The listings on this page are Wailea condos where the Maui MLS shows short-term (vacation) rentals as allowed today. Since Maui County passed Bill 9 (Ordinance 5909), that is no longer the whole story: whether a condo can stay a vacation rental long term depends on its zoning. Use the guide below to see which buildings are which before you make an offer.
Match each listing to its building in the lists above. A hotel-zoned unit can keep earning vacation rental income under current zoning; a Minatoya list unit should be priced on its owner-use and long-term rental value, with any remaining vacation rental income or a future rezoning treated as upside. Association rules can still limit rentals in any building, so review the governing documents, and ask us to confirm a unit's zoning before you write an offer.
We will tell you exactly how each building is zoned and what that means for your numbers.
Call or text (808) 217-8832 or send us a message.
Updated October 2026. Listings are labeled by the Maui MLS and may include properties whose vacation rental use will end under Bill 9. Confirm zoning with the Maui County Department of Planning.
PALMS AT WAILEA open-concept 2B|2B fully furnished condo features a private second-floor setting with an expansive double lanai surrounded by lush tropical foliage with a...
Listing courtesy of Compass-W.
Welcome to Grand Champions Unit 151, a beautifully renovated ground-floor one bedroom two bath condominium overlooking the first fairway of the Wailea Blue Golf Course. E...
Listing courtesy of Coldwell Banker Island Prop(S).
Enjoy the expansive ocean view over the tropical landscaping from the living area, large covered lanai and the primary suite of this spacious 1 BD/2BA ground floor unit. ...
Listing courtesy of Coldwell Banker Island Prop(S).
Enjoy the relaxed island lifestyle at Wailea Ekolu #1403, an updated, fully furnished one-bedroom, two-bathroom condo offering ocean views and convenient ground-level liv...
Listing courtesy of Hawaii Life (W).
Palms at Wailea #1207 offers a rare chance to own a beautifully remodeled, fee simple 2 bedroom, 2 bath residence in one of Wailea’s most coveted communities, at a price ...
Listing courtesy of eXp Realty.
HOTEL ZONED! Location, luxury, and over $200K in recent improvements! Ho’olei Villa 93-6 enjoys one of the community’s most desirable settings, perched above the cascadin...
Listing courtesy of Coldwell Banker Island Prop(S).
Desirable top-floor unit in Grand Champions, ideally located in Wailea. Featuring high ceilings and an inviting floor plan, this unit offers a bright and comfortable livi...
Listing courtesy of Hawaii 5-0 Properties, Inc..
The Spirit of Hawaii . . . . A timeless work of art blending retro charm with contemporary luxury. This extraordinary Villa brings character to a modern Island setting. T...
Listing courtesy of Compass-W.
Aloha and Welcome to Wailea Elua, one of Wailea's top world class premier properties comfortably situated on twenty-five acres with direct beach and ocean access, which i...
Listing courtesy of Coldwell Banker Island Prop(S).
Wailea Elua beachfront estate on the famed Ulua Beach with endless ocean vistas. Spacious, quiet and private - this upgraded Wailea Elua gem is located at the top of this...
Listing courtesy of Century 21 Island Homes.
Absolutely stunning and meticulously remodeled from top to bottom, this oceanfront luxury retreat delivers a rare combination of tasteful modern design, exceptional craft...
Listing courtesy of Romvari Realty Ltd.
Wake up to sweeping, just about, 180-degree ocean views at Wailea Ekolu 402 with Lana’i, Kaho’olawe and Molokini crater in the frame. This is a beautifully updated two be...
Listing courtesy of Hawaii Life (W).
Beautifully remodeled and filled with the relaxed spirit of Wailea, this ground-floor, walk-out residence at Wailea Ekolu offers ocean and sunset views from an elevated s...
Listing courtesy of (W)here Maui Takes You.
Grand Champions #40 is situated in the highly sought-after Wailea Golf Resort & near the Shops at Wailea & 5 luxury oceanfront Wailea Resorts. This is one of the nicest 2...
Listing courtesy of eXp Realty.
At Polo Beach Club 109, the best part of a Maui day is how easily it unfolds. Open the doors to a generous ground-floor lanai, enjoy your morning coffee among the palms, ...
Listing courtesy of Coldwell Banker Island Prop(S).
Life is Better with Sandy Toes. Truer words were never spoken. Welcome to Hale Hui Kai unit 104. About 50 paces to the sand and Keawakapu Beach, this popular hotel-zoned ...
Listing courtesy of Hawaii Life (W).
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.
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).
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).
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.
Freshly updated and move-in ready, Grand Champions #10 is a beautifully appointed 2-bedroom, 2-bath top-floor residence in the heart of Wailea. Recently refreshed with ne...
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).
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).
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).
SUNSETS WITH ALOHA . . . . Original Owner| First Time Ever on the Market | Never Rented | Immaculate Condition| Fully Furnished | Turnkey | 3 Bedroom Suites | Stunning oc...
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.
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).