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557 Kupulau Dr

Kihei, HI 96753
  • $5,000,000
  • STATUS: Active
  • ON SITE: 105 Days
  • MLS #: 409679
UPDATED: 81 min ago
$5,000,000
  • 4
    BEDS
  • 0.57
    ACRES
  • 4
    BATHS
  • 0
    1/2 BATHS
  • 3,447
    SQFT
  • $1,451
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
1972
Area:
Land Tenure:
Fee Simple

School Ratings & Info

Listing provided courtesy of Keller Williams Realty Maui-Ki: Cell: 808-344-3584.





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.

Monthly Payment Calculator

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. Copyright, 1995-2026, REALTORS® Association of Maui, Inc. All Rights Reserved. Data last updated: 2026-09-05T15:06:14.72.
www.lifeinhawaiirealestate.com/homes/176784066
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557 Kupulau Dr Kihei, HI 96753

  • Price: $5,000,000
  • Status: Active
  • On Site: 105 Days
  • Updated: 81 min ago
  • MLS #: 409679
4
Beds
4
Baths
0
½ Baths
0.57
Acres
3,447
SQFT
$1,451
$/SQFT
1972
Built
Neighborhood:
Maui Meadows
Area:
Maui Meadows
Property 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.
Exterior Features

Covered Spaces 4 Exterior Features Lawn Sprinkler Garage YN Yes Parking Features GarageGarage Door Opener Pool Yes Pool Features Above Ground Spa Features Spa/Hot Tub View Ocean View YN Yes Waterfront Features None Waterfront YN No Window Features Blinds

Interior Features

Appliances DishwasherDisposalDryerMicrowaveRangeRefrigeratorSolar Hot WaterWasher Fireplace YN No Interior Features Ceiling Fan(s)TV CableStorageRemodeledCeiling Fan Levels One Master Bedroom Level Ground

Property Features

Electric Photovoltaics Seller OwnedUnderground Green Energy Generation Solar Home Warranty YN No Land Tenure Fee Simple Nights Floating 2021 Photo Voltaic Ownership Owned Potential Short Sale No Property Sub Type SF w/Det Ohana or Cottage Security Features Smoke Detector(s) Sewer Septic Tank Sewer Ohana Septic Tank State Zoning Residential Rural Tax Annual Amount 4425.96 Tax Year 2025 Utilities Phone ConnectedCable Connected Utilities To Site Ohana County WaterUnderground ElectricTelephoneTV Cable Water Source Public Zone 2

Listing provided courtesy of Keller Williams Realty Maui-Ki: Cell: 808-344-3584.
Listing information © 2026 REALTORS® Association of Maui, Inc.
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. Copyright, 1995-2026, REALTORS® Association of Maui, Inc. All Rights Reserved. Data last updated: 2026-09-05T15:06:14.72.
 
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EXP Realty
145 N Kihei Suite 5
Kihei HI, 96753
Listing provided courtesy of Keller Williams Realty Maui-Ki: Cell: 808-344-3584.