Wailea/Makena Homes for Sale

Welcome to Wailea/Makena, a stunning slice of paradise nestled on the southern coast of Maui, Hawaii. This enchanting district is renowned for its breathtaking beaches, luxurious resorts, and vibrant local culture, making it a coveted destination for those seeking the ultimate island lifestyle.

Wailea is famous for its pristine, golden-sand beaches and crystal-clear waters, perfect for sunbathing, snorkeling, and surfing. With its upscale shopping centers and world-class dining options, Wailea offers a sophisticated yet relaxed atmosphere that attracts both residents and visitors alike. Just a stone's throw away lies Makena, known for its more secluded beaches and natural beauty, including the iconic Big Beach and Little Beach, where you can enjoy stunning sunsets and the soothing sounds of the ocean.

Real estate in Wailea/Makena is as diverse as its landscape, with homes for sale ranging from luxurious oceanfront estates to charming condos with panoramic views. Whether you're looking for a vacation home, a permanent residence, or an investment property, the options are plentiful. Many homes in this area feature modern amenities, expansive outdoor living spaces, and easy access to the region's many recreational activities, including golf courses, hiking trails, and water sports.

Living in Wailea/Makena means embracing a lifestyle filled with sunshine, adventure, and relaxation. Explore the beauty of Maui and discover your dream home in this idyllic district, where every day feels like a vacation. Whether you're ready to make the move or simply dreaming of your future, Wailea/Makena awaits you with open arms.

Newest Wailea/Makena Homes for Sale

34 Maluaka Pl Unit Unit 9, Kihei $36,900,000

This stunning contemporary estate spans 6,517 square feet of refined luxury, featuring five spacious bedrooms and five and a half beautifully appointed bathrooms. Designe...

ACTIVE Status
5 Beds
6 Baths
410387 MLS
Fee Simple Tenure

Courtesy of Discovery Makena Realty LLC

Listing courtesy of Discovery Makena Realty LLC.

162 W Ikea Kai Pl, Kihei $3,150,000

Located at the end of a peaceful cul-de-sac and bordering a lush greenbelt, this exceptionally designed 4 bedroom, 2.5 bathroom home in the prestigious Wailea Kialoa comm...

ACTIVE Status
4 Beds
3 Baths
410371 MLS
Fee Simple Tenure

Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

18 Maluaka Pl Unit Unit 1, Kihei $34,000,000 ▼

Discover a rare chance to create your legacy in Maluaka Estates, an intimate, private gated enclave of only 13 custom estates in the heart of Makena. Just moments from th...

ACTIVE Status
4 Beds
6 Baths
410368 MLS
Fee Simple Tenure

Courtesy of Discovery Makena Realty LLC

Listing courtesy of Discovery Makena Realty LLC.

5050 Makena Rd, Kihei $29,900,000

Perched on one of Makena’s most coveted cliffside locations, this contemporary direct-oceanfront estate is perfectly situated along an intimate cove, offering breathtakin...

ACTIVE Status
5 Beds
6 Baths
407766 MLS
Fee Simple Tenure

Courtesy of Discovery Makena Realty LLC

Listing courtesy of Discovery Makena Realty LLC.

139 Waaula Way, Kihei $2,499,000

Welcome to 139 Waaula St, a stunning single-family home in the gated Wailea Kai community, just one block from Keawakapu Beach. Set on a large 10,000-square-foot lot, thi...

ACTIVE Status
3 Beds
3 Baths
410251 MLS
Fee Simple Tenure

Courtesy of Coldwell Banker Island Prop-Ku

Listing courtesy of Coldwell Banker Island Prop-Ku.

3919 Waakaula Pl, Kihei $3,750,000

Imagine the possibilities! Framed by sparkling ocean, pool and sweeping panoramic views, while perched within one of South Maui's most prestigious enclaves, this 3-bedro...

ACTIVE Status
3 Beds
3 Baths
410226 MLS
Fee Simple Tenure

Courtesy of Century 21 Island Homes

Listing courtesy of Century 21 Island Homes.

3236 Pikai Way, Kihei $2,395,000

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...

ACTIVE Status
4 Beds
3 Baths
410122 MLS
Fee Simple Tenure

Courtesy of Kokua Realty LLC

Listing courtesy of Kokua Realty LLC.

39 Hoawaa Way, Kihei $3,500,000

Every once in a long while, a home feels less like a property and more like a discovery. Rebuilt from studs in 2019, this better than new single level, no steps Wailea re...

ACTIVE Status
3 Beds
2 Baths
410112 MLS
Fee Simple Tenure

Courtesy of Maui Luxury Real Estate LLC

Listing courtesy of Maui Luxury Real Estate LLC.

390 Pualoa Nani Pl, Kihei $3,895,000

Nestled within the prestigious Wailea Pualani community, 390 Pualoa Nani Place offers the essence of luxury island living with privacy, elegance, and the relaxed sophisti...

ACTIVE Status
4 Beds
4 Baths
409908 MLS
Fee Simple Tenure

Courtesy of Engel & Volkers Maui

Listing courtesy of Engel & Volkers Maui.

4640 & 4650 Makena Rd, Kihei $45,000,000

An exceptionally rare opportunity to acquire two side-by-side oceanfront properties that creates a private coastal compound in one of South Maui’s most coveted enclaves. ...

ACTIVE Status
8 Beds
8 Baths
409860 MLS
Fee Simple Tenure

Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

7505 Makena Rd, Kihei $26,500,000

THE ULTIMATE MAUI DREAM . .The most sophisticated are no longer asking where to live . .They are asking, “Where can we breathe?” Welcome to The Makena Generational Oceans...

ACTIVE Status
6 Beds
6 Baths
409734 MLS
Fee Simple Tenure

Courtesy of Compass-W

Listing courtesy of Compass-W.

19 Halapa Pl, Kihei $5,900,000

Experience practical elegance in this thoughtfully designed single level custom Wailea home, completed in 2021. Enjoy the magnificent & expansive ocean views, perfect for...

ACTIVE Status
4 Beds
3 Baths
409667 MLS
Fee Simple Tenure