SOUTH MAUI VACATION RENTABLE CONDOS

SOUTH MAUI | Vacation Rentable Condos for Sale

All Listings $200,000 - $300,000 $300,000 - $400,000
$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 $4,000,000 - $5,000,000
Over $5,000,000
257 Properties Found. Page 2 of 22

Gorgeous Oceanfront View Of Maalaea Bay - 2-sto...

Photo of Listing #407454

$995,000 Active Fee Simple

  • 2 Beds
  • 2 Baths
  • 2.29 Acres
  • 824 ft²

Residential

70 Hauoli St 404, Maalaea, HI

MLS® #407454

Listed By: Coldwell Banker Island Prop-Ku
Office Contact: Cell: 808-866-8084

Gorgeous Oceanfront View Of Maalaea Bay - 2-story Windows Facing The Ocean - Off The Beaten Path - Away From Crowds. Rare 4th Floor Penthouse - Fee Simple - 2beds/2baths - Renovated - Short Term Rentals Allowed By Minatoya Act - Which May Change. Visitors ...

Discover Grand Champions 111, A Beautifully Upd...

Photo of Listing #407428

$999,999 Active Fee Simple

  • 2 Beds
  • 2 Baths
  • 12.22 Acres
  • 1,056 ft²

Residential

155 Wailea Ike Pl 111, Wailea/makena, HI

MLS® #407428

Listed By: Hawaii Life (W)
Office Contact: Cell: 808-280-2055

Discover Grand Champions 111, A Beautifully Updated 2-bedroom, 2-bath Condominium In The Heart Of Wailea. This Spacious And Fully Furnished Unit Offers An Inviting Open Floor Plan With Stylish Finishes Throughout. This Condo Provides Convenient Access To Am...

Best-priced Oceanfront 2 Bedroom / 2 Bath In So...

Photo of Listing #407411

$735,000 Active Fee Simple

  • 2 Beds
  • 2 Baths
  • 3.11 Acres
  • 799 ft²

Residential

938 S Kihei Rd 109, Kihei, HI

MLS® #407411

Listed By: Sunny Maui Vacations

Best-priced Oceanfront 2 Bedroom / 2 Bath In South Maui At Kauhale Makai! Rare Ground-floor Location On The Quiet Ocean And Courtyard Side Of The Building, Away From Parking Lot And Road Noise, With Double Lanais And Partial Ocean Views. This Unit Is Vacant...

Centrally Located On The South Side Of Maui And...

Photo of Listing #407390

$799,000 Active Fee Simple

  • 1 Beds
  • 2 Baths
  • 8.6 Acres
  • 650 ft²

Residential

2575 S Kihei Rd H310, Kihei, HI

MLS® #407390

Listed By: Berkshire Hathaway Maui Prop-W

Centrally Located On The South Side Of Maui And Just Across The Street From Kamaole Beach Park Ii With Nearby Restaurants And Shopping And Minutes From Wailea. The Maui Banyans Condominium Offers Two Pool Areas Each With Jet Spas, Barbeque Grills And Covere...

Experience The Epitome Of Island Elegance With ...

Photo of Listing #407393

$4,800,000 Active Fee Simple

  • 2 Beds
  • Baths
  • 10.74 Acres
  • 2,375 ft²

Residential

3800 Wailea Alanui Blvd Ph108, Wailea/makena, HI

MLS® #407393

Listed By: Island Sotheby's Int'l Rlty(M)
Office Contact: Cell: 808-269-0282

Experience The Epitome Of Island Elegance With Villa Ph108, A Stunning 2-bedroom, 2.5-bathroom + Den Ground-floor Residence Located In The Exclusive Penthouse Building Of Wailea Beach Villas, A Coveted Beachfront Resort In The Heart Of The Wailea Resort Com...

Nestled In The Heart Of South Maui, Kihei Garde...

REDUCED 5% Photo of Listing #407362

$620,000 Active Fee Simple

  • 2 Beds
  • 2 Baths
  • 3.26 Acres
  • 851 ft²

Residential

1299 Uluniu Rd G-205, Kihei, HI

MLS® #407362

Listed By: Keller Williams Realty Maui-L
Office Contact: Cell: 808-250-3834

Nestled In The Heart Of South Maui, Kihei Garden Estates Unit G205 Offers The Perfect Blend Of Island Comfort And Convenience Across The Street From The Golden Sands Of Waiohuli Beach. This Upstairs Condo Enjoys Peaceful Garden Views And Abundant Natural Li...

Nicely Updated, Turnkey And Priced To Sell! Thi...

Photo of Listing #407360

$675,000 Active Fee Simple

  • 1 Beds
  • 2 Baths
  • 15 Acres
  • 818 ft²

Residential

2695 S Kihei Rd 3-106, Kihei, HI

MLS® #407360

Listed By: PMI Maui
Office Contact: 855-600-6284

Nicely Updated, Turnkey And Priced To Sell! This 1 Bedroom, 2 Bathroom Condo At Kamaole Sands Features Ground Floor Convenience, A Large Lanai With An Inner Court Picturesque Location, And Close Proximity To The Pool With Beautiful Garden Views. The Condo H...

Ocean Views! Experience Paradise In Wailea Ekah...

Photo of Listing #407334

$1,345,000 Pending Fee Simple

  • 1 Beds
  • 1 Baths
  • 34.5 Acres
  • 792 ft²

Residential

3300 Wailea Alanui Dr 13d, Wailea/makena, HI

MLS® #407334

Listed By: Island Sotheby's Int'l Rlty(W)
Office Contact: Cell: 808-264-1695

Ocean Views! Experience Paradise In Wailea Ekahi Unit 13d, A Stunning One Bedroom Condo With Vaulted Ceilings And Breathtaking Panoramic Ocean Views. Located In A Luxurious Beachfront Complex, This Immaculate Unit Has Been Lovingly Maintained And Thoughtful...

Step Into The Comfort And Charm Of Maui Kamaole...

Photo of Listing #407322

$1,200,000 Active Fee Simple

  • 2 Beds
  • 2 Baths
  • 23.32 Acres
  • 1,214 ft²

Residential

2777 S Kihei Rd F203, Kihei, HI

MLS® #407322

Listed By: Keller Williams Realty Maui-Ka
Office Contact: Cell: 808-868-6260

Step Into The Comfort And Charm Of Maui Kamaole F-203, A Beautifully Refreshed 2-bedroom, 2-bath Condo Located In One Of South Maui’s Most Desirable Resort-style Communities. This Spacious 1,214 Sq. Ft. Unit Was Thoughtfully Updated In 2025 With Brand-new...

Kamaole Sands 9-209 Is A Fully Furnished Vacati...

Photo of Listing #407325

$795,000 Active Fee Simple

  • 1 Beds
  • 2 Baths
  • 15 Acres
  • 818 ft²

Residential

2695 S Kihei Rd 9-209, Kihei, HI

MLS® #407325

Listed By: Pacific Image Properties
Office Contact: mike@maui.net

Kamaole Sands 9-209 Is A Fully Furnished Vacation Rental Condominium Boasting pacific Ocean Views, Tasteful Renovations, And A Generous-sized Covered Outdoor Deck.  This Residence Is Oriented Southwest Taking Advantage Of Year-round Sunsets, Excellent Cro...

Experience The Beauty Of Maui From This Tastefu...

Photo of Listing #407320

$998,000 Active Fee Simple

  • 1 Beds
  • 2 Baths
  • 23.32 Acres
  • 849 ft²

Residential

2777 S Kihei Rd H106, Kihei, HI

MLS® #407320

Listed By: Maui Luxury Real Estate LLC

Experience The Beauty Of Maui From This Tastefully Remodeled One-bedroom, Two-bath Oceanview Retreat At The Highly Desirable Maui Kamaole. Step Inside And Enjoy The Spacious, Open Floor Plan With A Fully Upgraded Kitchen Featuring New Cabinetry, Granite Cou...

Kihei Kai Nani 157 Is A Diamond In The Rough An...

Photo of Listing #407306

$439,000 Pending Fee Simple

  • 1 Beds
  • 1 Baths
  • 5.19 Acres
  • 621 ft²

Residential

2495 S Kihei Rd 157, Kihei, HI

MLS® #407306

Listed By: eXp Realty
Office Contact: Cell: 808-269-8633

Kihei Kai Nani 157 Is A Diamond In The Rough And Priced Accordingly! This Vacation-rental Condo Sits In South Kihei’s Coveted Hotel Zone And Offers Incredible Potential. Have Some Vision And Transform This Fixer-upper With A Full Remodel To Create Your Dr...

This information is believed to be accurate. It has been provided by sources other than the Realtors Assoc. of Maui and should not be relied upon without independent verification.


You should conduct your own investigation and consult with appropriate professionals to determine the accuracy of the information provided and to answer any questions concerning the property and structures located thereon.


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.