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.
For sale
$29,900,000
5050 Makena Rd, Kihei, HI 96753
5beds
6baths
9,176sqft
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
- 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#: 407766
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
| Date | Event | Price |
|---|---|---|
| 7/21/2026 | Listed for sale | $29,900,000+57.4%$3,259/sqft |
Source: | ||
| 12/22/2020 | Sold | $19,000,000-5%$2,071/sqft |
Source: | ||
| 12/18/2020 | Pending sale | $19,995,000$2,179/sqft |
Source: Coldwell Banker Pacific Prop. #385480 Report a problem | ||
| 12/21/2019 | Price change | $19,995,000-32.8%$2,179/sqft |
Source: Coldwell Banker Pacific Properties - Diamond Head - Kahala #201935512 Report a problem | ||
| 2/20/2019 | Price change | $29,750,000-0.2%$3,242/sqft |
Source: Coldwell Banker Island Properties #381831 Report a problem | ||
| 3/5/2018 | Listed for sale | $29,800,000+520.8%$3,248/sqft |
Source: Wailea Realty Corp. #377708 Report a problem | ||
| 11/5/2004 | Sold | $4,800,000$523/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax 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



