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Wailea Single-Family Homes

Wailea single-family homes deliver the ultimate South Maui luxury experience, blending private ocean-view estates with instant access to championship golf, fine dining, and pristine beaches. Start your Maui search today to view premier Maui homes for sale across Wailea’s most exclusive neighborhoods.

As The Maui Property Team at Compass, ranked #1 in Sales Volume & Sides in Kihei and in the Top 1.5% nationwide, we offer unmatched local insight. Whether buying, exploring Kihei condos for sale, or requesting a Maui home value estimate, we deliver exceptional results.

Wailea Real Estate Market Insights

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

160 Heleuma Pl, Kihei image
160 Heleuma Pl, Kihei $4,500,000

LUXURY WITHOUT LIMITS . . . . The Wailea Resort . . . . First time ever on the market . . . . Original owner . . . . Built with love . . . . A kitchen designed to impress...

  • 3 Beds
  • 3 Baths
  • 410894 MLS
  • PENDING Status
  • Fee Simple Tenure
Courtesy of Compass-W

Listing courtesy of Compass-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.

85 Hale Alii Pl, Kihei image
85 Hale Alii Pl, Kihei $2,850,000

Set within Wailea Fairway Estates, Wailea’s first gated residential community, 85 Hale Alii offers 3,204 square feet of refined island living on a 0.3 acre lot with ocean...

  • 4 Beds
  • 4 Baths
  • 410641 MLS
  • PENDING Status
  • Fee Simple Tenure
Courtesy of Island Sotheby's International Realty(W)

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

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).

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.

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.

390 Pualoa Nani Pl, Kihei image
390 Pualoa Nani Pl, Kihei $3,785,000 ▼

Nestled within the prestigious Wailea Pualani community, 390 Pualoa Nani Place offers the essence of luxury island living with privacy, elegance, and the relaxed sophisti...

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

Listing courtesy of Engel & Volkers Maui.

347 Kualono Pl, Kihei image
347 Kualono Pl, Kihei $3,500,000

Experience Wailea Luxury living in this beautifully updated Wailea Pualani Estates residence at 347 Kualono Pl. This private residence is located in a gated community wit...

  • 4 Beds
  • 4 Baths
  • 409326 MLS
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

3943 Wailea Ekolu Pl, Kihei image
3943 Wailea Ekolu Pl, Kihei $4,495,000 ▼

3943 Wailea Ekolu is one of Wailea Golf Estates' most distinctive ocean-view Residences, offering Panoramic Ocean, Outer-Island & Mountain Views, Estate-Scale Living, Tim...

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

Listing courtesy of Maui Real Estate Advisors LLC.

3977 Wailea Ekolu Pl, Kihei image
3977 Wailea Ekolu Pl, Kihei $6,950,000 ▼

This exclusive opportunity is uniquely situated on a lot like no other, overlooking the 11th green of the Wailea Blue Course and positioned near the Four Seasons and Hote...

  • 4 Beds
  • 6 Baths
  • 408558 MLS
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

3142 Waiea Pl, Kihei image
3142 Waiea Pl, Kihei $2,500,000 ▼

Wailea Kai is one of the closest communities to the beach! 3 BR 2.5 BA with a pool and easy walking distance to Keawakapu Beach. This recently updated home offers a uniqu...

  • 3 Beds
  • 3 Baths
  • 408470 MLS
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-Ku

Listing courtesy of Coldwell Banker Island Prop-Ku.

3133 Kikihi St Unit Lot 414, Kihei image
3133 Kikihi St Unit Lot 414, Kihei $2,565,000

This beautiful Gem in the desirable Wailea Kialoa neighborhood is aptly named "Hale Maluhia Ke Ola", which is Hawaiian for "House of Peace and Safety". Step inside this s...

  • 3 Beds
  • 2 Baths
  • 408379 MLS
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

199 E Ikea Moku Pl, Kihei image
199 E Ikea Moku Pl, Kihei $2,495,000 ▼

INCREDIBLE OPPORTUNITY for the right Buyer! Welcome to 199 E. Ikea Moku Place, a refined Wailea residence offering the PERFECT BLEND OF PRIVACY, COMFORT AND WORLD CLASS ...

  • 4 Beds
  • 3 Baths
  • 408378 MLS
  • PENDING Status
  • Fee Simple Tenure
Courtesy of Maui Real Estate Advisors LLC

Listing courtesy of Maui Real Estate Advisors LLC.

8 Manu Ihu Pl, Kihei image
8 Manu Ihu Pl, Kihei $2,780,000

Exquisitely renovated Wailea Kai home in one of the closest lots to world-famous Keawakapu Beach! This unique residence fully embraces its Spanish-inspired design, seamle...

  • 4 Beds
  • 4 Baths
  • 408345 MLS
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Compass-W

Listing courtesy of Compass-W.

384 Pualoa Nani Pl, Kihei image
384 Pualoa Nani Pl, Kihei $2,450,000

Within the gated community of Wailea Pualani, 384 Pualoa Nani Place is a design forward residence that blends privacy, craftsmanship, and modern comfort in a truly specia...

  • 3 Beds
  • 2 Baths
  • 408283 MLS
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Island Sotheby's International Realty(W)

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

184 Lolowaa Pl, Kihei image
184 Lolowaa Pl, Kihei $9,495,000 ▼

NEXT LEVEL LUXURY . . . The Crown Jewel of Wailea Golf Estates II . . . Never Occupied - Wailea’s larger .54 Acre landscaped homesite - 23,461 sf level land - 4891sf unde...

  • 4 Beds
  • 5 Baths
  • 408267 MLS
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Compass-W

Listing courtesy of Compass-W.

3179 S Noho Loihi Way, Kihei image
3179 S Noho Loihi Way, Kihei $3,130,500

Perfection is in the details, and luxury is in the lifestyle. Located on the sun drenched shores of Wailea Maui, with an average of 82 degrees and shimmering turquoise wa...

  • 4 Beds
  • 4 Baths
  • 408040 MLS
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Keller Williams Realty Maui-Ki

Listing courtesy of Keller Williams Realty Maui-Ki.

198 Heleuma Pl, Kihei image
198 Heleuma Pl, Kihei $3,870,000

Capturing breathtaking sunsets over the Pacific and tranquil views of Haleakala and the surrounding mountains, this exceptional Wailea Kialoa residence embodies the essen...

  • 5 Beds
  • 4 Baths
  • 408027 MLS
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Sunny Maui Vacations

Listing courtesy of Sunny Maui Vacations.

175 W Ikea Moku Pl, Kihei image
175 W Ikea Moku Pl, Kihei $3,550,000

Perched quietly above a cul de sac in Wailea’s esteemed Kialoa community, 175 W Ikea Moku feels less like a residence and more like a private sanctuary. The home opens to...

  • 2 Beds
  • 2 Baths
  • 407756 MLS
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Island Sotheby's Int'l Rlty(W)

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

371 Pualoa Nani Pl Unit Lot 24, Kihei image
371 Pualoa Nani Pl Unit Lot 24, Kihei $2,795,000

Peaceful, Luxury Oasis in Wailea Pualani! Beautifully remodeled 3BR/3BA home offers comfortable elegance and refined island living. Completely renovated in 2020 with new ...

  • 3 Beds
  • 3 Baths
  • 407577 MLS
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

206 Heleuma Pl, Kihei image
206 Heleuma Pl, Kihei $3,300,000

Ideally positioned near the top of an exclusive cul-de-sac in one of Wailea’s most desirable gated communities, 206 Heleuma Place captures the essence of refined Hawaiian...

  • 3 Beds
  • 3 Baths
  • 407476 MLS
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Island Sotheby's International Realty(W)

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

124 Waaula Pl, Kihei image
124 Waaula Pl, Kihei $2,375,000

Discover the pinnacle of modern island living at 124 Waaula Pl, a completely reimagined 3-bedroom, 3.5-bath residence with a den and separate living area, ideally situate...

  • 3 Beds
  • 4 Baths
  • 407403 MLS
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

3351 W Lani Ikena Way, Kihei image
3351 W Lani Ikena Way, Kihei $1,999,999

Just moments from the golden beaches and turquoise waters of Wailea, 3351 W Lani Ikena Way offers a serene retreat in the coveted Wailea Pualani Estates. Tucked away at t...

  • 3 Beds
  • 4 Baths
  • 407365 MLS
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Keller Williams Realty Maui-Ki

Listing courtesy of Keller Williams Realty Maui-Ki.

95 Poailani Pl Unit Unit 19, Kihei image
95 Poailani Pl Unit Unit 19, Kihei $1,895,000

Ocean View Luxury Living at Kanani Wailea - Unit 19 also listed under Condominium MLS# 407264. Located in Kanani Wailea, South Maui's premier gated condominium community ...

  • 3 Beds
  • 3 Baths
  • 407265 MLS
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

210 E Panana Pl, Kihei image
210 E Panana Pl, Kihei $2,900,000

Located in the desirable gated community of Wailea Kialoa, this 4-bedroom, 3-bathroom home offers convenient access to everything you could want. It's just a short stroll...

  • 4 Beds
  • 3 Baths
  • 407000 MLS
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

179 Lolowaa Pl Unit 2, Kihei image
179 Lolowaa Pl Unit 2, Kihei $4,150,000

What if you could own a BRAND NEW - MOVE IN READY, single level home in Wailea where luxury meets livability? Welcome home to 179 Lolowaa, a 3 bed, 3.5 bath retreat in Wa...

  • 3 Beds
  • 4 Baths
  • 406747 MLS
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

4281 Wailina Pl, Kihei image
4281 Wailina Pl, Kihei $4,000,000

Elegant, sophisticated, exquisitely furnished, contemporary home located in quiet cul-de-sac in Wailea Golf Vistas. Great privacy afforded by ravine between Golf Estates ...

  • 3 Beds
  • 4 Baths
  • 406745 MLS
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Pali Kai Inc

Listing courtesy of Pali Kai Inc.

3138 N Noho Loihi Way, Kihei image
3138 N Noho Loihi Way, Kihei $2,350,000

Step into the ultimate Maui luxury lifestyle with this newly remodeled, furnished residence in the exclusive gated community of Wailea Pualani Estates. Perfectly position...

  • 4 Beds
  • 3 Baths
  • 406546 MLS
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

70 Pukolu Way, Kihei image
70 Pukolu Way, Kihei $2,795,000

Nestled within the highly sought-after gated community of Wailea Kai, this beautifully appointed 3-bedroom, 3-bath residence with an additional den/office offers the esse...

  • 3 Beds
  • 3 Baths
  • 406009 MLS
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

194 E Panana Pl, Kihei image
194 E Panana Pl, Kihei $3,240,400

An extraordinary modern sanctuary awaits within Wailea Kialoa's exclusive gated enclave, where elevated corner positioning captures panoramic Pacific vistas and endless i...

  • 3 Beds
  • 3 Baths
  • 405892 MLS
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

4361 E Waiola Loop, Kihei image
4361 E Waiola Loop, Kihei $3,200,000

E komo mai to paradise in Wailea Golf Vistas! This 4-bedroom and 5-bath luxury home boasts Haleakala, golf course, and peak-a-boo ocean views. Wailea Golf Vistas is locat...

  • 4 Beds
  • 5 Baths
  • 405716 MLS
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-Ku

Listing courtesy of Coldwell Banker Island Prop-Ku.

3885 Wailea Ekolu Pl, Kihei image
3885 Wailea Ekolu Pl, Kihei $6,485,000

Elegance flourishes in this lushly landscaped 4,588 sq. ft. 4 bedroom, 3.5 bath, (office currently used as 4th bedroom) residence, gracefully positioned near the pinnacle...

  • 4 Beds
  • 4 Baths
  • 404575 MLS
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Maui Real Estate Advisors LLC

Listing courtesy of Maui Real Estate Advisors LLC.

3898 Waakaula Pl, Kihei image
3898 Waakaula Pl, Kihei $6,900,000

Discover a rare opportunity to own a front-row residence in the prestigious Wailea Golf Estates, where panoramic ocean views & timeless elegance converge. Recently reimag...

  • 3 Beds
  • 3 Baths
  • 404557 MLS
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Maui Real Estate Advisors LLC

Listing courtesy of Maui Real Estate Advisors LLC.

4351 Wailina St, Kihei image
4351 Wailina St, Kihei $3,100,000

Enter this elegant Wailea Golf Vistas home through the bespoke etched glass door in to a 2 story atrium featuring a baby grand piano and a dramatic spiral staircase. The ...

  • 3 Beds
  • 4 Baths
  • 404225 MLS
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of The Maui Real Estate Team Inc

Listing courtesy of The Maui Real Estate Team Inc.

195 E Ikea Kai Pl, Kihei image
195 E Ikea Kai Pl, Kihei $4,000,000

This private, lushly landscaped, elegantly furnished, Shangri La is located in a quiet cul-de-sac near the top of Wailea Kialoa, a most coveted gated Wailea community, an...

  • 4 Beds
  • 5 Baths
  • 403800 MLS
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Maui Real Estate Advisors LLC

Listing courtesy of Maui Real Estate Advisors LLC.

87 Poailani Pl Unit 17, Kihei image
87 Poailani Pl Unit 17, Kihei $1,750,000

Also listed as condominium MLS #403585. Welcome to Kanani Wailea, where luxury meets comfort in this stunning 3-bedroom, 2.5-bathroom ocean view single family residential...

  • 3 Beds
  • 3 Baths
  • 403587 MLS
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

332 Pualoa Nani Pl, Kihei image
332 Pualoa Nani Pl, Kihei $3,700,000

Attention to detail! This meticulously maintained “better-than-new” 4 bed/3bath Wailea Pualani home is your Maui hideaway paradise. Quality updates/upgrades 2018-2024. Gl...

  • 4 Beds
  • 3 Baths
  • 402462 MLS
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

15 Malukai Ln Unit 3, Kihei image
15 Malukai Ln Unit 3, Kihei $13,700,000

Maluhia Wailea Masterpiece! The ONLY residential beachfront enclave in the Wailea Resort! When passing through the double gated entry, all your senses will come alive as ...

  • 4 Beds
  • 6 Baths
  • 400876 MLS
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Compass

Listing courtesy of Compass.

137 Manalo St, Kihei image
137 Manalo St, Kihei $5,000,000

Discover the pinnacle of island luxury in this single-level masterpiece nestled in Wailea Golf Vistas. With its elegant design and meticulous craftsmanship, this home off...

  • 3 Beds
  • 2 Baths
  • 400123 MLS
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

4342 W Waiola St, Kihei image
4342 W Waiola St, Kihei $5,000,000

Welcome to 4342 W Waiola St, an exquisite 4-bedroom, 4.5-bathroom residence nestled within the prestigious gated community of Wailea Golf Vistas. With captivating ocean v...

  • 4 Beds
  • 5 Baths
  • 399986 MLS
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

179 Lolowaa Pl Unit 2, Kihei image
179 Lolowaa Pl Unit 2, Kihei $4,695,000

This 3-bedroom, 3.5-bathroom home features an open and airy floor plan of approximately ~3,103 square feet of interior space sitting on a ~13,386SF elevated ocean view lo...

  • 3 Beds
  • 4 Baths
  • 396223 MLS
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Polaris Pacific

Listing courtesy of Polaris Pacific.

340 Pualoa Nani Pl, Kihei image
340 Pualoa Nani Pl, Kihei $3,765,000

Live the Life you’ve earned in this amazing Wailea dream home with incredible ocean and outer island views. This executive residence was beautifully updated throughout in...

  • 3 Beds
  • 4 Baths
  • 400102 MLS
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

3138 N Noho Loihi Way, Kihei image
3138 N Noho Loihi Way, Kihei $2,400,000

Exquisite Wailea Ocean View home offers the best of Hawaiian style living. Constructed by Tae Murphy, the well-known and respected Wailea/Makena contractor, this home of...

  • 4 Beds
  • 3 Baths
  • 399415 MLS
  • CLOSED Status
  • Fee Simple Tenure
Courtesy of Maui Luxury Real Estate LLC

Listing courtesy of Maui Luxury Real Estate LLC.

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