Wailea Real Estate

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Wailea Real Estate For Sale

New Listing
Photo of Listing #392480
Virtual Tour
Pets

Keala O Wailea 102 (21) 55 Wailea Gateway Pl 102 (21), Wailea/Makena

$2,240,000 - 2 Beds, 2.00 Baths, 1,248 Sf

MLS® # 392480

Fee Simple
Wailea Realty+WindermereRE (W)
New Listing
Photo of Listing #392473
Pets

Kai Malu 70B 70 Kainui Loop 70b, Wailea/Makena

$1,950,000 - 3 Beds, 2.50 Baths, 1,796 Sf

MLS® # 392473

Fee Simple
Wailea Realty+WindermereRE (W)
New Listing
Photo of Listing #392463

Wailea Fairway Villas L-201 3950 Kalai Waa St L-201, Wailea/Makena

$949,900 - 2 Beds, 2.00 Baths, 949 Sf

MLS® # 392463

Fee Simple
Keller Williams Realty Maui-Ka
Active
Photo of Listing #392394
Virtual Tour
Vacation Rental

Wailea Ekahi III 21A 3300 Wailea Alanui Dr 21a, Wailea/Makena

$1,675,000 - 1 Beds, 2.00 Baths, 885 Sf

MLS® # 392394

Fee Simple
Lovely Maui Homes, LLC
Pending
Photo of Listing #392382
Virtual Tour
Vacation Rental

Wailea Ekahi III 53D 3300 Wailea Alanui Dr 53d, Wailea/Makena

$1,295,000 - 1 Beds, 1.00 Baths, 792 Sf

MLS® # 392382

Fee Simple
Maui Real Estate Advisors LLC
Active
Photo of Listing #392367
Open House
3-D Tour
Vacation Rental
Pets

Wailea Elua I A 2108 3600 Wailea Alanui Dr 2108, Wailea/Makena

$2,850,000 - 2 Beds, 2.00 Baths, 1,528 Sf

MLS® # 392367

Fee Simple
Coldwell Banker Island Prop(S)
Pending
Photo of Listing #392358

Golf Estates II 100 Wailea Ike Dr Lot 4, Wailea/Makena

$4,995,000 - 5 Beds, 5.50 Baths, 4,845 Sf

MLS® # 392358

Fee Simple
Coldwell Banker Island Prop(S)
Active
Photo of Listing #392276

Wailea Golf Vistas 4358 W Waiola St 5, Wailea/Makena

$4,400,000 - 3 Beds, 4.50 Baths, 4,331 Sf

MLS® # 392276

Fee Simple
Wailea Realty+WindermereRE (W)
Active
Photo of Listing #392236
Virtual Tour
Vacation Rental
Pets

Wailea Ekahi III 39D 3300 Wailea Alanui Dr 39d, Wailea/Makena

$1,699,000 - 1 Beds, 1.00 Baths, 792 Sf

MLS® # 392236

Fee Simple
McEntire Realty
Active
Photo of Listing #392182
Virtual Tour

Wailea Golf Estates 3986 Wailea Ekolu Pl, Wailea/Makena

$9,888,888 - 3 Beds, 3.50 Baths, 4,389 Sf

MLS® # 392182

Fee Simple
Coldwell Banker Island Prop(S)
Active
Photo of Listing #392145
Virtual Tour

Wailea Kai 61 Pukolu Pl, Wailea/Makena

$2,745,000 - 5 Beds, 4.00 Baths, 2,884 Sf

MLS® # 392145

Fee Simple
Hawaii Life (W)
Pending
Photo of Listing #392139
Enhanced
3-D Tour
Vacation Rental
Pets

Wailea Ekahi I 3B 3300 Wailea Alanui Dr 3b, Wailea/Makena

$729,000 - 1.00 Baths, 484 Sf

MLS® # 392139

Fee Simple
Wailea Realty+WindermereRE (W)
Pending
Photo of Listing #392136
Virtual Tour
Vacation Rental

Wailea Beach Villas 105 3800 Wailea Alanui Blvd 105, Wailea/Makena

$3,595,000 - 3 Beds, 3.00 Baths, 1,961 Sf

MLS® # 392136

Fee Simple
Coldwell Banker Island Prop(S)
Pending
Photo of Listing #392124
Vacation Rental

Wailea Ekahi I 24A 3300 Wailea Alanui Dr 24a, Wailea/Makena

$1,350,000 - 2 Beds, 2.00 Baths, 1,172 Sf

MLS® # 392124

Fee Simple
Hawaii Life (W)
Pending
Photo of Listing #392118
Virtual Tour
Vacation Rental

Hoolei B4 63 Ho'olei Cir B4, Wailea/Makena

$4,350,000 - 3 Beds, 3.50 Baths, 2,619 Sf

MLS® # 392118

Fee Simple
Coldwell Banker Island Prop(S)
Pending
Photo of Listing #392069
Vacation Rental

Grand Champions 133 155 Wailea Ike Pl 133, Wailea/Makena

$1,295,000 - 3 Beds, 2.00 Baths, 1,385 Sf

MLS® # 392069

Fee Simple
Coldwell Banker Island Prop-Ku
Pending
Photo of Listing #392039
Virtual Tour
Vacation Rental

Wailea Ekahi III 43B 3300 Wailea Alanui Rd 43b, Wailea/Makena

$1,075,000 - 1 Beds, 2.00 Baths, 885 Sf

MLS® # 392039

Fee Simple
Maui Luxury Real Estate LLC
Pending
Photo of Listing #391993
Virtual Tour

Wailea Kai 139 Waaula Pl, Wailea/Makena

$2,249,000 - 3 Beds, 3.50 Baths, 2,788 Sf

MLS® # 391993

Fee Simple
Coldwell Banker Island Prop(S)
Active
Photo of Listing #391955

Wailea Golf Vistas 4354 Wailina St, Wailea/Makena

$3,388,000 - 4 Beds, 3.50 Baths, 4,011 Sf

MLS® # 391955

Fee Simple
Maui Realty Connections
Pending
Photo of Listing #391814

Wailea Pualani 3171 S Noho Loihi Way, Wailea/Makena

$2,480,000 - 3 Beds, 2.50 Baths, 2,381 Sf

MLS® # 391814

Fee Simple
Keller Williams Realty Maui-Ki
Pending
Photo of Listing #391784

Wailea Kialoa 172 W Ikea Kai Pl Lot 50, Wailea/Makena

$850,000 - 8,494 Sf

MLS® # 391784

Fee Simple
Wailea Realty+WindermereRE (W)
Pending
Photo of Listing #391779
Virtual Tour
Pets

Kanani Wailea 7 14 Poailani Pl 7, Wailea/Makena

$1,675,000 - 4 Beds, 4.50 Baths, 2,175 Sf

MLS® # 391779

Fee Simple
Wailea Realty+WindermereRE (W)
Active
Photo of Listing #391776
3-D Tour

Wailea Pualani Estates 374 Kualono Pl, Wailea/Makena

$2,750,000 - 5 Beds, 3.50 Baths, 2,795 Sf

MLS® # 391776

Fee Simple
Coldwell Banker Island Prop(S)
Pending
Photo of Listing #391723
Vacation Rental

Palms at Wailea I 2305 3200 Wailea Alanui Dr 2305, Wailea/Makena

$1,195,000 - 1 Beds, 2.00 Baths, 1,022 Sf

MLS® # 391723

Fee Simple
Coldwell Banker Island Prop(S)
Pending
Photo of Listing #391652
Virtual Tour
Pets

Wailea Fairway Villas M202 3950 Kalai Waa St M202, Wailea/Makena

$828,000 - 2 Beds, 2.00 Baths, 949 Sf

MLS® # 391652

Fee Simple
Berkshire Hathaway Maui Prop-W
Pending
Photo of Listing #391638
Vacation Rental
Pets

Wailea Ekahi I 1C 3300 Wailea Alanui Dr 1c, Wailea/Makena

$1,100,000 - 1 Beds, 1.00 Baths, 792 Sf

MLS® # 391638

Fee Simple
Wailea Realty+WindermereRE (W)
Active
Photo of Listing #391463

Wailea Golf Vistas 160 Manalo St 477, Wailea/Makena

$990,000 - 12,415 Sf

MLS® # 391463

Fee Simple
Maui Luxury Real Estate LLC
Pending
Photo of Listing #391446
Virtual Tour
Vacation Rental

Palms at Wailea I 604 3200 Wailea Alanui Dr 604, Wailea/Makena

$929,900 - 2 Beds, 2.00 Baths, 1,194 Sf

MLS® # 391446

Fee Simple
Wailea Realty+WindermereRE (W)
Active
Photo of Listing #391347
Virtual Tour
Vacation Rental
Pets

Wailea Point I II III 402 4000 Wailea Alanui Dr 402, Wailea/Makena

$17,770,000 - 4 Beds, 4.50 Baths, 4,544 Sf

MLS® # 391347

Fee Simple
Maui Real Estate Advisors LLC
Active
Photo of Listing #391156
Virtual Tour

Wailea Pualani Estates 3390 E Lani Ikena Way, Wailea/Makena

$2,250,000 - 3 Beds, 3.50 Baths, 2,748 Sf

MLS® # 391156

Fee Simple
Hawaii Life (W)
Pending
Photo of Listing #391102
Virtual Tour
Pets

Wailea Fairway Villas A103 3950 Kalai Waa St A103, Wailea/Makena

$1,150,000 - 4 Beds, 3.00 Baths, 1,864 Sf

MLS® # 391102

Fee Simple
Coldwell Banker Island Prop-Ku
Pending
Photo of Listing #391028
Virtual Tour
Vacation Rental

Hoolei G1 93 Makakehau St G1, Wailea/Makena

$3,295,000 - 4 Beds, 3.50 Baths, 3,076 Sf

MLS® # 391028

Fee Simple
Coldwell Banker Island Prop(S)
Pending
Photo of Listing #391018
Vacation Rental

Grand Champions 79 155 Wailea Ike Pl 79, Wailea/Makena

$759,000 - 1 Beds, 2.00 Baths, 908 Sf

MLS® # 391018

Fee Simple
Coldwell Banker Island Prop(S)
Pending
Photo of Listing #390948

wailea golf estates 3906 Wailea Ekolu Pl, Wailea/Makena

$3,900,000 - 3 Beds, 3.50 Baths, 2,799 Sf

MLS® # 390948

Fee Simple
Pali Kai Inc
Active
Photo of Listing #390666

Wailea Fairway Villas M101 3950 Kalai Waa St M101, Wailea/Makena

$734,000 - 2 Beds, 2.00 Baths, 949 Sf

MLS® # 390666

Fee Simple
Berkshire Hathaway Maui Prop-L
Active
Photo of Listing #390461
Virtual Tour

WAILEA PUALANI 3176 S Noho Loihi Way, Wailea/Makena

$3,650,000 - 4 Beds, 3.50 Baths, 3,610 Sf

MLS® # 390461

Fee Simple
Keller Williams Realty Maui-Ki
Active
Photo of Listing #390435
Virtual Tour

Wailea Golf Vistas 4366 W Waiola St, Wailea/Makena

$6,123,000 - 2 Beds, 4.50 Baths, 6,123 Sf

MLS® # 390435

Fee Simple
Hawaii Life (W)
Active
Photo of Listing #390402
Pets

Keala O Wailea 3-301 51 Wailea Gateway Pl 3-301, Wailea/Makena

$2,500,000 - 3 Beds, 2.50 Baths, 1,715 Sf

MLS® # 390402

Fee Simple
Coldwell Banker Island Prop-Ku
Pending
Photo of Listing #390361
Virtual Tour
Pets

Andaz Residences E 2 3550 Wailea Alanui Dr E 2, Wailea/Makena

$7,250,000 - 3 Beds, 4.00 Baths, 2,814 Sf

MLS® # 390361

Fee Simple
Berkshire Hathaway Maui Prop-W
Pending
Photo of Listing #390356
Vacation Rental

Wailea Ekahi III 45C 3300 Wailea Alanui Dr 45c, Wailea/Makena

$925,000 - 1 Beds, 1.00 Baths, 792 Sf

MLS® # 390356

Fee Simple
Maui Luxury Real Estate LLC
Pending
Photo of Listing #390072
Virtual Tour

Wailea Pualani Estates 3378 E Lani Ikena Way 91, Wailea/Makena

$699,000 - 10,926 Sf

MLS® # 390072

Fee Simple
Romvari Realty Ltd.
Active
Photo of Listing #389418

Wailea Kialoa 211 E Ikea Kai Pl, Wailea/Makena

$1,100,000 - 10,696 Sf

MLS® # 389418

Fee Simple
Coldwell Banker Island Prop(S)
Pending
Photo of Listing #389400
Virtual Tour
Vacation Rental

Wailea Beach Villas 308 3800 Wailea Alanui Dr 308, Wailea/Makena

$5,995,000 - 3 Beds, 3.00 Baths, 2,893 Sf

MLS® # 389400

Fee Simple
Wailea Realty+WindermereRE (W)
Pending
Photo of Listing #389042
Virtual Tour
Vacation Rental
Pets

Wailea Point I II III 2104 4000 Wailea Alanui Dr 2104, Wailea/Makena

$2,500,000 - 2 Beds, 2.00 Baths, 1,786 Sf

MLS® # 389042

Fee Simple
Wailea Point Realty, Inc.
Pending
Photo of Listing #388370
Virtual Tour
Vacation Rental
Pets

Wailea Elua I A 707 3600 Wailea Alanui Dr 707, Wailea/Makena

$2,200,000 - 2 Beds, 2.00 Baths, 1,259 Sf

MLS® # 388370

Fee Simple
Wailea Realty+WindermereRE (W)
Active
Photo of Listing #387820
Virtual Tour
Vacation Rental

Wailea Point I II III 2704 4000 Wailea Alanui Dr 2704, Wailea/Makena

$5,295,000 - 3 Beds, 4.00 Baths, 2,419 Sf

MLS® # 387820

Fee Simple
Wailea Point Realty, Inc.
Active
Photo of Listing #386110
Virtual Tour
Pets

Andaz Residences E 4 3550 Wailea Alanui Dr E 4, Wailea/Makena

$8,500,000 - 3 Beds, 4.00 Baths, 2,814 Sf

MLS® # 386110

Fee Simple
Berkshire Hathaway Maui Prop-W

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 recent updates, but much more coming soon.
  • 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 Real Estate Map

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 $600K's and can extend upwards of $10M, with some Wailea Beach Villas units breaking the mark. Homes can range from original Wailea Kai single-family residences built in the 1980's, to the epitome 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. 

Wailea - Frequently Asked Questions

How's the weather in Wailea?  Residents and visitors of Wailea enjoy some of the most consistent weather in Hawaii, with daily high's varying from the 80's to 90's depending on time of year, with low's in the 60's. In the shadow of Haleakala, Wailea generally has over 320 days of sunshine every year.

Is it expensive to purchase in Wailea?  The Wailea real estate runs a wide range from entry level condominiums starting in the $600K's to some of the most expensive homes and condos in Maui. Homes can range anywhere from the low $1M's to well over $20M.

Do all the condos allow vacation rentals?  No, the ability to use as a vacation rental is a function of County zoning and individual HOA rules - contact us to confirm which properties allow rentals.

How are the schools in Wailea?  Residents of Wailea attend the publics schools in Kihei, namely Kihei Elementary, Kamalii Elementary, Kihei Charter, and Lokelani Intermediate. As of this writing, construction on the new high school continues. Additionally, there are various reputable private schools to choose from.

For quick reference, below is a list of links to all pertinent condominiums in Wailea and visit our Wailea Condos page for more information:



For quick reference, below are all residential subdivisions in Wailea. Contact us to discuss specifics regarding any subdivision or property and visit our Wailea Homes page for details.



Thinking of building from scratch? Check out available options for Wailea land for sale and contact us to discuss restrictions, rules, etc. 


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. 

Statistics

Below please find relevant statistics for the Wailea real estate market. Of course, keep in mind that proper context must be taken when reviewing statistics as in a small micro-market like Wailea, a couple of sales on either the high-end or low-end of the spectrum can skew final numbers. Contact us to discuss in greater detail.

Beaches

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 popular beach among residents due to the relatively low density yet picture perfect beach and consistent weather.

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

Maui 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. The club house was moved within recent years and golf course flow changed. View our map above for the most accurate and updated information.

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.


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.

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For illustrative purposes, subject to change at any time without prior notice.

Grand Wailea Hotel Map

Listings provided courtesy of the REALTORS® Association of Maui.

IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Hawaii Real Estate News.