Address
557 Kupulau Dr, Kihei, HI
Price
$ 5,000,000
Property Attributes
- MLS#409679
- TypeSingle Family
- Listing Status ACTIVE
- County
- CityKihei
- AreaMaui Meadows
- NeighborhoodMaui Meadows
- 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 Elementary School | Lokelani Intermediate Middle School | Maui High High School |
| Price History | |
|---|---|
| 9/3/2026 | Listed $5,000,000 |
General Features
| View | Ocean |
|---|---|
| Property Subtype | SF w/Det Ohana or Cottage |
| Parcel Number | 2210151030000 |
| Waterfront Features | None |
| Property Type | Residential |
| Subdivision Name | Maui Meadows |
| Garage Y/N | true |
| Status | ACTIVE |
| City | Kihei |
| MLS Area | Maui Meadows |
| Lot Size Units | Acres |
| Lot Size Square Feet | 24916 |
| Home Warranty Y/N | false |
| Building Area Units | Square Feet |
| Living Area Units | Square Feet |
| Standard Status | Active |
| Fee Simple / Leasehold | Fee Simple |
| Sewer | Septic Tank |
| Pool Features | Above Ground |
| Year Built | 1972 |
| High School | Maui High |
| Spa Features | Spa/Hot Tub |
| Elementary School | Kihei Elementary |
| Middle/Junior High School | Lokelani Intermediate |
| Virtual Tour | https://player.vimeo.com/video/1194247529 |
| Virtual Tour | https://player.vimeo.com/video/1194244683 |
| Year Built Effective | 2022 |
| Utilities | Phone Connected,Cable Connected |
| Electric | Photovoltaics Seller Owned,Underground |
| Tax Year | 2025 |
| Tax Annual Amount | 4425.96 |
| Appliances | Dishwasher,Disposal,Dryer,Microwave,Range,Refrigerator,Solar Hot Water,Washer |
| Security Features | Smoke Detector(s) |
| Garage Spaces | 4 |
| Levels | One |
| Primary Bedroom Level | Ground |
| Occupancy Type | Owner |
| Heating | Solar Water Heating |
| Tax Assessed Value | 1276200 |
| Green Energy Generation | Solar |
Interior Features
| Heating Y/N | false |
|---|---|
| Fireplace Y/N | false |
| Total Bedrooms | 4 |
| Total Baths | 4 |
| Interior Amenities | Ceiling Fan(s),TV Cable,Storage,Remodeled,Ceiling Fan |
| Window Features | Blinds |
| Basement | Full |
Exterior Features
| Water Source | Public |
|---|---|
| Lot Size Area | 0.572 |
| Lot Size Acres | 0.572 |
| Waterfront Y/N | false |
| Parking Features | Garage,Garage Door Opener |
| Exterior Amenities | Lawn Sprinkler |
| Building Area Total | 4143 |
| Covered Spaces | 4 |
| Other Equipment | Irrigation Equipment |
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
Taxes
Year Built
In The Neighborhood
Kihei
$ 1,999,000
- Type
- Single Family
- Size
- 2,240 SqFt
- Rooms
- 2 Beds + 3 Baths
Keller Williams Realty Maui-Ki #410821
Open House
Kihei
$ 2,389,000
- Type
- Single Family
- Size
- 1,900 SqFt
- Rooms
- 4 Beds + 3 Baths
Compass-W #410769
Kihei
$ 1,900,000
- Type
- Single Family
- Size
- 596 SqFt
- Rooms
- 1 Beds + 1 Baths
Keller Williams Realty Maui-Ki #410213
Kihei
$ 3,060,000
- Type
- Single Family
- Size
- 2,053 SqFt
- Rooms
- 3 Beds + 3 Baths
Coldwell Banker Island Prop(S) #410168
Kihei
$ 1,799,000
- Type
- Single Family
- Size
- 2,184 SqFt
- Rooms
- 3 Beds + 3 Baths
Coldwell Banker Island Prop(S) #410160
Kihei
$ 2,499,000
- Type
- Single Family
- Size
- 2,055 SqFt
- Rooms
- 3 Beds + 3 Baths
Wailea Point Realty, Inc. #409471
Kihei
$ 1,999,000
- Type
- Single Family
- Size
- 1,585 SqFt
- Rooms
- 3 Beds + 2 Baths
Coldwell Banker Island Prop(S) #409237
Kihei
$ 1,299,000
- Type
- Single Family
- Size
- 950 SqFt
- Rooms
- 1 Beds + 1 Baths
Coldwell Banker Island Prop(S) #409238
Open House
Kihei
$ 2,180,000
- Type
- Single Family
- Size
- 2,215 SqFt
- Rooms
- 4 Beds + 3 Baths
Bello Realty Inc #408295
REALTORS® Association of Maui, Inc. All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested
