Address
557 Kupulau Dr, Kihei, HI
Price
$ 5,000,000
Property Attributes
  • MLS#409679
  • TypeSingle Family
  • Listing Status ACTIVE
  • CountyMAUI
  • CityKihei
  • AreaMaui Meadows
  • NeighborhoodKihei
  • Zip96753
  • StyleSF w/Det Ohana or Cottage
  • Year Built1972
  • Taxes$ 4425
  • Price$ 5,000,000
  • Bedrooms4
  • Full Bathrooms4
  • Half Bathrooms0
  • Sqr Footage3447
  • Lot Size0.572 Acres
Data Source:
REALTORS® Association of Maui (RAMAUI)
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.

Elementary School Middle School High School
Kihei Elementary Lokelani Intermediate Middle School Maui High
Price History
5/22/2026 Listed $5,000,000

General Features

Sewer Septic Tank
Heating Solar Water Heating
Utilities Phone Connected,Cable Connected
Appliances Dishwasher,Disposal,Dryer,Microwave,Range,Refrigerator,Solar Hot Water,Washer
Garage Spaces 4
Pool Features Above Ground
Security Features Smoke Detector(s)
Year Built 1972
Electric Photovoltaics Seller Owned,Underground
View Ocean
Levels One
Property Subtype SF w/Det Ohana or Cottage
Tax Year 2025
Parcel Number 2210151030000
Waterfront Features None
New Construction No
Property Type Residential
HOA No
Attached Garage No
Subdivision Name Maui Meadows
Garage Y/N Yes
Green Energy Generation Solar
Status ACTIVE
High School Maui High
City Kihei
Senior Community Y/N No
MLS Area Maui Meadows
Lot Size Units Acres
Lot Size Square Feet 24916
Carport Y/N No
Spa Features Spa/Hot Tub
Elementary School Kihei Elementary
Property Attached Y/N No
Land Lease Y/N No
Tax Annual Amount 4425.96
Home Warranty Y/N No
Middle/Junior High School Lokelani Intermediate
Lease Renewal Y/N No
Additional Parcels Y/N No
Lease Considered Y/N No
Rent Control Y/N No
Virtual Tour https://player.vimeo.com/video/1194247529
Building Area Units Square Feet
Primary Bedroom Level Ground
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Assessed Value 1276200
Virtual Tour https://player.vimeo.com/video/1194244683
MobileHomeRemainsYN No
Fee Simple / Leasehold Fee Simple
Year Built Effective 2022

Interior Features

Interior Amenities Ceiling Fan(s),TV Cable,Storage,Remodeled,Ceiling Fan
Basement Full
Air Conditioning Y/N No
Heating Y/N No
Window Features Blinds
Fireplace Y/N No
Total Bedrooms 4
Total Baths 4

Exterior Features

Exterior Amenities Lawn Sprinkler
Parking Features Garage,Garage Door Opener
Water Source Public
Lot Size Area 0.572
Spa No
Building Area Total 4143
Lot Size Acres 0.572
Waterfront Y/N No
Covered Spaces 4
Other Equipment Irrigation Equipment
Crops Included Y/N No
Horse Y/N No
Irrigation Water Rights Y/N No

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Property vs Single Family Average in 96753

Price
AVG $5.21M
$5M
Taxes
AVG $18,171
$4,425
Year Built
AVG 1994
1972

Looking for a more comfortable experience?

Download our mobile app for a personalized browsing experience.