Maui Meadows: Spacious Luxury Living Above Wailea

Perched above Wailea, Maui Meadows is a sought-after community offering spacious lots, ocean views, and island tranquility just minutes from world-class beaches and resorts. Homes here range from island-style cottages to expansive estates, many with lush landscaping and private ohanas. With limited inventory and high demand, owning in Maui Meadows is a rare opportunity for those seeking privacy, space, and breathtaking sunsets.
If you're looking to buy or sell a home in Maui Meadows, The Maui Property Team at Compass is here to help.
Call us today at 808-217-8832 to explore available properties and market opportunities!

 

Maui Meadows Homes for Sale

769 Kumulani Dr, Kihei image
769 Kumulani Dr, Kihei $1,199,000

Prime 1/2 acre lot at the top of Maui Meadows. Located on the makai (ocean) side of Kumulani Dr. Ocean and Mountain views. Price is firm.

  • 404270 MLS
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Pacific Image Properties

Listing courtesy of Pacific Image Properties.

3535 Akala Dr Unit Unit A, Kihei image
3535 Akala Dr Unit Unit A, Kihei $2,690,000

Towards the very end of Akala Drive in Maui Meadows lies this well apointed 3,423 sq. ft. home on a lush 17,555 sq. ft. flag lot, offering resort-style living and privacy...

  • 4 Beds
  • 5 Baths
  • 404239 MLS
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Island Sotheby's Int'l Rlty(W)

Listing courtesy of Island Sotheby's Int'l Rlty(W).

3187 Nahenahe Pl, Kihei image
3187 Nahenahe Pl, Kihei $3,650,000

Live an elevated life. Perched 500 feet above sea level and 25 to 45 feet above the street, this fully furnished and outfitted, turn-key retreat is a custom-designed mast...

  • 3 Beds
  • 4 Baths
  • 404199 MLS
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

904 Kupulau Dr, Kihei image
904 Kupulau Dr, Kihei $2,235,000

Step into an extraordinary Modern Pole House, gracefully perched at the top of Maui Meadows, where breathtaking panoramic ocean views and vistas of the neighboring island...

  • 3 Beds
  • 5 Baths
  • 404030 MLS
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Keller Williams Realty Maui-Ki

Listing courtesy of Keller Williams Realty Maui-Ki.

3202 Hoomua Dr Unit A, Kihei image
3202 Hoomua Dr Unit A, Kihei $2,500,000

Newly Renovated! - Discover 3202 Ho’omua Dr, A—a luxurious five-bedroom haven in the highly desirable Maui Meadows community, where contemporary elegance merges with thou...

  • 5 Beds
  • 3 Baths
  • 404002 MLS
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

766 Kupulau Dr, Kihei image
766 Kupulau Dr, Kihei $3,625,000

It is one of the most unique and inspiring properties ever offered in Maui Meadows. An exotic four-bedroom, 3.5-bathroom Balinese-style home surrounded by lush tropical l...

  • 4 Beds
  • 4 Baths
  • 403969 MLS
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Maui International R E Srvs

Listing courtesy of Maui International R E Srvs.

736 Mililani Pl, Kihei image
736 Mililani Pl, Kihei $2,202,022

PRICE REDUCTION!! 736 Mililani Place is an exquisite Maui retreat nestled at the end of a quiet cul-de-sac in the sought-after neighborhood of Maui Meadows. This charming...

  • 3 Beds
  • 3 Baths
  • 403897 MLS
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Keller Williams Realty Maui-Ka

Listing courtesy of Keller Williams Realty Maui-Ka.

3202 Hoomua Dr Unit B, Kihei image
3202 Hoomua Dr Unit B, Kihei $1,455,000

An incredible opportunity awaits you in Maui Meadows. Situated on a corner lot, this beautifully remodeled 3-bedroom, 1-bath, 950 sq. ft. oversized cottage truly has it...

  • 3 Beds
  • 1 Baths
  • 403801 MLS
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

1108 Kupulau Dr, Kihei image
1108 Kupulau Dr, Kihei $2,525,000

Breathtaking panoramic ocean views! Perched at the top of the prestigious Maui Meadows neighborhood, this thoughtfully remodeled classic cedar home experiences year round...

  • 3 Beds
  • 2 Baths
  • 403672 MLS
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Compass

Listing courtesy of Compass.

711 Kumulani Dr, Kihei image
711 Kumulani Dr, Kihei $2,995,000

Boasting on the slopes of the ever so sought after Maui Meadows, sits this ocean view retreat. 711 Kumulani Dr is a large airy home that was tastefully remodeled in 2021 ...

  • 3 Beds
  • 4 Baths
  • 402404 MLS
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Keller Williams Realty Maui-Ki

Listing courtesy of Keller Williams Realty Maui-Ki.

1001 Kupulau Dr, Kihei image
1001 Kupulau Dr, Kihei $2,322,888

Have it all... Gorgeous Ocean Views... Private Entrance... three quarters of an acre... Single Level... Maui Meadows Dream home... Beautifully Refurbished... Expansive Li...

  • 4 Beds
  • 4 Baths
  • 402110 MLS
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Maui Luxury Real Estate LLC

Listing courtesy of Maui Luxury Real Estate LLC.

3366 Kehala Dr, Kihei image
3366 Kehala Dr, Kihei $3,530,000

This exceptional half acre Maui Meadows estate features a 3,535 sf modern main residence with four bedrooms and 4.5 bathrooms, resort like hot tub cascading into pool are...

  • 4 Beds
  • 5 Baths
  • 401837 MLS
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Maui Luxury Real Estate LLC

Listing courtesy of Maui Luxury Real Estate LLC.

614 Kupulau Dr, Kihei image
614 Kupulau Dr, Kihei $1,700,000

Explore the potential of this rare, single-level Maui Meadows residence in a private setting, nicely elevated above Kupulau Drive and oriented for privacy, with surprisin...

  • 3 Beds
  • 2 Baths
  • 400509 MLS
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Keller Williams Realty Maui-Ki

Listing courtesy of Keller Williams Realty Maui-Ki.

820 Kupulau Dr, Kihei image
820 Kupulau Dr, Kihei $3,350,000

Main House + Ohana totaling over 3,600 SF of living space, including 6 bedrooms & 5 bathrooms. Experience the epitome of South Maui living in this luxurious residence, pe...

  • 5 Beds
  • 4 Baths
  • 399841 MLS
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

3038 Mapu Pl, Kihei image
3038 Mapu Pl, Kihei $1,500,000

Welcome to 3038 Mapu Place in the desirable Maui Meadows neighborhood of South Maui. This charming property offers an ocean view from the second floor of the main home, t...

  • 3 Beds
  • 2 Baths
  • 399087 MLS
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of The Agency Maui

Listing courtesy of The Agency Maui.

3408 Hookipa Pl, Kihei image
3408 Hookipa Pl, Kihei $2,760,000

Experience the pinnacle of Maui Meadows luxury at 3408 Hookipa, a newer construction 4-bed, 4-bath marvel with MASSIVE panoramic ocean views. From your expansive two-sto...

  • 4 Beds
  • 4 Baths
  • 399803 MLS
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Real Broker LLC

Listing courtesy of Real Broker LLC.

3467 Malina Pl, Kihei image
3467 Malina Pl, Kihei $2,200,000

Introducing an exquisite retreat nestled within incredible, expansive grounds, this residence in Maui Meadows offers an enchanting blend of serenity and luxury. Boasting ...

  • 3 Beds
  • 2 Baths
  • 400518 MLS
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

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