View:   Buying   |   Selling   |   Beaches   |   Golf   |   Resources   |   FAQ's   |    Contact

Wailea Real Estate For Sale

All Listings Under $100,000 $100,000 - $200,000
$500,000 - $600,000 $600,000 - $700,000 $700,000 - $800,000
$800,000 - $900,000 $900,000 - $1,000,000 Over $1,000,000
Price, High to Low
175 Properties Found.
Photo of Listing #377478

4000 Wailea Alanui Dr 102

$25,000,000 Fee Simple

Wailea Point I II III 102
Wailea/Makena, Hawaii
3 Bed, 3 Bath, 3850 Sqft, 26.36 Acres
Listed by: Island Sotheby's Int'l Rlty(w)

Show Description

15 Malukai Ln

$7,895,000 Fee Simple

Maluhia at Wailea
Wailea/Makena, Hawaii
4 Bed, 6 Bath, 5331 Sqft, 10.58 Acres
Listed by: Island Sotheby's Int'l Rlty(m)

Show Description
Photo of Listing #375215

4000 Wailea Alanui Dr 1401

$5,500,000 Fee Simple

Wailea Point I II III 1401
Wailea/Makena, Hawaii
3 Bed, 4 Bath, 2554 Sqft, 28.11 Acres
Listed by: Island Sotheby's Int'l Rlty(m)

Show Description

198 Heleuma Pl

$2,995,000 Fee Simple

Wailea/Makena, Hawaii
4 Bed, 4 Bath, 3934 Sqft, 0.23 Acres
Listed by: Island Sotheby's Int'l Rlty(w)

Show Description
Photo of Listing #375775

3600 Wailea Alanui Dr 1505

$1,985,000 Fee Simple

Wailea Elua II 1505
Wailea/Makena, Hawaii
2 Bed, 2 Bath, 1513 Sqft, 23.97 Acres
Listed by: Island Sotheby's Int'l Rlty(w)

Show Description

3600 Wailea Alanui Dr 705

$1,695,000 Fee Simple

Wailea Elua I A 705
Wailea/Makena, Hawaii
2 Bed, 2 Bath, 1416 Sqft, 11.44 Acres
Listed by: Island Sotheby's Int'l Rlty(w)

Show Description


Wailea Real Estate

Master-Planned Luxury Resort

Wailea Real Estate opportunities vary from entry level at Grand Champions, to beachfront Wailea Beach Villas, to worldclass estates in Maluhia at Wailea and everything in between. To its south, Makena Real Estate offers luxury homes, beachfront condos, and a lifestyle like no other. Learn why Makena Surf is one of the world's elite.

Wailea Real Estate Sales Statistics

Total Wailea & Makena Properties For Sale: 544
Average Asking Price in Wailea & Makena: $2,342,962
Highest Asking Price: $26,995,000
Lowest Asking Price: $288,000

Roll over thumbnail to enlarge.

Wailea Highlights


  • One of the best master-planned resort communities in the world.
  • Strong leadership at the Wailea Community Association.
  • Strong long term equity market.
  • Diverse inventory of real estate options, with new developments enhancing the resort area - view our Wailea Construction Update for 2015 Updates.
  • Consistently sunny weather year-round, making South Maui known as the 'dry side' of the island.
  • Three championship-level golf courses: Gold, Emerald, and Blue.
  • Top-rated beaches, from Keawakapu, Ulua, Wailea Beach, Mokapu, and Polo Beach, with recognition as some of the best beaches in the world.
  • Five-Star Restaurants and Spas.
  • Award-Winning resorts, rated best in class.
  • The crown jewel of the Four Seasons family of luxury, world-class hotels and resorts.

Wailea is home to some of the most exclusive condominiums and single-family subdivisions on Maui. As one of the world's premiere destinations, Wailea has earned a reputation as a strong long-term equity market - in many ways immune to economic downturns (and its reflecting distressed real estate market, which in Wailea has been virtually non-existing). Condominiums range from entry-level units in Grand Champions and Wailea Ekahi starting in the $400K's and can extend upwards of $10M, with some Wailea Beach Villas units breaking the mark. And now with high expectations, it is projected that Andaz Residences Wailea will challenge the previous record set at the Wailea Beach Villas. Homes can range from original Wailea Kai single-family residences built in the 1980's, to the epitomy of luxury living at Wailea Highlands and the only beachfront Wailea single-family subdivison in Maluhia at Wailea. Learn more about the Wailea area by reviewing the Kihei Wailea Makena Community Plan, contact us with any questions. 


Click on areas within the map below to view more information about the subject condominium complex or subdivision

kanani wailea condos papali wailea homes wailea palms condos palms at wailea maui wailea elua condos for sale wailea ekahi condos kai malu condos in wailea grand champions wailea condos wailea ekolu wailea beach villas hoolei condos for sale wailea fairway villas wailea point polo beach club wailea makena one palauea bay makena homes wailea golf estates homes wailea golf vistas wailea highlands homes for sale wailea fairway estates for sale andaz wailea maui maluhia at wailea homes wailea kai homes wailea kialoa homes wailea pualani houses maui meadows homes kilohana homes in kihei

Wailea, one of the first master-planned resort communities in the world, is home to some of the most luxurious properties in Hawaii. Championship-grade golf, world-class beaches, top-rated restaurants, spas and luxury resorts make Wailea a top destination. 


Featuring some of the most revered beaches in the world and year-round enjoyable weather, Wailea has become a Mecca for those looking for a luxury-resort setting in a tropical Hawaiian paradise. So without further ado, all the Wailea beaches, starting from the North:

Keawakapu - My personal favorite beach in all of Hawaii, Keawakapu consists of expansive golden sand, calm waters conducive to most water sports, and picture-perfect sunsets. Although technically this beach starts in Kihei, it marks the perfect transition into the luxury Wailea resort. Beachfront ownership on this beach does not come cheaply - the most recent sale was $23M for an unlisted property. Condominiums vary from Mana Kai on the northern edge, to Hale Hui Kai, to Wailea Ekahi.

Mokapu / Ulua - wailea beachAt one time, these two were distinct, separate beaches but the foilage separating them has been removed to present a premier Maui beach that remains relatively isolated. Walk from Keawakapu to the Grand Wailea, passing Ulua and Mokapu. Fronted by the Wailea Elua Village and the Andaz Maui, this is a gem.

Wailea Beach - Having won numerous awards as one of the best beaches in the world, including 'Best Beach' in Dr. Beach's annual list, Wailea Beach sets a befitting stage for one of the most luxurious resorts in the world: Grand Wailea. With calm waters, postcard-perfect sandy beaches, and seemingly eternal sunshine, Wailea Beach has become a playground for the world's most affluent, dignitaries, and celebrities - yet it remains as a family-favorite: Maui's perfect beach with Aloha. The Wailea Beach Villas call this tropical paradise its anchor setting.

Polo Beach - On the southern tip of Wailea, as it leads in Makena, Polo Beach is arguably THE most under-rated beach in all of Maui. Many a day one can find himself seemingly all alone, with one of Maui's best beaches as his playground. With the Fairmont Kea Lani on the north and the Polo Beach Club as its namesake beachfront property, this is a must-visit Wailea beach. Some consider Polo Beach technically NOT in Wailea, but it's a point to argue another (sunny) day.

Golf Courses

wailea golf course homesMaui is home to some of the best golf courses in the world and Wailea has its share with three championship-grade courses earning its reputation as 'Championing Champions'. As the epitome of luxe living, Wailea offers Hawaii's premier golf resort, think of it as 54 holes of golfing with Aloha.

Old Blue: Designed by Arthur Jack Snyder, 'Old Blue' is a comparatively short length which imposes its challenges via topography. Be ready for uphill shots and downhill rolls. As one of Maui's easiest courses, it provides an ideal setting for a picture-perfect day of golf in the sun.

Emerald: A crown jewel in the arsenal of Robert Trent Jones II, the Emerald course is affectionately referred to as Maui's best course for ladies. The par 5's are particularly long, while the par 3's and 4's are shortened, the fairways are relatively wide, and tee shots get a friendly roll.

Gold:  Another RT II masterpiece, the Gold course is the most challenging of the Wailea courses. Staying on the fairways is critical as kiawe trees and lava border most of the course. With a few sharp doglegs, players must anticipate and play through, while the roughs are relatively short.

Frequently Asked Wailea Q&A's

Why is Wailea such a popular destination?

As South Maui is known as the 'Sunny' side of the island, Wailea offers consistently great weather - perfect for memorable vacations, events, or a lazy day at the beach. And with a plethora of world-class, luxury resorts, residents and guests can reasonably expect the perfect setting in which to enjoy a tropical oasis brilliantly enhanced by luxury amenities.

How is the Wailea real estate market?

Up to a large extent, the Wailea real estate market was not overly affected by the global recession - at least not the extent that other micro-markets were (whether on Maui or the mainland). There have only been a handful of REO's (foreclosures) or short sales, thereby not having that added downward pressure on values. With a staunch reputation as a long-term equity market, Wailea continues to be one the most sought-after locales in Hawaii and such deep-rooted recognition keeps real estate buyers returning to the Wailea market.

What should I consider when buying a condo in Wailea?

On Maui, condominium complexes are zoned to either permit short-term rentals (considered anything under 6 months) or to prohibit it. Such zoning thereby creates micro-markets with a different type of buyer in mind - with properties not allowing vacation rentals appealing to long-term residents. Based on a buyer's objectives, a different set of options will thereby be created.

Why live in Wailea when other areas are comparatively less expensive?

Wailea is much more than just luxury homes and condos. It is a lifestyle that goes far beyond the high-end resorts and amenities.  Events such as the Maui Film Festival, anchored in Wailea, continue their upward, global recognition - imagine a lazy summer night watching a movie under the stars with the cooling tradewinds blowing through your hair. Or enjoy a day at the beach, whether snorkeling, kayaking, paddle boarding, fishing, or simply taking in a sunny day. Wailea is a lifestyle. Unapologetic in its Affluence, yet Simplistic with its Aloha. Simply Extraordinaire.

Can I use the pool at the Grand Wailea without currently staying there?

Absolutely. The Grand Wailea is known for having one of the best hotel pools in the world - whether you want to lounge poolside, have an adventure, or enjoy a day with the kids, the pool is absolutely without comparable. Learn more about the Kulana membership program by viewing the attached documents on the 'Resources' section of this page.

Which associations are part of the Wailea Community Association?

Condominiums: Grand Champions, Hoolei, Kai Malu at Wailea, Palms at Wailea, Wailea Beach Villas, Wailea Elua, Wailea Fairway Villas, Wailea Palms, and Wailea Point.

Residential Subdivisions: Wailea Fairways, Wailea Golf Estates, Wailea Golf Vistas, Wailea Highlands, Wailea Kai, Wailea Kailoa Homesites, and Wailea Pualanai Estates.


For those who would like a copy of the WCA House Rules, By-Laws, etc. we can provide these as a matter of due diligence to our clients who are interested in Wailea. Contact us for details.

Interested in staying at the Waldof's Grand Wailea? Check out these YouTube video tour:

Contact Wailea Realtors

 We specialize in Wailea real estate and have an in-depth knowledge of available inventory, market trends, and material facts affecting the Wailea area. Should you wish to purchase or sell a Wailea property, please fill out the form below. We are here to be of service and pride ourselves in our superior level of professionalism.

Please provide a valid email address.

Listings provided courtesy of the REALTORS® Association of Maui.

This information is believed to be accurate. It has been provided by sources other than the Realtors Assoc. 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. Copyright, 1995-2015, REALTORS® Association of Maui, Inc. All Rights Reserved.