Welcome to Wailea, a world-class resort destination on Maui’s breathtaking southern shore. Known for its pristine beaches, upscale amenities, and luxurious lifestyle, Wailea offers some of the most desirable real estate in Hawaii. Whether you’re searching for an elegant oceanfront home, a sophisticated condo, or an exclusive estate, Wailea promises unparalleled beauty and comfort.
Wailea is renowned for its idyllic weather, golden sand beaches, and proximity to world-class golf courses, fine dining, and high-end shopping at The Shops at Wailea. Residents and visitors alike cherish the area’s serene ambiance, vibrant sunsets, and access to outdoor activities such as snorkeling, paddleboarding, and whale watching.
For more insights into purchasing property in Maui, explore our comprehensive Buying Guide , or browse other neighborhoods across the island here .
Ready to experience the ultimate in luxury coastal living? Click below to Contact Us and let our expert team guide you in finding your dream property in Wailea.
The 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).
Welcome to Wailea Kai, where privacy, luxury, and effortless island living come together in one of Wailea’s most desirable gated communities. This immaculately maintained...
Listing courtesy of Romvari Realty Ltd.
Welcome to Wailea Palms 2801, a beautifully updated and furnished 2-bedroom, 3-bath residence offering 1,559 square feet of unparalleled island living. One of the most pr...
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.
Sublimely located in the exclusive gated community of Wailea Kai, this beautiful single-level home places you just steps from the golden sands of Keawakapu Beach. Owned p...
Listing courtesy of Maui Luxury Real Estate LLC.
Welcome to Wailea Palms 2703, FULLY FURNISHED and move-in ready, spectacular and renovated ground-floor 2 Bedroom, 2 Bath residence in one of Wailea's most sought after g...
Listing courtesy of Keller Williams Realty Maui-Ka.
Welcome to the quintessential Maui oceanfront estate, ideally situated on Keawakapu Beach—widely regarded as one of Maui’s most beautiful stretches of sand. This timeless...
Listing courtesy of Hawaii Life (W).
Brand New Construction | Luxurious Estate Living at The Ridge, Wailea Welcome to a sprawling, brand-new estate at The Ridge in Wailea, where every detail has been curated...
Listing courtesy of Hawaii Life (W).
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).
Welcome to this beautiful 2-bedroom, 2-bathroom condo at Wailea Fairway Villas, offered fully furnished and move-in ready. Enjoy breathtaking ocean views and spectacular ...
Listing courtesy of Coldwell Banker Island Prop-Ku.
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).
Discover one of Wailea's rarest offerings ; a beautifully appointed ground-floor residence that pairs effortless access with exceptional views. This stunning 2-bedroom co...
Listing courtesy of Hawaii Life (W).
Where do timeless design, ultimate privacy, and panoramic ocean vistas all converge in Wailea? Welcome to Papali #17. Perfectly positioned in the community’s premier loca...
Listing courtesy of Coldwell Banker Island Prop(S).
Makali’i Magnificence! Premium top row position with unbelievable Ocean and Outer Island views! Makali’i #14B is arguably the best location in the community with expansiv...
Listing courtesy of Hawaii Life (W).
Discover epic island living at an incredible value in the Wailea Resort. Wailea Fairway Villas S202 is one of the best view locations in the community, capturing breathta...
Listing courtesy of Coldwell Banker Island Prop(S).
Imagine the possibilities! Framed by sparkling ocean, pool and sweeping panoramic views, while perched within one of South Maui's most prestigious enclaves, this 3-bedro...
Listing courtesy of Century 21 Island Homes.
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).
Step into this elegant residence, and be met with a magnified view of the ocean! With high end furnishings and window coverings included, flex space downstairs bedroom/of...
Listing courtesy of Keller Williams Realty Maui-Ka.
The one you’ve been waiting for at La’i Loa! Pride of ownership shines in this premier 3 bedroom, 3 bath villa, set in the most coveted location of the community. Villa 4...
Listing courtesy of Coldwell Banker Island Prop(S).
Every once in a long while, a home feels less like a property and more like a discovery. Rebuilt from studs in 2019, this better than new single level, no steps Wailea re...
Listing courtesy of Maui Luxury Real Estate LLC.
Can't find what you're looking for? Take advantage of this rare corner lot to build your dream Maui home ! Located near the center of the prestigious Wailea Golf Vistas g...
Listing courtesy of Coldwell Banker Island Prop(S).
Secluded location, extensive upgrades, amazing price! Welcome to Grand Champions #30, a top-floor corner 2-bedroom, 2-bath Tennis Villa with a lock-off option, offering o...
Listing courtesy of Coldwell Banker Island Prop-Ku.
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).
La'i Loa: Where Elevated Design Meets the Spirit of Wailea THIS UNIT IS AVAILABLE TO VIEW FOR PRIVATE SHOWINGS! There are homes that offer a view, and there are homes ...
Listing courtesy of Keller Williams Realty Maui-Ka.
Nestled within the prestigious Wailea Pualani community, 390 Pualoa Nani Place offers the essence of luxury island living with privacy, elegance, and the relaxed sophisti...
Listing courtesy of Engel & Volkers Maui.
Nestled in one of Wailea's most desirable locations, this exceptional two-bedroom, two-bath residence offers 1,299 sq ft (interior) of thoughtfully redesigned living spa...
Listing courtesy of Engel & Volkers Maui.
Welcome to Grand Champions unit 68. This unit has one of Grand Champions' most coveted locations, situated along the fairway on the second hole of the Wailea Blue Golf Co...
Listing courtesy of Coldwell Banker Island Prop(S).
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).
Welcome to one of Maui's best kept secrets. This exceptional Kai Malu residence offers gorgeous ocean views from the primary suite and both lanais. The home is offered fu...
Listing courtesy of eXp Realty.
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.
Experience elevated island living in this beautifully appointed condominium at Lai Loa Wailea, one of South Maui’s newest luxury communities. Purchased new in 2024, this ...
Listing courtesy of Island Sotheby's International Realty(W).
Experience elevated island living at La‘i Loa Wailea, Wailea’s newest luxury condominium development, in this beautiful 2-bedroom, 2-bath 1,374 sq. ft. residence offering...
Listing courtesy of Polaris Pacific.
Sold prior to listing
Listing courtesy of Island Sotheby's International Realty(W).
Welcome to modern Hawaiian luxury at Keala o Wailea Unit 4-101. This rare 3-bedroom, 2-bathroom residence offers effortless single-level living with absolutely no stairs...
Listing courtesy of Hawaii Life (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.
Best Value in Wailea! Come fall in love with this beautifully remodeled Wailea Fairway Villas second floor unit. Attention to detail is evident throughout from the abunda...
Listing courtesy of Berkshire Hathaway Maui Prop-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..
FRONT ROW, PRIME LOCATION. 180 DEGREE OCEAN VIEWS. Wailea Ekolu 308 delivers it all. Overlooking the Wailea Blue Golf Course affords more than beauty: it creates a buff...
Listing courtesy of Maui Real Estate Advisors LLC.
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..
Ocean view residence at Makali'i at Wailea, offered fully furnished with a custom modern interior package. This thoughtfully designed home features contemporary finishes,...
Listing courtesy of Island Sotheby's International Realty(W).
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.
Enjoy stunning panoramic Ocean, Outer Island, and Haleakala views from this incredibly private, top floor, corner unit in highly sought after 17 building at Wailea Ekahi!...
Listing courtesy of Coldwell Banker Island Prop(S).
Experience Wailea Luxury living in this beautifully updated Wailea Pualani Estates residence at 347 Kualono Pl. This private residence is located in a gated community wit...
Listing courtesy of Hawaii Life (W).
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).
Welcome to an exceptional residence in Wailea Ekolu, where island living and resort-style luxury come together. This well positioned 2-bedroom, 2-bath townhouse offers 1...
Listing courtesy of Okamoto Realty LLC.
Welcome to Makalii one of Wailea’s newest luxury residences known for its mid-century modern design. This spectacular condominium (7C) is located on the upper row and is ...
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).
The One You’ve Been Waiting For! This pristine, second floor 2 Bedroom 2 Bath unit in Wailea’s Newest Development has it all. This premium location provides you with amaz...
Listing courtesy of Hawaii Life (W).
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).
Perfect lower village location at The Palms at Wailea! This incredible upstairs 1 Bedroom 2 Bath unit has been beautifully remodeled and Palms residents love the quiet co...
Listing courtesy of Hawaii Life (W).
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).
Sold before list. Wake up in the life you desire. In this beautiful 3-bedroom, 3-bathroom unit nestled in the newest Wailea development of La’i Loa in the premium locatio...
Listing courtesy of Polaris Pacific.
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).
Stunning 2-bedroom, 2-bath upper-level furnished unit with beautiful ocean/sunset and golf course views. Remodeled in 2014, features include new window treatments, tile, ...
Listing courtesy of Hawaii Life (W).
Keala O Wailea 5-103 offers panoramic Pacific Ocean views from one of Wailea's premier hillside communities. This single-level 2-bedroom, 2-bathroom residence spans appro...
Listing courtesy of Coldwell Banker Island Prop(S).
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.
Perched in the coveted 13F building at Wailea Ekahi, this beautifully positioned residence captures sweeping ocean and sunset views from one of South Maui’s most sought-a...
Listing courtesy of Coldwell Banker Island Prop-Ku.
Sold Before Listed
Listing courtesy of Coldwell Banker Island Prop-Ku.
Makalii at Wailea 17B is a standout villa commanding the premier ocean-view position in the entire development, offering unobstructed, sweeping vistas of the Pacific, Mol...
Listing courtesy of Coldwell Banker Island Prop(S).
Welcome to Wailea Ekahi Village #8D, a refined island turn-key residence offering timeless Wailea elegance and effortless indoor-outdoor living. This one-bedroom, two-bat...
Listing courtesy of Coldwell Banker Island Prop(S).
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.
3943 Wailea Ekolu is one of Wailea Golf Estates' most distinctive ocean-view Residences, offering Panoramic Ocean, Outer-Island & Mountain Views, Estate-Scale Living, Tim...
Listing courtesy of Maui Real Estate Advisors LLC.
This exclusive opportunity is uniquely situated on a lot like no other, overlooking the 11th green of the Wailea Blue Course and positioned near the Four Seasons and Hote...
Listing courtesy of Hawaii Life (W).
Welcome to Makalii 7D, located in one of Wailea newest developments where mid-century modern design meets contemporary coastal living in the sweet spot of the famed Waile...
Listing courtesy of Coldwell Banker Island Prop(S).
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).
Wailea Kai is one of the closest communities to the beach! 3 BR 2.5 BA with a pool and easy walking distance to Keawakapu Beach. This recently updated home offers a uniqu...
Listing courtesy of Coldwell Banker Island Prop-Ku.
This beautiful Gem in the desirable Wailea Kialoa neighborhood is aptly named "Hale Maluhia Ke Ola", which is Hawaiian for "House of Peace and Safety". Step inside this s...
Listing courtesy of Coldwell Banker Island Prop(S).
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).
Exquisitely renovated Wailea Kai home in one of the closest lots to world-famous Keawakapu Beach! This unique residence fully embraces its Spanish-inspired design, seamle...
Listing courtesy of Compass-W.
What if your home offered one of the most breathtaking ocean views in all of Wailea? This Keala O Wailea 59-103 delivers a front row seat to Maui’s most iconic scenery. E...
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.
Grand Champions Unit 65 offers the perfect blend of comfort, views, and Wailea lifestyle. This updated 2 bedroom, 2 bathroom corner unit spans 1,056 square feet and overl...
Listing courtesy of Island Sotheby's Int'l Rlty(W).
Within the gated community of Wailea Pualani, 384 Pualoa Nani Place is a design forward residence that blends privacy, craftsmanship, and modern comfort in a truly specia...
Listing courtesy of Island Sotheby's International Realty(W).
Sold Before Listed
Listing courtesy of Coldwell Banker Island Prop(S).
NEXT LEVEL LUXURY . . . The Crown Jewel of Wailea Golf Estates II . . . The most exciting new luxury release to hit the market. A brand new single-level oceanview smart h...
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).
Perfection is in the details, and luxury is in the lifestyle. Located on the sun drenched shores of Wailea Maui, with an average of 82 degrees and shimmering turquoise wa...
Listing courtesy of Keller Williams Realty Maui-Ki.
Capturing breathtaking sunsets over the Pacific and tranquil views of Haleakala and the surrounding mountains, this exceptional Wailea Kialoa residence embodies the essen...
Listing courtesy of Sunny Maui Vacations.
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 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 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.
This charming 1-bedroom, 2-bath condominium has been lovingly cared for by the same family since 1979. Used primarily as a second home, it shows minimal wear and exceptio...
Listing courtesy of Coldwell Banker Island Prop-Ku.
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.
AMAZING VALUE - SINGLE LEVEL LIVING 3 BEDROOM OCEAN VIEW RESIDENCE PLUS GARAGE!!! Where the Ocean Becomes Your Backdrop and Wailea Becomes Your Everyday. Wailea Town Cent...
Listing courtesy of Maui Real Estate Advisors LLC.
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..
Perched quietly above a cul de sac in Wailea’s esteemed Kialoa community, 175 W Ikea Moku feels less like a residence and more like a private sanctuary. The home opens to...
Listing courtesy of Island Sotheby's Int'l Rlty(W).
Back on the market and REDUCED another $500k. 2 BR 2.5 BA with 1133 Square Feet of living space. The LOWEST priced 2 BR unit at Wailea's beautiful Wailea Ekahi... BY FA...
Listing courtesy of Coldwell Banker Island Prop-Ku.
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.
Set above the sparkling coastline of Wailea awaits Wailea Town Center C204, an exceptional three-bedroom, three-bath developer’s residence that captures breathtaking pano...
Listing courtesy of Coldwell Banker Island Prop(P).
The Pristine Wailea Residence you've been waiting for! Impeccable La’i Loa 3 bedroom 3 Bath Luxury Condo with expansive Ocean and Outer Island Views from the living areas...
Listing courtesy of Hawaii Life (W).