South Maui Condos Permitted for Short Term Rental

South Maui condos in South Maui, Maui is our specialty. Our website allows you to search all active South Maui condos permitted for short-term rental. It is easy to use and navigate through rental property searches. You can also save searches and get daily email alerts of new listings as they become available.

View All Latest South Maui Condos Permitted for Short Term Rental

2695 S Kihei Unit 4-411, Kihei image
2695 S Kihei Unit 4-411, Kihei — Kamaole Sands $1,145,000

Fantastic opportunity! Top floor, ocean view 2br/2ba condo at Kamaole Sands. A diamond in the rough. Buyer may put THEIR ideas into it! The condo has always had a bea...

  • 2 Beds
  • 2 Baths
  • 397467 MLS
  • Kamaole Sands Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of The Agency Maui

Listing courtesy of The Agency Maui.

1002 S Kihei Unit 205, Kihei image
1002 S Kihei Unit 205, Kihei — Waipuilani $498,000

Just steps away from sandy beach and spectacular sunset views, this 1BR, 1BA condo will be YOUR spot to experience golden hour on Maui! Adjacent to Waipu'ilani County Bea...

  • 1 Beds
  • 1 Baths
  • 397449 MLS
  • Waipuilani Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Equity One Real Estate Inc (M)

Listing courtesy of Equity One Real Estate Inc (M).

155 WAILEA IKE Unit 57, Kihei image
155 WAILEA IKE Unit 57, Kihei — Grand Champions $1,195,000

Welcome to this gorgeous, bright and airy 1bd/2bth, corner end unit which has a modern, Hawaiian luxury feel. This suite has a tropical décor with high end features and b...

  • 1 Beds
  • 2 Baths
  • 397417 MLS
  • Grand Champions Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Luxury Homes International

Listing courtesy of Luxury Homes International.

99 WALAKA Unit 16, Kihei image
99 WALAKA Unit 16, Kihei — Koa Kai $695,000

Lowest-priced vacation rental in Kihei at time of listing. Koa Kai #16 is a premier one-bedroom vacation rental unit with loft, featuring Ocean/Mountain views. Loft is ...

  • 1 Beds
  • 1 Baths
  • 397404 MLS
  • Koa Kai Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Berkshire Hathaway Maui Prop-W

Listing courtesy of Berkshire Hathaway Maui Prop-W.

155 Wailea Ike Unit 30, Kihei image
155 Wailea Ike Unit 30, Kihei — Grand Champions $1,695,000

The one you’ve been waiting for at Grand Champions: Unit #30! Rarely do these top floor corner locations become available in the community. From top to bottom, this villa...

  • 2 Beds
  • 2 Baths
  • 397391 MLS
  • Grand Champions Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

2695 S Kihei Unit Bldg 6#207, Kihei image
2695 S Kihei Unit Bldg 6#207, Kihei — Kamaole Sands $998,000

This is a beautifully remodeled, inner-courtyard unit, with the larger lanai and money-saving split system air conditioning units. In the open-plan kitchen you'll find qu...

  • 1 Beds
  • 2 Baths
  • 397367 MLS
  • Kamaole Sands Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of FlatList.com

Listing courtesy of FlatList.com.

2695 S Kihei Unit Bldg10#304, Kihei image
2695 S Kihei Unit Bldg10#304, Kihei — Kamaole Sands $1,100,000

This beautifully upgraded, ocean view unit, with raised air conditioning in living room and portable AC in bedroom is in the most sought after building 10. Listen to the ...

  • 1 Beds
  • 2 Baths
  • 397366 MLS
  • Kamaole Sands Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of FlatList.com

Listing courtesy of FlatList.com.

155 WAILEA IKE Unit 120, Kihei image
155 WAILEA IKE Unit 120, Kihei — Grand Champions $1,650,000

Impressively renovated and stylishly furnished describes this 2-bedroom, 2-bathroom Grand Champions vacation rental condo perfectly. Captivating ocean & mountain views. L...

  • 2 Beds
  • 2 Baths
  • 397365 MLS
  • Grand Champions Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

2495 S Kihei Unit 137, Kihei image
2495 S Kihei Unit 137, Kihei — Kihei Kai Nani $779,000

Turnkey and ready to go! This fresh ground floor condo is 1 bedroom 1 bath with 621 sq. ft. of interior living area. Ideally Located directly across from the pool yet off...

  • 1 Beds
  • 1 Baths
  • 397362 MLS
  • Kihei Kai Nani Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Island Sotheby's Int'l Rlty(W)

Listing courtesy of Island Sotheby's Int'l Rlty(W).

3200 WAILEA ALANUI Unit 2104, Kihei image
3200 WAILEA ALANUI Unit 2104, Kihei — Palms At Wailea I $1,999,999

Amazing opportunity to own 2bed/2ba spacious top floor condo in the Palms at Wailea. Ocean view intimate unit features an expansive living room with 18 foot vaulted ceili...

  • 2 Beds
  • 2 Baths
  • 397355 MLS
  • Palms At Wailea I Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

2575 S Kihei Unit A102, Kihei image
2575 S Kihei Unit A102, Kihei — Maui Banyan $1,015,000

Welcome to the Maui Banyan! This rare 2 bedroom, 2 bath unit is situated on the ground floor in a shady, private, premier front building. Located in South Kihei, Maui's s...

  • 2 Beds
  • 2 Baths
  • 397351 MLS
  • Maui Banyan Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Maui Property LLC

Listing courtesy of Maui Property LLC.

2495 S Kihei Unit 211, Kihei image
2495 S Kihei Unit 211, Kihei — Kihei Kai Nani $799,900

The heart of South Kihei - Kihei Kai Nani! Located across to one of the best beaches on the island, Kamaole Beach II. This beautiful 1 bed 1 bath, 621 sf. vacation renta...

  • 1 Beds
  • 1 Baths
  • 397291 MLS
  • Kihei Kai Nani Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

3800 WAILEA ALANUI Unit K-208, Kihei image
3800 WAILEA ALANUI Unit K-208, Kihei — Wailea Beach Villas $8,495,000

Wailea Beach Villas is revered as one of Maui's Top Destination Resorts. Approx. 75% of WBV units are highly desired legal vacation rentals. Located on Wailea Beach, adja...

  • 3 Beds
  • 3 Baths
  • 397279 MLS
  • Wailea Beach Villas Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Maui Real Estate Advisors LLC

Listing courtesy of Maui Real Estate Advisors LLC.

3300 Wailea Alanui Unit 29F, Kihei image
3300 Wailea Alanui Unit 29F, Kihei — Wailea Ekahi Ii $2,150,000

Wailea Ekahi 29F, the art of living well! Set in one of Ekahi’s finest locations with gorgeous views of the blue Pacific, the vibrant colors of tropical landscaping and...

  • 1 Beds
  • 2 Baths
  • 397277 MLS
  • Wailea Ekahi Ii Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

10 WAILEA EKOLU Unit 1305, Kihei image
10 WAILEA EKOLU Unit 1305, Kihei — Wailea Ekolu $2,250,000

This is the condo you've been waiting for in the beautifully manicured Wailea Ekolu Resort! Fully furnished and turn key! Walk to the weekly Farmer's Market that's held i...

  • 2 Beds
  • 2 Baths
  • 397264 MLS
  • Wailea Ekolu Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

1993 S Kihei Unit 507, Kihei image
1993 S Kihei Unit 507, Kihei — Island Surf $699,000

Island Surf 507 combines the sleek industrial fashion of a Soho loft with the tranquil, Zen minimalism of an Esalen retreat, yet with the heart-stirring vantage point of ...

  • 1 Beds
  • 1 Baths
  • 397262 MLS
  • Island Surf Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Hawaiian Voyage Realty

Listing courtesy of Hawaiian Voyage Realty.

145 N Kihei Unit 433, Kihei image
145 N Kihei Unit 433, Kihei — Sugar Beach Resort $1,349,000 ▼

Zoned Hotel/Resort.....Another Fantastic "Remodeled" BEACHFRONT condo located at Sugar Beach Resort. Remodel in Sept. 2022 includes: New bathroom sink, faucet, quartz cou...

  • 1 Beds
  • 1 Baths
  • 397251 MLS
  • Sugar Beach Resort Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

4000 Wailea Alanui Unit 102, Kihei image
4000 Wailea Alanui Unit 102, Kihei — Wailea Point I Ii Iii $18,000,000

Simply the finest residence in Hawaii’s finest condominium development … There is nothing else like Wailea Point residence 102, and never can be. The LOCATION is 75 fee...

  • 2 Beds
  • 3 Baths
  • 397095 MLS
  • Wailea Point I Ii Iii Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Wailea Point Realty, Inc.

Listing courtesy of Wailea Point Realty, Inc..

2495 S Kihei Unit 101, Kihei image
2495 S Kihei Unit 101, Kihei — Kihei Kai Nani $799,900

Searching for a spectacular vacation rental in south Maui? You just found it, one of the best rentals in the complex. Very clean and well maintained. Nicely updated with ...

  • 1 Beds
  • 1 Baths
  • 396988 MLS
  • Kihei Kai Nani Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

2430 S Kihei Unit 201, Kihei image
2430 S Kihei Unit 201, Kihei — Royal Mauian $1,200,000 ▼

Incredible opportunity to own in the desirable Royal Mauian that sits oceanfront, and borders the south side of Kamaole I beach park. Turn key for vacation rental, or ho...

  • 2 Beds
  • 2 Baths
  • 396974 MLS
  • Royal Mauian Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Chris Bakeman Realty LLC

Listing courtesy of Chris Bakeman Realty LLC.

3800 WAILEA ALANUI Unit 204, Kihei image
3800 WAILEA ALANUI Unit 204, Kihei — Wailea Beach Villas $5,850,000 ▼

Wailea Beach Villas 204 is one of the most advantageous units of this luxurious complex and is located in the penthouse building. Current owners have done a remarkable re...

  • 2 Beds
  • 2 Baths
  • 396969 MLS
  • Wailea Beach Villas Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

1993 S KIHEI Unit 601, Kihei image
1993 S KIHEI Unit 601, Kihei — Island Surf $999,999

Search no more, here it is! A 2 Bedroom, 2 Bath, oceanview double lanai highly sought after 6th floor penthouse unit at Island Surf. You want an ocean view? You got it! ...

  • 2 Beds
  • 2 Baths
  • 396959 MLS
  • Island Surf Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Keller Williams Realty Maui-Ka

Listing courtesy of Keller Williams Realty Maui-Ka.

155 WAILEA IKE Unit 162, Kihei image
155 WAILEA IKE Unit 162, Kihei — Grand Champions $1,395,000

Unit 162 is an upgraded 1 bedroom unit situated on the Wailea Blue Golf Course offering best-in-class ocean views that overlook the fairway. The ideal living room and lan...

  • 1 Beds
  • 2 Baths
  • 396843 MLS
  • Grand Champions Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

3800 WAILEA ALANUI Unit 312, Kihei image
3800 WAILEA ALANUI Unit 312, Kihei — Wailea Beach Villas $7,250,000

Blissfully Elevated Wailea Living…Prominently positioned in one of the most prestigious oceanfront luxury resorts in Hawaii, Wailea Beach Villas, lies Unit 312. Situated ...

  • 3 Beds
  • 3 Baths
  • 396774 MLS
  • Wailea Beach Villas Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

12 S Kihei Unit C10, Kihei image
12 S Kihei Unit C10, Kihei — Maalaea Surf $2,100,000

Rare Beachfront condo on beautiful sugar beach. Maalaea Surf condos is a gorgeous beachfront property located in North Kihei with amenities that include an oceanfront po...

  • 2 Beds
  • 2 Baths
  • 396760 MLS
  • Maalaea Surf Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-Ku

Listing courtesy of Coldwell Banker Island Prop-Ku.

63 Hoolei Unit B2, Kihei image
63 Hoolei Unit B2, Kihei — Hoolei $6,250,000

Location, location, location! Epic ocean views and one of the finest villas in the community make Ho'olei 63-2 an exclusive and highly desired opportunity. The Maile floo...

  • 3 Beds
  • 3.5 Baths
  • 396726 MLS
  • Hoolei Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

10 WAILEA EKOLU Unit 902, Kihei image
10 WAILEA EKOLU Unit 902, Kihei — Wailea Ekolu $2,495,000 ▼

Wailea Ekolu townhome on the market! 902 is a two-story townhome with 1489 square feet of living space and two 230 sq. ft. lanais above the 10th hole of the Old Blue Golf...

  • 2 Beds
  • 2.5 Baths
  • 396577 MLS
  • Wailea Ekolu Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of HomeSmart Island Homes

Listing courtesy of HomeSmart Island Homes.

2777 S Kihei Unit J121, Kihei image
2777 S Kihei Unit J121, Kihei — Maui Kamaole $1,450,000

Spectacular remodel with updated kitchen, baths, cabinets, countertops, flooring, appliances and Mitsubishi split system AC. On top of all of that beauty, there is a wond...

  • 1 Beds
  • 2 Baths
  • 396553 MLS
  • Maui Kamaole Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

4000 Wailea Alanui Unit 904, Kihei image
4000 Wailea Alanui Unit 904, Kihei — Wailea Point I Ii Iii $5,750,000 ▼

The epitome of Wailea luxury! Wailea Point is a gated community, and Unit 904 is situated just above the shoreline overlooking Wailea Beach with whitewater views, the So...

  • 3 Beds
  • 3 Baths
  • 396348 MLS
  • Wailea Point I Ii Iii Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Compass

Listing courtesy of Compass.

3800 WAILEA ALANUI Unit G301, Kihei image
3800 WAILEA ALANUI Unit G301, Kihei — Wailea Beach Villas $12,750,000

THE LUXURY VILLA @ Wailea Beach Villas is your opportunity to own this very prestigious and private TOP floor single level smart-condo offering sweeping ocean, sunset and...

  • 3 Beds
  • 3.5 Baths
  • 396334 MLS
  • Wailea Beach Villas Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Compass

Listing courtesy of Compass.

2619 S Kihei Unit A 209, Kihei image
2619 S Kihei Unit A 209, Kihei — Haleakala Shores $880,000 ▼

Well maintained unit. This sale is subject to court approval and confirmation. Please allow suitable time for a response. The property is being sold As Is, Where Is Condi...

  • 2 Beds
  • 2 Baths
  • 395638 MLS
  • Haleakala Shores Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Roos Realty

Listing courtesy of Roos Realty.

10 WAILEA EKOLU Unit 1507, Kihei image
10 WAILEA EKOLU Unit 1507, Kihei — Wailea Ekolu $2,695,000

Experience a seamless blend of tropical, island living at Wailea Ekolu 1507. Accentuating the best of Wailea living, this timeless 2 bed, 2 bath unit boasts jaw-dropping ...

  • 2 Beds
  • 2 Baths
  • 395492 MLS
  • Wailea Ekolu Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

1032 S Kihei Unit A507, Kihei image
1032 S Kihei Unit A507, Kihei — Maui Sunset $900,000 ▲

Maui Sunset is a great oceanside complex in South Maui for owners and guests! The grounds are beautiful, well cared for and there is lots of room for All. The large pool ...

  • 1 Beds
  • 2 Baths
  • 395116 MLS
  • Maui Sunset Bldg.
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Moffett Properties LLC

Listing courtesy of Moffett Properties LLC.

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