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5050 Makena Rd, Kihei, HI, 96753
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5050 Makena Rd, Kihei, HI 96753

$29,900,000 Home for sale 5 beds 6 baths 9,176 sqft
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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Home details

9,176 sqft interior area
  • Year Built 2006
  • Original list price $38,900,000
  • Days on market 251
  • Price per sqft $3,259/sqft
  • Baths 6
  • Beds 5
  • Address

    5050 Makena Rd, Kihei, HI, 96753

  • Total area 9,176 sqft
  • Interior area 9,176 sqft
  • Land area 22,194 sqft
  • nr.of parking places 2
  • Frontage Ocean Front
  • Pool In Ground
  • City of Maui Kihei
  • Region Wailea/Makena
  • Island Maui
  • View Ocean

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Monthly payment

Calculate your monthly payments
Mortgage
$152,452
Taxes
$0
HOA dues
$0
$152,452 per month
Mortgage
Down payment
$5,980,000 / 20%
Interest rate
6.58%
Loan type
30 years
Your amount $152,452 / month

Neighborhood:

Nearby & commute
Walkability
Coffee shops
no data
Bus stop
no data
Supermarket
no data
Costco
no data
Hospital
no data
Park
no data
Beach
no data
Elementary school
no data
Middle school
no data
High school
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Local airport
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4 / 20
Car dependent
18-20
15-18
10-15
1-10
Walkability according to the National Walkability Index

Schools

15 schools in this area
School rating Distance
NR
Kamalii Elementary School
180 Kealii Alanui, Kihei, HI 96753
Elementary School
4.547mi
NR
Lokelani Intermediate School
1401 Liloa Dr, Kihei, HI 96753
Middle School
6.276mi
NR
Kahuahana Christian School
Po Box 532554, Kihei, HI 96753
High School
7.223mi
School rating Distance
NR
Kamalii Elementary School
180 Kealii Alanui, Kihei, HI 96753
4.547mi
NR
Kihei Elementary School
250 East Lipoa St, Kihei, HI 96753
6.384mi
NR
Montessori Hale O Keiki
100 Kulanihakoi St, Kihei, HI 96753
7.223mi
NR
Kahuahana Christian School
Po Box 532554, Kihei, HI 96753
7.223mi
NR
Kihei Public Charter School
300 Ohukai Rd, Kihei, HI 96753
8.114mi
School rating Distance
NR
Lokelani Intermediate School
1401 Liloa Dr, Kihei, HI 96753
6.276mi
NR
Montessori Hale O Keiki
100 Kulanihakoi St, Kihei, HI 96753
7.223mi
NR
Kahuahana Christian School
Po Box 532554, Kihei, HI 96753
7.223mi
NR
Kihei Public Charter School
300 Ohukai Rd, Kihei, HI 96753
8.114mi
NR
Haleakala Waldorf School
4160 Lower Kula Road, Kula, HI 96790
10.675mi
School rating Distance
NR
Kahuahana Christian School
Po Box 532554, Kihei, HI 96753
7.223mi
NR
Kihei Public Charter School
300 Ohukai Rd, Kihei, HI 96753
8.114mi
NR
Kamehameha Schools Maui
270 Aapueo Parkway, Makawao, HI 96768
13.515mi
NR
King Kekaulike High School
121 Kula Hwy, Pukalani, HI 96768
14.065mi
NR
Maui High School
660 South Lono Ave, Kahului, HI 96732
15.194mi
School ratings provided by Greatschools.org © 2023. All rights reserved.

Price history

Sold Dec 22, 2020
Date Event Price $/sqft Source
Dec 22, 2020 Sold $19,000,000 -4.98% from last sold price $2,070.62 Public Record
Dec 22, 2020 Sold $19,000,000 $2,070.62 Public Record
Dec 18, 2020 In Escrow - not showing $19,995,000 $2,179.05 MLS #201935512
Nov 13, 2020 Active Under Contract $19,995,000 $2,179.05 MLS #201935512
Nov 12, 2020 Pending $19,995,000 $2,179.05 MLS #385480
Dec 21, 2019 New Listing $19,995,000 +5.24% $2,179.05 MLS #201935512
Dec 20, 2019 New Listing $19,995,000 -32.79% $2,179.05 MLS #385480
Feb 19, 2019 New Listing $29,750,000 -0.17% $3,242.15 MLS #381831
Mar 5, 2018 New Listing $29,800,000 $3,247.60 MLS #377708
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Tax & MLS details 5050 Makena Rd, Kihei, HI, 96753

MLS #407766
TMK
2210071000000
Listed by
Discovery Makena Realty LLC
Cell: 808-870-8000
MLS #
407766
Hawaii House tour report for this home
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Frequently asked questions for 5050 Makena Rd

What is 5050 Makena Rd?

5050 Makena Rd, Kihei, HI, 96753 is a single family home located in the  neighborhood of the Wailea/Makena region in the city of Kihei in zipcode 96753. This single family home has 5 bedrooms & 6 bathrooms with an interior area of 9176 sqft, on a 22194 sqft lot.

When was this home built and last sold?

This house was build in 2006.

What is the full address of this home?

5050 Makena Rd, Kihei, HI, 96753.

Are there beaches near 5050 Makena Rd?

No, there aren't.

Based on information from the Realtors Assoc. of Maui. Copyright 2026 by REALTORS® Association of Maui, Inc. Listing courtesy of Discovery Makena Realty LLC. This information is believed to be accurate. It has been provided by sources other than the Realtors Assoc. of Maui and should not be relied upon without independent verification. You should conduct your own investigation and consult with appropriate professionals to determine the accuracy of the information provided and to answer any questions concerning the property and structures located thereon. Featured properties may or may not be listed by the office/agent presenting this brochure.

Listings last updated on July 21, 2026.
Hawaii House Last checked 2 years ago.

5050 Makena Rd, Kihei, HI, 96753 is a single family home located in the  neighborhood of the Wailea/Makena region in the city of Kihei in zipcode 96753. This single family home has 5 bedrooms & 6 bathrooms with an interior area of 9176 sqft, on a 22194 sqft lot. This house was build in 2006.
*Neighborhood & street median sales price are calculated over sold properties over the last 6 months.