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Active
    • Price cut: $145K (7/9)
    $3,150,000

    244 Awakea Rd, Kailua, HI 96734

    6beds
    3,150sqft
    : 
    $18,498/mo
    Get pre-qualified
    Single Family Residence
    Built in 1947
    -- sqft lot
    $3,047,200 Zestimate®
    $1,000/sqft
    $-- HOA

    What's special

    Rarely available in Kailua Estates, 244 Awakea Rd is a beautifully remodeled plantation-style property on a spacious 10,000 sq ft lot just a short stroll to Kailua Beach and minutes to Kailua Town. Fully renovated in 2019, the property offers approximately 3,150 sq ft of total living space with a versatile multi-dwelling layout ideal for investors, multi-generational living, or those seeking flexible income potential. The main home features 3 bedrooms, 2 bathrooms plus a den, with vaulted ceilings, hardwood flooring, a walk-in pantry, and seamless indoor-outdoor living. In addition, the property includes a spacious 1-bedroom cottage with high ceilings and a separate 2-bedroom, 1-bath ADU, both beautifully designed and tenant occupied with strong income potential. A dedicated storage and yoga room adds additional flexibility for wellness, workspace, or lifestyle use. Located in one of Kailua’s most desirable beachside neighborhoods, enjoy easy access to Kailua and Lanikai beaches, Kalapawai Market, and local shops and dining. A rare opportunity to own a flexible compound in a prime location offering both lifestyle and income potential.
    78 days
    |
    1,053
    |
    50
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Jason M Carey 808-679-1698,

    Compass

    Source: HiCentral MLS,MLS#: 202608800MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 6
      • Bathrooms: 4
      • Full bathrooms: 4
      Rooms
      • Room types: Guest Quarters
      Features
      • Bedroom on Main Level, Full Bath on Main Level
      • Flooring: Ceramic Tile, Hardwood, Vinyl
      Interior area
      • Total structure area: 3,590
      • Total interior livable area: 3,150 sqft

      Property

      Parking
      • Total spaces: 5
      • Parking features: Driveway, Three or more Spaces, On Street
      Features
      • Levels: One
      • Stories: 1
      • Exterior features: Landscaping
      • Pool features: None
      • Fencing: Fenced,Wall
      • Has view: Yes
      • View description: Garden
      • Frontage type: Other
      Lot
      • Features: Cleared, Other, Level
      • Topography: Level
      Details
      • Parcel number: 1420200820000
      • Zoning description: 03 - R10 - Residential District
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Cottage,Detached,Multiplex
      • Property subtype: Single Family Residence
      Materials
      • Double Wall, Wood Frame
      Condition
      • Excellent,Updated/Remodeled
      • New construction: No
      • Year built: 1947
      • Major remodel year: 2019

      Utilities & green energy

      • Water: Public
      • Utilities for property: Above Ground Utilities, Electricity Available, High Speed Internet Available, Sewer Available, Water Available

      Community & HOA

      Community
      • Features: Deck/Porch, Patio, Storage Facilities
      • Security: Key Card Entry
      • Subdivision: Kailua Estates
      HOA
      • Services included: None
      Location
      • Region: Kailua

      Financial & listing details

      • Price per square foot: $1,000/sqft
      • Tax assessed value: $2,041,300
      • Annual tax amount: $6,724
      • Date on market: 5/11/2026
      • Inclusions: Attic Fan, Cable TV, Ceiling Fan, Dishwasher, Disposal, Drapes, Dryer, Microwave Hood, Microwave, Photovoltaic - Owned, Range/Oven, Refrigerator, Smoke Detector, Solar Heater, Washer, Water Heater

        Estimated market value

        $3,047,200

        $2.89M - $3.20M

        $7,634/mo

        Price history

        DateEventPrice
        7/9/2026Price change$3,150,000-4.4%$1,000/sqft
        Source: HiCentral MLS #202608800 Report a problem
        5/11/2026Listed for sale$3,295,000+163.6%$1,046/sqft
        Source: HiCentral MLS #202608800 Report a problem
        5/5/2025Listing removed$3,200$1/sqft
        Source: Zillow Rentals Report a problem
        3/23/2025Price change$3,200-5.9%$1/sqft
        Source: Zillow Rentals Report a problem
        3/18/2025Listed for rent$3,400+13.5%$1/sqft
        Source: Zillow Rentals Report a problem
        9/13/2024Listing removed$2,995$1/sqft
        Source: Zillow Rentals Report a problem
        8/4/2024Price change$2,995-7.8%$1/sqft
        Source: Zillow Rentals Report a problem
        7/27/2024Listed for rent$3,250-4.4%$1/sqft
        Source: Zillow Rentals Report a problem
        1/29/2024Listing removed--
        Source: Zillow Rentals Report a problem
        1/1/2024Listed for rent$3,400+3%$1/sqft
        Source: Zillow Rentals Report a problem
        10/5/2023Listing removed--
        Source: Zillow Rentals Report a problem
        8/10/2023Price change$3,300-10.8%$1/sqft
        Source: Zillow Rentals Report a problem
        8/1/2023Price change$3,700-5.1%$1/sqft
        Source: Zillow Rentals Report a problem
        7/19/2023Listed for rent$3,900-2.4%$1/sqft
        Source: Zillow Rentals Report a problem
        6/1/2023Listing removed--
        Source: Zillow Rentals Report a problem
        5/18/2023Listed for rent$3,995$1/sqft
        Source: Zillow Rentals Report a problem
        4/25/2023Listing removed--
        Source: Zillow Rentals Report a problem
        3/7/2023Listed for rent$3,995+26.8%$1/sqft
        Source: Zillow Rentals Report a problem
        6/23/2022Listing removed--
        Source: Zillow Rental Manager Report a problem
        4/14/2022Price change$3,150-12.5%$1/sqft
        Source: Zillow Rental Manager Report a problem
        4/2/2022Price change$3,600-18.2%$1/sqft
        Source: Zillow Rental Manager Report a problem
        3/25/2022Listed for rent$4,400$1/sqft
        Source: Zillow Rental Manager Report a problem
        1/28/2021Listing removed--
        Source: Owner Report a problem
        7/29/2016Sold$1,250,000+14.2%$397/sqft
        Source: Public Record Report a problem
        5/31/2005Sold$1,095,000+87.2%$348/sqft
        Source: Public Record Report a problem
        2/10/2003Sold$585,000+13.8%$186/sqft
        Source: Public Record Report a problem
        3/1/2000Sold$514,000$163/sqft
        Source: Agent Provided Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$6,803 -2.2%$2,063,800 -2%
        2024$6,953 +3.9%$2,106,700 +4.7%
        2023$6,691 +18%$2,011,800 +17%
        2022$5,669 -70%$1,719,700 +30.7%
        2021$18,901 +358%$1,315,600 +2.9%
        2020$4,127 -39.1%$1,279,000 +5.1%
        2019$6,773 -1.3%$1,216,500 -3.7%
        2018$6,863 +7.5%$1,262,600 +18.7%
        2017$6,383 +92.1%$1,063,900 +12.1%
        2016$3,323 +7.6%$949,300 +7.6%
        2015$3,089 +3.4%$882,600 -4.9%
        2014$2,989 $927,900 +9.2%
        2013-- $850,000 +5.2%
        2012-- $808,300 -5.3%
        2011-- $853,900 +1%
        2010-- $845,400 -10.9%
        2009-- $948,500 -1%
        2008-- $957,800 -7.5%
        2007-- $1,035,100 +13.2%
        2006-- $914,300 +23.1%
        2005-- $742,900 +17.7%
        2004-- $631,300 +25.6%
        2003$1,136 +14.8%$502,700 +61.5%
        2002$990 $311,300
        2000-- --
        1999-- $355,900
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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        Climate risks

        Neighborhood: 96734

        Getting around

        64 / 100
        Somewhat Walkable
        39 / 100
        Some Transit
        61 / 100
        Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Kainalu
        • 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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