Wailea and Makena single family homes, updated daily from the Maui MLS

Wailea is South Maui's master planned resort community, with the Blue, Gold and Emerald golf courses, the Shops at Wailea and a string of crescent beaches. Its single family homes sit mostly in gated and golf course neighborhoods above Wailea Alanui Drive, many with ocean views toward Molokini and Kahoolawe.

One thing to know: the Maui MLS lists Wailea and Makena as one area, so the homes below include Makena homes too. Condos are left out, including the Wailea villas. For the rest of the island, see all Maui homes for sale.

What this page shows: active single family homes, including homes with an ohana, in the Maui MLS area Wailea/Makena, followed by recent home sales in the same area. Condos, vacant land and commercial listings are left out. Active prices are asking prices, and listings refresh automatically from the Realtors Association of Maui MLS.

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Active Wailea and Makena Homes

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144 Halau Pl, Wailea/Makena

$8,895,000

144 Halau Pl, Wailea/Makena

3 Beds 3.5 Baths 3,666 SqFt Residential 00 MLS® # 410860

Compass-W

3D Tour
3150 Waiea Pl, Wailea/Makena

$2,295,000

3150 Waiea Pl, Wailea/Makena

3 Beds 3 Baths 2,032 SqFt Residential 00 MLS® # 410718

Hawaii Life (W) Cell: 808-357-5000

3D Tour
30 Waikai St, Wailea/Makena

$2,199,000

↓ $200,000

30 Waikai St, Wailea/Makena

3 Beds 2.5 Baths 2,129 SqFt Residential 00 MLS® # 410693

Romvari Realty Ltd

221 E Ikea Kai Pl, Wailea/Makena

$2,600,000

221 E Ikea Kai Pl, Wailea/Makena

4 Beds 4 Baths 2,921 SqFt Residential 00 MLS® # 410606

eXp Realty Cell: 808-280-1333

3D Tour
22 Halapa Pl, Wailea/Makena

$7,800,000

22 Halapa Pl, Wailea/Makena

3 Beds 4 Baths 3,379 SqFt Residential 00 MLS® # 410468

Hawaii Life (W) Cell: 808-359-8500

34 Maluaka Pl Unit 9, Wailea/Makena

$36,900,000

34 Maluaka Pl Unit 9, Wailea/Makena

5 Beds 5.5 Baths 6,517 SqFt Residential 00 MLS® # 410387

Discovery Makena Realty LLC Cell: 808-870-8000

3D Tour
162 W Ikea Kai Pl, Wailea/Makena

$3,150,000

162 W Ikea Kai Pl, Wailea/Makena

4 Beds 2.5 Baths 2,843 SqFt Residential 00 MLS® # 410371

Hawaii Life (W) Cell: 808-283-6791

18 Maluaka Pl Unit 1, Wailea/Makena

$34,000,000

↓ $1,000,000

18 Maluaka Pl Unit 1, Wailea/Makena

4 Beds 6 Baths 7,498 SqFt Residential 00 MLS® # 410368

Discovery Makena Realty LLC Cell: 808-870-8000

5050 Makena Rd, Wailea/Makena

$29,900,000

5050 Makena Rd, Wailea/Makena

5 Beds 5.5 Baths 9,176 SqFt Residential 00 MLS® # 407766

Discovery Makena Realty LLC Cell: 808-870-8000

Open House
3D Tour
139 Waaula Way, Wailea/Makena

$2,499,000

139 Waaula Way, Wailea/Makena

3 Beds 2.5 Baths 2,788 SqFt Residential 00 MLS® # 410251

Coldwell Banker Island Prop-Ku Cell: 808-757-6161

3919 Waakaula Pl, Wailea/Makena

$3,500,000

↓ $250,000

3919 Waakaula Pl, Wailea/Makena

3 Beds 3 Baths 3,839 SqFt Residential 00 MLS® # 410226

Century 21 Island Homes

3D Tour
3236 Pikai Way, Wailea/Makena

$2,350,000

↓ $45,000

3236 Pikai Way, Wailea/Makena

4 Beds 3 Baths 1,894 SqFt Residential 00 MLS® # 410122

Kokua Realty LLC

Reviewed by Eric West, Team West Maui at Real Broker. Updated September 27, 2026.

Serious about a Wailea home? We'll pull the association documents, design rules and recent sales in the same neighborhood before you write an offer.

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Recently Sold Wailea and Makena Homes

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Recent sales cover single family homes in the Wailea/Makena MLS area, from the same search with a Closed status. Closing dates aren't shown in this feed, so ask us for a comparable sales report.

Buying a Home in Wailea

Wailea homes carry resort prices, and the details below tend to matter most.

Golf Course and Ocean View Homes

Homes along the golf courses trade on fairway frontage and views. Ask what can be built or planted below a home, since a view can change over time.

Two Layers of Dues

Budget for the Wailea Community Association and a neighborhood association on many homes, and read the design rules before you plan a remodel or a pool.

Pools and Outdoor Living

Many Wailea homes have a pool. To compare pool homes across the island, browse homes for sale on Maui with a pool.

Rental Rules

Most single family homes can't be rented to vacation guests without the right permit or zoning. If rental income matters, ask us which homes qualify and confirm it with the County.

Wailea Homes: Common Questions

Why do Makena homes show up on the Wailea page?

The Maui MLS files Wailea and Makena as one area, so a Wailea search includes Makena homes. For Makena condos and land, see our Makena real estate page.

Does this page include Wailea condos?

No. It shows single family homes only. Wailea's condos and villas are on our Wailea condos for sale page.

Are there association dues on Wailea homes?

Usually. Many Wailea homes pay into the Wailea Community Association and their own neighborhood association. Ask for both budgets and the design rules along with the listing.

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We've been selling Maui real estate full time since 2012, including resort homes in Wailea and Makena. Tell us what you're after and we'll send the homes that fit, including the ones that don't photograph well.

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