The Maui Property Team is dedicated to creating an enjoyable and satisfying real estate experience in Wailea, Maui. Our website provides users with a simple search function for all active Wailea homes or condos for sale. Users may save searches and receive daily alerts for new listings that appear.
Nowadays, it is hard to go anywhere without being exposed to an advertisement for Airbnb or VRBO, companies that have caused a radical shift in how people spend their holidays. Moreover, these services have stimulated a surge of potential buyers searching for single-family homes or condos that can be bought for short term vacation rental (STVR) purposes. Although, like many other places, Maui is tightening regulations for single-family vacation rentals.
Our website is the perfect place to start if you're searching for a condo to buy in Wailea, Maui to turn into a short-term vacation rental (STVR). With our user-friendly search function, you'll be able to find the ideal property in no time.
For those buyers searching for condos in Wailea where short term vacation rentals are allowed, look no further!
Wailea is home to some of Maui's most desirable resort condominium communities, many offering luxury amenities, exceptional locations, and properties where short-term rentals may be permitted. Whether you're searching for a vacation home, an investment property, or a second residence, the Maui Property Team can help you identify opportunities that fit your lifestyle and investment goals.
Talk With a Wailea Real Estate ExpertThe one you’ve been waiting for at Grand Champions: Unit #29! Rarely do these ground floor corner locations become available in the community. From top to bottom, this vi...
Listing courtesy of Coldwell Banker Island Prop(S).
Opportunity knocks at Grand Champions 122, offering an exceptional opportunity to own in the heart of Wailea at an unbeatable price point. Enjoy beautiful outer-island vi...
Listing courtesy of Coldwell Banker Island Prop(S).
Where 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).
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.
As you walk up the stairs and enter Wailea Ekahi 10F, you are immediately taken with the tall ceilings, beautiful furnishings, and wonderful condition of this very specia...
Listing courtesy of Coldwell Banker Island Prop-Ku.
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).
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).
Experience effortless island living in this beautifully remodeled Wailea Ekahi Village condo, one of Wailea's most sought-after beachfront communities. This rare and desi...
Listing courtesy of Romvari Realty Ltd.
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).
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).
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).
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).
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).
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).
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).
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.
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.
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.
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).
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).
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).
Perfectly positioned in Wailea Ekolu! The incredible ground floor 2 Bedroom 2 Bath Vacation Rental in the Heart of Wailea you’ve been waiting for is here. Located in Buil...
Listing courtesy of Hawaii Life (W).
E Komo Mai and welcome to Ho'olei 21-4, an elegant 3 bed, 3.5 bath townhome located in the heart of Wailea, Maui. This Hotel Zoned property boasts wonderful ocean views a...
Listing courtesy of Hawaii Life (W).
Finally, a top-floor unit at Elua Village with a garage. Enjoy the rare combination of a preferred floor plan, ocean view, expansive lanai, and a private garage that is j...
Listing courtesy of Wailea Vacation Rentals.
You Deserve To Own & Experience Your Oceanfront Paradise Today! Unit 3404 is a delightful 2 bedroom, 2 bathroom upper-level, privately located, & meticulously maintained ...
Listing courtesy of Maui Real Estate Advisors LLC.
Relax and Enjoy Ultimate Privacy! Enter your new Wailea place of peace, serenity and tranquility. This 2 Bedroom 2 Bath Vacation Rental Condo has been beautifully renovat...
Listing courtesy of Hawaii Life (W).
Where the ocean whispers at your doorstep & refined luxury defines every detail, Wailea Beach Villas K-208 presents a rare chance to own a Premier Beachfront retreat with...
Listing courtesy of Maui Real Estate Advisors LLC.
SUNSETS WITH ALOHA . . . . Original Owner| First Time Ever on the Market| Never Rented| Immaculate Condition| Fully Furnished| 3 Bedroom Suites| 3 Full Bathrooms. WBV Pen...
Listing courtesy of Compass-W.
Discover luxury resort living in this exceptional ocean-view Villa located within the prestigious gated community of Ho'olei in Wailea. It is ideally positioned near worl...
Listing courtesy of Coldwell Banker Island Prop(S).
Aloha and welcome to Mana Kai 514. This beautifully updated 2-bedroom, 2-bath unit features two walk-in showers, two split A/C units, smoothed ceilings, full tile floorin...
Listing courtesy of Coldwell Banker Island Prop-Ku.
Welcome to Wailea Ekolu 105. Easy access to this beautifully remodeled luxury ground floor 2B/2B unit. Condo enjoys the luxury of panoramic ocean and outer island views f...
Listing courtesy of Coldwell Banker Island Prop(S).
Welcome to Wailea Beach Villas Penthouse 209, one of Wailea’s most prestigious Gated, HOTEL ZONED beachfront communities. This spacious 3 Bedroom, 3 Bathroom + DEN (confi...
Listing courtesy of Keller Williams Realty Maui-Ka.
A 'WORK OF ART’. A 'LEGACY PROPERTY'. An ‘Equity Location’. A luxurious marriage of two Wailea Point oceanfront units at Maui's finest Condominium Project! When a lifelon...
Listing courtesy of Maui Real Estate Advisors LLC.
Enjoy the Wailea lifestyle from this ground-floor, fee-simple 2-bedroom, 2-bath condominium at The Palms at Wailea, one of the most affordable fee-simple, vacation-rentab...
Listing courtesy of Island Sotheby's International Realty(W).
Welcome to this stunning top-floor oceanfront residence in the exclusive Penthouse building at Wailea Beach Villas. This tranquil 2-bedroom, 2-bath villa offers over 2,00...
Listing courtesy of Coldwell Banker Island Prop-Ku.
From the moment you enter Wailea Point 1904, the world seems to pause. Before you lies a sea of liquid blue: waves shimmering under the sun, clouds drifting like silk acr...
Listing courtesy of Maui Real Estate Advisors LLC.
THE BEACHFRONT VILLA - A once in a generation oceanfront sanctuary! The sophisticated remodel completed in January 2025 transformed the B-101 front row Villa into one of ...
Listing courtesy of Compass-W.
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 f...
Listing courtesy of Hawaii Life (W).
Wailea Ekolu #1008 offers the pinnacle of Wailea living—an immaculate upstairs 2-bedroom, 2-bathroom condo with panoramic ocean views. This spacious, end-unit residence f...
Listing courtesy of Coldwell Banker Island Prop(S).
1505 PALMS is available for viewing BY APPOINTMENT through September 7th. Experience breathtaking ocean views and unforgettable sunsets from the comfort of your private l...
Listing courtesy of Maui Luxury Real Estate LLC.
This lovely remodeled and cared for 2 bedroom/2 bathroom Grand Champions unit speaks of Hawaiiana and is being sold 'Turn Key' Furnished. Unit #140 is upper-level with va...
Listing courtesy of Maui Real Estate Advisors LLC.