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  • $2,310,000

    445 Iliwahi Loop, Kailua, HI 96734

    4beds
    2,422sqft
    Single Family Residence
    Built in 1958
    -- sqft lot
    $2,309,800 Zestimate®
    $954/sqft
    $7,385 Estimated rent

    Home value

    $2,309,800

    $2.19M - $2.43M

    $7,385/mo

    Zestimate® history
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    What's special

    Sparkling poolVaulted ceilingsMature landscapingGarden gazebo
    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.

    Zillow last checked:

    Listing updated:

    Listed by:

    Leanna Wolff 808-551-0039,

    eXp Realty,

    Sherine M Duncan 808-554-2262,

    eXp Realty

    Bought with:

    Leanna Wolff, RS-82605

    eXp Realty

    Sherine M Duncan, RS-76286

    eXp Realty

    Source: HiCentral MLS,MLS#: 202611972MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 3
    • Full bathrooms: 3
    Features
    • Bedroom on Main Level, Full Bath on Main Level
    • Flooring: Carpet, Ceramic Tile, Other
    Interior area
    • Total structure area: 2,682
    • Total interior livable area: 2,422 sqft

    Property

    Parking
    • Total spaces: 2
    • Parking features: Boat, Carport, Driveway, Three or more Spaces, On Street
    • Has carport: Yes
    Features
    • Levels: One
    • Stories: 1
    • Exterior features: Landscaping
    • Pool features: In Ground, Tile
    • Fencing: Fenced,Wall
    • Has view: Yes
    • View description: Garden, Mountain(s)
    • Frontage type: Conservation,Other
    Lot
    • Features: Cleared, Other, Level, Steep Slope
    • Topography: Level,Sloping,Terraced
    Details
    • Additional structures: Workshop
    • Parcel number: 1440290800000
    • Zoning description: 03 - R10 - Residential District
    • Special conditions: None

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Detached
    • Property subtype: Single Family Residence
    Materials
    • Foundation: Slab
    Condition
    • Average Condition,Good Condition,Updated/Remodeled
    • New construction: No
    • Year built: 1958
    • Major remodel year: 2019

    Utilities & green energy

    • Water: Public
    • Utilities for property: Above Ground Utilities, Cable Available, Electricity Available, Other, Phone Available, Sewer Available, Water Available

    Community & HOA

    Community
    • Features: Deck/Porch, Patio, Storage Facilities
    • Security: Key Card Entry
    • Subdivision: Kalaheo Hillside
    Location
    • Region: Kailua

    Financial & listing details

    • Price per square foot: $954/sqft
    • Tax assessed value: $1,840,200
    • Annual tax amount: $5,788
    • Date on market: 6/23/2026
    • Inclusions: AC Window Unit, Book Shelves, Cable TV, Ceiling Fan, Chandelier, Compactor, Dishwasher, Disposal, Dryer, Lawn Sprinkler, Photovoltaic – Leased, Photovoltaic - Owned, Range Hood, Range/Oven, Refrigerator, Smoke Detector, Solar Heater, Washer

    Price history

    DateEventPrice
    8/14/2026Sold$2,310,000+0.4%$954/sqft
    Source: HiCentral MLS #202611972 Report a problem
    7/4/2026Contingent$2,300,000$950/sqft
    Source: eXp Realty #202611972 Report a problem
    7/4/2026Listed for sale$2,300,000$950/sqft
    Source: eXp Realty #202611972 Report a problem
    7/4/2026Contingent$2,300,000+4.8%$950/sqft
    Source: HiCentral MLS #202611972 Report a problem
    6/24/2026Listed for sale$2,195,000+56.8%$906/sqft
    Source: HiCentral MLS #202611972 Report a problem
    6/21/2019Listing removed$1,400,000$578/sqft
    Source: Coldwell Banker Pacific Properties - Diamond Head - Kahala #201907474 Report a problem
    3/28/2019Listed for sale$1,400,000+226.3%$578/sqft
    Source: Coldwell Banker Pacific Prop. #201907474 Report a problem
    3/22/2000Sold$429,000$177/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2026-- $1,840,200 +3.7%
    2025$5,789 -10.6%$1,773,900 -10%
    2024$6,478 +2.2%$1,970,800 +3.1%
    2023$6,340 -46.4%$1,911,400 +12.5%
    2022$11,836 +41.8%$1,698,700 +24.3%
    2021$8,348 +10.6%$1,366,500 +5.9%
    2020$7,546 +107.2%$1,290,100 +15.1%
    2019$3,641 +5.4%$1,120,400 +5%
    2018$3,456 +7.6%$1,067,300 +7%
    2017$3,210 +2.9%$997,200 +2.6%
    2016$3,121 +9.6%$971,600 +8.8%
    2015$2,847 +10.8%$893,400 +3.8%
    2014$2,568 $861,000 +8.4%
    2013-- $794,300 +0.5%
    2012-- $790,300 -2.9%
    2011-- $813,800 -5.6%
    2010-- $862,100 +1.3%
    2009-- $851,200 -9.6%
    2008-- $941,300 -4.7%
    2007-- $987,300 +7.6%
    2006-- $917,900 +16%
    2005-- $791,400 +24.4%
    2004-- $636,200 +30.5%
    2003$1,564 +23.1%$487,600 +13.8%
    2002$1,271 $428,600
    2000-- --
    1999-- $355,600
    Find assessor info on the county website

    Neighborhood: 96734

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Aikahi
    • Middle: Kailua
    • High: Kalaheo

    Source: HiCentral MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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    Sell for more on Zillow
    Get a Zillow Showcase℠ listing at no additional cost and you could sell for .
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    With Zillow Showcase(estimated)
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