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Wailea Condos For Sale | STR Zoning & Market Guide

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Wailea Condos For Sale | STR Zoning & Market Guide

Wailea is home to some of the most prestigious real estate in the world, but the value of a property here is now heavily tied to its zoning and short-term rental (STR) status. Whether you are looking for a world-class vacation home or a quiet, gated residential enclave, understanding the current legal landscape is essential. Use our guide below to categorize Wailea's premier condo communities by their rental eligibility.

STRs Safe from Ban (Hotel Zoned):

Andaz Residences | Ho'olei | Makena Surf | Polo Beach Club | Wailea Beach Villas | Wailea Elua | Wailea Point

Minatoya List STRs (Possible Phase Out):

Grand Champions Villas | The Palms at Wailea | Wailea Ekahi | Wailea Ekolu

No STRs Allowed (Residential):

Kai Malu | Kanani Wailea | Keala O Wailea | Makali'i at Wailea | Papali Wailea | Wailea Fairway Villas | Wailea Palms | Wailea Town Center

Wailea Real Estate Market Insights

Stay informed on the latest trends in the Wailea luxury market. Use the link below to view our comprehensive data on active inventory and recently sold properties.

View the Wailea Condo Market Report

Latest Wailea Condo Listings

4400 Makena Rd Unit 405, Kihei image
4400 Makena Rd Unit 405, Kihei — Polo Beach Club $5,550,000

Never before offered on the market, Unit 405 is a true legacy property held by its original owner since construction. Positioned proudly in the coveted front row, front a...

  • 2 Beds
  • 2 Baths
  • 411247 MLS
  • Polo Beach Club Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

71 Wailea Gateway Pl Unit 7-102, Kihei image
71 Wailea Gateway Pl Unit 7-102, Kihei — Keala O Wailea $1,625,000

This super clean, impeccably maintained, ground floor 2 bedroom, 2 bathroom is move in ready. This spacious condominium has high end Bosch stainless Appliances, Quartz Co...

  • 2 Beds
  • 2 Baths
  • 411239 MLS
  • Keala O Wailea Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

4000 Wailea Alanui Dr Unit 1502, Kihei image
4000 Wailea Alanui Dr Unit 1502, Kihei — Wailea Point I Ii Iii $6,495,000

THE OCEAN IS FRONT AND CENTER AT WAILEA POINT 1502. Perfectly positioned on a rare, elevated promontory directly above the revered Wailea Beach Walk, this front-row, imma...

  • 3 Beds
  • 4 Baths
  • 411236 MLS
  • Wailea Point I Ii Iii Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Maui Real Estate Advisors LLC

Listing courtesy of Maui Real Estate Advisors LLC.

3300 Wailea Alanui Dr Unit 20B, Kihei image
3300 Wailea Alanui Dr Unit 20B, Kihei — Wailea Ekahi I $1,295,000

Spacious 1-bedroom, 2-bath floor plan, in a convenient Lower Village location, less than 500 feet from Keawakapu Beach. Offered fully furnished with coastal-inspired deco...

  • 1 Beds
  • 2 Baths
  • 411218 MLS
  • Wailea Ekahi I Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-Ku

Listing courtesy of Coldwell Banker Island Prop-Ku.

3200 Wailea Alanui Dr Unit 307, Kihei image
3200 Wailea Alanui Dr Unit 307, Kihei — Palms At Wailea I $1,149,000

Beautifully renovated 1-bedroom, 2-bathroom ground-floor retreat that blends island charm and indoor/outdoor resort-style living with an expansive lanai of approximately ...

  • 1 Beds
  • 2 Baths
  • 411209 MLS
  • Palms At Wailea I Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Keller Williams Realty Maui-Ka

Listing courtesy of Keller Williams Realty Maui-Ka.

3300 Wailea Alanui Dr Unit 13C, Kihei image
3300 Wailea Alanui Dr Unit 13C, Kihei — Wailea Ekahi I $1,499,143

The Beachfront Gem You've Been Waiting For! Beautifully updated and thoughtfully appointed, this 1-bedroom, 2-bath residence at Wailea Ekahi offers an exceptional opport...

  • 1 Beds
  • 2 Baths
  • 411202 MLS
  • Wailea Ekahi I Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

3200 Wailea Alanui Dr Unit 502, Kihei image
3200 Wailea Alanui Dr Unit 502, Kihei — Palms At Wailea I $1,190,000

PALMS AT WAILEA open-concept 2B|2B fully furnished condo features a private second-floor setting with an expansive double lanai surrounded by lush tropical foliage with a...

  • 2 Beds
  • 2 Baths
  • 411174 MLS
  • Palms At Wailea I Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Compass-W

Listing courtesy of Compass-W.

155 Wailea Ike Pl Unit 151, Kihei image
155 Wailea Ike Pl Unit 151, Kihei — Grand Champions $950,000

Welcome to Grand Champions Unit 151, a beautifully renovated ground-floor one bedroom two bath condominium overlooking the first fairway of the Wailea Blue Golf Course. E...

  • 1 Beds
  • 2 Baths
  • 411170 MLS
  • Grand Champions Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

3600 Wailea Alanui Dr Unit 207, Kihei image
3600 Wailea Alanui Dr Unit 207, Kihei — Wailea Elua I A $2,395,000

Enjoy the expansive ocean view over the tropical landscaping from the living area, large covered lanai and the primary suite of this spacious 1 BD/2BA ground floor unit. ...

  • 1 Beds
  • 2 Baths
  • 411159 MLS
  • Wailea Elua I A Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

10 Wailea Ekolu Pl Unit 1403, Kihei image
10 Wailea Ekolu Pl Unit 1403, Kihei — Wailea Ekolu $975,000

Enjoy the relaxed island lifestyle at Wailea Ekolu #1403, an updated, fully furnished one-bedroom, two-bathroom condo offering ocean views and convenient ground-level liv...

  • 1 Beds
  • 2 Baths
  • 411151 MLS
  • Wailea Ekolu Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

86 Poailani Pl Unit 32, Kihei image
86 Poailani Pl Unit 32, Kihei — Kanani Wailea $2,575,000

Also listed as single family home MLS#411149. Experience effortless Wailea living in this beautifully appointed 4-bedroom, 4.5-bath single-level ocean-view residence in K...

  • 4 Beds
  • 5 Baths
  • 411148 MLS
  • Kanani Wailea Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

3200 Wailea Alanui Dr Unit 1207, Kihei image
3200 Wailea Alanui Dr Unit 1207, Kihei — Palms At Wailea I $1,349,000

Palms at Wailea #1207 offers a rare chance to own a beautifully remodeled, fee simple 2 bedroom, 2 bath residence in one of Wailea’s most coveted communities, at a price ...

  • 2 Beds
  • 2 Baths
  • 411145 MLS
  • Palms At Wailea I Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of eXp Realty

Listing courtesy of eXp Realty.

173 Holokahiki Ln Unit 10B, Kihei image
173 Holokahiki Ln Unit 10B, Kihei — Makalii At Wailea $2,495,000

Experience modern coastal luxury living at Makalii at Wailea #10B. Centrally tucked away from any road awareness yet only moments from Polo Beach and Fairmont Kea Lani, t...

  • 3 Beds
  • 3 Baths
  • 411084 MLS
  • Makalii At Wailea Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

93 Makakehau St Unit G6, Kihei image
93 Makakehau St Unit G6, Kihei — Hoolei $4,195,000

HOTEL ZONED! Location, luxury, and over $200K in recent improvements! Ho’olei Villa 93-6 enjoys one of the community’s most desirable settings, perched above the cascadin...

  • 3 Beds
  • 4 Baths
  • 411060 MLS
  • Hoolei Bldg.
  • PENDING Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

3950 Kalai Waa St Unit A 101, Kihei image
3950 Kalai Waa St Unit A 101, Kihei — Wailea Fairway Villas $1,024,730

Experience effortless island living in this beautifully updated and fully furnished 2-bedroom, 2-bath ground floor end-unit townhome in Wailea. Enjoy open-concept living ...

  • 2 Beds
  • 2 Baths
  • 411053 MLS
  • Wailea Fairway Villas Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of eXp Realty

Listing courtesy of eXp Realty.

4000 Wailea Alanui Dr Unit 1104, Kihei image
4000 Wailea Alanui Dr Unit 1104, Kihei — Wailea Point I Ii Iii $7,999,000

Rarely does a front row Wailea Point residence become available with this level of thoughtful, high-end upgrading. Unit 1104 delivers unobstructed, front-row ocean views ...

  • 3 Beds
  • 5 Baths
  • 411043 MLS
  • Wailea Point I Ii Iii Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Wailea Point Realty, Inc.

Listing courtesy of Wailea Point Realty, Inc..

155 Wailea Ike Pl Unit 136, Kihei image
155 Wailea Ike Pl Unit 136, Kihei — Grand Champions $800,000

Desirable top-floor unit in Grand Champions, ideally located in Wailea. Featuring high ceilings and an inviting floor plan, this unit offers a bright and comfortable livi...

  • 1 Beds
  • 2 Baths
  • 411042 MLS
  • Grand Champions Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Hawaii 5-0 Properties, Inc.

Listing courtesy of Hawaii 5-0 Properties, Inc..

3150 Wailea Alanui Dr Unit 2601, Kihei image
3150 Wailea Alanui Dr Unit 2601, Kihei — Wailea Palms $1,275,000

Experience the exceptional Wailea lifestyle from this beautifully appointed 1-bedroom, 2-bath residence at Wailea Palms. Thoughtfully remodeled in 2013 with an eye for qu...

  • 1 Beds
  • 2 Baths
  • 411034 MLS
  • Wailea Palms Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Carol Ball & Assocs

Listing courtesy of Carol Ball & Assocs.

3800 Wailea Alanui Dr Unit F-302, Kihei image
3800 Wailea Alanui Dr Unit F-302, Kihei — Wailea Beach Villas $7,495,000

The Spirit of Hawaii . . . . A timeless work of art blending retro charm with contemporary luxury. This extraordinary Villa brings character to a modern Island setting. T...

  • 3 Beds
  • 4 Baths
  • 411032 MLS
  • Wailea Beach Villas Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Compass-W

Listing courtesy of Compass-W.

3600 Wailea Alanui Dr Unit 2201, Kihei image
3600 Wailea Alanui Dr Unit 2201, Kihei — Wailea Elua Ii $3,000,000

Aloha and Welcome to Wailea Elua, one of Wailea's top world class premier properties comfortably situated on twenty-five acres with direct beach and ocean access, which i...

  • 2 Beds
  • 2 Baths
  • 411022 MLS
  • Wailea Elua Ii Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

3600 Wailea Alanui Dr Unit 2109, Kihei image
3600 Wailea Alanui Dr Unit 2109, Kihei — Wailea Elua Ii $3,000,000

Wailea Elua beachfront estate on the famed Ulua Beach with endless ocean vistas. Spacious, quiet and private - this upgraded Wailea Elua gem is located at the top of this...

  • 2 Beds
  • 2 Baths
  • 411018 MLS
  • Wailea Elua Ii Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Century 21 Island Homes

Listing courtesy of Century 21 Island Homes.

3300 Wailea Alanui Dr Unit 41C, Kihei image
3300 Wailea Alanui Dr Unit 41C, Kihei — Wailea Ekahi Iii $2,100,000

Absolutely stunning and meticulously remodeled from top to bottom, this oceanfront luxury retreat delivers a rare combination of tasteful modern design, exceptional craft...

  • 2 Beds
  • 2 Baths
  • 411013 MLS
  • Wailea Ekahi Iii Bldg.
  • PENDING Status
  • Fee Simple Tenure
Courtesy of Romvari Realty Ltd

Listing courtesy of Romvari Realty Ltd.

10 Wailea Ekolu Pl Unit 402, Kihei image
10 Wailea Ekolu Pl Unit 402, Kihei — Wailea Ekolu $1,535,000

Wake up to sweeping, just about, 180-degree ocean views at Wailea Ekolu 402 with Lana’i, Kaho’olawe and Molokini crater in the frame. This is a beautifully updated two be...

  • 2 Beds
  • 2 Baths
  • 410990 MLS
  • Wailea Ekolu Bldg.
  • PENDING Status
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

10 Wailea Ekolu Pl Unit 406, Kihei image
10 Wailea Ekolu Pl Unit 406, Kihei — Wailea Ekolu $1,500,000

***Realtor assisted in the Sale of Unit prior to being Listed. ***

  • 2 Beds
  • 2 Baths
  • 410965 MLS
  • Wailea Ekolu Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Maui Real Estate Advisors LLC

Listing courtesy of Maui Real Estate Advisors LLC.

10 Wailea Ekolu Pl Unit 1705, Kihei image
10 Wailea Ekolu Pl Unit 1705, Kihei — Wailea Ekolu $1,425,000

Beautifully remodeled and filled with the relaxed spirit of Wailea, this ground-floor, walk-out residence at Wailea Ekolu offers ocean and sunset views from an elevated s...

  • 2 Beds
  • 2 Baths
  • 410957 MLS
  • Wailea Ekolu Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of (W)here Maui Takes You

Listing courtesy of (W)here Maui Takes You.

155 Wailea Ike Pl Unit 40, Kihei image
155 Wailea Ike Pl Unit 40, Kihei — Grand Champions $1,149,000

Grand Champions #40 is situated in the highly sought-after Wailea Golf Resort & near the Shops at Wailea & 5 luxury oceanfront Wailea Resorts. This is one of the nicest 2...

  • 2 Beds
  • 2 Baths
  • 410950 MLS
  • Grand Champions Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of eXp Realty

Listing courtesy of eXp Realty.

4400 Makena Rd Unit 109, Kihei image
4400 Makena Rd Unit 109, Kihei — Polo Beach Club $3,595,000

At Polo Beach Club 109, the best part of a Maui day is how easily it unfolds. Open the doors to a generous ground-floor lanai, enjoy your morning coffee among the palms, ...

  • 2 Beds
  • 2 Baths
  • 410949 MLS
  • Polo Beach Club Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

24 Kai Malu Dr Unit 102 - 3B, Kihei image
24 Kai Malu Dr Unit 102 - 3B, Kihei — La'i Loa $3,489,000

Wake Up To a Life You Love! Your ideal Maui experience awaits - La’i Loa Luxury with Outstanding Ocean View in Wailea’s Newest Development. This gorgeous Turnkey Residenc...

  • 3 Beds
  • 3 Baths
  • 410918 MLS
  • La'i Loa Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

3150 Wailea Alanui Dr Unit 3501, Kihei image
3150 Wailea Alanui Dr Unit 3501, Kihei — Wailea Palms $1,090,000

Welcome to Unit 3501 at Wailea Palms, ideally situated in the quiet lower area of this lush and beautifully maintained Wailea community. Offering fabulous views of the Pa...

  • 1 Beds
  • 2 Baths
  • 410883 MLS
  • Wailea Palms Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

3150 Wailea Alanui Dr Unit 3807, Kihei image
3150 Wailea Alanui Dr Unit 3807, Kihei — Wailea Palms $1,247,000

This beautiful Wailea Palms ocean view retreat is part of an exclusive residential gated community. Enjoy tranquil ocean views from the spacious 1032 sq ft ground floor ...

  • 1 Beds
  • 2 Baths
  • 410788 MLS
  • Wailea Palms Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of REMAX Resort Realty

Listing courtesy of REMAX Resort Realty.

155 Wailea Ike Pl Unit 29, Kihei image
155 Wailea Ike Pl Unit 29, Kihei — Grand Champions $1,050,000

The one you’ve been waiting for at Grand Champions: Unit #29! Rarely do these ground floor corner locations become available in the community. From top to bottom, this vi...

  • 2 Beds
  • 2 Baths
  • 410776 MLS
  • Grand Champions Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

155 Wailea Ike Pl Unit 122, Kihei image
155 Wailea Ike Pl Unit 122, Kihei — Grand Champions $750,000

Opportunity knocks at Grand Champions 122, offering an exceptional opportunity to own in the heart of Wailea at an unbeatable price point. Enjoy beautiful outer-island vi...

  • 1 Beds
  • 2 Baths
  • 410775 MLS
  • Grand Champions Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

3150 Wailea Alanui Dr Unit 2801, Kihei image
3150 Wailea Alanui Dr Unit 2801, Kihei — Wailea Palms $1,850,000

Welcome to Wailea Palms 2801, a beautifully updated and furnished 2-bedroom, 3-bath residence offering 1,559 square feet of unparalleled island living. One of the most pr...

  • 2 Beds
  • 3 Baths
  • 410669 MLS
  • Wailea Palms Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

59 Wailea Gateway Pl Unit 4-201, Kihei image
59 Wailea Gateway Pl Unit 4-201, Kihei — Keala O Wailea $2,680,000

Experience front-row ocean views at Keala O Wailea #4-201, a beautifully positioned 3-bedroom, 2-bathroom residence in one of the most sought-after buildings within the c...

  • 3 Beds
  • 2 Baths
  • 410656 MLS
  • Keala O Wailea Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

24 Hoolei Cir Unit T-1, Kihei image
24 Hoolei Cir Unit T-1, Kihei — Hoolei $3,650,000 ▼

Discover elevated luxury at Villa T-1, the best priced property and sole end-unit available today at Ho’olei. Boasting the community’s largest floor plan—the sought-after...

  • 3 Beds
  • 4 Baths
  • 410561 MLS
  • Hoolei Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Keller Williams Realty Maui-Ka

Listing courtesy of Keller Williams Realty Maui-Ka.

155 Wailea Ike Pl Unit 26, Kihei image
155 Wailea Ike Pl Unit 26, Kihei — Grand Champions $959,000

Sold Before Listed

  • 2 Beds
  • 2 Baths
  • 410543 MLS
  • Grand Champions Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

3300 Wailea Alanui Dr Unit 10F, Kihei image
3300 Wailea Alanui Dr Unit 10F, Kihei — Wailea Ekahi I $1,045,000

As you walk up the stairs and enter Wailea Ekahi 10F, you are immediately taken with the tall ceilings, beautiful furnishings, and wonderful condition of this very specia...

  • 1 Beds
  • 1 Baths
  • 410522 MLS
  • Wailea Ekahi I Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-Ku

Listing courtesy of Coldwell Banker Island Prop-Ku.

3150 Wailea Alanui Dr Unit 2703, Kihei image
3150 Wailea Alanui Dr Unit 2703, Kihei — Wailea Palms $1,557,000

Welcome to Wailea Palms 2703, FULLY FURNISHED and move-in ready, spectacular and renovated ground-floor 2 Bedroom, 2 Bath residence in one of Wailea's most sought after g...

  • 2 Beds
  • 2 Baths
  • 410487 MLS
  • Wailea Palms Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Keller Williams Realty Maui-Ka

Listing courtesy of Keller Williams Realty Maui-Ka.

3800 Wailea Alanui Blvd Unit H102, Kihei image
3800 Wailea Alanui Blvd Unit H102, Kihei — Wailea Beach Villas $4,200,000

Wailea Beach Villas H102 is a beautifully furnished 2-bedroom, 2-bath residence with a versatile den/office, offering the flexibility for remote work or additional guest ...

  • 2 Beds
  • 2 Baths
  • 410442 MLS
  • Wailea Beach Villas Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

3950 Kalai Waa St Unit R102, Kihei image
3950 Kalai Waa St Unit R102, Kihei — Wailea Fairway Villas $1,295,000

Welcome to this beautiful 2-bedroom, 2-bathroom condo at Wailea Fairway Villas, offered fully furnished and move-in ready. Enjoy breathtaking ocean views and spectacular ...

  • 2 Beds
  • 2 Baths
  • 410367 MLS
  • Wailea Fairway Villas Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-Ku

Listing courtesy of Coldwell Banker Island Prop-Ku.

3600 Wailea Alanui Dr Unit 2010, Kihei image
3600 Wailea Alanui Dr Unit 2010, Kihei — Wailea Elua Ii $2,995,000

Wailea Elua Unit 2010 presents an exceptional opportunity to own in one of Wailea's most coveted beachfront communities. Ideally positioned on the second floor, this 2 be...

  • 2 Beds
  • 2 Baths
  • 410363 MLS
  • Wailea Elua Ii Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Island Sotheby's International Realty(W)

Listing courtesy of Island Sotheby's International Realty(W).

67 Wailea Gateway Pl Unit 6-103, Kihei image
67 Wailea Gateway Pl Unit 6-103, Kihei — Keala O Wailea $1,670,000 ▼

Discover one of Wailea's rarest offerings ; a beautifully appointed ground-floor residence that pairs effortless access with exceptional views. This stunning 2-bedroom co...

  • 2 Beds
  • 2 Baths
  • 410361 MLS
  • Keala O Wailea Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

3300 Wailea Alanui Dr Unit 40E, Kihei image
3300 Wailea Alanui Dr Unit 40E, Kihei — Wailea Ekahi Iii $1,295,000

Experience effortless island living in this beautifully remodeled Wailea Ekahi Village condo, one of Wailea's most sought-after beachfront communities. This rare and desi...

  • 1 Beds
  • 2 Baths
  • 410343 MLS
  • Wailea Ekahi Iii Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Romvari Realty Ltd

Listing courtesy of Romvari Realty Ltd.

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.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

208 Holomoana Way Unit 14B, Kihei image
208 Holomoana Way Unit 14B, Kihei — Makalii At Wailea $3,450,000 ▼

Makali’i Magnificence! Premium top row position with unbelievable Ocean and Outer Island views! Makali’i #14B is arguably the best location in the community with expansiv...

  • 3 Beds
  • 3 Baths
  • 410261 MLS
  • Makalii At Wailea Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

3950 Kalai Waa St Unit S-202, Kihei image
3950 Kalai Waa St Unit S-202, Kihei — Wailea Fairway Villas $1,079,000

Discover epic island living at an incredible value in the Wailea Resort. Wailea Fairway Villas S202 is one of the best view locations in the community, capturing breathta...

  • 2 Beds
  • 2 Baths
  • 410253 MLS
  • Wailea Fairway Villas Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

10 Wailea Ekolu Pl Unit 1706, Kihei image
10 Wailea Ekolu Pl Unit 1706, Kihei — Wailea Ekolu $1,575,000

The Ultimate Ocean View You’ve Been Waiting For at Wailea Ekolu #1706! Enjoy upper floor privacy with absolutely amazing ocean and outer island views from this recently r...

  • 2 Beds
  • 2 Baths
  • 410202 MLS
  • Wailea Ekolu Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

363 Kai Malu Pl Unit 56B, Kihei image
363 Kai Malu Pl Unit 56B, Kihei — Kai Malu $2,075,000

Step into this elegant residence, and be met with a magnified view of the ocean! With high end furnishings and window coverings included, flex space downstairs bedroom/of...

  • 3 Beds
  • 3 Baths
  • 410198 MLS
  • Kai Malu Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Keller Williams Realty Maui-Ka

Listing courtesy of Keller Williams Realty Maui-Ka.

4000 Wailea Alanui Dr Unit 101, Kihei image
4000 Wailea Alanui Dr Unit 101, Kihei — Wailea Point I Ii Iii $13,900,000

Level One oceanfront at Wailea Point — Hawaii's finest residential condominium, nestled between Wailea Beach and Polo Beach on Maui's coveted Gold Coast. 3,820 SF · 4 bed...

  • 4 Beds
  • 4 Baths
  • 410182 MLS
  • Wailea Point I Ii Iii Bldg.
  • PENDING Status
  • Fee Simple Tenure
Courtesy of Engel & Volkers Maui

Listing courtesy of Engel & Volkers Maui.

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.
  • PENDING Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

4000 Wailea Alanui Dr Unit 1203, Kihei image
4000 Wailea Alanui Dr Unit 1203, Kihei — Wailea Point I Ii Iii $4,239,000

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.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Wailea Point Realty, Inc.

Listing courtesy of Wailea Point Realty, Inc..

155 Wailea Ike Pl Unit 30, Kihei image
155 Wailea Ike Pl Unit 30, Kihei — Grand Champions $1,075,000

Secluded location, extensive upgrades, amazing price! Welcome to Grand Champions #30, a top-floor corner 2-bedroom, 2-bath Tennis Villa with a lock-off option, offering o...

  • 2 Beds
  • 2 Baths
  • 410048 MLS
  • Grand Champions Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-Ku

Listing courtesy of Coldwell Banker Island Prop-Ku.

3300 Wailea Alanui Dr Unit 38A, Kihei image
3300 Wailea Alanui Dr Unit 38A, Kihei — Wailea Ekahi Iii $1,695,000 ▼

Rarely does an opportunity like this come along at Wailea Ekahi. This beautifully positioned downstairs 1-bedroom, 2-bathroom villa enjoys stunning ocean views and sits i...

  • 1 Beds
  • 2 Baths
  • 409934 MLS
  • Wailea Ekahi Iii Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

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 PRIVATE SHOWINGS AVAILABLE. Some homes have a view. This one makes the view part of daily life. From its elev...

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

Listing courtesy of Keller Williams Realty Maui-Ka.

3200 Wailea Alanui Dr Unit 1606, Kihei image
3200 Wailea Alanui Dr Unit 1606, Kihei — Palms At Wailea I $1,395,000

Nestled in one of Wailea's most desirable locations, this exceptional two-bedroom, two-bath residence offers 1,299 sq ft (interior) of thoughtfully redesigned living spa...

  • 2 Beds
  • 2 Baths
  • 409880 MLS
  • Palms At Wailea I Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Engel & Volkers Maui

Listing courtesy of Engel & Volkers Maui.

155 Wailea Ike Pl Unit 68, Kihei image
155 Wailea Ike Pl Unit 68, Kihei — Grand Champions $770,000

Welcome to Grand Champions unit 68. This unit has one of Grand Champions' most coveted locations, situated along the fairway on the second hole of the Wailea Blue Golf Co...

  • 1 Beds
  • 2 Baths
  • 409787 MLS
  • Grand Champions Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

155 Wailea Ike Pl Unit 74, Kihei image
155 Wailea Ike Pl Unit 74, Kihei — Grand Champions $750,000

Immerse yourself in the essence of Hawaiian paradise at Grand Champions Villa Unit 74, a desired top-floor gem perfectly situated in the uppermost section of the complex....

  • 1 Beds
  • 2 Baths
  • 409715 MLS
  • Grand Champions Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

66 Kai La Pl Unit 22A, Kihei image
66 Kai La Pl Unit 22A, Kihei — Kai Malu $2,350,000

Welcome to one of Maui's best kept secrets. This exceptional Kai Malu residence offers gorgeous ocean views from the primary suite and both lanais. The home is offered fu...

  • 3 Beds
  • 3 Baths
  • 409708 MLS
  • Kai Malu Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of eXp Realty

Listing courtesy of eXp Realty.

4000 Wailea Alanui Dr Unit 1103, Kihei image
4000 Wailea Alanui Dr Unit 1103, Kihei — Wailea Point I Ii Iii $6,950,000

Perfectly positioned on a rare elevated promontory directly above the revered Wailea beach walk, this front-row residence boasts commanding, unobstructed ocean, outer isl...

  • 3 Beds
  • 3 Baths
  • 409699 MLS
  • Wailea Point I Ii Iii Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Maui Real Estate Advisors LLC

Listing courtesy of Maui Real Estate Advisors LLC.

78 Kai Malu Dr Unit 202 (14D), Kihei image
78 Kai Malu Dr Unit 202 (14D), Kihei — La'i Loa $2,750,000 ▼

Experience elevated island living at La‘i Loa Wailea, Wailea’s newest luxury condominium development, in this beautiful 2-bedroom, 2-bath 1,374 sq. ft. residence offering...

  • 2 Beds
  • 2 Baths
  • 409643 MLS
  • La'i Loa Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Polaris Pacific

Listing courtesy of Polaris Pacific.

3600 Wailea Alanui Dr Unit 1603, Kihei image
3600 Wailea Alanui Dr Unit 1603, Kihei — Wailea Elua Ii $5,990,000

Sold prior to listing

  • 2 Beds
  • 2 Baths
  • 409620 MLS
  • Wailea Elua Ii Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Island Sotheby's International Realty(W)

Listing courtesy of Island Sotheby's International Realty(W).

115 Kai La Pl Unit 36A, Kihei image
115 Kai La Pl Unit 36A, Kihei — Kai Malu $2,300,000

Experience luxury living at 115 Kai La Place, Kai Malu Maui. This beautifully remodeled furnished 3 bedroom, 2.5-bath residence features a primary suite on the first floo...

  • 3 Beds
  • 3 Baths
  • 409574 MLS
  • Kai Malu Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

59 Wailea Gateway Pl Unit 4-101, Kihei image
59 Wailea Gateway Pl Unit 4-101, Kihei — Keala O Wailea $2,895,000 ▼

Welcome to modern Hawaiian luxury at Keala o Wailea Unit 4-101. This rare 3-bedroom, 2-bathroom residence offers effortless single-level living with absolutely no stairs...

  • 3 Beds
  • 2 Baths
  • 409559 MLS
  • Keala O Wailea Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

3950 Kalai Waa St Unit C102, Kihei image
3950 Kalai Waa St Unit C102, Kihei — Wailea Fairway Villas $969,880 ▼

Located in Wailea, this quiet and serene ground-level 2- bedroom, 2 bath condo is within walking distance of the beach and close to many convenient shopping and dining op...

  • 2 Beds
  • 2 Baths
  • 409538 MLS
  • Wailea Fairway Villas Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Nathalie Mullinix Rlty Universal Inc

Listing courtesy of Nathalie Mullinix Rlty Universal Inc.

3200 Wailea Alanui Dr Unit 1509, Kihei image
3200 Wailea Alanui Dr Unit 1509, Kihei — Palms At Wailea I $1,395,000

Experience the beauty of Wailea resort living from this well-positioned "C" model at the Palms at Wailea. Unit 1509 offers 1,242 square feet of interior living space comp...

  • 2 Beds
  • 2 Baths
  • 409516 MLS
  • Palms At Wailea I Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-Ku

Listing courtesy of Coldwell Banker Island Prop-Ku.

10 Wailea Ekolu Pl Unit 1206, Kihei image
10 Wailea Ekolu Pl Unit 1206, Kihei — Wailea Ekolu $1,475,000

Ocean, Molokini, and Wailea Blue Golf Course views set the tone from the moment you arrive. This 2-bedroom, 2-bath Wailea Ekolu condo offers a quiet, private setting tuck...

  • 2 Beds
  • 2 Baths
  • 409483 MLS
  • Wailea Ekolu Bldg.
  • PENDING Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-Ku

Listing courtesy of Coldwell Banker Island Prop-Ku.

100 Poailani Pl Unit 29, Kihei image
100 Poailani Pl Unit 29, Kihei — Kanani Wailea $2,550,000 ▼

Also listed as Residential MLS# 409490. In the best location in Kanani Wailea, adjacent to expansive open space and unobstructed ocean views, this exceptional single-leve...

  • 4 Beds
  • 4 Baths
  • 409467 MLS
  • Kanani Wailea Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of McEntire Realty

Listing courtesy of McEntire Realty.

3950 Kalai Waa St Unit U202, Kihei image
3950 Kalai Waa St Unit U202, Kihei — Wailea Fairway Villas $999,500

Best Value in Wailea! Come fall in love with this beautifully remodeled Wailea Fairway Villas second floor unit. Attention to detail is evident throughout from the abunda...

  • 2 Beds
  • 2 Baths
  • 409449 MLS
  • Wailea Fairway Villas Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Berkshire Hathaway Maui Prop-W

Listing courtesy of Berkshire Hathaway Maui Prop-W.

4000 Wailea Alanui Dr Unit 802 & 804, Kihei image
4000 Wailea Alanui Dr Unit 802 & 804, Kihei — Wailea Point I Ii Iii $8,740,000

Wailea Point Residence 802 & 804 is an exquisite, rare, double residence featuring 5 bedrooms and 6 full bathrooms. Enjoy unobstructed panoramic ocean and sunset views fr...

  • 5 Beds
  • 6 Baths
  • 409447 MLS
  • Wailea Point I Ii Iii Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Wailea Point Realty, Inc.

Listing courtesy of Wailea Point Realty, Inc..

10 Wailea Ekolu Pl Unit 308, Kihei image
10 Wailea Ekolu Pl Unit 308, Kihei — Wailea Ekolu $1,375,000

FRONT ROW, PRIME LOCATION. 180 DEGREE OCEAN VIEWS. Wailea Ekolu 308 delivers it all. Overlooking the Wailea Blue Golf Course affords more than beauty: it creates a buff...

  • 2 Beds
  • 2 Baths
  • 409418 MLS
  • Wailea Ekolu Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Maui Real Estate Advisors LLC

Listing courtesy of Maui Real Estate Advisors LLC.

4000 Wailea Alanui Dr Unit 2101, Kihei image
4000 Wailea Alanui Dr Unit 2101, Kihei — Wailea Point I Ii Iii $3,300,000

Wailea Point 2101 is a rare, single-level residence featuring 2 bedrooms and 3 bathrooms with the convenience of no-stair entry. Enjoy breathtaking ocean and garden views...

  • 2 Beds
  • 3 Baths
  • 409393 MLS
  • Wailea Point I Ii Iii Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Wailea Point Realty, Inc.

Listing courtesy of Wailea Point Realty, Inc..

137 Holomoana Way Unit 4A, Kihei image
137 Holomoana Way Unit 4A, Kihei — Makalii At Wailea $2,900,000

Ocean view residence at Makali'i at Wailea, offered fully furnished with a custom modern interior package. This thoughtfully designed home features contemporary finishes,...

  • 3 Beds
  • 3 Baths
  • 409389 MLS
  • Makalii At Wailea Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Island Sotheby's International Realty(W)

Listing courtesy of Island Sotheby's International Realty(W).

3300 Wailea Alanui Dr Unit 25C, Kihei image
3300 Wailea Alanui Dr Unit 25C, Kihei — Wailea Ekahi I $1,100,000

This charming, private ground-floor 1-bedroom, 1-bathroom end-unit is flooded with natural light and has been meticulously maintained. From the spacious living area, kitc...

  • 1 Beds
  • 1 Baths
  • 409361 MLS
  • Wailea Ekahi I Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-Ku

Listing courtesy of Coldwell Banker Island Prop-Ku.

3300 Wailea Alanui Dr Unit 17D, Kihei image
3300 Wailea Alanui Dr Unit 17D, Kihei — Wailea Ekahi I $1,450,000

Enjoy stunning panoramic Ocean, Outer Island, and Haleakala views from this incredibly private, top floor, corner unit in highly sought after 17 building at Wailea Ekahi!...

  • 1 Beds
  • 2 Baths
  • 409350 MLS
  • Wailea Ekahi I Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

63 Hoolei Cir Unit B5, Kihei image
63 Hoolei Cir Unit B5, Kihei — Hoolei $4,500,000

First time offered for sale since the original developer offering. Villa 63-5 is without a doubt one of the best locations in Ho'olei. Positioned on the coveted top row w...

  • 3 Beds
  • 4 Baths
  • 409315 MLS
  • Hoolei Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

10 Wailea Ekolu Pl Unit 506, Kihei image
10 Wailea Ekolu Pl Unit 506, Kihei — Wailea Ekolu $1,200,000

Welcome to an exceptional residence in Wailea Ekolu, where island living and resort-style luxury come together. This well positioned 2-bedroom, 2-bath townhouse offers 1...

  • 2 Beds
  • 2 Baths
  • 409263 MLS
  • Wailea Ekolu Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Okamoto Realty LLC

Listing courtesy of Okamoto Realty LLC.

155 Wailea Ike Pl Unit 10, Kihei image
155 Wailea Ike Pl Unit 10, Kihei — Grand Champions $1,025,000

Freshly updated and move-in ready, Grand Champions #10 is a beautifully appointed 2-bedroom, 2-bath top-floor residence in the heart of Wailea. Recently refreshed with ne...

  • 2 Beds
  • 2 Baths
  • 409215 MLS
  • Grand Champions Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

60 Kai Malu Dr Unit 201 (11C), Kihei image
60 Kai Malu Dr Unit 201 (11C), Kihei — La'i Loa $2,775,000 ▼

The One You’ve Been Waiting For! This pristine, second floor 2 Bedroom 2 Bath unit in Wailea’s Newest Development has it all. This premium location provides you with amaz...

  • 2 Beds
  • 2 Baths
  • 409212 MLS
  • La'i Loa Bldg.
  • PENDING Status
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

3550 Wailea Alanui Dr Unit 801 (F2), Kihei image
3550 Wailea Alanui Dr Unit 801 (F2), Kihei — Andaz Residences $10,995,000 ▼

Andaz Residences Unit 801 (F2) offers a rare opportunity to own one of the coveted private villas at the Andaz Maui Wailea Resort. Ownership combines the privacy of an oc...

  • 3 Beds
  • 4 Baths
  • 409204 MLS
  • Andaz Residences Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

3200 Wailea Alanui Dr Unit 2102, Kihei image
3200 Wailea Alanui Dr Unit 2102, Kihei — Palms At Wailea I $860,000

Perfect lower village location at The Palms at Wailea! This incredible upstairs 1 Bedroom 2 Bath unit has been beautifully remodeled and Palms residents love the quiet co...

  • 1 Beds
  • 2 Baths
  • 409195 MLS
  • Palms At Wailea I Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

52 Kai Malu Dr Unit 101 (9A), Kihei image
52 Kai Malu Dr Unit 101 (9A), Kihei — La'i Loa $3,850,000

Sold before list. Wake up in the life you desire. In this beautiful 3-bedroom, 3-bathroom unit nestled in the newest Wailea development of La’i Loa in the premium locatio...

  • 3 Beds
  • 3 Baths
  • 409120 MLS
  • La'i Loa Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Polaris Pacific

Listing courtesy of Polaris Pacific.

3600 Wailea Alanui Dr Unit 2012, Kihei image
3600 Wailea Alanui Dr Unit 2012, Kihei — Wailea Elua I A $2,950,000

Welcome to Wailea Elua, an exclusive oceanfront, hotel-zoned vacation rental set atop a lush greenbelt in prestigious Wailea. Spanning 24 acres of tropical paradise, this...

  • 1 Beds
  • 2 Baths
  • 409117 MLS
  • Wailea Elua I A Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

3950 Kalai Waa St Unit Y-202, Kihei image
3950 Kalai Waa St Unit Y-202, Kihei — Wailea Fairway Villas $1,189,000

Stunning 2-bedroom, 2-bath upper-level furnished unit with beautiful ocean/sunset and golf course views. Remodeled in 2014, features include new window treatments, tile, ...

  • 2 Beds
  • 2 Baths
  • 409105 MLS
  • Wailea Fairway Villas Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

63 Wailea Gateway Pl Unit 5103, Kihei image
63 Wailea Gateway Pl Unit 5103, Kihei — Keala O Wailea $2,100,000 ▼

Keala O Wailea 5-103 offers panoramic Pacific Ocean views from one of Wailea's premier hillside communities. This single-level 2-bedroom, 2-bathroom residence spans appro...

  • 2 Beds
  • 2 Baths
  • 408944 MLS
  • Keala O Wailea Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

4400 Makena Rd Unit 107, Kihei image
4400 Makena Rd Unit 107, Kihei — Polo Beach Club $3,750,000

Ideally positioned just one residence off the front row, Polo Beach 107 captures exceptional ocean views while offering the convenience of true ground-floor, walk-out acc...

  • 2 Beds
  • 2 Baths
  • 408915 MLS
  • Polo Beach Club Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

10 Wailea Ekolu Pl Unit 203, Kihei image
10 Wailea Ekolu Pl Unit 203, Kihei — Wailea Ekolu $1,335,000 ▼

Perfectly positioned in Wailea Ekolu! The incredible ground floor 2 Bedroom 2 Bath Vacation Rental in the Heart of Wailea you’ve been waiting for is here. Located in Buil...

  • 2 Beds
  • 2 Baths
  • 408874 MLS
  • Wailea Ekolu Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

21 Kiloa St Unit O-4, Kihei image
21 Kiloa St Unit O-4, Kihei — Hoolei $4,195,000 ▼

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.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

3300 Wailea Alanui Dr Unit 13F, Kihei image
3300 Wailea Alanui Dr Unit 13F, Kihei — Wailea Ekahi I $1,475,000

Perched in the coveted 13F building at Wailea Ekahi, this beautifully positioned residence captures sweeping ocean and sunset views from one of South Maui’s most sought-a...

  • 1 Beds
  • 2 Baths
  • 408794 MLS
  • Wailea Ekahi I Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-Ku

Listing courtesy of Coldwell Banker Island Prop-Ku.

339 Kai Malu Pl Unit 58B, Kihei image
339 Kai Malu Pl Unit 58B, Kihei — Kai Malu $2,095,000

Incredible 2021 pricing for this DREAM LOCATION at pet friendly KAI MALU with this RARE Developer Unit! Breathtaking views - this is Kai Malu at its best. Beautifully ap...

  • 3 Beds
  • 3 Baths
  • 408760 MLS
  • Kai Malu Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Keller Williams Realty Maui-Ka

Listing courtesy of Keller Williams Realty Maui-Ka.

3100 Wailea Alanui Dr Unit 12, Kihei image
3100 Wailea Alanui Dr Unit 12, Kihei — Papali Wailea $4,500,000

Sold Before Listed

  • 3 Beds
  • 4 Baths
  • 408715 MLS
  • Papali Wailea Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-Ku

Listing courtesy of Coldwell Banker Island Prop-Ku.

244 Holomoana Way Unit 17B, Kihei image
244 Holomoana Way Unit 17B, Kihei — Makalii At Wailea $3,050,000

Makalii at Wailea 17B is a standout villa commanding the premier ocean-view position in the entire development, offering unobstructed, sweeping vistas of the Pacific, Mol...

  • 3 Beds
  • 3 Baths
  • 408701 MLS
  • Makalii At Wailea Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

11 Kainehe Pl Unit 17B, Kihei image
11 Kainehe Pl Unit 17B, Kihei — Kai Malu $2,150,000

Do you desire the privacy and space of a true residence with the ease of a lock and leave condo lifestyle in the heart of Wailea? The answer is Villa 17B at Kai Malu, a p...

  • 3 Beds
  • 3 Baths
  • 408666 MLS
  • Kai Malu Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

3150 Wailea Alanui Dr Unit 3507, Kihei image
3150 Wailea Alanui Dr Unit 3507, Kihei — Wailea Palms $1,275,000

Wailea Palms 3507 is an exquisitely remodeled 2-bedroom, 2-bathroom residence offering serene ocean views and a lush tropical backdrop. Tucked away in a secluded, private...

  • 2 Beds
  • 2 Baths
  • 408641 MLS
  • Wailea Palms Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

3300 Wailea Alanui Dr Unit 8D, Kihei image
3300 Wailea Alanui Dr Unit 8D, Kihei — Wailea Ekahi I $1,350,000

Welcome to Wailea Ekahi Village #8D, a refined island turn-key residence offering timeless Wailea elegance and effortless indoor-outdoor living. This one-bedroom, two-bat...

  • 1 Beds
  • 2 Baths
  • 408584 MLS
  • Wailea Ekahi I Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

4000 Wailea Alanui Dr Unit 3404, Kihei image
4000 Wailea Alanui Dr Unit 3404, Kihei — Wailea Point I Ii Iii $2,795,000 ▼

You Deserve To Own & Experience Your Oceanfront Paradise Today! Unit 3404 is a delightful 2 bedroom, 2 bathroom upper-level, privately located, & meticulously maintained ...

  • 2 Beds
  • 2 Baths
  • 408567 MLS
  • Wailea Point I Ii Iii Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Maui Real Estate Advisors LLC

Listing courtesy of Maui Real Estate Advisors LLC.

209 Holokahiki Ln Unit 7D, Kihei image
209 Holokahiki Ln Unit 7D, Kihei — Makalii At Wailea $2,438,000

Welcome to Makalii 7D, located in one of Wailea newest developments where mid-century modern design meets contemporary coastal living in the sweet spot of the famed Waile...

  • 3 Beds
  • 3 Baths
  • 408493 MLS
  • Makalii At Wailea Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

4000 Wailea Alanui Dr Unit 3304, Kihei image
4000 Wailea Alanui Dr Unit 3304, Kihei — Wailea Point I Ii Iii $2,725,000

Welcome to Villa #3304 in highly coveted Wailea Point, a long-standing top choice for luxury oceanfront living right in the heart of the Wailea resort. This private encla...

  • 2 Beds
  • 2 Baths
  • 408481 MLS
  • Wailea Point I Ii Iii Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

10 Wailea Ekolu Pl Unit 1603, Kihei image
10 Wailea Ekolu Pl Unit 1603, Kihei — Wailea Ekolu $1,250,000 ▼

Relax and Enjoy Ultimate Privacy! Enter your new Wailea place of peace, serenity and tranquility. This 2 Bedroom 2 Bath Vacation Rental Condo has been beautifully renovat...

  • 2 Beds
  • 2 Baths
  • 408354 MLS
  • Wailea Ekolu Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

59 Wailea Gateway Pl Unit 4-103, Kihei image
59 Wailea Gateway Pl Unit 4-103, Kihei — Keala O Wailea $1,975,000

What if your home offered one of the most breathtaking ocean views in all of Wailea? This Keala O Wailea 59-103 delivers a front row seat to Maui’s most iconic scenery. E...

  • 2 Beds
  • 2 Baths
  • 408335 MLS
  • Keala O Wailea Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

3800 Wailea Alanui Dr Unit PH-303, Kihei image
3800 Wailea Alanui Dr Unit PH-303, Kihei — Wailea Beach Villas $5,500,000

SUNSETS WITH ALOHA . . . . Original Owner| First Time Ever on the Market | Never Rented | Immaculate Condition| Fully Furnished | Turnkey | 3 Bedroom Suites | Stunning oc...

  • 3 Beds
  • 3 Baths
  • 408288 MLS
  • Wailea Beach Villas Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Compass-W

Listing courtesy of Compass-W.

155 Wailea Ike Pl Unit 65, Kihei image
155 Wailea Ike Pl Unit 65, Kihei — Grand Champions $945,000

Grand Champions Unit 65 offers the perfect blend of comfort, views, and Wailea lifestyle. This updated 2 bedroom, 2 bathroom corner unit spans 1,056 square feet and overl...

  • 2 Beds
  • 2 Baths
  • 408285 MLS
  • Grand Champions Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Island Sotheby's Int'l Rlty(W)

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

173 Holokahiki Ln Unit 10D, Kihei image
173 Holokahiki Ln Unit 10D, Kihei — Makalii At Wailea $2,700,000

Sold Before Listed

  • 3 Beds
  • 3 Baths
  • 408279 MLS
  • Makalii At Wailea Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

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.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

161 Wailea Ike Pl Unit D-201, Kihei image
161 Wailea Ike Pl Unit D-201, Kihei — Wailea Town Center $1,745,000

Immaculate 2-bedroom, 2-bath residence at Wailea Town Center offering streamlined island living in a prime Wailea location. This second-story condo, with elevator access,...

  • 2 Beds
  • 2 Baths
  • 408177 MLS
  • Wailea Town Center Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

3800 Wailea Alanui Blvd Unit PH503, Kihei image
3800 Wailea Alanui Blvd Unit PH503, Kihei — Wailea Beach Villas $5,250,000

Enormous Ocean and Outer Island Views from this stunning, rarely available TOP FLOOR 3bedroom/3bathroom fully furnished Penthouse at Wailea Beach Villas. A tranquil, remo...

  • 3 Beds
  • 3 Baths
  • 408171 MLS
  • Wailea Beach Villas Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

4000 Wailea Alanui Dr Unit 2904, Kihei image
4000 Wailea Alanui Dr Unit 2904, Kihei — Wailea Point I Ii Iii $4,195,000 ▼

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.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(P)

Listing courtesy of Coldwell Banker Island Prop(P).

4000 Wailea Alanui Dr Unit 603, Kihei image
4000 Wailea Alanui Dr Unit 603, Kihei — Wailea Point I Ii Iii $5,750,000

Experience the pinnacle of oceanfront living in this exquisite two-bedroom, two-bath residence at the prestigious Wailea Point. Directly front row, this impeccably design...

  • 2 Beds
  • 2 Baths
  • 408065 MLS
  • Wailea Point I Ii Iii Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

3600 Wailea Alanui Dr Unit 708, Kihei image
3600 Wailea Alanui Dr Unit 708, Kihei — Wailea Elua Ii $2,750,000

Welcome to Wailea Elua unit #708 – a hotel zoned, stunning 2-bedroom, 2-bathroom top-floor condo with breathtaking ocean views. Located in the highly sought-after Wailea ...

  • 2 Beds
  • 2 Baths
  • 407970 MLS
  • Wailea Elua Ii Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

4000 Wailea Alanui Dr Unit 2003, Kihei image
4000 Wailea Alanui Dr Unit 2003, Kihei — Wailea Point I Ii Iii $3,276,000

Welcome to your serene sanctuary at Wailea Point, where peace and luxury intersect. This beautifully upgraded unit boasts captivating ocean views, lush landscaping to pro...

  • 2 Beds
  • 3 Baths
  • 407909 MLS
  • Wailea Point I Ii Iii Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Compass

Listing courtesy of Compass.

10 Wailea Ekolu Pl Unit 408, Kihei image
10 Wailea Ekolu Pl Unit 408, Kihei — Wailea Ekolu $980,000

This charming 1-bedroom, 2-bath condominium has been lovingly cared for by the same family since 1979. Used primarily as a second home, it shows minimal wear and exceptio...

  • 1 Beds
  • 2 Baths
  • 407883 MLS
  • Wailea Ekolu Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-Ku

Listing courtesy of Coldwell Banker Island Prop-Ku.

3800 Wailea Alanui Blvd Unit PH-209, Kihei image
3800 Wailea Alanui Blvd Unit PH-209, Kihei — Wailea Beach Villas $5,750,000

Welcome to Wailea Beach Villas Penthouse 209, one of Wailea’s most prestigious GATED, HOTEL zoned beachfront communities. This spacious 3 Bedroom, 3 Bathroom + DEN (confi...

  • 3 Beds
  • 3 Baths
  • 407859 MLS
  • Wailea Beach Villas Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Keller Williams Realty Maui-Ka

Listing courtesy of Keller Williams Realty Maui-Ka.

4000 Wailea Alanui Dr Unit 1602, Kihei image
4000 Wailea Alanui Dr Unit 1602, Kihei — Wailea Point I Ii Iii $13,900,000

FABULOUS world class Wailea Point “double” unit with a MOST DYNAMIC ocean & beach front location. Perhaps the finest condominium residence in Hawaii, no expense was spar...

  • 3 Beds
  • 3 Baths
  • 407829 MLS
  • Wailea Point I Ii Iii Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Wailea Point Realty, Inc.

Listing courtesy of Wailea Point Realty, Inc..

3300 Wailea Alanui Dr Unit 25B, Kihei image
3300 Wailea Alanui Dr Unit 25B, Kihei — Wailea Ekahi I $1,150,000

Back on the market and REDUCED another $500k. 2 BR 2.5 BA with 1133 Square Feet of living space. The LOWEST priced 2 BR unit at Wailea's beautiful Wailea Ekahi... BY FA...

  • 2 Beds
  • 3 Baths
  • 407738 MLS
  • Wailea Ekahi I Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-Ku

Listing courtesy of Coldwell Banker Island Prop-Ku.

4000 Wailea Alanui Dr Unit 1202/1204, Kihei image
4000 Wailea Alanui Dr Unit 1202/1204, Kihei — Wailea Point I Ii Iii $12,995,000 ▼

A 'WORK OF ART’. A 'LEGACY PROPERTY'. An ‘Equity Location’. A luxurious marriage of two Wailea Point oceanfront units at Maui's finest Condominium Project! When a lifelon...

  • 4 Beds
  • 6 Baths
  • 407692 MLS
  • Wailea Point I Ii Iii Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Maui Real Estate Advisors LLC

Listing courtesy of Maui Real Estate Advisors LLC.

4400 Makena Rd Unit 604, Kihei image
4400 Makena Rd Unit 604, Kihei — Polo Beach Club $4,600,000

Experience the allure of Maui beachfront living in this stunning oceanfront residence that captures the essence of island sophistication. Perfectly positioned on the 6th ...

  • 2 Beds
  • 2 Baths
  • 407656 MLS
  • Polo Beach Club Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

161 Wailea Ike Pl Unit C204, Kihei image
161 Wailea Ike Pl Unit C204, Kihei — Wailea Town Center $1,765,000

Set above the sparkling coastline of Wailea awaits Wailea Town Center C204, an exceptional three-bedroom, three-bath developer’s residence that captures breathtaking pano...

  • 3 Beds
  • 3 Baths
  • 407643 MLS
  • Wailea Town Center Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(P)

Listing courtesy of Coldwell Banker Island Prop(P).

60 Kai Malu Dr Unit 202 (11D), Kihei image
60 Kai Malu Dr Unit 202 (11D), Kihei — La'i Loa $3,500,000

The Pristine Wailea Residence you've been waiting for! Impeccable La’i Loa 3 bedroom 3 Bath Luxury Condo with expansive Ocean and Outer Island Views from the living areas...

  • 3 Beds
  • 3 Baths
  • 407609 MLS
  • La'i Loa Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

52 Kai Malu Dr Unit 102 (9B), Kihei image
52 Kai Malu Dr Unit 102 (9B), Kihei — La'i Loa $2,650,000

Luxury Living in Wailea’s Newest Development! Where Elegance Meets Island Living. Step into unparalleled luxury with Wailea’s world class beaches and amenities as your wo...

  • 2 Beds
  • 2 Baths
  • 407579 MLS
  • La'i Loa Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Polaris Pacific

Listing courtesy of Polaris Pacific.

52 Kai Malu Dr Unit 202 (9D), Kihei image
52 Kai Malu Dr Unit 202 (9D), Kihei — La'i Loa $2,800,000

Live the Life You’ve Earned! Upon first entry, you will know you are home in Wailea’s Newest Development. Located in one of the most coveted locations within the La’i Loa...

  • 2 Beds
  • 2 Baths
  • 407576 MLS
  • La'i Loa Bldg.
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Polaris Pacific

Listing courtesy of Polaris Pacific.

28 Kai La Pl Unit 19A, Kihei image
28 Kai La Pl Unit 19A, Kihei — Kai Malu $1,950,000 ▼

North Facing Lanai to capture the tradewinds, this meticulously maintained 3 bedroom 2.5 bathroom even has Ocean and Mountain Views! New plush carpets upstairs, luxury vi...

  • 3 Beds
  • 3 Baths
  • 407569 MLS
  • Kai Malu Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Berkshire Hathaway Maui Prop-W

Listing courtesy of Berkshire Hathaway Maui Prop-W.

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116 Wailea Ike Drive

Suite 2108

Kihei, HI 96753

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The Maui Property Team is a real estate team within Compass. Compass is a licensed real estate broker and abides by all applicable equal housing opportunity laws. All material presented herein is intended for informational purposes only. Information is compiled from reliable sources but is subject to errors, omissions, and changes in price, condition, sale, or withdrawal without notice. No statement is made as to the accuracy of any description. All measurements and square footage are approximate. This is not intended to solicit property already listed. Nothing herein shall be construed as legal, accounting, or other professional advice outside real estate brokerage.

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