Waileaneighborhood

Wailea Real Estate

Your local guide to Wailea & Maui real estate

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Wailea Homes For Sale

Welcome to Wailea, Maui

Wailea Real Estate

Wailea is a master-planned resort community in South Maui with a string of crescent beaches, luxury resorts, The Shops at Wailea and golf courses. It offers luxury condominiums and single-family homes, from golf-course villas to oceanfront estates.

In the Maui MLS, Wailea is part of the Kihei area.

Wailea at a Glance

RegionSouth Maui
Condos for sale64 active listings, from about $750,000 to $15 million
Homes for sale11 active listings, from about $2.2 million to $20.5 million
Vacation rental zoningVaries by building. Some Wailea condos are hotel-zoned, while others limit rentals through association rules. See Wailea hotel-zoned condos.

Buying in Wailea

  • Association rules: Even in hotel-zoned buildings, the association may restrict short-term rentals. Review the house rules before you buy.
  • HOA and resort fees: Luxury buildings often carry higher monthly fees. Review the budget, reserves and any special assessments.
  • Homes: Single-family homes in Wailea are limited, with only about a dozen for sale at a time, so a saved search helps you see new listings first.

Thinking about buying or selling in Wailea? Call The Maui Property Team at Compass at (808) 217-8832 or send us a message.

Popular Wailea Condo Buildings

More Wailea Resources

Listing counts and price ranges are active Maui MLS listings as of October 9, 2026, and change daily. Confirm zoning, permits and rental rules for any property with the County of Maui before you buy.

Wailea Neighborhoods

Living in Wailea and Buying Real Estate Here

Wailea sits on Maui's sunny, leeward south shore, with Kihei to the north, Makena to the south and the slopes of Haleakala rising behind it. The resort was established in 1971 by a partnership of Alexander & Baldwin and Northwestern Mutual, and it has grown under a master plan and design guidelines administered by the Wailea Community Association. One practical note for buyers: most Wailea listings carry a Kihei mailing address, so you will often see "Kihei" in the MLS next to the Wailea community name.

Wailea Beach on Maui's south shore with umbrellas on the sand
Wailea Beach, Wailea. Photo by dronepicr, CC BY 2.0, via Wikimedia Commons.

Wailea Condo Communities

Wailea condos range from established villa complexes to new construction, and each building has its own association, fees and house rules.

  • Established villa communities: Wailea Ekahi and Wailea Ekolu date to the late 1970s, while Grand Champions, Palms at Wailea, Wailea Palms and Wailea Fairway Villas were built between the late 1980s and late 1990s. These typically offer the most accessible entry prices in Wailea.
  • Luxury resort residences: Wailea Beach Villas, Wailea Point, Wailea Elua, Andaz Residences and Polo Beach Club sit in the resort core near the shoreline and command the highest prices.
  • Newer communities: Kanani Wailea, Ho'olei and Papali Wailea were completed in the mid to late 2000s, and Makali'i at Wailea and La'i Loa in the 2020s, many with larger floor plans than the older villa complexes.

Single-Family Neighborhoods

Wailea's single-family homes are grouped into planned neighborhoods such as Wailea Kai, Wailea Kialoa, Wailea Pualani and Pualani Estates, Wailea Golf Estates, Wailea Golf Vistas and The Ridge of Wailea. Just upslope and outside the resort, Maui Meadows is an established neighborhood of single-family homes that appeals to buyers who want to be minutes from Wailea's beaches and shops.

Wailea Prices as of October 2026

  • Condos: about 68 active listings across Wailea's main condo communities, priced from about $750,000 to about $15 million, with an average list price near $3.4 million.
  • Single-family homes: about 21 active listings in Wailea's home neighborhoods, priced from about $1.75 million to about $9.5 million, with an average near $3.9 million. Oceanfront estates in neighboring Makena are priced well above that range.
  • Maui Meadows: about 9 active homes, priced from about $1.3 million to $5 million.

These figures come from live MLS data and change daily. Ask us for a current report on any building or neighborhood.

Rental Rules in Plain Terms

Whether you can rent a Wailea condo by the night depends on the building. Some complexes are hotel-zoned, some are apartment-zoned buildings on Maui County's Minatoya list, and many newer communities do not allow short-term rentals under their own governing documents. Bill 9, signed in December 2025, phases out short-term rental use of apartment-zoned Minatoya list units outside West Maui on January 1, 2031. Bill 88, approved in June 2026, created new H-3 and H-4 hotel districts, and the County is considering rezoning on a building-by-building basis, so the status of some complexes may change. Before you buy, we confirm a building's zoning, permits and association rules in writing.

Beaches, Golf, Shopping and Dining

Wailea's five main beaches are Keawakapu, Mokapu, Ulua, Wailea and Polo. The Wailea Beach Path, a shoreline walkway of about 1.5 miles, links Mokapu Beach Park and Polo Beach Park along the resort shoreline. Wailea's resort hotels include Grand Wailea, Four Seasons Resort Maui, Fairmont Kea Lani and the Marriott Wailea Beach resort. Wailea Golf Club operates the Gold, Emerald and Blue courses; the Blue course, often called Old Blue, opened in 1972 as Wailea's original course. The Shops at Wailea on Wailea Alanui Drive has more than 70 stores and restaurants, and Wailea Village on Wailea Ike Drive features mostly locally owned shops. Our office is located in Wailea Village.

Schools Nearby

Wailea is served by public schools in Kihei, including Kihei Elementary, Kamalii Elementary, Lokelani Intermediate and Kulanihakoi High School, which opened in 2023. Kihei Charter School is another option. Families should confirm school assignments for a specific address with the Hawaii State Department of Education.

Wailea Real Estate Resources

Talk With a Wailea Real Estate Team

The Maui Property Team at Compass works from our office at 116 Wailea Ike Drive in Wailea Village, minutes from the beaches, golf courses and communities described here. Whether you are comparing condo buildings, sorting out rental rules or pricing a Wailea home to sell, call us at (808) 217-8832 or send us a message.

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Current Real Estate Market in Wailea

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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.
  • 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 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.

384 Kualono Pl Unit Lot 596, Kihei image
384 Kualono Pl Unit Lot 596, Kihei $2,490,000

Welcome to this beautifully appointed single-level residence in the prestigious gated community of Wailea Pualani Estates. Ideally positioned at the end of a peaceful cul...

  • 3 Beds
  • 2 Baths
  • 411008 MLS
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

76 Ko Honuaula Pl Unit 2-M/17, Kihei image
76 Ko Honuaula Pl Unit 2-M/17, Kihei $7,900,000

Discover the opportunity to create a lasting legacy at Homesite 17, an exceptional 26.03-acre parcel within The Ranch at Makena, an exclusive collection of just 36 custom...

  • 410978 MLS
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Discovery Makena Realty LLC

Listing courtesy of Discovery Makena Realty 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.

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).

3168 S Noho Loihi Way, Kihei image
3168 S Noho Loihi Way, Kihei $1,300,000

A rare opportunity to design and build a custom home in the gated Wailea Pualani Estates neighborhood. Located on a very private flag lot and part of a small cul-de-sac. ...

  • 410807 MLS
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of REMAX Resort Realty

Listing courtesy of REMAX Resort Realty.

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 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 Waiea Pl, Kihei image
3150 Waiea Pl, Kihei $2,295,000

Tucked behind your own personal gate within the exclusive, gated neighborhood of Wailea Kai, 3150 Waiea Pl is a completely private tropical oasis just across the street f...

  • 3 Beds
  • 3 Baths
  • 410718 MLS
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

30 Waikai St, Kihei image
30 Waikai St, Kihei $2,199,000 ▼

Welcome to Wailea Kai, where privacy, luxury, and effortless island living come together in one of Wailea’s most desirable gated communities. This immaculately maintained...

  • 3 Beds
  • 3 Baths
  • 410693 MLS
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Romvari Realty Ltd

Listing courtesy of Romvari Realty Ltd.

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).

221 E Ikea Kai Pl, Kihei image
221 E Ikea Kai Pl, Kihei $2,600,000

PERCHED HIGH ON THIS ELEVATED LOT. It is rare that a house in Wailea has an asking price less than the county assessed value with remarkably low real property taxes of on...

  • 4 Beds
  • 4 Baths
  • 410606 MLS
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of eXp Realty

Listing courtesy of eXp Realty.

24 Hoolei Cir Unit T-1, Kihei image
24 Hoolei Cir Unit T-1, Kihei — Hoolei $3,850,000

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.

3376 E Lani Ikena Way Unit Lot 209, Kihei image
3376 E Lani Ikena Way Unit Lot 209, Kihei $975,000

An exceptional opportunity to build a custom home on an spacious, premium lot in the private, gated community of Wailea Pualani. Surrounded by beautifully designed custom...

  • 410535 MLS
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Engel & Volkers Maui

Listing courtesy of Engel & Volkers Maui.

112 Manauea St Unit Unit 11, Kihei image
112 Manauea St Unit Unit 11, Kihei $3,025,000

Welcome to Maluaka Mauka, an exclusive gated community of just 53 homesites nestled across 28 acres in the heart of Makena. Ideally located just moments from the sandy sh...

  • 410498 MLS
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Discovery Makena Realty LLC

Listing courtesy of Discovery Makena Realty LLC.

136 Manauea St Unit Unit 9, Kihei image
136 Manauea St Unit Unit 9, Kihei $5,500,000

Welcome to Maluaka Mauka, an exclusive gated community of just 53 homesites nestled across 28 acres in the heart of Makena. Ideally located just moments from the sandy sh...

  • 410497 MLS
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Discovery Makena Realty LLC

Listing courtesy of Discovery Makena Realty LLC.

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.

3146 S Kihei Rd, Kihei image
3146 S Kihei Rd, Kihei $20,500,000

Welcome to the quintessential Maui oceanfront estate, ideally situated on Keawakapu Beach—widely regarded as one of Maui’s most beautiful stretches of sand. This timeless...

  • 3 Beds
  • 4 Baths
  • 410482 MLS
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

22 Halapa Pl, Kihei image
22 Halapa Pl, Kihei $7,800,000

Brand New Construction | Luxurious Estate Living at The Ridge, Wailea Welcome to a sprawling, brand-new estate at The Ridge in Wailea, where every detail has been curated...

  • 3 Beds
  • 4 Baths
  • 410468 MLS
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

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).

34 Maluaka Pl Unit Unit 9, Kihei image
34 Maluaka Pl Unit Unit 9, Kihei $36,900,000

This Maui residence spans 6,517 square feet of refined luxury, featuring five spacious bedrooms and five and a half beautifully appointed bathrooms. Designed with seamles...

  • 5 Beds
  • 6 Baths
  • 410387 MLS
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Discovery Makena Realty LLC

Listing courtesy of Discovery Makena Realty LLC.

162 W Ikea Kai Pl, Kihei image
162 W Ikea Kai Pl, Kihei $3,150,000

Located at the end of a peaceful cul-de-sac and bordering a lush greenbelt, this exceptionally designed 4 bedroom, 2.5 bathroom home in the prestigious Wailea Kialoa comm...

  • 4 Beds
  • 3 Baths
  • 410371 MLS
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

18 Maluaka Pl Unit Unit 1, Kihei image
18 Maluaka Pl Unit Unit 1, Kihei $34,000,000 ▼

Discover a rare chance to create your legacy in Maluaka Estates, an intimate, private gated enclave of only 13 custom estates in the heart of Makena. Just moments from th...

  • 4 Beds
  • 6 Baths
  • 410368 MLS
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Discovery Makena Realty LLC

Listing courtesy of Discovery Makena Realty LLC.

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).

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).

5050 Makena Rd, Kihei image
5050 Makena Rd, Kihei $29,900,000

Perched on one of Makena’s most coveted cliffside locations, this contemporary direct-oceanfront estate is perfectly situated along an intimate cove, offering breathtakin...

  • 5 Beds
  • 6 Baths
  • 407766 MLS
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Discovery Makena Realty LLC

Listing courtesy of Discovery Makena Realty LLC.

5412 Makena Alanui Rd Unit 102/KV-3B, Kihei image
5412 Makena Alanui Rd Unit 102/KV-3B, Kihei — Makena Beach Club & Residences $12,500,000

Brand New Luxury Unit - Welcome to your new home, a spacious ground floor, 4-bedroom, 4.5-bathroom unit spanning 3,625 sq ft, nestled within Makena Beach Club and Residen...

  • 4 Beds
  • 5 Baths
  • 407694 MLS
  • Makena Beach Club & Residences Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Discovery Makena Realty LLC

Listing courtesy of Discovery Makena Realty LLC.

208 Holomoana Way Unit 14B, Kihei image
208 Holomoana Way Unit 14B, Kihei — Makalii At Wailea $3,695,000

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).

139 Waaula Way, Kihei image
139 Waaula Way, Kihei $2,499,000

Welcome to 139 Waaula St, a stunning single-family home in the gated Wailea Kai community, just one block from Keawakapu Beach. Set on a large 10,000-square-foot lot, thi...

  • 3 Beds
  • 3 Baths
  • 410251 MLS
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-Ku

Listing courtesy of Coldwell Banker Island Prop-Ku.

3919 Waakaula Pl, Kihei image
3919 Waakaula Pl, Kihei $3,500,000 ▼

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
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Century 21 Island Homes

Listing courtesy of Century 21 Island Homes.

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).

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.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Engel & Volkers Maui

Listing courtesy of Engel & Volkers Maui.

3236 Pikai Way, Kihei image
3236 Pikai Way, Kihei $2,350,000 ▼

Welcome to 3236 Pikai Way, an exceptional single-level residence nestled within the exclusive gated enclave of Wailea Kai, just across the street from the golden sands of...

  • 4 Beds
  • 3 Baths
  • 410122 MLS
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Kokua Realty LLC

Listing courtesy of Kokua Realty LLC.

39 Hoawaa Way, Kihei image
39 Hoawaa Way, Kihei $3,500,000

Every once in a long while, a home feels less like a property and more like a discovery. Rebuilt from studs in 2019, this better than new single level, no steps Wailea re...

  • 3 Beds
  • 2 Baths
  • 410112 MLS
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Maui Luxury Real Estate LLC

Listing courtesy of Maui Luxury Real Estate LLC.

160 Manalo St, Kihei image
160 Manalo St, Kihei $1,450,000

Can't find what you're looking for? Take advantage of this rare corner lot to build your dream Maui home ! Located near the center of the prestigious Wailea Golf Vistas g...

  • 410084 MLS
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

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.

390 Pualoa Nani Pl, Kihei image
390 Pualoa Nani Pl, Kihei $3,550,000 ▼

Refined Island Living | Wailea Pualani Estates Discover elevated island living in this custom two-story residence within the desirable gated community of Wailea Pualani ...

  • 4 Beds
  • 4 Baths
  • 409908 MLS
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Engel & Volkers Maui

Listing courtesy of Engel & Volkers Maui.

10 Wailea Ekolu Pl Unit 1204, Kihei image
10 Wailea Ekolu Pl Unit 1204, Kihei — Wailea Ekolu $1,199,000

Whether you're seeking a high-performing vacation rental, a lock-and-leave second home, or a comfortable full-time residence, Wailea Ekolu #1204 offers exceptional value ...

  • 1 Beds
  • 2 Baths
  • 409776 MLS
  • Wailea Ekolu Bldg.
  • ACTIVE 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).

Makena Rd, Kihei image
Makena Rd, Kihei $3,500,000

A rare and extraordinary opportunity in coveted Makena awaits. Just steps from world famous Makena Beach (Big Beach). This exceptional vacant lot spans approximately 28,...

  • 409689 MLS
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

78 Kai Malu Dr Unit 202 (14D), Kihei image
78 Kai Malu Dr Unit 202 (14D), Kihei — La'i Loa $2,875,000

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.

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 ▼

$1179.49 HOA fees 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 sh...

  • 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.

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..

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.

3381 E Lani Ikena Way, Kihei image
3381 E Lani Ikena Way, Kihei $1,099,000 ▼

Vacant canvas located in one of Maui's most desirable neighborhoods in Wailea. Large 10,890 square foot lot with plans to build a custom 3100 sq ft family oriented home ...

  • 409305 MLS
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Pacific Shores Realty

Listing courtesy of Pacific Shores Realty.

3386 E Lani Ikena Way, Kihei image
3386 E Lani Ikena Way, Kihei $1,995,000 ▼

Set within the prestigious Wailea Pualani Estates, this 3-bedroom, 2.5-bath residence with an additional office/media room offers refined island living with a seamless in...

  • 3 Beds
  • 3 Baths
  • 409250 MLS
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Compass-W

Listing courtesy of Compass-W.

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.
  • ACTIVE 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 $11,245,000 ▼

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).

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).

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 $4,650,000 ▼

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

Listing courtesy of Hawaii Life (W).

3600 Wailea Alanui Dr Unit 704, Kihei image
3600 Wailea Alanui Dr Unit 704, Kihei — Wailea Elua I A $3,000,000 ▼

Finally, a top-floor unit at Elua Village with a garage. Enjoy the rare combination of a preferred floor plan, ocean view, expansive lanai, and a private garage that is j...

  • 2 Beds
  • 2 Baths
  • 408831 MLS
  • Wailea Elua I A Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Wailea Vacation Rentals

Listing courtesy of Wailea Vacation Rentals.

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.

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