Wailea/Makena Real Estate

Wailea/Makena Real Estate

Welcome to Wailea and Makena, two of Maui’s most enchanting districts that offer a unique blend of luxury, natural beauty, and a vibrant community spirit. Nestled along the southern coast of Maui, these areas are renowned for their stunning beaches, world-class resorts, and breathtaking ocean views.

Wailea is a master-planned resort community that boasts some of the most exquisite properties on the island. Here, you’ll find pristine beaches like Wailea Beach and Ulua Beach, perfect for sunbathing, snorkeling, and enjoying the gentle Hawaiian waves. The Wailea Golf Club, featuring three championship courses, is a golfer’s paradise, while the upscale Shops at Wailea offers an array of high-end boutiques and gourmet dining options.

Just a stone's throw away lies Makena, known for its more laid-back vibe and spectacular natural landscapes. This area is home to the iconic Big Beach and Little Beach, where you can experience the beauty of Maui in its purest form. Makena State Park provides ample opportunities for hiking and exploring the island’s lush scenery, making it a favorite among nature enthusiasts.

Both Wailea and Makena are rich in cultural heritage, offering residents and visitors alike a glimpse into the island's history through local art galleries and community events. With an average year-round temperature of 75°F, this tropical paradise is perfect for outdoor activities, whether you’re surfing, paddleboarding, or simply enjoying a sunset stroll along the shoreline.

Discover the magic of Wailea and Makena, where luxury meets the spirit of Aloha, and let the beauty of Maui become a part of your everyday life.

Newest Listings in Wailea/Makena

$1,300,000
410807 MLS ⋅ Fee Simple Tenure
A rare opportunity to design and build a custom home in the gated Wailea Pualani Estates neighborhood. Located on a very private flag lot and part of a small cul-de-sac. This 15,591 sq ft flag lot features garden/mountain views on a level terrain. This ideal corner location is designated for a single level constructed house layout. Infrastructure is ready with underground utilities and an installed water meter. Only minutes to Shops at Wailea, five-star resorts and amenities including white sandy beaches, championship golf, tennis, upscale shopping and fine dining. Enjoy the beauty and luxury of living in this exceptional resort enclave with great year round weather and the amenities of a resort community. An exceptional lot ready for your custom build in Wailea.

3168 S Noho Loihi Way, Kihei

Listing courtesy of REMAX Resort Realty.

$1,247,000
1 Beds ⋅ 2 Baths ⋅ 410788 MLS ⋅ Fee Simple Tenure ⋅ Wailea Palms BLDG.
This beautiful Wailea Palms ocean view retreat is part of an exclusive residential gated community. Enjoy tranquil ocean views from the spacious 1032 sq ft ground floor 1 bedroom/ 2 bath condo. Recent upgrades include brand new luxury flooring, custom paint, updated fixtures and a new AC system. This end unit has a garden setting next door for ample privacy and easy access. This property has a luxurious feel without the pretension or care of a large home. Perfect for a second home, full time residence or your own private haven. Views abound from the living room, bedroom, lanai, and kitchen. A short stroll takes you to all the amenities of an upscale gated community. Close to our revered S. Maui beaches for swimming and leisurely walks. The Wailea Palms complex offers a beautiful ocean view pool, Jacuzzi spa, club house BBQ area and a private workout gym. A few blocks away from the Shops of Wailea and all of Wailea’s finest dining, golf and Resorts. Sold unfurnished

3150 Wailea Alanui Dr Unit 3807, Kihei

Listing courtesy of REMAX Resort Realty.

$1,149,000
2 Beds ⋅ 2 Baths ⋅ 410776 MLS ⋅ Fee Simple Tenure ⋅ Grand Champions BLDG.
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 villa has so much to offer. With beautiful views of Haleakala, this home is conveniently located on the tranquil, back end of the complex. The covered lanai looks east over the Wailea Blue Golf Course, and offers homeowners the utmost privacy. This is the most highly sought after floor plan in the neighborhood with the flexible “lock off” feature. There are 2 roomy primary-suites, each with spacious bathrooms and separate entrances. The possibilities are endless. However you choose to utilize the space, you will enjoy the masterful owner upgrades and unique position of this condo. This end unit location offers extra windows in the bedroom overlooking the golf course, not common in the standard lock off plan. Renovations include a remodeled kitchen, energy-efficient stainless steel appliances, new furnishings, and granite countertops. Bathrooms are appointed with custom showers and stylish vessel sinks. Additional upgrades include plantation shutters, crown molding, new fans, split A/C system, luxury vinyl and tile flooring throughout. Grand Champions features 2 pools and wonderful mature landscaping. Nearby are all of Wailea's resort amenities, including first-class restaurants, championship golf courses, tennis facilities, elite shopping opportunities, and miles of white sand beaches and ocean recreation. Finely appointed and being sold fully furnished. Listing agent is owner.

155 Wailea Ike Pl Unit 29, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$750,000
1 Beds ⋅ 2 Baths ⋅ 410775 MLS ⋅ Fee Simple Tenure ⋅ Grand Champions BLDG.
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 views toward Kaho'olawe and Molokini Crater from this ideally positioned residence. Location is everything, and this top-floor unit with high vaulted ceilings puts the best of Wailea within easy reach. For the tennis or pickleball enthusiast, the renowned Wailea Tennis Club is just a stone’s throw away, while the shops, dining, services, and everyday creature comforts of Wailea Town Center are right outside your front door. Wailea’s world-class beaches, championship golf courses, luxury resorts, shopping, dining, and coastal lifestyle are all nearby. Grand Champions is known for its lush tropical landscaping, convenient location, and resort-style atmosphere, with two swimming pool and spa areas located throughout the community. Whether you’re searching for a primary Maui residence, second home, or rental opportunity, Grand Champions 122 delivers a compelling combination of location, views, lifestyle, and value. At this price point, opportunities in Wailea are increasingly difficult to find. Grand Champions 122 will not last long. Wailea, Maui, Hawai'i… No Ka 'Oi!

155 Wailea Ike Pl Unit 122, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$2,295,000
3 Beds ⋅ 3 Baths ⋅ 410718 MLS ⋅ Fee Simple Tenure
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 from the stunning white sands of Keawakapu Beach. Set on one of the largest lots in the neighborhood, this single-level home is invisible from the road, wrapping you in lush, resort-like privacy from the moment you arrive. Newly remodeled throughout, this partially furnished home showcases a beautiful mix of travertine and hardwood flooring beneath dramatic high vaulted ceilings. Abundant windows and skylights flood every room with natural light, blurring the line between indoor and outdoor living. This thoughtful 3-bed, 3-bath home offers flexibility. The third bedroom easily functions as a home office or guest room with its hidden Murphy bed. Step outside to your own private paradise: a sparkling saltwater pool surrounded by tropical greenery, plus a fully equipped outdoor kitchen made for effortless entertaining. Go up the spiral staircase to your rooftop deck, where ocean views set the stage for sunset cocktails. As an owner, you'll have the opportunity to join the Wailea Homeowner Golf Membership, a rare privilege extended to only a select few Wailea neighborhoods. You are within the master-planned community of Wailea. You're moments from world-class shopping, championship golf, restaurants, and some of the best beaches Maui has to offer. Rarely does a property combine this level of privacy, space, and location. 3150 Waiea Pl isn't just a home — it's your own oasis paradise in one of Wailea's most coveted communities.

3150 Waiea Pl, Kihei

Listing courtesy of Hawaii Life (W).

$2,399,000
3 Beds ⋅ 3 Baths ⋅ 410693 MLS ⋅ Fee Simple Tenure
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 3-bedroom, 2.5-bath residence feels both refined and relaxed, with soaring vaulted open-beam ceilings, abundant natural light, dark bamboo flooring, mahogany doors and cabinetry, granite countertops, and plantation shutters throughout. The open-concept living area flows seamlessly through expansive sliding glass doors to a lush tropical backyard and patio, creating an inviting indoor-outdoor setting for alfresco dining, entertaining, or unwinding beneath the Maui sky. The well-appointed kitchen features stainless-steel appliances, generous storage, a pantry, and casual dining nook, while split-system air conditioning throughout provides year-round comfort. Upstairs, the entire level is devoted to the spacious primary suite—a private sanctuary complete with a sitting area, walk-in closet, ensuite bath, and its own lanai. Just moments from Wailea Kai’s dedicated community park and an easy stroll to world-renowned Keawakapu Beach, the best of Maui’s coastal lifestyle is right outside your door, with white sand, turquoise water, and unforgettable sunsets just minutes away. Wailea’s acclaimed dining, luxury shopping, championship golf, tennis, and resort amenities are also close at hand. This private Wailea residence offers a comfortable setting for enjoying the beauty and convenience of life in one of Maui’s most sought-after communities.

30 Waikai St, Kihei

Listing courtesy of Romvari Realty Ltd.

$1,850,000
2 Beds ⋅ 3 Baths ⋅ 410669 MLS ⋅ Fee Simple Tenure ⋅ Wailea Palms BLDG.
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 private residences in the community, 2801 features three private lanais, creating wonderful indoor-outdoor living throughout the home. A rare feature of this unit is the ability to barbecue right off the lanai. Ocean views provide a beautiful backdrop for morning coffee, sunset dinners, or simply enjoying Maui’s year-round outdoor lifestyle. The thoughtfully updated interior features a beautifully appointed kitchen, inviting living and dining areas, and two generous bedroom suites offering privacy for owners and guests. Wailea Palms is a gated residential community known for its lush tropical grounds, ocean-view pool and spa, and peaceful setting. Ideally located near Wailea’s world-class beaches, golf, dining, shopping and resorts, Unit 2801 offers a rare combination of privacy, space and indoor-outdoor living in the heart of Wailea.

3150 Wailea Alanui Dr Unit 2801, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$2,680,000
3 Beds ⋅ 2 Baths ⋅ 410656 MLS ⋅ Fee Simple Tenure ⋅ Keala O Wailea BLDG.
Experience front-row ocean views at Keala O Wailea #4-201, a beautifully positioned 3-bedroom, 2-bathroom residence in one of the most sought-after buildings within the complex. Set on the second level, this home delivers sweeping views across the ocean to the West Maui Mountains, neighboring islands, and iconic Molokini — a panorama that rarely comes available. Unlike most properties in Wailea, this unit offers the rare luxury of your own private BBQ on the lanai, perfect for sunset dinners with an ever-changing ocean backdrop. It also comes with a private garage plus a deeded parking stall right in front of the unit — a level of convenience hard to find at this price point. Residents of Keala O Wailea enjoy resort-style amenities, including a pool, spa, outdoor clubhouse with kitchen, and fitness center overlooking the water. The pet-friendly complex sits just steps from Wailea Gateway Center's shopping and dining, and within the renowned Wailea Resort, home to three championship golf courses, tennis, pristine beaches, and world-class hotels — all moments away. Whether a full-time residence or vacation retreat #4-201 offers an unmatched combination of location, views, and lifestyle.

59 Wailea Gateway Pl Unit 4-201, Kihei

Listing courtesy of Hawaii Life (W).

$2,600,000
4 Beds ⋅ 4 Baths ⋅ 410606 MLS ⋅ Fee Simple Tenure
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 only $3,975.84 for 2026. There is no better value in Wailea Resort at $890.10 PSF for 2,921 SF. This house has been vacant for nearly three years so allow for mechanical things not working due to non use. All the appliances need to be serviced and may not need replacing. The 13,491 SF lot is one of the largest in this section of Kialoa. Stucco exterior and Monier tile roof. Large pool/Spa. Water in pool and the patio furniture is Ai generated. Pool equipment may just need the pumps and motors primed and lubricated, maintenance and service. The pool plaster may just need a high quality two-part epoxy Pool-paint. Eight(8) large rooms. Commercial chef grade kitchen all granite clad with Viking appliances, double gas burning stoves/ovens. trash compactor, food warmer, Bosch dishwasher. Real Travertine floors on the entire main level and staircase. The living room travertine was under a large Persian rug and never saw the light of day and is literally brand new so when you look at the rest of the flooring CSI will make it look brand new too. Two bedrooms on the main level are being used as storage. Two fully remodeled bathrooms also on main level. Spacious and bright living room, dining room and large kitchen with huge center island with service sink and butler's prep kitchen. One of the downstairs bedrooms serves as an office with French doors and has a full bathroom and closets. It is being used for storage The architecture is classic and bold. The lush foliage makes this residence very private. Upstairs has a huge family room with real hard wood maple floors, wet bar and spectacular ocean views from the balcony from the west Maui mountains, Lanai, Kaho'olawe, Molokini, all the way to Ulupalakua. There is a huge wall perfect for a 100" flat screen tv. There are two full bathrooms upstairs. Art deco ceilings. The owner did a major renovation in 2005 to the kitchen, three of the four bathrooms and added the Travertine floors. The primary bedroom is en suite with a large walk in Travertine shower. Back-to-back closets. The irrigation system and electrical recently upgraded. The avocado tree bears fruit. The garage has 830 SF with storage rooms and is packed solid with restaurant equipment and misc stuff. This is truly an indoor/outdoor house with three ingress/egress from the L.R, D.R and kitchen out to the pool deck and pool/spa. Solar hot water tank is around 3-4 years old. The trellis can easily be converted to a porte-co-chere. For all intents and purposes this house is move in condition. The carpeting in the two upstairs bedrooms needs to be replaced. All the storage contents in the three bedrooms, garage and outside will be removed prior to closing. House is being sold unfurnished AS IS. Seller requires Proof of Funds or bank approval letter prior to showings. RECENT HOUSES SOLD IN WAILEA KIALOA WITH SIMILAR SIZE 195 E. Ikea Kai next door with 2,851 SF SOLD for $4,000,000, 12/20.2024. 171 W. Ikea Kai with 3,117 SF SOLD for $3,725,000, 10/27/2023. 175 W. Ikea Moku with 3,105 SF SOLD for $3,550,000, 12/24.2025. 206 Heleuma Place with 3,169 SF SOLD for $3,300,000 , 01/07/2026. 194 E. Panana Place with 3,024 SF SOLD for $3,240,000. 11/28/2025. 194 E. Panana Place with 3,024 SF SOLD for $2,400,000. 11/14/2023. 3133 Kikihi St with 1,955 SF SOLD for $2,565,000 03/11/2026. The Central Pacific Bank Nov. 2024 appraisal for 221 E. Ike indicates 3,190 SF interior. "The handwriting is on the wall" for 221 E. Ikea Kai. "Don't hesitate!" The closest comparable houses in Wailea with 2,788 SF in Wailea Kai with no view and on the road asking $2,499,000. The only comps in Wailea Kialoa have 2,582 SF no views asking $2,848,000 and 162 W. Ikea Kai with 2,843 SF asking $3,150,000. 221 E. Ikea Kai is the deal of the decade.

221 E Ikea Kai Pl, Kihei

Listing courtesy of eXp Realty.

$3,850,000
3 Beds ⋅ 4 Baths ⋅ 410561 MLS ⋅ Fee Simple Tenure ⋅ Hoolei BLDG.
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 Hibiscus layout—this spacious split-level townhome blends 3,076 sq.ft. of exquisitely refreshed interior space with approximately 700 sq.ft. of covered lanai for seamless indoor-outdoor living. Positioned in a coveted front-row location, you are steps away from Ho’olei’s world-class amenities, featuring a lagoon-style pool with a dramatic 19’ waterfall, swim-in grotto, dual spas, fitness facility, and poolside entertaining pavilion. Just moments from Wailea Beach, fine dining, championship golf, and shopping, this beautifully furnished residence offers exceptional privacy, a place to call home in Maui, alongside a stellar, proven rental track record.

24 Hoolei Cir Unit T-1, Kihei

Listing courtesy of Keller Williams Realty Maui-Ka.

$975,000
410535 MLS ⋅ Fee Simple Tenure
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 residences, this desirable homesite offers a wonderful sense of space, privacy, and setting, with southwest and northwest ocean views that invite you to embrace Maui’s natural beauty. Imagine designing a home where ocean views become part of everyday living—enjoying spectacular sunsets over the Pacific and the morning sunrise illuminating Haleakala. The generous lot provides an ideal canvas for thoughtful architecture and seamless indoor-outdoor living, creating a home uniquely suited to your lifestyle. Walk to South Maui’s beautiful beaches, world-class golf, The Shops at Wailea, luxury shopping, dining, and more. Here, the location becomes part of the experience—morning beach walks, afternoons on the fairways, and evenings watching the sun set over the ocean. Build the home you’ve envisioned. Create the lifestyle you’ve dreamed of.

3376 E Lani Ikena Way Unit Lot 209, Kihei

Listing courtesy of Engel & Volkers Maui.

$2,500,000
3 Beds ⋅ 3 Baths ⋅ 410525 MLS ⋅ Fee Simple Tenure
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 photovoltaic panels, brand-new luxury vinyl flooring and new baseboard throughout, a private pool, and an effortless flow make this the perfect expression of the Maui lifestyle. Minutes from the world-class dining, shopping, and championship golf of Wailea Resort, all within a serene, gated 34-acre community with lush tropical landscaping year-round. A rare single-level gem in one of South Maui’s most sought-after neighborhoods.

3111 Waiea Pl, Kihei

Listing courtesy of Maui Luxury Real Estate LLC.

Start Your Search