Stephanie Dutcher | Realtor® RS-77749
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Wailea Property Search

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Search all Wailea properties for sale from single family homes, condos, vacation rentals, vacant land, ocean view, ocean front, and beach front properties. Happy Hunting!

Wailea Properties For Sale

124 Waaula, Kihei image
124 Waaula, Kihei $1,495,000

Spacious split level home located in highly desirable Wailea kai neighborhood within the Wailea Resort. Wailea Kai consists of 100 gated custom home sites spanning 34 acr...

  • 4 Beds
  • 3.5 Baths
  • 390523 MLS
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

3200 WAILEA ALANUI Unit 1706, Kihei image
3200 WAILEA ALANUI Unit 1706, Kihei — Palms At Wailea I $975,000

Wonderful two bedroom two bath completely furnished vacation rental unit in the Palms at Wailea. Unit #1706 is located in a quiet part of the complex with the typical lu...

  • 2 Beds
  • 2 Baths
  • 390512 MLS
  • Palms At Wailea I Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

4345 E Waiola, Kihei image
4345 E Waiola, Kihei $975,000

Welcome to 4345 E. Waiola Loop, a one of a kind opportunity to build the home of your dreams! A rare and exceptional opportunity to build your beautiful home in this exc...

  • 390496 MLS
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

10 WAILEA EKOLU Unit 1605, Kihei image
10 WAILEA EKOLU Unit 1605, Kihei — Wailea Ekolu $929,000

Welcome to Wailea Ekolu. This 2 bedroom, 2 bath, ground floor unit boasts a host of amenities, a serene environment and the tropical essence you've been dreaming of. Th...

  • 2 Beds
  • 2 Baths
  • 390489 MLS
  • Wailea Ekolu Bldg.
  • Fee Simple Tenure
Courtesy of BHGRE Valley Isle (W)

Listing courtesy of BHGRE Valley Isle (W).

3300 Wailea Alanui Unit 24B, Kihei image
3300 Wailea Alanui Unit 24B, Kihei — Wailea Ekahi I $1,350,000

Located a short 5-minute walk to one of the world’s best Keawakapu Beach, you will enjoy this spacious 1 bedroom, 2 bath ground floor unit that was completely remodeled i...

  • 1 Beds
  • 2 Baths
  • 390487 MLS
  • Wailea Ekahi I Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

4400 Makena Unit 707, Kihei image
4400 Makena Unit 707, Kihei — Polo Beach Club $3,888,000

007 CONTEMPORARY makes such a strong statement, it is totally functional and invokes a feeling of luxury that one comes to expect with the James Bond lifestyle. You will ...

  • 2 Beds
  • 2 Baths
  • 390463 MLS
  • Polo Beach Club Bldg.
  • Fee Simple Tenure
Courtesy of Compass

Listing courtesy of Compass.

4400 Makena Unit 509, Kihei image
4400 Makena Unit 509, Kihei — Polo Beach Club $2,888,000

MAUI BEACHFRONT ELEGANCE Polo Beach Club is conveniently situated at the beginning of Makena and the Wailea oceanfront pathway that connects the luxurious Makena and Wai...

  • 2 Beds
  • 2 Baths
  • 390462 MLS
  • Polo Beach Club Bldg.
  • Fee Simple Tenure
Courtesy of Compass

Listing courtesy of Compass.

3176 S NOHO LOIHI, Kihei image
3176 S NOHO LOIHI, Kihei $3,699,000

An Entertainers Delight best describes this 4 bedroom 3.5 bathroom single level home in South Maui's prestigious Wailea Pualani gated community. Sophistication, privacy a...

  • 4 Beds
  • 3.5 Baths
  • 390461 MLS
  • Fee Simple Tenure
Courtesy of Keller Williams Realty Maui-Ki

Listing courtesy of Keller Williams Realty Maui-Ki.

4366 W Waiola, Kihei image
4366 W Waiola, Kihei $6,123,000

Enjoy breathtaking Ocean and outer island views from nearly every room in this spacious, beautiful, well-positioned Wailea Golf Vistas home! The expansive interior and e...

  • 2 Beds
  • 4.5 Baths
  • 390435 MLS
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

250 Noho Like, Kihei image
250 Noho Like, Kihei $7,500,000

Luxury Island Living at its Finest! Wailea Highlands, the only half-acre subdivision in Wailea & this elegant estate is nestled on the front row of the 12th fairway. A pr...

  • 4 Beds
  • 5 Baths
  • 390433 MLS
  • Fee Simple Tenure
Courtesy of Wailea Realty+WindermereRE (W)

Listing courtesy of Wailea Realty+WindermereRE (W).

51 Wailea Gateway Unit 3-301, Kihei image
51 Wailea Gateway Unit 3-301, Kihei — Keala O Wailea $2,500,000

Don't hesitate. This Wailea Penthouse is ready for you to make it your own. With spectacular ocean views overlooking the pool and a golf course you will be able to enjoy ...

  • 3 Beds
  • 2.5 Baths
  • 390402 MLS
  • Keala O Wailea Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-Ku

Listing courtesy of Coldwell Banker Island Prop-Ku.

3300 Wailea Alanui Unit 50C, Kihei image
3300 Wailea Alanui Unit 50C, Kihei — Wailea Ekahi Iii $849,000

Found in the highly desired Wailea Ekahi III, this 1 Bedroom 1 Bath turnkey vacation rental is waiting for your private showing! With 792 living sq ft and a pull out sofa...

  • 1 Beds
  • 1 Baths
  • 390365 MLS
  • Wailea Ekahi Iii Bldg.
  • Fee Simple Tenure
Courtesy of Century 21 Island Homes

Listing courtesy of Century 21 Island Homes.

3300 Wailea Alanui Unit 49A, Kihei image
3300 Wailea Alanui Unit 49A, Kihei — Wailea Ekahi Iii $1,200,000 ▲

Welcome in! Located in the highly desired Wailea Ekahi III, this beautiful, remodeled 1 Bed 2 Bath unit: 49A is now available! Sit back, relax and enjoy ocean views from ...

  • 1 Beds
  • 2 Baths
  • 390364 MLS
  • Wailea Ekahi Iii Bldg.
  • Fee Simple Tenure
Courtesy of Century 21 Island Homes

Listing courtesy of Century 21 Island Homes.

3550 Wailea Alanui Unit E 2, Kihei image
3550 Wailea Alanui Unit E 2, Kihei — Andaz Residences $7,750,000

Welcome to Wailea Beach Resort & Residences at Andaz. Constructed in 2013, these exclusive units feature impeccable floor plans with ensuite baths for each of the three b...

  • 3 Beds
  • 4 Baths
  • 390361 MLS
  • Andaz Residences Bldg.
  • Fee Simple Tenure
Courtesy of Berkshire Hathaway Maui Prop-W

Listing courtesy of Berkshire Hathaway Maui Prop-W.

3950 Kalai Waa Unit L-101, Kihei image
3950 Kalai Waa Unit L-101, Kihei — Wailea Fairway Villas $1,149,000 ▼

Wailea Fairway Villas is a community made up of 118 two and three bedroom condominiums located on the 11th Fairway of Wailea’s Blue Course. Built in 1998, the owners eith...

  • 3 Beds
  • 3 Baths
  • 390359 MLS
  • Wailea Fairway Villas Bldg.
  • Fee Simple Tenure
Courtesy of PKR Realty

Listing courtesy of PKR Realty.

3300 Wailea Alanui Unit 45C, Kihei image
3300 Wailea Alanui Unit 45C, Kihei — Wailea Ekahi Iii $925,000

Enjoy the Maui lifestyle with ocean & mountain views in this well maintained 1 bedroom and 1 bathroom condo at the beautiful Wailea Ekahi. Wailea Ekahi is located minutes...

  • 1 Beds
  • 1 Baths
  • 390356 MLS
  • Wailea Ekahi Iii Bldg.
  • Fee Simple Tenure
Courtesy of Maui Luxury Real Estate LLC

Listing courtesy of Maui Luxury Real Estate LLC.

3300 Wailea Alanui Unit 40c, Kihei image
3300 Wailea Alanui Unit 40c, Kihei — Wailea Ekahi I $925,000

Want an Oceanview? Check. Want the choice to live there or vacation rent it out? Check. Want it fully furnished and ready to go? Check. This gorgeous 1 bedroom 1 bathroom...

  • 1 Beds
  • 1 Baths
  • 390355 MLS
  • Wailea Ekahi I Bldg.
  • Fee Simple Tenure
Courtesy of Maui Luxury Real Estate LLC

Listing courtesy of Maui Luxury Real Estate LLC.

3950 Kalai Waa Unit S101, Kihei image
3950 Kalai Waa Unit S101, Kihei — Wailea Fairway Villas $1,275,000

Enjoy spectacular panoramic ocean, golf course, and Haleakala views from your living room, master bedroom and lanai in this spacious 3 BD, 3 BA townhome. This 2 story tow...

  • 3 Beds
  • 3 Baths
  • 390311 MLS
  • Wailea Fairway Villas Bldg.
  • Fee Simple Tenure
Courtesy of Island Sotheby's Int'l Rlty(M)

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

3220 Pikai, Kihei image
3220 Pikai, Kihei $2,685,000

Well-maintained, single-level Wailea Kai home offering a unique floor plan, separating 2 bedrooms, 2 baths and a living area away from the "main" house. This one-of-a-kin...

  • 4 Beds
  • 4 Baths
  • 390272 MLS
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

1 La'i Loa Unit 13A, Kihei image
1 La'i Loa Unit 13A, Kihei — La'i Loa $2,250,000 ▲

This three bedroom home features an open and airy floor plan of approximately 1,746. A timeless color palette is warmed by subtle textures and clean, contemporary lines f...

  • 3 Beds
  • 3 Baths
  • 390218 MLS
  • La'i Loa Bldg.
  • Fee Simple Tenure
Courtesy of Polaris Pacific

Listing courtesy of Polaris Pacific.

1 La'i Loa Unit 11A, Kihei image
1 La'i Loa Unit 11A, Kihei — La'i Loa $1,645,000 ▲

This two bedroom home features an open and airy floor plan of approximately 1,372. A timeless color palette is warmed by subtle textures and clean, contemporary lines for...

  • 2 Beds
  • 2 Baths
  • 390217 MLS
  • La'i Loa Bldg.
  • Fee Simple Tenure
Courtesy of Polaris Pacific

Listing courtesy of Polaris Pacific.

3800 WAILEA ALANUI Unit G-301, Kihei image
3800 WAILEA ALANUI Unit G-301, Kihei — Wailea Beach Villas $7,195,000

This beautiful top floor 3 Bedroom and 3.5 Bath Villa has gorgeous ocean and outer-island views. Elegant and spacious floor plan offers the convenience of single level li...

  • 3 Beds
  • 3.5 Baths
  • 390215 MLS
  • Wailea Beach Villas Bldg.
  • Fee Simple Tenure
Courtesy of Wailea Realty+WindermereRE (W)

Listing courtesy of Wailea Realty+WindermereRE (W).

161 Wailea Ike Unit D201, Kihei image
161 Wailea Ike Unit D201, Kihei — Wailea Town Center $1,599,000 ▼

The perfect blend of urban penthouse living and island elegance offer an exceptional opportunity in Wailea Town Center unit D-201. With 1616 SF, this spacious 2-bedroom, ...

  • 2 Beds
  • 2 Baths
  • 390184 MLS
  • Wailea Town Center Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

10 WAILEA EKOLU Unit 1601, Kihei image
10 WAILEA EKOLU Unit 1601, Kihei — Wailea Ekolu $939,000

Welcome home! This two-bedroom, two bathroom end unit condominium is perfect for year round or part time Maui Life. Full interior remodel completed in 2018 featuring gran...

  • 2 Beds
  • 2 Baths
  • 390181 MLS
  • Wailea Ekolu Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-Ku

Listing courtesy of Coldwell Banker Island Prop-Ku.

3600 WAILEA ALANUI Unit 803, Kihei image
3600 WAILEA ALANUI Unit 803, Kihei — Wailea Elua I A $3,050,000

Rare opportunity to own a turnkey, 3 bedroom 2 bath unit in coveted Wailea Elua Village. Enjoy the ocean view from the living room and Owner's Suite or when you are out ...

  • 3 Beds
  • 2 Baths
  • 390177 MLS
  • Wailea Elua I A Bldg.
  • Fee Simple Tenure
Courtesy of Royal Realty LLC

Listing courtesy of Royal Realty LLC.

3913 Waakaula, Kihei image
3913 Waakaula, Kihei $4,995,000

Stunning Wailea Golf Estates...enter this amazing home over the bridge to the front door once you enter this home you are greeted with an unstoppable ocean view. Beautif...

  • 4 Beds
  • 5 Baths
  • 390175 MLS
  • Fee Simple Tenure
Courtesy of Wailea Realty+WindermereRE (W)

Listing courtesy of Wailea Realty+WindermereRE (W).

3378 E LANI IKENA, Kihei image
3378 E LANI IKENA, Kihei $699,000

'Ready to Build', cleared, level, spacious flag lot conveniently located on a Cul-de-Sac in the well cared for gated community of Wailea Pualani. Architectural home rende...

  • 390072 MLS
  • Fee Simple Tenure
Courtesy of Romvari Realty Ltd.

Listing courtesy of Romvari Realty Ltd..

4000 Wailea Alanui Unit 602, Kihei image
4000 Wailea Alanui Unit 602, Kihei — Wailea Point I Ii Iii $6,975,000

Just possibly Wailea Point’s most modern and exquisite interior – completely remodeled by acclaimed contractor Ben Cerda in 2019. World class oceanfront location 75 feet...

  • 3 Beds
  • 3 Baths
  • 390029 MLS
  • Wailea Point I Ii Iii Bldg.
  • Fee Simple Tenure
Courtesy of Wailea Point Realty, Inc.

Listing courtesy of Wailea Point Realty, Inc..

4000 Wailea Alanui Unit 2503, Kihei image
4000 Wailea Alanui Unit 2503, Kihei — Wailea Point I Ii Iii $5,200,000 ▲

A magical, world class condo residence. Magnificent location with 180-degree views of ocean, islands & both the Kihei & Makena coastlines. Ground level, 2-story "D" pla...

  • 3 Beds
  • 3 Baths
  • 389800 MLS
  • Wailea Point I Ii Iii Bldg.
  • Fee Simple Tenure
Courtesy of Wailea Point Realty, Inc.

Listing courtesy of Wailea Point Realty, Inc..

4000 Wailea Alanui Unit 802, Kihei image
4000 Wailea Alanui Unit 802, Kihei — Wailea Point I Ii Iii $7,659,000

Wake up in this prestigious & coveted Wailea Point 4-bedroom, 6-bath, ocean-view residence! Artisan-quality stone, custom tile & warm hardwoods are used throughout the 2-...

  • 4 Beds
  • 6 Baths
  • 389789 MLS
  • Wailea Point I Ii Iii Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

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Stephanie Dutcher

Realtor® RS-77749
#808.757.6161
stephaniedutcher@outlook.com

 

 

 

 
 

 

 

 

 

Brokerage Lic# RB-16822
3750 Wailea Alanui Dr, #B35
Wailea, HI 96753

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