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$29,900,000
301 Days On Site

5050 Makena Rd
Kihei, HI 96753

For Sale|Single Family Residence|Active
5
Beds
6
Total Baths
9,176
SqFt
$3,259
/SqFt
2006
Built
Listing courtesy of Robert H. Merriman RB-16253 of Discovery Makena Realty LLC
Call Now: 808.699.9159
Is this the listing for you? We can help make it yours.
808.699.9159
5050 Makena Rd5050 Makena Rd5050 Makena Rd5050 Makena Rd
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Mortgage Calculator

Monthly Payment (Est.)

$136,416
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

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.

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Listing Snapshot
Price 
$29,900,000
Days On Site 
301 Days
Bedrooms 
5
Inside Area (SqFt) 
9,176 sqft
Total Baths 
6
Full Baths 
N/A
Partial Baths 
N/A
Lot Size 
0.5095 Acres
Year Built 
2006
MLS® Number 
407766
Status 
Active
Property Tax 
N/A
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
2 months agoListing updated with changes from the MLS®
6 months agoPrice changed to $29,900,000
10 months agoListing first seen on site
General Features
Acres 
0.5095
Garage 
Yes
Garage Spaces 
2
Land Tenure 
Fee Simple
Parking 
Garage
Property Sub Type 
Single Family Residence
SqFt Total 
9176
Interior Features
Cooling 
Central Air
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Exterior Features
Pool Features 
In Ground
View 
Ocean
Waterfront 
Yes
Waterfront Features 
Ocean Front
Waterview 
Ocean
Community Features
MLS Area 
Wailea/Makena


Listing information is provided by Participants of the Realtors Association of Maui, Inc. MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Copyright 2026, Realtors Association of Maui, Inc. MLS.
Last checked: 2026-09-13 03:50 AM UTC

Neighborhood & Commute
Source: Walkscore
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