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