure ⋅ 38 DOM

Tucked onto one of Kalaheo Hillside's most sought-after streets, 445 Iliwahi Loop is a fully reimagined 4-bed, 3-bath retreat blending timeless island architecture with a clean, considered renovation — vaulted ceilings, an open great room flowing to covered lanais, and walls of glass framing the pool, gardens and fountains. This generous lot sits against the conservation hillside adding to the peace and quiet of this location. The chef's kitchen pairs a Viking range and Sub-Zero refrigeration w/a generous island open to the dining & living areas. Two primary suites suit multigenerational living or a guest wing, the spa-inspired primary bath w/a soaking tub and oversized shower. Two additional bedrooms w/shared bath PLUS 2 office/flex rooms Outside is your own resort: a sparkling pool (plus spa hookup), mature landscaping, a garden gazebo and covered lanai seating for golden-hour gatherings. NEM metering, 2 Tesla Powerwalls, + a new GACO roof! Freshly painted inside & out, new flooring, lighting & fans throughout. Minutes to Kailua Beach, a short hop to Marine Corps Base Hawaii, and moments from H-3, Pali and Likelike — with Aikahi Shopping Center and dining close at hand.

445 Iliwahi Loop, Kailua

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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.