Waterfront Homes for Sale in Wailea, HI

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  $2,795,000

  $190K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,359 Sq Ft

  4000 Wailea Alanui Dr Unit 3404, Kihei, HI 96753

  You Deserve To Own & Experience Your Oceanfront Paradise Today! Unit 3404 is a delightful 2 bedroom, 2 bathroom upper-level, privately located, & meticulously maintained residence, within the highly-coveted, low density, lushly landscaped, & world-class tropical paradise known as Wailea Point. Upon entering the residence, you are transfixed by the lovely pastoral-framed Ocean, Molokini Crater, &

  Robbie Dein Maui Real Estate Advisors LLC

  4000 Wailea Alanui Dr Unit 3404, Kihei, HI 96753
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  $4,500,000

  • 7 Beds
  • 5 Baths
  • 3,254 Sq Ft

  3264 Keha Dr, Kihei, HI 96753

  E Komo Mai to Your Own Private Paradise Above Wailea. As you pass through the gates, a lush tropical landscape unfolds. Spread across nearly three-quarters of an acre in the heart of Maui Meadows, this private sanctuary welcomes you home. Cascading waterfalls and a tranquil koi pond greet you upon arrival. Perched high above Wailea on the sun-warmed slopes of Haleakala, this estate commands a

  Chelsea Mack eXp Realty

  3264 Keha Dr, Kihei, HI 96753
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  $1,600,000

  $200K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 767 Sq Ft

  2960 S Kihei Rd Unit 310, Kihei, HI 96753

  HOTEL ZONING! Enjoy spectacular ocean views from BOTH sides of this wonderful two bedroom, two bath condominium unit! From the living area, the main bedroom, and the spacious lanai, there are breathtaking ocean, Keawakapu Beach, Molokini, Kahoolawe, and Upcountry views!! The guest bedroom on the north side of the unit offers both spectacular ocean and West Maui mountain views! The positioning of

  Jeff Simon Hawaii Life (W)

  2960 S Kihei Rd Unit 310, Kihei, HI 96753
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  $1,800,000

  • 2 Beds
  • 2 Baths
  • 767 Sq Ft

  2960 S Kihei Rd Unit 514, Kihei, HI 96753

  Aloha and welcome to Mana Kai 514. This beautifully updated 2-bedroom, 2-bath unit features two walk-in showers, two split A/C units, smoothed ceilings, full tile flooring, and stunning ocean views overlooking world-famous Keawakapu Beach. The owners also took advantage of the "walled-off" extra door in the primary bedroom and rotated the bed to capture those incredible ocean views directly from

  David McAlear Coldwell Banker Island Prop-Ku

  2960 S Kihei Rd Unit 514, Kihei, HI 96753
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  $4,975,000

  $400K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,609 Sq Ft

  3600 Wailea Alanui Dr Unit 803, Kihei, HI 96753

  Truly one of Wailea's pinnacle properties, Wailea Elua 803 defines single-level luxury living, with a full-scale remodel encompassing the finest in surfaces and amenities and sweeping ocean views from the main living area and Master Suite. Every detail has been refined in this rare 3-bedroom offering (only 7 have come to market in the last 10 years), which is bathed abundantly in natural light

  Kevin Spaise Keller Williams Realty Maui-Ki

  3600 Wailea Alanui Dr Unit 803, Kihei, HI 96753
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  /30

  $9,000,000

  • 2 Beds
  • 4 Baths
  • 2,760 Sq Ft

  4584 Makena Rd, Kihei, HI 96753

  Over an acre of direct beachfront in Makena is an exceptional rarity — and 4584 Makena Road stands as one of the most compelling value opportunities along Maui's coastline. Positioned on Poolenalena Beach, the property offers expansive grounds, exceptional privacy, and irreplaceable beach frontage. The existing residence requires renovation, making this an ideal opportunity for investors or end

  Ryan MacLaughlin Island Sotheby's International Realty(W)

  4584 Makena Rd, Kihei, HI 96753
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  $949,000

  • 1 Bed
  • 1 Bath
  • 504 Sq Ft

  2936 S Kihei Rd Unit 209, Kihei, HI 96753

  Kihei Surfside Unit 209 is OCEANFRONT ON THE ISLAND OF MAUI. GORGEOUS OCEAN VIEWS! Set along South Maui’s treasured shoreline, where seasonal whale watching and sea turtle sightings reflect the natural rhythm of the coast, this contemporary remodeled one-bedroom, one-bath condominium offers an inspiring connection to its surroundings. In the main living area, an entire wall of windows frames

  Jeannie Kong-Evarts Maui Real Estate Advisors LLC

  2936 S Kihei Rd Unit 209, Kihei, HI 96753
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  /31

  $15,500,000

  • 3 Beds
  • 3 Baths
  • 5,468 Sq Ft

  3002 S Kihei Rd, Kihei, HI 96753

  Hawaiiana meets contemporary design with this exceptional estate on the pristine shores of Keawakapu Beach. The property has been approved for a renovation expanding the home to a 5-bedroom, 5-bath home. Construction to commence early 2026. Beyond the gated entrance lies a world of relaxation and rejuvenation, where quality adjoins an unrivaled location. Upon entering the property, you're

  Josh Jerman Hawaii Life (W)

  3002 S Kihei Rd, Kihei, HI 96753
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  /30

  $4,900,000

  $300K 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
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  $14,750,000

  $1M PRICE DROP

  • 4 Beds
  • 5 Baths
  • 4,803 Sq Ft

  19 Malukai Ln Unit 4, Kihei, HI 96753

  Step into a world of refined elegance and beachfront luxury in Maluhia at Wailea—a sanctuary within Wailea’s most exclusive beachfront enclave. Tucked behind the gates of this community of just 14 bespoke estates, this 4,800+ sq. ft. home is a fusion of contemporary sophistication and the raw, natural beauty of Hawaii. There are four exquisite bedrooms, including a lavish primary suite on the

  Josh Jerman Hawaii Life (W)

  19 Malukai Ln Unit 4, Kihei, HI 96753
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  /50

  $11,995,000

  $500K 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
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  /50

  $1,000,000

  $250K PRICE DROP

  • 1 Bed
  • 2 Baths
  • 680 Sq Ft

  2936 S Kihei Rd Unit 213, Kihei, HI 96753

  OWN PRIME MAUI REAL ESTATE! Kihei Surfside 213 is a direct oceanfront 1-bedroom, 1.5 bath condo in one of South Maui's most sought-after complexes—perfect for a vacation rental investment or personal enjoyment. This unit offers spectacular views of the Pacific Ocean and the West Maui Mountains. The open layout is light and airy, with large windows that bring the ocean right into your living

  Heather Zidell Compass-W

  2936 S Kihei Rd Unit 213, Kihei, HI 96753

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