Wailea is known for luxury, lifestyle, and world-class beaches—and it’s also home to some of Maui’s most desirable hotel-zoned, short-term vacation rentable condominiums. These properties are ideal for those looking to enjoy the best of Maui while generating income from legally permitted short-term rentals.
Whether you're a seasoned investor or purchasing your second home, Wailea hotel-zoned condos provide peace of mind with legal compliance, high nightly rates, and consistently strong demand from vacationers year-round.
Hotel-zoned condominiums fall under Maui County’s Hotel zoning designations and are exempt from recent legislative restrictions (including Bill 9 and Minatoya limitations). This means they can operate nightly rentals legally and without special permits.
Learn more about Maui hotel-zoned condominiums.»
The following condominium developments in Wailea are hotel-zoned and approved for legal short-term vacation rental use:
Our team at Maui Property has decades of experience navigating Wailea’s luxury market and short-term vacation rental zoning rules. We can help you find the right condo or position yours for top-dollar sale.
📞 Call us at 808-217-8832
📨 Or contact us here to schedule a personalized consultation.
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).
Level One oceanfront at Wailea Point — Hawaii's finest residential condominium, nestled between Wailea Beach and Polo Beach on Maui's coveted Gold Coast. 3,820 SF · 4 bed...
Listing courtesy of Engel & Volkers Maui.
Experience direct oceanfront, front-row living at Residence 1203 in Wailea Point, offering breathtaking, unobstructed ocean views, spectacular year-round sunsets, and fro...
Listing courtesy of Wailea Point Realty, Inc..
Perfectly positioned on a rare elevated promontory directly above the revered Wailea beach walk, this front-row residence boasts commanding, unobstructed ocean, outer isl...
Listing courtesy of Maui Real Estate Advisors LLC.
Sold prior to listing
Listing courtesy of Island Sotheby's International Realty(W).
Wailea Point Residence 802 & 804 is an exquisite, rare, double residence featuring 5 bedrooms and 6 full bathrooms. Enjoy unobstructed panoramic ocean and sunset views fr...
Listing courtesy of Wailea Point Realty, Inc..
Wailea Point 2101 is a rare, single-level residence featuring 2 bedrooms and 3 bathrooms with the convenience of no-stair entry. Enjoy breathtaking ocean and garden views...
Listing courtesy of Wailea Point Realty, Inc..
First time offered for sale since the original developer offering. Villa 63-5 is without a doubt one of the best locations in Ho'olei. Positioned on the coveted top row w...
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).
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.
Welcome to Villa #3304 in highly coveted Wailea Point, a long-standing top choice for luxury oceanfront living right in the heart of the Wailea resort. This private encla...
Listing courtesy of Coldwell Banker Island Prop(S).
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).
Enormous Ocean and Outer Island Views from this stunning, rarely available TOP FLOOR 3bedroom/3bathroom fully furnished Penthouse at Wailea Beach Villas. A tranquil, remo...
Listing courtesy of Coldwell Banker Island Prop(S).
Wailea Point Beach Condo 2904 is designed for comfort and relaxation. Wailea Point! South Maui's most elegant, luxurious, and private community. This premier oceanfront...
Listing courtesy of Coldwell Banker Island Prop(P).
Experience the pinnacle of oceanfront living in this exquisite two-bedroom, two-bath residence at the prestigious Wailea Point. Directly front row, this impeccably design...
Listing courtesy of Coldwell Banker Island Prop(S).
Welcome to Wailea Elua unit #708 – a hotel zoned, stunning 2-bedroom, 2-bathroom top-floor condo with breathtaking ocean views. Located in the highly sought-after Wailea ...
Listing courtesy of Hawaii Life (W).
Welcome to your serene sanctuary at Wailea Point, where peace and luxury intersect. This beautifully upgraded unit boasts captivating ocean views, lush landscaping to pro...
Listing courtesy of Compass.
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.
FABULOUS world class Wailea Point “double” unit with a MOST DYNAMIC ocean & beach front location. Perhaps the finest condominium residence in Hawaii, no expense was spar...
Listing courtesy of Wailea Point Realty, Inc..
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.
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.
Welcome to Wailea Beach Villas J505! This spectacular, rarely available top-floor, 3-bedroom, 3-bath penthouse unit offers direct west-facing views of the ocean, Molokini...
Listing courtesy of Hawaii Life (W).
An absolutely exquisite property in every way, Residence 2802 at Wailea Point boasts a fabulous location with breathtaking ocean, island, beach and coastal views facing i...
Listing courtesy of Wailea Point Realty, Inc..
Here's your chance to own one of the spacious villas at one of the most prestigious condominium properties on Maui - Wailea Beach Villas. This special property, built in ...
Listing courtesy of Coldwell Banker Island Prop(S).
BREATHTAKING ocean views from 103 feet above the sea. Facing SW to Molokini Island, with Polo Beach, the Makena Coastline and even a bit of Haleakala. This is the GOLD CO...
Listing courtesy of Wailea Point Realty, Inc..
Step into a lifestyle few ever get to experience; where your backyard is one of Maui’s most celebrated beaches and every detail of the unit reflects effortless elegance. ...
Listing courtesy of Maui Real Estate Advisors LLC.
Sold before listed.
Listing courtesy of Wailea Point Realty, Inc..
Nestled within the prestigious Wailea Beach Villas, one of Maui’s most coveted oceanfront properties on the #1 island in the world, this 1,899 sq. ft. villa offers an unp...
Listing courtesy of Keller Williams Realty Maui-Ki.
Experience the epitome of luxury living in a HOTEL ZONED community at Ho‘olei Villa 15-4! This is where breathtaking OCEAN VIEWS are perfectly paired with curated interio...
Listing courtesy of Coldwell Banker Island Prop(S).
Welcome to Wailea Beach Villas, where luxury and comfort come together in one of Maui’s most exclusive communities. This 3-bedroom, 3.5-bathroom ground-floor villa offers...
Listing courtesy of Hawaii Life (W).
Wailea Point residence 101 is simply spectacular. Beginning with a “top-of-world-class” oceanfront location / a commanding presence over Wailea Beach / sitting in FRONT o...
Listing courtesy of Wailea Point Realty, Inc..
Sold before listed.
Listing courtesy of Wailea Point Realty, Inc..
Experience unparalleled luxury and breathtaking ocean views in this meticulously crafted custom condo located in the prestigious Wailea Point community. Boasting a full r...
Listing courtesy of Coldwell Banker Island Prop(S).
THE FINEST condominium residence in Hawaii. Located 75 feet from the surveyed shoreline and 56 feet above sea level. Views expand more than 180 degrees and exceed any sup...
Listing courtesy of Wailea Point Realty, Inc..
Hotel Zoned Vacation Rental! Welcome to Wailea Elua, a private guard-gated beachfront sanctuary nestled within 24 acres of lush tropical grounds in South Maui. This is yo...
Listing courtesy of Keller Williams Realty Maui-Ki.
REDUCED BY $888,000 FROM ORIGINAL LIST PRICE. Wailea Point #2004 is a singularly magnificent villa overlooking the beautiful main pool pavilion with grand ocean views. I...
Listing courtesy of Coldwell Banker Island Prop(S).
Ascend the stairs to the great room of Ho'olei Villa 57-2 and be rewarded with one of the finest ocean views in Wailea! This spacious two-story, 3 bedroom, 3.5 bath townh...
Listing courtesy of Coldwell Banker Island Prop(S).
Discover the embodiment of luxury living offered with dynamic ocean views enjoyed from this gorgeous Wailea Beach Villa. This exquisite 2-bedroom, 2-bathroom plus den pen...
Listing courtesy of Maui Luxury Real Estate LLC.
OUTSTANDING VALUE for one of Wailea Point's most FABULOUS VIEW UNITS. This is the highly sought after Upper Level D plan, Wailea Point’s second largest standard floor pla...
Listing courtesy of Wailea Point Realty, Inc..
Ho'olei Villa 52-1 is the crown jewel of the entire neighborhood! Nestled in one of Wailea's premier hotel zoned communities, this villa boasts 3 bedrooms and 3.5 bathroo...
Listing courtesy of Coldwell Banker Island Prop(S).
Step into the enchanting world of Ho'olei 69-4, your future slice of paradise in Wailea. This meticulously designed 3-bedroom condo boasts breathtaking ocean views, and r...
Listing courtesy of Coldwell Banker Island Prop(S).
Welcome to your Magical Maui Villa: Ho'olei 23-3 in Wailea. This finely appointed 3 bedroom townhome-style condo has deluxe ocean views and is gracefully positioned in on...
Listing courtesy of Coldwell Banker Island Prop(S).
Location! Location! Location! Wailea Point is proudly positioned upon 28 'Premier Oceanfront' Acres in the World Class Wailea Resort, next door to Four Seasons Hotel & ne...
Listing courtesy of Maui Real Estate Advisors LLC.
Attractively Priced! Looking for that special unit in an oceanfront community for under $3M? You have found it! This 2 bedroom/ 2 bath condo home is in the exclusive Wail...
Listing courtesy of Hawaii Life (W).
Take a fresh look at the magnificent views from the newly installed mitered clear glass windows to give you a top of the world view from unit 904. This larger foot print...
Listing courtesy of Compass.
The sales price of $7,133,000 reflects the Auction High Bid of $6,650,000 plus the Buyer Premium paid to Concierge Auctions of $483,000. Sale Price differs from Tax Recor...
Listing courtesy of Coldwell Banker Island Prop-KP.
Welcome to your secluded Maui Villa: Ho'olei 17-4 in Wailea. This finely appointed 3 bedroom townhome-style condo has deluxe ocean views and is gracefully positioned in o...
Listing courtesy of Coldwell Banker Island Prop(S).
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).
Andaz Residences E4 (Unit 813) offers a rare and unique opportunity for luxurious modern living in your ocean view, 3 bedroom, 4 bath private penthouse with full access t...
Listing courtesy of Royal Realty LLC.
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).
Welcome to Wailea Paradise! Expansive ocean views and warm tropical breezes welcome you at Wailea Elua 1504. This two bedroom, 2 bath spacious condo comes with a two car ...
Listing courtesy of Coldwell Banker Island Prop-Ku.
Revel in luxury from an expansive and private oceanfront condo with the best amenities in its class. The spacious, elegant, and bright two-story residence offers a large ...
Listing courtesy of Coldwell Banker Island Prop(S).
Dare to dream. This stunning Wailea Point residence is poised to capture the most stunning views in all of Wailea. Immediatly upon entering this spacious three bedroom u...
Listing courtesy of Hawaii Life (W).
Welcome to Wailea Elua Unit 201, a luxurious haven on Maui's coveted coastline. This exquisite first-level residence boasts a captivating blend of elegance and comfort, f...
Listing courtesy of Hawaii Life (W).