Wailea stands as a symbol of the Hawaiian resort way of life, featuring its glistening golden beaches, top-tier golfing facilities, and diverse activities. Nestled along the southwest coast of Maui, Wailea presents more than just stunning beaches and picturesque landscapes; it also boasts some of the most exquisite residences found anywhere in Hawaii.
The establishment of residential communities in Wailea was a result of meticulous planning. Given its status as a global vacation hotspot, Maui draws in many tourists annually. The opulent homes available for purchase in Wailea's residential enclaves such as Wailea Golf Vistas, Wailea Golf Estates, Wailea Kialoa, Wailea Pualani, Maluhia at Wailea, Wailea Kai, Wailea Highlands, and Wailea Fairway Estates provide not only a sense of security and seclusion but also a high quality of daily living.
Experience Wailea's luxurious lifestyle with the help of Maui Property's real estate team.
Tucked behind your own personal gate within the exclusive, gated neighborhood of Wailea Kai, 3150 Waiea Pl is a completely private tropical oasis just across the street f...
Listing courtesy of Hawaii Life (W).
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.
Set within Wailea Fairway Estates, Wailea’s first gated residential community, 85 Hale Alii offers 3,204 square feet of refined island living on a 0.3 acre lot with ocean...
Listing courtesy of Island Sotheby's International Realty(W).
PERCHED HIGH ON THIS ELEVATED LOT. It is rare that a house in Wailea has an asking price less than the county assessed value with remarkably low real property taxes of on...
Listing courtesy of eXp Realty.
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 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).
This Maui residence spans 6,517 square feet of refined luxury, featuring five spacious bedrooms and five and a half beautifully appointed bathrooms. Designed with seamles...
Listing courtesy of Discovery Makena Realty LLC.
Located at the end of a peaceful cul-de-sac and bordering a lush greenbelt, this exceptionally designed 4 bedroom, 2.5 bathroom home in the prestigious Wailea Kialoa comm...
Listing courtesy of Hawaii Life (W).
Discover a rare chance to create your legacy in Maluaka Estates, an intimate, private gated enclave of only 13 custom estates in the heart of Makena. Just moments from th...
Listing courtesy of Discovery Makena Realty LLC.
Perched on one of Makena’s most coveted cliffside locations, this contemporary direct-oceanfront estate is perfectly situated along an intimate cove, offering breathtakin...
Listing courtesy of Discovery Makena Realty LLC.
Welcome to 139 Waaula St, a stunning single-family home in the gated Wailea Kai community, just one block from Keawakapu Beach. Set on a large 10,000-square-foot lot, thi...
Listing courtesy of Coldwell Banker Island Prop-Ku.
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.
Welcome to 3236 Pikai Way, an exceptional single-level residence nestled within the exclusive gated enclave of Wailea Kai, just across the street from the golden sands of...
Listing courtesy of Kokua Realty LLC.
Sold Before Listed
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.
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.
A private Wailea Kialoa retreat, where chic island elegance meets effortless living. This custom single-level 3-bedroom, 3.5-bath residence offers an open and thoughtfull...
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).
Set within the prestigious Wailea Pualani Estates, this 3-bedroom, 2.5-bath residence with an additional office/media room offers refined island living with a seamless in...
Listing courtesy of Compass-W.
Over an acre of direct beachfront in Makena is an exceptional rarity — and 4584 Makena Road stands as one of the most compelling value opportunities along Maui's coastlin...
Listing courtesy of Island Sotheby's International Realty(W).
Nestled within one of Wailea's most coveted residential enclaves, this architecturally refined contemporary residence offers an exceptional blend of privacy, timeless des...
Listing courtesy of Hawaii Life (W).
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).
The newly completed Wailea estate blends contemporary design with Maui’s natural beauty. Ocean-view living with seamless indoor-outdoor flow, abundant natural light, and ...
Listing courtesy of Coldwell Banker Island Prop-Ku.
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).
INCREDIBLE OPPORTUNITY for the right Buyer! Welcome to 199 E. Ikea Moku Place, a refined Wailea residence offering the PERFECT BLEND OF PRIVACY, COMFORT AND WORLD CLASS ...
Listing courtesy of Maui Real Estate Advisors LLC.
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.
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).
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.
Gorgeous, recently remodeled, light and bright Home with private suite! Offered turnkey and situated in the highly sought-after gated Wailea Kai neighborhood. Privately p...
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.
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).
Peaceful, Luxury Oasis in Wailea Pualani! Beautifully remodeled 3BR/3BA home offers comfortable elegance and refined island living. Completely renovated in 2020 with new ...
Listing courtesy of Coldwell Banker Island Prop(S).
Ideally positioned near the top of an exclusive cul-de-sac in one of Wailea’s most desirable gated communities, 206 Heleuma Place captures the essence of refined Hawaiian...
Listing courtesy of Island Sotheby's International Realty(W).
Motivated Seller — Unbeatable Wailea Value Steps from Keawakapu Beach! The seller is highly motivated, presenting an extraordinary opportunity to secure a beautifully upg...
Listing courtesy of Compass-W.
Discover the pinnacle of modern island living at 124 Waaula Pl, a completely reimagined 3-bedroom, 3.5-bath residence with a den and separate living area, ideally situate...
Listing courtesy of Hawaii Life (W).
Just moments from the golden beaches and turquoise waters of Wailea, 3351 W Lani Ikena Way offers a serene retreat in the coveted Wailea Pualani Estates. Tucked away at t...
Listing courtesy of Keller Williams Realty Maui-Ki.
Ocean View Luxury Living at Kanani Wailea - Unit 19 also listed under Condominium MLS# 407264. Located in Kanani Wailea, South Maui's premier gated condominium community ...
Listing courtesy of Coldwell Banker Island Prop(S).
Just steps from the golden sands and turquoise waters of Keawakapu Beach, 85 Pukolu Place in Wailea Kai captures the essence of Maui living with a rare blend of luxury, c...
Listing courtesy of Berkshire Hathaway Maui Prop-L.
Located in the desirable gated community of Wailea Kialoa, this 4-bedroom, 3-bathroom home offers convenient access to everything you could want. It's just a short stroll...
Listing courtesy of Hawaii Life (W).
What if you could own a BRAND NEW - MOVE IN READY, single level home in Wailea where luxury meets livability? Welcome home to 179 Lolowaa, a 3 bed, 3.5 bath retreat in Wa...
Listing courtesy of Coldwell Banker Island Prop(S).
Elegant, sophisticated, exquisitely furnished, contemporary home located in quiet cul-de-sac in Wailea Golf Vistas. Great privacy afforded by ravine between Golf Estates ...
Listing courtesy of Pali Kai Inc.
Step into the ultimate Maui luxury lifestyle with this newly remodeled, furnished residence in the exclusive gated community of Wailea Pualani Estates. Perfectly position...
Listing courtesy of Coldwell Banker Island Prop(S).
Perched atop the exclusive and private enclave of The Ridge at Wailea, this extraordinary Guy Dreier-designed residence is a rare expression of contemporary architecture ...
Listing courtesy of Hawaii Life (W).
Nestled within the highly sought-after gated community of Wailea Kai, this beautifully appointed 3-bedroom, 3-bath residence with an additional den/office offers the esse...
Listing courtesy of Hawaii Life (W).
An extraordinary modern sanctuary awaits within Wailea Kialoa's exclusive gated enclave, where elevated corner positioning captures panoramic Pacific vistas and endless i...
Listing courtesy of Hawaii Life (W).
E komo mai to paradise in Wailea Golf Vistas! This 4-bedroom and 5-bath luxury home boasts Haleakala, golf course, and peak-a-boo ocean views. Wailea Golf Vistas is locat...
Listing courtesy of Coldwell Banker Island Prop-Ku.
Contemporary Oceanview Retreat in Wailea Perched on a gently sloping lot in an exclusive Wailea enclave, this stunning contemporary masterpiece blends artful design with ...
Listing courtesy of Coldwell Banker Island Prop(S).
Nestled within the exclusive gated community of Makena Sunset, Residence #1 is one of just four homes where each residence features superior construction, custom design e...
Listing courtesy of Discovery Makena Realty LLC.
Step into a world of refined elegance and beachfront luxury in Maluhia at Wailea—a sanctuary within Wailea’s most exclusive beachfront enclave. Tucked behind the gates of...
Listing courtesy of Hawaii Life (W).
Nestled in the highly desirable, gated community of Wailea Pualani, this delightful single-story Island-style home features three bedrooms and two bathrooms. The open-con...
Listing courtesy of Island Sotheby's Int'l Rlty(M).
Elegance flourishes in this lushly landscaped 4,588 sq. ft. 4 bedroom, 3.5 bath, (office currently used as 4th bedroom) residence, gracefully positioned near the pinnacle...
Listing courtesy of Maui Real Estate Advisors LLC.
Discover a rare opportunity to own a front-row residence in the prestigious Wailea Golf Estates, where panoramic ocean views & timeless elegance converge. Recently reimag...
Listing courtesy of Maui Real Estate Advisors LLC.
*1- STORY RANCH* in* WAILEA KIALOA* 2056 SQ FT 3 Bed, 2 Bath, 2 Car GARAGE! 7 FEET DEEP SALTWATER Equipped POOL & SPA, QUARTZITE Decking. Private GATED Cul-de-Sac of only...
Listing courtesy of Coldwell Banker Island Prop(S).
Lovingly owned and cherished by the Sellers and their family for over 26 years, this home is truly exceptional. Nestled in a serene section of Wailea Golf Estates near th...
Listing courtesy of Coldwell Banker Island Prop-Ku.
Enter this elegant Wailea Golf Vistas home through the bespoke etched glass door in to a 2 story atrium featuring a baby grand piano and a dramatic spiral staircase. The ...
Listing courtesy of The Maui Real Estate Team Inc.
Sold before listed
Listing courtesy of Coldwell Banker Island Prop(S).
This private, lushly landscaped, elegantly furnished, Shangri La is located in a quiet cul-de-sac near the top of Wailea Kialoa, a most coveted gated Wailea community, an...
Listing courtesy of Maui Real Estate Advisors LLC.
Also listed as condominium MLS #403585. Welcome to Kanani Wailea, where luxury meets comfort in this stunning 3-bedroom, 2.5-bathroom ocean view single family residential...
Listing courtesy of Coldwell Banker Island Prop(S).
Sold before listed
Listing courtesy of General Public.
Attention to detail! This meticulously maintained “better-than-new” 4 bed/3bath Wailea Pualani home is your Maui hideaway paradise. Quality updates/upgrades 2018-2024. Gl...
Listing courtesy of Hawaii Life (W).
This property was sold before listed.
Listing courtesy of Hawaii Life (W).
Welcome to the exclusive and private community of Wailea Pualani Estates. Nestled within a luxurious gated community you will find this elegant custom home with 3 bedroo...
Listing courtesy of Compass.
Nestled along the prestigious Makena coastline, 7595 Makena Road represents the pinnacle of contemporary Hawaiian luxury living. This extraordinary residence stands as a ...
Listing courtesy of Compass-W.
This stunning island-style modern home is located in Wailea Kialoa, an exclusive part of the Wailea Resort community. Upon entrance, you are warmly greeted by palm wood f...
Listing courtesy of Coldwell Banker Island Prop(P).
Property was sold prior to Listing.
Listing courtesy of Coldwell Banker Island Prop(S).
Don't miss this immaculate turnkey home originally designed by the renowned Architect John Mattham, with a custom build in 2012 and a transformative remodel in 2019. Feat...
Listing courtesy of Coldwell Banker Island Prop(S).
Enjoy the Wailea Pualani lifestyle of fantastic weather, low density, and proximity to the finest golf courses and restaurants in South Maui. Meticulously cared for, 3160...
Listing courtesy of Coldwell Banker Island Prop(S).
Maluhia Wailea Masterpiece! The ONLY residential beachfront enclave in the Wailea Resort! When passing through the double gated entry, all your senses will come alive as ...
Listing courtesy of Compass.
This classy & charming home in Wailea Kai was tastefully updated in 2022 and a delight to see! The main living and kitchen area is very light and airy with high open beam...
Listing courtesy of Coldwell Banker Island Prop(S).
This 3-bedroom, 3.5-bathroom single-story home features elevated ceiling heights, an open and airy floor plan of approximately ~3,000 square feet of interior space sittin...
Listing courtesy of Polaris Pacific.
Discover the pinnacle of island luxury in this single-level masterpiece nestled in Wailea Golf Vistas. With its elegant design and meticulous craftsmanship, this home off...
Listing courtesy of Hawaii Life (W).
Single Level Living & Molokini Views! Heleuma Place is quiet and private, a single street on the southern edge of Wailea Kialoa with its own private gate. This residence ...
Listing courtesy of Hawaii Life (W).
Welcome to 4342 W Waiola St, an exquisite 4-bedroom, 4.5-bathroom residence nestled within the prestigious gated community of Wailea Golf Vistas. With captivating ocean v...
Listing courtesy of Hawaii Life (W).
This 3-bedroom, 3.5-bathroom home features an open and airy floor plan of approximately ~3,103 square feet of interior space sitting on a ~13,386SF elevated ocean view lo...
Listing courtesy of Polaris Pacific.
OMG!! I want this house. Once you get past the jaw dropping panoramic views you can't help but appreciate the 2017 top to bottom remodel, nothing was spared. All new Wolf...
Listing courtesy of Hawaii Life (W).
Live the Life you’ve earned in this amazing Wailea dream home with incredible ocean and outer island views. This executive residence was beautifully updated throughout in...
Listing courtesy of Hawaii Life (W).
Simply REFRESHING. Experience how beautifully this home stands out in the Wailea Pualani neighborhood-as it is well designed, well maintained and move-in ready. Ocean and...
Listing courtesy of Coldwell Banker Island Prop(S).
Exquisite Wailea Ocean View home offers the best of Hawaiian style living. Constructed by Tae Murphy, the well-known and respected Wailea/Makena contractor, this home of...
Listing courtesy of Maui Luxury Real Estate LLC.
This splendid residence in Wailea Kialoa has all the elements of your ideal Maui dream home in perfect alignment: Panoramic ocean views, elegant architecture, prime corne...
Listing courtesy of Coldwell Banker Island Prop(S).
Contemporary, cutting edge design, modern style and finishes, beautifully appointed. This Wailea Home has exceptional quality construction, an open kitchen, living room a...
Listing courtesy of Hawaii Life (W).
Welcome to the highly sought out neighborhood of Wailea Pualani! This stunning property offers a perfect blend of luxury, functionality, and the ultimate island lifestyle...
Listing courtesy of Hawaii Life (W).
Single level living in the highly sought-after “Little Kai” gated neighborhood of Wailea Kai. This 3 bedroom 3.50 bath home has had several updates over the past few yea...
Listing courtesy of Coldwell Banker Island Prop-Ku.
Introducing a masterpiece of unparalleled beauty and sophistication, this exceptional property is situated in the prestigious Wailea Golf Estates gated community. It offe...
Listing courtesy of Coldwell Banker Island Prop(P).
This custom built home in gated Wailea Pualani Estates exudes peace, tranquility and privacy as you take in the Ocean View framed by the lush green belt from your large w...
Listing courtesy of McEntire Realty.
PRICED TO SELL. 21 Waikai is high-quality custom home located in the highly desirable neighborhood of Wailea Kai. The home is now being offered for sale for the first tim...
Listing courtesy of Berkshire Hathaway Maui Prop-L.
Privacy and luxury come together at 3105 N Noho Loihi Way in the exclusive gated community of Wailea Pualani Estates. This stunning 4-bedroom, 3.5-bath home features tw...
Listing courtesy of Hawaii Life (KAP).