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557 Kupulau Dr, Kihei image
557 Kupulau Dr, Kihei $5,000,000

Welcome to the Resort in Maui Meadows — an extraordinary private estate where jaw-dropping panoramic ocean views, unforgettable sunsets, and elevated island living conver...

  • 4 Beds
  • 4 Baths
  • 409679 MLS
  • Fee Simple Tenure
Courtesy of Keller Williams Realty Maui-Ki

Listing courtesy of Keller Williams Realty Maui-Ki.

81 Makakehau St Unit Apt H-2, Kihei image
81 Makakehau St Unit Apt H-2, Kihei — Hoolei $4,999,999 ▼

Discover luxury resort living in this exceptional ocean-view Villa located within the prestigious gated community of Ho'olei in Wailea. It is ideally positioned near worl...

  • 3 Beds
  • 4 Baths
  • 408222 MLS
  • Hoolei Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

4850 Makena Alanui Rd Unit A101, Kihei image
4850 Makena Alanui Rd Unit A101, Kihei — Makena Surf $4,995,000

This truly one of a kind masterpiece villa in highly coveted Makena Surf Resort is an exceptional example of quintessential beachfront living at its finest. With a comple...

  • 2 Beds
  • 2 Baths
  • 409141 MLS
  • Makena Surf Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

3600 Wailea Alanui Dr Unit 803, Kihei image
3600 Wailea Alanui Dr Unit 803, Kihei — Wailea Elua Ii $4,975,000 ▼

Truly one of Wailea's pinnacle properties, Wailea Elua 803 defines single-level luxury living, with a full-scale remodel encompassing the finest in surfaces and amenities...

  • 3 Beds
  • 2 Baths
  • 407249 MLS
  • Wailea Elua Ii Bldg.
  • Fee Simple Tenure
Courtesy of Keller Williams Realty Maui-Ki

Listing courtesy of Keller Williams Realty Maui-Ki.

1606 Halama St, Kihei image
1606 Halama St, Kihei $4,950,000

Rare opportunity to own one or two contiguous beachfront homes on one of South Maui's favorite beaches. Consolidation of the lots located at 1606 and 1598 Halama Street w...

  • 4 Beds
  • 2 Baths
  • 408089 MLS
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-KP

Listing courtesy of Coldwell Banker Island Prop-KP.

1598 Halama St, Kihei image
1598 Halama St, Kihei $4,950,000

Rare opportunity to own one or two contiguous beachfront homes on one of South Maui's favorite beaches. Consolidation of the lots located at 1598 and 1606 Halama Street w...

  • 3 Beds
  • 3 Baths
  • 408090 MLS
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-KP

Listing courtesy of Coldwell Banker Island Prop-KP.

4000 Wailea Alanui Dr Unit 2802, Kihei image
4000 Wailea Alanui Dr Unit 2802, Kihei — Wailea Point I Ii Iii $4,900,000 ▼

An absolutely exquisite property in every way, Residence 2802 at Wailea Point boasts a fabulous location with breathtaking ocean, island, beach and coastal views facing i...

  • 2 Beds
  • 2 Baths
  • 407132 MLS
  • Wailea Point I Ii Iii Bldg.
  • Fee Simple Tenure
Courtesy of Wailea Point Realty, Inc.

Listing courtesy of Wailea Point Realty, Inc..

3943 Wailea Ekolu Pl, Kihei image
3943 Wailea Ekolu Pl, Kihei $4,895,000 ▼

A TIMELESS, light-filled OCEAN VIEW residence designed for indoor/outdoor Maui living, this ELEGANT 3-bedroom plus office (possible 4th bedroom) & add'l den, 4-bath home ...

  • 3 Beds
  • 4 Baths
  • 408559 MLS
  • Fee Simple Tenure
Courtesy of Maui Real Estate Advisors LLC

Listing courtesy of Maui Real Estate Advisors LLC.

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).

21 Kiloa St Unit O-4, Kihei image
21 Kiloa St Unit O-4, Kihei — Hoolei $4,650,000 ▼

E Komo Mai and welcome to Ho'olei 21-4, an elegant 3 bed, 3.5 bath townhome located in the heart of Wailea, Maui. This Hotel Zoned property boasts wonderful ocean views a...

  • 3 Beds
  • 4 Baths
  • 408839 MLS
  • Hoolei Bldg.
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

4000 Wailea Alanui Dr Unit 1203, Kihei image
4000 Wailea Alanui Dr Unit 1203, Kihei — Wailea Point I Ii Iii $4,500,000

Experience direct oceanfront, front-row living at Residence 1203 in Wailea Point, offering breathtaking, unobstructed ocean views, spectacular year-round sunsets, and fro...

  • 2 Beds
  • 2 Baths
  • 410129 MLS
  • Wailea Point I Ii Iii Bldg.
  • Fee Simple Tenure
Courtesy of Wailea Point Realty, Inc.

Listing courtesy of Wailea Point Realty, Inc..

3264 Keha Dr, Kihei image
3264 Keha Dr, Kihei $4,500,000 ▼

E Komo Mai to Your Own Private Paradise Above Wailea As you pass through the gates at 3264 Keha Drive, a lush tropical landscape unfolds before you. Spread across nearly...

  • 5 Beds
  • 4 Baths
  • 409863 MLS
  • Fee Simple Tenure
Courtesy of eXp Realty

Listing courtesy of eXp Realty.

4000 Wailea Alanui Dr Unit 2904, Kihei image
4000 Wailea Alanui Dr Unit 2904, Kihei — Wailea Point I Ii Iii $4,495,000

Wailea Point Beach Condo 2904 is designed for comfort and relaxation. Wailea Point! South Maui's most elegant, luxurious, and private community. This premier oceanfront...

  • 2 Beds
  • 2 Baths
  • 408086 MLS
  • Wailea Point I Ii Iii Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(P)

Listing courtesy of Coldwell Banker Island Prop(P).

119 E Welakahao Rd, Kihei image
119 E Welakahao Rd, Kihei $4,390,300 ▼

** Sale includes MLS #s 408092, 408093, 408094, 408095, 408096, 408097, 408098, 408099, 408100, 408101, 408143, 408102, 408103, 408104, 408106 & 408107 ** Rare opportuni...

  • 408100 MLS
  • Fee Simple Tenure
Courtesy of Commercial Prop of Maui LLC

Listing courtesy of Commercial Prop of Maui LLC.

4000 Wailea Alanui Dr Unit 2502, Kihei image
4000 Wailea Alanui Dr Unit 2502, Kihei — Wailea Point I Ii Iii $4,300,000 ▼

OUTSTANDING VALUE for one of Wailea Point's most FABULOUS VIEW UNITS. This is the highly sought after Upper Level D plan, Wailea Point’s second largest standard floor pla...

  • 3 Beds
  • 4 Baths
  • 401515 MLS
  • Wailea Point I Ii Iii Bldg.
  • Fee Simple Tenure
Courtesy of Wailea Point Realty, Inc.

Listing courtesy of Wailea Point Realty, Inc..

3378 E Lani Ikena Way, Kihei image
3378 E Lani Ikena Way, Kihei $4,095,000 ▼

The newly completed Wailea estate blends contemporary design with Maui’s natural beauty. Ocean-view living with seamless indoor-outdoor flow, abundant natural light, and ...

  • 4 Beds
  • 5 Baths
  • 408523 MLS
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-Ku

Listing courtesy of Coldwell Banker Island Prop-Ku.

Alahele Pl, Kihei image
Alahele Pl, Kihei $3,900,000

OPPORTUNITY: 14 ACRE LAND PARCEL for DEVELOPMENT. Off South Kihei Road close to The Cove, Charlie Young Beach, and Kalama Beach Park, the location is hard to beat. Nearby...

  • 409602 MLS
  • Fee Simple Tenure
Courtesy of Maui Realty Connections

Listing courtesy of Maui Realty Connections.

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).

78 Kai Malu Dr Unit 101 (14A), Kihei image
78 Kai Malu Dr Unit 101 (14A), Kihei — La'i Loa $3,878,000

La'i Loa: Where Elevated Design Meets the Spirit of Wailea THIS UNIT IS AVAILABLE TO VIEW FOR PRIVATE SHOWINGS ONLY! There are homes that offer a view, and there are h...

  • 3 Beds
  • 3 Baths
  • 409909 MLS
  • La'i Loa Bldg.
  • Fee Simple Tenure
Courtesy of Keller Williams Realty Maui-Ka

Listing courtesy of Keller Williams Realty Maui-Ka.

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.

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