Wailea Real Estate

Wailea Real Estate

Welcome to the prestigious neighborhood of Wailea, located in Kihei, Maui, Hawaii. Known for its stunning beaches, luxury resorts, and world-class golf courses, Wailea offers a lifestyle of relaxation and sophistication.

Residents of Wailea enjoy easy access to some of the most beautiful beaches in Hawaii, including Wailea Beach, Ulua Beach, and Mokapu Beach. Whether you're looking to soak up the sun, snorkel in crystal-clear waters, or simply take a leisurely stroll along the shore, Wailea's beaches have something for everyone.

In addition to its natural beauty, Wailea is home to top-rated restaurants, high-end shopping centers, and exclusive spas. The Shops at Wailea feature a variety of designer boutiques, local shops, and restaurants serving up delicious Hawaiian cuisine.

Golf enthusiasts will appreciate Wailea's championship golf courses, including the Wailea Blue Course, Wailea Gold Course, and Wailea Emerald Course. With stunning ocean views and meticulously manicured greens, these courses offer a truly unforgettable golfing experience.

Whether you're looking for a vacation home or a permanent residence, Wailea offers the perfect blend of luxury, natural beauty, and recreational opportunities. Come experience the magic of Wailea and find your piece of paradise in this sought-after neighborhood.

Newest Listings in Wailea

3300 Wailea Alanui Dr Unit 48A, Kihei
$2,295,000
2 Beds ⋅ 3 Baths ⋅ 411399 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekahi Iii BLDG.
Your Ideal Wailea Getaway! Rarely available - Wailea Ekahi #48A combines the community’s largest floor plan with sweeping ocean views. This 2-bedroom, 2.5-bath, 1,575 SF two-story townhome offers the space and privacy of a true home, set within one of Wailea’s most coveted oceanfront communities. It’s offered furnished (with some art exclusions) and has central air conditioning throughout. As you walk in, cool tile floors stretch out in every direction with beautiful wood floors in the sunken living room, and the island breezes and ocean views invite you to slow down. The heart of your new home is a huge open kitchen, where an oversized island becomes the natural gathering spot for drinks, pupus, and preparing meals together. Just beyond, your dining area has plenty of room for long dinners with family and friends. To your left, step down into the sunken living room, a comfortable place to settle in and talk story as the day winds down. Two large lanais extend your living space outdoors, surrounded by lush, manicured grounds and framing ocean views that endlessly enchant. A powder room and laundry are tucked conveniently off the living area. Head upstairs and the home opens into your own private world. A cozy study with a built-in desk and bookshelves is ready for work or a quiet afternoon with a good book. Your primary suite is wonderfully generous, with a separate sitting area, abundant storage, a comfortable en-suite bath, and a private lanai with a huge ocean view to enjoy your morning coffee and more. The second suite is just as inviting, with its own en-suite bath and private ocean-view lanai, perfect for family, friends, and guests. With so many distinct spaces inside and out, you and your guests can gather together or each find your own favorite spot to relax and breathe in the trade winds. Wailea Ekahi sits directly on world-famous Keawakapu Beach, with one beautiful beach after another in both directions. The community offers multiple pools, including an oceanfront main pool with a luxurious pavilion, and pickleball court. All the dining, shopping, golf, and activities of the Wailea Resort are just minutes away. Come experience it for yourself and you’ll understand why this is where your Maui dreams come true.

3300 Wailea Alanui Dr Unit 48A, Kihei

Listing courtesy of Hawaii Life (W).

10 Wailea Ekolu Pl Unit 510, Kihei
$2,100,000
2 Beds ⋅ 3 Baths ⋅ 411385 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekolu BLDG.
There hasn't been a split-level Wailea Ekolu Townhouse unit offered for sale for more than two years, and this rare ocean view offering spans 1489 square feet with private upstairs and downstairs entrances. With no common walls, no one above or below, a corner location, and unusual privacy off both lanais, unit 510 offers a measure of tranquility and privacy uncommon to the Wailea vacation rental realm. It's also optimally located: a few hundred yards away, Akamai coffee and several well-reviewed restaurants await, while the Shops of Wailea and the wonderful walking path are only a block or so further. Some of the view units at Ekolu are up the hill, near the highway, and too far to comfortably walk to Wailea's conveniences -- that's not the case with 510. Sweeping ocean views from the lanai and living area take in Molokini and Kaho'olawe and the majestic West Maui Mountains. The unit capitalizes on its uncommonly large square footage with vaulted ceilings, and abundant natural light -- every window frames another wonderful Maui snapshot. Greenery and tropical flowers envelop the unit, which features two lanais, and chilling split-system air conditioning throughout. Decorated in tastefully and contemporary beach tones and furnished a cut above typical vacation rental fare, unit 510 has earned over 120 5-star guest reviews as an ongoing favorite in the Vacation-net management portfolio. The upstairs is dedicated to open living area, kitchen, half-bath and expansive lanai. The two suite-styled bedrooms are nicely separated downstairs. With a coveted location, oversized living experience, amazing views, and upscale Maui vibe, this successful vacation rental condo is indeed a rare offering.

10 Wailea Ekolu Pl Unit 510, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

161 Wailea Ike Pl Unit C-203, Kihei
$1,675,000
3 Beds ⋅ 3 Baths ⋅ 411328 MLS ⋅ Fee Simple Tenure ⋅ Wailea Town Center BLDG.
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 Center C-203 is a rare offering, blending the privacy of a boutique residential enclave with the panoramic beauty of the Pacific and the unmatched convenience of Wailea’s vibrant core. From this vantage point above it all, life unfolds in color, sunlight dancing across the sea, the silhouette of Kaho'olawe on the horizon, and the quiet rise of Haleakala as your morning companion. This elegantly designed Single Level 3-bedroom, 3-bathroom residence spans 1,910 square feet of refined living where attention to detail and comfort is felt in every corner. Step inside and be greeted by the warm sheen of Patagonian Rosewood flooring, guiding you toward a wall of windows that frames Maui’s signature view: the deep blue ocean stretching to meet the sky. From the open-concept living room, kitchen, dining area, and even the primary suite, the view is ever-present, an ever-changing canvas that invites calm, creativity, and connection. Watch boats glide into the distance as morning coffee turns into afternoon gatherings, all seamlessly hosted from a spacious, ocean-facing great room that feels made for modern island living. The gourmet kitchen is a centerpiece in both function and style, with dramatic “Verde Fire” granite countertops, sleek appliances, and thoughtful finishes that reflect the natural surroundings. Whether hosting a dinner party or enjoying a quiet evening at home, the flow between kitchen, dining, and living spaces feels effortless. Retreat to the primary bedroom suite, a private haven with more ocean views, a luxurious spa-inspired bath, a soaking tub, dual vanities, and a generously sized walk-in closet. Two additional bedrooms provide versatility, ideal for visiting guests, a dedicated workspace, or even a personal yoga or art studio. Central air conditioning ensures comfort throughout the year, while upgraded lighting and elegant fixtures add polish and sophistication. Residents of Wailea Town Center enjoy exclusive access to a private pool and easy elevator access within a quiet community of just seven residential units. The convenience is exceptional to fine dining, boutique shops and tennis courts, or take a short drive to Wailea’s world-class golf courses and soft sand beaches. This is not just a residence, it’s a lifestyle of ease, elegance, and proximity to everything that makes Wailea extraordinary. Wailea Town Center C-203 is a home that invites you to linger in the view, savor each sunset, and embrace a lifestyle where beauty is always within reach.

161 Wailea Ike Pl Unit C-203, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

3300 Wailea Alanui Dr Unit 43B, Kihei
$1,049,000
1 Beds ⋅ 2 Baths ⋅ 411299 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekahi Iii BLDG.
Welcome to Wailea Ekahi 43B, a beautifully updated ground-floor residence nestled among the lush tropical gardens of one of Wailea's most sought-after beachfront communities. Offering 1 bedroom, 2 full bathrooms, and 885 square feet of interior living space, this inviting condominium combines comfortable island living with the amenities and exceptional lifestyle for which Wailea Ekahi is renowned. Thoughtfully upgraded throughout, the residence features an updated kitchen with attractive cabinetry and countertops, expansive 20-inch tile flooring throughout the unit, and split-system air conditioning in both the living room and bedroom. The spacious bedroom has been expanded to incorporate the former bedroom lanai, providing additional interior living space. Both bathrooms feature upgraded granite countertops. The versatile floor plan is particularly appealing, with a Murphy bed in the living room providing additional sleeping accommodations, complemented by the convenience of a second full bathroom. Whether enjoying the condominium as a personal Maui retreat or accommodating visiting family and friends, this thoughtful arrangement offers flexibility and comfort. Beautiful tropical garden views greet you from the living room, dining area, kitchen, bedroom, and outdoor lanai. Surrounded by mature landscaping and the natural beauty of Wailea Ekahi's expansive grounds, the residence offers an inviting setting for morning coffee, outdoor dining, or simply relaxing in the gentle Maui trade winds. Wailea Ekahi is celebrated for its spacious, beautifully maintained tropical grounds and exceptional resort-style amenities, including four swimming pools, an oceanfront pavilion with barbecue facilities, pickleball and tennis courts, and direct gated access to spectacular Keawakapu Beach. Enjoy swimming, snorkeling, beach walks, and breathtaking sunsets, all within this remarkable beachfront community. Conveniently located near The Shops at Wailea, championship golf courses, world-class resorts, and outstanding dining, Wailea Ekahi offers the very best of South Maui living. Whether you're searching for a personal island getaway, a full-time residence, or a vacation rental opportunity, Wailea Ekahi 43B presents an appealing combination of location, comfort, flexibility, and the relaxed elegance of the Wailea lifestyle. Schedule your private showing and experience it for yourself!

3300 Wailea Alanui Dr Unit 43B, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

19 Malukai Ln Unit 4, Kihei
$14,750,000
4 Beds ⋅ 5 Baths ⋅ 411295 MLS ⋅ Fee Simple Tenure
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 this community of just 14 bespoke estates, this 4,800+ sq. ft. home is a fusion of contemporary sophistication and the raw, natural beauty of Hawaii. There are four exquisite bedrooms, including a lavish primary suite on the second level and additional primary suite on the first level, perfect for multi-generational living or hosting in style. The four full bathrooms can be viewed as curated sanctuaries, adorned with spa-inspired finishes and an ambiance of serenity. The home is being sold furnished and is move-in ready. Beyond its high quality interiors, the home unveils an expansive outdoor haven, with a resort-style pool, private spa retreat, and a lounge area that invites you to indulge in the backdrop of Maui’s legendary sunsets. With direct access to the beach, the crystal-clear waters of Wailea’s shoreline are just steps away, offering a connection to the island’s natural splendor. As a resident of Maluhia at Wailea, you’ll enjoy the private Maluhia Beach Club with a resident manager who lives at the beach club, an oceanfront escape featuring a catering kitchen, wet bar, and private storage for your beach and water activities. Located just moments from golf courses, five-star dining, and high-end designer boutiques and shops, this property embodies a balance of tranquility and quality.

19 Malukai Ln Unit 4, Kihei

Listing courtesy of Hawaii Life (W).

3377 E Lani Ikena Way, Kihei
$4,295,000
4 Beds ⋅ 5 Baths ⋅ 411289 MLS ⋅ Fee Simple Tenure
Intentionally Designed. Exceptionally Crafted. Distinctively Wailea. Introducing an extraordinary custom residence in the coveted Wailea Pualani neighborhood, where thoughtful architecture, exquisite craftsmanship, and an uncompromising attention to detail come together in a home of remarkable distinction. Built in 2021 by renowned local builder Artistic Builders, this meticulously maintained 3,513-square-foot luxury home is offered for the first time, presenting a rare opportunity to experience newer construction in one of South Maui's most desirable communities. Conceived as a personal sanctuary rather than a speculative build, every element was carefully considered—from the flow of the interiors and the framing of ocean views, to the selection of materials and the seamless connection between indoor and outdoor living. An exceptional interior lot provides privacy, tranquility, and beautiful ocean vistas without the intrusion of road views or traffic noise. Expansive Fleetwood sliding glass doors dissolve the boundaries between indoors and out, creating an effortless transition between sophisticated interiors and Wailea's celebrated outdoor lifestyle. The main-level primary suite is a retreat unto itself, opening directly to the pool and spa. A second primary suite upstairs, complete with a separate exterior entrance and access to the pool below, provides flexibility for family and guests. Four ensuite bedrooms provide beautifully appointed accommodations, complemented by a dedicated office with potential for a fifth bedroom and a separate media room designed for gathering, entertaining, or simply unwinding. Beyond the pool, an expansive, fully usable and level lawn offers something increasingly rare in Wailea: generous, usable green space for recreation, entertaining, or quiet moments outdoors. From the front lanai, year-round sunsets paint the Pacific horizon, while spectacular fireworks displays from the nearby Grand Wailea illuminate the evening sky on special occasions. Throughout the residence, the quality of construction reveals itself in both the extraordinary and the understated. Museum-quality Level 5 wall finishes, handcrafted walnut stair treads, custom walnut-inlaid entry doors, fossilized bamboo flooring, imported designer tile, quartz countertops and backsplashes, and bespoke glass artistry by Makai Glass reflect a level of personalization seldom found in today's market. A gourmet kitchen appointed with premium Sub-Zero and Wolf appliances complements the home's sophisticated functionality. Additional enhancements include a Halo 5 whole-house water filtration system and professionally installed UniFi networking for seamless connectivity. Offered fully furnished with a curated selection of Restoration Hardware and Arteriors pieces, the residence offers a refined yet welcoming expression of contemporary island luxury. More than a collection of exceptional finishes, this Wailea residence embodies the essence of elevated Maui living. A rare opportunity to own a truly custom Wailea residence, created with intention, crafted with quality, and offered with pride for the very first time.

3377 E Lani Ikena Way, Kihei

Listing courtesy of The Agency Maui.

155 Wailea Ike Pl Unit 140, Kihei
$1,045,000
2 Beds ⋅ 2 Baths ⋅ 411257 MLS ⋅ Fee Simple Tenure ⋅ Grand Champions BLDG.
This lovely remodeled and cared for 2 bedroom/2 bathroom Grand Champions unit speaks of Hawaiiana and is being sold 'Turn Key' Furnished. Unit #140 is upper-level with vaulted ceilings and lives large. The sheer scale and volume of space adds a sense of elegance and comfort to the living experience. Vernal and serene truly describe the setting. There are peaceful, green and pastoral views from the unit with a small southwest ocean view from the glass railing surrounded lanai area. There is a lovely, high quality, richly textured and patterned carpet throughout. Additionally, there are three zones of split-system climate control. There is an abundance of natural wood cabinetry complimented by the granite countertops in the spacious stone-like tiled floor kitchen. The stainless-steel appliances contrast nicely with the wood cabinetry and full height stone & glass tiled back splash. The light filled primary bedroom faces south and affords an abundance of peaceful lushly landscaped views and fresh air. The primary bathroom has a cherry wood vanity, dual porcelain undermount sinks and a six-inch tall granite backsplash. The primary shower area features floor to ceiling stone-like tiles and a custom 'Bird of Paradise' tile design. The beautifully appointed guest bedroom features two corner windows allowing for lots of natural light and includes 8 ft tall mirrored closet sliders. The en-suite guest bathroom features cherry cabinetry along with lovely granite countertops and an onyx tiled backsplash. A functionally efficient feature is that the washer & dryer are located in the exterior lanai closet thus not taking up extra space and eliminating noise and humidity. The richly landscaped entrance to Wailea's Grand Champions Condominium, where one is greeted by a fabulous water feature filled with magnificent mosses, sets the tone for the entire quiet enclave. Additionally, there are two pool area facilities featuring spas, BBQ’s and changing rooms. The complex is surrounded on three sides by the Wailea Blue Golf Course and is located conveniently to world class beaches, dining and shopping.

155 Wailea Ike Pl Unit 140, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

4000 Wailea Alanui Dr Unit 1502, Kihei
$6,495,000
3 Beds ⋅ 4 Baths ⋅ 411236 MLS ⋅ Fee Simple Tenure ⋅ Wailea Point I Ii Iii BLDG.
THE OCEAN IS FRONT AND CENTER AT WAILEA POINT 1502. Perfectly positioned on a rare, elevated promontory directly above the revered Wailea Beach Walk, this front-row, immaculately maintained, 3 bedroom, 4 bathroom, two story 2,419 s.f. Residence 'lives large' encompassing 2 private ocean view lanais, totaling 544 s.f., and boasts commanding, Unobstructed Ocean, Outer Island, and Verdant Coastline Views.  You are as close to the ocean as Wailea allows. This furnished residence has been impeccably maintained and is offered in pristine condition.  The arrival sets the tone.  A light-filled Atrium, lush with tropical specimens, leads to the book-matched Hawaiian Koa wood front door, and beyond, the ever-changing coastal panorama. Upon entering there is a visceral feeling of serenity and tranquility amidst the understated quiet elegance of this spacious environment.  Floor-to-ceiling windows and the retractable glass slider invite the outdoors in, opening to entertaining lanai areas for enjoying alfresco dining and spectacular sunsets. This experience reaches into your senses and holds you there, suspended between sea and sky. The vaulted Clear Cedar ceilings & perimeter soffits with recessed copper-toned art lighting, tiled entry area & book-matched Koa doors throughout help to create a calm elegance and luminous foundation. Skylights & clear-story windows fill the interior with natural light. Culinary creativity has everything it requires in this delightful kitchen with granite counters, stainless steel appliances, Zebrawood cabinetry, and the spectacular views from the glass-on-glass corner kitchen window ensuring the experience of preparing a meal is as pleasurable as the meal itself.  The living and dining rooms are lined with a floor to ceiling mirrored wall expanding the ocean views from all directions. The upstairs primary suite is a sanctuary of quiet refinement.  Light-filled and serene, it features lofted ceilings, a walk-in closet with custom built-ins, an en-suite bathroom & spectacular 'Crow’s Nest' ocean views from the private lanai. A main level second primary bedroom with en-suite bathroom offers two private bathroom areas. There is also a lovely office/media room that can double as a guest suite with private bathroom. The wrap-around main level lanai offers alfresco dining, a BBQ & electric, privacy and hurricane rated sunshades. Set across 28 oceanfront acres bordered by two of Maui's finest beaches and adjacent to the Four Seasons and Fairmont Kea Lani Resorts, Wailea Point is a gated enclave in a luxury category of its own. Two resort-quality pool pavilions, a fully equipped fitness center, lighted tennis and pickleball courts, a cold plunge, multiple BBQ areas, and 24-hour roving security form a community that supports both the desire for privacy and the ease of a fully activated resort lifestyle. World-class dining, championship golf, fine shopping, hiking, and diving are all moments away. Front row, Elevated and Private is not a combination that comes available often. Wailea Point 1502 is a perfect blend of privacy, luxury and breathtaking natural beauty.

4000 Wailea Alanui Dr Unit 1502, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

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Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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