7,208

Wailea, HI Homes

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  • /50

    $1,694,000

    • 2 Beds
    • 2 Baths
    • 1,071 Sq Ft

    10 Wailea Ekolu Place Unit 201, Kihei, HI 96753

    Wailea Ekolu 201 is a ground-floor vacation condominium located in the highly sought-after Wailea community. Featuring a spacious open-concept floor plan and a clean, modern interior, this residence offers a comfortable and refined retreat in one of South Maui’s premier destinations. Enjoy panoramic ocean views from the living room and kitchen—ideal for watching sunsets or spotting whales in

    Agent Photo

    Lydia Pedro

    Hawaii Life (W)

    (808) 374-5360

    10 Wailea Ekolu Place Unit 201, Kihei, HI 96753
  • /25

    $8,500 per month

    • 3 Beds
    • 3.5 Baths
    • 2,602 Sq Ft
    • House for Rent

    203 Heleuma Place, Kihei, HI 96753

    Well designed, safe and quiet home with beautiful private yard and pool. Spacious 3bed room, + tatami room 3.5 bath room and 2 car-garage. Well managed gated community in WAILEA KIALOA. 1Bed room, 1.5 Bath, 3 storage rooms on 1st floor. Living room and Tatami room on the 2nd floor. 2Bed rooms, 2 Bath and 2 Storage rooms on 3rd floor.Please check the link for the application & showing

    Agent Photo

    Hanako Hata

    Starts International HI, Inc.

    (808) 278-9457

    203 Heleuma Place, Kihei, HI 96753
  • /39

    $1,890,000 Sold Jul 23, 2025

    • 1,241 Sq Ft
    • $1523/SF
    • 11 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2018

    67 Wailea Gateway Place Unit 6-203, Kihei, HI 96753

    Welcome to Wailea’s Premier Condominium Retreat. Experience the best of island living in one of Wailea’s most coveted condominium complexes. Keala O Wailea. Privacy. Expansive Ocean views. This highly sought after second story floor plan with a dedicated elevator leading you directly into your island home is ideal. No stairs. No road noise. Nothing but peace and tranquility. This beautifully

    Deborah Vial Island Sotheby's Int'l Rlty(W)

    67 Wailea Gateway Place Unit 6-203, Kihei, HI 96753
    • /31

      Est $748,611 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 4,109,973 Sq Ft

      51 Kihalani St Unit 305, Kihei, HI 96753

      51 Kihalani St Unit 305, Kihei, HI 96753
  • /49

    $3,199,000

    • 5 Beds
    • 3 Baths
    • 3,175 Sq Ft

    153 Hokai Place, Kihei, HI 96753

    For Sale: Exquisite 5-Bedroom Oceanview Retreat in South Maui Welcome to your tropical paradise! This stunning 5-bedroom home offers a harmonious blend of luxury, comfort, and breathtaking Molokini views. Step inside to discover a spacious living area bathed in natural light, perfect for creating lasting memories with family and friends. The heart of the home is the expansive kitchen, featuring

    Agent Photo

    Lydia Pedro

    Hawaii Life (W)

    (808) 518-2850

    153 Hokai Place, Kihei, HI 96753
  • /19

    $6,500 per month

    • 2 Beds
    • 2 Baths
    • 2,000 Sq Ft
    • Townhouse for Rent

    2757 S Kihei Rd, Kihei, HI 96753

    Property Id: 1621168Brand new, elegant, luxury ocean side townhome condo just a few steps from the white sand and turquoise ocean, located in Wailea / South Kihei (Maui). Furnished 2BR 2 BA approx 2000 sft town home condo, with patio and direct ocean views is located in a privately gated luxury estate complex with a beautiful pool and spa, right across the street from magnificent white

    2757 S Kihei Rd, Kihei, HI 96753
  • /47

    $890,000 Sold Jul 23, 2025

    • 1,048 Sq Ft
    • $849/SF
    • 110 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1974

    2619 S Kihei Rd Unit A101, Kihei, HI 96753

    Rare opportunity to own a ground floor unit at this charming, newly remodeled ground floor condo at Haleakala Shores. Only 4 units out of 76 have the convenience of ground floor living, while still enjoying extraordinary ocean views. This spacious 2 bed, 2 bath condo is a perfect blend of comfort and coastal living, with new interior furnishings, and sold completely furnished. The complex

    Darla Phillips Hawaii Life (W)

    2619 S Kihei Rd Unit A101, Kihei, HI 96753
    • /36

      Est $539,804 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 625 Sq Ft

      160 Keonekai Rd Unit 13-101, Kihei, HI 96753

      160 Keonekai Rd Unit 13-101, Kihei, HI 96753
  • /50

    $3,850,000

    • 3 Beds
    • 3 Baths
    • 3,029 Sq Ft

    130 Hokai Place, Kihei, HI 96753

    Welcome to 130 Hokai Pl, a virtually brand-new home in the highly sought-after Kilohana Kai Vistas neighborhood. Sitting on the Kihei/Wailea border, this prime location is just a short distance to the world-famous Keawakapu Beach. This fully furnished 3-bedroom, 2.5-bathroom home has never been lived in full-time, keeping it in pristine condition. Contemporary lines, designer lighting, and 9.5 to

    Agent Photo

    Bradley MacArthur

    Hawaii Life (W)

    (808) 444-5046

    130 Hokai Place, Kihei, HI 96753
  • /36

    $6,500 per month

    • 2 Beds
    • 2 Baths
    • 1,251 Sq Ft
    • Condo for Rent

    2757 S Kihei Rd Unit 202, Kihei, HI 96753

    Leave winter behind and enjoy island living in this spacious, newly built 2-bedroom, 2-bathroom townhome (approx. 1,800 sq ft) in the private, gated Paradise Ridge Estates, across from the white sand beaches of Kamaole and Wailea. Completed in 2024, this modern condo offers unobstructed ocean views, a private patio, and access to a beautiful pool and spa. The interior features high-end

    Diane Bercik Compass-W

    2757 S Kihei Rd Unit 202, Kihei, HI 96753
  • /47

    $2,075,000 Sold Jul 16, 2025

    • 2,800 Sq Ft
    • $741/SF
    • 489 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 1988

    2841 Umalu Place, Kihei, HI 96753

    A must see home in South Kihei right near the border of Wailea. Welcome to your Large private home on a 7,928 square foot lot. This very quiet cul-de-sac is surrounded by updated homes and a newly paved asphalt road. This spectacular property is move in ready with tons of updates throughout the main house and ohana. Once you arrive at the property you are immediately greeted by a beautiful rock

    Brandy Shelby Westminster Realty Inc

    2841 Umalu Place, Kihei, HI 96753
    • /31

      Est $1,142,698 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 280,526 Sq Ft

      25 One Hali Ln Unit 9-203, Kihei, HI 96753

      25 One Hali Ln Unit 9-203, Kihei, HI 96753
  • /49

    $2,395,000

    • 2 Beds
    • 3 Baths
    • 1,559 Sq Ft

    3150 Wailea Alanui Dr Unit 2902, Kihei, HI 96753

    Discover the epitome of island luxury in this beautifully remodeled 2-bedroom, 2.5-bath top-floor unit at Wailea Palms Residences. Every inch of this home has been thoughtfully redesigned, blending modern sophistication with the laid-back charm of Maui. The open floor plan is complemented by tile and wood flooring throughout, while split AC units ensure comfort year-round. Step out onto the

    Agent Photo

    Bradley MacArthur

    Hawaii Life (W)

    (808) 444-4889

    3150 Wailea Alanui Dr Unit 2902, Kihei, HI 96753
  • /13

    $3,600 per month

    • 1 Bed
    • 2 Baths
    • 818 Sq Ft
    • Condo for Rent

    2695 S Kihei Rd Unit Kamaole Sands, Kihei, HI 96753

    Beautifully decorated condo available with designer furnishings or unfinished. Split air conditioning provides comfort in the living area as well as the bedroom. Fully equipped kitchen features include a full refrigerator, oven with glass stovetop, microwave, blender, coffee maker, cookware, tableware, granite countertops, double sink and service island that doubles as a breakfast bar

    2695 S Kihei Rd Unit Kamaole Sands, Kihei, HI 96753
  • /50

    $3,700,000 Sold Jul 15, 2025

    • 1,742 Sq Ft
    • $2124/SF
    • 43 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2024

    36 Kai Malu #202 Dr Unit 5-D, Kihei, HI 96753

    Introducing one of the best values in the Hawaii luxury market: La'i Loa 5-D. This highly coveted 3-bedroom condominium boasts unrivaled craftsmanship, a modern design, and one of the best locations within the heart of the Wailea master-planned community. This brand-new unit has never been lived in and seamlessly integrates indoor with outdoor living, offering sweeping ocean views from its prime,

    Ryan MacLaughlin Island Sotheby's Int'l Rlty(W)

    36 Kai Malu #202 Dr Unit 5-D, Kihei, HI 96753
    • /16

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 321,734 Sq Ft

      47 Wailea Gateway Place Unit 103 (22), Kihei, HI 96753

      47 Wailea Gateway Place Unit 103 (22), Kihei, HI 96753
  • /50

    $2,450,000

    • 3 Beds
    • 4 Baths
    • 2,129 Sq Ft

    3351 W Lani Ikena Way, Kihei, HI 96753

    Wailea Pualani Estates is recognized as a premier subdivision located in Wailea, Maui. The community is known for its luxurious homes and beautiful surroundings, making it a sought-after destination for both residents and visitors. The subdivision is situated near the stunning coastline of Wailea, providing easy access to beaches which offer breathtaking views, resorts, dining, golfing and

    Agent Photo

    Allan Muniz

    Pali Kai Inc

    (808) 825-6625

    3351 W Lani Ikena Way, Kihei, HI 96753
  • /48

    $9,750 per month

    • 6 Beds
    • 5 Baths
    • 4,500 Sq Ft
    • House for Rent

    3360 Kuaua Place, Kihei, HI 96753

    This newly remodeled, fully furnished 6-bedroom, 5-bathroom home in Maui Meadows offers sweeping ocean views, modern amenities, and relaxed island living. Just minutes from the white sand beaches of Kihei and Wailea, the home sits on a private lot with a saltwater pool, spa, and a fenced yard with mature fruit trees. With approx. 4,500 sq ft of interior space, it features cathedral ceilings, an

    Diane Bercik Compass-W

    3360 Kuaua Place, Kihei, HI 96753
  • /36

    $545,000 Sold Jul 14, 2025

    • 750 Sq Ft
    • $727/SF
    • 144 Days On Market
    • 2 Beds
    • 2 Baths

    160 Keonekai Rd Unit 9-202, Kihei, HI 96753

    Beautiful and BRAND NEW completely remodel condo, featuring a 3 Zone Split AC System, new appliances and a contemporary design! This condo can be sold with the ground floor condo below #9-201 that is currently for sale, MLS#404423. This upgraded 2-bedroom, 1.5-bath upstairs condo is nestled in the highly desirable Keonekai Villages complex, just a few blocks from the golden sands of Kamaole Beach

    Kirstin Shipe Whalers Investment Group LLC

    160 Keonekai Rd Unit 9-202, Kihei, HI 96753
    • /22

      Est $751,728 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 4,109,973 Sq Ft

      50 Kihalani St Unit 1404, Kihei, HI 96753

      50 Kihalani St Unit 1404, Kihei, HI 96753
  • /49

    $2,295,000

    • 3 Beds
    • 2 Baths
    • 1,386 Sq Ft

    67 Wailea Gateway Place Unit 6-204, Kihei, HI 96753

    Welcome to paradise at Keala O Wailea Unit #6-204! This luxurious 3 bedroom, 2-bathroom condominium presents pristine living in a breathtaking setting. From the moment you step inside, you're greeted with unparalleled elegance and comfort. Indulge in stunning ocean and mountain views, with the majestic peak of Haleakala visible on clear Maui days. Imagine savoring the spectacle of whale watching

    Agent Photo

    Bradley MacArthur

    Hawaii Life (W)

    (808) 865-0794

    67 Wailea Gateway Place Unit 6-204, Kihei, HI 96753
  • /25

    $3,200 per month

    • 2 Beds
    • 1.5 Baths
    • 750 Sq Ft
    • Condo for Rent

    160 Keonekai Rd, Kihei, HI 96753

    160 Keonekai Rd, Kihei, HI 96753
  • /50

    $3,775,000 Sold Jul 14, 2025

    • 2,732 Sq Ft
    • $1382/SF
    • 170 Days On Market
    • 3 Beds
    • 4 Baths
    • Built 1985

    3933 Wailea Ekolu Place, Kihei, HI 96753

    Lovingly owned and cherished by the Sellers and their family for over 26 years, this home is truly exceptional. Nestled in a serene section of Wailea Golf Estates near the end of a cul-de-sac, it offers a sense of tranquility and privacy. The residence’s prime location within the Golf Estates provides breathtaking nighttime skies, filled with the Milky Way and countless stars, free from light

    Chase Traphagen Coldwell Banker Island Prop-Ku

    3933 Wailea Ekolu Place, Kihei, HI 96753
    • /30

      Est $2,255,470 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 365,904 Sq Ft

      129 Poailani Place Unit 23, Kihei, HI 96753

      129 Poailani Place Unit 23, Kihei, HI 96753
  • /50

    $2,775,300 Open Fri 12PM - 2PM

    • 4 Beds
    • 4 Baths
    • 2,646 Sq Ft

    3091 Mapu Place, Kihei, HI 96753

    Existing VA Loan may be assumable at a very attractive rate! Welcome to 3091 Mapu Place, where comfort meets elegance in the heart of Maui Meadows. This beautifully updated 4-bedroom, 4-bath home offers the perfect blend of style, character, and modern convenience. Step inside and discover a sleek, contemporary kitchen with a gas range, perfect for culinary creations. The freshly painted interior

    Agent Photo

    Christopher Barca

    Compass-W

    (808) 774-3905

    3091 Mapu Place, Kihei, HI 96753
  • /36

    $9,400 per month

    • 3 Beds
    • 4 Baths
    • 3,400 Sq Ft
    • House for Rent

    178 Alaula Place, Kihei, HI 96753

    Beautifully upgraded and meticulously maintained home in the quiet, gated Wailea Kialoa neighborhood. This 3 bedroom, 2 full bath + 2 half bath home is private and comfortable with a pool, 2 outdoor showers, extensive lanai space, garage with room for one car plus driveway space, and breathtaking ocean views. It is being rented fully furnished and available through the end of 2025. Lovely

    Diane Bercik Compass-W

    178 Alaula Place, Kihei, HI 96753
  • /42

    $630,000 Sold Jul 10, 2025

    • 818 Sq Ft
    • $770/SF
    • 6 Days On Market
    • 1 Bed
    • 2 Baths
    • Built 1983

    2695 S Kihei Rd Unit 7308, Kihei, HI 96753

    "LIMITED TIME OFFERING" Opportunity Knocks! All Assessments Paid by Seller! Welcome to Kamaole Sands — one of South Maui’s most desirable resort communities. Ideally located just across the street from Kamaole Beach Park III, and minutes from Wailea’s world-class shopping, dining, and golf. This beautifully upgraded, fully furnished unit is truly turn-key! Features include a remodeled kitchen

    Holly Crouse Maui Realty Connections

    2695 S Kihei Rd Unit 7308, Kihei, HI 96753
    • /40

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,188 Sq Ft

      2695 S Kihei Rd Unit 5-401, Kihei, HI 96753

      2695 S Kihei Rd Unit 5-401, Kihei, HI 96753
  • /50

    $1,349,000

    • 1 Bed
    • 2 Baths
    • 680 Sq Ft

    2936 S Kihei Rd Unit 211, Kihei, HI 96753

    Discover the epitome of luxury at Kihei Surfside 211, an oceanfront, HOTEL-ZONED fee simple condominium complex, one of only four in South Kihei. With short-term rentals allowed, this property offers an excellent investment opportunity and a serene getaway. A Tranquil Oasis, nestled on a sprawling 1.5-acre lot, Kihei Surfside 211 is set back approximately 300 feet from South Kihei Road, ensuring

    Agent Photo

    Michael Mulski

    Pacific Image Properties

    (808) 818-7644

    2936 S Kihei Rd Unit 211, Kihei, HI 96753
  • /43

    $975,000 Sold Jul 09, 2025

    • 1,112 Sq Ft
    • $877/SF
    • 3 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1974

    2737 S Kihei Rd Unit 221, Kihei, HI 96753

    Priced to Sell Fast!? Don’t miss this rare opportunity to own one of the most desirable locations at Hale Kamaole! This spacious, upstairs 2-bedroom + loft condo is tastefully updated and offers ocean views from a prime front-of-complex location—just steps to the beach, close to restaurants, shops, golf, and best of all, it's pet-friendly. Currently in a short-term rental program, this versatile

    Robyn Curletti Compass

    2737 S Kihei Rd Unit 221, Kihei, HI 96753
    • /27

      Est $1,207,480 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 98,838 Sq Ft

      2757 S Kihei Rd Unit 803, Kihei, HI 96753

      2757 S Kihei Rd Unit 803, Kihei, HI 96753
  • /50

    $950,000

    • 1 Bed
    • 2 Baths
    • 818 Sq Ft

    2695 S Kihei Rd Unit 10-103, Kihei, HI 96753

    Kamaole Sands Residence 10-103 is a one-bedroom, two-bathroom ground-floor vacation rental condominium located in one of the most desirable locations in the complex. Residence 10-103 boasts the largest covered lanai Kamaole Sands has to offer. Oriented Northwest, this property takes full advantage of year-round sunsets, sun exposure, and West Maui Mountain views. Residence 10-103 features

    Agent Photo

    Michael Mulski

    Pacific Image Properties

    (808) 865-0580

    2695 S Kihei Rd Unit 10-103, Kihei, HI 96753
  • /48

    $2,500,000 Sold Jul 09, 2025

    • 1,796 Sq Ft
    • $1392/SF
    • 9 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2006

    134 Kainui Loop Unit 66A, Kihei, HI 96753

    Prime location and breathtaking ocean views define this immaculate townhouse in Wailea, Maui's prestigious Kai Malu community. Perched on the highly sought-after top row, this 3-bedroom, 2.5-bath residence features an open-concept layout filled with natural light, offering a seamless flow between the main living area, expansive covered lanai, and lush private yard—perfect for morning coffee,

    Sara Romvari Romvari Realty Ltd

    134 Kainui Loop Unit 66A, Kihei, HI 96753
    • /22

      Not Listed For Sale

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

      2695 S Kihei Rd Unit 5-215, Kihei, HI 96753

      2695 S Kihei Rd Unit 5-215, Kihei, HI 96753
  • /50

    $2,999,000

    • 3 Beds
    • 3 Baths
    • 2,000 Sq Ft

    736 Mililani Place, Kihei, HI 96753

    736 Mililani Place is an exquisite Maui retreat nestled at the end of a quiet cul-de-sac in the sought-after neighborhood of Maui Meadows. This charming residence combines island-style living with modern comforts, offering central A/C and a spacious 3 bed and 2.5 bath multi-level layout that is perfect for both relaxing and entertaining. Upon entering you’ll be welcomed by a wall of glass patio

    Agent Photo

    Steve Landin

    Keller Williams Realty Maui-Ka

    (808) 862-6146

    736 Mililani Place, Kihei, HI 96753
  • /50

    $2,100,000 Sold Jul 01, 2025

    • 1,852 Sq Ft
    • $1134/SF
    • 358 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2007

    360 Kai Malu Place Unit 49B, Kihei, HI 96753

    Looking for one-level living? This is a Honua Model, the greatly sought-after floor plan with the downstairs Primary Bedroom! Live essentially on one level. Enjoy incredible views and amenities at the Hale including an amazing infinity pool, steam room, sauna and gym. Beautifully located on prestigious Kai Malu Place (the street where the developers' units were), this is a very quiet street with

    Kathy Worley Pali Kai Inc

    360 Kai Malu Place Unit 49B, Kihei, HI 96753
    • /50

      Not Listed For Sale

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

      2695 S Kihei Rd Unit 5-207, Kihei, HI 96753

      2695 S Kihei Rd Unit 5-207, Kihei, HI 96753
  • /50

    $3,377,000

    • 5 Beds
    • 6 Baths
    • 3,753 Sq Ft

    440 Mikioi Place, Kihei, HI 96753

    Behind the rock walls surrounding this 1/2 acre lot lies a tropical oasis that is serene & inviting.The main house, which boasts a big ocean view, was fully remodeled between 2019 and 2022, including new roof, plumbing, electric, owned PV, (leased PV on the ohana units, in-ground fiberglass saline pool, a self-sustaining koi pond + a multitude of koi, outdoor kitchen, outdoor shower,new brick

    Agent Photo

    Karin Carlson

    Hawaii Life (W)

    (808) 865-0671

    440 Mikioi Place, Kihei, HI 96753
  • /50

    $3,200,000 Sold Jun 25, 2025

    • 3,693 Sq Ft
    • $867/SF
    • 2 Days On Market
    • 4 Beds
    • 5 Baths
    • Built 2007

    4361 E Waiola Loop, Kihei, HI 96753

    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 located less than a mile from Wailea-Makena world renowned beaches. Enjoy all the amenities of the Wailea Resorts while residing in a private and gated community. Located on a peaceful enclave within the Wailea Golf Vistas

    Paul Ferrall Coldwell Banker Island Prop-Ku

    4361 E Waiola Loop, Kihei, HI 96753
    • /47

      Est $2,822,581 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,741 Sq Ft

      3408 Hookipa Place, Kihei, HI 96753

      3408 Hookipa Place, Kihei, HI 96753

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