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$1,575,000
2 Beds ⋅ 2 Baths ⋅ 409160 MLS ⋅ Fee Simple Tenure ⋅ Palms At Wailea I BLDG.
Discover the perfect blend of comfort, style, and location at Palms at Wailea #1207. This beautifully updated 2-bedroom, 2-bath ground-level condominium enjoys a prime position within the complex, nestled along the serene inner greenbelt. The spacious lanai opens directly onto the lush greenbelt, creating a seamless indoor-outdoor living experience ideal for relaxing or entertaining. The unit offers a peaceful, private setting while being just a short stroll to the resort-style pool, hot tub, and BBQ area. Inside, contemporary upgrades enhance every space — both bathrooms were tastefully remodeled in 2023, and new flooring installed in 2024. The primary bedroom features a split AC system for cool comfort year-round. Fully furnished and ready to enjoy, this turn-key residence is located within the exclusive Wailea Resort, minutes from world-class beaches, championship golf, fine dining, and boutique shopping. Palms at Wailea #1207 delivers the ideal Maui lifestyle — private, modern, and perfectly positioned in one of Wailea’s most desirable communities.

3200 Wailea Alanui Dr Unit 1207, Kihei

Listing courtesy of Hawaii Life (W).

$4,995,000
2 Beds ⋅ 2 Baths ⋅ 409141 MLS ⋅ Fee Simple Tenure ⋅ Makena Surf BLDG.
This truly one of a kind masterpiece villa in highly coveted Makena Surf Resort is an exceptional example of quintessential beachfront living at its finest. With a complete studs-out renovation completed in 2022, the meticulous nature and curated bespoke design of this stunning villa is highly evident the moment you enter. The contemporary modern finishes of this sensational ground level residence perfectly infuse indoor/outdoor island living via massive hidden track sliders for seamless integration between the spaces. Enjoy captivating ocean views and picturesque sunsets while whale watching from the privacy of your oversized lanai with space for entertaining family and friends with your favorite libations. A-101 has the luxury of no stairs and minimal steps to enter due to its very close proximity to the private gated entry and parking while perched on the hillside of perfectly manicured lawns and mature landscaping yielding maximum privacy due to the unique and desirable positioning within the complex. Only 50 steps to the sand and immediate access to the incredible onsite resort quality amenities such as two pools, Jacuzzi’s, tennis, pickle ball, gym, BBQ areas, herb gardens/orchard and an owner’s pavilion with poolside kitchen. This is the largest two bed, two bath floor plan available, boasting 1644 sq foot with an oversized covered lanai at just over 600sf. This is an absolute must see as there are far too many details and upgrades to list in this no-expenses spared statement piece. Schedule your private showing today to view this amazing ownership opportunity. Lavishly appointed and sold fully furnished.

4850 Makena Alanui Rd Unit A101, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$2,950,000
1 Beds ⋅ 2 Baths ⋅ 409117 MLS ⋅ Fee Simple Tenure ⋅ Wailea Elua I A BLDG.
Welcome to Wailea Elua, an exclusive oceanfront, hotel-zoned vacation rental set atop a lush greenbelt in prestigious Wailea. Spanning 24 acres of tropical paradise, this sought-after community offers an unparalleled blend of luxury, serenity, and income potential in South Maui. This rare second-floor 1-bedroom, 2-bathroom condominium is your gateway to breathtaking sunsets and front-row whale watching from your expansive covered lanai. Thoughtfully designed with high-end finishes, this exquisite retreat features central A/C, stylish tile in the bathrooms, gourmet kitchen with elegant granite countertops, a spacious island, and rich Cherry cabinetry including a paneled refrigerator. The open concept living space is a harmonious blend of comfort and sophistication, offering breathtaking ocean views from your private oasis. Wailea Elua is steps to a scenic oceanfront walking path that places you conveniently to both beachfront and legendary diving and turtle watching point. The complex itself is nestled between the Luxury resorts of Wailea Beach Resort and the Andaz which provides World-Class dining and entertainment experiences. Elevate your lifestyle on property and enjoy Resort-Style amenities such as Pickleball, gym, two pristine swimming pools, including an oceanfront pool and rejuvenating hot tub. Grill down at the expansive entertainment pavilion with barbecues and a fully equipped kitchen. Pool with patio/deck and barbeque area convenient to 2012 as well. This turnkey property is fully furnished, complete with artwork and linens, making it move-in ready for immediate enjoyment or as a top-producing vacation rental. Cherished by its owners and repeat guests for over 28 years, this is a rare opportunity to claim your piece of paradise in one of South Maui's most coveted oceanfront communities. Live the dream-your Maui escape awaits.

3600 Wailea Alanui Dr Unit 2012, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,189,000
2 Beds ⋅ 2 Baths ⋅ 409105 MLS ⋅ Fee Simple Tenure ⋅ Wailea Fairway Villas BLDG.
Stunning 2-bedroom, 2-bath upper-level furnished unit with beautiful ocean/sunset and golf course views. Remodeled in 2014, features include new window treatments, tile, new kitchen appliances, full renovations of both bathrooms (toilets, sinks/faucets, countertops, shower, bath enclosure and lighting). Replacement of front and back door screen doors, new lighting in kitchen and dining room, and new ceiling fans. Installation of air conditioners in bedrooms and living room (2017). New water heater installed (2021). This is a pet-friendly community featuring a pool, spa, clubhouse, workout area, and built-in barbecue grills. World-class shopping, dining, beaches, and golf are all just a few minutes away. If you’re looking to truly experience the Wailea lifestyle, complete with gorgeous ocean views, this is the home for you!

3950 Kalai Waa St Unit Y-202, Kihei

Listing courtesy of Hawaii Life (W).

$18,900,000
4 Beds ⋅ 5 Baths ⋅ 409020 MLS ⋅ Fee Simple Tenure
Experience the best of South Maui living in this exclusive Makena Sunset residence, ideally located directly across from Maluaka Beach, Makena, Maui. Enter through a private gated entry to one of only four homes in this intimate and highly sought-after neighborhood. Enjoy the ultimate island lifestyle with the beach just steps away for snorkeling, swimming, and sunsets. This spacious home features 4 bedrooms and 4 full and 2 half baths, designed for comfortable indoor-outdoor living. The large open kitchen flows seamlessly into the main living area, perfect for entertaining family and friends. Outside, a private pool and spa create a relaxing retreat surrounded by the beauty and tranquility of Makena. Rarely available and exceptionally located, this property offers privacy, exclusivity, and effortless access to one of Maui’s most beloved beaches. This offering affords the new owner to apply for membership to Makena Golf and Beach Club. This offering is a standalone home within Makena Sunset, a Residential Condominium.

5417 Makena Rd Unit 2, Kihei

Listing courtesy of Discovery Makena Realty LLC.

$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).

$2,750,000
3 Beds ⋅ 3 Baths ⋅ 408910 MLS ⋅ Fee Simple Tenure ⋅ Makalii At Wailea BLDG.
Experience modern island living at Makalii 8A, a 3-bed, 3-bath contemporary townhome tucked away in a quiet corner of the complex, featuring refined new construction in the heart of Wailea Resort. This first offering is fully furnished, turnkey, and presented in immaculate condition. Thoughtfully designed with clean architectural lines and subtle mid-century influences, the residence offers 1,574 sq. ft. of interior living space with no neighbors above or below. The main living level highlights dramatic 13-foot ceilings, abundant natural light, and expansive sliding glass doors that frame lush tree canopy views with soft ocean glimmers and hints of Haleakala. The kitchen boasts quartz countertops, rift-cut wood cabinetry, top-of-the-line Fisher & Paykel appliances, and an open, airy feel that extends to the courtyard, creating the perfect environment for entertaining. The upper-level lanai offers elevated ocean views, ideal for morning coffee or evening relaxation. Downstairs, the private primary suite opens to its own outdoor space, providing a peaceful retreat surrounded by lush tropical greenery. An additional ensuite bedroom and laundry area complete the lower level, while a third bedroom and full bath on the main level offer flexibility for guests or a home office. Central air, engineered hardwood floors, electronic shades, and a two-car garage, along with pet-friendly living add to this exceptional home's desirability. Makalii at Wailea is a gated community of just 68 townhomes. Residents enjoy a 100-foot saltwater infinity-edge pool, hot tub, steam room, sauna, fitness center, and on-site management. Ideally located moments from Wailea’s world-class beaches, golf courses, tennis, shopping, dining, luxury resorts, and Makena’s natural beauty. Schedule your private showing today.

197 Holokahiki Ln Unit 8A, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$9,000,000
2 Beds ⋅ 4 Baths ⋅ 408876 MLS ⋅ Fee Simple Tenure
Over an acre of direct beachfront in Makena is an exceptional rarity — and 4584 Makena Road stands as one of the most compelling value opportunities along Maui's coastline. Positioned on Poolenalena Beach, the property offers expansive grounds, exceptional privacy, and irreplaceable beach frontage. The existing residence requires renovation, making this an ideal opportunity for investors or end users seeking to add value in a location where land alone commands a premium. With limited beachfront inventory in Makena, the ability to renovate or reimagine a home on a parcel of this size represents a strategic acquisition. Peaceful and secluded, yet within walking distance of the Wailea Beach Path and celebrated resorts including Fairmont Kea Lani, Four Seasons, Grand Wailea, and Andaz, this offering combines lo-cation, land, and long-term upside in one of Hawaii’s most prestigious enclaves.

4584 Makena Rd, Kihei

Listing courtesy of Island Sotheby's Int'l Rlty(W).

$1,335,000
2 Beds ⋅ 2 Baths ⋅ 408874 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekolu BLDG.
Perfectly positioned in Wailea Ekolu! The incredible ground floor 2 Bedroom 2 Bath Vacation Rental in the Heart of Wailea you’ve been waiting for is here. Located in Building 2, you are steps away from the amazing Wailea Village Center with wonderful restaurants and shopping at your fingertips. This stunning condo offers ground floor convenience and features 2 spacious bedrooms and 2 full baths, literally in the center of the Wailea Resort. Lovely ocean views from your lanai and oh so convenient to all the world class beaches, restaurants, boutique shopping, golf courses, and the indescribable beauty of the Wailea Beachwalk. Enjoy total privacy and serenity in this immaculately maintained home that clearly reflects the pride of ownership throughout. 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 an attractive place for your vacationing guests as well. 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 #203 offer you the best of everything. This property is priced to sell, so call your favorite Realtor to see it today - don’t miss it!

10 Wailea Ekolu Pl Unit 203, Kihei

Listing courtesy of Hawaii Life (W).

$4,650,000
3 Beds ⋅ 4 Baths ⋅ 408839 MLS ⋅ Fee Simple Tenure ⋅ Hoolei BLDG.
E Komo Mai and welcome to Ho'olei 21-4, an elegant 3 bed, 3.5 bath townhome located in the heart of Wailea, Maui. This Hotel Zoned property boasts wonderful ocean views and is offered tastefully furnished, totally turnkey, and is active and successful in the Grand Wailea's exclusive vacation rental program. The Plumeria floor plan enjoys the widest lanai and forward most position of the building, enhancing privacy and extending the living area. This villa has new upgraded flooring in the bedrooms, a chef's kitchen with Wolf and Sub Zero appliances, a built in BBQ and fridge on the lanai, attached garage, private elevator, and so much more. Pocketing Fleetwood glass sliders blend the indoors with the outdoors, making a perfect space for entertaining your family and guests. The Ho'olei property offers a resort style pool and spas, with a state of the art workout facility and saunas. Ho'olei is gated with 24hr security and lush landscaping that gives you a sense of place here in Hawai'i. Owners are eligible for the Kulana Club with the Grand Wailea, allowing them rental management, shuttle service, on-site front desk and concierge, as well as a myriad of discounts and perks. The Wailea Resort offers some of the finest dining, shopping, golf, tennis, beaches, sunny days and views in the world!

21 Kiloa St Unit O-4, Kihei

Listing courtesy of Hawaii Life (W).

$3,250,000
2 Beds ⋅ 2 Baths ⋅ 408831 MLS ⋅ Fee Simple Tenure ⋅ Wailea Elua I A BLDG.
Finally, a top-floor unit at Elua Village with a garage. Enjoy the rare combination of a preferred floor plan, ocean view, expansive lanai, and a private garage that is just steps from the sugar white sands of Wailea's Ulua beach and the Elua Village beachfront pool and pavilion. Spacious and inviting, this quiet Wailea condominium home is roomy and relaxing; no upstairs neighbors with this 2-bedroom + 2 full bathroom ocean view condominium with convenient parking in your own garage. Recent upgrades make this a welcome Wailea home in a very popular and desirable development where island time passes slowly and you can enjoy sunsets and whale watch from the lanai or take a short stroll down to the beach and pools. New beds, dining room table and chairs, closet doors, ceiling fans, lanai furniture and other fresh upgrades make this a prime selection for your new Wailea home.

3600 Wailea Alanui Dr Unit 704, Kihei

Listing courtesy of Wailea Vacation Rentals.

$3,495,000
2 Beds ⋅ 2 Baths ⋅ 408777 MLS ⋅ Fee Simple Tenure ⋅ Makena Surf BLDG.
Experience refined beachfront living at Makena Surf, a gated oceanfront community in one of South Maui’s most private and coveted settings. This beautifully updated 2-bedroom, 2-bath residence offers unobstructed panoramic ocean views and sits directly on Po’olenalena (Chang’s) Beach, where golden sand and year-round sunsets become part of your daily routine. Positioned across from the renowned Wailea Golf Club, the location blends serenity with convenience—tucked away from the resort crowds yet just minutes from Wailea’s luxury shopping, fine dining, and world-class amenities. Makena Surf is hotel zoned and known for its exceptional resort-style features, including gated entry, tennis and pickleball courts, pools and hot tubs, fitness center, and an outdoor kitchen and pavilion perfect for entertaining. With direct beach access and a peaceful, low-density atmosphere, this residence captures the essence of private coastal luxury on Maui. Seller will also consider the option of a 25% co-ownership interest of $888,000.

4850 Makena Alanui Rd Unit B304, Kihei

Listing courtesy of Keller Williams Realty Maui-Ka.

$2,195,000
3 Beds ⋅ 3 Baths ⋅ 408760 MLS ⋅ Fee Simple Tenure ⋅ Kai Malu BLDG.
Incredible 2021 pricing for this DREAM LOCATION at pet friendly KAI MALU with this RARE Developer Unit! Breathtaking views - this is Kai Malu at its best. Beautifully appointed, this pristine home offers that sought after exceptional lifestyle. With the primary bedroom upstairs and balcony perched to behold the most awe-inspiring panorama. Sweeping Wailea Blue Golf Course greens extend upwards to views of towering and majestic Haleakala with Molokini and Kahoolawe ocean views with magnificent masterpiece sunsets from the very private lanais. Privacy is afforded here with fenced garden and lush tropical landscaping between units. French doors to the third bedroom, barbecue, wet bar, sink and fridge on lanai, and upgraded carpet on stairs to upstairs bedrooms are developer upgrades. Owner added 19 PV panels in 2014 and New AC system in 2023. This home is being sold furnished, vacant and move in ready!

339 Kai Malu Pl Unit 58B, Kihei

Listing courtesy of Keller Williams Realty Maui-Ka.

$9,395,000
3 Beds ⋅ 4 Baths ⋅ 408748 MLS ⋅ Fee Simple Tenure
Set behind the gates of Wailea Golf Estates, this like-new contemporary estate captures the essence of modern Hawaiian luxury. Spanning over 5,000 square feet of indoor-outdoor living, this single level home is designed as a seamless pavilion between architecture and nature, where walls of glass dissolve into tropical gardens and panoramic Pacific vistas. Also available to the qualified buyer is UNBEATABLE FINANCING. This home features an assumable mortgage at a fixed 2.25% interest rate, with 25 years remaining!! Seller is also open to exploring cryptocurrency transactions. Positioned on a prized lot overlooking the 18th green of the Wailea Blue Course, the property enjoys a rare duality — open sight lines to the ocean and the green, yet an exceptional sense of privacy and calm. Pristine, peaceful, and thoughtfully finished with European oak floors, bespoke cabinetry, and curated design elements throughout. Offered fully furnished, the residence invites immediate enjoyment with nothing to design, source, or wait for. The designer chefs kitchen is appointed with a Thermador appliance suite, including a 48” gas range, built-in coffee system and a 92-bottle built-in wine refrigerator. Soaring ceilings and expansive walls of glass invite natural light to fill the interiors, dissolving the boundary between indoors and out. The outdoor spaces are anchored by one of the few zero-edge infinity pools and spas in Wailea, with built-in tiki torches to enjoy late nights under the stars. The primary suite is a private retreat opening directly to the pool terrace and a separate meditation garden. A freestanding soaking tub and indoor-outdoor marble shower evoke a resort-level spa experience within the comfort of home. Two additional guest suites, privately situated on opposite wings, feature vaulted ceilings, custom walk-in wardrobes, and direct garden access — ensuring every guest enjoys their own sanctuary. Modern comforts are seamlessly integrated: Control4 automation, immersive audio, Lutron lighting, an air-conditioned oversized two-car garage, and an owned PV solar system with three Tesla backup batteries for energy independence. Mornings unfold with boats gliding quietly across the horizon. Evenings settle poolside beneath open Maui skies, the fairway and ocean beyond. Just moments from Wailea’s world-class beaches, fine dining, golf, and boutiques, yet quietly removed from the crowds. Located in the Wailea Golf Estates II neighborhood, a 6.97-acre gated CPR, 144 Halau Place is a residence for those who value discretion, design, and effortless island living in Wailea’s most desirable setting.

144 Halau Pl, Kihei

Listing courtesy of Compass-W.

$3,279,000
3 Beds ⋅ 3 Baths ⋅ 408701 MLS ⋅ Fee Simple Tenure ⋅ Makalii At Wailea BLDG.
Makalii at Wailea 17B is a standout villa commanding the premier ocean-view position in the entire development, offering unobstructed, sweeping vistas of the Pacific, Molokini, and Kahoolawe. Elevated and ideally oriented, this residence captures Maui’s most iconic sunsets and seasonal whale activity from the comfort of home. Equally impressive is the interior, where impeccably curated, fashion-forward décor elevates the living experience. Clean lines, layered textures, and a sophisticated neutral palette create a modern island aesthetic that captures quintessential luxury island living. The open-concept living space offers abundant natural light, with expansive glass doors framing the ocean and extending living areas onto generous lanais for seamless indoor-outdoor flow. This three bed, three bath “Casita” floor plan is the largest available at just over 1800sf with garage and lower-level primary suite for maximum privacy. Set within the coveted, low-density Makalii at Wailea community, 17B offers privacy, architectural distinction, and resort-style living with immediate proximity to Wailea’s top beaches, golf, dining, and shopping options. This is a rare opportunity to own the best views in the complex paired with designer-level interiors—a truly turnkey Wailea retreat sold fully furnished!

244 Holomoana Way Unit 17B, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,399,000
2 Beds ⋅ 2 Baths ⋅ 408641 MLS ⋅ Fee Simple Tenure ⋅ Wailea Palms BLDG.
Wailea Palms 3507 is an exquisitely remodeled 2-bedroom, 2-bathroom residence offering serene ocean views and a lush tropical backdrop. Tucked away in a secluded, private location at the north end of this gated community, the home provides a sense of exclusivity and tranquility. Every detail has been thoughtfully curated, featuring top-of-the-line materials, high-end appliances, and sophisticated finishes throughout. Wailea Palms is a residential enclave that does not allow vacation rentals, ensuring a refined and peaceful living environment. Ideally situated just moments from Wailea's renowned beaches, fabulous golf courses, acclaimed dining, and luxury shopping, this exceptional property captures the essence of Wailea living.

3150 Wailea Alanui Dr Unit 3507, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$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.

$4,895,000
3 Beds ⋅ 4 Baths ⋅ 408559 MLS ⋅ Fee Simple Tenure
A TIMELESS, light-filled OCEAN VIEW residence designed for indoor/outdoor Maui living, this ELEGANT 3-bedroom plus office (possible 4th bedroom) & add'l den, 4-bath home (approx. 4,355 sq. ft.) welcomes you with a stately sense of arrival with soaring ceilings and beautifully crafted ARCHITECTURAL detail. Arched mahogany-and-glass entry doors, keystoned with African Wenge accents, open to a GRAND CURVED VESTIBULE where rounded plaster walls and RICH MAHOGANY paneled wainscotting set a sophisticated tone. A grand staircase—finished with stained-glass artistic newel finials—creates a memorable centerpiece Two en-suite bedrooms located on the ground floor each enjoys its own outdoor space—ideal should you want to have SINGLE FLOOR-PLAN LIVING. Upstairs, a PRIVATE SANCTUARY awaits: the approx. 1,581 sq. ft. primary bedroom suite and den offer exceptional PRIVACY and unparalleled OCEAN AND OUTER ISLAND VIEWS WITH WRAP AROUND LANAIS, along with impressive Haleakala vistas that shift beautifully with the light. The generous kitchen opens to a bright great room with SLIDING WALLS OF GLASS on two sides—inviting lovely cross-ventilation and framing views to the sparkling PACIFIC OCEAN. The formal living room offers a warm focal fireplace, natural cedar ceiling, and a recessed art niche. Expansive sliders from the great room and living room open to an OCEAN VIEW POOL AND SPA with a SPACIOUS TILED SUN DECK, made for sunset lounging and DINING AL FRESCO UNDER THE STARS. The layout is wonderfully open, yet intentionally defined, with sight lines that draw you toward the outdoors and the enchanting views beyond. This home is a LUMINOUS LIGHT-FILLED CANVAS—ready for your vision: an extraordinary opportunity to re-imagine and elevate a residence of substance, scale, & soul. Set within the prestigious gated Wailea Golf Estates, backing to the 11th fairway of the Wailea Blue Course, and moments to Wailea’s world-class beaches, dining, shopping, golf, tennis, water sports, and spas.

3943 Wailea Ekolu Pl, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

$6,950,000
4 Beds ⋅ 6 Baths ⋅ 408558 MLS ⋅ Fee Simple Tenure
This exclusive opportunity is uniquely situated on a lot like no other, overlooking the 11th green of the Wailea Blue Course and positioned near the Four Seasons and Hotel Wailea. Set within a premier gated community, the home enjoys exceptional space and privacy, bordered on three sides by open areas, the golf course, and two greenway lots with a down-sloping parcel that opens first-floor views to island vistas. The light-filled interior draws you toward a very private resort-style pool and spa, protected from excess sun and wind. Indoor and outdoor staircases lead to the upper level, where a stunning 360-degree panoramic view unfolds across Lana?i, the West Maui Mountains, open fairways, Haleakala, Kaho'olawe, and Molokini. Seamless indoor-outdoor living connects both levels of the home, with every room opening to its own lanai, terrace, patio, or lawn, including common areas and guest baths. The property also offers flexibility to expand by approximately 500 square feet on each level. The formal living room features a wood-burning fireplace, white painted tongue-and-groove vaulted ceilings, and French doors opening to a covered island-view porch. The kitchen and family room flow to a 35-foot lanai ideal for daily living, sunset views, seasonal whale watching, and twice-yearly resort fireworks. A Haleakala-facing terrace offers peaceful daytime views and nighttime stargazing, while a wet bar off the pool deck supports relaxed outdoor entertaining. Four en-suite bedrooms provide private retreats with outdoor access, including a primary suite with a five-fixture bath and exceptional views. A southern orchard leads to an outdoor laundry entry, and the two-car garage includes ample storage. This is a home that is difficult to leave, wrapping you in the warmth of every aloha memory.

3977 Wailea Ekolu Pl, Kihei

Listing courtesy of Hawaii Life (W).

$4,095,000
4 Beds ⋅ 5 Baths ⋅ 408523 MLS ⋅ Fee Simple Tenure
The newly completed Wailea estate blends contemporary design with Maui’s natural beauty. Ocean-view living with seamless indoor-outdoor flow, abundant natural light, and locally inspired textures. Open-concept great room features panoramic ocean views, floor-to-ceiling glass, hardwood floors, and natural stone. Chef’s kitchen with waterfall stone island, premium appliances, and custom cabinetry. Luxurious bedroom suites offer spa-style baths, private lanais, and ocean or garden views. Resort-style outdoor living includes a lap pool, spa, Baja shelf, and tropical landscaping. Sustainable features include solar, smart home automation, and energy-efficient systems. Prime Wailea location near world-class beaches, golf, dining, and luxury resorts. One of the listing agents is the seller.

3378 E Lani Ikena Way, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$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.

$1,250,000
2 Beds ⋅ 2 Baths ⋅ 408354 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekolu BLDG.
Relax and Enjoy Ultimate Privacy! Enter your new Wailea place of peace, serenity and tranquility. This 2 Bedroom 2 Bath Vacation Rental Condo has been beautifully renovated and it is nestled in a lush tropical and private setting in Wailea. Surrounded by vibrant greenery and swaying palm trees, this condominium offers a peaceful retreat where you can relax and unwind. The interior is thoughtfully designed with wonderful modern updates that blend comfort with style. Enjoy breathtaking glimpses of the ocean from your private covered lanai, a sanctuary that creates the perfect backdrop for your morning coffee or serene evening sunsets. The condo's atmosphere of complete tranquility is ideal for relaxation, while this prime location places you just moments from the World Class Beaches, shopping, and dining that make the Wailea Resort a world renowned destination. This vacation rental offers the ultimate getaway for those looking to experience the beauty and tranquility of Maui in a luxurious, private setting. Don’t hesitate - this is the beautiful hideaway you have been dreaming of!

10 Wailea Ekolu Pl Unit 1603, Kihei

Listing courtesy of Hawaii Life (W).

$3,500,000
408307 MLS ⋅ Fee Simple Tenure
Set on approximately ±0.5 acres (20,573 sq ft), this exceptional gated property offers unobstructed ocean views in one of South Maui’s most coveted locations—directly across from Makena Landing with immediate beach and ocean access. The elevated parcel provides an ideal setting for a private coastal retreat, capturing sweeping sunset views, cooling trade winds, and the soothing presence of the Pacific. With ample space to create a custom residence and resort-style outdoor living, this rare offering combines privacy, natural beauty, and an iconic Makena lifestyle—just moments from some of Maui’s most celebrated beaches and outdoor experiences. Purchasers also have the unique opportunity to apply for membership to Makena Golf and Beach Club, enhancing their lifestyle with exclusive amenities and privileges. Disclaimer: This is a lot only sale. Renderings are for illustrative purposes only and represent conceptual imagery of a potential future residence. No plans or approvals are included in the purchase. Buyer to independently verify all information and obtain any necessary permits and approvals.

5171 Makena Rd Unit Lot 7, Kihei

Listing courtesy of Discovery Makena Realty LLC.

$6,350,000
3 Beds ⋅ 3 Baths ⋅ 408319 MLS ⋅ Fee Simple Tenure ⋅ Wailea Beach Villas BLDG.
Where the ocean whispers at your doorstep & refined luxury defines every detail, Wailea Beach Villas K-208 presents a rare chance to own a Premier Beachfront retreat with Legal Hotel-Resort Zoning. Framed by the golden sands of Wailea Beach & steps from the Four Seasons Maui & The Grand Wailea, this luxurious villa is a front-row seat to the best of Maui, where sunrise coffee carries the scent of plumeria & sunset cocktails are paired with sweeping views of the Pacific & outer islands. Spanning approximately 2,892 s.f. of refined interiors & an additional 700 s.f. of covered lanai space, this 3-bd, 3-ba., Plus Spacious Den [Set up as a 4th Bedroom] penthouse residence lives as gracefully as it entertains. Seamless secure elevator access delivers you into a world of curated design & coastal elegance, where open-concept living spaces flow effortlessly between indoors & out. The great room is a sanctuary of style, anchored by fine custom furnishings from Holly Hunt, LA, including a built-in OLED media system that blends modern luxury with the tranquil tones of island life. Caesar-stone countertops in slate gray & a full-height glass tile backsplash create a clean, contemporary aesthetic in the gourmet kitchen, where a Bosch induction cooktop, Wolf oven & microwave, & dual 27-inch Sub-Zero refrigerators cater to the culinary enthusiast. Four thoughtfully appointed sleeping areas offer flexibility & privacy, each adorned with high-end Kravet & Schumacher fabrics, Sonos sound, & electronic shades for complete ambiance control. The primary suite features a custom leather & exotic-wood platform bed, spa-inspired bath, & custom hardwood dressing room cabinetry that transforms daily routines into rituals of serenity. A fourth bedroom/den offers built-in storage & a queen-plus sleeper, ideal for additional guests or a work-from-paradise setup. Beyond the interiors, the main ocean view lanai invites alfresco dining with a Viking built-in BBQ, while the rear lanai offers a more intimate outdoor retreat; each designed to capture Maui’s legendary sunsets & warm breezes. Two updatedv central air conditioning systems provide zoned climate control. As part of a low-density, gated community of just 98 oceanfront residences, Wailea Beach Villas owners enjoy exclusive amenities including 24-hour security, concierge service, a beachfront infinity pool & spa, a serenity pool, & a state-of-the-art fitness center. Immediately adjacent, the revered Shops at Wailea offer fine dining, world-class shopping & an inspiring collection of Maui’s finest art galleries. Whether you envision it as a full-time residence, luxury vacation home, or excellent historical rental, K-208 is more than a property, it is a rare TURN KEY offering that encapsulates the spirit of Wailea: effortless, elegant, & unforgettable.

3800 Wailea Alanui Blvd Unit K-208, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

$5,500,000
3 Beds ⋅ 3 Baths ⋅ 408288 MLS ⋅ Fee Simple Tenure ⋅ Wailea Beach Villas BLDG.
SUNSETS WITH ALOHA . . . . Original Owner| First Time Ever on the Market| Never Rented| Immaculate Condition| Fully Furnished| 3 Bedroom Suites| 3 Full Bathrooms. WBV Penthouse unit is situated on the third floor with panoramic sunset, outer island and ocean views AND also stunning views from the primary bedroom suite! Wailea Beach Villas is a beachfront complex, perfectly positioned in the heart of the Wailea Resort, extremely convenient to the beaches with onsite beach facilities and ocean activities, fitness center, adult & family pools, shopping, dining, golf, tennis and pickleball.

3800 Wailea Alanui Dr Unit PH-303, Kihei

Listing courtesy of Compass-W.

$10,995,000
4 Beds ⋅ 5 Baths ⋅ 408267 MLS ⋅ Fee Simple Tenure
NEXT LEVEL LUXURY . . . The Crown Jewel of Wailea Golf Estates II . . . The most exciting new luxury release to hit the market. A brand new single-level oceanview smart home that truly makes you say WOW. A 2026 Wailea Cohen Development Group design- Never Occupied - Wailea’s larger .54 Acre landscaped homesite - 23,461 sf level land - Clean architectural lines- Bright & sophisticated - Contemporary architecture- Refined natural materials- 4891sf under roof- Oversized 2-car garage- 52 owned PV solar panels- 4 Tesla backup batteries - EV charger- Wailea Golf Estates II is a 6.97 acre CPR gated subdivision- Seamless indoor-outdoor living- 9’6” pocketed sliding glass doors - Pre-wired for automated shades - Spacious open great room- 15 ft vaulted imperial plaster great room ceiling & walls - Recessed 2” square LED lighting - Elevated design wall & ceiling light fixtures- European white oak herringbone flooring- 8' redefined interior doors & hardware- Fully lit wall shelving- Mollteni & C gourmet Italian designed kitchen - Sunrise Oak cabinetry- Miele Premium Appliances- Push open Miele refrigerator- Wine refrigerator - Breccia Capraia marble countertops- Kallista Juxtapose Faucet- Additional Butler’s kitchen- Primary suite showcases a spa-inspired bath with floor-to-ceiling Calacatta Viola quartzite & freestanding soaking tub - Refined brass

184 Lolowaa Pl, Kihei

Listing courtesy of Compass-W.

$37,000,000
408242 MLS ⋅ Fee Simple Tenure
MAKENA RANCH -160 ACRES OF OCEANVIEW LEGACY LAND Offered at $37 Million I Fee Simple Makena Ranch encompasses approximately 160 acres across 13 agricultural-zoned parcels along Maui's prestigious Makena Road-one of the largest privately held tracts on the island's southern coast. This gated ranch features private access, a paved internal driveway, underground electrical service, and a redundant, large-capacity private water system supporting both domestic and fire-protection needs. Designed with flexibility in mind, the property offers off-grid or hybrid power potential through private power generation systems. Sweeping ocean, mountain, and neighbor-island views span from La Perouse Bay to Big Beach, showcasing Maui's most dramatic coastline. Multiple building sites across the parcels provide exceptional options for a private estate compound, multi-residence development, or agricultural retreat. Combining scale, seclusion, and readiness, Makena Ranch represents an unparalleled opportunity to own a secure, fee-simple legacy asset in one of Hawaii's most exclusive regions. Listor has a financial interest in the property.

7191 Makena Rd, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$4,999,999
3 Beds ⋅ 4 Baths ⋅ 408222 MLS ⋅ Fee Simple Tenure ⋅ Hoolei BLDG.
Discover luxury resort living in this exceptional ocean-view Villa located within the prestigious gated community of Ho'olei in Wailea. It is ideally positioned near world-class resorts, fine dining, luxury shopping, championship golf courses, and Maui's best beaches. The Villa features 3 bedrooms and 3.5 bathrooms, in a two-story townhome-style, encompassing 2,426 square feet. There is an additional 596 square feet of covered lanais across two levels. Each bedroom includes a private ensuite bath, offering comfort and privacy for owners and guests alike. Thoughtful design elements include a private elevator, an attached garage, a covered carport, and an outdoor storage closet. Floor-to-ceiling sliding glass doors and retractable screens open almost 30 feet onto the expansive lanai, embracing Maui's indoor/outdoor lifestyle. The lanai is ideal for entertaining and is equipped with a Wolf 36" grill, a Sub-Zero under-counter refrigerator, and custom cabinets. The Villa features polished travertine floors, recessed lighting, high tray ceilings, surround sound, a security system, and a 2-zone central air conditioning system. The Chef's kitchen includes premium appliances by Sub-Zero, Wolf, Thermador, and Bosch. A touch of elegance is added with the Snaidero Italian custom cabinetry. You can enjoy ocean views from high above the resort pool. Ho'olei's amenities include a lagoon-style pool with cascading waterfalls and grottos, a sandy beach entry, two hot tubs, a massage cabana, an outdoor kitchen with covered pavilion, and a fully equipped, air-conditioned fitness center with sauna, locker rooms, and showers. Offered fully furnished, the Villa is truly turn-key & has been meticulously maintained. The property is hotel-zoned, allowing use as a short-term vacation rental, private residence, or a combination of both. Successfully operated as a vacation rental since 2007, the Villa has received over 150 five-star reviews. The owner is willing to continue marketing the property or assist with a smooth transition to new management. This remarkable Ho'olei Villa presents a rare opportunity to own a luxury, hotel-zoned home in paradise.

81 Makakehau St Unit Apt H-2, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$3,200,000
2 Beds ⋅ 2 Baths ⋅ 408202 MLS ⋅ Fee Simple Tenure ⋅ Wailea Elua Ii BLDG.
Wailea Elua beachfront estate on the famed Ulua Beach with endless ocean vistas. Spacious, quiet and private - this upgraded Wailea Elua gem is located at the top of this luxurious and amenity-rich resort community. Wailea Elua is ideally located for fun in the sun. VIP front row seats await you at the Wailea Elua beachfront pool deck with direct access to the Wailea Oceanfront Beach Path, a private and large pavilion equipped with a lounge area, TVs, BBQ grills, a fitness center and more. Within this gated community, enjoy additional amenities such as a second pool, hot tub, tennis & pickleball courts and a putting green. Boasting nearly 1600 square feet of living space, this 2 bed/2 bath condo feels even more spacious with an open-floor plan allowing a seamless flow from inside to outside. The main lanai spans the entire frontage of the condo - from coffee time perched on the bedroom lanai to sunset hour on the large covered deck off the living room, you’ll love this tropical Maui retreat. A bonus, spacious patio off the kitchen allows for a special place under the stars to enjoy evening barbecues with friends and family. Preparing meals in the fully equipped kitchen with stainless steel appliances and oversized granite countertops makes cooking feel more like social hour. Being situated in a hotel-zoned resort, this condo currently operates as a successful short-term vacation rental and will be sold turn-key with all the necessities included - just pack your toothbrush and sunscreen! The spacious garage provides ample room for a vehicle as well as extra space for additional storage of your beach toys! Walking distance to the finest in world-class dining, shopping, golf and more.

3600 Wailea Alanui Dr Unit 2109, Kihei

Listing courtesy of Century 21 Island Homes.

$1,800,000
2 Beds ⋅ 3 Baths ⋅ 408184 MLS ⋅ Fee Simple Tenure ⋅ Wailea Palms BLDG.
Wailea Palms #3202 boasts a private location in the complex overlooking meticulously manicured lawn, gardens and putting green where one can enjoy splendid sunsets, perfectly framed with palm trees and lush landscaping. The light-filled living area has west-facing windows which open to a spacious living area and a stunning view of the ocean. Relax and enjoy the ocean view from your lanai, living room and the master bedroom. Wailea Palms is a long term residential condominium (6 months minimum rental) with a gated entrance. This property features one of Maui's outstanding pool amenity area. The panoramic ocean and outer island view from the pool pavilion are breathtaking. Close to Wailea Palms are many amenities including: first-class restaurants, championship golf courses, tennis facilities, world-class shopping, white sand beaches and ocean recreation. There is one assigned parking spot.

3150 Wailea Alanui Dr Unit 3202, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.