Maui Meadows

$5,000,000

  • VIRTUAL TOUR MLS® #: 409679
  • 557 Kupulau Dr
  • Maui Meadows, HI 96753

Maui Meadows

$5,000,000

  • VIRTUAL TOUR MLS® #: 409679
  • 557 Kupulau Dr
  • Maui Meadows, HI 96753
4 Beds
4 Baths
3,447 Sqft
.57 Acres
1972
Year Built
  • Overview 4 Beds, 4 Bath, 3447 SQ. Feet, 0.57 Acres
  • Listing Type Residential
  • Office: Keller Williams Realty Maui-Ki

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.

Essential Information

MLS® #409679
Price$5,000,000
Bedrooms4
Bathrooms4.00
Square Footage3,447
Acres0.57
Year Built1972
TypeResidential
Sub-TypeSF w/Det Ohana or Cottage
Land TenureFee Simple
StatusActive

Community Information

Address557 Kupulau Dr
AreaMaui Meadows
SubdivisionMaui Meadows
CityMaui Meadows
StateHI
Zip Code96753

Amenities

ParkingGarage, Garage Door Opener
# of Garages4
ViewOcean
WaterfrontNone
Has PoolYes
PoolAbove Ground

Utilities

Phone Connected, Cable Connected

Interior

StoriesOne

Interior Features

Ceiling Fan(s), TV Cable, Storage, Remodeled, Ceiling Fan

Appliances

Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Solar Hot Water, Washer

Exterior

Exterior FeaturesLawn Sprinkler
WindowsBlinds

Additional Information

Date ListedMay 22nd, 2026
Days on Market27
Description Land TenureFee Simple

Listing Details

OfficeKeller Williams Realty Maui-Ki
Office ContactCell: 808-344-3584

Maui Meadows Statistics

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Quick Details

This Single Family Residence is priced at $5,000,000 and located at 557 Kupulau Dr, . With 4 Bedrooms and 4.00 Bathrooms, it offers a total of 3447 Square feet. This Residential was built in 1972 and its status is Active. This property is represented by Todd J. Hudson Rb-21913 of Keller Williams Realty Maui-Ki, Contact Number 808-344-3584.

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Listings provided courtesy of the REALTORS® Association of Maui.

IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Listings provided courtesy of the REALTORS® Association of Maui.

IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.