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Active
    • $1,475,000

    445 Kawailoa Rd APT 4, Kailua, HI 96734

    3beds
    1,248sqft
    : Get pre-qualified
    Townhouse
    Built in 1984
    -- sqft lot
    $1,450,400 Zestimate®
    $1,182/sqft
    $1,087/mo HOA

    What's special

    Experience the quintessential Kailua lifestyle at The Windsurfer, a boutique 10-unit community situated directly across from the soft, white sands of Kailua Beach. This rarely available residence features a flexible split-level floor plan with three bedrooms—or two bedrooms plus an office—and a versatile bonus loft. The main level boasts an open kitchen with elegant granite countertops and new cabinetry, seamlessly flowing into a spacious living area that opens onto a large back lanai overlooking a picturesque lily pond. Enjoy year-round comfort with a split A/C system throughout. Each home offers a private, tiled courtyard ideal for entertaining or candlelit dinners, as well as a spacious storage closet perfect for kite-surfing gear, foils, or bikes. Whether you're catching world-class windsurfing at your doorstep or strolling to Kalapawai Market and Buzz’s Steakhouse, this serene retreat offers a welcome escape from the bustle of Honolulu. Live where the trade winds meet the shore in one of Kailua’s most coveted shoreline residences.
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    Zillow last checked:

    Listing updated:

    Listed by:

    Alesia D Barnes 808-397-7928,

    Compass,

    Aaron D Businger 808-429-2353,

    Compass

    Source: HiCentral MLS,MLS#: 202607704MLS Logo

    Tour with a local agent

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 3
      • Full bathrooms: 2
      • 1/2 bathrooms: 1
      Features
      • Bedroom on Main Level, Storage
      • Flooring: Ceramic Tile, Hardwood, Laminate
      • Common walls with other units/homes: End Unit
      Interior area
      • Total structure area: 1,701
      • Total interior livable area: 1,248 sqft

      Property

      Parking
      • Total spaces: 2
      • Parking features: Assigned, Guest, Two Spaces
      • Has uncovered spaces: Yes
      Features
      • Levels: Two,Multi/Split
      • Stories: 2
      • Fencing: Fenced,Wall
      • Has view: Yes
      • View description: Garden, Other, Sunset
      • Frontage type: Lakefront,Other
      Details
      • Parcel number: 1430100520004
      • Zoning description: 04 - R-7.5 Residential District
      • Special conditions: None

      Construction

      Type & style
      • Home type: Townhouse
      • Property subtype: Townhouse
      Materials
      • Double Wall, Wood Frame
      Condition
      • Excellent,Good Condition
      • New construction: No
      • Year built: 1984

      Community & HOA

      Community
      • Features: Deck/Porch, Patio, Storage Facilities
      • Security: Key Card Entry
      • Subdivision: Kawailoa-Kailua
      HOA
      • Services included: Common Areas, Sewer, Water
      • HOA fee: $1,087 monthly
      Location
      • Region: Kailua

      Financial & listing details

      • Price per square foot: $1,182/sqft
      • Tax assessed value: $1,445,100
      • Annual tax amount: $10,084
      • Date on market: 5/28/2026
      • Inclusions: AC Split, Blinds, Cable TV, Ceiling Fan, Dishwasher, Disposal, Dryer, Kitchenware, Range/Oven, Refrigerator, Smoke Detector, Washer, Water Heater

        Estimated market value

        $1,450,400

        $1.38M - $1.52M

        $4,889/mo

        Price history

        DateEventPrice
        5/28/2026Listed for sale$1,475,000+36.8%$1,182/sqft
        Source: HiCentral MLS #202607704 Report a problem
        3/24/2026Listing removed$4,200$3/sqft
        Source: Zillow Rentals Report a problem
        3/20/2026Price change$4,200-12.5%$3/sqft
        Source: Zillow Rentals Report a problem
        3/17/2026Listed for rent$4,800+20.3%$4/sqft
        Source: Zillow Rentals Report a problem
        3/6/2025Listing removed$3,990$3/sqft
        Source: Zillow Rentals Report a problem
        3/2/2025Price change$3,990-4.5%$3/sqft
        Source: Zillow Rentals Report a problem
        2/28/2025Listed for rent$4,180+26.7%$3/sqft
        Source: Zillow Rentals Report a problem
        4/20/2020Listing removed$1,078,000$864/sqft
        Source: Elite Pacific Properties, LLC #202007987 Report a problem
        4/11/2020Listed for sale$1,078,000+285%$864/sqft
        Source: Elite Pacific Properties, LLC #202007987 Report a problem
        4/16/2019Listing removed$3,300$3/sqft
        Source: Private Homes Hawaii Report a problem
        4/2/2019Price change$3,300-1.2%$3/sqft
        Source: Private Homes Hawaii Report a problem
        3/27/2019Listed for rent$3,340$3/sqft
        Source: Owner Report a problem
        2/17/2019Listing removed$3,340$3/sqft
        Source: Owner Report a problem
        2/8/2019Price change$3,340-8.5%$3/sqft
        Source: Owner Report a problem
        2/2/2019Listed for rent$3,650$3/sqft
        Source: Owner Report a problem
        3/21/2018Listing removed$3,650$3/sqft
        Source: Owner Report a problem
        3/1/2018Listed for rent$3,650$3/sqft
        Source: Owner Report a problem
        12/30/1999Sold$280,000$224/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$10,084 +3.6%$1,533,700 +2.1%
        2024$9,730 +5.3%$1,502,600 +3%
        2023$9,238 +20.2%$1,459,500 +12%
        2022$7,687 +62.7%$1,303,500 +27.6%
        2021$4,725 +4.7%$1,021,400 +2%
        2020$4,513 -5%$1,001,200 -2.2%
        2019$4,751 +41.5%$1,023,900 +6.7%
        2018$3,358 +3.1%$959,500 +3.1%
        2017$3,259 +1.6%$931,100 +1.6%
        2016$3,207 +37.5%$916,200 +37.5%
        2015$2,332 +12.6%$666,200 +10.9%
        2014$2,071 $600,800

        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.
          See how much you could borrow to make a competitive offer.

          Climate risks

          Neighborhood: 96734

          Getting around

          14 / 100
          Car-Dependent
          33 / 100
          Some Transit
          45 / 100
          Somewhat Bikeable

          Nearby schools

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