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What Mauians call the southside is the southwestern part of East Maui. Even though it’s considered the southside the coast faces directly west, thus presenting you world class sunsets virtually every day of the year. With gorgeous white sand beaches interspersed with black lava rock make this area a favorite for tourists all over the world. Prices vary greatly in this area from very affordable condos in North Kihei to sprawling multi million dollar beachfront estates as you go south into Wailea and beyond into Makena.

Latest South Maui Oceanfront Listings

1002 S Kihei Rd Unit 205, Kihei image
1002 S Kihei Rd Unit 205, Kihei — Waipuilani $495,000

Oceanfront Oasis: A boutique complex offering a tranquil island lifestyle situated adjacent to Waipuilani County Beach Park. Sold FULLY FURNISHED, TURN-KEY. Fully remodel...

  • 1 Beds
  • 1 Baths
  • 411163 MLS
  • Waipuilani Bldg.
  • Fee Simple Tenure
Courtesy of Sharissa YL Chun

Listing courtesy of Sharissa YL Chun.

3600 Wailea Alanui Dr Unit 207, Kihei image
3600 Wailea Alanui Dr Unit 207, Kihei — Wailea Elua I A $2,395,000

Enjoy the expansive ocean view over the tropical landscaping from the living area, large covered lanai and the primary suite of this spacious 1 BD/2BA ground floor unit. ...

  • 1 Beds
  • 2 Baths
  • 411159 MLS
  • Wailea Elua I A Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

73 N Kihei Rd Unit 308, Kihei image
73 N Kihei Rd Unit 308, Kihei — Nani Kai Hale $673,000

Beachfront and fully renovated on Sugar Beach, this Hotel zoned 1 bed, 2 bath condo, Unit 308 at Nani Kai Hale, is not affected by Bill 9, offering real peace of mind for...

  • 1 Beds
  • 2 Baths
  • 411146 MLS
  • Nani Kai Hale Bldg.
  • Fee Simple Tenure
Courtesy of eXp Realty

Listing courtesy of eXp Realty.

1032 S Kihei Rd Unit B402, Kihei image
1032 S Kihei Rd Unit B402, Kihei — Maui Sunset $599,999

Welcome to Maui Sunset, a highly desirable oceanfront condominium community in the heart of South Maui! This fully furnished 1-bedroom, 2-bathroom condominium offers a lo...

  • 1 Beds
  • 2 Baths
  • 411141 MLS
  • Maui Sunset Bldg.
  • Fee Simple Tenure
Courtesy of Keller Williams Realty Maui-Ki

Listing courtesy of Keller Williams Realty Maui-Ki.

145 N Kihei Rd Unit 406, Kihei image
145 N Kihei Rd Unit 406, Kihei — Sugar Beach Resort $675,000

Sugar Beach Resort #406 is a pet friendly beachfront oceanview short-term hotel-zoned property located in the middle of the building on the fourth floor. #406 is sold ful...

  • 1 Beds
  • 1 Baths
  • 411135 MLS
  • Sugar Beach Resort Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

1544 Halama St, Kihei image
1544 Halama St, Kihei $7,770,000

Situated along one of South Maui’s most coveted oceanfront streets, 1544 Halama Street presents a rare opportunity to create an extraordinary luxury estate, with years of...

  • 4 Beds
  • 3 Baths
  • 411096 MLS
  • Fee Simple Tenure
Courtesy of Keller Williams Realty Maui-Ki

Listing courtesy of Keller Williams Realty Maui-Ki.

145 N Kihei Rd Unit 311, Kihei image
145 N Kihei Rd Unit 311, Kihei — Sugar Beach Resort $869,000

RARE OPPORTUNITY–LARGEST ONE BEDROOM IN COMPLEX: Prized corner unit with 43 SQUARE FEET MORE than the standard one bedroom at Sugar Beach. Located 3 floors above the poo...

  • 1 Beds
  • 1 Baths
  • 411083 MLS
  • Sugar Beach Resort Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

760 S Kihei Rd Unit 421, Kihei image
760 S Kihei Rd Unit 421, Kihei — Menehune Shores $1,275,000

Enjoy stunning ocean views from this beautifully remodeled, hotel-zoned 2-bedroom, 2-bath condominium at Menehune Shores. Unit 421 features tile flooring, updated cabinet...

  • 2 Beds
  • 2 Baths
  • 411063 MLS
  • Menehune Shores Bldg.
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

4000 Wailea Alanui Dr Unit 1104, Kihei image
4000 Wailea Alanui Dr Unit 1104, Kihei — Wailea Point I Ii Iii $7,999,000

Rarely does a front row Wailea Point residence become available with this level of thoughtful, high-end upgrading. Unit 1104 delivers unobstructed, front-row ocean views ...

  • 3 Beds
  • 5 Baths
  • 411043 MLS
  • Wailea Point I Ii Iii Bldg.
  • Fee Simple Tenure
Courtesy of Wailea Point Realty, Inc.

Listing courtesy of Wailea Point Realty, Inc..

3800 Wailea Alanui Dr Unit F-302, Kihei image
3800 Wailea Alanui Dr Unit F-302, Kihei — Wailea Beach Villas $7,495,000

The Spirit of Hawaii . . . . A timeless work of art blending retro charm with contemporary luxury. This extraordinary Villa brings character to a modern Island setting. T...

  • 3 Beds
  • 4 Baths
  • 411032 MLS
  • Wailea Beach Villas Bldg.
  • Fee Simple Tenure
Courtesy of Compass-W

Listing courtesy of Compass-W.

3600 Wailea Alanui Dr Unit 2201, Kihei image
3600 Wailea Alanui Dr Unit 2201, Kihei — Wailea Elua Ii $3,000,000

Aloha and Welcome to Wailea Elua, one of Wailea's top world class premier properties comfortably situated on twenty-five acres with direct beach and ocean access, which i...

  • 2 Beds
  • 2 Baths
  • 411022 MLS
  • Wailea Elua Ii Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

760 S Kihei Rd Unit 310, Kihei image
760 S Kihei Rd Unit 310, Kihei — Menehune Shores $1,650,000 ▲

Rarely available, this direct oceanfront 3-bedroom, 2-bath condominium at Menehune Shores offers an exceptional opportunity to own a piece of paradise on Maui. Enjoy incr...

  • 3 Beds
  • 2 Baths
  • 411020 MLS
  • Menehune Shores Bldg.
  • Fee Simple Tenure
Courtesy of Kumulani Vacations&Realty

Listing courtesy of Kumulani Vacations&Realty.

3600 Wailea Alanui Dr Unit 2109, Kihei image
3600 Wailea Alanui Dr Unit 2109, Kihei — Wailea Elua Ii $3,000,000

Wailea Elua beachfront estate on the famed Ulua Beach with endless ocean vistas. Spacious, quiet and private - this upgraded Wailea Elua gem is located at the top of this...

  • 2 Beds
  • 2 Baths
  • 411018 MLS
  • Wailea Elua Ii Bldg.
  • Fee Simple Tenure
Courtesy of Century 21 Island Homes

Listing courtesy of Century 21 Island Homes.

940 S Kihei Rd Unit 212B, Kihei image
940 S Kihei Rd Unit 212B, Kihei — Luana Kai $838,000

DOUBLE your outdoor lanai ocean view enjoyment! This is one of the few DOUBLE-LANAI condos in the complex. LOCATION MATTERS! B212 is nestled beside Building A, which bloc...

  • 2 Beds
  • 2 Baths
  • 410989 MLS
  • Luana Kai Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

1210 Uluniu Rd Unit Unit 1, Kihei image
1210 Uluniu Rd Unit Unit 1, Kihei $4,750,000

Old Kihei, the way it used to be. Beneath huge old mango trees, this gracious 1938 beach house recalls an earlier Hawai'i of open lanais, trade winds and evenings spent w...

  • 2 Beds
  • 2 Baths
  • 410959 MLS
  • Fee Simple Tenure
Courtesy of Hawaiian Voyage Realty

Listing courtesy of Hawaiian Voyage Realty.

1210 Uluniu Rd Unit Unit 2, Kihei image
1210 Uluniu Rd Unit Unit 2, Kihei $3,250,000

A place to create something special in old Kihei. Beneath huge mature mango trees, this 6,495 SF CPR (Land Condo) parcel enjoys year-round ocean sunsets, seasonal whale w...

  • 410958 MLS
  • Fee Simple Tenure
Courtesy of Hawaiian Voyage Realty

Listing courtesy of Hawaiian Voyage Realty.

4400 Makena Rd Unit 109, Kihei image
4400 Makena Rd Unit 109, Kihei — Polo Beach Club $3,595,000

At Polo Beach Club 109, the best part of a Maui day is how easily it unfolds. Open the doors to a generous ground-floor lanai, enjoy your morning coffee among the palms, ...

  • 2 Beds
  • 2 Baths
  • 410949 MLS
  • Polo Beach Club Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

3234 S Kihei Rd, Kihei image
3234 S Kihei Rd, Kihei $35,000,000

Close to an acre on Keawakapu Beach, where South Kihei Road ends and Wailea begins. Roughly 170 feet along the water lets the homes stand far back behind a wide green law...

  • 3 Beds
  • 5 Baths
  • 410926 MLS
  • Fee Simple Tenure
Courtesy of Hawaii Life (L)

Listing courtesy of Hawaii Life (L).

1032 S Kihei Rd Unit A507, Kihei image
1032 S Kihei Rd Unit A507, Kihei — Maui Sunset $799,000

Maui Sunset is a well-maintained complex on the ocean side of South Maui. Easy drive to and from the airport, close to beautiful Maui beaches and everything you need for ...

  • 1 Beds
  • 2 Baths
  • 410898 MLS
  • Maui Sunset Bldg.
  • Fee Simple Tenure
Courtesy of Keller Williams Realty Maui-Ka

Listing courtesy of Keller Williams Realty Maui-Ka.

998 S Kihei Rd Unit 404, Kihei image
998 S Kihei Rd Unit 404, Kihei — Leinaala $650,000

Rarely does a beachfront residence combine this level of renovation with such an exceptional setting. Perched on the 4th floor with unobstructed ocean views, 404 Leina’al...

  • 1 Beds
  • 1 Baths
  • 410866 MLS
  • Leinaala Bldg.
  • Fee Simple Tenure
Courtesy of Island Sotheby's International Realty(W)

Listing courtesy of Island Sotheby's International Realty(W).

Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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