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Price Reduced Homes for Sale in Wailea, HI

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  • /36

    $560,000

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,035 Sq Ft

    2747 S Kihei Rd Unit E308, Kihei, HI 96753

    Located across the street from one of Maui's best beaches, welcome to Kihei Shores E308, the most affordable 3 bedroom condo on Maui! A clean top-floor, 3-bedroom, 2-bath condo in the desirable South Maui area. This residential condo features a new AC, upgraded bathroom vanities, sleek laminate wood flooring, built-in closet organizers, stripped popcorn ceilings, recent paint work and lighted

    Agent Photo

    Jyoti Graziano

    eXp Realty

    2747 S Kihei Rd Unit E308, Kihei, HI 96753
  • /50

    $690,000

    $60K PRICE DROP
    • 1 Bed
    • 2 Baths
    • 818 Sq Ft

    2695 S Kihei Rd Unit 9-209, Kihei, HI 96753

    Kamaole Sands 9-209 is a fully furnished vacation rental condominium boasting Pacific Ocean views, tasteful renovations, and a generous-sized covered outdoor deck. This residence is oriented Southwest taking advantage of year-round sunsets, excellent cross-breeze, and protection from the afternoon sun. Close proximity of ocean within the development on the 2nd floor of Building 9. Kamaole Sands

    Agent Photo

    Michael Mulski

    Pacific Image Properties

    2695 S Kihei Rd Unit 9-209, Kihei, HI 96753
  • /50

    $12,995,000

    $2M PRICE DROP
    • 4 Beds
    • 6 Baths
    • 4,273 Sq Ft

    4000 Wailea Alanui Dr Unit 1202/1204, Kihei, HI 96753

    A 'WORK OF ART’. A 'LEGACY PROPERTY'. An ‘Equity Location’. A luxurious marriage of two Wailea Point oceanfront units at Maui's finest Condominium Project! When a lifelong collector with her heart in The Arts collaborates with a world-class interior designer, & engages Maui's most accomplished condominium contractor, the result is this ENVIRONMENT PAR-EXCELLENCE! Upon entering, it's like being on

    Robbie Dein Maui Real Estate Advisors LLC

    4000 Wailea Alanui Dr Unit 1202/1204, Kihei, HI 96753
  • /50

    $2,775,000

    $100K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,374 Sq Ft

    60 Kai Malu Dr Unit 201 (11C), Kihei, HI 96753

    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 amazing Ocean and Outer Island views with incredible sunsets and the indescribable joy of great whale watching from your new home. La’i Loa 11C features an open floor plan that sits wide to the view for maximum enjoyment throughout

    Dale Richardson Hawaii Life (W)

    60 Kai Malu Dr Unit 201 (11C), Kihei, HI 96753
  • /36

    $1,445,000

    $100K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,772 Sq Ft

    221 Mahie Place, Kihei, HI 96753

    Located along a quiet cul-de-sac at the edge of Wailea, this two-home property is a blend of resort proximity and easygoing island living. Just steps from the white sand of Keawakapu Beach, this south Kihei setting is one of Maui's most coveted stretches of coastline. This 3 bedroom, 3 bathroom residence has high ceilings and a fully detached cottage with its own private yard — a configuration

    Josh Jerman Hawaii Life (W)

    221 Mahie Place, Kihei, HI 96753
  • /50

    $1,445,000

    Open Wed 2PM - 6PM $50K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,042 Sq Ft

    250 Hoohale Place, Kihei, HI 96753

    Enjoy sweeping ocean views that frame Kaho‘olawe and Molokini Crater from this quintessential South Maui beach house's primary suite. Perfectly positioned near Wailea’s world-class golf, fine dining, boutique shopping, and some of Maui’s most iconic white sand beaches, this home blends convenience with the tranquility of a tucked-away cul-de-sac. Some homes don’t just sit on a street—they greet

    Mary Kerstulovich Hawaii Life (W)

    250 Hoohale Place, Kihei, HI 96753
  • /50

    $1,695,000

    $145K PRICE DROP
    • 1 Bed
    • 2 Baths
    • 885 Sq Ft

    3300 Wailea Alanui Dr Unit 38A, Kihei, HI 96753

    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 in one of the community's most desirable green belt locations, offering a peaceful, open setting with lush tropical surroundings. Being sold turnkey, this villa is ready for immediate enjoyment as a full-time residence, second

    Alex Abreu Hawaii Life (W)

    3300 Wailea Alanui Dr Unit 38A, Kihei, HI 96753
  • /47

    $1,375,000

    $75K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 898 Sq Ft

    2994 S Kihei Rd Unit 301, Kihei, HI 96753

    Beach Front! Hidden along the renowned mile long white sandy beach of Keawakapu, Hale Hui Kai is a charming, low rise beachfront complex that captures the timeless feeling of Old Hawaii. Lush tropical landscaping and open air walkways welcome you into this well maintained oceanfront retreat, where the relaxed Maui lifestyle takes center stage. From the ground floor garden access to the pool and

    Napua Banks Island Sotheby's International Realty(W)

    2994 S Kihei Rd Unit 301, Kihei, HI 96753
  • /50

    $899,900

    $100K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,052 Sq Ft

    2777 S Kihei Rd Unit B201, Kihei, HI 96753

    Ahhhh Condo living, no grass to cut, no pool to care for and no water bill. Maui Kamaole amenities include two Pools, two tennis courts, BBQ areas throughout the complex, storage for kayaks and paddle boards and some of the most beautifully landscaped grounds in south Maui. Low density, close proximity to south Maui's finest restaurants, shopping and most importantly beach parks. This beautifully

    Roger Pleski Coldwell Banker Island Prop(S)

    2777 S Kihei Rd Unit B201, Kihei, HI 96753
  • /50

    $9,495,000

    $2M PRICE DROP
    • 4 Beds
    • 5 Baths
    • 3,777 Sq Ft

    184 Lolowaa Place, Kihei, HI 96753

    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 under roof- Oversized 2-car garage - 52 owned PV solar panels - 4 Tesla backup batteries - EV charger- Seamless indoor-outdoor living- 9’6” pocketed sliding glass doors - Pre-wired for automated shades - Spacious open great room- 15

    Dennis Rush Compass-W

    184 Lolowaa Place, Kihei, HI 96753
  • /45

    $2,895,000

    $100K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,312 Sq Ft

    59 Wailea Gateway Place Unit 4-101, Kihei, HI 96753

    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 in an exclusive, pet-friendly gated community. Premiere ground floor units in this community rarely come up for sale. Offered fully furnished and turnkey, the home features a soothing, neutral coastal aesthetic. The open-concept

    Christian Slocum Hawaii Life (W)

    59 Wailea Gateway Place Unit 4-101, Kihei, HI 96753
  • /37

    $539,000

    $41K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 750 Sq Ft

    160 Keonekai Rd Unit 22-201, Kihei, HI 96753

    Sought after second floor corner unit at Keonekai Villages! This special home has small ocean views from living room and both bedrooms. This 2 bed, 1.5 bath condo stands out in a beautiful location, located in front of dog park. The layout provides ease and comfort with expansive views. It boasts a recently renovated kitchen and bath. This unit has two deeded parking stalls. Keonekai Villages is

    Robin Bartholomew Kokua Realty LLC

    160 Keonekai Rd Unit 22-201, Kihei, HI 96753
  • /44

    $4,495,000

    $930K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 4,355 Sq Ft

    3943 Wailea Ekolu Place, Kihei, HI 96753

    3943 Wailea Ekolu is one of Wailea Golf Estates' most distinctive ocean-view Residences, offering Panoramic Ocean, Outer-Island & Mountain Views, Estate-Scale Living, Timeless Architectural Character, and a Premier Golf-Frontage Setting. Encompassing approximately 4,355 square feet, this expansive residence features 3 bedrooms, an office/den, 4 full bathrooms, a spacious great room, and an

    Robbie Dein Maui Real Estate Advisors LLC

    3943 Wailea Ekolu Place, Kihei, HI 96753
  • /35

    $1,470,000

    $199K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,071 Sq Ft

    10 Wailea Ekolu Place Unit 105, Kihei, HI 96753

    Welcome to Wailea Ekolu 105. Easy access to this beautifully remodeled luxury ground floor 2B/2B unit. Condo enjoys the luxury of panoramic ocean and outer island views from one end of the condo, through the living room, kitchen and master bedroom lanai. Thought, care and expert design principles were incorporated into this sleek renovated interior giving a nod to a mid-century modern vibe.

    Michele White Coldwell Banker Island Prop(S)

    10 Wailea Ekolu Place Unit 105, Kihei, HI 96753
  • /17

    $969,880

    $51K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 949 Sq Ft

    3950 Kalai Waa St Unit C102, Kihei, HI 96753

    $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 shopping and dining options. The property features amenities such as a saltwater heated pool with hot tub, fitness center, and clubhouse , and barbecue surrounded by well maintained landscaping and on site management. Upgraded

    Nathalie Mullinix Nathalie Mullinix Rlty Universal Inc

    3950 Kalai Waa St Unit C102, Kihei, HI 96753
  • /14

    $1,099,000

    $400K PRICE DROP
    • Land
    • 10,890 Sq Ft
    • $4,396,000 per Acre

    3381 E Lani Ikena Way, Kihei, HI 96753

    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 with a pool. See Plans in Associated Documents. Well known and trusted Architect, engineer and builder are on board to see the project through to completion. Close to Wailea Beaches and Shops. Plans approved by the HOA. Ready for

    Keith Zielinski Pacific Shores Realty

    3381 E Lani Ikena Way, Kihei, HI 96753
  • /41

    $1,749,000

    $101K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 767 Sq Ft

    2960 S Kihei Rd Unit 615, Kihei, HI 96753

    Mana Kai magic! Peace and privacy are the hallmarks of this fabulous east-end unit with incredible Ocean, Keawakapu Beach, outer island (Molokini and Kahoolawe), and Upcountry views, with Pu’u Ola’i standing proudly to the south and majestic Haleakala to the east. This 2 bedroom, 2 bath gem in this HOTEL ZONED resort is ideally located to be convenient to everything South Kihei and the Wailea

    Jeff Simon Hawaii Life (W)

    2960 S Kihei Rd Unit 615, Kihei, HI 96753
  • /21

    $3,000,000

    $500K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,416 Sq Ft

    3600 Wailea Alanui Dr Unit 704, Kihei, HI 96753

    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 just steps from the sugar white sands of Wailea's Ulua beach and the Elua Village beachfront pool and pavilion. Spacious and inviting, this quiet Wailea condominium home is roomy and relaxing; no upstairs neighbors with this

    Robert McDaniel Wailea Vacation Rentals

    3600 Wailea Alanui Dr Unit 704, Kihei, HI 96753
  • /49

    $580,000

    $132K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,048 Sq Ft

    2619 S Kihei Rd Unit A305, Kihei, HI 96753

    Welcome to Haleakala Shores A305, perfectly situated just across the street from world-famous Kamaole III Beach Park. This spacious 2-bedroom, 2-bath condo offers the ideal combination of island comfort, generous living space, and an unbeatable South Kihei location. Filled with natural light, the open-concept floor plan creates a bright and inviting atmosphere. The well-appointed kitchen flows

    Donna Butterfield Coldwell Banker Island Prop(S)

    2619 S Kihei Rd Unit A305, Kihei, HI 96753
  • /34

    $1,885,000

    $390K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,796 Sq Ft

    139 Kai La Place Unit 35B, Kihei, HI 96753

    Welcome to 139 Kai La Place at Kai Malu -- a 3-bedroom, 2.5 bath townhouse beautifully upgraded with new wide-plank vinyl flooring, new carpeting, and much more! Owners will love the outstanding garden privacy provided by this peaceful home, while still enjoying peek ocean views from an upstairs bedroom! The Lanai and yard area are a spacious outdoor private sanctuary perfect for entertaining,

    Jeff Simon Hawaii Life (W)

    139 Kai La Place Unit 35B, Kihei, HI 96753
  • /30

    $4,750,000

    $450K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,808 Sq Ft

    4000 Wailea Alanui Dr Unit 2802, Kihei, HI 96753

    An absolutely exquisite property in every way, Residence 2802 at Wailea Point boasts a fabulous location with breathtaking ocean, island, beach and coastal views facing iconic Molokini Island and stretching from the South Maui coastline to Lanai Island. This upper floor plan features soaring ceilings and an open, airy design. The elegant mitered glass bay windows majestically frame the already

    Dave Wagner Wailea Point Realty, Inc.

    4000 Wailea Alanui Dr Unit 2802, Kihei, HI 96753
  • /50

    $11,245,000

    $1M PRICE DROP
    • 3 Beds
    • 4 Baths
    • 2,814 Sq Ft

    3550 Wailea Alanui Dr Unit 801 (F2), Kihei, HI 96753

    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 oceanfront home with full access to the exceptional amenities of the Andaz Hotel including pools, spa, fitness center, beach service, concierge, and award-winning dining. These exclusive residences rarely come to market. This

    Anne Bakoulis Coldwell Banker Island Prop(S)

    3550 Wailea Alanui Dr Unit 801 (F2), Kihei, HI 96753
  • /50

    $2,350,000

    $45K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,894 Sq Ft

    3236 Pikai Way, Kihei, HI 96753

    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 world-famous Keawakapu Beach. Situated on a quiet private cul-de-sac in Little Wailea Kai, this beautifully maintained 4-bedroom, 3-bath home offers the perfect blend of luxury, privacy, and effortless island living. Designed

    Keoni Fursse Kokua Realty LLC

    3236 Pikai Way, Kihei, HI 96753
  • /24

    $598,000

    $41K PRICE DROP
    • 1 Bed
    • 2 Baths
    • 650 Sq Ft

    2575 S Kihei Rd Unit H101, Kihei, HI 96753

    Discover the potential of this 1-bedroom, 2-bathroom condotel unit located just across the street from Kamaole Beach Park II. Offered at a new price of $598,000, this unit presents a unique opportunity for a buyer to infuse their own style and vision into a highly desirable South Kihei location. The efficient layout includes a full kitchen, an in-unit washer/dryer, and a private lanai perfect for

    Kay Mukaigawa Engel & Volkers Honolulu

    2575 S Kihei Rd Unit H101, Kihei, HI 96753
  • /50

    $2,699,000

    $50K PRICE DROP
    • 2 Beds
    • 3 Baths
    • 2,183 Sq Ft

    4955 Makena Rd Unit F102, Kihei, HI 96753

    Welcome to Na Hale O Makena, one of South Maui’s most private and low-density luxury communities. This beautifully appointed 2-bedroom, 2.5-bath residence offers the ease and comfort of desirable ground-level living with no stairs/elevators to enter, creating effortless access throughout the home and lanai. Tucked within lush tropical landscaping, the property enjoys an exceptional sense of

    Max Blair Coldwell Banker Island Prop(S)

    4955 Makena Rd Unit F102, Kihei, HI 96753
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