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.
Vacation rental eligibility depends on several factors, including zoning, condominium association rules, and applicable County and State regulations. The Maui Property Team can help you understand the differences between hotel-zoned and other qualifying properties, explain ownership considerations, and guide you through today's South Maui real estate market with confidence.
Contact the Maui Property Team TodayWhere do exceptional design, beachfront living, and incredible ocean views come together? Welcome to Mana Kai 304! Located just a stone’s throw away from the Wailea resor...
Listing courtesy of Coldwell Banker Island Prop(S).
Fully renovated 2BR/2BA at Kihei Resort, across the street from Waipuilani Beach and a one-minute walk to Kalepolepo Beach Park. Remodeled top to bottom with modern finis...
Listing courtesy of Luxe Maui Properties LLC.
Welcome to J110 at Maui Kamaole, a beautifully reimagined ground-floor retreat offering the perfect blend of privacy, comfort, and island living. This spacious one-bedroo...
Listing courtesy of Coldwell Banker Island Prop-Ku.
Tremendous value, right across the street from the ocean! Priced below last sold in complex, upgraded unit 201 has it all: modern furniture, tile flooring and baseboard t...
Listing courtesy of Clive Realty.
Rare front row Kihei Akahi is right across the street from one of Maui's most popular beaches. Listen to the waves at night, watch beautiful sunsets and watch whales when...
Listing courtesy of Coldwell Banker Island Prop-KP.
The one you've been waiting for - simply the best and the best value! The most gorgeous Kamaole Sands one Bedroom two Bath unit in a premium location in the community. Th...
Listing courtesy of Hawaii Life (W).
Experience the magic of Maui from this stunning fully remodeled 2-bedroom corner unit at Menehune Shores, where spectacular ocean views, sophisticated beach-style décor, ...
Listing courtesy of Keller Williams Realty Maui-Ki.
Welcome to easy South Maui living at Maui Vista. Just across the street from the golden sands of Charley Young Beach, this turnkey 1-bedroom, 1-bath condo is ideally posi...
Listing courtesy of Coldwell Banker Island Prop(S).
Maui Kamaole M-109 is a beautifully updated and meticulously maintained ground-floor condo offering exceptional privacy, refined décor, and a serene setting with a peacef...
Listing courtesy of Corcoran Pacific Properties.
Welcome to Hale Kamaole! A supremely relaxing home away from home for kama'aina families and visitors. Pack your beach gear and walk across the street to Kamaole 3 Beach ...
Listing courtesy of Capitol Properties.
Location is Key.Discover the perfect blend of island living and investment potential at Kihei Kai Nani #166 located in the 10 building, a desirable hotel-zoned, ground-fl...
Listing courtesy of Keller Williams Realty Maui-Ki.
Maui Banyan - Hotel Zones 2BR/2Ba Lockoff Condo, Steps from Kamaole Beach Rare investment opportunity in the heart of Kihei! This hotel-zoned 2-bedroom, 2-bathroom locko...
Listing courtesy of Compass.
Impressive ocean views, top-floor corner location, and one of Kihei’s best spots—this is the one! Light, bright, and thoughtfully maintained, this 1-bedroom, 1-bath condo...
Listing courtesy of Hawaii Life (W).
OPPORTUNITY AWAITS Oceanfront Perfection in South Kihei – Vacation Rentable, Renovated! Welcome to your dream Maui getaway! Nestled oceanfront between the stunning Kamaol...
Listing courtesy of Ali'i Resorts LLC.
Discover elevated luxury at Villa T-1, the best priced property and sole end-unit available today at Ho’olei. Boasting the community’s largest floor plan—the sought-after...
Listing courtesy of Keller Williams Realty Maui-Ka.
Renewed and Refreshed. Maui Kamaole A110, a custom furnished Wailea quality executive vacation home in a quiet complex across the street from Kamaole III beach in South ...
Listing courtesy of Wailea Vacation Rentals.
There’s a certain rhythm to life in North Kihei—mornings by the shoreline, afternoons by the pool, and Maui sunsets just moments from home. Welcome to Kihei Holiday, wher...
Listing courtesy of Real Broker.
GREAT VALUE FOR THIS HOTEL-ZONED PROPERTY! Rare opportunity to own a desirable corner unit AND the only elevated ocean-view residence currently available in Kihei Kai N...
Listing courtesy of Welcome Hawaii Properties.
Discover the perfect Maui getaway at Wailana Kai #102, a ground-floor, boutique hotel-zoned condo located directly across the street from the ocean. Offering the ideal co...
Listing courtesy of Keller Williams Realty Maui-Ki.
Waiohuli Beach Hale is a small oceanfront complex located in Kihei. This property has a great aloha feeling with a relaxed and quiet atmosphere. Each unit is steps from t...
Listing courtesy of Rentals Maui Inc.
Hotel Zoned. Maui Banyan H114 is a light and bright 1 bedroom, 2 bath ground floor end unit, with easy access and no steps. Kitchen has beautiful bamboo cabinetry, granit...
Listing courtesy of Coldwell Banker Island Prop-KP.
Experience the very best of oceanfront South Maui living at Kihei Beach #101, a beautifully renovated, hotel-zoned, ground-floor condominium situated directly on the gold...
Listing courtesy of Compass-W.
Private and peaceful describes this well appointed Kamaole Sands 1 bedroom 2 bath beauty. Priced to sell and located in one of South Maui's premier condominium complexes ...
Listing courtesy of Coldwell Banker Island Prop(S).
Imagine waking up to whales breaching just steps from your door at Kihei Bay Vista D-208, a second-floor sanctuary where vaulted ceilings create an unexpectedly spacious ...
Listing courtesy of eXp Realty.
If you’re looking for an ocean view, hotel-zoned vacation rental in South Kihei at a bargain price, you found it! This 3rd-floor unit has direct ocean views from the lana...
Listing courtesy of Coldwell Banker Island Prop(S).
Wailea Beach Villas H102 is a beautifully furnished 2-bedroom, 2-bath residence with a versatile den/office, offering the flexibility for remote work or additional guest ...
Listing courtesy of Hawaii Life (W).
Steps from the sand and perfectly positioned in South Kihei, Maui Banyan G101 offers an easygoing island escape right across from the beach and within walking distance of...
Listing courtesy of Hawaii Real Estate Executives Inc.
Experience true oceanfront living in this beautifully positioned top-floor condo offering unobstructed, front and center panoramic views of the Pacific. Enjoy sweeping 18...
Listing courtesy of Coldwell Banker Island Prop-Ku.
There are homes that shelter, and then there are homes that listen. Set quietly along the shoreline in central Kihei, this rare direct beachfront corner residence offers ...
Listing courtesy of Hawaiian Voyage Realty.
This beautifully updated, beachfront, hotel zoned vacation rental condominium delivers a turnkey opportunity for the savvy investor or resident seeking modern finishes an...
Listing courtesy of Kokua Realty LLC.
Wailea Elua Unit 2010 presents an exceptional opportunity to own in one of Wailea's most coveted beachfront communities. Ideally positioned on the second floor, this 2 be...
Listing courtesy of Island Sotheby's International Realty(W).
Kihei Ali‘i Kai C306 is a beautifully updated 1-bedroom, 1-bath condo in the heart of South Kihei, across from Kamaole Beach Park II. From your lanai, enjoy ocean and Wes...
Listing courtesy of Hawaii Life (W).
Welcome to Kauhale Makai #608, where spectacular ocean views and the relaxed South Maui lifestyle come together. Perched on the sixth floor, this beautifully situated si...
Listing courtesy of Maui & Co Real Estate LLC.
Ideally positioned in one of the most desirable locations within Maui Vista, Unit 2215 is nestled in the center of Building 2, offering a peaceful setting away from the r...
Listing courtesy of Hawaii Life (W).
Beautifully Updated 1BR/1BA Condo. This turnkey unit in the Kihei Bay Vista complex has been thoughtfully upgraded. The kitchen underwent a complete renovation with new c...
Listing courtesy of Coldwell Banker Island Prop(S).
Escape to island living at Kihei Garden Estates! This beautifully appointed 2-bed/2-bath loft-style condo sits just across the street from Waiohuli Beach in the heart of ...
Listing courtesy of Keller Williams Realty Maui-L.
*OCEAN VIEW* NEWLY RENOVATED & HOTEL-ZONED Kamaole Beach Royale! Unit 309. BRAND NEW White Shaker Cabinets, Soft close doors and drawers with nice Matte Black Pulls. BRAN...
Listing courtesy of Coldwell Banker Island Prop(S).
This beautifully updated 1 bedroom, 2 bathroom condo is ground floor with great garden views and a peek-a-boo ocean view. It has a fully equipped kitchen, washer and drye...
Listing courtesy of Coldwell Banker Island Prop(S).
Perched at the top of Maui Kamaole affords this condo a very nice ocean view. Situated near the tropical pool, but facing away from it makes this a very quiet location. S...
Listing courtesy of Coldwell Banker Island Prop(S).
Discover the perfect blend of space, comfort, and island living in this beautifully maintained 3-bedroom, 3-bath residence at Koa Resort. Rarely available, this spacious ...
Listing courtesy of Keller Williams Realty Maui-Ki.
The Ultimate Ocean View You’ve Been Waiting For at Wailea Ekolu #1706! Enjoy upper floor privacy with absolutely amazing ocean and outer island views from this recently r...
Listing courtesy of Hawaii Life (W).
Royal Mauian 206 is not just a condo. It is a front-row seat to South Maui’s shoreline, set between Kamaole Beach I and II with ocean views from the living area, kitchen,...
Listing courtesy of Hawaii Equity Management LLC.
Whether you're searching for a successful vacation rental investment, a lock-and-leave second home, or your own slice of paradise to call home, this beautifully renovated...
Listing courtesy of Coldwell Banker Island Prop(S).
Some places simply feel different. North Kihei has long been the heartbeat of Maui's most beloved coastline — surrounded by world-class beaches, vibrant energy, and the ...
Listing courtesy of Engel & Volkers Maui.
Welcome to this top-to-bottom remodeled 2-bedroom, 1-bath corner unit at Kalama Terrace in the heart of Kihei. Sitting on the second floor with garden and sunset views, t...
Listing courtesy of Coldwell Banker Island Prop-KP.
Escape to Paradise at Maui Kamaole Experience the ultimate Maui getaway in this beautiful ground-floor condo, located in the highly sought-after Maui Kamaole resort commu...
Listing courtesy of Coldwell Banker Island Prop(S).
WOW WHAT A GREAT OPPORTUNITY ... STEAL IT NOW! ** HOTEL ZONED, CHECK ** BEACH FRONT LOCATION, CHECK ** OCEAN VIEWS, CHECK ** 2BD/2BA, CHECK ** AIRBNB READY, CHECK ** ...
Listing courtesy of Keller Williams Realty Maui-Ka.
Welcome to Kihei Holiday 119, a beautifully refreshed 2-bedroom, 1-bath condominium ideally located directly across from the sandy shoreline of North Kihei. Offering a de...
Listing courtesy of Whalers Investment Group LLC.
Beachfront, South Shore Beauty! A rare opportunity to purchase your dream, low maintenance condo in Paradise. This is the only 1/1 on market in this one of a kind boutiqu...
Listing courtesy of Holo Imua Properties, LLC.
Welcome to this rare and amazing opportunity! Located directly across the street from Kamaole Beach I. There are only 5 fee simple / wholly owned units in Kamaole Beach C...
Listing courtesy of Hawaii Life (W).
Rarely does an opportunity like this come along at Wailea Ekahi. This beautifully positioned downstairs 1-bedroom, 2-bathroom villa enjoys stunning ocean views and sits i...
Listing courtesy of Hawaii Life (W).
Live Life to the fullest in your new lovingly remodeled condo, with wonderful heated pools, jacuzzies, tennis court, and BBQ at the pool cabana area to enjoy. What an ad...
Listing courtesy of AOK Properties LLC.
Remote workers and semi-retirees eyeing an escape from the mainland will find a lot to like in F209 at Maui Kamaole. Both the upstairs primary bedroom and the main floor ...
Listing courtesy of eXp Realty.
Bright & beautifully remodeled Maui Vista condo offers you instant mountain & ocean views. Highly upgraded with all alderwood new cabinets with stylish soft close drawers...
Listing courtesy of Hawaii Life (W).
Welcome to Island Surf Unit 214, a tastefully upgraded vacation rentable condo in the heart of South Kihei offering excellent ocean views, exceptional versatility, and ou...
Listing courtesy of Keller Williams Realty Maui-Ki.
Hale Hui Kai is a true hidden gem on Keawakapu Beach — a boutique oceanfront complex in an unbeatable location. From the moment you step into its quiet, lush walkways, yo...
Listing courtesy of Hawaii Life (W).
Price adjusted to $333K plus a $5K Credit at closing. Kalama Terrace is a prime Kihei condo a block from Charley Young Beach and Cove Park! The condo is spacious with lot...
Listing courtesy of RE/MAX Honolulu.
Whether you're seeking a high-performing vacation rental, a lock-and-leave second home, or a comfortable full-time residence, Wailea Ekolu #1204 offers exceptional value ...
Listing courtesy of Coldwell Banker Island Prop(S).
Discover Your Dream Getaway: Unit D208 at Maui Kamaole Nestled within the enchanting landscapes of Kihei, Unit D208 at Maui Kamaole offers an unrivaled blend of comfort,...
Listing courtesy of Real Broker.
This beautifully appointed 1-bedroom, 2-bathroom condo offers serene ocean views from a private, quiet location within Wailea Ekahi. Wailea Ekahi #17A features an invitin...
Listing courtesy of Hawaii Life (W).
Enjoy island living in this well-maintained and tastefully furnished 2-bedroom, 2-bath condo located on the fourth floor of Maui Vista. Unit 2420 offers a desirable peek-...
Listing courtesy of Maui Realty Connections.
Sugar Beach Resort Penthouse #23 is a rare HOTEL-ZONED vacation rental opportunity offering worry-free ownership in one of the most coveted locations within the complex. ...
Listing courtesy of Coldwell Banker Island Prop-Ku.
Welcome to your South Maui sunset retreat at Kamaole Sands 9-306, a stylish 1-bedroom, 2-bath condo offering 818 square feet of bright, comfortable living space just mome...
Listing courtesy of Compass-W.
Significant PRICE IMPROVEMENT! Beautifully updated 2-bedroom, 1-bath ground floor condo in Kihei Holiday! Renovated in 2024 with new flooring and an updated kitchen, this...
Listing courtesy of Whalers Investment Group LLC.
Immerse yourself in the essence of Hawaiian paradise at Grand Champions Villa Unit 74, a desired top-floor gem perfectly situated in the uppermost section of the complex....
Listing courtesy of Coldwell Banker Island Prop(S).
Hotel-zoned and ideally located in the heart of South Kihei, Unit B405 at Kihei Alii Kai offers exceptional flexibility for owner-occupants, second-home buyers, or those ...
Listing courtesy of Maui Ohana Real Estate LLC.
Discover your own piece of Paradise at Kihei Garden Estates. Tucked within a quiet garden setting amidst lush tropical landscaping, this beautifully positioned ground-fl...
Listing courtesy of eXp Realty.
MOTIVATED TO SELL. Ground Floor. Garden Views. Right Across from the Beach. Whether you're looking for your own home on Maui or a property that works while you're not in ...
Listing courtesy of Real Broker.
MASSIVE $225,000 PRICE REDUCTION! This incredible discount reflects Maui's current short-term rental zoning transitions, offering a rare opportunity to acquire a premium,...
Listing courtesy of Nathalie Mullinix Rlty Universal Inc.
Kihei Surfside Unit 209 is OCEANFRONT ON THE ISLAND OF MAUI. GORGEOUS OCEAN VIEWS! Set along South Maui’s treasured shoreline, where seasonal whale watching and sea turt...
Listing courtesy of Maui Real Estate Advisors LLC.
Beach Front! Hidden along the renowned mile long white sandy beach of Keawakapu, Hale Hui Kai is a charming, low rise beachfront complex that captures the timeless feelin...
Listing courtesy of Island Sotheby's International Realty(W).
Triple blue views from this rare, top-floor oceanfront 3-bedroom, 3-bathroom retreat offering 1,268 square feet of refined island living — making this one of the most cov...
Listing courtesy of Century 21 Island Homes.
Experience the beauty of Wailea resort living from this well-positioned "C" model at the Palms at Wailea. Unit 1509 offers 1,242 square feet of interior living space comp...
Listing courtesy of Coldwell Banker Island Prop-Ku.
Welcome to Luana Kai C207 — a beautifully updated 1-bedroom, 1-bath condo offering 628 sq. ft. of comfortable island living, complemented by an expansive lanai - over 112...
Listing courtesy of Romvari Realty Ltd.
Koa Kai 16 is a delightful one-bedroom, one-bath condo with a bonus loft, located in sunny South Kihei. Completely updated in 2024, this bright top floor unit features a ...
Listing courtesy of Compass-W.
Ocean, Molokini, and Wailea Blue Golf Course views set the tone from the moment you arrive. This 2-bedroom, 2-bath Wailea Ekolu condo offers a quiet, private setting tuck...
Listing courtesy of Coldwell Banker Island Prop-Ku.
TOP FLOOR OCEANVIEW AT MAUI SUNSET. No special assessment. Maui Sunset A513 is a beautifully updated 1 Bedroom 2 Bathroom top floor unit in one of South Maui’s premier ...
Listing courtesy of Keller Williams Realty Maui-Ka.
Just steps from Maui's finest white-sand beaches, Pacific Shores offers an outstanding South Kihei location that captures the best of island living, complete with a resor...
Listing courtesy of Coldwell Banker Island Prop-KP.
Big Ocean View and Hotel Zoning. Welcome to Kihei Akahi D507 where sunsets are daily occurrences. Here you will find tranquility and stunning views in this well maintain...
Listing courtesy of Keller Williams Realty Maui-Ki.
Unit 505 at Kauhale Makai is a fully remodeled and furnished 1-bedroom residence currently operating as a short-term vacation rental, featuring a desirable 5th-floor orie...
Listing courtesy of REMAX Hawaii Maui.
This charming, private ground-floor 1-bedroom, 1-bathroom end-unit is flooded with natural light and has been meticulously maintained. From the spacious living area, kitc...
Listing courtesy of Coldwell Banker Island Prop-Ku.
Refined island living awaits in this beautifully upgraded 2-bedroom, 2-bath residence at Pacific Shores, offered fully furnished and thoughtfully appointed. The interior ...
Listing courtesy of Hawaii Life (W).
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 ...
Listing courtesy of Pacific Image Properties.
Beautifully renovated and ideally located, this ground-floor 1-bedroom, 2-bath condo at Maui Kamaole is perfect for someone looking to enjoy Maui's best in one of South M...
Listing courtesy of Hawaii Life (W).
Oceanfront living in the heart of Kihei with panoramic views and rare top-floor privacy. Welcome to Wailpuilani Unit 314, a spacious corner unit offering direct oceanfron...
Listing courtesy of eXp Realty.
Welcome to your stunning Maui home! This fully renovated, turnkey two-bedroom, two-bath unit comes furnished, positioned in desirable South Maui. Experience island livin...
Listing courtesy of Keller Williams Realty Maui-Ka.
Front Row, Ocean Views it does not get much better than this. This one bedroom, two bathroom unit has been upgraded with bamboo cabinet doors, luxury vinyl floors, and sp...
Listing courtesy of Coldwell Banker Island Prop(S).
Top-floor 2-bedroom, 2-bathroom Maui Vista condo in highly desirable Building Two. Vaulted ceilings create a bright, open feel. Sip your morning coffee while enjoying oce...
Listing courtesy of Hawaii Life (W).
Welcome to Kauhale Makai #421, an end-unit studio currently in a successful vacation rental program, offering ocean and Haleakala views from its peaceful location on the ...
Listing courtesy of Hawaii Life (W).
Welcome to your serene escape in the heart of paradise! Grand Champions unit #10 is a 2-bedroom, 2-bath condominium with a lock off option creating multiple living or ren...
Listing courtesy of Coldwell Banker Island Prop(S).
Welcome to Kauhale Makai 632, a top-floor gem ideally positioned on the desirable north corner of the Plumeria Building. This beautifully situated 2-bedroom, 2-bathroom c...
Listing courtesy of Coldwell Banker Island Prop(S).
Andaz Residences Unit 801 (F2) offers a rare opportunity to own one of the coveted private villas at the Andaz Maui Wailea Resort. Ownership combines the privacy of an oc...
Listing courtesy of Coldwell Banker Island Prop(S).
Discover the perfect blend of comfort, style, and location at Palms at Wailea #1207. This beautifully updated 2-bedroom, 2-bath ground-level condominium enjoys a prime po...
Listing courtesy of Hawaii Life (W).
Welcome to Wailea Elua, an exclusive oceanfront, hotel-zoned vacation rental set atop a lush greenbelt in prestigious Wailea. Spanning 24 acres of tropical paradise, this...
Listing courtesy of Coldwell Banker Island Prop(S).
Large & Unique one bedroom plus a den. There are only 14 in the complex like this one. Nicely remodeled with new kitchen cabinets, granite kitchen counter tops, luxury vi...
Listing courtesy of Coldwell Banker Island Prop(S).
Imagine waking up to the sound of waves, stepping onto your private lanai, and being greeted by BLUE OCEAN VIEWS. Welcome to SUGAR BEACH RESORT#408, a BEAUTIFUL HOTEL ZON...
Listing courtesy of Maui Real Estate Advisors LLC.
Mana Kai magic! Peace and privacy are the hallmarks of this fabulous east-end unit with incredible Ocean, Keawakapu Beach, outer island (Molokini and Kahoolawe), and Upc...
Listing courtesy of Hawaii Life (W).
Unobstructed and Panoramic Ocean Vistas blessed with a Seamless Indoor-Outdoor Experience. Experience the ultimate in Maui oceanfront estates with this impeccably remode...
Listing courtesy of Century 21 Island Homes.
Experience the best of south Kihei living at Maui Banyan, ideally situated directly across the street from Kamaole Beach II. This 1-bedroom, 2-bathroom condo offers appro...
Listing courtesy of Coldwell Banker Island Prop(S).
Located in Kihei’s Gold Coast right across the street from Kamaole Two beach sits Kihei Akahi. Kihei Akahi is a Hotel Zoned tropical resort ready for you to relax and en...
Listing courtesy of Hawaii Life (W).