Kihei Homes for Sale

2 Beds ⋅ 3 Baths ⋅ 410821 MLS ⋅ Fee Simple Tenure

Experience the Maui Meadows lifestyle where space, privacy, and relaxed island living come together in one of South Maui’s most desirable residential neighborhoods. Set on a generously sized lot in an exceptionally quiet setting, this unique property offers the flexibility to create a private Maui residence with potential rental income or an inviting multi-generational family compound with room for everyone to enjoy their own space. This residence features a distinctive brick exterior and tile roof, a combination that not only adds character but also helps keep the interior naturally cooler in Maui’s warm tropical climate. Two split-system air conditioners provide additional year-round comfort, while the home’s flexible layout lends itself beautifully to everyday island living. Adding even more versatility is the detached ohana, remodeled in 2021 with a new roof and water heater. The separation between the main residence and ohana creates wonderful possibilities for extended family, guests, a home office, additional private living space or rental income. Outside, the expansive grounds and outdoor living areas invite you to embrace the lifestyle Maui is famous for—morning coffee in the fresh island air, relaxed afternoons at home, and evenings spent outdoors under the Maui sky. The large fully fenced lot provides a sense of openness and privacy that can be increasingly difficult to find in South Maui. Maui Meadows is prized for its peaceful residential atmosphere, larger properties, and proximity to the best of South Maui. This private Estate is just minutes from world-famous beaches, Wailea and Kihei restaurants, shopping, championship golf courses, resorts, and countless opportunities to enjoy the ocean and outdoors. Whether you envision a private island retreat or a multi-generational Maui home with space to gather and room to spread out, this home offers a rare combination of location, flexibility, privacy, and the laid-back lifestyle that makes Maui Meadows so special.

818 Kumulani Dr, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

$2,495,000

4 Beds ⋅ 4 Baths ⋅ 410813 MLS ⋅ Fee Simple Tenure

Discover the beauty and privacy of 18 Hoohale Street, a 4-bedroom, 4-bathroom, 2,490 sq. ft. residence with an additional versatile den space. Tucked away on a private cul-de-sac in the highly sought-after Kilohana Ridge neighborhood. Located just across the street from world-famous Keawakapu Beach. This beautifully remodeled home offers privacy, generous living areas, resort-style amenities, and convenient access to Wailea. Designed with a strong connection between indoor and outdoor living, the home features rich finishes, custom architectural details, and Hawaiian-inspired design throughout. The upper level features a spacious great room, kitchen, and primary suite, all with vaulted grass-cloth ceilings and views toward the summit of Haleakala. The primary suite includes a spa-inspired bathroom with a jetted tub and walk-in closet. The lower level features 2 additional bedrooms, a versatile den space ideal for an office, home theater. or playroom and a fully equipped kitchenette creating a flexible private-entry guest suite configuration ideal for family or visiting guests. The home also features leased photovoltaic solar, mature tropical landscaping, lava rock walls, and a beautifully designed pool with integrated spa and waterfall creating a private backyard oasis. The home is just minutes away from world-class dining, shopping, golf, and beaches.

18 Hoohale St, Kihei

Listing courtesy of Coldwell Banker Island Prop(P).

$1,600,000

5 Beds ⋅ 3 Baths ⋅ 410812 MLS ⋅ Fee Simple Tenure

Located on a lovely cul-de-sac is a wonderful 5-bedroom 3 bath home with an open floor concept plan. Wonderful ocean views and evening sunsets awaits you on the charming upstairs deck just off the living room. Jump into your beautiful swimming pool and enjoy your own private resort amenities with expansive downstairs deck great for entertaining or BBq's. The lower level of yard space is a tropical landscape retreat. No rear neighbors and just a block to the beach and park makes this a perfect home for anyone. Also includes a 2-car garage.

2556 Omiko Pl, Kihei

Listing courtesy of Maui Tropical Realty.

$2,980,000

7 Beds ⋅ 4 Baths ⋅ 410789 MLS ⋅ Fee Simple Tenure

Located on desirable Keonekai Rd, this newly renovated home comes with a brand new stainless steel roof. The main residence features 3 bedrooms and 2 bathrooms, with an attached ohana that can be opened via an internal connecting door to create a flexible 5-bedroom, 2-story layout on the ground floor — ideal for extended family or rental income. Upstairs of the ohana unit is 2 more bedrooms and a full kitchen, connecting to downstairs via interior stairs. Enjoy a spacious backyard, two-car garage, and additional storage room and laundry facilities. Conveniently located near Kihei beaches, shopping, dining, schools, and just minutes from Wailea and South Maui amenities. A great opportunity for buyers looking for space, flexibility, and a move-in-ready home or investment property in a convenient Kihei location. Bedroom/bathroom count as marketed does not match TMK records. Buyer and buyer's agent to conduct their own due diligence.

277 Keonekai Rd, Kihei

Listing courtesy of Fortress Realty Hawaii LLC.

$1,599,950

4 Beds ⋅ 3 Baths ⋅ 410785 MLS ⋅ Fee Simple Tenure

Nestled in a desirable South Kihei cul-de-sac, this 4-bedroom, 3-bathroom single-family home offers approximately 2,046 sq ft of interior living space on a 7,501 sq ft lot. The two-story design provides a flexible and functional layout with abundant natural light and refreshing trade winds throughout. Enjoy indoor-outdoor living with a covered lanai, perfect for relaxing or entertaining, along with pleasant mountain views that enhance the home's inviting atmosphere. The property presents an excellent opportunity for customization and personal touches to suit your vision. Conveniently located just minutes from South Maui's renowned beaches, including Kamaole Beach Parks, as well as shopping, dining, schools, and Wailea resort amenities. No HOA. Ideal for both owner-occupants and investors seeking a well-located home in one of Kihei's established neighborhoods.

2627 Lioholo St, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$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.

$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).

$2,399,000

3 Beds ⋅ 3 Baths ⋅ 410693 MLS ⋅ Fee Simple Tenure

Welcome to Wailea Kai, where privacy, luxury, and effortless island living come together in one of Wailea’s most desirable gated communities. This immaculately maintained 3-bedroom, 2.5-bath residence feels both refined and relaxed, with soaring vaulted open-beam ceilings, abundant natural light, dark bamboo flooring, mahogany doors and cabinetry, granite countertops, and plantation shutters throughout. The open-concept living area flows seamlessly through expansive sliding glass doors to a lush tropical backyard and patio, creating an inviting indoor-outdoor setting for alfresco dining, entertaining, or unwinding beneath the Maui sky. The well-appointed kitchen features stainless-steel appliances, generous storage, a pantry, and casual dining nook, while split-system air conditioning throughout provides year-round comfort. Upstairs, the entire level is devoted to the spacious primary suite—a private sanctuary complete with a sitting area, walk-in closet, ensuite bath, and its own lanai. Just moments from Wailea Kai’s dedicated community park and an easy stroll to world-renowned Keawakapu Beach, the best of Maui’s coastal lifestyle is right outside your door, with white sand, turquoise water, and unforgettable sunsets just minutes away. Wailea’s acclaimed dining, luxury shopping, championship golf, tennis, and resort amenities are also close at hand. This private Wailea residence offers a comfortable setting for enjoying the beauty and convenience of life in one of Maui’s most sought-after communities.

30 Waikai St, Kihei

Listing courtesy of Romvari Realty Ltd.

$4,650,000

4 Beds ⋅ 3 Baths ⋅ 410691 MLS ⋅ Fee Simple Tenure

Experience classic plantation style charm blended with modern island living at this stunning oceanfront residence on Halama Street. Set on a gated and private .46 acre lot, this home captures the essence of Maui with refreshing ocean breezes, sweeping multi island views, and direct oceanfront access right outside your door. The main residence is sold fully furnished and designed for effortless comfort, while the detached ohana offers flexibility for guests, extended family, or an onsite caretaker. A sparkling in ground pool surrounded by lush island landscaping creates the perfect setting for relaxation and entertaining. From sunrise to sunset, enjoy the ultimate Maui lifestyle in a home that combines timeless character with tropical tranquility. Make 1656 Halama Street your personal Maui oasis. A new asphalt shingle roof is scheduled for completion in September 2026.

1656 Halama St, Kihei

Listing courtesy of Compass-W.

$1,069,000

3 Beds ⋅ 2 Baths ⋅ 410642 MLS ⋅ Fee Simple Tenure

Here is your opportunity to own in the sought after neighborly community of Piilani Villages! This Phase II single level 3 bedroom, 2 bath home with 2 car garage has vaulted ceilings and a spacious open floor plan great for entertaining and every day living. Feel right at home the minute you step through the front door to the nice long, wide entry hall that leads to the great room featuring sliding doors to both the back and side yards, fresh paint, tile floors and new can lighting. The open kitchen features lots of storage, an island and granite countertops. The master bedroom with en suite bathroom and walk in closet is positioned at the opposite end of the home from the 2 additional bedrooms, offering a more private space. When you are not out enjoying one of the nearby beaches, parks, restaurants or shopping centers you can relax and stay cool at home with the central A/C. Call for a private showing today.

47 Polale St, Kihei

Listing courtesy of Romvari Realty Ltd.

$1,095,000

3 Beds ⋅ 3 Baths ⋅ 410613 MLS ⋅ Fee Simple Tenure

Spacious Two-Story Home in Pi?ilani Villages III Welcome to this spacious 3-bedroom, 2.5-bath two-story home in the desirable Piilani Villages III community. Designed with comfortable and spacious living in mind- this home offers a versatile layout with plenty of space for relaxing, entertaining, and storage. The primary suite is conveniently located on the ground floor with ensuite bathroom with dual vanity sinks. The main floor hosts a generous sized living room, while a second living area upstairs provides additional space for a living room, office, or entertainment area. The two additional bedrooms are located upstairs. Inside, you'll find vaulted ceilings, carpet and faux-wood laminate flooring, a carpeted staircase, central A/C, an interior laundry room, and abundant storage throughout. The home also features a two-car garage. Step outside to the large fenced in backyard, an inviting space for BBQs, gardening, outdoor dining, and entertaining. The neighborhood has a welcoming atmosphere with lots of youth playing outside. Embrace the relaxed aloha lifestyle in this inviting Maui property, offering a convenient location with easy access to many local schools, beautiful beaches, outdoor recreation, dining, shopping, and everyday essentials. Thoughtfully positioned for comfortable island living, this home provides a welcoming setting with the convenience and lifestyle that make Maui such a desirable place to call home.

226 Luakaha Cir, Kihei

Listing courtesy of PKR Realty.

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