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Maui Meadows, South Maui, Hawaii

Spacious lots in Maui Meadows give homeowners privacy and room to grow.

In a quiet, hilltop setting just above Wailea, Maui Meadows offers space, privacy, and breathtaking views. The neighborhood feels like a peaceful retreat yet is only a short drive to beaches, dining, and world-class amenities. With its large lots, custom homes, and sweeping vistas of the Pacific, it is an ideal place for buyers seeking a balance between rural charm and luxury living.

If you want a place to enjoy quiet seclusion while being close to all the luxuries of Wailea, Maui Meadows is the community you’ve been looking for.

REAL ESTATE SNAPSHOT: MAUI MEADOWS, SOUTH MAUI, HAWAII

HERE’S AN OVERVIEW OF WHAT TO EXPECT IN MAUI MEADOWS’ REAL ESTATE MARKET:

  • Spacious lots averaging half an acre or more
  • Custom single-family homes with ocean or mountain views
  • Strong demand for privacy-focused, long-term residences
  • No HOA, offering homeowners more flexibility
  • Close to Wailea’s golf courses, resorts, and shopping destinations

Maui Meadows real estate is distinguished by its large lots. South Maui is known for its expensive land, but here you’ll find homes with expansive yards, mature landscaping, and plenty of space for pools, guest houses, or lush gardens. There are modest cottages and multi-million-dollar estates, many of which are designed to maximize sunset views over Molokini and Kahoolawe.

Architectural styles vary, but Hawaiian plantation-inspired designs and contemporary builds dominate the landscape. Because this neighborhood isn’t part of a homeowner’s association, owners have more freedom to design, renovate, or expand their properties. The area’s flexibility makes it a desirable investment area for long-term investors.

Many homeowners hold onto their properties for years, so you’ll likely find a limited inventory of Maui Meadows homes for sale. That scarcity often adds to the neighborhood’s desirability and long-term value.

Find your ideal house for sale in Maui Meadows here.

Min. Price
Max. Price
Beds
Baths
440 Mikioi Pl Kihei, HI 96753
$3,200,000
5 Beds 6 Baths 3,753 Sqft Listing No. 403844 Property Type: House camera Virtual Tour camera (50) Listing by Hawaii Life (W) Cell: 808-283-8147
Details
487 Hoala Dr Kihei, HI 96753
$2,699,000
4 Beds 3 | 1 Baths 3,296 Sqft Listing No. 405167 Property Type: House camera Virtual Tour camera (50) Listing by Hawaii Life (W) Cell: 808-280-2055
Details
3435 Hookipa Pl #B Kihei, HI 96753
$2,695,000
5 Beds 4 Baths 3,064 Sqft Listing No. 406769 Property Type: House camera (42) Listing by Equity One Real Estate Inc (M) Cell: 808-357-8111
Details
3291 Waileia Pl Kihei, HI 96753
$2,695,000
3 Beds 3 Baths 3,028 Sqft Listing No. 407284 Property Type: House camera Virtual Tour camera (44) Listing by Berkshire Hathaway Maui Prop-L
Details
521 Kupulau Dr Kihei, HI 96753
$2,199,000
3 Beds 2 Baths 2,111 Sqft Listing No. 404409 Property Type: House camera (50) Listing by Coldwell Banker Island Prop(S) Cell: 808-276-5330
Details
758 Lanina Pl Kihei, HI 96753
$1,999,000
3 Beds 3 Baths 2,344 Sqft Listing No. 407171 Property Type: House camera (36) Listing by The Agency Maui Cell: 808-298-1420
Details
3258 Waileia Pl Kihei, HI 96753
$1,499,000
2 Beds 1 Baths 700 Sqft Listing No. 406594 Property Type: House camera (42) Listing by Coldwell Banker Island Prop(S) Cell: 808-276-5330
Details
 440 Mikioi Pl, Kihei, HI 96753
Fee Simple
camera VIRTUAL TOUR camera (50)
price

$3,200,000

beds

5 5 Beds

baths

6 6 Baths

lot size

3,753 Sqft 3,753 Sqft

listing no.

403844 Listing No. 403844

property type

House Property Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (50)

Listing by Hawaii Life (W) Cell: 808-283-8147

 487 Hoala Dr, Kihei, HI 96753
Fee Simple
camera VIRTUAL TOUR camera (50)
price

$2,699,000

beds

4 4 Beds

baths

3 | 1 3 | 1 Baths

lot size

3,296 Sqft 3,296 Sqft

listing no.

405167 Listing No. 405167

property type

House Property Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (50)

Listing by Hawaii Life (W) Cell: 808-280-2055

 3435 Hookipa Pl #B, Kihei, HI 96753
Fee Simple
camera (42)
price

$2,695,000

beds

5 5 Beds

baths

4 4 Baths

lot size

3,064 Sqft 3,064 Sqft

listing no.

406769 Listing No. 406769

property type

House Property Type: House

gallery photos

camera (42)

Listing by Equity One Real Estate Inc (M) Cell: 808-357-8111

 3291 Waileia Pl, Kihei, HI 96753
Fee Simple
camera VIRTUAL TOUR camera (44)
price

$2,695,000

beds

3 3 Beds

baths

3 3 Baths

lot size

3,028 Sqft 3,028 Sqft

listing no.

407284 Listing No. 407284

property type

House Property Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (44)

Listing by Berkshire Hathaway Maui Prop-L

 521 Kupulau Dr, Kihei, HI 96753
Fee Simple
camera (50)
price

$2,199,000

beds

3 3 Beds

baths

2 2 Baths

lot size

2,111 Sqft 2,111 Sqft

listing no.

404409 Listing No. 404409

property type

House Property Type: House

gallery photos

camera (50)

Listing by Coldwell Banker Island Prop(S) Cell: 808-276-5330

 758 Lanina Pl, Kihei, HI 96753
Fee Simple
camera (36)
price

$1,999,000

beds

3 3 Beds

baths

3 3 Baths

lot size

2,344 Sqft 2,344 Sqft

listing no.

407171 Listing No. 407171

property type

House Property Type: House

gallery photos

camera (36)

Listing by The Agency Maui Cell: 808-298-1420

 3258 Waileia Pl, Kihei, HI 96753
Fee Simple
camera (42)
price

$1,499,000

beds

2 2 Beds

baths

1 1 Baths

lot size

700 Sqft 700 Sqft

listing no.

406594 Listing No. 406594

property type

House Property Type: House

gallery photos

camera (42)

Listing by Coldwell Banker Island Prop(S) Cell: 808-276-5330

This information is believed to be accurate. It has been provided by sources other than the Realtors Association 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. 1995-2025, REALTORS® Association of Maui, Inc. All Rights Reserved.
By using this website, you agree to the Website Terms of Use. .
Properties on this site include Land Tenure information on their detail listing pages.

RAM data last updated at October 7, 2025, 6:15 AM HAST
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MORE ABOUT MAUI MEADOWS

Maui Meadows sits directly above Wailea, offering panoramic views from an elevated perch. This hillside community, located on Kihei’s southern edge, has a distinct vibe: quiet streets, limited vacation rentals, and spacious homes. It was established in the 1970s and originally designed for those seeking more privacy than the dense resort zones below.

What makes Maui Meadows so popular with buyers?

Homebuyers want a slice of Maui Meadows for space, flexibility, and sweeping views. Many residents enjoy gardening, raising tropical fruit trees, or entertaining guests on large lanais overlooking the ocean. The neighborhood also attracts those who want to live near Wailea’s luxury amenities, such as The Shops at Wailea, five-star resorts, and world-class golf, without being in the middle of tourist crowds.

Maui Meadows isn’t a planned community, which gives it a laid-back, eclectic vibe. Every street features a mix of home styles, from original 1970s ranch houses to newer, modern estates with solar panels. Its diversity makes it stand out among other South Maui neighborhoods.

EVERYDAY LIFE IN MAUI MEADOWS

young-pacific-islander-woman-relaxing-in-nature

Maui Meadows offers the slower, more laid-back pace that many South Maui buyers seek.

Let’s explore what defines daily life in this community.

Wake up just steps from world-class beaches.

South Maui’s beaches are among the island’s finest, and living in Maui Meadows means you’re only minutes from them. Wailea Beach offers gentle waves and luxurious surroundings, while Keawakapu Beach is famous for its long stretches of soft sand, perfect for morning walks or paddleboarding. Big Beach in Makena boasts dramatic scenery and a wild coastline, making it popular with surfers and those seeking to soak up the natural beauty.

Stay active outdoors in South Maui.

Several golf courses, tennis courts, and walking trails encourage an active lifestyle. Wailea Golf Club, with its three championship courses, is just minutes away, offering some of Hawaii’s most scenic rounds. Tennis and pickleball fans will enjoy the Wailea Tennis Club, while nearby coastal trails invite relaxing hikes with stunning ocean views.

Connect with your neighbors.

Maui Meadows may not have a central clubhouse and formal amenities, but that adds to its charm. The neighborhood’s spacious lots and relaxed vibe foster a real sense of community. Neighbors cross paths while walking their dogs, grilling in the backyard, or exchanging fresh fruit from their gardens.

Enjoy nature all around.

Tropical birds, butterflies, and geckos bring yards to life with a colorful island backdrop. It’s common to see Axis deer grazing at dawn or dusk. Mango, papaya, avocado, and citrus flourish here, so residents cook with fresh, homegrown produce.

Be casual or go all out.

Just down the hill, Kihei boasts a relaxed dining scene, featuring local spots such as shaved-ice stands, beachside cafes, and casual eateries. Five-star restaurants, luxurious boutiques, and world-class spas await you at The Shops at Wailea.

End your day with a sunset.

Thanks to its hillside perch, Maui Meadows offers some of the most stunning sunsets on the island. Residents gather on the lanais or around fire pits to watch the sky turn colors as the sun dips below the horizon. On clear nights, you’ll see Wailea’s twinkling lights below, and inland, Haleakalā’s slopes stand tall in the twilight.

Find balance in every moment.

With its hillside location, Maui Meadows feels like a retreat without sacrificing convenience. You’re surrounded by space, nature, and quiet streets, yet you’re minutes from shopping, beaches, and activities. Life here is about balance: growing your own food, hosting friends, and heading to a luxury resort for dinner − all in the same day.

START LIVING THE MAUI MEADOWS LIFESTYLE

Maui Meadows continues to stand out as South Maui’s best-kept secret for buyers seeking privacy, views, and a strong sense of community. Whether you’re looking for a family retreat, a second home, or an investment property, this community deserves to be on your short list.

Ready to explore homes for sale in Maui Meadows? Our team at Maui Real Estate Collective specializes in South Maui properties and has in-depth knowledge of the unique character of this hillside neighborhood. We’ll help you find available listings, navigate the market, and find the home that matches your lifestyle.

Call us at 808.633.3936 or send us an email to get started.

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