WAILEA

Situated along the southwest coast of Maui, the 1500 acre Wailea Resort is known for its sunny climate, incredible beaches, championship golf courses, fine dining, and some of Maui's most popular resort destinations.

BEACHFRONT CLUB CONDOMINIUMS ESTATES GATED HOMES LAND NEW DEVELOPMENT OCEANFRONT RESORT SOUTH MAUI SPA WAILEA

WAILEA REAL ESTATE 

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WAILEA AND MAKENA | Real Estate for Sale

All Listings $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
128 Properties Found. Page 1 of 11

Makena Expectations Set... A New Construction H...

Photo of Listing #390742

$28,900,000 Active Fee Simple

  • 5 Beds
  • Baths
  • 0.94 Acres
  • 4,350 ft²

Residential

5022 Makena Rd, Wailea/makena, Hawaii

MLS® #390742

Listed By: Island Sotheby's Int'l Rlty(W)

Makena Expectations Set... A New Construction Home And Adjacent Lot On One And A Half Acres Of Makena Oceanfront! Makena Expectations Met... A Greg Bayless Designed Masterpiece Representing The Epitome Of Oceanfront Resort Living. Makena Expectations Exce...

Maui Beachfront At Its Best! 4508 Makena Road I...

Photo of Listing #389507

$26,900,000 Pending - Cont. To Show Fee Simple

  • 4 Beds
  • Baths
  • 0.44 Acres
  • 5,065 ft²

Residential

4508 Makena Rd, Wailea/makena, Hawaii

MLS® #389507

Listed By: Island Sotheby's Int'l Rlty(W)

Maui Beachfront At Its Best! 4508 Makena Road Is One Of The Most Exclusive Offerings To Ever Come On The Market. The Brand New Construction, Never Lived-in, Fully-furnished Home Offers A Quiet Getaway On One Of The Most Pristine Beaches In Hawaii While Bein...

Located On 3.23 Acres Of Stunning Oceanfront, P...

Photo of Listing #388759

$24,000,000 Active Fee Simple

  • 3 Beds
  • 2 Baths
  • 3.23 Acres
  • 2,200 ft²

Residential

7750 Makena Rd, Wailea/makena, Hawaii

MLS® #388759

Listed By: Corcoran Pacific Properties

Located On 3.23 Acres Of Stunning Oceanfront, Pono Makena Is A Secluded And Cherished Property Of Hawai'i. Charged With A Sense Of Serenity And Wellbeing, This Gated Haven Provides A Uniquely Expansive Canvas For Self-expression And Creativity, While Suppor...

Rarely, Does An Offering To Own One Of Maui's M...

Photo of Listing #391060

$23,500,000 Active Fee Simple

  • 8 Beds
  • Baths
  • 1.03 Acres
  • 10,464 ft²

Residential

7505 Makena Rd, Wailea/makena, Hawaii

MLS® #391060

Listed By: Quintessentially Estates HI

Rarely, Does An Offering To Own One Of Maui's Most Coveted Estates Become Available Until Now...pono Kai'a Is The Quintessential Compound For The Most Discerning Buyer Who Wants It All. This Exceptional Property Is Located Minutes Away From World Class Luxu...

Rare Keauhou At Makena Estate Offers Sophistica...

REDUCED 13% Photo of Listing #385175

$19,950,000 Active Fee Simple

  • 5 Beds
  • Baths
  • 3.14 Acres
  • 5,882 ft²

Residential

4557 Makena Rd, Wailea/makena, Hawaii

MLS® #385175

Listed By: Coldwell Banker Island Prop(S)

Rare Keauhou At Makena Estate Offers Sophisticated, Contemporary Flair And Over Three Acres Of Manicured Tropical Landscaping Making It Both An Ideal Private Retreat And A Home For Those Who Love To Entertain. Positioned Peacefully Above The White Sand Of P...

The Perfect House...if Goldilocks Was Buying In...

Photo of Listing #387740

$17,500,000 Active Fee Simple

  • 3 Beds
  • 3.1 Baths
  • 0.52 Acres
  • 3,469 ft²

Residential

4478 Makena Rd, Wailea/makena, Hawaii

MLS® #387740

Listed By: Wailea Realty+WindermereRE (W)

The Perfect House...if Goldilocks Was Buying In Makena She Would Look At This Home And Say It's Not Too Big ... It's Not Too Small...but It Is Just Right! If You Are Searching For The Ideal Home On The Sand In Maui Check Out 4478 Makena Rd. Ideally Located ...

Wailea's Finest Ocean Front Villa! This Rare Di...

Photo of Listing #390754

$14,250,000 Pending - Cont. To Show Fee Simple

  • 3 Beds
  • Baths
  • 10.74 Acres
  • 2,931 ft²

Condominium

3800 Wailea Alanui Blvd A102, Wailea/makena, Hawaii

MLS® #390754

Listed By: Coldwell Banker Island Prop(S)

Wailea's Finest Ocean Front Villa! This Rare Direct Ocean Front Fully Furnished 3 Bedroom And 3.5 Bath Villa Has Dramatic Unobstructed Ocean Views! The Elegant And Spacious 2,931 Sqft. Single Level Floor Plan Offers Idyllic Indoor/outdoor Hawaiian Style Liv...

Hale Makana Ola Is An Oceanside Property Design...

Photo of Listing #388843

$12,990,000 Active Fee Simple

  • 5 Beds
  • Baths
  • 0.57 Acres
  • 4,668 ft²

Residential

7381 Makena Rd, Wailea/makena, Hawaii

MLS® #388843

Listed By: Hawaii Life (W)

Hale Makana Ola Is An Oceanside Property Designed For Wellness And Relaxation While Offering Privacy And Sublime Pacific Views. This 4,668 Sf, 5 Bedroom, 5.5 Bath Estate Is Professionally Designed And Offered Fully Furnished. Molokini, Kaho'olawe, And Lanai...

New Price With $2.4m Reduction! This Is A Magn...

REDUCED 16% Photo of Listing #388838

$12,500,000 Active Fee Simple

  • 3 Beds
  • 3 Baths
  • 26.4 Acres
  • 3,766 ft²

Condominium

4000 Wailea Alanui Dr 1601, Wailea/makena, Hawaii

MLS® #388838

Listed By: Wailea Point Realty, Inc.

New Price With $2.4m Reduction! This Is A Magnificent Value!! Unbelievable Oceanfront Location With Two Huge Ocean-facing Lanais. Rare "double" Unit With Enormously Spacious Main Living Area - All On One Level For Easy Living. There Is A Wall Bed In The...

Epic Properties Like This Luxury Property In Ma...

Photo of Listing #390004

$11,700,000 Active Fee Simple

  • 4 Beds
  • 4 Baths
  • 0.92 Acres
  • 4,119 ft²

Residential

6681 Makena Rd, Wailea/makena, Hawaii

MLS® #390004

Listed By: Coldwell Banker Island Prop(S)

Epic Properties Like This Luxury Property In Makena Seldom Become Available. This Is A Once-in-a-lifetime Opportunity To Acquire The Perfect Home Located In One Of The Most Highly Sought-after Locations On What Many Believe Is The Best Island In The World! ...

A Rare Opportunity To Own This Over 1 Acre Ocea...

Photo of Listing #387208

$11,500,000 Pending - Cont. To Show Fee Simple

  • 2 Beds
  • Baths
  • 1.15 Acres
  • 2,760 ft²

Residential

4584 Makena Rd, Wailea/makena, Hawaii

MLS® #387208

Listed By: Coldwell Banker Island Prop-KP

A Rare Opportunity To Own This Over 1 Acre Ocean Front Lot On Makena Road Just South Of The Magnificent Wailea Resort, Home To 5 Star Hotels Such As The Grand Wailea, Andaz Maui, Four Seasons Resort, Wailea Beach Resort And Fairmont Kea Lani. 3 Magnificent...

Escape To Your Own Backyard Paradise In This Am...

Photo of Listing #389071

$11,000,000 Active Fee Simple

  • 4 Beds
  • Baths
  • 1.04 Acres
  • 6,663 ft²

Residential

12 Pohuehue Pl, Wailea/makena, Hawaii

MLS® #389071

Listed By: Wailea Realty+WindermereRE (W)

Escape To Your Own Backyard Paradise In This Amazing Luxury Estate Home In One Palauea Bay. If Extreme Privacy Is Important To You This Is The Perfect Property... Situated On 1 Acre Behind 2 Gates With No Exposure To The World, But Yet Less Than A 4 Minute ...

Wailea is known for its sunny climate and beautiful resorts.  Within the 1500 acre resort are a variety of amenities:  restaurants, three championship golf courses, shopping, five beaches, three beach parks, a 1.5 mile coastal walking trail, tennis courts, and spas.

For those seeking condominiums, you'll find several options: Andaz Villas, Grand Champions Villas, Ho'olei at Wailea, Kai Malu at Wailea, Kanani Wailea, Palms at Wailea, Papali Wailea, Wailea Beach Villas, Wailea Ekahi, Wailea Ekolu, Wailea Fairway Villas, Wailea Palms and Wailea Town Center.

Residential Neighborhoods include Wailea Golf Estates, Maluhia at Wailea, The Ridge at Wailea, Wailea Fairway Estates, Wailea Golf Vistas, Wailea Highlands, Wailea Kai, Wailea Kialoa, and Wailea Pualani Estates

The Maui MLS also includes the neighboring area of Makena in the Wailea searches. Directly to the South of Wailea is Makena and the new Discovery Land Project, The Makena Beach and Golf Resort.  In Makena, you'll find condominiums at the Makeana Surf, Makena Sunset, and Na Hale O' Makena.  Residential Communities include Black Sands at Makena, Keauhou, Keawekapu Beach, One Palauea Bay, Papa'anui, Palauea Beach, and Po'olenalena Beach.

Discovery Land Company's Makena Beach and Golf Resort includes a variety of real estate options.  Conceptual Plans include the following:

  • Maluaka Custom Homesites: all are approximately .50 acres located just above the former South Golf Course 16th hole. 
  • Makai Residences: this is the hotel conversion of 310 rooms to 50 residences ranging from 2-5 bedrooms, approximately 2,500 sq. ft. to 5,700 sq. ft.
  • Beach Cottages: nine cottages, approximately 3,370 sq. ft., four bedrooms/four and one half bath
  • Kula Villas: 12 villas.  Four bedroom ground floor units, approximately 3,700 sq. ft. and four bedrooms/four and one half bath.  Four middle floor units, approximately 3,260 sq. ft. and three bedroom/three and one half bath. Four Penthouse units, approximately 4,300 sq. ft. and four bedrooms/four and one half baths.
  • Spa Hale: 5 Hales, each approximately 1,900 sq. ft. and two bedrooms/two and one half baths.

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