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.
Welcome to paradise, where location truly matters! This award-winning boutique resort condominium represents an exclusive and rare gem along the pristine shoreline of a t...
Listing courtesy of Coldwell Banker Island Prop(S).
If you're looking for a 5-star reviewed turnkey vacation rental or home that offers beautiful views and a convenient location and steps to the beach, look no further than...
Listing courtesy of Maui Luxury Real Estate LLC.
Welcome to paradise at the Maui Banyan H104 in sunny South Maui. This well maintained, turnkey 1-bed, 2-bath condo is the perfect vacation retreat, with a comfortable 650...
Listing courtesy of Compass.
This is the Maui condo you have been waiting for at the fabulous Maui Kamaole Resort. One of the largest one bedroom condos in Kihei, this ground floor unit lives like y...
Listing courtesy of Hawaii Life (W).
Stellar ocean views from the comforts of your premium short term rental beachfront location on Maui’s sunny south side. This one-bed, one-bath condo in Luana Kai is perfe...
Listing courtesy of Coldwell Banker Island Prop(S).
This is the one you've been waiting for! Gorgeous ocean views abound from this fully remodeled ground floor unit in the heart of Wailea. Situated on the golf course with...
Listing courtesy of Corcoran Pacific Properties - K.
Nestled in the heart of South Kihei, right across the street from the famous Kamaole Beach Park 3, this 1-bedroom, 1-bath ground floor condo at Hale Kamaole offers an unp...
Listing courtesy of The Agency Maui.
Your Maui Dream Vacation Condo Awaits! Maui Sunset A-312 is your perfect retreat for sun-soaked relaxation, and breathtaking sunsets in this lovely oceanfront resort sett...
Listing courtesy of Keller Williams Realty Maui-Ka.
Rare and revered - a prime ocean front corner Polo has come to market. This seventh-floor location affords endless ocean, outer island and West Maui views. The full 180-...
Listing courtesy of Coldwell Banker Island Prop(S).
Are you ready to experience the ultimate South Maui vacation lifestyle? Look no further! Kihei Alii Kai A-106 is your gateway to a relaxing, sun-soaked getaway across fro...
Listing courtesy of Keller Williams Realty Maui-Ki.
If you are looking for a phenomenal ocean view you just found it! This 1 bedroom, 1 bathroom unit is located facing the inner courtyard overlooking impeccable grounds and...
Listing courtesy of Coldwell Banker Island Prop(S).
Nicely updated 1 bedroom, 1 bathroom located near the tennis courts. Popcorn ceiling has been removed, kitchen and bath have been updated and there are tiled floors throu...
Listing courtesy of Coldwell Banker Island Prop(S).
5th Floor unit with an amazing OCEANVIEW! You and your guests can watch whales from the Lanai of this beautiful gem! This is perfect if you are looking for a vacation ren...
Listing courtesy of Real Broker LLC.
Spectacular ocean and sunset views abound from the lanai of this gorgeous, extensively renovated condo! This stylish, upper-level unit is absolutely stunning. Soaring va...
Listing courtesy of Hawaii Life (W).
Welcome to your tropical oasis, just a short 5-minute walk from the stunning Keawakapu Beach (named #1 Beach in the World by Conde Nast Travel Magazine). This spacious 1 ...
Listing courtesy of Coldwell Banker Island Prop(S).
This is an incomparable remodel with innumerable upgrades, making it one of the finest units in Wailea Ekahi Village. This fully furnished, turnkey upstairs corner unit w...
Listing courtesy of McEntire Realty.
A beautiful first-floor one-bedroom, two-bathroom oceanfront beach condo is now available within the lovely Maui Sunset resort property in Kihei. This stunning property i...
Listing courtesy of Hawaii Life (W).
Direct beachfront condo!! This turnkey short-term vacation rentable unit has breathtaking expansive ocean views from the rare wide and deep lanai, giving the living room,...
Listing courtesy of Romvari Realty Ltd.
Tastefully furnished and updated with tiled floors in the kitchen, hallway and living room, updated bathrooms, close proximity to the pool, everything a visitor needs to ...
Listing courtesy of Coldwell Banker Island Prop(S).
Wake up to stunning panorama views in this beautiful updated and oceanfront condo in high desired Luana Kai. Watch the spectacular sunsets or the whales as they swim by ...
Listing courtesy of Fathom Realty HI LLC.
Kamaole Sands 8-107 is a 1 bedroom 2 bathroom vacation rental approved condo in South Kihei. This condo is sold furnished with linens and kitchenware. It is located on ...
Listing courtesy of Royal Realty LLC.
Experience oceanfront perfection in unit #1302 at Wailea Elua. This 1-bedroom, 1-bathroom condo, previously remodeled and refreshed in 2020, is a shining gem in the heart...
Listing courtesy of Hawaii Life (W).
Experience the essence of Maui living in Mana Kai 814, a top-floor unit with breathtaking ocean views. Wake up to the Pacific Ocean and Keawakapu Beach, offering the best...
Listing courtesy of Compass.
You’ve never seen a condo like this before! Renovated down to the studs in 2018, this exquisite beachfront condo utilizes principles of the National Green Building Standa...
Listing courtesy of Compass.
Welcome to your dream getaway in the heart of Wailea! This stunning 2-bedroom, 2-bathroom vacation rental offers a peaceful Hawaiian retreat with a prime ground floor loc...
Listing courtesy of Coldwell Banker Island Prop(S).
Fabulous & in-demand, this spacious residence shows like a model home! Perfectly situated on a sandy beach, with a beautiful oceanfront pool, this 2-bedroom, 2-bath condo...
Listing courtesy of Coldwell Banker Island Prop(S).
If you've been waiting for a nice 1 bedroom 1 bath in desirable Hale Kamaole this is it. This beautifully landscaped property is located directly across the street from K...
Listing courtesy of Bello Realty Inc..
This is a rare opportunity to own an updated, ground-floor, & direct oceanfront unit on Sugar Beach in North Kihei. Enjoy colorful, painterly, year-round sunsets from you...
Listing courtesy of Maui Real Estate Advisors LLC.
Location, Location, Location! Awaken each morning to the Sunrise over Mt. Haleakala from the privacy of your Lanai. This Top Corner Third Floor Unit overlooks the 30 x 60...
Listing courtesy of Diamond Realty Inc.
This is a must see ground level vacation rental unit in south Kihei. Across the street from Kamaole three beach park. A short drive from the Shops at Wailea and many rest...
Listing courtesy of Coldwell Banker Island Prop(S).
Step right in! This charming and remodeled 1 Bed 2 Bath unit, 49A, awaits you in the highly sought-after Wailea Ekahi III. Embrace the true essence of Hawai'i as you rela...
Listing courtesy of Compass.
Welcome to your dream tropical paradise! This amazing 2 bedroom, 2 bathroom turnkey condo offers the perfect opportunity for short-term rental income while being a stunni...
Listing courtesy of Keller Williams Realty Maui-Ki.
This 2 bedroom 2 bath is located in the heart of south Maui in close proximity to south Maui's finest restaurants, shopping and beaches. Updated throughout, porcelain til...
Listing courtesy of Coldwell Banker Island Prop(S).
Beautifully remodeled one-bedroom, two-bathroom condo at coveted Wailea Ekahi, just finished in 2023. This unit has been upgraded extensively. When you walk in the front ...
Listing courtesy of Royal Realty LLC.
This ideal property in Kihei is the second lowest priced 2-bedroom, fee simple, vacation rental condo for sale in South Maui at time of listing. Here are some of the reas...
Listing courtesy of Fine Island Properties, LLC.
DIRECT BEACHFRONT! This one bedroom, one bath, turnkey ground floor, unit offers panoramic OCEAN VIEWS situated on “Sugar Beach” a 6 mile stretch of white sandy beach! St...
Listing courtesy of Hawaii Life (W).
Welcome to the Maui Kamaole Sands, where your dream vacation rental condominium awaits! Introducing 9-207, a charming 1 bedroom, 2 bathroom condominium that comfortably a...
Listing courtesy of Keller Williams Realty Maui-Ka.
Kalama Terrace is located walking distance to the beautiful Beaches of Kihei Maui! This building allows short term rental and is Fee Simple. Recent renovations include ...
Listing courtesy of Millennium Realty, Inc..
Nani Kai Hale is a beachfront, hotel-zoned vacation rental condominium complex. The property is located on Sugar Beach, a 6-mile-long tropical oasis with vivid sunsets th...
Listing courtesy of Berkshire Hathaway Maui Prop-L.
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.
Absolutely spectacular 180 degree ocean view with views of Kaho'olawe, Molokini Crater, Lanai, West Maui Mountains and on a clear day, Molokai. Watch the whales play from...
Listing courtesy of Coldwell Banker Island Prop(S).
Kauhale Makai 125 is a ground floor vacation rentable unit in North Kihei. It's a wonderful family friendly complex with a swimming pool, hot tub, BBQ area, putting green...
Listing courtesy of Coldwell Banker Island Prop(S).
Enjoy this stunning 1 bed 1 bath oasis on Maui's south shore. Situated direct ocean-front on sugar beach in north Kihei, this boutique condo complex is the perfect place ...
Listing courtesy of Coldwell Banker Island Prop-Ku.
Looking for the unit with the best view in Kihei Kai Nani? It is unit #206! This upgraded top floor corner unit, with extra windows, boasts stunning ocean views. This co...
Listing courtesy of eXp Realty.
Wailea's Finest Ocean Front Development Wailea Beach Villas! Rare opportunity to own a 3 Bedroom and 3.5 Bath Villa with dramatic Ocean Views! The elegant and spacious 2,...
Listing courtesy of Coldwell Banker Island Prop-KP.
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).
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.
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).