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$2,875,000
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).

$11,745,000
3 Beds ⋅ 4 Baths ⋅ 409204 MLS ⋅ Fee Simple Tenure ⋅ Andaz Residences BLDG.
Andaz Residences Unit 801 (F2) offers a rare opportunity to own one of the coveted private villas at the Andaz Maui Wailea Resort. Ownership combines the privacy of an oceanfront home with full access to the exceptional amenities of the Andaz Hotel including pools, spa, fitness center, beach service, concierge, and award-winning dining. These exclusive residences rarely come to market. This spacious 3-bedroom, 4-bathroom villa features a thoughtfully designed floor plan with en-suite baths for each bedroom. Stunning ocean and sunset views from the lanai, great room, kitchen, and primary suite. The light-filled great room showcases custom designer furnishings, floor-to-ceiling windows, and sliding glass doors that invite Maui’s signature ocean breezes. The chef’s kitchen with Miele appliances opens seamlessly to the lanai with outdoor grill and dining area, perfect for indoor-outdoor island living. A well-equipped butler’s pantry includes an additional dishwasher, ice maker, wine refrigerator, and generous storage. Each bedroom suite offers a soaking tub, separate shower, and private water closet. Additional features include a powder bath with walk-in shower, laundry room with Miele washer and dryer, lockable owner closet, electric blackout and sheer shades, Apple TV, and zoned Sonos sound. While the unit was not previously in a vacation rental program it’s eligible to participate, this furnished turnkey villa is ready for personal enjoyment and/or guest stays. Owners enjoy a dedicated poolside cabana and two garage parking spaces, Mokapu Beach and the Wailea Beach Path are just steps away. Pet-friendly complex.

3550 Wailea Alanui Dr Unit 801 (F2), Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$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).

$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.

$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.

$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.

$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.

$4,495,000
2 Beds ⋅ 2 Baths ⋅ 408086 MLS ⋅ Fee Simple Tenure ⋅ Wailea Point I Ii Iii BLDG.
Wailea Point Beach Condo 2904 is designed for comfort and relaxation. Wailea Point! South Maui's most elegant, luxurious, and private community. This premier oceanfront enclave's luxury and casual sophistication marries the divine setting with dramatic ocean views. Enjoy the premier Maui lifestyle in this private, spacious, fully furnished 2-bedroom, 2-bath residence in beautiful Wailea Point. High ceilings, huge picture windows, and beautiful finishes create the perfect setting for comfortable living and memorable entertaining that flows from spacious interiors to oceanview lanais. The spacious living room features large windows that let in plenty of natural light and offer panoramic views of the beach and ocean. Brand new window installation just completed, featuring a beautiful mitered glass bay window with custom automatic roll-down shades. The extraordinary, panoramic views look from the surf and sand of Polo Beach, across the ocean to the islands of Lanai, Kahoolawe, & Molokini, down the coast to Makena, and up to the summit of Haleakala. The kitchen features exceptionally fine Koa cabinets and high-quality appliances, including an oven, microwave, refrigerator/freezer, dishwasher, and ample cabinet space. The covered lanai is the perfect spot to savor a cup of coffee in the morning, enjoy the sunrise, or barbecue in the evening while taking in the expansive ocean views, sunsets, whales, dolphins, and seabirds. Wailea Point is a low-density 26-acre oceanfront property with impeccably landscaped common areas and top-quality amenities. 24-hour security, three swimming pools, a lap pool, two spas, BBQ pavilions, a fully equipped fitness center, lighted tennis, paddle tennis, and pickleball courts. Wailea Point is conveniently located between Wailea Beach and Polo Beach.

4000 Wailea Alanui Dr Unit 2904, Kihei

Listing courtesy of Coldwell Banker Island Prop(P).

$1,498,000
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).

$4,150,000
2 Beds ⋅ 2 Baths ⋅ 407882 MLS ⋅ Fee Simple Tenure ⋅ Makena Surf BLDG.
Enjoy breathtaking unobstructed ocean, neighbor island, and sunset views from the living area, the kitchen, and the spacious lanai of this extra-large, elegantly renovated, two-bedroom, two-bath Makena Surf condo! This 1,600 square foot condo feels even larger thanks to the high ceilings, and central air-conditioning and the C-building's concrete construction provides its occupants with a comfortable, quiet place to unwind. This wonderful unit is perfectly perched on the top of the hill overlooking Po'olenalena Beach. Occupants enjoy additional privacy thanks to the u'lua heiau (fishing shrine) thought to be one of the landmarks directing ancient Hawaiians to one of the best fishing spots. No one is permitted to enter this area, which ensures maximum privacy and a sense of calm and tranquility. The lanai was beautifully expanded, and Fleetwood sliding doors and screens - flush to the floor - were installed, which created an ideal sense of, and setting for, indoor-outdoor living! Other thoughtful enhancements include a water filtering system, new appliances, and a keypad entry system. During whale season, one can watch the whales from the living area, kitchen, and the spacious lanai! Onsite amenities include two beautiful pools and pool areas (both of which were completely and beautifully renovated), pickleball, tennis courts, a fitness center, several BBQs, herb gardens, a management office, and gated access. This wonderful complex offers both peace and privacy, while still being only minutes from world-class golf, dining, and shopping. A few art pieces are excluded from the sale. Please contact your favorite Realtor to schedule a showing. HOTEL ZONING!

4850 Makena Alanui Rd Unit C106, Kihei

Listing courtesy of Hawaii Life (W).

$5,750,000
3 Beds ⋅ 3 Baths ⋅ 407859 MLS ⋅ Fee Simple Tenure ⋅ Wailea Beach Villas BLDG.
Welcome to Wailea Beach Villas Penthouse 209, one of Wailea’s most prestigious gated, Hotel-Zoned beachfront communities. This spacious 3 Bedroom, 3 Bathroom + DEN (configured as a 4th bedroom) offers 2,521 sq. ft. of SINGLE-LEVEL Luxury with refined finishes, open-concept design and seamless indoor-outdoor living. Secure elevator access to your penthouse. The gourmet kitchen features high-end appliances, custom cabinetry, and an inviting island that anchors the main living area. The generous covered lanai overlooks the tropical grounds with pool and ocean views, extending your living space for relaxing or entertaining. The primary suite includes lanai access, a walk-in closet, and a spa-inspired bath, while 2 additional bedrooms and bathrooms plus the converted den offer excellent flexibility for guests or multi-generational living. Wailea Beach Villas provides exceptional resort-style amenities including gated security, direct beach access, two pools, hot tubs, fitness center, game room, business center, concierge services and lushly landscaped pathways throughout the property. Located steps from The Shops at Wailea, world-class dining, championship golf, and the Wailea Beach Path, the lifestyle here is unmatched. Penthouse 209 is offered Fully Furnished and ready for effortless living or rental use. A standout opportunity to own in one of Wailea’s most sought-after communities. Contact your Realtor® today for a private showing.

3800 Wailea Alanui Blvd Unit PH-209, Kihei

Listing courtesy of Keller Williams Realty Maui-Ka.

$1,675,000
3 Beds ⋅ 3 Baths ⋅ 407834 MLS ⋅ Fee Simple Tenure ⋅ Wailea Town Center BLDG.
AMAZING OPPORTUNITY!!! Where the Ocean Becomes Your Backdrop and Wailea Becomes Your Everyday. Wailea Town Center C-203 is a rare offering, including dedicated garage, 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.

$8,900,000
3 Beds ⋅ 3 Baths ⋅ 407830 MLS ⋅ Fee Simple Tenure ⋅ Wailea Point I Ii Iii BLDG.
Positioned in the coveted front row of Wailea Point, Residence 502 sits just 75 feet from the surveyed shoreline, offering commanding southwest-facing views of Molokini Crater and the resort’s iconic blowhole. Given the slight elevation directly on the ocean, the home is perfectly situated for dramatic vistas and exceptional privacy from the oceanfront path below. The residence underwent a complete and elegant remodel in 2003, crafted with timeless design by interior designers Gretchen Schoch of Fairacres Studios and Cynthia Bengier, and brought to life by general contractor Dave Graham. At the heart of the home, a spacious open-concept kitchen captures breathtaking views and is appointed with granite countertops, custom wood cabinetry, a SubZero refrigerator, Thermador ovens, Décor range, Maytag washer and dryer, Wolf barbecue, and a Franke stainless steel sink with hot and cold filtered water, a soap dispenser, and Kitchenaide disposal. A reverse osmosis filtration system discreetly housed in a lanai cabinet supplies pristine water to the kitchen. Luxury furnishings of the highest quality are included, though most artwork is excluded. In 2019, new windows were installed throughout the residence, including a stunning mitered glass bay window in the main living area, amplifying the coastal light and breathtaking views. The expansive lanai is enclosed by a premium NanaWall system—effortless to operate and designed to blur the lines between indoor and outdoor living in one of the world’s most temperate climates. Wailea Point features exceptional quality construction; a very low density (just over 4 units per acre) garden environment; largely concrete low-rise buildings; 24-hour gated & roving security; two elaborate pool pavilions with 4 pools including a 2-lane, 25-meter lap pool, 2 whirlpool spas & full kitchens; lighted tennis court, 2 pickleball courts; superb fitness gym; barbeque areas; fruit & herb gardens; ample parking; fun, golf-cart friendly property. Beautifully landscaped and maintained, Wailea Point IS a beautiful garden. Enjoy the Four Season and Fairmont Kea Lani Hotels as immediate neighbors and all the 5-star services they offer. Furnishings included except art pieces. In a 7/15/26 ruling, the Appeals Court changed the minimum rental period at Wailea Point BACK to 30 days. An Association Board of Directors Bulletin dated 7/22/26 states, “Consistent with the appellate court's decision, the minimum rental period is being administered as 30 consecutive days."

4000 Wailea Alanui Dr Unit 502, Kihei

Listing courtesy of Wailea Point Realty, Inc..

$13,900,000
3 Beds ⋅ 3 Baths ⋅ 407829 MLS ⋅ Fee Simple Tenure ⋅ Wailea Point I Ii Iii BLDG.
FABULOUS world class Wailea Point “double” unit with a MOST DYNAMIC ocean & beach front location. Perhaps the finest condominium residence in Hawaii, no expense was spared to set this exclusive Maui home apart. Unsurpassed world class views, from iconic Polo Beach and the Makena coastline, to the vast Pacific and offshore islands, and north to the Kihei & Maalaea coastlines. Just steps to the ocean and beach, and to the many fine restaurants and other amenities of the incomparable Wailea Resort. The interior of residence 1602 sets the standard for quality; totally remodeled by acclaimed builder Shawn Conners. Only the finest materials, fixtures, finishes and furnishings were used, creating an exquisite, luxurious environment. The custom, state of the art kitchen makes entertaining a pleasure. Enjoy the cedar-walled private sauna off the primary bath. Parking for two vehicles – plus a golf cart - is easy in the oversized double garage. This single-level “double” residence occupies the entire top floor of the building, and sits 36 feet above the ocean. The changing weather, the ocean currents, activities on Polo Beach, the pedestrians on the oceanfront path that sits well below the home – all provide occupants with an ongoing, fascinating drama of change and shear beauty. Wailea Point may be the most private and peaceful of any condominium environment. There is both gated and roving, round-the-clock security patrols. The very design of the property - with just over 4 units per acre - ensures privacy and tranquility for every residence. The exceptionally maintained property has 2 pavilions for entertaining, 4 swimming pools - including a 25-meter lap pool, hot tubs, an excellent fitness room, and lighted tennis & pickleball courts. Edible landscaping includes avocados, oranges, tangerines, limes, pomelos, papaya, breadfruit, bananas, and an extensive herb garden. Wailea Point encompasses nearly 30 acres of beautifully manicured grounds – including the famed Bud Wagner Memorial Native Hawaiian garden. There is perhaps no finer place in the world to enjoy the beauty and comforts of home, marvel at the Humpback whales, take a stroll, have a swim, enjoy a casual golf car ride ... Live unlike you've ever lived before! In a 7/15/26 ruling, the Appeals Court changed the minimum rental period at Wailea Point BACK to 30 days. An Association Board of Directors Bulletin dated 7/22/26 states, “Consistent with the appellate court's decision, the minimum rental period is being administered as 30 consecutive days." See more at www.waileapoint1602.com.

4000 Wailea Alanui Dr Unit 1602, Kihei

Listing courtesy of Wailea Point Realty, Inc..

$13,495,000
4 Beds ⋅ 6 Baths ⋅ 407692 MLS ⋅ Fee Simple Tenure ⋅ Wailea Point I Ii Iii BLDG.
A 'WORK OF ART’. A 'LEGACY PROPERTY'. An ‘Equity Location’. A luxurious marriage of two Wailea Point oceanfront units at Maui's finest Condominium Project! When a lifelong collector with her heart in The Arts collaborates with a world-class interior designer, & engages Maui's most accomplished condominium contractor, the result is this ENVIRONMENT PAR-EXCELLENCE! Upon entering, it's like being on the bow of the ship; the infinite blue Pacific fills one's heart! Two 18-foot wide bay windows afford PANORAMIC OCEAN, OUTER ISLAND, WEST MAUI and SUNSET VIEWS! Venetian-plastered surfaces soar floor-to-ceiling. An identifiable harmony exists amongst the exquisite designer materials. How does nature effortlessly generate the sensuous patterns in the golden-hued eucalyptus wood-clad beams & book-matched cabinetry? Absolute black granite counters complement the tiger-eye, black, & silvered-glass tile backsplash. One's culinary creativity is inspired by the Viking, SubZero, & Fisher-Paykel appliances. Buttery-soft white-bronze vessel sinks, beveled edge floor-to-ceiling specimen granite, & translucent windows embedded with natural elements exude elegance. The primary bedroom suite is oceanfront, & the two additional guest suites with spacious en-suite spa baths are equally luxurious. The staircase, an architectural gem rendered in exotic woods & matte stainless steel, leads to a grand mezzanine; one side, an executive office/den & the other, a family media area with a custom-designed wine cabinet. The main level den/bedroom 4 has a full bath & closet. The two upper-level loft areas both offer sleeper sofas, full bathrooms, & closet areas, thus, they can serve as sleeping areas 5 & 6. WAILEA POINT'S LUSHLY LANDSCAPED 28 ACRES are a GATED OASIS bordered by two of Maui’s finest beaches, & the Four Seasons & Fairmont Kea Lani Resorts. WORLD-CLASS GOLF, TENNIS, FINE DINING, SHOPPING, SPAS, & ART GALLERIES are NEARBY. On-site, TWO POOL/SPA PAVILIONS host Wailea Point community gatherings & are available for owners' private use.

4000 Wailea Alanui Dr Unit 1202/1204, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.