SOUTH MAUI OCEANFRONT HOMES

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KIHEI, WAILEA & MAKENA | Oceanfront and Beachfront Homes for Sale

All Listings $400,000 - $500,000 $500,000 - $600,000
$600,000 - $700,000 $700,000 - $800,000 $800,000 - $900,000
$900,000 - $1,000,000 $1,000,000 - $2,000,000 $2,000,000 - $3,000,000
$3,000,000 - $4,000,000 $4,000,000 - $5,000,000 Over $5,000,000
107 Properties Found. Page 1 of 9

An Exclusive Opportunity Awaits To Own A Legacy...

Photo of Listing #404835

$32,500,000 Active Fee Simple

  • 4 Beds
  • Baths
  • 0.6 Acres
  • 5,435 ft²

Residential

3060 S Kihei Rd, Kihei, HI

MLS® #404835

Listed By: Island Sotheby's Int'l Rlty(W)
Office Contact: Cell: 808-283-7965

An Exclusive Opportunity Awaits To Own A Legacy Property Nestled Upon The Pristine Sands Of Keawakapu Beach. Spread On Over 5,000 Square Feet Of Interior Living Space, This Trophy Estate Offers Unrivaled Panoramic Views Of Year-round Sunsets, Gentle Waves, ...

Nestled Into A Gated Residential Condominium Co...

REDUCED 5% Photo of Listing #404266

$19,900,000 Active Fee Simple

  • 4 Beds
  • Baths
  • 0.26 Acres
  • 4,328 ft²

Residential

4950 Makena Rd, Unit 8, Wailea/makena, HI

MLS® #404266

Listed By: Hawaii Life (W)
Office Contact: Cell: 808-870-8668

Nestled Into A Gated Residential Condominium Community On Maui’s Sun-drenched South Shore, This 4-bedroom, 4.5-bath Home Provides Over 4,300 Sq.ft Of Interior Space, Beautifully Renovated In 2024. This Home Offers Stunning Sunset Views Year-round. The Updat...

Hawaiiana Meets Contemporary Design With This E...

Photo of Listing #401631

$18,000,000 Active Fee Simple

  • 3 Beds
  • 3 Baths
  • 0.59 Acres
  • 5,468 ft²

Residential

3002 S Kihei Rd, Kihei, HI

MLS® #401631

Listed By: Hawaii Life (W)
Office Contact: Cell: 808-283-2222

Hawaiiana Meets Contemporary Design With This Exceptional Estate On The Pristine Shores Of Keawakapu Beach In Maui. Beyond The Gated Entrance Lies A World Of Relaxation And Rejuvenation, Where Quality Adjoins An Unrivaled Location. Upon Entering The Propert...

A 'work Of Art’. A 'legacy Property'. An ‘equit...

Photo of Listing #404089

$16,500,000 Active Fee Simple

  • 4 Beds
  • 6 Baths
  • 28.11 Acres
  • 4,273 ft²

Residential

4000 Wailea Alanui Dr, Unit 1202/1204, Wailea/makena, HI

MLS® #404089

Listed By: Maui Real Estate Advisors LLC
Office Contact: 808-875-4444

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 Designe...

Ocean Bliss Maui Is A Direct Oceanfront Propert...

Photo of Listing #403071

$15,750,000 Active Fee Simple

  • 4 Beds
  • 4 Baths
  • 0.54 Acres
  • 3,550 ft²

Residential

4406 Makena Rd, Unit B, Wailea/makena, HI

MLS® #403071

Listed By: Island Sotheby's Int'l Rlty(W)
Office Contact: Cell: 808-283-7965

Ocean Bliss Maui Is A Direct Oceanfront Property Boasting Unobstructed Views Of The Pacific And Located At The Southern End Of The Wailea Resort Oceanfront Pathway. Grandfathered In For Its Proximity To The Shoreline And Protected By A Quarter-mile Reef, T...

Introducing One Of The Most Rare Offerings In T...

NEW Photo of Listing #405065

$15,500,000 Active Fee Simple

  • 3 Beds
  • 3 Baths
  • 16.23 Acres
  • 3,415 ft²

Residential

4850 Makena Alanui Rd, Unit A-103, Wailea/makena, HI

MLS® #405065

Listed By: Island Sotheby's Int'l Rlty(W)
Office Contact: Cell: 808-283-7965

Introducing One Of The Most Rare Offerings In The Hawaii Luxury Real Estate Market: Makena Surf A-103. Built As The Largest Makena Surf Unit At A Substantial 3,415 Square Feet Of Interior Living Space Seamlessly Expanded With Over 900 Square Feet Of Covered...

Front Row Beachfront Villa Sophisticated Remode...

Photo of Listing #404305

$14,990,000 Active Fee Simple

  • 3 Beds
  • Baths
  • 10.74 Acres
  • 2,879 ft²

Residential

3800 Wailea Alanui Dr, Unit B-101, Wailea/makena, HI

MLS® #404305

Listed By: Compass
Office Contact: Cell: 808-280-0788

Front Row Beachfront Villa Sophisticated Remodel Completed January 2025!! New, Elegant, Fresh & Contemporary! Professional Video Available. Once In A Generation Opportunity To Own The Finest Fully Furnished Turn-key Beachfront Villa With The Convenience Of ...

Wailea Point Residence 101 Is Simply Spectacula...

Photo of Listing #404310

$13,900,000 Pending Fee Simple

  • 4 Beds
  • 4 Baths
  • 30 Acres
  • 3,850 ft²

Residential

4000 Wailea Alanui Dr, Unit 101, Wailea/makena, HI

MLS® #404310

Listed By: Wailea Point Realty, Inc.
Office Contact: realty@waileapoint.com

Wailea Point Residence 101 Is Simply Spectacular. Beginning With A “top-of-world-class” Oceanfront Location / A Commanding Presence Over Wailea Beach / Sitting In Front Of The Gorgeous Four Seasons Resort / With 180 Degrees Of Magnificent Ocean & Island Vis...

Experience The Epitome Of Luxury Living In This...

REDUCED 5% Photo of Listing #403687

$13,500,000 Active Fee Simple

  • 3 Beds
  • Baths
  • 10.74 Acres
  • 2,863 ft²

Residential

3800 Wailea Alanui Blvd, Unit D301, Wailea/makena, HI

MLS® #403687

Listed By: Island Sotheby's Int'l Rlty(W)
Office Contact: Cell: 808-283-7965

Experience The Epitome Of Luxury Living In This Stunning Penthouse Wailea Oceanfront Villa, Boasting 3 Bedrooms And 3.5 Bathrooms Spanning 2,863 Square Feet With Breathtaking, Unobstructed Ocean Views. Step Into A World Of Elegance With A Spacious, Open-con...

Welcome To Wailea Beach Villas D-101, Where Ult...

Photo of Listing #403397

$13,250,000 Active Fee Simple

  • 3 Beds
  • Baths
  • 10.74 Acres
  • 2,889 ft²

Residential

3800 Wailea Alanui Blvd, Unit D101, Wailea/makena, HI

MLS® #403397

Listed By: Coldwell Banker Island Prop(S)
Office Contact: Cell: 808-866-2334

Welcome To Wailea Beach Villas D-101, Where Ultimate Privacy Is The Theme And The Pursuit Of Pinnacle Luxury Oceanfront Living Is Found. Lavishly Executed Finishes And Custom One-of-a-kind Artisan Touches Throughout This Villa Are Truly Unmatched, Creating ...

The Finest Condominium Residence In Hawaii. Loc...

REDUCED 4% Photo of Listing #403646

$12,900,000 Active Fee Simple

  • 3 Beds
  • 3 Baths
  • 26.4 Acres
  • 3,850 ft²

Residential

4000 Wailea Alanui Dr, Unit 102, Wailea/makena, HI

MLS® #403646

Listed By: Wailea Point Realty, Inc.
Office Contact: realty@waileapoint.com

The Finest Condominium Residence In Hawaii. Located 75 Feet From The Surveyed Shoreline And 56 Feet Above Sea Level. Views Expand More Than 180 Degrees And Exceed Any Superlatives. You Feel Like You “own” Magnificent Wailea Beach And The Vast Ocean Beyond, ...

Maui Direct Oceanfront Luxury Living At Its Fin...

REDUCED 5% Photo of Listing #402584

$9,950,000 Active Fee Simple

  • 4 Beds
  • Baths
  • 0.38 Acres
  • 3,511 ft²

Residential

1614 Halama St, Kihei, HI

MLS® #402584

Listed By: Coldwell Banker Island Prop-Ku
Office Contact: Cell: 808-563-3268

Maui Direct Oceanfront Luxury Living At Its Finest!! Welcome To The Sunny Side Of Maui, And The Peaceful Halama Street Neighborhood. This 4 Bedroom, 3.5 Bathroom Home Exudes Luxurious Living In Paradise. Catch The World Famous Maui Sunsets From The Large La...

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Featured properties may or may not be listed by the office/agent presenting this brochure. Copyright, 1995-2015, REALTORS® Association of Maui, Inc. All Rights Reserved.