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4 Beds
4 Baths
3,447 sqft

$5,000,000

557 Kupulau Dr, Kihei HI, 96753

Price per sqft$1,450.54
Built in1972
Property size3,447 sqft
Property typeResidential

Overview

Active

Listed May 22, 2026

Updated 2 weeks ago

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.

$33,265/mo

Est. mortgage payment based on a $5,000,000 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
409679

Interior Features

Bedrooms
4
Bathrooms
4
Basement
No

Exterior Features

Lot Size
0.57 Acres

Other Property Details

Taxes
$4,426
Tax Frequency
Annually
Garage
Yes
View
Yes
Pool
Yes

Courtesy of Keller Williams Realty Maui-Ki

Listing Contact: Cell: 808-344-3584 

All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) nor Team Geoffrey Cook shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless.

©2026 REALTORS Association of Maui, Inc. All rights reserved.

Data last updated 2:59 AM UTC, 9/4/2026

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