South Homes with Pool

Welcome to the sunny South region of Kihei, located in Maui County, Hawaii. Known for its stunning beaches, vibrant culture, and warm weather year-round, Kihei offers a quintessential Hawaiian lifestyle that attracts residents and visitors alike.

If you're looking for homes with pools in Kihei, you're in luck! With its tropical climate, having a pool is not just a luxury but a refreshing necessity. Imagine starting your day with a swim in your private oasis, surrounded by lush greenery and swaying palm trees. Whether you're hosting a weekend barbecue with friends or simply unwinding after a long day, a pool adds an extra touch of luxury to your Kihei lifestyle.

From cozy bungalows to spacious estates, Kihei offers a variety of homes with pools to suit your preferences. Whether you're looking for a modern retreat or a traditional Hawaiian-style residence, there's a perfect property waiting for you in this picturesque city.

With easy access to beautiful beaches, top-rated restaurants, and outdoor activities, living in a home with a pool in Kihei allows you to experience the best of island living. So why wait? Dive into the Kihei real estate market and find your dream home with a pool in this tropical paradise.

Newest South Homes with Pool

$1,315,000

2 Beds ⋅ 2 Baths ⋅ 411407 MLS ⋅ Fee Simple Tenure ⋅ Mana Kai BLDG.

Direct beachfront access and remarkable views of the ocean, Molokini, and Kaho?olawe set this beautifully renovated 2-bed, 2-bath residence apart. Perched on Keawakapu Beach — one of South Maui's most treasured stretches of golden sand — unit 508 occupies a coveted center position in the building, well away from road noise. The view follows you everywhere: from the living area, kitchen, bedroom, and your spacious lanai, the Pacific is always in frame. Mana Kai's hotel zoning permits short-term vacation rentals, giving you true flexibility — a personal island escape, an income-producing vacation rental, or both. Days here revolve around the water: a beachfront pool, oceanfront BBQs, world-class snorkeling just offshore, and a scenic shoreline path that connects you to Wailea's celebrated resorts and dining. Add a fitness center, front desk, market and deli, and Peter Merriman's highly anticipated Beach House restaurant coming soon, and it's clear why Mana Kai stands as one of South Maui 's most iconic addresses. Opportunities for fully renovated, hotel-zoned oceanfront residences in Kihei are few — this is your chance to own one.

2960 S Kihei Rd Unit 508, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$585,000

1 Beds ⋅ 2 Baths ⋅ 411405 MLS ⋅ Fee Simple Tenure ⋅ Maui Banyan BLDG.

Maui Banyan H-210, located in one of South Kihei's desirable resort communities, directly across from Kamaole II Beach Park. This fully furnished 1 bedroom. two-bathroom unit offers a comfortable blend of convenience and island living, featuring air conditioning, an in-unit washer and dryer, and an EXTENDED lanai ideal for outdoor dining. As a hotel-zoned property, H-210 offers flexibility for those seeking a personal vacation retreat, an investment opportunity, or even a primary residence. Maintenance fees provide added convenience, covering Wi-Fi, water, security, pest control, grounds maintenance, and front desk check-in services. Residents and guests also enjoy resort-style amenities, including two swimming pools, hot tubs, tennis courts, and barbecue areas. Enjoy the convenience of South Kihei's walkable setting, with nearby beaches, shops, restaurants, and activities just moments away. World-class golf, spas, shopping, and dining in Wailea are also just a short drive away. H-210 offers an appealing way to enjoy all that South Maui has to offer.

2575 S Kihei Rd Unit H-210, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$680,000

1 Beds ⋅ 1 Baths ⋅ 411401 MLS ⋅ Fee Simple Tenure ⋅ Kihei Akahi BLDG.

Welcome to Kihei Akahi C-303, a beautifully situated, fully furnished one-bedroom, one-bath condominium just moments from the golden sands of Kamaole Beach II. Located in a hotel-zoned community, this 655-square-foot residence offers the flexibility to enjoy as a personal island retreat or continue operating as a short-term vacation rental. Enjoy ocean views from this quiet, concrete building, along with a well-appointed interior featuring custom Corian countertops, newer appliances, and an in-unit washer and dryer. Currently operating as an active vacation rental, the unit is turnkey and ready for its next owner. Kihei Akahi features two swimming pools, barbecue areas, tennis and pickleball courts, and 24-hour security. Ideally located across from Kamaole Beach II and convenient to Kihei's restaurants, shopping, and the world-class resorts and amenities of Wailea, this is a wonderful opportunity to own a piece of Maui in a sought-after South Kihei location.

2531 S Kihei Rd Unit 303C, Kihei

Listing courtesy of Hawaii Life (KAP).

$2,295,000

2 Beds ⋅ 3 Baths ⋅ 411399 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekahi Iii BLDG.

Your Ideal Wailea Getaway! Rarely available - Wailea Ekahi #48A combines the community’s largest floor plan with sweeping ocean views. This 2-bedroom, 2.5-bath, 1,575 SF two-story townhome offers the space and privacy of a true home, set within one of Wailea’s most coveted oceanfront communities. It’s offered furnished (with some art exclusions) and has central air conditioning throughout. As you walk in, cool tile floors stretch out in every direction with beautiful wood floors in the sunken living room, and the island breezes and ocean views invite you to slow down. The heart of your new home is a huge open kitchen, where an oversized island becomes the natural gathering spot for drinks, pupus, and preparing meals together. Just beyond, your dining area has plenty of room for long dinners with family and friends. To your left, step down into the sunken living room, a comfortable place to settle in and talk story as the day winds down. Two large lanais extend your living space outdoors, surrounded by lush, manicured grounds and framing ocean views that endlessly enchant. A powder room and laundry are tucked conveniently off the living area. Head upstairs and the home opens into your own private world. A cozy study with a built-in desk and bookshelves is ready for work or a quiet afternoon with a good book. Your primary suite is wonderfully generous, with a separate sitting area, abundant storage, a comfortable en-suite bath, and a private lanai with a huge ocean view to enjoy your morning coffee and more. The second suite is just as inviting, with its own en-suite bath and private ocean-view lanai, perfect for family, friends, and guests. With so many distinct spaces inside and out, you and your guests can gather together or each find your own favorite spot to relax and breathe in the trade winds. Wailea Ekahi sits directly on world-famous Keawakapu Beach, with one beautiful beach after another in both directions. The community offers multiple pools, including an oceanfront main pool with a luxurious pavilion, and pickleball court. All the dining, shopping, golf, and activities of the Wailea Resort are just minutes away. Come experience it for yourself and you’ll understand why this is where your Maui dreams come true.

3300 Wailea Alanui Dr Unit 48A, Kihei

Listing courtesy of Hawaii Life (W).

$1,249,000

2 Beds ⋅ 3 Baths ⋅ 411398 MLS ⋅ Fee Simple Tenure ⋅ Kai Ani Village BLDG.

Rarely available live/work opportunity at Kai Ani Village in central Kihei! This 1,845 sq ft, tri-level townhome-style condominium offers a versatile layout with flexible ground-floor residential/commercial space, a two-car garage, storage, and an ADA powder bath. Live and work on-site, occupy one portion and lease the other, or rent the residential and commercial spaces separately. The second floor features 9-foot ceilings, an open kitchen, dining and living area, a powder bath, laundry, and a mauka-facing lanai. Two top-floor bedrooms each have a private bathroom, with a peek of the ocean from the primary bedroom. Enjoy a central location with convenient access to Kihei’s shops, restaurants, services, beaches, and everyday amenities. When it’s time to unwind, Kai Ani Village’s resort-style lap pool and spa, shared gas BBQs, and spacious pool cabana with restrooms and a shower offer a relaxing retreat.

1367 S Kihei Rd Unit 3-104/204, Kihei

Listing courtesy of Maui Luxury Real Estate LLC.

$639,000

1 Beds ⋅ 1 Baths ⋅ 411395 MLS ⋅ Fee Simple Tenure ⋅ Hale Kamaole BLDG.

Pride of ownership shines throughout this beautifully remodeled and meticulously maintained Hale Kamaole Condominium. Positioned in a premier location at the front of the complex, this one bed, one bath ground-floor unit offers closest proximity to the ocean and is just steps away from the beach. Inside, the updated kitchen showcases quartz countertops and stainless steel appliances, set against elegant tile flooring. The thoughtful layout includes a modernized walk-in shower and a spacious bedroom. Both the bedroom and the main living area feature independent split AC zones for optimal climate control. The living room extends naturally to an outdoor lanai, creating an inviting, airy space that lives remarkably large. Complex amenities include 2 pools, Pickleball and Tennis courts, BBQ area, and is Pet friendly. Take in beautiful ocean and mountain views, or relax by the nearby pool. Situated across from the Kihei Boat Ramp and a mere two miles from Wailea’s premier shopping, dining, and golf, this property offers incredible versatility. It is large enough to comfortably serve as a primary residence or a private getaway, backed by a strong historical track record as a successful vacation rental. (Please note: Property is currently a vacation rental; transient use is subject to discontinuation as of December 31, 2030 Buyers do your due diligence ). Maintenance fee includes: Water, Sewer, Trash, Pest Control, Common areas. Owner pays cable and internet, about $64.00 per month, plus electricity.

2737 S Kihei Rd Unit 102, Kihei

Listing courtesy of eXp Realty.

$615,000

3 Beds ⋅ 2 Baths ⋅ 411394 MLS ⋅ Fee Simple Tenure ⋅ Kihei Shores BLDG.

RARE SOUTH MAUI OPPORTUNITY – 5.25% ASSUMABLE VA LOAN FOR QUALIFIED BUYERS! Discover the best of island living at Kihei Shores Unit I002! Ideally situated just a short stroll from beautiful Kamaole Beach Park III, this spacious ground-floor 3-bedroom, 2-bath residence offers the perfect combination of comfort, convenience, and exceptional value. Enjoy golden sand beaches, swimming, snorkeling, and breathtaking Maui sunsets just minutes from your doorstep! INCREDIBLE FINANCING OPPORTUNITY! Qualified VA buyers may be eligible to assume the existing 5.25% VA loan with Substitution of Entitlement and an equity gap of less than $5,000, subject to lender approval. This bright and inviting 1,031 sq. ft. residence features tile flooring throughout, a beautifully appointed kitchen with granite countertops, stainless steel appliances, recessed lighting, and smooth ceilings. Recent improvements include A/C (2022), dishwasher (2024), and an energy-efficient tankless water heater (2026). Enjoy resort-style community amenities, including a sparkling swimming pool, relaxing hot tub, BBQ and picnic areas, car wash station, and convenient surfboard storage. One assigned parking space plus ample guest parking. The $1,143 monthly maintenance fee includes water, sewer, trash, high-speed fiber internet, common area maintenance, pest control, and master building insurance. Conveniently located near popular restaurants, food trucks, Kihei Boat Ramp, and Wailea's renowned shopping and golf courses. YOUR MAUI LIFESTYLE AWAITS! Whether you're searching for a primary residence or island retreat, this is an opportunity you won't want to miss. Schedule your private showing today! Direct and unrepresented buyers welcome.

2747 S Kihei Rd Unit I002, Kihei

Listing courtesy of Jeffrey Samuels Realty.

$287,500

1 Beds ⋅ 1 Baths ⋅ 411393 MLS ⋅ Fee Simple Tenure ⋅ Kalama Terrace BLDG.

Best front row location in the complex with a partial ocean view. Near Charley Young Beach and the Cove Beach Park. Complex amenities include a beautiful swimming pool, BBQ, covered patio with tables and chairs near the BBQ and pool, lush tropical landscaping and community laundry. Maintenance fee includes electricity, propane gas for the range, water and refuse collection. Gorgeous grounds with tropical landscaping. Unit has tiled flooring, ceiling fans, bedroom shutters. 1 assigned parking stall.

35 Walaka St Unit L208, Kihei

Listing courtesy of Delmore Realty.

$697,776

1 Beds ⋅ 1 Baths ⋅ 411388 MLS ⋅ Fee Simple Tenure ⋅ Kihei Kai Nani BLDG.

Desirable, Hotel Zoned, Vacation Rental and a great opportunity to have visitors help pay your monthly costs. Spectacular Ocean Views from the lanai, living room and kitchen. Newly Remodeled with pocket doors for the bedroom and bathroom, lanai cabinets/storage locker and a built in lanai table. Lots of extra storage. All ready and set up for vacation rental. Secret storage under the bed and behind the TV. Washer and Dryer included. New Queen size sofa sleeper. Internet and Cable included in Monthly Maintenance fee. Close proximity to Restaurants, Shopping, Beach Rentals right next door, Beaches and Resort Golf Courses. Beautiful Sunsets on the Sunset wall at the beach. Dolphins swim in front of the beach in the morning and Seasonal Whales come up within 500 ft for viewing throughout the day. KKN has one of the largest pools in South Maui, with Gazebos and plenty of seating for sunbathing. Pavilion available for parties or gatherings free of charge. BBQ grills throughout the complex, Shuffleboard. County Parks nearby with basketball courts and tennis courts. On site Office for check in or information needed by guests. The icing on the cake is that this complex is zoned Hotel!! This is arguably the most unique condominium in Kihei Kai Nani. Call your favorite REALTOR to schedule a private showing today! DO NOT MISS this one, you MUST to see to appreciate!

2495 S Kihei Rd Unit 207, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$2,100,000

2 Beds ⋅ 3 Baths ⋅ 411385 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekolu BLDG.

There hasn't been a split-level Wailea Ekolu Townhouse unit offered for sale for more than two years, and this rare ocean view offering spans 1489 square feet with private upstairs and downstairs entrances. With no common walls, no one above or below, a corner location, and unusual privacy off both lanais, unit 510 offers a measure of tranquility and privacy uncommon to the Wailea vacation rental realm. It's also optimally located: a few hundred yards away, Akamai coffee and several well-reviewed restaurants await, while the Shops of Wailea and the wonderful walking path are only a block or so further. Some of the view units at Ekolu are up the hill, near the highway, and too far to comfortably walk to Wailea's conveniences -- that's not the case with 510. Sweeping ocean views from the lanai and living area take in Molokini and Kaho'olawe and the majestic West Maui Mountains. The unit capitalizes on its uncommonly large square footage with vaulted ceilings, and abundant natural light -- every window frames another wonderful Maui snapshot. Greenery and tropical flowers envelop the unit, which features two lanais, and chilling split-system air conditioning throughout. Decorated in tastefully and contemporary beach tones and furnished a cut above typical vacation rental fare, unit 510 has earned over 120 5-star guest reviews as an ongoing favorite in the Vacation-net management portfolio. The upstairs is dedicated to open living area, kitchen, half-bath and expansive lanai. The two suite-styled bedrooms are nicely separated downstairs. With a coveted location, oversized living experience, amazing views, and upscale Maui vibe, this successful vacation rental condo is indeed a rare offering.

10 Wailea Ekolu Pl Unit 510, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

$1,400,000

7 Beds ⋅ 6 Baths ⋅ 411382 MLS ⋅ Fee Simple Tenure

Hawai‘i-style landscaping, creating a private island atmosphere. Enjoy the outdoor barbecue area and full bathroom conveniently located by the pool, perfect for entertaining. The property also includes a fenced yard, guest house area, mother-in-law quarters, and a Jacuzzi tub inside the main home, offering plenty of space and possibilities. Conveniently located near beaches, shopping, banks, schools, the post office, and bus line. The home needs some TLC and offers tremendous potential for the right buyer. Leased PV panels are included. Some improvements, living areas, and/or structures may be nonconforming. Buyer and buyer’s agent to conduct their own due diligence regarding permits, improvements, square footage, use, and conformity. Please do not disturb tenants.

2200 Haukai Pl, Kihei

Listing courtesy of HomeSmart Island Homes.

$2,888,000

3 Beds ⋅ 3 Baths ⋅ 411381 MLS ⋅ Fee Simple Tenure

Wonderful Wailea home with an exceptional sense of space and flow. This thoughtfully designed floor plan features two generous master suites: one opening to a beautiful ocean-view lanai, and the other offering a private office area and a large storage closet. The main level also includes a bright, airy office and a third bedroom. At the heart of the home is a renovated, open-concept kitchen that seamlessly connects to the living and dining areas, creating an inviting great-room feel. Large sliding patio doors lead directly to the pool, hot tub, and lanai, allowing the home to open wide and truly embrace indoor–outdoor living, all while offering exceptional privacy. Located in the gated community of Wailea Kialoa, this home is just minutes from world-class beaches and outstanding shopping.

210 E Ikea Moku Pl, Kihei

Listing courtesy of Hawaii Life (W).

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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.

South Homes with Pool

Newest South Homes with Pool

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