Wailea Real Estate

Wailea Real Estate

Welcome to Wailea, a stunning neighborhood located in Kihei, Maui, Hawaii. Known for its luxurious resorts, pristine beaches, and world-class golf courses, Wailea offers an unparalleled lifestyle for residents and visitors alike.

Situated in the heart of Maui, Wailea boasts a perfect blend of natural beauty and modern amenities. Residents can enjoy picturesque views of the Pacific Ocean, lush tropical landscapes, and breathtaking sunsets right from their doorstep. The neighborhood is also home to upscale shopping centers, fine dining restaurants, and exclusive spas, providing everything you need for a life of luxury and relaxation.

Outdoor enthusiasts will appreciate Wailea's proximity to some of the best beaches on the island, where they can swim, snorkel, or simply bask in the sun. Golf aficionados can tee off at championship courses with ocean views, making every round a memorable experience.

With a strong sense of community and a laid-back island vibe, Wailea offers a unique living experience that is second to none. Whether you're looking for a permanent residence or a vacation home, Wailea has something for everyone.

Come and discover the beauty and charm of Wailea – where everyday living feels like a dream vacation.

Newest Listings in Wailea

71 Wailea Gateway Pl Unit 7-102, Kihei
$1,625,000
2 Beds ⋅ 2 Baths ⋅ 411239 MLS ⋅ Fee Simple Tenure ⋅ Keala O Wailea BLDG.
This super clean, impeccably maintained, ground floor 2 bedroom, 2 bathroom is move in ready. This spacious condominium has high end Bosch stainless Appliances, Quartz Counter Tops, porcelain flooring, quality carpet and a large lanai with views of the West Maui Mountains and the sparkling blue Pacific Ocean. Upgrades include a wine fridge and custom closets. The property comes with a carport with extra storage and an additional parking stall, numbers 120 & 130. Keala O Wailea is a quaint, pet friendly, gated community with a beautiful pool, Fitness Center, BBQ Area and even a small dog park. Close proximity to fine restaurants next door at the Wailea Gateway Center as well as a pharmacy. World Class Beaches, Shopping, Resort Golf Courses and other Wailea amenities are just minutes away. Photos of furnished rooms are for listing purposes only, condo being sold unfurnished. Call your favorite REALTOR® to schedule a private showing today!

71 Wailea Gateway Pl Unit 7-102, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

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 gym, 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.

3300 Wailea Alanui Dr Unit 20B, Kihei
$1,295,000
1 Beds ⋅ 2 Baths ⋅ 411218 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekahi I BLDG.
Spacious 1-bedroom, 2-bath floor plan, in a convenient Lower Village location, less than 500 feet from Keawakapu Beach. Offered fully furnished with coastal-inspired decor and colorful artwork, this spacious condo features two connected lanais overlooking a private garden setting, with peekaboo ocean views beyond the bougainvillea, palms, and lawn. Hardwood and tile floors, recessed lighting, and a remodeled kitchen with stainless steel appliances create a comfortable space for everyday living or an island getaway. Air conditioning and ceiling fans serve both the great room and bedroom, and there is an in-unit full-size washer and dryer. The bedroom features a California king bed, and a queen sleeper sofa provides additional sleeping space, with a second bathroom offering privacy for guests. Both bathrooms have granite countertops and Italian tile, with a rain shower in the primary bath. A Sonos sound system, generous closets, lanai storage, and comfortable outdoor furnishings complete the home. Set across 34 acres of tropical landscaping, Wailea Ekahi offers four swimming pools, including one near Building 20, plus a beachfront main pool and pavilion with direct access to the ocean. Enjoy beach days and sunset views, with Wailea’s shopping, dining, activities, and golf nearby.

3300 Wailea Alanui Dr Unit 20B, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

3200 Wailea Alanui Dr Unit 307, Kihei
$1,149,000
1 Beds ⋅ 2 Baths ⋅ 411209 MLS ⋅ Fee Simple Tenure ⋅ Palms At Wailea I BLDG.
Beautifully renovated 1-bedroom, 2-bathroom ground-floor retreat that blends island charm and indoor/outdoor resort-style living with an expansive lanai of approximately 473 sq ft for an approximate seamless living space of 1500 sq ft. The light-filled, open layout features travertine flooring, a sunken living room and fully upgraded kitchen that boasts granite countertops, top-tier stainless steel appliances, and a pass-through window to the private lanai area. Perfect for entertaining or relaxing amid lush tropical foliage and peek-a-boo ocean views. The primary suite offers direct lanai access, a king bed, split A/C, and an ensuite with dual sinks and tub, while the guest bathroom features a custom travertine walk-in shower. Replete with high-end furnishings. Easy access through manicured gardens to a luxe resort amenity center including pool, poolside spa, and BBQ areas. Just moments from famed Keawakapu Beach. Move-in-ready to awaken your Maui dream life!

3200 Wailea Alanui Dr Unit 307, Kihei

Listing courtesy of Keller Williams Realty Maui-Ka.

3300 Wailea Alanui Dr Unit 13C, Kihei
$1,499,143
1 Beds ⋅ 2 Baths ⋅ 411202 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekahi I BLDG.
The Beachfront Gem You've Been Waiting For! Beautifully updated and thoughtfully appointed, this 1-bedroom, 2-bath residence at Wailea Ekahi offers an exceptional opportunity to experience the best of Maui's beachfront living. Gorgeous ocean views can be enjoyed from the main living and kitchen areas, as well as the expansive lanai-an inviting setting for morning coffee, sunset cocktails, and relaxed island living. Split A/C systems provide comfort year-round, while the stylish updates and welcoming interiors create a serene island retreat. Set within the exclusive beachfront community of Wailea Ekahi, residents enjoy a beautiful pool area, fitness center, and spacious entertainment pavilion with a full kitchen, all just steps from the golden sands of Keawakapu Beach. Ideally located near Wailea's world-class golf, upscale dining, luxury resorts, and shopping, this is a special opportunity to own your own slice of paradise in one of South Maui's most desirable beachfront communities. Elegant island living. Spectacular ocean views. Your Maui escape awaits.

3300 Wailea Alanui Dr Unit 13C, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

3200 Wailea Alanui Dr Unit 502, Kihei
$1,190,000
2 Beds ⋅ 2 Baths ⋅ 411174 MLS ⋅ Fee Simple Tenure ⋅ Palms At Wailea I BLDG.
PALMS AT WAILEA open-concept 2B|2B fully furnished condo features a private second-floor setting with an expansive double lanai surrounded by lush tropical foliage with a glimpse of the ocean; the perfect environment for Maui’s indoor-outdoor lifestyle. Filled with natural Maui light, it features beautiful tile flooring, two split-system AC systems, updated bathroom vanity, a seamless indoor-outdoor kitchen layout and a conveniently located assigned parking space. The exceptional location near Keawakapu Beach features beautifully landscaped grounds, a resort-style pool and spa nearby championship golf courses, tennis, pickleball, ocean activities, hiking, world-class resorts, fine dining and exclusive shopping at the Shops at Wailea and the Wailea Village. A rare opportunity offering an ideal blend of location, space, privacy, and value in the heart of the highly-desired Wailea Resort on Maui. Flexible options include vacation rentals, full-time residency or enjoyment as a second home.

3200 Wailea Alanui Dr Unit 502, Kihei

Listing courtesy of Compass-W.

155 Wailea Ike Pl Unit 151, Kihei
$950,000
1 Beds ⋅ 2 Baths ⋅ 411170 MLS ⋅ Fee Simple Tenure ⋅ Grand Champions BLDG.
Welcome to Grand Champions Unit 151, a beautifully renovated ground-floor one bedroom two bath condominium overlooking the first fairway of the Wailea Blue Golf Course. Enjoy spectacular year round Maui sunsets, tranquil golf course views, and a peekaboo ocean view from your private lanai. This tastefully updated residence features an open floor plan, stainless steel appliances and a queen Murphy bed for additional guests. This unit is being offered fully furnished and turn key, in a prime location ready for you to enjoy! Grand Champions offer two pools, spas, and BBQ areas surrounded by tropical landscaping. Ideally located in the heart of Wailea, minutes from world class beaches, golf, shopping and dining.

155 Wailea Ike Pl Unit 151, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

3870 Wailea Ekolu Pl, Kihei
$4,250,000
3 Beds ⋅ 4 Baths ⋅ 411166 MLS ⋅ Fee Simple Tenure
3870 Wailea Ekolu Pl. presents a rare opportunity to own a luxury ocean-view home in Wailea Golf Estates, one of South Maui’s premier gated communities within the prestigious Wailea Resort. Positioned on an exceptional lot overlooking the ocean, this 3-bedroom, 3.5-bath residence captures panoramic views of Kahoolawe, Lanai, Molokai, and Molokini. Designed to maximize its breathtaking setting, the home features a functional floor plan, ensuite bathrooms in every bedroom, and seamless indoor-outdoor living. Enjoy Maui’s spectacular sunsets and seasonal whale watching from the spacious entertaining lanai, private swimming pool, and spa.The gated Wailea Golf Estates neighborhood is set among the scenic fairways of the Wailea Blue Golf Course, offering a desirable setting within one of Maui’s most sought-after resort communities. Ideally located just minutes from South Maui’s beautiful beaches, including Keawakapu Beach and Wailea Beach, the property also offers convenient access to championship golf courses, fine dining, luxury resorts, and upscale shopping at The Shops at Wailea. Whether seeking a primary residence or a private island retreat, 3870 Wailea Ekolu Pl. offers exceptional ocean-view living and the opportunity to enjoy the best of the Wailea lifestyle.

3870 Wailea Ekolu Pl, Kihei

Listing courtesy of Hawaii Life (W).

3600 Wailea Alanui Dr Unit 207, Kihei
$2,395,000
1 Beds ⋅ 2 Baths ⋅ 411159 MLS ⋅ Fee Simple Tenure ⋅ Wailea Elua I A BLDG.
Enjoy the expansive ocean view over the tropical landscaping from the living area, large covered lanai and the primary suite of this spacious 1 BD/2BA ground floor unit. Wailea Elua 207 is a well maintained condo which is being sold tastefully furnished. Additionally, this unit has been updated with a new AC unit, hot water heater & dishwasher as well as two recently replace sliding doors & screens. As an added bonus there is a large walk-in storage area just inside the entrance. The Wailea Elua community is one of the few low-density, beachfront properties in Wailea. Enjoy the two pools, heated spa, paddle/tennis courts, fitness center pavilion, beachside BBQ area, putting green and manned & gated entry. Wailea Elua Village is situated right on world-famous, Ulua Beach and on the 1 1/2 mile Wailea beachfront boardwalk. Just a short distance to five-star hotels, fine dining, and the Shops at Wailea, Wailea Elua units are zoned Hotel Resort and allow Owners the ability to use the property for Short Term Vacation Rentals (STVR) to generate income if desired.

3600 Wailea Alanui Dr Unit 207, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

10 Wailea Ekolu Pl Unit 1403, Kihei
$975,000
1 Beds ⋅ 2 Baths ⋅ 411151 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekolu BLDG.
Enjoy the relaxed island lifestyle at Wailea Ekolu #1403, an updated, fully furnished one-bedroom, two-bathroom condo offering ocean views and convenient ground-level living with no stairs. The thoughtfully appointed interior features two split AC units, one in the living room and one in the bedroom, providing comfort throughout the year. Two separate lanais extend the living space outdoors, creating inviting spots to enjoy the tropical surroundings, morning coffee, or sunset evenings. Ideally located near one of the community pools and BBQ areas, this residence offers easy access to some of Wailea Ekolu’s most desirable amenities. Owners have the opportunity to join the Wailea Golf Club membership, adding another way to enjoy the resort lifestyle. Set within the renowned Wailea resort community, Wailea Ekolu #1403 is conveniently close to beautiful South Maui beaches, championship golf courses, upscale shopping, and a variety of restaurants. Whether you’re seeking a Maui getaway, a comfortable island retreat, or a place to enjoy the best of Wailea, this property offers an appealing combination of comfort, convenience, and location.

10 Wailea Ekolu Pl Unit 1403, Kihei

Listing courtesy of Hawaii Life (W).

86 Poailani Pl Unit Unit 32, Kihei
$2,575,000
4 Beds ⋅ 5 Baths ⋅ 411149 MLS ⋅ Fee Simple Tenure
Also listed as condominium MLS# 411148. Experience effortless Wailea living in this beautifully appointed 4-bedroom. 4,5-bath single-level ocean-view residence in Kanani Wailea. Offering 2,175 sq. ft. of thoughtfully designed living space, the home enjoys beautiful ocean views and spectacular Maui sunsets. The well-appointed kitchen features a Sub-Zero refrigerator and wine cooler, along with Wolf cooktop, oven, and microwave. Sold fully furnished and move-in ready, each bedroom features its own en-suite bath. Recent updates include new flooring throughout and a beautifully remodeled primary bath. A secure private courtyard welcomes you and provides separate access to the 3-bedroom, 3.5-bath main residence and the attached guest suite, offering added privacy and a comfortable retreat for family and friends. Enjoy the convenience of a lock and leave condominium in a single family home. Ideally located near Wailea's world-class beaches, championship golf, luxury resorts, shopping, and dining, this exceptional residence offers a wonderful combination of ocean views, privacy, and relaxed Maui luxury. This is a Residential Condo.

86 Poailani Pl Unit Unit 32, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

3200 Wailea Alanui Dr Unit 1207, Kihei
$1,349,000
2 Beds ⋅ 2 Baths ⋅ 411145 MLS ⋅ Fee Simple Tenure ⋅ Palms At Wailea I BLDG.
Palms at Wailea #1207 offers a rare chance to own a beautifully remodeled, fee simple 2 bedroom, 2 bath residence in one of Wailea’s most coveted communities, at a price point that is increasingly hard to find for a 2BR/2BA in Wailea. With a ground level entry, there is no climbing to an upper floor; simply walk in to a bright, airy interior refreshed with a tasteful renovation beginning in 2023, featuring elegantly remodeled bathrooms, new flooring, an in-unit washer and dryer, and air conditioning for year-round comfort. Privately set along the tranquil inner greenbelt, the spacious lanai opens directly onto lush, meticulously maintained grounds, inviting you to unwind in the gentle trade winds. This intimate, Mediterranean-style community is surrounded by gardens showcasing more than a hundred varieties of palms, with a resort-style pool, hot tub, BBQ area, fitness center, and clubhouse just steps from your door. World-renowned Keawakapu Beach is a short stroll away, and the prestigious Wailea Resort places championship golf, fine dining, boutique shopping, and South Maui’s celebrated beaches at your fingertips. Fully furnished, impeccably maintained, and truly turnkey, #1207 is a private retreat to relax and experience the very best of Wailea living.

3200 Wailea Alanui Dr Unit 1207, Kihei

Listing courtesy of eXp Realty.

Start Your Search

How much is your home worth?

Get instant property value now!