$5,000,000
 $26,841 est/mo Sourced by Back At You

557 Kupulau Dr,Kihei, HI 96753

Kihei, HI 96753

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Description

Welcome to the Resort in Maui Meadows an extraordinary private estate where jaw-dropping panoramic ocean views, unforgettable sunsets, and elevated island living converge in one of South Maui’s most coveted neighborhoods. Perfectly positioned above the coastline, this exceptional residence captures sweeping vistas stretching across the Pacific Ocean to the neighboring islands, creating a breathtaking backdrop from nearly every room. By day, enjoy sparkling turquoise waters and endless horizon views; by evening, experience Maui’s legendary sunsets illuminating the sky in spectacular color. Designed to live like a private luxury resort, the property is an entertainer’s dream. Expansive indoor-outdoor living spaces flow seamlessly onto oversized lanais and gathering areas curated for unforgettable sunset dinners, cocktail parties, celebrations, and relaxed evenings beneath the stars. The open-concept design invites effortless hosting while maximizing the stunning ocean vistas and cooling island trade winds throughout the home. The chef’s kitchen anchors the residence with premium appliances, generous prep and serving areas, and elegant finishes designed for both intimate dining and large-scale entertaining. Spacious guest accommodations provide comfort and privacy for family and friends, while the primary suite offers a tranquil retreat with spa-inspired luxury and mesmerizing ocean views. Surrounded by lush tropical landscaping and an atmosphere of complete serenity, the Resort in Maui Meadows delivers a rare sense of escape while remaining just moments from Wailea’s world-class beaches, golf courses, fine dining, and luxury resorts. This is more than a home it is a destination, a retreat, and a lifestyle defined by breathtaking beauty, privacy, and unforgettable entertaining in the heart of South Maui.

Details

MLS #409679
Listing TypeFor Sale
StyleHouse
Sub-TypeResale
StatusActive
Year1972
Days On Site90
Listing Provided ByKeller Williams Realty Maui-Ki | Todd J Hudson
TypeSF w/Det Ohana or Cottage

Features

Bed(s)4
Bath(s) 4 Total
SQ Feet3,447
Garage4
PoolYes
Story(s)1
Acreage0.57
Property ViewYes

Interior

Interior FeaturesCeiling Fan(s), TV Cable, Remodeled, Storage, Ceiling Fan
AppliancesDishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Solar Hot Water, Washer
Fireplace Yes / NoNo
Window FeaturesBlinds

Exterior

Exterior FeaturesLawn Sprinkler
Security FeaturesSmoke Detector(s)

Parking

Garage Yes / NoYes
Parking FeaturesGarage, Garage Door Opener

Utilities

UtilitiesPhone Connected, Cable Connected
ElectricPhotovoltaics Seller Owned, Underground
SewerSeptic Tank

Taxes

Property4425

Area Information

StateHI
CityKihei
Zip Code96753
AreaMaui
SubareaMaui Meadows
Community NameMaui Meadows
Listing VS Median (in Maui Meadows)
Price:
$5,000,000
low | high
Med:
$2,190,000
100% of Average
sqft:
3,447
low | high
Med:
2,215
85.741224252974% of Average
$ / sqft:
$1,451
low | high
Med:
$989
81.838103837472% of Average
On site:
90
low | high
Med:
230
39.130434782609% of Average
Sourced by Back At You

Market Activity 96753

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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. The listing broker’s offer of compensation is the dollar amount or percentage of sale price the listing broker offers to pay a broker who (a) participates in the multiple listing service where the listing broker filed the listing and (b) procures the buyer for a successful transaction. Copyright, 2026, REALTORS® Association of Maui, Inc. All Rights Reserved.

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Learn More About This Property

StateHI
CityKihei
Zip Code96753
AreaMaui
SubareaMaui Meadows
Community NameMaui Meadows
Listing VS Median (in Maui Meadows)
Price:
$5,000,000
low | high
Med:
$2,190,000
100% of Average
sqft:
3,447
low | high
Med:
2,215
85.741224252974% of Average
$ / sqft:
$1,451
low | high
Med:
$989
81.838103837472% of Average
On site:
90
low | high
Med:
230
39.130434782609% of Average
Sourced by Back At You
Nearby Listings (Within 1/4 mile)
Price: $3.75M - $6.25M
sqft: 2,500 - 4,000
Nearby Listings Property ImageNearby Listings Details
3275 Kehala Dr Property Photo 1
$2,500,000
3275 Kehala Dr
Kihei, HI 96753
3124 Nahenahe Pl Property Photo 1
$2,250,000
3124 Nahenahe Pl
Kihei, HI 96753
Listing Updated: July 10, 2026 at 9:56:03 AM PDT