South Homes with Pool

South Homes with Pool

Welcome to the enchanting region of Kihei, nestled on the stunning shores of Maui, Hawaii. Known for its breathtaking sunsets and pristine beaches, Kihei offers a unique blend of laid-back island living and vibrant community spirit. This beautiful coastal town boasts an array of outdoor activities, from snorkeling in crystal-clear waters to hiking through lush tropical landscapes. With year-round warm weather, Kihei is a haven for those seeking a sun-soaked lifestyle.

Imagine waking up in your dream home, where the gentle sound of waves lapping at the shore becomes your daily soundtrack. In Kihei, you have the opportunity to own a home with a private pool, allowing you to soak up the sun in the comfort of your own backyard. These homes are designed for relaxation and leisure, with spacious outdoor areas perfect for entertaining friends and family or simply unwinding after a day of adventure.

Kihei's real estate market features a variety of stunning properties, ranging from charming beach cottages to luxurious oceanfront estates. Homes with pools are particularly sought after, providing a perfect oasis for cooling off on warm Hawaiian days. Many of these residences offer breathtaking views of the Pacific Ocean, lush gardens, and easy access to the area's best beaches.

Living in Kihei means embracing a lifestyle filled with outdoor fun, cultural experiences, and a strong sense of community. Whether you're looking for a permanent residence or a vacation getaway, Kihei's homes with pools offer the ideal blend of relaxation and island charm. Discover your slice of paradise in Kihei, where every day feels like a vacation!

Newest South Homes with Pool

182 Ponana St, Kihei
$1,995,000
3 Beds ⋅ 3 Baths ⋅ 411192 MLS ⋅ Fee Simple Tenure
Enjoy effortless Maui living at 183 Ponana, just moments from Keawakapu Beach, The Shops at Wailea, and world-class resort amenities! Set in Keawakapu Views, this 2018 custom home offers 3 bedrooms, 2.5 bathrooms, and 2,088 square feet of stair-free, single-level living. What makes this neighborhood special? An incredible sense of community, where neighbors look after one another, walk their dogs, and stop to talk story. Inside, 11-foot recessed ceilings, generous windows, and an open layout invite natural light and easy indoor-outdoor entertaining. Sliding glass doors lead to a private 45-foot heated lap pool, spa, outdoor shower, and low-maintenance yard. The primary suite features dual quartz sinks, a walk-in shower, and a spacious closet. Enjoy central AC, a separate laundry room, oversized pantry, owned photovoltaic system with Tesla Powerwall, EV charging, tankless hot water, upgraded sound system, premium garage door, and refrigerated drawer. Modern construction, no stairs, and an easy-care yard make ownership a breeze, with beaches, dining, shopping, golf, tennis, and pickleball all nearby!

182 Ponana St, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

3200 Wailea Alanui Dr Unit 502, Kihei
$1,190,000
2 Beds ⋅ 2 Baths ⋅ 411174 MLS ⋅ Fee Simple Tenure ⋅ Palms At Wailea I BLDG.
PALMS AT WAILEA open-concept 2B|2B fully furnished condo features a private second-floor setting with an expansive double lanai surrounded by lush tropical foliage with a glimpse of the ocean; the perfect environment for Maui’s indoor-outdoor lifestyle. Filled with natural Maui light, it features beautiful tile flooring, two split-system AC systems, updated bathroom vanity, a seamless indoor-outdoor kitchen layout and a conveniently located assigned parking space. The exceptional location near Keawakapu Beach features beautifully landscaped grounds, a resort-style pool and spa nearby championship golf courses, tennis, pickleball, ocean activities, hiking, world-class resorts, fine dining and exclusive shopping at the Shops at Wailea and the Wailea Village. A rare opportunity offering an ideal blend of location, space, privacy, and value in the heart of the highly-desired Wailea Resort on Maui. Flexible options include vacation rentals, full-time residency or enjoyment as a second home.

3200 Wailea Alanui Dr Unit 502, Kihei

Listing courtesy of Compass-W.

4955 Makena Rd Unit D302, Kihei
$3,599,000
4 Beds ⋅ 4 Baths ⋅ 411173 MLS ⋅ Fee Simple Tenure ⋅ Na Hale O Makena BLDG.
EXCEPTIONAL LUXURY, EXTRAORDINARY VIEWS, AND ROOM FOR EVERYONE! Welcome to Na Hale O Makena D302, a beautifully appointed, expansive 4-bedroom, 3.5-bath luxury condominium offering the space, comfort, and privacy of a gracious island residence, complemented by some of South Maui's most breathtaking ocean views. Imagine gathering family and friends for unforgettable Maui experiences, with generous accommodations that can comfortably host a large group. Whether you're looking for an extraordinary family vacation home, a multigenerational island retreat, or a private corporate getaway, D302 offers the flexibility and spaciousness to bring everyone together without sacrificing personal space. The magnificent ocean panorama takes center stage, with unobstructed views of Molokini, Kaho?olawe, spectacular year-round sunsets, and seasonal whale watching. From the rear bedroom, enjoy a peaceful view of majestic Haleakala. These are the views people dream of when they imagine owning a home in Maui. Inside, you'll discover elegant marble tile flooring, granite countertops, a beautifully designed Snaidero kitchen with premium Gaggenau and Bosch appliances, and thoughtfully furnished living spaces. An additional upstairs living area provides a wonderful second gathering space, ideal for entertaining, relaxing, or simply giving everyone room to spread out. Offered fully furnished, this residence is ready for you to begin enjoying the Maui lifestyle. Set on approximately six beautifully maintained acres with just 40 exclusive residences, Na Hale O Makena offers an intimate, private setting rarely found in condominium living. Residents enjoy a swimming pool, spa, fitness center, and the peace of mind that comes with a gated community. Vacation rentals are prohibited, helping preserve the residential atmosphere and tranquility that make this property so special. Located just minutes south of Wailea's championship golf courses, world-class resorts, fine dining, luxury shopping, and spectacular beaches, you'll enjoy convenient access to South Maui's finest amenities while returning home to the quiet beauty of Makena. More than a luxury condominium, D302 is a place to bring generations together, create lasting memories, and experience the very best of Maui. With its extraordinary views, generous living spaces, elegant appointments, and exclusive setting, this is a rare opportunity to own a truly exceptional Makena retreat. Welcome home to Na Hale O Makena D302.

4955 Makena Rd Unit D302, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

155 Wailea Ike Pl Unit 151, Kihei
$950,000
1 Beds ⋅ 2 Baths ⋅ 411170 MLS ⋅ Fee Simple Tenure ⋅ Grand Champions BLDG.
Welcome to Grand Champions Unit 151, a beautifully renovated ground-floor one bedroom two bath condominium overlooking the first fairway of the Wailea Blue Golf Course. Enjoy spectacular year round Maui sunsets, tranquil golf course views, and a peekaboo ocean view from your private lanai. This tastefully updated residence features an open floor plan, stainless steel appliances and a queen Murphy bed for additional guests. This unit is being offered fully furnished and turn key, in a prime location ready for you to enjoy! Grand Champions offer two pools, spas, and BBQ areas surrounded by tropical landscaping. Ideally located in the heart of Wailea, minutes from world class beaches, golf, shopping and dining.

155 Wailea Ike Pl Unit 151, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

3870 Wailea Ekolu Pl, Kihei
$4,250,000
3 Beds ⋅ 4 Baths ⋅ 411166 MLS ⋅ Fee Simple Tenure
3870 Wailea Ekolu Pl. presents a rare opportunity to own a luxury ocean-view home in Wailea Golf Estates, one of South Maui’s premier gated communities within the prestigious Wailea Resort. Positioned on an exceptional lot overlooking the ocean, this 3-bedroom, 3.5-bath residence captures panoramic views of Kahoolawe, Lanai, Molokai, and Molokini. Designed to maximize its breathtaking setting, the home features a functional floor plan, ensuite bathrooms in every bedroom, and seamless indoor-outdoor living. Enjoy Maui’s spectacular sunsets and seasonal whale watching from the spacious entertaining lanai, private swimming pool, and spa.The gated Wailea Golf Estates neighborhood is set among the scenic fairways of the Wailea Blue Golf Course, offering a desirable setting within one of Maui’s most sought-after resort communities. Ideally located just minutes from South Maui’s beautiful beaches, including Keawakapu Beach and Wailea Beach, the property also offers convenient access to championship golf courses, fine dining, luxury resorts, and upscale shopping at The Shops at Wailea. Whether seeking a primary residence or a private island retreat, 3870 Wailea Ekolu Pl. offers exceptional ocean-view living and the opportunity to enjoy the best of the Wailea lifestyle.

3870 Wailea Ekolu Pl, Kihei

Listing courtesy of Hawaii Life (W).

1002 S Kihei Rd Unit 205, Kihei
$495,000
1 Beds ⋅ 1 Baths ⋅ 411163 MLS ⋅ Fee Simple Tenure ⋅ Waipuilani BLDG.
Oceanfront Oasis: A boutique complex offering a tranquil island lifestyle situated adjacent to Waipuilani County Beach Park. Sold FULLY FURNISHED, TURN-KEY. Fully remodeled and gutted in 2023, est. $80K+ improvements. Some Renovations are: popcorn ceiling removed, luxury vinyl plank flooring throughout, all new appliances including a stack washer/dryer. (2) Midea window ACs. Custom-built kitchen showcases a gorgeous white natural rock backsplash. Located just mintues from shopping centers, dining and attractions. Waipuilani offers both a serene retreat and convenient access to the vibrant local community, one deeded parking. Listed at what sellers paid in 2023, listor is owner.

1002 S Kihei Rd Unit 205, Kihei

Listing courtesy of Sharissa YL Chun.

3600 Wailea Alanui Dr Unit 207, Kihei
$2,395,000
1 Beds ⋅ 2 Baths ⋅ 411159 MLS ⋅ Fee Simple Tenure ⋅ Wailea Elua I A BLDG.
Enjoy the expansive ocean view over the tropical landscaping from the living area, large covered lanai and the primary suite of this spacious 1 BD/2BA ground floor unit. Wailea Elua 207 is a well maintained condo which is being sold tastefully furnished. Additionally, this unit has been updated with a new AC unit, hot water heater & dishwasher as well as two recently replace sliding doors & screens. As an added bonus there is a large walk-in storage area just inside the entrance. The Wailea Elua community is one of the few low-density, beachfront properties in Wailea. Enjoy the two pools, heated spa, paddle/tennis courts, fitness center pavilion, beachside BBQ area, putting green and manned & gated entry. Wailea Elua Village is situated right on world-famous, Ulua Beach and on the 1 1/2 mile Wailea beachfront boardwalk. Just a short distance to five-star hotels, fine dining, and the Shops at Wailea, Wailea Elua units are zoned Hotel Resort and allow Owners the ability to use the property for Short Term Vacation Rentals (STVR) to generate income if desired.

3600 Wailea Alanui Dr Unit 207, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

483 S Kihei Rd Unit 202, Kihei
$649,000
2 Beds ⋅ 1 Baths ⋅ 411156 MLS ⋅ Fee Simple Tenure ⋅ Kihei Holiday BLDG.
Hotel-Zoned Opportunity at Kihei Holiday! Discover the potential of this updated, furnished 2-bedroom, 1-bath condo in Kihei. With hotel zoning, this property offers an appealing opportunity for vacation rental use, including potential VRBO income, or the perfect combination of investment and personal island retreat. High ceilings create an open, airy feel, while the private lanai invites you to relax and enjoy Maui's refreshing coastal breezes. Located across from the ocean and conveniently close to South Maui's beaches, dining, shopping, and amenities, this property captures the best of the island lifestyle. The complex features a swimming pool, hot tub and dedicated storage for ocean toys, adding to its appeal for vacationers and owners alike. The maintenance fee includes water, sewer, high-speed internet, refuse service, and common area maintenance, providing added convenience and value. Whether you're looking to expand your investment portfolio or secure your own Maui getaway, this hotel-zoned condo offers an exciting opportunity in a desirable location.

483 S Kihei Rd Unit 202, Kihei

Listing courtesy of Compass.

2777 S Kihei Rd Unit A109, Kihei
$849,000
1 Beds ⋅ 2 Baths ⋅ 411155 MLS ⋅ Fee Simple Tenure ⋅ Maui Kamaole BLDG.
Maui Kamaole A-109 stands out for two reasons: a stunning remodel with custom woodworking details and an ocean view from the kitchen, living room, and lanai that very few units in the complex can match. From the extended live-edge wood counter and bamboo cabinetry to the live-edge barn doors in the primary bathroom, the craftsmanship gives this condo a character all its own. Located across from the Kihei Boat Ramp and Kamaole Beach Park III, the complex also offers two pools, hot tubs, and tennis courts.

2777 S Kihei Rd Unit A109, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

10 Wailea Ekolu Pl Unit 1403, Kihei
$975,000
1 Beds ⋅ 2 Baths ⋅ 411151 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekolu BLDG.
Enjoy the relaxed island lifestyle at Wailea Ekolu #1403, an updated, fully furnished one-bedroom, two-bathroom condo offering ocean views and convenient ground-level living with no stairs. The thoughtfully appointed interior features two split AC units, one in the living room and one in the bedroom, providing comfort throughout the year. Two separate lanais extend the living space outdoors, creating inviting spots to enjoy the tropical surroundings, morning coffee, or sunset evenings. Ideally located near one of the community pools and BBQ areas, this residence offers easy access to some of Wailea Ekolu’s most desirable amenities. Owners have the opportunity to join the Wailea Golf Club membership, adding another way to enjoy the resort lifestyle. Set within the renowned Wailea resort community, Wailea Ekolu #1403 is conveniently close to beautiful South Maui beaches, championship golf courses, upscale shopping, and a variety of restaurants. Whether you’re seeking a Maui getaway, a comfortable island retreat, or a place to enjoy the best of Wailea, this property offers an appealing combination of comfort, convenience, and location.

10 Wailea Ekolu Pl Unit 1403, Kihei

Listing courtesy of Hawaii Life (W).

86 Poailani Pl Unit 32, Kihei
$2,575,000
4 Beds ⋅ 5 Baths ⋅ 411148 MLS ⋅ Fee Simple Tenure ⋅ Kanani Wailea BLDG.
Also listed as single family home MLS#411149. Experience effortless Wailea living in this beautifully appointed 4-bedroom, 4.5-bath single-level ocean-view residence in Kanani Wailea. Offering 2,175 sq. ft. of thoughtfully designed living space, the home enjoys beautiful ocean views and spectacular Maui sunsets. The well-appointed kitchen features a Sub-Zero refrigerator and wine cooler, along with Wolf cooktop, oven, and microwave. Sold fully furnished and move-in ready, each bedroom features its own en-suite bath. Recent updates include new flooring throughout and a beautifully remodeled primary bath. A secure private courtyard welcomes you and provides separate access to the 3-bedroom, 3.5-bath main residence and the attached guest suite, offering added privacy and a comfortable retreat for family and friends. Ideally located near Wailea's world-class beaches, championship golf, luxury resorts, shopping, and dining, this exceptional residence offers a wonderful combination of ocean views, privacy, and relaxed Maui luxury.

86 Poailani Pl Unit 32, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

86 Poailani Pl Unit Unit 32, Kihei
$2,575,000
4 Beds ⋅ 5 Baths ⋅ 411149 MLS ⋅ Fee Simple Tenure
Also listed as condominium MLS# 411148. Experience effortless Wailea living in this beautifully appointed 4-bedroom. 4,5-bath single-level ocean-view residence in Kanani Wailea. Offering 2,175 sq. ft. of thoughtfully designed living space, the home enjoys beautiful ocean views and spectacular Maui sunsets. The well-appointed kitchen features a Sub-Zero refrigerator and wine cooler, along with Wolf cooktop, oven, and microwave. Sold fully furnished and move-in ready, each bedroom features its own en-suite bath. Recent updates include new flooring throughout and a beautifully remodeled primary bath. A secure private courtyard welcomes you and provides separate access to the 3-bedroom, 3.5-bath main residence and the attached guest suite, offering added privacy and a comfortable retreat for family and friends. Enjoy the convenience of a lock and leave condominium in a single family home. Ideally located near Wailea's world-class beaches, championship golf, luxury resorts, shopping, and dining, this exceptional residence offers a wonderful combination of ocean views, privacy, and relaxed Maui luxury. This is a Residential Condo.

86 Poailani Pl Unit Unit 32, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

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