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Wailea Real Estate Search

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Wailea

The island of Maui is known for its stunning natural beauty, with crystal clear waters, lush tropical foliage, and sweeping views of the Pacific Ocean. And for those looking to live in the lap of luxury, Wailea is the place to be. This upscale resort community is home to some of the most exclusive and expensive real estate in Hawaii, with properties that command prices of $2 million, $10 million, and even $30 million and up. What sets these properties apart from more modest homes on the island? For starters, their locations are nothing short of spectacular. Many of these luxury homes are situated on pristine oceanfront lots, offering unobstructed views of the ocean and nearby islands. Others are perched on hilltops, offering sweeping panoramic views of the coastline and surrounding mountains.

But it's not just the location that sets these properties apart. The level of luxury and attention to detail in these homes is truly unparalleled. From the moment you step through the front door, you'll be greeted by stunning architecture and impeccable design. High ceilings, expansive windows, and natural materials like stone and wood create a sense of grandeur and sophistication. Of course, it's not just the aesthetics that make these properties so special. They're also equipped with all the modern conveniences and state of the art technology you could ever need. From smart home systems to climate controlled wine cellars, no expense has been spared in creating the ultimate luxury living experience.

But perhaps the most unique feature of these high end properties is the level of privacy they offer. Many of these homes are situated on large lots, ensuring that you'll never have to worry about neighbors or noise. And with top of the line security systems and gated entrances, you can rest easy knowing that you and your loved ones are safe and secure. Of course, with prices starting at $20 million and going up from there, these properties are not for the faint of heart. But for those with the means to afford them, they offer a level of luxury and exclusivity that is truly unparalleled. Whether you're looking for a vacation home, a retirement retreat, or simply a place to call your own, Wailea's luxury real estate market has something for everyone. So if you're ready to live the ultimate luxury lifestyle, Wailea's luxury real estate market is waiting for you.

Newest Wailea Listings

3800 WAILEA ALANUI Blvd Unit K-208, Kihei image
3800 WAILEA ALANUI Blvd Unit K-208, Kihei — Wailea Beach Villas $8,495,000

Wailea Beach Villas is revered as one of Maui's Top Destination Resorts. Approx. 75% of WBV units are highly desired legal vacation rentals. Located on Wailea Beach, adja...

  • 3 Beds
  • 3 Baths
  • 398986 MLS
  • Wailea Beach Villas Bldg.
  • Fee Simple Tenure
Courtesy of Maui Real Estate Advisors LLC

Listing courtesy of Maui Real Estate Advisors LLC.

79 Pukolu Way, Kihei image
79 Pukolu Way, Kihei $2,895,000

This classy & charming home in Wailea Kai was tastefully updated in 2022 and a delight to see! The main living and kitchen area is very light and airy with high open beam...

  • 3 Beds
  • 3.5 Baths
  • 398977 MLS
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

14 Poailani Pl Unit 7, Kihei image
14 Poailani Pl Unit 7, Kihei — Kanani Wailea $2,095,000

Impeccably maintained 4 bedroom, 4.5 bath, single level home in the gated community of Kanani Wailea. Each bedroom is en suite. One of the bedrooms is detached with an en...

  • 4 Beds
  • 4.5 Baths
  • 398858 MLS
  • Kanani Wailea Bldg.
  • Fee Simple Tenure
Courtesy of Pueo Realty LLC

Listing courtesy of Pueo Realty LLC.

10 Ualei Pl, Kihei image
10 Ualei Pl, Kihei $5,000,000

Makena luxury awaits on this 1.7-acre flat lot in the prestigious One Palauea Bay gated community. With only two vacant lots left in this highly sought-after enclave of 1...

  • 398845 MLS
  • Fee Simple Tenure
Courtesy of Island Sotheby's Int'l Rlty(W)

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

4520 Makena Alanui Dr, Kihei image
4520 Makena Alanui Dr, Kihei $14,000,000

This coveted Makena homesite optimizes the finest in luxury coastal living. Spanning 3.349 acres, 4520 Makena Alanui offers breathtaking views of Makena’s glistening coas...

  • 398838 MLS
  • Fee Simple Tenure
Courtesy of Island Sotheby's Int'l Rlty(W)

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

210 Heleuma Pl, Kihei image
210 Heleuma Pl, Kihei $5,300,000

Single Level Living & Molokini Views! Heleuma Place is quiet and private, a single street on the southern edge of Wailea Kialoa with its own private gate. This residence ...

  • 3 Beds
  • 3 Baths
  • 398832 MLS
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

195 Heleuma Pl, Kihei image
195 Heleuma Pl, Kihei $7,495,000

OMG!! I want this house. Once you get past the jaw dropping panoramic views you can't help but appreciate the 2017 top to bottom remodel, nothing was spared. All new Wolf...

  • 4 Beds
  • 4 Baths
  • 398823 MLS
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

Kihei image
Kihei $39,500,000

Welcome to Hale Palau'ea, the singular Makena Oasis Beachfront estate with 120 feet of direct frontage to the renowned white sands of Palau'ea Beach. Located just South o...

  • 4 Beds
  • 4.5 Baths
  • 398821 MLS
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

340 Pualoa Nani Pl, Kihei image
340 Pualoa Nani Pl, Kihei $4,399,000

Live the Life you’ve earned in this amazing Wailea dream home with incredible ocean and outer island views. This executive residence was beautifully updated throughout in...

  • 3 Beds
  • 3.5 Baths
  • 398687 MLS
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

3200 WAILEA ALANUI Dr Unit 1501, Kihei image
3200 WAILEA ALANUI Dr Unit 1501, Kihei — Palms At Wailea I $2,100,000

Welcome to this stunning ground floor condo located on the highly coveted center court of the Palms at Wailea. You'll enjoy gorgeous Ocean views from your King bed in an ...

  • 1 Beds
  • 2 Baths
  • 398670 MLS
  • Palms At Wailea I Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2023 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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