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For sale
  • $29,900,000

    5050 Makena Rd, Kihei, HI 96753

    5beds
    6baths
    9,176sqft
    : 
    $172,256/mo
    Get pre-qualified
    Single Family Residence, Residential
    Built in 2006
    0.51 Acres Lot
    $26,927,400 Zestimate®
    $3,259/sqft
    $-- HOA

    What's special

    Oceanfront deckContemporary direct-oceanfront estateDramatic architectural linesInnovative floor planSoaring ceilingsExpansive great roomExquisite primary suite
    Perched on one of Makena’s most coveted cliffside locations, this contemporary direct-oceanfront estate is perfectly situated along an intimate cove, offering breathtaking, unobstructed Pacific views from nearly every room. Set on over 22,190 sq. ft. of land, this two-story, five-bedroom, five-and-a-half–bath residence is a masterpiece of luxury and Hawaii’s signature indoor–outdoor living. Designed by world-renowned architect Guy Dreier, the home is a livable work of art, featuring soaring ceilings, dramatic architectural lines, and an innovative floor plan. Step through the entryway into an entertainer’s paradise. The expansive great room flows effortlessly through large pocket doors to the oceanfront deck, where a stunning infinity-edge pool appears to spill into the sea—ideal for sunset gatherings or peaceful mornings with coffee in hand. Multiple living and dining areas, along with a dedicated service area, create an unparalleled setting for both intimate dinners and large-scale celebrations. The exquisite primary suite and three guest suites each offer private ocean-view lanais, providing serene retreats with panoramic vistas. A beautifully appointed attached Ohana unit adds exceptional flexibility for guests, extended family, or a caretaker. Move-in ready and designed for effortless hospitality, this is more than a home—it’s a true Makena masterpiece blending modern coastal luxury with the timeless beauty of Maui’s south shore.
    43 days
    1,888
    86

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Robert H. Merriman RB-16253 Cell:808-870-8000,

    Discovery Makena Realty LLC

    Source: RAM,MLS#: 407766MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 6
      Cooling
      • Central Air
      Interior area
      • Total structure area: 9,176
      • Total interior livable area: 9,176 sqft

      Property

      Parking
      • Total spaces: 2
      • Parking features: Garage
      • Garage spaces: 2
      Features
      • Has private pool: Yes
      • Pool features: In Ground
      • Has view: Yes
      • View description: Ocean
      • Has water view: Yes
      • Water view: Ocean
      • Waterfront features: Ocean Front
      Lot
      • Size: 0.51 Acres
      Details
      • Parcel number: 2210071000000

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence, Residential
      Condition
      • Year built: 2006

      Community & HOA

      Location
      • Region: Kihei

      Financial & listing details

      • Price per square foot: $3,259/sqft
      • Tax assessed value: $28,283,200
      • Annual tax amount: $452,884
      • Date on market: 7/21/2026

        Estimated market value

        $26,927,400

        $25.31M - $28.54M

        $73,224/mo

        Price history

        DateEventPrice
        7/21/2026Listed for sale$29,900,000+57.4%$3,259/sqft
        Source: RAM #407766 Report a problem
        12/22/2020Sold$19,000,000-5%$2,071/sqft
        Source: RAM #385480 Report a problem
        12/18/2020Pending sale$19,995,000$2,179/sqft
        Source: Coldwell Banker Pacific Prop. #385480 Report a problem
        12/21/2019Price change$19,995,000-32.8%$2,179/sqft
        Source: Coldwell Banker Pacific Properties - Diamond Head - Kahala #201935512 Report a problem
        2/20/2019Price change$29,750,000-0.2%$3,242/sqft
        Source: Coldwell Banker Island Properties #381831 Report a problem
        3/5/2018Listed for sale$29,800,000+520.8%$3,248/sqft
        Source: Wailea Realty Corp. #377708 Report a problem
        11/5/2004Sold$4,800,000$523/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$452,884 +30.8%$28,283,200 +8.4%
        2024$346,117 +22.8%$26,089,100 +7.2%
        2023$281,913 +31.3%$24,345,000 +28.3%
        2022$214,701 +58%$18,968,100 +8.9%
        2021$135,883 +68.5%$17,411,000 +19.4%
        2020$80,654 +10.4%$14,576,700 +7.4%
        2019$73,070 $13,578,100 +11.5%
        2018$73,070 +7.2%$12,178,300
        2017$68,135 +4.1%--
        2016$65,437 $11,561,300 +9.1%
        2015-- $10,601,800 +8.1%
        2014$28,725 $9,803,800
        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.
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        Climate risks

        Neighborhood: 96753

        Getting around

        12 / 100
        Car-Dependent
        23 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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