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Wailea Maui Real Estate Search

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Wailea Maui Real Estate. Your one place to view all Wailea Maui homes, condominiums, vacation condos, and land for sale. Also check out the regular Maui Real Estate Market Report.

  • View All Homes For Sale Wailea South Maui
  • View All Homes With Ohana For Sale Wailea South Maui
  • View All Condominiums For Sale Wailea South Maui
  • View All Land For Sale Wailea South Maui
  • View All Multi Family Properties For Sale Wailea South Maui
  • View All Commercial Properties For Sale Wailea South Maui

Our website features the best real estate search for homes, condos, land, and foreclosure properties available in Wailea Maui on the beautiful island of Maui, Hawaii. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s Association Of Maui database every 15 minutes. 

You can save searches, get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search Of Wailea Maui allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about recent sales trends on Wailea Maui? Click here to see the Wailea Maui Real Estate Market Report. Here you can see the average prices for recently sold properties, pending sales, and active sale on South Maui Hawaii.

Curious about what’s happening in your neighborhood? You can create a custom market report for Wailea Maui to see what’s active, under contract, and sold in your neighborhood! 

Contact us today to find out how we can be of assistance to you!

Wailea is located on South Maui. For address purposes the entire South Shore is considered Kihei except the Maalaea Harbor Area. From there the Area is divided into Districts and then Neighborhoods. Wailea is located in the District of Wailea/Makena and is between Kihei and Makena.

Newest Wailea Maui Properties For Sale:

3150 Waiea Pl, Kihei image
3150 Waiea Pl, Kihei $2,295,000

Tucked behind your own personal gate within the exclusive, gated neighborhood of Wailea Kai, 3150 Waiea Pl is a completely private tropical oasis just across the street f...

  • 3 Beds
  • 3 Baths
  • 410718 MLS
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

30 Waikai St, Kihei image
30 Waikai St, Kihei $2,399,000

Welcome to Wailea Kai, where privacy, luxury, and effortless island living come together in one of Wailea’s most desirable gated communities. This immaculately maintained...

  • 3 Beds
  • 3 Baths
  • 410693 MLS
  • Fee Simple Tenure
Courtesy of Romvari Realty Ltd

Listing courtesy of Romvari Realty Ltd.

3150 Wailea Alanui Dr Unit 2801, Kihei image
3150 Wailea Alanui Dr Unit 2801, Kihei — Wailea Palms $1,850,000

Welcome to Wailea Palms 2801, a beautifully updated and furnished 2-bedroom, 3-bath residence offering 1,559 square feet of unparalleled island living. One of the most pr...

  • 2 Beds
  • 3 Baths
  • 410669 MLS
  • Wailea Palms Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

24 Hoolei Cir Unit T-1, Kihei image
24 Hoolei Cir Unit T-1, Kihei — Hoolei $3,850,000

Discover elevated luxury at Villa T-1, the best priced property and sole end-unit available today at Ho’olei. Boasting the community’s largest floor plan—the sought-after...

  • 3 Beds
  • 4 Baths
  • 410561 MLS
  • Hoolei Bldg.
  • Fee Simple Tenure
Courtesy of Keller Williams Realty Maui-Ka

Listing courtesy of Keller Williams Realty Maui-Ka.

3111 Waiea Pl, Kihei image
3111 Waiea Pl, Kihei $2,500,000

Sublimely located in the exclusive gated community of Wailea Kai, this beautiful single-level home places you just steps from the golden sands of Keawakapu Beach. Owned p...

  • 3 Beds
  • 3 Baths
  • 410525 MLS
  • Fee Simple Tenure
Courtesy of Maui Luxury Real Estate LLC

Listing courtesy of Maui Luxury Real Estate LLC.

3150 Wailea Alanui Dr Unit 2703, Kihei image
3150 Wailea Alanui Dr Unit 2703, Kihei — Wailea Palms $1,557,000

Welcome to Wailea Palms 2703, FULLY FURNISHED and move-in ready, spectacular and renovated ground-floor 2 Bedroom, 2 Bath residence in one of Wailea's most sought after g...

  • 2 Beds
  • 2 Baths
  • 410487 MLS
  • Wailea Palms Bldg.
  • Fee Simple Tenure
Courtesy of Keller Williams Realty Maui-Ka

Listing courtesy of Keller Williams Realty Maui-Ka.

22 Halapa Pl, Kihei image
22 Halapa Pl, Kihei $7,800,000

Brand New Construction | Luxurious Estate Living at The Ridge, Wailea Welcome to a sprawling, brand-new estate at The Ridge in Wailea, where every detail has been curated...

  • 3 Beds
  • 4 Baths
  • 410468 MLS
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

3800 Wailea Alanui Blvd Unit H102, Kihei image
3800 Wailea Alanui Blvd Unit H102, Kihei — Wailea Beach Villas $4,200,000

Wailea Beach Villas H102 is a beautifully furnished 2-bedroom, 2-bath residence with a versatile den/office, offering the flexibility for remote work or additional guest ...

  • 2 Beds
  • 2 Baths
  • 410442 MLS
  • Wailea Beach Villas Bldg.
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

162 W Ikea Kai Pl, Kihei image
162 W Ikea Kai Pl, Kihei $3,150,000

Located at the end of a peaceful cul-de-sac and bordering a lush greenbelt, this exceptionally designed 4 bedroom, 2.5 bathroom home in the prestigious Wailea Kialoa comm...

  • 4 Beds
  • 3 Baths
  • 410371 MLS
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

3950 Kalai Waa St Unit R102, Kihei image
3950 Kalai Waa St Unit R102, Kihei — Wailea Fairway Villas $1,295,000

Welcome to this beautiful 2-bedroom, 2-bathroom condo at Wailea Fairway Villas, offered fully furnished and move-in ready. Enjoy breathtaking ocean views and spectacular ...

  • 2 Beds
  • 2 Baths
  • 410367 MLS
  • Wailea Fairway Villas Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-Ku

Listing courtesy of Coldwell Banker Island Prop-Ku.

3600 Wailea Alanui Dr Unit 2010, Kihei image
3600 Wailea Alanui Dr Unit 2010, Kihei — Wailea Elua Ii $2,995,000

Wailea Elua Unit 2010 presents an exceptional opportunity to own in one of Wailea's most coveted beachfront communities. Ideally positioned on the second floor, this 2 be...

  • 2 Beds
  • 2 Baths
  • 410363 MLS
  • Wailea Elua Ii Bldg.
  • Fee Simple Tenure
Courtesy of Island Sotheby's International Realty(W)

Listing courtesy of Island Sotheby's International Realty(W).

67 Wailea Gateway Pl Unit 6-103, Kihei image
67 Wailea Gateway Pl Unit 6-103, Kihei — Keala O Wailea $1,670,000 ▼

Discover one of Wailea's rarest offerings ; a beautifully appointed ground-floor residence that pairs effortless access with exceptional views. This stunning 2-bedroom co...

  • 2 Beds
  • 2 Baths
  • 410361 MLS
  • Keala O Wailea Bldg.
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

3100 Wailea Alanui Dr Unit 17, Kihei image
3100 Wailea Alanui Dr Unit 17, Kihei — Papali Wailea $4,795,000

Where do timeless design, ultimate privacy, and panoramic ocean vistas all converge in Wailea? Welcome to Papali #17. Perfectly positioned in the community’s premier loca...

  • 3 Beds
  • 4 Baths
  • 410334 MLS
  • Papali Wailea Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

208 Holomoana Way Unit 14B, Kihei image
208 Holomoana Way Unit 14B, Kihei — Makalii At Wailea $3,695,000

Makali’i Magnificence! Premium top row position with unbelievable Ocean and Outer Island views! Makali’i #14B is arguably the best location in the community with expansiv...

  • 3 Beds
  • 3 Baths
  • 410261 MLS
  • Makalii At Wailea Bldg.
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

3950 Kalai Waa St Unit S-202, Kihei image
3950 Kalai Waa St Unit S-202, Kihei — Wailea Fairway Villas $1,079,000

Discover epic island living at an incredible value in the Wailea Resort. Wailea Fairway Villas S202 is one of the best view locations in the community, capturing breathta...

  • 2 Beds
  • 2 Baths
  • 410253 MLS
  • Wailea Fairway Villas Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

139 Waaula Way, Kihei image
139 Waaula Way, Kihei $2,499,000

Welcome to 139 Waaula St, a stunning single-family home in the gated Wailea Kai community, just one block from Keawakapu Beach. Set on a large 10,000-square-foot lot, thi...

  • 3 Beds
  • 3 Baths
  • 410251 MLS
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-Ku

Listing courtesy of Coldwell Banker Island Prop-Ku.

3919 Waakaula Pl, Kihei image
3919 Waakaula Pl, Kihei $3,750,000

Imagine the possibilities! Framed by sparkling ocean, pool and sweeping panoramic views, while perched within one of South Maui's most prestigious enclaves, this 3-bedro...

  • 3 Beds
  • 3 Baths
  • 410226 MLS
  • Fee Simple Tenure
Courtesy of Century 21 Island Homes

Listing courtesy of Century 21 Island Homes.

10 Wailea Ekolu Pl Unit 1706, Kihei image
10 Wailea Ekolu Pl Unit 1706, Kihei — Wailea Ekolu $1,575,000

The Ultimate Ocean View You’ve Been Waiting For at Wailea Ekolu #1706! Enjoy upper floor privacy with absolutely amazing ocean and outer island views from this recently r...

  • 2 Beds
  • 2 Baths
  • 410202 MLS
  • Wailea Ekolu Bldg.
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

30 Kai Malu Dr Unit 201, Kihei image
30 Kai Malu Dr Unit 201, Kihei — La'i Loa $3,895,000

The one you’ve been waiting for at La’i Loa! Pride of ownership shines in this premier 3 bedroom, 3 bath villa, set in the most coveted location of the community. Villa 4...

  • 3 Beds
  • 3 Baths
  • 410170 MLS
  • La'i Loa Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

3236 Pikai Way, Kihei image
3236 Pikai Way, Kihei $2,395,000

Welcome to 3236 Pikai Way, an exceptional single-level residence nestled within the exclusive gated enclave of Wailea Kai, just across the street from the golden sands of...

  • 4 Beds
  • 3 Baths
  • 410122 MLS
  • Fee Simple Tenure
Courtesy of Kokua Realty LLC

Listing courtesy of Kokua Realty LLC.

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Jesse Coffey  (916) 872-7775

Keller Williams Realty Maui
285 W Kaahumanu Ave #201
Kahului, HI 96732

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