South Real Estate

South Real Estate

Welcome to Kihei, a charming coastal gem located on the stunning island of Maui, Hawaii. Nestled in the heart of the South region, Kihei offers a unique blend of breathtaking natural beauty, vibrant culture, and a laid-back lifestyle that makes it one of the most desirable places to live and visit in the United States.

Kihei boasts an enviable climate, with warm temperatures and gentle ocean breezes year-round, making it the perfect destination for outdoor enthusiasts. With miles of pristine beaches, including the popular Kamaole Beach Parks, residents and visitors alike can indulge in sunbathing, snorkeling, and swimming in the crystal-clear waters of the Pacific Ocean. The stunning sunsets here are nothing short of spectacular, painting the sky with hues of orange and pink that create unforgettable memories.

Beyond its beautiful beaches, Kihei is a hub for local culture and community. The town is home to a variety of shops, restaurants, and farmers' markets, where you can savor delicious local cuisine and fresh produce. The vibrant community spirit is palpable, with numerous events and festivals held throughout the year, celebrating the rich Hawaiian heritage.

For those seeking adventure, Kihei is ideally located near some of Maui's most iconic attractions, including the scenic Road to Hana and Haleakal? National Park, where you can witness the sunrise from the summit of a dormant volcano.

Whether you’re looking to settle down in a tranquil paradise or searching for the perfect vacation spot, Kihei offers an unparalleled lifestyle that captures the essence of island living. Discover the magic of Kihei and embrace the beauty of Maui today!

Newest Listings in South

$2,389,000
4 Beds ⋅ 3 Baths ⋅ 410769 MLS ⋅ Fee Simple Tenure
Sweeping ocean views, recent updates, and ultimate privacy define this custom hillside house and cottage tucked away on a quiet double cul de sac on desirable Kuaua Place in Maui Meadows. This unique property features a nicely refreshed 1,900 square foot main home designed for seamless indoor outdoor island living, alongside a separate detached 676 square foot cottage situated on low maintenance grounds. The main residence offers a flexible 4 bedroom, 3 bathroom layout with exposed beamed ceilings, an open and airy living area, and private lanais on both levels that invite year round sunsets and whale watching. Steps away, the charming 1 bedroom, 1 bath cottage has its own open beamed ceilings and private lanai, making it perfect for guests or rental income. Both dwellings feature split air conditioning. Additionally, the main home features an owned photovoltaic system. Located just minutes from Wailea’s world class beaches, resorts, shopping, and golf, this property offers the absolute best of South Maui living.

3375 Kuaua Pl, Kihei

Listing courtesy of Compass-W.

$819,000
3 Beds ⋅ 2 Baths ⋅ 410761 MLS ⋅ Fee Simple Tenure ⋅ Hale Kanani BLDG.
Recently remodeled from top to bottom, this beautifully updated Hale Kanani residence is fresh, bright and move-in ready! Located in one of South Kihei’s most desirable areas, directly across from The Cove and Charley Young Beach, you’re just steps away from your favorite beach and ocean activities and truly magical Maui sunsets. Inside, the home has been thoughtfully refreshed throughout with new flooring, crisp finishes, contemporary lighting and ceiling fans, and a nicely updated kitchen featuring refreshed cabinetry, stainless steel appliances, granite countertops, and a convenient breakfast bar. The open living area flows seamlessly to the spacious covered lanai and lawn, creating an easy indoor/outdoor Maui lifestyle. The bathrooms have also been beautifully updated, including a striking walk-in shower with marble-look tile, glass enclosure, modern cabinetry, and matte-black fixtures. The overall feel is clean, contemporary and comfortable without losing the warmth of a true home. Hale Kanani is a well-maintained, pet-friendly community with a saline swimming pool, jacuzzi and BBQ area. Restaurants, coffee shops, shopping and recreation are all nearby, while miles of South Maui coastline are practically outside your door. Whether you’re looking for a primary residence, second home or an investment opportunity, this turnkey, extensively remodeled condo offers the location, condition, and lifestyle many seek to find, so don’t let this opportunity pass you by. Contact your favorite Real Estate Professional for a showing today!

44 Kanani Rd Unit 2-103, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$450,000
1 Beds ⋅ 1 Baths ⋅ 410760 MLS ⋅ Fee Simple Tenure ⋅ Kihei Kai BLDG.
Discover true toes-in-the-sand paradise at Kihei Kai Unit 18 — a charming remodeled beachfront gem nestled directly on the pristine shores of Sugar Beach in peaceful North Kihei, Maui. Escape the crowds of larger resorts and embrace the laid-back vibe of this boutique oceanfront community of just 8 units. Steps from your door, dive into the inviting pool, stroll the long sandy beach, or simply unwind with daily spectacular sunsets painting the sky in vibrant hues. Unit 18 boasts a spacious lanai perfect for morning coffee, afternoon relaxation, or evening Mai Tais while listening to the soothing surf and enjoying fresh poke. The well-appointed 1-bedroom interior features tropical island flair, split A/C, and a welcoming retreat that feels like home. Extensively remodeled in 2021, features include quartzite counters, upgraded cabinetry, a re-designed kitchen and newer flooring. Winter months bring the magical bonus of humpback whale watching right offshore. Zoned Hotel Resort, short-term rentals are permitted and thriving here. Unit 18 is currently in the popular onsite rental program, offering income potential for investors or vacation homeowners. Its central North Kihei location puts the best of Maui at your fingertips: easy access to West Maui adventures, Upcountry escapes to Haleakala, and the upscale beaches, dining, and golf in Wailea and Makena. This is the quintessential Maui beachfront lifestyle — relaxed, convenient, and endlessly rewarding. Ready to make Kihei Kai Unit 18 your slice of paradise?

61 N Kihei Rd Unit 18, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

$444,000
1 Beds ⋅ 1 Baths ⋅ 410757 MLS ⋅ Fee Simple Tenure ⋅ Kihei Villa BLDG.
Across from the beach and in the heart of South Kihei, this remodeled, fully furnished 1-bedroom, 1-bath ground-floor condo puts the Maui lifestyle right outside your door. The Cove, Charley Young Beach and Kamaole Beach Parks are nearby, along with restaurants, shopping, groceries, nightlife and some of South Maui’s favorite surf and sunset spots. Inside, enjoy AC in both the living area and bedroom, an updated interior, and approximately 70 sq. ft. of private outdoor space. Ground-floor access and one of the complex’s most conveniently located parking stalls make coming home from the beach effortless, while recently replaced plumbing stacks add another meaningful improvement to the property. This complex is currently on the Minatoya List and historically allowing both short- and long-term rental use, Unit 101 offers an opportunity for a primary residence, island getaway or investment property across the street form the ocean, and low maintenance fees.

2135 S Kihei Rd Unit 101, Kihei

Listing courtesy of Keller Williams Realty Maui-Ka.

$595,000
3 Beds ⋅ 2 Baths ⋅ 410755 MLS ⋅ Fee Simple Tenure ⋅ Haleakala Gardens BLDG.
One of the most affordable 3-bedroom opportunities in Kihei, tucked into a great complex just steps from the beach. This top-floor end unit enjoys a great location within the community, convenient to the entrance but tucked away from the street. Inside, a rare remodel opens the kitchen to the living space and adds vaulted ceilings for an airy, elevated feel that's unusual in this complex. Stay comfortable year-round with a split AC system in every room, plus stainless steel appliances throughout the kitchen. A standout bonus rarely found in this complex: the attic has been improved with roughly 180 sq ft of plywood flooring under 10-foot ceilings, accessed via an easy retractable ladder- real, usable storage space, not just crawl-space potential. Additional perks include two parking stalls, a pet-friendly policy, and community event space for gatherings and connection. Motivated seller - don't miss this rare combination of location, upgrades, and value.

Kihei

Listing courtesy of Coldwell Banker Island Prop(P).

$1,599,000
1 Beds ⋅ 1 Baths ⋅ 410754 MLS ⋅ Fee Simple Tenure ⋅ Maalaea Surf BLDG.
Welcome to Maalaea Surf F2. Experience island living at its finest in this beautifully appointed ground floor condominium. Tastefully designed with a focus on comfort, quality, and effortless indoor outdoor living. From the moment you walk through the front door, ocean views immediately set the tone. The spacious, thoughtfully designed interior features quality materials and finishes throughout, complemented by a sophisticated kitchen equipped with Wolf appliances and a Sub-Zero refrigerator. A built-in wine cooler and custom Murphy bed cabinet are seamlessly matched to the kitchen cabinetry, creating a cohesive and elegant aesthetic while maximizing functionality. Open the lanai doors and step directly outside to enjoy the lush grounds, pool, and beautiful oceanfront setting. With the pool and ocean just steps from your lanai, this ground floor location makes it easy to embrace Maui's indoor outdoor lifestyle. Maalaea Surf offers an exceptional collection of resort style amenities, including two swimming pools, a tennis court, and pickleball courts. The location is equally convenient, with beaches, shopping, dining, and multiple golf courses all within minutes. Hotel zoned and currently enrolled in a rental program, Maalaea Surf F2 presents an attractive opportunity as a luxurious home, investment property, or both. Come experience the beauty, comfort, and convenience of this exceptional Maui condominium.

12 S Kihei Rd Unit F2, Kihei

Listing courtesy of Hawaii Life (W).

$999,000
2 Beds ⋅ 2 Baths ⋅ 410749 MLS ⋅ Fee Simple Tenure ⋅ Menehune Shores BLDG.
Welcome to Menehune Shores, one of Maui’s premier oceanfront complexes. This beautifully maintained 2-bedroom, 2-bath ground-floor condominium offers the perfect blend of comfort, convenience, and island living. Enjoy lovely ocean and mountain views from your private lanai with easy walk-out access to the lush tropical grounds and oceanfront amenities. Inside, you’ll find luxury vinyl plank flooring, a split A/C system for year-round comfort, and the convenience of an in-unit washer and dryer. The spacious floor plan creates a relaxing atmosphere. Hotel-zoned, this property allows short-term vacation rentals, making it an exceptional opportunity for both personal enjoyment and investment potential. Menehune Shores is renowned for its oceanfront pool, rooftop barbecue area with panoramic coastal views, beautifully landscaped grounds, and direct access to the shoreline. Just minutes from shopping, restaurants, and in close proximity to a variety of golf courses, this is your opportunity to own a slice of paradise in one of Kihei’s most sought-after oceanfront communities.

760 S Kihei Rd Unit 124, Kihei

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

$1,350,000
3 Beds ⋅ 3 Baths ⋅ 410746 MLS ⋅ Fee Simple Tenure
For those who value privacy, peace, and a life removed from the busy pace of life, 2480 Upper Kanaio Road offers a rare opportunity to embrace the quiet beauty of Kanaio. Set on approximately 4 acres with expansive ocean views, this private gated property features a remodeled main residence, detached cottage, and a flexible lower-level living area—creating space for family, guests, extended living, or a private retreat. The main home is currently configured with two bedrooms on the primary level, while the lower level functions as a one-bedroom mother-in-law quarters with its own living space and breathtaking ocean views. A detached one-bedroom cottage with loft has also been partially remodeled as of July 2026, offering additional accommodations or creative space. Both residences enjoy sweeping views toward the Pacific and the surrounding natural landscape. Designed for comfortable island living, the main home features a tankless water heater, 33 photovoltaic panels with three Tesla Powerwall batteries, newer kitchen appliances, and thoughtful remodeling throughout. Electric and County water already hooked up. Separate private gated entry provides added privacy for both the main residence and the mother-in-law quarters. Here, the rewards are found beyond the walls of the home: quiet mornings, dramatic ocean horizons, cool trade winds, brilliant sunsets, and star-filled nights far removed from the distractions of urban life. Kanaio offers a rare sense of space and simplicity—where the pace slows, the landscape takes center stage, and the days are measured by nature rather than a schedule. For the buyer seeking something different—privacy over proximity, tranquility over traffic, and the authentic simplicity of rural Maui—this is an opportunity to create your own private sanctuary in one of the island’s most peaceful settings.

2480 Upper Kanaio Rd, Kula

Listing courtesy of The Agency Maui.

$879,900
1 Beds ⋅ 2 Baths ⋅ 410742 MLS ⋅ Fee Simple Tenure ⋅ Kihei Beach BLDG.
Rare opportunity at Kihei Beach Resort #405-a direct beachfront 1-bedroom, 2-bath hotel-zoned vacation rental condominium overlooking beautiful Sugar Beach and the sparkling Pacific Ocean. Located on the 4th floor, #405 enjoys spectacular panoramic ocean views from the main living areas and private lanai-the perfect setting for morning coffee, whale watching in season, and unforgettable Maui sunsets. The comfortable floor plan features a full kitchen, central air conditioning, a spacious primary bedroom with king bed, two full bathrooms and a sleeper sofa for additional guests. Kihei Beach Resort sits directly on Sugar Beach, offering miles of sandy shoreline just outside your door. The property features an oceanfront swimming pool, beautifully maintained tropical grounds and an exceptional North Kihei location convenient to South Maui, Ma'alaea and Central Maui. #405 is currently operated as a vacation rental and provides buyers the opportunity to continue rental use or enjoy it as their own Maui retreat. The unit is actively vacation-rented. Advance notice may be required to coordinate access with current guests. Please contact your agent to schedule a private showing.

36 S Kihei Rd Unit 405, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,995,000
2 Beds ⋅ 2 Baths ⋅ 410724 MLS ⋅ Fee Simple Tenure ⋅ Mana Kai BLDG.
Where do exceptional design, beachfront living, and incredible ocean views come together? Welcome to Mana Kai 304! Located just a stone’s throw away from the Wailea resort. One of the finest remodels you will ever see in this iconic beachfront community. Top to bottom renovation. Over $400k invested by the sellers. Every detail is intentional. Every square inch was thoughtfully utilized to its full potential. Finely appointed and completely turnkey, this is one of those special condos that simply feels right the moment you walk through the door. The two-bedroom, two-bath residence offers incredible ocean views from both bedrooms and an exceptional level of craftsmanship, quality, and attention to detail throughout. You truly need to experience this property in person to fully appreciate the finishes, location, and epic views. Positioned directly on world-renowned Keawakapu Beach, Mana Kai 304 offers the ultimate Maui lifestyle and tremendous flexibility to own, vacation, and rent with coveted HOTEL ZONING. Walk out your door and onto one of Maui’s most beautiful beaches, then return home to whale watching, unforgettable sunsets, and ocean views for days. Just show up, kick your feet up, relax, and live the dream. Offered fully furnished and ready for its next owner, Mana Kai 304 is more than a beachfront condo. This is an opportunity to experience the Maui lifestyle at its absolute best. There is a bonus storage closet just outside the front door. The Mana Kai facilities are second to none, with a stunning beachfront pool, community BBQ area, a modern gym, business center, 808 General Store, stand up paddle rentals, and Merriman's is in the process of adding a new on-site restaurant!

2960 S Kihei Rd Unit 304, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,199,000
4 Beds ⋅ 3 Baths ⋅ 410723 MLS ⋅ Fee Simple Tenure
Opportunity awaits at 296 Kenolio Road! Located in North Kihei just one block from the beach, this spacious 4-bedroom, 3-bath home offers ocean views, a flexible floor plan, and plenty of potential to make it your own. The upper-level features 2 bedrooms and 2 bathrooms along with the main living areas and a large lanai where you can relax and enjoy ocean views. The lower level offers additional flexible living space with a separate entrance, currently configured with 2 bedrooms and 1 bathroom, providing a variety of possibilities to suit your needs. A two-car garage offers additional parking and storage. Set on a large lot, the property features a spacious driveway, fruit trees, and a generous grassy yard with room to enjoy Maui’s outdoor lifestyle. The home is ready for updates, making it an excellent opportunity to unlock the property’s full potential. With the beach just a block away and conveniently located, this property combines space, location, ocean views, and potential—a combination that’s increasingly hard to find in South Maui.

296 Kenolio Rd, Kihei

Listing courtesy of Whalers Investment Group LLC.

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

3150 Waiea Pl, Kihei

Listing courtesy of Hawaii Life (W).

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