Waileaneighborhood
Known for its captivating, crescent-shaped beaches, award-winning restaurants, and championship-caliber golf courses, Wailea is an upscale resort community in South Maui, covering 1,500 acres of land with staggering ocean views. It has enthralled residents and visitors with its promise of luxurious and pristine island life. The standard for quality is over the mount with its strong leadership and innovative planning.
Wailea is located on the south shore of Maui, featuring world-class resorts, fine executive homes, and luxe condominiums. The area exudes a sense of privacy, serenity, and freedom spread across an area three times the size of Waikiki.
Maui Property has a wealth of knowledge when it comes to dealing with real estate in Wailea. Rest assured that our team is more than capable of managing your next home purchase on Maui and more. View all properties in Wailea for sale below. Use the advanced search feature to look for more specific homes. Contact us via 808-217-8832 or leave us a message through our contact form for further assistance or information.
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).
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.
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.
An exceptional opportunity to build a custom home on an spacious, premium lot in the private, gated community of Wailea Pualani. Surrounded by beautifully designed custom...
Listing courtesy of Engel & Volkers Maui.
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 Maluaka Mauka, an exclusive gated community of just 53 homesites nestled across 28 acres in the heart of Makena. Ideally located just moments from the sandy sh...
Listing courtesy of Discovery Makena Realty LLC.
Welcome to Maluaka Mauka, an exclusive gated community of just 53 homesites nestled across 28 acres in the heart of Makena. Ideally located just moments from the sandy sh...
Listing courtesy of Discovery Makena Realty 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).
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.
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).
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.
Brand New Luxury Unit - Welcome to your new home, a spacious ground floor, 4-bedroom, 4.5-bathroom unit spanning 3,625 sq ft, nestled within Makena Beach Club and Residen...
Listing courtesy of Discovery Makena Realty LLC.
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).
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.
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).
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.
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).
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.
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).
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.
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).
A rare and extraordinary opportunity in coveted Makena awaits. Just steps from world famous Makena Beach (Big Beach). This exceptional vacant lot spans approximately 28,...
Listing courtesy of Hawaii Life (W).
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.
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).
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).
$1179.49 HOA fees Located in Wailea, this quiet and serene ground-level 2- bedroom, 2 bath condo is within walking distance of the beach and close to many convenient sh...
Listing courtesy of Nathalie Mullinix Rlty Universal Inc.
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..
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.
Vacant canvas located in one of Maui's most desirable neighborhoods in Wailea. Large 10,890 square foot lot with plans to build a custom 3100 sq ft family oriented home ...
Listing courtesy of Pacific Shores Realty.
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.
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).
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).
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.
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).
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.
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).
Set on approximately ±0.5 acres (20,573 sq ft), this exceptional gated property offers unobstructed ocean views in one of South Maui’s most coveted locations—directly acr...
Listing courtesy of Discovery Makena Realty LLC.
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.
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.
MAKENA RANCH -160 ACRES OF OCEANVIEW LEGACY LAND Offered at $37 Million I Fee Simple Makena Ranch encompasses approximately 160 acres across 13 agricultural-zoned parce...
Listing courtesy of Coldwell Banker Island Prop-Ku.
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).