7,262

Wailea, HI Homes

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  • /21

    $1,175,000 Pending

    • 1 Bed
    • 2 Baths
    • 680 Sq Ft

    2936 S Kihei Rd Unit 512, Kihei, HI 96753

    INCREDIBLE VIEWS FROM THIS OCEANFRONT CONDO! Floor-to-ceiling windows frame breathtaking views of the Pacific Ocean and West Maui Mountains, while the private lanai provides the perfect spot to enjoy sunrises, sunsets, and seasonal whale watching. This stunning one-bedroom, one-and-a-half-bath condo was fully renovated in 2017 with high-end finishes throughout. The chef’s kitchen features solid

    Heather Zidell Compass-W

    2936 S Kihei Rd Unit 512, Kihei, HI 96753
  • /50

    $6,900,000 Sold Mar 14, 2025

    3898 Waakaula Place, Kihei, HI 96753

    • 3 Beds
    • 3 Baths
    • 3,647 Sq Ft
    • Built 1988

    Last Sold Summary

    • 8% Below List Price
    • $1,892/SF
    • 21 Days On Market

    Current Estimated Value $6,136,380

    Last Listing Agent Robbie Dein Maui Real Estate Advisors LLC

    3898 Waakaula Place, Kihei, HI 96753
    • /6

      Est $1,817,586 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 87,120 Sq Ft

      2960 S Kihei Rd Unit 403, Kihei, HI 96753

      2960 S Kihei Rd Unit 403, Kihei, HI 96753
  • /32

    $2,450,000

    • 4 Beds
    • 3 Baths
    • 2,215 Sq Ft

    614 Kupulau Dr, Kihei, HI 96753

    Up to 3 units total. 3 Bed 2 Bath Main Dwelling + Attached Studio Ohana + 1 Bed 1 Bath Unattached Cottage Ohana with lanais on both buildings. Maui Meadows is renowned for its awe-inspiring ocean views. Prominently situated with a single level on the hillside, you'll discover within this contemporary elegant home, a spacious living-room kitchen area that seamlessly extends to the highlight of the

    Lucas Peterson Bello Realty Inc

    614 Kupulau Dr, Kihei, HI 96753
  • /2

    $1,940,000 Sold Apr 03, 2025

    71 Hoohale St, Kihei, HI 96753

    • 4 Beds
    • 3 Baths
    • 2,102 Sq Ft
    • Built 2003

    Last Sold Summary

    • 3% Below List Price
    • $923/SF
    • 97 Days On Market

    Current Estimated Value $1,887,354

    Last Listing Agent Tara Smith Coldwell Banker Island Prop-Ku

    71 Hoohale St, Kihei, HI 96753
    • /27

      Est $1,853,760 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 87,120 Sq Ft

      2960 S Kihei Rd Unit 303, Kihei, HI 96753

      2960 S Kihei Rd Unit 303, Kihei, HI 96753
  • /25

    $650,000

    • 1 Bed
    • 1 Bath
    • 778 Sq Ft

    2737 S Kihei Rd Unit 1-106, Kihei, HI 96753

    Discover refined coastal living from this elegantly appointed 1-bedroom, 1-bath condominium showcasing ocean and year-round sunset views as well as mountain views for Haleakala sunrises. The best of both worlds!! Perfectly positioned adjacent to the pristine white sands of Kamaole III Beach Park, this residence offers an effortless connection to one of South Maui’s most treasured shorelines. The

    David Richardson Hawaii Life (W)

    2737 S Kihei Rd Unit 1-106, Kihei, HI 96753
  • /34

    $1,415,000 Sold Jan 13, 2026

    262 Hapakolu Place, Kihei, HI 96753

    • 3 Beds
    • 2 Baths
    • 1,679 Sq Ft
    • Built 1988

    Last Sold Summary

    • 9% Below List Price
    • $843/SF
    • 35 Days On Market

    Last Listing Agent Liza Rivera Keller Williams Realty Maui-Ki

    262 Hapakolu Place, Kihei, HI 96753
    • /37

      Est $1,837,714 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 767 Sq Ft

      2960 S Kihei Rd Unit 202, Kihei, HI 96753

      2960 S Kihei Rd Unit 202, Kihei, HI 96753
  • /46

    $3,200,000

    • 2 Beds
    • 2 Baths
    • 1,536 Sq Ft

    3600 Wailea Alanui Dr Unit 2109, Kihei, HI 96753

    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 luxurious and amenity-rich resort community. Wailea Elua is ideally located for fun in the sun. VIP front row seats await you at the Wailea Elua beachfront pool deck with direct access to the Wailea Oceanfront Beach Path, a

    Geoffrey Cook Century 21 Island Homes

    3600 Wailea Alanui Dr Unit 2109, Kihei, HI 96753
  • /36

    $1,745,000 Sold Feb 24, 2026

    161 Wailea Ike Place Unit D201, Kihei, HI 96753

    • 2 Beds
    • 2 Baths
    • 1,616 Sq Ft
    • Built 2007

    Last Sold Summary

    • 3% Below List Price
    • $1,080/SF
    • 37 Days On Market

    Last Listing Agent Josh Jerman Hawaii Life (W)

    161 Wailea Ike Place Unit D201, Kihei, HI 96753
    • /33

      Est $686,519 Not Listed For Sale

      • 1 Bed
      • 2 Baths
      • 653,400 Sq Ft

      2695 S Kihei Rd Unit 310B4, Kihei, HI 96753

      2695 S Kihei Rd Unit 310B4, Kihei, HI 96753
  • /47

    $920,000

    • Land
    • 0.28 Acre
    • $3,317,766 per Acre

    3376 E Lani Ikena Way, Kihei, HI 96753

    Welcome to a rare opportunity to build in one of South Maui’s most sought-after gated communities. This expansive, over quarter-acre flat lot offers the ideal canvas to design a custom island home tailored to your vision — whether that’s a sleek modern retreat or a timeless luxury estate. Enjoy gentle ocean views from the ground level, with the potential for sweeping, panoramic ocean vistas from

    Stephanie Dutcher Coldwell Banker Island Prop-Ku

    3376 E Lani Ikena Way, Kihei, HI 96753
  • /8

    $1,025,000 Sold Jan 28, 2026

    22 Waikai St, Kihei, HI 96753

    • Land
    • 0.19 Acre
    • $5,395,021 per Acre

    Last Sold Summary

    • 6% Below List Price
    • 10 Days On Market

    Last Listing Agent David McAlear Coldwell Banker Island Prop-Ku

    22 Waikai St, Kihei, HI 96753
    • /30

      Est $728,365 Not Listed For Sale

      • 1 Bed
      • 2 Baths
      • 653,400 Sq Ft

      2695 S Kihei Rd Unit 110B4, Kihei, HI 96753

      2695 S Kihei Rd Unit 110B4, Kihei, HI 96753
  • /32

    $24,500,000

    • 5 Beds
    • 6 Baths
    • 7,244 Sq Ft

    3254 S Kihei Rd, Kihei, HI 96753

    Experience the pinnacle of oceanfront luxury in this stunning, 5 bedroom, 5 bath, plus 2 half bath, 7,244 sq. ft. home estate. This over a half-acre property is located within the ideal stretch of Keawakapu Beach, offering unparalleled access to Maui’s most coveted shoreline. This architectural triumph blends contemporary elegance and convenience with the island’s natural beauty, creating a

    David Richardson Hawaii Life (W)

    3254 S Kihei Rd, Kihei, HI 96753
  • /48

    $1,300,000 Sold Dec 23, 2025

    2757 S Kihei Rd Unit 104, Kihei, HI 96753

    • 2 Beds
    • 2 Baths
    • 1,251 Sq Ft
    • Built 2023

    Last Sold Summary

    • 19% Below List Price
    • $1,039/SF
    • 136 Days On Market

    Last Listing Agent Geoffrey Cook Century 21 Island Homes

    2757 S Kihei Rd Unit 104, Kihei, HI 96753
    • /30

      Est $3,658,222 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 3,913 Sq Ft

      356 Kualono Place, Kihei, HI 96753

      356 Kualono Place, Kihei, HI 96753
  • /50

    $8,980,000

    • 5 Beds
    • 6 Baths
    • 4,821 Sq Ft

    4000 Wailea Alanui Dr Unit 802/804, Kihei, HI 96753

    WHERE LUXURY MEETS ALOHA – The ONLY 5-bedroom 6-full bath Wailea condo residence AND the best $psf Value by far! One of One - a multi-generational family residential condo in paradise to entertain family and friends. The unrivaled 2nd row location overlooks the unobstructed stunning and panoramic ocean, sunrise and sunset views. A thoughtful and tasteful combination of two elegant units creating

    Dennis Rush Compass-W

    4000 Wailea Alanui Dr Unit 802/804, Kihei, HI 96753
  • /34

    $1,295,000 Sold Sep 26, 2025

    676 Mililani Place Unit B, Kihei, HI 96753

    • 2 Beds
    • 2 Baths
    • 920 Sq Ft
    • Built 1975

    Last Sold Summary

    • 12% Below List Price
    • $1,408/SF
    • 67 Days On Market

    Current Estimated Value $2,145,610

    Last Listing Agent Dennis Carhart Coldwell Banker Island Prop(S)

    676 Mililani Place Unit B, Kihei, HI 96753
    • /13

      Est $708,967 Not Listed For Sale

      389 Kualono Place, Kihei, HI 96753

      389 Kualono Place, Kihei, HI 96753
  • /47

    $1,125,000

    • 1 Bed
    • 2 Baths
    • 680 Sq Ft

    2936 S Kihei Rd Unit 613, Kihei, HI 96753

    OCEANFRONT TOP FLOOR | SWEEPING OCEAN VIEWS| HOTEL-ZONED CONDO ON MAUI! Wake up to the soothing sound of the waves and watch whales breach from your private lanai during the winter season. This top-floor residence at Kihei Surfside #613 features floor-to-ceiling glass showcasing expansive coastline views that will take your breath away. Unit 613 is offered turnkey, featuring a fully equipped

    Jeannie Kong-Evarts Maui Real Estate Advisors LLC

    2936 S Kihei Rd Unit 613, Kihei, HI 96753
  • /43

    $450,000 Sold Mar 03, 2025

    2747 S Kihei Rd Unit A202, Kihei, HI 96753

    • 1 Bed
    • 1 Bath
    • 597 Sq Ft
    • Built 1992

    Last Sold Summary

    • 14% Below List Price
    • $754/SF
    • 43 Days On Market

    Current Estimated Value $436,809

    Last Listing Agent Melissa Montgomery Coldwell Banker Island Prop(S)

    2747 S Kihei Rd Unit A202, Kihei, HI 96753
    • /49

      Est $2,835,257 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,633 Sq Ft

      3160 S Noho Loihi Way, Kihei, HI 96753

      3160 S Noho Loihi Way, Kihei, HI 96753
  • /37

    $695,000

    • 1 Bed
    • 1 Bath
    • 778 Sq Ft

    2737 S Kihei Rd Unit 225, Kihei, HI 96753

    Located across from one of Maui’s most beloved beaches, Hale Kamaole 225 puts you in the rhythm of true island living. At this quiet second-floor retreat, the ocean is your neighbor, the air is scented with plumeria, and each day ends with a famous golden Maui sunset. Here, the beach isn’t just a getaway, it’s your way of life. Located just moments from Kamaole Beach Park III, famous for its

    Robbie Dein Maui Real Estate Advisors LLC

    2737 S Kihei Rd Unit 225, Kihei, HI 96753
  • /38

    $692,500 Sold Mar 19, 2025

    2695 S Kihei Rd Unit 4-206, Kihei, HI 96753

    • 1 Bed
    • 2 Baths
    • 818 Sq Ft
    • Built 1983

    Last Sold Summary

    • 3% Below List Price
    • $847/SF
    • 122 Days On Market

    Last Listing Agent Truman Taoka Island Sotheby's Int'l Rlty(W)

    2695 S Kihei Rd Unit 4-206, Kihei, HI 96753
    • /35

      Est $2,649,787 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 2,686 Sq Ft

      324 Pualoa Nani Place, Kihei, HI 96753

      324 Pualoa Nani Place, Kihei, HI 96753
  • /41

    $999,000

    • 2 Beds
    • 2 Baths
    • 1,052 Sq Ft

    2777 S Kihei Rd Unit 202, Kihei, HI 96753

    Located on Maui's sunny southern coast next to the Wailea resort area, this 2-bedroom/2 bathroom condo is steps away from renown Kamaole III and Keawekapu Beaches for snorkeling, stand-up paddleboarding, walks in the fine pink sand, or simply splashing in the waves. Sunset viewing on the Kamaole III hillside is a daily event. During the whale watching season, boats leave daily from the dock

    Lesa Edwards LT Hawaiian Properties LLC

    2777 S Kihei Rd Unit 202, Kihei, HI 96753
  • /23

    $725,000 Sold Jun 03, 2025

    721 Mililani Place Unit A, Kihei, HI 96753

    • Land
    • 0.5 Acre
    • $1,450,000 per Acre

    Last Sold Summary

    • 9% Below List Price
    • 52 Days On Market

    Last Listing Agent Patrick Franta Coldwell Banker Island Prop(S)

    721 Mililani Place Unit A, Kihei, HI 96753
    • /50

      Est $3,239,576 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,488 Sq Ft

      332 Pualoa Nani Place, Kihei, HI 96753

      332 Pualoa Nani Place, Kihei, HI 96753
  • /7

    $820,000

    • Land
    • 0.26 Acre
    • $3,141,811 per Acre

    3435 Hookipa Place Unit A, Kihei, HI 96753

    Amazing ocean views and a ready-to-build setup highlight this Unit A CPR vacant land in Maui Meadows. (Units B and C also available MLS#406769). With an allocation for a 720 sq ft cottage on approximately 11,369 sq ft of land, this property offers an excellent opportunity to create a custom home in one of South Maui’s most desirable hillside neighborhoods. A shared county water meter and an

    Roni Panzarini Equity One Real Estate Inc (M)

    3435 Hookipa Place Unit A, Kihei, HI 96753
  • /23

    $1,380,000 Sold Apr 21, 2025

    432 Kupulau Dr, Kihei, HI 96753

    • 3 Beds
    • 2 Baths
    • 1,087 Sq Ft
    • Built 1974

    Last Sold Summary

    • 8% Below List Price
    • $1,270/SF
    • 7 Days On Market

    Current Estimated Value $1,351,734

    Last Listing Agent Radyn Deguzman-Gamit Ihu Properties LLC

    432 Kupulau Dr, Kihei, HI 96753
    • /50

      Est $3,499,505 Not Listed For Sale

      • 3 Beds
      • 4 Baths
      • 2,213 Sq Ft

      340 Pualoa Nani Place, Kihei, HI 96753

      340 Pualoa Nani Place, Kihei, HI 96753
  • /15

    $2,400,000

    • 3 Beds
    • 3 Baths
    • 2,484 Sq Ft

    3300 Keha Dr, Kihei, HI 96753

    Amazing ocean and West Maui Mountain views from this three bedroom, three bath pole house in Maui Meadows on a flag lot. Enjoy the pool and spa together with the spectacular views.

    Joan Ham Capitol Properties

    3300 Keha Dr, Kihei, HI 96753
  • /38

    $1,250,000 Sold Jan 09, 2026

    3150 Wailea Alanui Dr Unit 3007, Kihei, HI 96753

    • 1 Bed
    • 2 Baths
    • 1,022 Sq Ft
    • Built 1992

    Last Sold Summary

    • 10% Below List Price
    • $1,223/SF
    • 65 Days On Market

    Last Listing Agent Evan Harlow Coldwell Banker Island Prop-KP

    3150 Wailea Alanui Dr Unit 3007, Kihei, HI 96753
    • /33

      Est $2,804,391 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 2,812 Sq Ft

      390 Pualoa Nani Place, Kihei, HI 96753

      390 Pualoa Nani Place, Kihei, HI 96753
  • /24

    $649,900

    • 1 Bed
    • 2 Baths
    • 818 Sq Ft

    2695 S Kihei Rd Unit 4-309, Kihei, HI 96753

    Unit 4-309 is an ocean-view retreat perfectly positioned in one of South Maui’s most successful vacation rental resorts. This fully remodeled 1BR/2BA unit features a modern aesthetic including rigid core floors and a spacious 818 sq. ft. floor plan designed for maximum rental occupancy. Located just steps from the pool and the golden sands of Kamaole Beach Park III, this unit boasts a robust,

    Joshua McKim Luxe Maui Properties LLC

    2695 S Kihei Rd Unit 4-309, Kihei, HI 96753
  • /48

    $2,570,000 Sold Jun 12, 2025

    172 Holomoana Way Unit 11B, Wailea-Makena, HI 96753

    • 2 Beds
    • 2 Baths
    • 1,574 Sq Ft
    • Built 2021

    Last Sold Summary

    • 10% Below List Price
    • $1,633/SF
    • 110 Days On Market

    Current Estimated Value $2,779,530

    Last Listing Agent Napua Banks Island Sotheby's Int'l Rlty(W)

    172 Holomoana Way Unit 11B, Wailea-Makena, HI 96753
    • /48

      Est $2,767,254 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,804 Sq Ft

      321 Pualoa Nani Place, Kihei, HI 96753

      321 Pualoa Nani Place, Kihei, HI 96753
  • /30

    $2,350,000 Pending

    • 4 Beds
    • 3 Baths
    • 2,996 Sq Ft

    3138 N Noho Loihi Way, Kihei, HI 96753

    Step into the ultimate Maui luxury lifestyle with this newly remodeled, furnished residence in the exclusive gated community of Wailea Pualani Estates. Perfectly positioned minutes from Wailea’s world-renowned beaches, luxury resorts, golf, tennis, and The Shops at Wailea, this home offers a rare opportunity to own in one of Maui’s most coveted neighborhoods. At over 200 feet above sea level,

    Riette Jenkins Coldwell Banker Island Prop(S)

    3138 N Noho Loihi Way, Kihei, HI 96753

Showing Results 401 - 440, Page 11 of 18

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