557 Kupulau Dr, Maui Meadows, HI

$5,000,000

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4

Beds

4

Baths

3,447

Square feet

0.57

Acres

About 557 Kupulau Dr

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.

Features of 557 Kupulau Dr

MLS® # 409679
Price $5,000,000
Bedrooms 4
Bathrooms 4.00
Square Footage 3,447
Land Tenure Fee Simple
Acres 0.57
Year Built 1972
Type Residential
Sub-Type SF w/Det Ohana or Cottage
Status Active

Community Information

Address 557 Kupulau Dr
Area Maui Meadows
Subdivision Maui Meadows
City Maui Meadows
State HI
Zip Code 96753

Amenities

Utilities Phone Connected, Cable Connected
Parking Garage, Garage Door Opener
# of Garages 4
View Ocean
Is Waterfront No
Waterfront None
Has Pool Yes
Pool Above Ground

Interior

Interior Features Ceiling Fan(s), TV Cable, Storage, Remodeled, Ceiling Fan
Appliances Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Solar Hot Water, Washer
Fireplace No
Stories One

Exterior

Exterior Features Lawn Sprinkler
Windows Blinds

Additional Information

Date Listed May 22nd, 2026
Days on Market 54
Short Sale No
RE / Bank Owned No
Ohana Available Yes
Vacation Rental No
Pets Allowed N
Land Tenure Fee Simple

Listing Details

OfficeKeller Williams Realty Maui-Ki
Contact InfoCell: 808-344-3584

Listing Map

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