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$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).

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

10 Wailea Ekolu Pl Unit 105, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,445,000
3 Beds 3 Baths 407860 MLS Fee Simple Tenure Luana Kai BLDG.
Luana Kai B301 presents a rare opportunity to own one of the very few 3 bedroom vacation rental units in this highly desired oceanfront resort. Set apart in a community filled with one and two bedroom condos, this spacious top floor residence offers room for family and friends, plus additional loft space for extra flexibility. Thoughtfully upgraded with plaster walls, a remodeled kitchen and bathrooms, and split A/C throughout, the Luana Kai B301 blends modern comfort with island charm. Enjoy ocean views and the relaxed coastal lifestyle that makes Luana Kai a favorite among returning guests. A true standout for both personal enjoyment and rental potential.

940 S Kihei Rd Unit B-301, Kihei

Listing courtesy of Maui Luxury Real Estate LLC.

$1,199,000
3 Beds 2 Baths 407539 MLS Fee Simple Tenure Kai Makani BLDG.
Front Row Ocean Views – Repriced for Unmatched Value. Experience front-row ocean views from this rare 3-bedroom, 2-bath residence at Kai Makani in highly sought-after North Kihei. Enjoy breathtaking ocean views from both the living room and primary suite, creating the perfect island backdrop for everyday living. This second-story unit features luxury vinyl plank flooring in the main living areas and fresh interior paint in the living room and kitchen, offering a clean feel. The spacious layout opens to a covered, ocean-facing lanai—an ideal spot to relax, take in the views, and enjoy seasonal whale sightings. A private staircase provides convenient access, and the beach is just across the street, making it easy to enjoy Kihei’s beautiful shoreline anytime. Kai Makani offers resort-style amenities, including a pool, hot tub, fitness center, and barbecue area, all surrounded by lush tropical landscaping. Additional highlights include two assigned parking stalls, extra storage, and a pet-friendly community. Contact your favorite real estate professional today to schedule a private showing.

44 Kai Makani Loop Unit 44-202, Kihei

Listing courtesy of Keller Williams Realty Maui-Ka.

$1,275,000
2 Beds 2 Baths 407528 MLS Fee Simple Tenure Palms At Wailea I BLDG.
Enjoy the Wailea lifestyle from this ground-floor, fee-simple 2-bedroom, 2-bath condominium at The Palms at Wailea, one of the most affordable fee-simple, vacation-rentable two-bedroom condominiums currently available in Wailea. Just a short walk to Keawakapu Beach Park and the Wailea Beach Path, and minutes from The Shops at Wailea, championship golf, tennis, luxury resorts, spas, and exceptional dining, this South Maui location places many of Wailea's most popular attractions within easy reach. Offering approximately 1,242 square feet of living space, this residence features a spacious primary suite with an ensuite bath and separate soaking tub, comfortable living and dining areas, and a kitchen with a convenient pass through to the oversized lanai. The oversized lanai opens to a spacious lawn, creating a more open feel and a comfortable outdoor setting. A short set of stairs from the parking area leads to the residence, which enjoys an elevated setting while offering the convenience of ground floor living. Currently operating as a Maui short-term vacation rental, this well-cared-for residence is furnished and equipped for continued vacation rental use from day one. The Palms at Wailea offers beautifully maintained tropical grounds, a resort style pool and spa, barbecue areas, and an onsite vacation rental management company for owners who prefer the convenience of an onsite team.

3200 Wailea Alanui Dr Unit 1605, Kihei

Listing courtesy of Island Sotheby's International Realty(W).

$1,100,000
407473 MLS Fee Simple Tenure
Gorgeous Pacific Ocean and golden sandy beaches are directly across the street from this 2/3 of an acre property with lovely views. Customize the Estate of your dreams on a rare .669 acre vacant lot offering, literally a stone’s-throw away from the beach. Very few buildable lots exist with the size and location in South Maui, making this a highly desirable lot across from the Mai Poina Beach Park with a bevy of amenities nearby. Calm mornings in this area are ideal for stand-up paddle boarding or snorkeling or delight in the afternoon breezes as you sail into the warm sun-kissed waters. You'll bask in the warm rays of the South Maui sunshine along the conveniently located mile-long stretch of sand and revel in the most stunning Maui sunsets. Within walking distance to Isana Sushi, Monsoon Bar & Grill and Ululani’s Shave Ice, you’ll never be at a loss for variety with a plethora of other great restaurants, shops, and activities just a short drive away. Some pictures show renderings of an estate that the current owners designed using CAD.

371 S Kihei Rd, Kihei

Listing courtesy of Century 21 Island Homes.

$1,200,000
4 Beds 4 Baths 407417 MLS Fee Simple Tenure
OFFERED BELOW APPRAISED VALUE. Welcome to 206 Oluea Circle, a stunning plantation-style residence in the highly sought-after Kamali‘i Alayna neighborhood of Kihei. This beautifully maintained home perfectly balances spaciousness, elegance, and island comfort offering a luxurious retreat just moments from Maui’s golden sand beaches. Step inside to discover a bright and airy living space with soaring cathedral ceilings that fill the home with natural light. The open-concept layout flows seamlessly from the living area to the kitchen and formal dining room, creating the ideal setting for relaxing, entertaining, and everyday island living. This exceptional home offers two primary bedroom options, one on each level, providing flexibility and comfort for family or guests. The downstairs primary suite opens to a peaceful lanai, perfect for quiet mornings outdoors and features a spa-inspired ensuite with dual vanities, a soaking tub, and a separate shower. Upstairs, you’ll find three additional spacious bedrooms, including an alternate primary suite with its own ensuite bath featuring a walk-in shower and dual vanity. With a total of 3.5 baths, a formal dining room, and a two-car garage, this home provides both comfort and practicality while maintaining its elegant, coastal charm. The kitchen is beautifully maintained with modern appliances and direct access to the backyard and wrap-around deck, creating an effortless indoor-outdoor flow for entertaining or enjoying meals al fresco. Thoughtful updates reflect pride of ownership throughout, including freshly painted lanais and front exterior, new carpeting on the stairs and upstairs bedrooms, and a recently installed air conditioner. Ideally located just minutes from Kihei’s beaches, shopping, dining, and schools, 206 Oluea Circle offers the best of island living - comfort, convenience, and timeless Maui style in one beautifully cared-for home.

206 Oluea Cir, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

$1,248,000
4 Beds 3 Baths 407404 MLS Fee Simple Tenure
First time on the market since 1973, this beautifully remodeled, single-level Kihei home offers a rare combination: walk to the beach, no HOA, and a complete 2025 remodel. The 4-bedroom, 3-bath home features new flooring throughout, including extensive tile work, fresh interior paint, and a stunning redesigned kitchen and bathrooms with modern finishes and stainless-steel appliances. With 1,687 sq ft of interior space on a generous 7,667 sq ft lot, the property offers flexibility for extended living, along with potential for accessory-dwelling development under recently adopted Maui County rules, subject to zoning, permitting, infrastructure, and other applicable requirements. Inside, two extended living areas create versatile spaces for entertaining, relaxing, or accommodating guests, while each bedroom is well-sized and equipped with its own koa ceiling fan for comfort and airflow year-round. Set back from the main roads in one of La Palma Park’s desirable quiet circles, the property benefits from minimal through traffic and a more relaxed neighborhood setting. Golden sandy beaches, warm South Maui waters, fresh malasadas, and shave ice are all within a short walk. The home also offers quick, convenient access to Pi?ilani Highway for travel to Kahului, Wailuku, West Maui, and beyond. The private backyard offers a quiet retreat with a sense of separation, providing usable outdoor space for relaxing, entertaining, or future possibilities. Additional highlights include a two-car garage, ample parking for up to six vehicles, and a new outdoor storage structure on a cement foundation, adding practical utility and flexibility. With limited comparable homes available in this location and price range, this is a rare opportunity to secure a move-in-ready property in the heart of South Maui.

350 Kinaole Cir, Kihei

Listing courtesy of Century 21 Island Homes.

$1,000,000
1 Beds 2 Baths 406142 MLS Fee Simple Tenure Kihei Surfside BLDG.
OWN PRIME OCEANFRONT REAL ESTATE IN SOUTH MAUI! Kihei Surfside 213 is a direct oceanfront 1-bedroom, 1.5-bath condo with stunning views of the Pacific Ocean and West Maui Mountains. From the private lanai, watch whales in season put on a spectacular show and enjoy sunsets over the ocean. Fully furnished and turn-key, this light and airy condo features tile flooring throughout, an island kitchen with stainless steel appliances and plenty of cabinet storage, and an updated full bath and half bath. The open layout feels spacious, with the added convenience of a half bath and an owner’s closet for personal belongings. Kihei Surfside is HOTEL-zoned and offers an oceanfront pool, beachfront BBQ area, manicured grounds, and scenic beach walking path. The setting feels wonderfully private and open to the ocean, a truly special place to enjoy Maui. Keawakapu Beach, one of Maui’s most pristine beaches, offers a long stretch of white sand just across the way. Spend the day snorkeling, swimming, watching sea turtles float by, and, in season, seeing whales breach. With all that Kihei has to offer and Wailea’s renowned dining, shopping, and golf just minutes away, the location is hard to beat. Maintenance Fees cover garbage, water, sewer, basic cable, phone, and common grounds upkeep. **Call your favorite REALTOR® today for a showing.**

2936 S Kihei Rd Unit 213, Kihei

Listing courtesy of Compass-W.

$1,110,000
2 Beds 2 Baths 202512196 MLS FS - Fee Simple Tenure Ke Alii Ocean Villas BLDG.
Luxurious, Unique Shangri-la: Ground floor unit is being sold FULLY FURNISHED & TURN-KEY! Electrolux HE stack Washer/Dryer, Central AC, SMART 75" HD Flat Screen LR TV + wall mounted flat screen TVs in both BRs with Amazon Firesticks. Shower & tub in BOTH Bathrooms, Upscale Pier One Master BR furnishings w/ Cal. King Bed, Custom Built-In Master BR closet system. Casper Queen mattress in 2nd BR, 2 exterior Ring camera system, Tiled & carpeted flooring. 2 walls have backsplash upgrades. Resort-like furnished patio offers a private, landscaped yard area, Upgraded custom lighting! One open parking, several guest stalls. BOTH Elevator & stairs access, evening security patrol. Close to shopping, dining incl. Dolphin Plaza, Rainbow Mall, Kama'ole Shopping Center, community parks & beautiful white sand Kihei Beaches & sunsets! Est. 30 mins. from hospital. Unit may be sold without furnishings, tenant lease ends 5/30/26, Listor is Owner.

18 Upena Lane Unit E102, Kihei

Listing courtesy of Pacific Image Properties.

$1,110,000
2 Beds 2 Baths 405981 MLS Fee Simple Tenure Ke Alii Ocean Villas BLDG.
Luxurious, Unique Shangri-la: Ground floor unit is being sold FULLY FURNISHED & TURN-KEY! Electrolux HE stack Washer/Dryer, Central AC, SMART 75" HD Flat Screen LR TV + wall mounted flat screen TVs in both BRs with Amazon Firesticks. Shower & tub in BOTH Bathrooms, Upscale Pier One Primary BR furnishings w/ Cal. King Bed, Custom Built-In Primary BR closet system. Casper Queen mattress in 2nd BR, Tiled & carpeted flooring. 2 walls have backsplash upgrades. Resort-like furnished patio offers a private, landscaped yard area, Upgraded custom lighting! One open parking, several guest stalls & One Car Enclosed Garage! BOTH ELEVATOR AND STAIRS ACCESS, evening security patrol. Close to shopping, dining incl. Dolphin Plaza, Rainbow Mall, Kama'ole Shopping Center, community parks & beautiful white sand Kihei Beaches & sunsets! Est. 30 mins. from hospital. Building E is the last to be completed in KAOV. 24-hr showing notice may be possible, UNIT IS TENANT OCCUPIED, lease ends 5/30/26. Pet friendly! Owners will sell all furnishings if buyer does not want included.

18 Upena Ln Unit E-102, Kihei

Listing courtesy of Pacific Image Properties.

$1,149,000
2 Beds 2 Baths 405529 MLS Fee Simple Tenure Maui Kamaole BLDG.
Priced to Sell! This 2bd/2bth unit in Maui Kamaole boasts impressive ocean and West Maui mountain views, and is perfectly situated in the complex between the two gorgeous pool areas. The spacious floor plan offers plenty of living space as well as 3 separate lanais, and being a corner unit provides an extra living room window for added natural light. Both bathrooms have been remodeled with beautiful tile work, and the condo is being sold fully furnished (minus a few small exclusions). Maui Kamaole is one of Kihei's premier complexes, lushly landscaped and located across the street from Kamaole 3 Beach Park and the beginning of Wailea and all that it has to offer. Call your Realtor today to set up a showing!

2777 S Kihei Rd Unit i219, Kihei

Listing courtesy of Hawaii Life (W).

$1,395,000
2 Beds 2 Baths 405471 MLS Fee Simple Tenure Maui Sunset BLDG.
Location! Location! Experience the ultimate ocean view and luxury living in this stunning remodeled beachfront property with high-end finishes. Welcome to Maui Sunset B420, an exceptional 2-bedroom, 2-bathroom oceanfront condo that offers the perfect blend of comfort, style, and breathtaking views. Ideally situated for your Hawaiian retreat, this beautifully appointed condo features a spacious, sun-drenched living room with ample seating, where you can unwind and enjoy magnificent sunsets right from the comfort of your couch. Step out onto the private lanai to savor your morning coffee while listening to the soothing sounds of the ocean. This fully equipped, modern kitchen is perfect for preparing everything from quick breakfasts, to gourmet dinners. It features custom cabinets made from African Mahogany, quartz countertops, and high-end stainless steel appliances, plus a wine chiller. The unit also includes a full-size in-unit washer and dryer. The primary suite is a serene sanctuary, featuring a wonderful king-sized bed and an ensuite bathroom with a walk-in shower. The guest bedroom, has 2 twin beds, w/ work space desk, ideal for family or friends or used as an office. 2nd bathroom has a walk-in shower w/ spa-like features. Maui Sunset has all the amenities you could ask for, pool, hot tub, dry sauna, gym, shuffle board, putting course, beautifully landscaped grounds, and direct beach access. This unit offers a truly unforgettable experience. Whether you're lounging by the pool, exploring the nearby beach, or simply soaking in the views, this condo has everything you need. It is currently in a rental program, please see your favorite realtor to set up a showing. Condo is well booked!

1032 S Kihei Rd Unit B420, Kihei

Listing courtesy of Kumulani Vacations&Realty.

$1,449,000
2 Beds 2 Baths 404349 MLS Fee Simple Tenure Palms At Wailea I BLDG.
1505 PALMS is available for viewing BY APPOINTMENT through September 7th. Experience breathtaking ocean views and unforgettable sunsets from the comfort of your private lanai. This exceptional ground-floor villa is nestled in a highly sought-after inner circle location, where you can unwind with the gentle Hawaiian breezes or take a leisurely stroll to the vibrant community gathering center. The villa boasts a spacious living area with an open dining area and a well-appointed kitchen, complete with a convenient pass-through to the lanai for seamless indoor-outdoor dining. The primary suite features a luxurious tub and shower, along with a stunning, direct view of the ocean. For guests or family, a second bedroom and bathroom with a walk-in shower are also available. Additional conveniences include an upgraded air conditioning system, in-unit washer and dryer, as well as direct parking access to the villa. Relax in the large community ocean-view pool, rejuvenate in the spa, or enjoy the clubhouse—perfect for whale watching during the season. The Wailea resort area offers a wealth of attractions, including world-class restaurants, upscale shopping, and pristine sandy beaches. Explore tennis and golf during the day, and savor the vibrant nightlife that awaits as the sun sets on another perfect Hawaiian evening.

3200 Wailea Alanui Dr Unit 1505, Kihei

Listing courtesy of Maui Luxury Real Estate LLC.

$1,045,000
2 Beds 2 Baths 403638 MLS Fee Simple Tenure Grand Champions BLDG.
This lovely remodeled and cared for 2 bedroom/2 bathroom Grand Champions unit speaks of Hawaiiana and is being sold 'Turn Key' Furnished. Unit #140 is upper-level with vaulted ceilings and lives large. The sheer scale and volume of space adds a sense of elegance and comfort to the living experience. Vernal and serene truly describe the setting. There are peaceful, green and pastoral views from the unit with a small southwest ocean view from the glass railing surrounded lanai area. There is a lovely, high quality, richly textured and patterned carpet throughout. Additionally, there are three zones of split-system climate control. There is an abundance of natural wood cabinetry complimented by the granite countertops in the spacious stone-like tiled floor kitchen. The stainless-steel appliances contrast nicely with the wood cabinetry and full height stone & glass tiled back splash. The light filled primary bedroom faces south and affords an abundance of peaceful lushly landscaped views and fresh air. The primary bathroom has a cherry wood vanity, dual porcelain undermount sinks and a six-inch tall granite backsplash. The primary shower area features floor to ceiling stone-like tiles and a custom 'Bird of Paradise' tile design. The beautifully appointed guest bedroom features two corner windows allowing for lots of natural light and includes 8 ft tall mirrored closet sliders. The en-suite guest bathroom features cherry cabinetry along with lovely granite countertops and an onyx tiled backsplash. A functionally efficient feature is that the washer & dryer are located in the exterior lanai closet thus not taking up extra space and eliminating noise and humidity. The richly landscaped entrance to Wailea's Grand Champions Condominium, where one is greeted by a fabulous water feature filled with magnificent mosses, sets the tone for the entire quiet enclave. Additionally, there are two pool area facilities featuring spas, BBQ’s and changing rooms. The complex is surrounded on three sides by the Wailea Blue Golf Course and is located conveniently to world class beaches, dining and shopping.

155 Wailea Ike Pl Unit 140, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.