South Maui comprises the towns of Kihei, Maalaea, Makena, and Wailea. Being on the leeward side of Mount Haleakala, it is drier and sunnier than the rest of Maui. With the predictable perfect climate, visitors can fully enjoy the spectacular beauty of the mile-long white sandy crescent-shaped shores, explore the lava fields, and participate in the many water activities available in the area.
South Maui is one of the top two most popular tourist destinations on the island region of Maui. Instead of hotel-style resorts, the area has a great selection of vacation Condo rentals that guests who prefer a more private relaxation would surely love.
Being locals of Maui, the Maui Property Team has extensive knowledge and understanding of which condo units in the area are included in the permitted short-term rental classification. Contact us today! You may also visit our website to search for the best rental condo. Our website is so easy to use, and you can also save searches and get daily email alerts as new listings become available.
Have you been wanting that perfect piece of Paradise? Here it is a two bedroom two bath with a loft, that can be used like a third bedroom. Top floor unit with marvelo...
Listing courtesy of Kumulani Vacations&Realty Inc.
Picture perfect unit with new Kitchen and Bath along with new furniture, and a Murphy bed makes this a dream unit to own. Never been rented but very easy to do if new buy...
Listing courtesy of Coldwell Banker Island Prop-Ku.
FABULOUS *OCEAN VIEW* 5th Floor KAMAOLE BEACH ROYALE. Located across from Kamaole 1 Beach Park this UPDATED Condo features: CONTEMPORARY FURNITURE, MODERN LIGHTING, MURPH...
Listing courtesy of Coldwell Banker Island Prop(S).
This cozy and well-equipped 1 bedroom, 1 bath unit is located in the desirable "D" building at Kihei Bay Vista, and it backs up to a green space. This condo has three ste...
Listing courtesy of Sunny Maui Vacations.
Wailea's Finest Ocean Front Development Wailea Beach Villas! Rare opportunity to own a Fully Furnished 3 Bedroom and 3.5 Bath Villa with dramatic Ocean Views! The elegant...
Listing courtesy of Coldwell Banker Island Prop-KP.
Welcome to Wailea Elua Village, an exclusive luxury beachfront condominium complex located in the heart of Wailea, South Maui. Nestled in front of Maui’s most prestigiou...
Listing courtesy of Maui International R E Srvs.
Elegantly appointed remodeled 2 bedroom / 2 bath unit located on the 4th floor with awesome ocean views. Stunning end-unit with integrated air conditioning with nearly 90...
Listing courtesy of Compass.
Serenity that is seconds away from the sand at Ulua Beach. Enjoy a wonderful 2 Bedroom + 2 Full Bathroom, first floor vacation home that been lovingly upgraded and cared ...
Listing courtesy of Wailea Vacation Rentals.
All the right things were done and done well in this gorgeous ground floor unit in the front building at Maui Vista including tile flooring throughout the main living are...
Listing courtesy of Hawaii Life (W).
Enjoy breathtaking unobstructed ocean, outer island, and sunset views from this extra-large, elegantly renovated, two-bedroom, two-bath Makena Surf condo! This 1,600 squ...
Listing courtesy of Hawaii Life (W).
Grand Champions 52 has ocean views from the lanai and the master bedroom, plus, direct views of Maui’s dreamy winter-months sunsets — A Wailea vacation condo at it’s fine...
Listing courtesy of Coldwell Banker Island Prop(S).
Paradise awaits. Situated in one of Kihei's most desired areas, lies Kihei Kai Nani 254, a modern short term rentable unit, boasting an unrivaled central location, desira...
Listing courtesy of Coldwell Banker Island Prop(S).
North Kihei hidden gem. Kihei Kai unit #4 is a turnkey vacation rental in a small 24 unit Beachfront complex on Sugar Beach. Unit 4 has a partial ocean view from the larg...
Listing courtesy of AA Oceanfront Rentals & Sales.
This RARE and stunning location directly on the ocean has breathtaking views of the Makena coastline, Molokini and Kahoolawe. Beautiful natural light fills the living are...
Listing courtesy of Equity One Real Estate Inc (P).
Are you looking for an immaculate vacation rental in one of the best locations on Maui? You found it! Maui Kamaole M109 is at the top of the complex; and this is the newe...
Listing courtesy of Coldwell Banker Island Prop(S).
THE BEACHFRONT VILLA offers you a phenomenal opportunity to own "the one and only" Direct Ocean Front Villa currently on the market with unobstructed ocean views @ Wailea...
Listing courtesy of Compass.
Live, seaside. Prominently situated in one of Wailea’s most highly-desired resort style complexes, this timeless, ground-floor residence boasts awe-inspiring ocean views,...
Listing courtesy of Coldwell Banker Island Prop(S).
An Island Oasis found in Kihei at Waipuilani. This one-bedroom, furnished condo sits on the third floor, allowing the ocean breeze to flow freely through the floor-to-cei...
Listing courtesy of Maui Property LLC.
This stunning ground floor unit at Wailea Ekolu offers breathtaking ocean views of Molokini, Kaho'olawe, and Lana'i, and is rarely available for purchase. Recently renova...
Listing courtesy of Coldwell Banker Island Prop(S).
Grand Champions #51 is a 1056 s.f., 2 bd/2 ba, ground floor end-unit without a single stair step from its dedicated parking spot to the front door! You approach along a l...
Listing courtesy of Maui Real Estate Advisors LLC.
Another Fantastic "Remodeled" BEACHFRONT condo located at Sugar Beach Resort. Remodel includes: Green Granite Countertops, Beach Style tile floors, Bathroom renovation in...
Listing courtesy of Coldwell Banker Island Prop(S).
Quintessential Golf course location! A private corner villa overlooking the Wailea Blue course, with breathtaking views of Haleakala. This idyllic setting offers a relaxe...
Listing courtesy of Island Sotheby's Int'l Rlty(L).
Awesome 180 degree ocean and coastline views with a direct facing position in the Island Surf condominium. This is a very centralized property that visitors and resident...
Listing courtesy of Coldwell Banker Island Prop-KP.
There are only 14 of these rare, ground floor, den units in the complex. Situated in the center of the complex close to the tropical pool. This 1 bedroom + den, 2 bathroo...
Listing courtesy of Coldwell Banker Island Prop(S).
Punahoa Beach Apartment #203 is the one you’ve been waiting for! Maui Oceanfront Bliss at its finest! You simply cannot get any closer to the ocean. Punahoa Beach is idea...
Listing courtesy of Coldwell Banker Island Prop(S).
Situated in the highly desirable ocean-front complex of Wailea Ekahi, this beautifully renovated unit offers spacious indoor and outdoor luxury living with an ocean view ...
Listing courtesy of Coldwell Banker Island Prop(Ka).
Island Surf 504 allows short term rentals and features excellent ocean views. Enjoy watching surfers and daily Sunset views from your lanai. The Cove surf-break directly...
Listing courtesy of Berkshire Hathaway Maui Prop-W.
Andaz Residences E4 offers a rare and unique opportunity for luxurious modern living in your ocean view, 3 bedroom, 4 bath private penthouse with full access to all Andaz...
Listing courtesy of Royal Realty LLC.
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...
Listing courtesy of FlatList.com.
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...
Listing courtesy of Coldwell Banker Island Prop(S).
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...
Listing courtesy of Maui Real Estate Advisors LLC.
Another Fantastic "Remodeled" BEACHFRONT condo located at Sugar Beach Resort. Remodel in Sept. 2022 includes: New bathroom sink, faucet, quartz countertops and backsplash...
Listing courtesy of Coldwell Banker Island Prop(S).
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...
Listing courtesy of Wailea Point Realty, Inc..
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...
Listing courtesy of Coldwell Banker Island Prop(S).
Blissfully Elevated Wailea Living…Prominently positioned in one of the most prestigious oceanfront luxury resorts in Hawaii, Wailea Beach Villas, lies Unit 312. Situated ...
Listing courtesy of Coldwell Banker Island Prop(S).
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...
Listing courtesy of Coldwell Banker Island Prop-Ku.
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...
Listing courtesy of Coldwell Banker Island Prop(S).
THE LUXURY VILLA @ Wailea Beach Villas is STUNNING! This is your opportunity to own this very prestigious and private TOP floor fully furnished single level contemporary ...
Listing courtesy of Compass.
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 ...
Listing courtesy of Coldwell Banker Island Prop(S).
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 ...
Listing courtesy of Moffett Properties LLC.