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$2,795,000
2 Beds ⋅ 2 Baths ⋅ 408567 MLS ⋅ Fee Simple Tenure ⋅ Wailea Point I Ii Iii BLDG.
You Deserve To Own & Experience Your Oceanfront Paradise Today! Unit 3404 is a delightful 2 bedroom, 2 bathroom upper-level, privately located, & meticulously maintained residence, within the highly-coveted, low density, lushly landscaped, & world-class tropical paradise known as Wailea Point. Upon entering the residence, you are transfixed by the lovely pastoral-framed Ocean, Molokini Crater, & Island of Kaho’olawe views. The award-winning construction & design affords vaulted 16-ft Clear Cedar ceilings, perimeter soffits with recessed art lighting, & book-matched Hawaiian Koa doors & accents throughout, which exude a feeling of warmth & elegance. The recent installation of floor-to-ceiling mitered glass bay windows in the great room brings in volumes of natural light, & creates mesmerizing views of the ocean & outer islands, breaching whales, & painterly sunsets. The open & functional design in the kitchen, with glass-on-glass corner windows, allows for scenic views while creating gourmet culinary delights. The spacious primary bedroom, with a Clear Cedar ceiling & recessed lighting, is filled with natural light & offers an en-suite private bathroom, & garden views from its dedicated lanai. The guest suite's wall of glass allows for extra light & tropical garden views. The spacious & tranquil wrap-around lanai offers lovely ocean views, alfresco dining, an upgraded built-in BBQ area, & electronic privacy sunshades. The laundry room features a full-size washer & dryer, ample storage & counter space. There is also a deeded 1 car garage with an electric car charge connection that comes with the residence. Wailea Point is prominently positioned upon 28 prime pastoral oceanfront acres in the world-class Wailea Resort area, adjacent to the Four Seasons Maui & Fairmont Kea Lani. Experience ‘The Best’ that Maui has to offer, as you drive your golf cart or meander through the property, enjoy direct access to two of Maui’s most iconic beaches & the adjacent 1.5-mile oceanfront 'Wailea Walk', & explore fine dining & shopping at The Shops at Wailea or relax in the luxury spas of Maui's finest resorts. World-class golf is conveniently nearby, & tennis & pickleball courts are located onsite. The complex offers guard-gated & 24-hour roving security. Second to none on Maui are the two on-site recreation pavilions; one is family-oriented & includes a lap pool, kids' pool, cold plunge & state of the art gym, while the other is the 'quiet' pool area. Savor the best of Maui, at Wailea Point 3404!

4000 Wailea Alanui Dr Unit 3404, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

$2,775,000
2 Beds ⋅ 2 Baths ⋅ 409212 MLS ⋅ Fee Simple Tenure ⋅ La'i Loa BLDG.
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 amazing Ocean and Outer Island views with incredible sunsets and the indescribable joy of great whale watching from your new home. La’i Loa 11C features an open floor plan that sits wide to the view for maximum enjoyment throughout all of your living areas and the generously oversized lanai. The beautiful lanai doors disappear into the walls to create a seamless indoor outdoor lifestyle where your Maui future awaits. This home is offered turnkey with gorgeous furnishings designed by Philpotts Interiors including Arhaus, DWR, RH, and Mitchell Gold. The handsome tile flooring upgrade extends to all areas and the world class chef’s kitchen with high end appliances including gas range from Bosch and Fisher Paykel double drawer dishwasher is designed to be completely open for entertaining or your daily relaxation with loved ones. The expansive lanai is impressive and where much of your Maui life will unfold. It features a Coyote gas grill with plenty of room for outdoor dining and an outdoor living area. The dining area features custom banquette and seating. You’ll notice the Hunter Douglas auto blinds and shades on all windows, plus the auto sunscreens on both sides of the oversized lanai, which provides you with the flexible privacy and customizable mood setting for appreciating the beauty of each Maui day. The two baths are elegant in both decor and function, offering the comfort and quality feel of resort type spa living. In addition to the community gates, each building has electronic access gates and garage, plus an elevator to all levels. Your private storage space in the garage area is huge and so convenient for extra storage, ready for any bikes, clubs, and all of your other Maui accessories. The gated community has unbelievable amenities including an expansive infinity edge pool with dedicated lap end, a giant hot tub spa, steam and sauna in the facilities, state of the art fitness center with free weights, two gathering areas, a secluded area with gas fired pit for sunset watching and more. This incredible unit is being sold turnkey - so just get ready to drop your bags and start living the good life in the one of a kind Wailea Resort, with all the world class beaches, shopping, restaurants, and amazing beauty of Maui to enjoy.

60 Kai Malu Dr Unit 201 (11C), Kihei

Listing courtesy of Hawaii Life (W).

$2,699,000
2 Beds ⋅ 3 Baths ⋅ 409826 MLS ⋅ Fee Simple Tenure ⋅ Na Hale O Makena BLDG.
Welcome to Na Hale O Makena, one of South Maui’s most private and low-density luxury communities. This beautifully appointed 2-bedroom, 2.5-bath residence offers the ease and comfort of desirable ground-level living with no stairs/elevators to enter, creating effortless access throughout the home and lanai. Tucked within lush tropical landscaping, the property enjoys an exceptional sense of privacy and tranquility in one of Makena’s most sought-after settings. Freshly updated with a newly painted interior, new carpeting, led lighting and more, this spacious floor plan is designed for relaxed island living, featuring seamless indoor-outdoor flow and peek-a-boo ocean/molokini views that add to the home’s peaceful ambiance. Thoughtfully designed with comfort and convenience in mind, this residence lives more like a private home while still offering the benefits of luxury condominium ownership. Residents of Na Hale O Makena enjoy a gated, low-density community atmosphere along with resort-style amenities including a pool, spa, fitness center, and covered pavilion, all just moments from Makena’s pristine beaches, golf, dining, and Wailea conveniences. Whether you are seeking a full-time residence or an island retreat, this exceptional property captures the privacy, comfort, and understated luxury that define the Makena lifestyle. Schedule your private showing today!

4955 Makena Rd Unit F102, 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.

$2,595,000
4 Beds ⋅ 4 Baths ⋅ 409490 MLS ⋅ Fee Simple Tenure
Also listed as Condo MLS# 409467. In the best location in Kanani Wailea, adjacent to expansive open space and unobstructed ocean views, this exceptional single-level residence offers the community’s most desirable floor plan. Located in an exclusive gated enclave of just 38 detached residential condominiums, this beautifully appointed 4-bedroom, 4-bath home blends luxury, privacy, and effortless island living. The 2,129 sq. ft. interior features an open-concept design filled with natural light and quality finishes like Hunter Douglas interior blinds and remote exterior blinds. The recently remodeled kitchen features top-of-the-line appliances like Wolf and Sub-Zero. Modern upgrades include the latest Wi-Fi system, a multi-zone Sonos sound system throughout, and a security system for added convenience and peace of mind. Two true primary suites offer spacious walk-in closets and large double-vanity baths, each remodeled with Toto Washlets. A third bedroom is located in the main living area with a full bath just across the hall, while the fourth bedroom and bath are privately situated off the courtyard—ideal for guests or extended family. Offered fully furnished and turn-key, the home includes a complete inventory of housewares and essentials, making it ready for immediate enjoyment or effortless second-home ownership. Lovely ocean views with dreamy sunsets from your large, private lanai, and the ease of lock-and-leave ownership make this home especially appealing. Association-maintained landscaping enhances the carefree lifestyle. Kanani Wailea amenities include a heated infinity-edge pool, spa, fitness room, and cabana with full kitchen. Just minutes from Wailea’s world-class beaches, golf, dining, and shopping, this is a rare opportunity to own in one of South Maui’s most coveted communities.

100 Poailani Pl Unit 29, Kihei

Listing courtesy of McEntire Realty.

$2,595,000
4 Beds ⋅ 4 Baths ⋅ 409467 MLS ⋅ Fee Simple Tenure ⋅ Kanani Wailea BLDG.
Also listed as Residential MLS# 409490. In the best location in Kanani Wailea, adjacent to expansive open space and unobstructed ocean views, this exceptional single-level residence offers the community’s most desirable floor plan. Located in an exclusive gated enclave of just 38 detached residential condominiums, this beautifully appointed 4-bedroom, 4-bath home blends luxury, privacy, and effortless island living. The 2,129 sq. ft. interior features an open-concept design filled with natural light and quality finishes like Hunter Douglas interior blinds and remote exterior blinds. The recently remodeled kitchen features top-of-the-line appliances like Wolf and Sub-Zero. Modern upgrades include the latest Wi-Fi system, a multi-zone Sonos sound system throughout, and a security system for added convenience and peace of mind. Two true primary suites offer spacious walk-in closets and large double-vanity baths, each remodeled with Toto Washlets. A third bedroom is located in the main living area with a full bath just across the hall, while the fourth bedroom and bath are privately situated off the courtyard—ideal for guests or extended family. Offered fully furnished and turn-key, the home includes a complete inventory of housewares and essentials, making it ready for immediate enjoyment or effortless second-home ownership. Lovely ocean views with dreamy sunsets from your large, private lanai, and the ease of lock-and-leave ownership make this home especially appealing. Association-maintained landscaping enhances the carefree lifestyle. Kanani Wailea amenities include a heated infinity-edge pool, spa, fitness room, and cabana with full kitchen. Just minutes from Wailea’s world-class beaches, golf, dining, and shopping, this is a rare opportunity to own in one of South Maui’s most coveted communities.

100 Poailani Pl Unit 29, Kihei

Listing courtesy of McEntire Realty.

$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.

$2,500,000
3 Beds ⋅ 3 Baths ⋅ 408470 MLS ⋅ Fee Simple Tenure
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 unique living style with the master on the main level and 2 bedrooms tucked away separately with a jack & jill bath, all 3 with vaulted ceilings. The master has a large lanai that overlooks the pool and lawn area. A major remodel of the living room and kitchen were completed last year, including all new appliances and furnishings. Relax in the openness of the living room and kitchen, which includes a large island with numerous sitting spaces, all overlooking the pool through numerous windows and sliding doors. Enjoy the large pool and covered lanai's with a very private feel with no road noise, surrounded by beautiful gardens and fruit trees. Split A/C units in the living room and all 3 bedrooms. Capitalize on very low electric bills with 22 owned solar panels under the banked system, and a solar hot water system. 2 car garage. Located at the end of a quiet cul-de-sac.

3142 Waiea Pl, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$2,499,000
3 Beds ⋅ 3 Baths ⋅ 410251 MLS ⋅ Fee Simple Tenure
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, this multi-level residence lives large, with generous indoor and outdoor spaces designed for entertaining, relaxing, & enjoying the Maui lifestyle. Bay windows frame the mature tropical landscaping & fill the open-concept interior with natural light. The formal living room connects seamlessly to the dining area and kitchen, while a separate game room offers vaulted ceilings, a wet bar, built-in cabinetry, & a game table that can double as a second dining space. The spacious primary suite & two additional upstairs bedrooms also feature vaulted ceilings. A charming upper lanai brings a touch of Romeo and Juliet romance while offering a peaceful place to enjoy sunset colors, evening breezes, and star-filled skies. Outside, a large pool & hot tub are surrounded by lush tropical landscaping, creating a private backyard retreat. A convenient half bath opens directly to the pool area, helping keep wet feet out of the main living spaces. Split AC in every room provides year-round comfort, while owned solar panels help keep electric costs low. The two-car garage includes a caretaker’s quarters, adding further value and flexibility for guests, extended family, or additional living needs. Thoughtfully designed throughout, this home offers room to gather, room to unwind, & room to enjoy Wailea living to the fullest.

139 Waaula Way, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$2,495,000
3 Beds ⋅ 3 Baths ⋅ 409233 MLS ⋅ Fee Simple Tenure ⋅ Makalii At Wailea BLDG.
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 situated in the only building that that faces north, overlooking the Wailea Blue Golf Course with wonderful ocean/sunset views.The orientation of this building provides exceptional privacy and an abundance of natural light from the floor to ceiling windows.There are 3 spacious bedrooms and 3 bathrooms including a separate guest suite “casita” located over the one car garage. This ensuite is south facing with a beautiful glimpse of the ocean and offers a wonderful private space for guests and family. As you enter the home through your private courtyard there are no steps. The open-concept layout flows effortlessly from the entryway to the living room, gourmet kitchen, and out to the cozy lanai. Features include Fisher Paykel appliances, including refrigerator, freestanding gas range, and dish washer. Quartz countertops, designer cabinetry, Luxury Vinyl Plank flooring throughout, California Closets organizers in all three bedrooms, media center in living room and coffee bar in primary bedroom. Insoroll Elements motorized interior blinds, and Pratic motorized retractable awning in the courtyard. Epoxy floor in the garage with EV charger. The common amenities offer a wonderful resort feel including a saline pool with infinity edge, fitness center, steam room, hot tub, and private facilities for owners. The complex is walking distance to Polo Beach, the Wailea Beach path, The Shops at Wailea, Wailea’s wonderful resorts, dining and shopping.

209 Holokahiki Ln Unit 103, 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.

$2,350,000
4 Beds ⋅ 3 Baths ⋅ 410122 MLS ⋅ Fee Simple Tenure
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 world-famous Keawakapu Beach. Situated on a quiet private cul-de-sac in Little Wailea Kai, this beautifully maintained 4-bedroom, 3-bath home offers the perfect blend of luxury, privacy, and effortless island living. Designed with an open-concept floor plan, the home features soaring vaulted ceilings, abundant natural light, and seamless indoor-outdoor living. Expansive sliding glass doors open to your own tropical retreat, where a resort-style in-ground pool is surrounded by lush, mature landscaping—creating a private oasis ideal for relaxing or entertaining family and friends year-round. The spacious kitchen is thoughtfully designed for gathering and entertaining, complete with a large center island, granite countertops, newer appliances, generous walk-in pantry, and an adjacent private laundry room. Split air conditioning throughout the home provides year-round comfort while maintaining the home's bright and airy island ambiance. Wailea Kai is one of South Maui's most sought-after gated communities, prized for its peaceful setting and unmatched convenience. From your front door, enjoy an easy stroll to Keawakapu Beach, consistently ranked among Maui's finest white sand beaches. Just minutes away are Wailea's celebrated championship golf courses, luxury resorts, award-winning restaurants, tennis facilities, scenic oceanfront walking paths, and the upscale boutiques and dining at The Shops at Wailea. Whether you're searching for a primary residence, second home, or luxury island retreat, 3236 Pikai Way presents a rare opportunity to own in one of Wailea's most desirable neighborhoods, where timeless island elegance meets the very best of the Maui lifestyle. Seller discloses to all parties he is a licensed Hawaii real estate broker, owns Kokua Realty, LLC and is a principal in this sale.

3236 Pikai Way, Kihei

Listing courtesy of Kokua Realty LLC.

$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).

$2,100,000
2 Beds ⋅ 2 Baths ⋅ 408944 MLS ⋅ Fee Simple Tenure ⋅ Keala O Wailea BLDG.
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 approximately 1,248 square feet and was built in 2018, with updates completed in 2025. Retractable glass doors frame sweeping ocean vistas and create seamless indoor-outdoor living. The open-concept layout positions the living area, kitchen, and primary suite to capture vibrant sunsets and seasonal whale activity. The kitchen features Bosch stainless steel appliances, quality countertops, maple cabinetry, and a functional design ideal for everyday living or entertaining. Engineered hardwood flooring enhances the main living areas, with plush carpet in the bedrooms. The primary suite offers ocean views, a walk-in closet, and an en suite bath with dual vanities. A privately situated second bedroom provides flexibility for guests or office use. The covered lanai delivers a front-row seat to Maui's iconic scenery. Located within the exclusive 70-residence Keala O Wailea enclave, Building 5 enjoys a peaceful setting just minutes from beaches, golf, dining, and shopping. Seller intends to complete a 1031 exchange at no cost or delay to the buyer.

63 Wailea Gateway Pl Unit 5103, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,995,000
3 Beds ⋅ 3 Baths ⋅ 409250 MLS ⋅ Fee Simple Tenure
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 indoor-outdoor flow. The private backyard is designed for entertaining, featuring a saline heated pool with waterfall features, surrounded by lush, mature landscaping. The ocean-view primary suite includes a private lanai, creating a peaceful space to take in Maui’s sunsets. Recent upgrades include a new standing seam metal roof, owned photovoltaic system with two Tesla backup batteries, new split A/C units, and a freshly painted interior. Ideally located just minutes from Wailea’s world-class beaches, golf, dining, and resorts, this is an exceptional opportunity in one of South Maui’s most sought-after communities.

3386 E Lani Ikena Way, Kihei

Listing courtesy of Compass-W.

$1,995,000
3 Beds ⋅ 3 Baths ⋅ 406843 MLS ⋅ Fee Simple Tenure ⋅ Kai Malu BLDG.
Welcome to Kai Malu 43B, beautifully remodeled in 2024, this 3-bedroom, 2.5-bathroom home offers unparalleled privacy, a spacious outdoor area and breathtaking views of the ocean and outer islands. Step inside to discover an open-concept kitchen and living room, perfect for both entertaining and everyday living. Wide plank oak flooring graces the upper and lower levels, adding warmth and elegance throughout the home. The expansive lanai extends your living space outdoors, creating an ideal setting for relaxation and enjoying the serene surroundings. The kitchen and bathrooms feature sleek quartz countertops, blending style with functionality. The master suite is a true retreat, boasting a private lanai and a luxurious ensuite bathroom. A guest bedroom offers rare ocean views, ensuring every visitor enjoys a taste of paradise. Kai Malu is a carefully planned, gated residential community that boasts an outstanding location adjoining several fairways of the beautiful Wailea Blue Golf Course. This development offers a luxurious setting to celebrate life in one of the world's premier vacation destinations, complete with a recreation area for the community to enjoy at leisure. Homes in Kai Malu are rarely available on the resale market, making this a unique opportunity to own a piece of paradise. Don’t miss your chance to experience the epitome of island living at Kai Malu 43B.

19 Kai La Pl Unit 43B, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,950,000
3 Beds ⋅ 3 Baths ⋅ 407569 MLS ⋅ Fee Simple Tenure ⋅ Kai Malu BLDG.
Meticulously maintained 3 bedroom 2.5 bathroom Ocean and Mountain View Kai Malu unit with new plush carpets upstairs, luxury vinyl floors downstairs, beautiful epoxy two car garage floor and new wi-fi garage door opener as well as new hot water heater with timer, new stainless steel refrigerator, and new lanai sunshades. An advantage of this particular unit location is the North facing lanai to capture the gentle trade winds which filter throughout. With all these upgrades, this is a must see unit! Outdoor living at it best on the 320 square foot covered lanai which leads out to an expansive ocean view greenspace. BBQ's allowed on the lanai. This unit even has an outdoor shower to rinse off after a long day at the beach. Take advantage of Kai Malus luxury ocean view infinity edge pool, jacuzzi, steam room, sauna, party room and fully equipped fitness center. Kai Malu is a short 5 minute drive to all of Waileas amenities including fantastic beaches, restaurants, and shopping. Call today for a private tour.

28 Kai La Pl Unit 19A, Kihei

Listing courtesy of Berkshire Hathaway Maui Prop-W.

$1,885,000
3 Beds ⋅ 3 Baths ⋅ 407317 MLS ⋅ Fee Simple Tenure ⋅ Kai Malu BLDG.
Welcome to 139 Kai La Place at Kai Malu -- a 3-bedroom, 2.5 bath townhouse beautifully upgraded with new wide-plank vinyl flooring, new carpeting, and much more! Owners will love the outstanding garden privacy provided by this peaceful home, while still enjoying peek ocean views from an upstairs bedroom! The Lanai and yard area are a spacious outdoor private sanctuary perfect for entertaining, relaxing, or playing with your dog and grandchildren. The sliding pocket lanai doors extend your living space to capture true Hawaii living. The cabinet filled kitchen features granite countertops, a reverse osmosis drinking water system and natural stone flooring. The primary suite upstairs includes an en-suite bathroom and private lanai for early morning coffee. The second bedroom is an inviting relaxing space for guests to enjoy and includes a full bath nearby. The third bedroom can easily serve as an office. An attached 2 car garage with a personal (not shared) driveway, a Tesla Power wall including 20 panels, and a low 2026 average monthly electric bill of less than $35 per month add to the highlights of this wonderful home. The residence is offered furnished only excluding the artwork hanging on the walls. Additionally, Kai Malu has an impressive 25-yard lap pool with panoramic ocean views, an open-air gym, and even a sauna. This gated community is exceptionally well maintained in a premier Wailea location. Just arrive with your suitcase and enjoy paradise! Vacation where you live in Maui!

139 Kai La Pl Unit 35B, Kihei

Listing courtesy of Hawaii Life (W).

$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).

$1,840,000
1 Beds ⋅ 2 Baths ⋅ 409934 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekahi Iii BLDG.
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 in one of the community's most desirable green belt locations, offering a peaceful, open setting with lush tropical surroundings. Being sold turnkey, this villa is ready for immediate enjoyment as a full-time residence, second home, or a vacation rental. The spacious floor plan features comfortable indoor-outdoor living, allowing you to take full advantage of Maui's year-round sunshine and spectacular sunsets. Wailea Ekahi is known for its beautifully maintained grounds, direct access to Keawakapu Beach, multiple swimming pools, and relaxed resort atmosphere. Just moments away, you'll find all the world-class amenities that make the Wailea Resort so sought after, including championship golf courses, tennis facilities, luxury shopping, fine dining, and scenic coastal walking paths. This is one of those special villas that rarely becomes available; a prime green belt location, exceptional ocean views, and the coveted convenience of a ground-floor residence all combine to create a truly unique offering in Wailea.

3300 Wailea Alanui Dr Unit 38A, Kihei

Listing courtesy of Hawaii Life (W).

$1,750,000
4 Beds ⋅ 3 Baths ⋅ 407427 MLS ⋅ Fee Simple Tenure
Motivated Seller — Unbeatable Wailea Value Steps from Keawakapu Beach! The seller is highly motivated, presenting an extraordinary opportunity to secure a beautifully upgraded residence in Wailea Kai, one of South Maui’s most desirable gated communities. This is your chance to capture timeless island luxury with unmatched value in today's market. Designed for effortless comfort, this inviting two-level home perfectly blends a smart, functional layout with modern updates. True single-level living defines the main floor, which hosts the primary bedroom suite, a beautifully renovated kitchen, an airy great room, expansive Ipe decks, a private spa/hot tub, and the garage. Living without daily stairs makes this setup incredibly convenient, while the lower level features three additional bedrooms, offering excellent privacy and flexibility for family or guests. Inside, the open layout shines with soaring vaulted ceilings that flood the living spaces with natural light. The chef's kitchen features granite countertops, high-end appliances, and modern fixtures, while rich bamboo flooring and upgraded lighting add warmth and sophistication throughout. Sliding glass doors seamlessly connect the indoor spaces to a lush, private garden retreat, creating an ideal setting for al fresco dining and tropical relaxation. Located just a short walk to world-famous Keawakapu Beach, this property perfectly balances neighborhood tranquility with ultimate coastal convenience. Residents enjoy secure gated entry and immediate proximity to Wailea’s renowned championship golf courses, five-star resorts, and premier dining and shopping. Whether you’re seeking a full-time residence, a vacation retreat, or a sharp investment, the seller’s motivation makes 53 Waikai the ultimate Wailea opportunity. Act fast and bring your offer today!

53 Waikai St, Kihei

Listing courtesy of Compass-W.

$1,675,000
3 Beds ⋅ 3 Baths ⋅ 407834 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.

$1,670,000
2 Beds ⋅ 2 Baths ⋅ 410361 MLS ⋅ Fee Simple Tenure ⋅ Keala O Wailea BLDG.
Discover one of Wailea's rarest offerings ; a beautifully appointed ground-floor residence that pairs effortless access with exceptional views. This stunning 2-bedroom condominium at Keala O Wailea offers a combination seldom found: the convenience of single-level living, breathtaking ocean views, and the privacy of one of the community's most desirable locations. Thoughtfully positioned in a quiet corner of the complex, this meticulously maintained home enjoys an expansive green lawn just beyond the lanai, making it an ideal retreat for pet owners and those who appreciate seamless indoor-outdoor living. The sense of privacy is remarkable, creating a peaceful sanctuary surrounded by lush tropical landscaping. Inside, every detail reflects quality and care. High-end luxury furnishings, sophisticated finishes, and several custom enhancements elevate the home well beyond the ordinary. The spacious, open-concept floor plan is filled with natural light and captures the beauty of Wailea from the main living areas, creating an inviting atmosphere for both everyday living and entertaining. Keala O Wailea is one of Wailea's premier luxury residential communities, ideally perched above the Wailea Blue Golf Course. This gated enclave offers an exceptional island lifestyle with resort-inspired amenities, including an elegant pool and spa, a beautifully appointed pavilion with an outdoor kitchen, and a spacious fitness center. Just moments away are Wailea's world-renowned beaches, championship golf courses, luxury shopping, acclaimed restaurants, scenic coastal paths, and the unparalleled natural beauty that defines South Maui. Whether you're searching for a full-time residence or an elegant island retreat, this exceptional home embodies the privacy, comfort, and refined island lifestyle that make Wailea one of Hawaii's most coveted places to call home.

67 Wailea Gateway Pl Unit 6-103, Kihei

Listing courtesy of Hawaii Life (W).

$1,575,000
2 Beds ⋅ 2 Baths ⋅ 410202 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekolu BLDG.
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 renovated (2025), 2 Bedroom, 2 bath unit! You are immediately drawn to the large, private lanai where stunning views await and are always available from the living, dining, and kitchen areas, as well as the primary bedroom. Your new kitchen has been tastefully updated with quartz countertops, mosaic tile backsplash, handsome cabinetry with undercab lighting, pendant lights with attractive palm ceiling fan, stainless appliances, and that wonderful ocean view. The living area features the ultimate Wailea Ekolu ocean view and the nice tile flooring that extends throughout the condo and lanai, beginning with the artistic tile inlay at the entry. There is a bamboo six-seat glass top dining table, and 3 Air-Conditioning units in the living areas provide cool comfort throughout your luxury vacation retreat. The primary bedroom offers ocean views, plenty of storage, and washer dryer in the ensuite bath, which also features the same striking quartz counters and wonderful cabinetry plus a large walk-in tiled shower. The secondary suite offers the same upgrades to the bath plus shower, lots of storage, and twin beds. Your elevated vantage point gives you commanding views of the sweeping Pacific and overlooks the upper village pool area, all while remaining wonderfully private from any of the neighboring units. Wailea Ekolu is a coveted location and a very in demand vacation rental community, so it is an excellent opportunity for both your enjoyment and also as an attractive place for your vacationing guests. Wireless internet is also provided and is covered by the maintenance fees. Whether you are looking for a full time residence, a vacation getaway, or a part time home with income potential when you are away, Wailea Ekolu #1706 allows you to have it all.

10 Wailea Ekolu Pl Unit 1706, Kihei

Listing courtesy of Hawaii Life (W).

$1,557,000
2 Beds ⋅ 2 Baths ⋅ 410487 MLS ⋅ Fee Simple Tenure ⋅ Wailea Palms BLDG.
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 gated communities. Offering zero stairs from the parking area to the unit. 2703 combines effortless convenience with refined island living. Thoughtfully designed floor plan flows seamlessly through Fleetwood sliding glass doors to a large covered wrap around lanai with ocean views and lush tropical landscaping, perfect for indoor-outdoor living and entertaining. Recent upgrades include fully remodeled bathrooms (2025), travertine flooring, brand new fans and appliances throughout, custom cherry wood cabinetry, and handcrafted built-ins by Olivery Woodworking - including a custom breakfast nook, dining table, bathroom cabinetry, and custom glass and wood doors. A built-in Murphy bed in the second bedroom adds flexibility, allowing the space to function as either a guest suite or home office. Every detail has been designer curated, including designer furnishings, décor, accessories and kitchenware. Truly turn-key. Wailea Palms amenities include a spectacular OCEAN VIEW pool and spa, fitness center, BBQs, and beautifully landscaped grounds. Just moments from Wailea's world-class beaches, golf courses, luxury resorts, fine dining, The Shops at Wailea and the scenic Wailea Beach Path, this exceptional residence offers the privacy, quality, and lifestyle that make Wailea one of Maui's premier destinations. Call to schedule a showing!

3150 Wailea Alanui Dr Unit 2703, Kihei

Listing courtesy of Keller Williams Realty Maui-Ka.

$1,525,000
2 Beds ⋅ 2 Baths ⋅ 405937 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekolu BLDG.
Wailea Ekolu #1008 offers the pinnacle of Wailea living—an immaculate upstairs 2-bedroom, 2-bathroom condo with panoramic ocean views. This spacious, end-unit residence features vaulted ceilings and comes fully furnished and turnkey, allowing for effortless enjoyment or immediate vacation rental income. Inside, stay comfortable year-round with split AC units in the primary suite and living area, plus an additional unit in the second bedroom. The open-concept layout flows seamlessly to a private lanai where you'll take in sweeping views of the Pacific and outer islands—perfect for morning coffee or sunset cocktails. Located in the heart of Wailea Resort, you’re moments from world-renowned beaches, fine dining, the Shops at Wailea, and just steps from the Wailea Blue Golf Course clubhouse. As a unique bonus, a Honda Fit is included in the sale, making island living even more convenient. Vacation rentable and impeccably maintained, Wailea Ekolu #1008 is an exceptional opportunity for both investment and lifestyle.

10 Wailea Ekolu Pl Unit 1008, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,475,000
2 Beds ⋅ 2 Baths ⋅ 409483 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekolu BLDG.
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 tucked away from the road, creating a peaceful relaxing environment. Inside, vaulted ceilings and an open layout bring in natural light, while high-end furnishings give the unit a more refined feel than your typical vacation rental. A standout feature is the retractable ceiling-mounted TV paired with a Sonos sound system, there when you want it, out of sight when you don't. The lanai becomes your daily go-to for morning coffee and sunset wind-downs. Offered mostly furnished and move-in ready, inventory provided upon request. This works equally well as a personal retreat, second home, or income-generating vacation rental in one of Wailea's most established communities. You are minutes to world-class beaches, golf, dining, and shopping, plus a short stroll to Wailea Village with restaurants, art galleries, and a weekly farmer's market. Wailea Ekolu owners may elect to join the Wailea Golf Club for discounted golf and other benefits. Opportunities like this in Ekolu don't come up often. Seller intends to complete a 1031 exchange at no cost to the buyer.

10 Wailea Ekolu Pl Unit 1206, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$1,470,000
2 Beds ⋅ 2 Baths ⋅ 407940 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekolu BLDG.
Welcome to Wailea Ekolu 105. Easy access to this beautifully remodeled luxury ground floor 2B/2B unit. Condo enjoys the luxury of panoramic ocean and outer island views from one end of the condo, through the living room, kitchen and master bedroom lanai. Thought, care and expert design principles were incorporated into this sleek renovated interior giving a nod to a mid-century modern vibe. Modern open kitchen, custom cabinetry, built in appliances, Miele dishwasher, quartz counters and instant hot water. High end linen tile flooring throughout which extends to exterior lanais. Completely remodeled baths with tiled walk-in rain showers. Contemporary furnishings and 3 flat screen TVs. 3 zone split AC system for optimum comfort. Oversized lanai extends to a private stretch of lawn and is a perfect sanctuary for relaxing, enjoying sunsets, whale watching and entertaining. Two pools and BBQs throughout the lush landscaped grounds. Wailea Ekolu is perfectly positioned overlooking the Wailea Blue Golf Course and a short walk to dining, shopping and world class golf courses. Make this fabulously appointed condo your second home, vacation rental or full time residence.

10 Wailea Ekolu Pl Unit 105, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,450,000
410084 MLS ⋅ Fee Simple Tenure
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 gated community, this gently sloping lot offers East and West mountain views, as well as, ocean views! Seller is a licensed real estate agent in Arizona.

160 Manalo St, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).