445 Iliwahi Loop

Kailua HI 96734

2682 sq. ft.

10000 sq. ft.

Single-Family

Last sold for $2,310,000

Leanna Wolff, last sold this property on 14 August 2026 after 51 days on market.

Overview

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.

Features

4 bedrooms

3 bathrooms

2 carspaces

2682 sq. ft. floor area

10000 sq. ft. lot size

Single-Family

Estimated Value

Based on this property and similar 4 bedroom single-family properties sold in Kailua over the last 12 months, the estimated median property value of 445 Iliwahi Loop is $1.89m.

Median value

$1.89m

Estimated value range

$900k - $10.5m

Median days on market

Estimated value trend

increase over the last 12 months

Average days on market is based on recent, comparable sales in Kailua. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 445 Iliwahi Loop

2026

Sold

$2,310,000

14 Aug 2026 by Leanna Wolff

2019

Sold

$1,385,000

21 Jun 2019 by Lisa Haeringer, of Coldwell Banker Pacific Prop.

2000

Sold

$429,000

22 Mar 2000 by Noelani Fowler, of Carvill Sotheby's Intl. Realty

Happy sellers in Kailua

We have insufficient information to provide an overview of customer satisfaction for Kailua. Viewing the agent profiles, reviews and sales for Kailua can provide insights for this location.