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For sale
  • Price cut: $124K (5/16)
    $1,875,000

    53 Waikai St, Kihei, HI 96753

    4beds
    3baths
    2,400sqft
    : 
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    Single Family Residence, Residential
    Built in 1987
    7,980 Square Feet Lot
    $1,801,000 Zestimate®
    $781/sqft
    $487/mo HOA

    What's special

    Vaulted ceilingsRenovated kitchenBamboo flooringUpgraded lightingOpen and airy layoutSplit-system air conditioning unitsLush garden retreat
    Motivated Seller — Unbeatable Wailea Value Steps from Keawakapu Beach! The seller is highly motivated, presenting an extraordinary opportunity to secure a beautifully upgraded residence in Wailea Kai, one of South Maui’s most desirable gated communities. This is your chance to capture timeless island luxury with unmatched value in today's market. Designed for effortless comfort, this inviting two-level home perfectly blends a smart, functional layout with modern updates. True single-level living defines the main floor, which hosts the primary bedroom suite, a beautifully renovated kitchen, an airy great room, expansive Ipe decks, a private spa/hot tub, and the garage. Living without daily stairs makes this setup incredibly convenient, while the lower level features three additional bedrooms, offering excellent privacy and flexibility for family or guests. Inside, the open layout shines with soaring vaulted ceilings that flood the living spaces with natural light. The chef's kitchen features granite countertops, high-end appliances, and modern fixtures, while rich bamboo flooring and upgraded lighting add warmth and sophistication throughout. Sliding glass doors seamlessly connect the indoor spaces to a lush, private garden retreat, creating an ideal setting for al fresco dining and tropical relaxation. Located just a short walk to world-famous Keawakapu Beach, this property perfectly balances neighborhood tranquility with ultimate coastal convenience. Residents enjoy secure gated entry and immediate proximity to Wailea’s renowned championship golf courses, five-star resorts, and premier dining and shopping. Whether you’re seeking a full-time residence, a vacation retreat, or a sharp investment, the seller’s motivation makes 53 Waikai the ultimate Wailea opportunity. Act fast and bring your offer today!
    278 days
    |
    1,126
    |
    92
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Josef E E Erlemann RS-77630 808-283-9892,

    Compass-W,

    Robert F. Vafaie RB-19490 808-269-3500,

    Compass-W

    Source: RAM,MLS#: 407427MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 3
      Primary bedroom
      • Level: Ground
      Appliances
      • Included: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer
      Features
      • Ceiling Fan(s), Remodeled
      • Has fireplace: No
      Interior area
      • Total structure area: 2,400
      • Total interior livable area: 2,400 sqft

      Property

      Parking
      • Total spaces: 2
      • Parking features: Garage, Garage Door Opener
      • Garage spaces: 2
      Features
      • Patio & porch: Covered Lanai/Deck, Uncovered Lanai/Deck
      • Exterior features: Lawn Sprinkler
      • Spa features: Spa/Hot Tub
      • Has view: Yes
      • View description: Mountain(s)
      • Waterfront features: None
      Lot
      • Size: 7,980 Square Feet
      • Topography: Gentle Slope
      Details
      • Parcel number: 2210210050000
      • Zoning: R-2
      • Zoning description: Residential

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence, Residential
      Materials
      • Foundation: Slab
      • Roof: Shake
      Condition
      • Year built: 1987
      • Major remodel year: 2020

      Utilities & green energy

      • Sewer: Public Sewer
      • Utilities for property: TV Cable

      Community & HOA

      Community
      • Subdivision: Wailea Kai
      HOA
      • Has HOA: Yes
      • HOA fee: $487 monthly
      Location
      • Region: Kihei

      Financial & listing details

      • Price per square foot: $781/sqft
      • Tax assessed value: $2,033,400
      • Annual tax amount: $6,501
      • Date on market: 10/16/2025
      • Road surface type: Paved

        Estimated market value

        $1,801,000

        $1.71M - $1.89M

        $6,978/mo

        Price history

        DateEventPrice
        5/16/2026Price change$1,875,000-6.2%$781/sqft
        Source: RAM #407427 Report a problem
        2/28/2026Price change$1,999,000-5.9%$833/sqft
        Source: RAM #407427 Report a problem
        2/1/2026Price change$2,125,000-3.4%$885/sqft
        Source: RAM #407427 Report a problem
        10/16/2025Listed for sale$2,199,000+57.6%$916/sqft
        Source: RAM #407427 Report a problem
        9/30/2020Listing removed$1,395,000$581/sqft
        Source: Haiku Properties #385891 Report a problem
        1/30/2020Listed for sale$1,395,000$581/sqft
        Source: Haiku Properties #385891 Report a problem
        11/28/2019Listing removed$1,395,000$581/sqft
        Source: Haiku Properties #376885 Report a problem
        6/21/2019Listed for sale$1,395,000$581/sqft
        Source: Haiku Properties #376885 Report a problem
        5/21/2019Listing removed$1,395,000$581/sqft
        Source: Haiku Properties #376885 Report a problem
        8/13/2018Listed for sale$1,395,000-3.1%$581/sqft
        Source: Haiku Properties #376885 Report a problem
        5/12/2018Listing removed$1,440,000$600/sqft
        Source: Haiku Properties #376885 Report a problem
        1/2/2018Listed for sale$1,440,000+25.7%$600/sqft
        Source: Haiku Properties #376885 Report a problem
        2/26/2008Listing removed$1,146,000$478/sqft
        Source: Number1Expert #324172 Report a problem
        11/14/2007Listed for sale$1,146,000+46%$478/sqft
        Source: Number1Expert #324172 Report a problem
        5/4/2004Sold$785,000+27.6%$327/sqft
        Source: Public Record Report a problem
        6/29/2001Sold$615,000$256/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$6,502 +9.6%$2,033,400 +13.8%
        2024$5,931 +26.1%$1,786,200 +15.9%
        2023$4,703 -37.9%$1,540,500 +26.7%
        2022$7,575 +14.2%$1,215,600 +3.4%
        2021$6,635 +27.8%$1,176,000 +4.8%
        2020$5,193 -3.3%$1,122,400 +21%
        2019$5,372 $927,300 -4.7%
        2018$5,372 +0.6%$973,200
        2017$5,338 +84.9%--
        2016$2,887 $990,300 +4%
        2015-- $951,800 +16%
        2014$2,285 $820,400
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        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: 96753

        Getting around

        13 / 100
        Car-Dependent
        25 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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