South Homes with Pool

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

$585,000
1 Beds ⋅ 1 Baths ⋅ 410505 MLS ⋅ Fee Simple Tenure ⋅ Waiohuli Beach Hale BLDG.
Waiohuli Beach Hale is a small oceanfront complex located in Kihei. This property has a great aloha feeling with a relaxed and quiet atmosphere. Each unit is steps from the ocean and is centrally located to great shopping, restaurants, and beaches. Additionally, there is a 60 foot solar heated pool, barbecues and shuffleboard located right next to the ocean. Unit #107 is located on the ground floor making trips to the pool or the grill quick and convenient. The condo is being sold fully-furnished, including all of the inventory. The unit has a comfortable layout in a very relaxing environment. A perfect option as a vacation home or rental. There is a common-laundry room on-site. This complex is one of the great finds in South Maui for its affordability and charm. Whale watch (in-season), windsurf, walk the beach and enjoy magnificent sunsets from the manicured grounds. Contact your favorite Realtor today to schedule your showing! This unit has a great short-term rental history, but we encourage any buyers to do their own due diligence on their ability to conduct short term rentals if it is pertinent to their purchase.

49 W Lipoa St Unit 107, Kihei

Listing courtesy of Rentals Maui Inc.

$639,000
1 Beds ⋅ 2 Baths ⋅ 410502 MLS ⋅ Fee Simple Tenure ⋅ Maui Banyan BLDG.
Hotel Zoned. Maui Banyan H114 is a light and bright 1 bedroom, 2 bath ground floor end unit, with easy access and no steps. Kitchen has beautiful bamboo cabinetry, granite countertops, tile backsplash, updated appliances, an island with seating, recessed and under cabinet lighting. Enjoy the comfortable size living room which accommodates a sleeper sofa and recliner chair, flatscreen TV and new split system AC. The spacious bedroom has a California king size bed, closet, linen closet and attached bathroom that has a tub-shower combo with bamboo vanity. Secondary bathroom has tiled walk-in shower with bamboo vanity. Other appointments of this great condominium include lanai space, tile flooring throughout, ceiling fans, keyless entry and full size washer/dryer! Maui Banyan is a well maintained complex that is only moments from the white sand beaches of Kamaole Beach Park II. The complex offers two pools with spas, BBQ areas, a tennis court, covered parking garage and is close to a beach park, shopping and dining. Maui Banyan is a concrete building and is H-2 hotel zoned allowing vacation rentals. Maintenance fee includes Wi-Fi and basic cable. Pet friendly complex for owners. Unit includes one deeded parking space. Priced to sell, this is great opportunity to own at the Maui Banyan… a versatile property that can be used as a vacation rental, second home or full time residence.

2575 S Kihei Rd Unit H114, Kihei

Listing courtesy of Coldwell Banker Island Prop-KP.

$1,295,000
2 Beds ⋅ 2 Baths ⋅ 410488 MLS ⋅ Fee Simple Tenure ⋅ Kihei Beach BLDG.
Experience the very best of oceanfront South Maui living at Kihei Beach #101, a beautifully renovated, hotel-zoned, ground-floor condominium situated directly on the golden sands of Sugar Beach. Thoughtfully remodeled in 2019, this spacious end-unit, two-bedroom, two-bath residence offers an exceptional blend of luxury, comfort, and investment potential with seamless indoor-outdoor living just steps from the Pacific Ocean. The open-concept floor plan features central air conditioning, in-unit laundry, luxury finishes, and a spacious chef's kitchen with an oversized island designed for entertaining family and friends. Expansive glass doors fill the home with natural light and open to a private covered lanai with direct access to the heated swimming pool, oceanfront lawn, barbecue area, and miles of sandy beachfront beyond. The desirable ground-floor location allows you to walk directly from your lanai to the beach, creating the ultimate Maui indoor-outdoor lifestyle. Offered fully furnished and turnkey, subject to seller exclusions, the residence has an established vacation rental history and is located within one of South Maui's desirable hotel-zoned oceanfront communities, making it ideal as a personal beachfront retreat, luxury second home, or continued income-producing vacation rental. Kihei Beach Resort is a boutique oceanfront property fronting spectacular Sugar Beach, where nearly six miles of uninterrupted shoreline invite morning walks, paddleboarding, kayaking, swimming, seasonal whale watching, and unforgettable sunsets. Its convenient South Maui location provides easy access to Wailea's championship golf courses, world-class resorts, Makena's beaches, Maalaea Harbor, shopping, dining, and Kahului Airport. Whether you're seeking a legacy family beach home, a luxury island escape, or an established vacation rental investment, Kihei Beach #101 offers a rare opportunity to own an irreplaceable piece of Maui's coastline where exceptional beachfront living, proven rental performance, and long-term ownership value come together.

36 S Kihei Rd Unit 101, Kihei

Listing courtesy of Compass-W.

$1,557,000
2 Beds ⋅ 2 Baths ⋅ 410487 MLS ⋅ Fee Simple Tenure ⋅ Wailea Palms BLDG.
Welcome to Wailea Palms 2703, move-in-ready and fully furnished, spectacular and renovated ground-floor 2 Bedroom, 2 Bath residence in one of Wailea's most sought after gated communities. Offering zero stairs from the parking area to the unit. 2703 combines effortless convenience with refined island living. Thoughtfully designed floor plan flows seamlessly through Fleetwood sliding glass doors to a large covered wrap around lanai with ocean views and lush tropical landscaping, perfect for indoor-outdoor living and entertaining. Recent upgrades include fully remodeled bathrooms (2025), travertine flooring, brand new fans and appliances throughout, custom cherry wood cabinetry, and handcrafted built-ins by Olivery Woodworking - including a custom breakfast nook, dining table, bathroom cabinetry, and custom glass and wood doors. A built-in Murphy bed in the second bedroom adds flexibility, allowing the space to function as either a guest suite or home office. Every detail has been designer curated, including designer furnishings, décor, accessories and kitchenware. Truly turn-key. Wailea Palms amenities include a spectacular ocean-view pool and spa, fitness center, barbecue pavilion, and beautifully landscaped grounds. Just moments from Wailea's world-class beaches, golf courses, luxury resorts, fine dining, The Shops at Wailea and the scenic Wailea Beach Path, this exceptional residence offers the privacy, quality, and lifestyle that make Wailea one of Maui's premier destinations. Call to schedule a showing!

3150 Wailea Alanui Dr Unit 2703, Kihei

Listing courtesy of Keller Williams Realty Maui-Ka.

$20,500,000
3 Beds ⋅ 4 Baths ⋅ 410482 MLS ⋅ Fee Simple Tenure
Welcome to the quintessential Maui oceanfront estate, ideally situated on Keawakapu Beach—widely regarded as one of Maui’s most beautiful stretches of sand. This timeless Hawaiian residence embraces its unrivaled setting with approximately 2,500 square feet of covered outdoor living space, perfectly suited for beachfront lounging and entertaining. Designed with architectural integrity and island sensibility, the home features traditional Dickey rooflines topped with black glazed tiles imported from Japan. A electronic gate opens into a private, walled compound that includes the main residence, a detached two-bedroom guest cottage (Ohana), a two-car garage with workshop, and a beautifully landscaped courtyard with a pool and spa. The single level main home offers soaring 16 foot ceilings in the great room with a working fireplace serving as the centerpiece, complemented by an open-concept kitchen and expansive glass walls that frame breathtaking ocean views while preserving privacy. The main residence includes three bedrooms and four bathrooms, all designed with ease of access and comfort in mind. The detached two-bedroom, one-bath Ohana is finished to the same high standard, ideal for visiting family or guests. Set on 0.8 acres, the estate flows seamlessly from lush lawn to the beach, where a protective lava rock point cradles the property and collects soft white sand along this dramatic, crescent-shaped shoreline—one of the largest and most coveted on the island. A rare opportunity to own a true legacy property on Maui’s finest beachfront. **Disclosure** Some pictures have been Virtually Re-Staged and noted.

3146 S Kihei Rd, Kihei

Listing courtesy of Hawaii Life (W).

$649,000
1 Beds ⋅ 2 Baths ⋅ 410480 MLS ⋅ Fee Simple Tenure ⋅ Kamaole Sands BLDG.
Private and peaceful describes this well appointed Kamaole Sands 1 bedroom 2 bath beauty. Priced to sell and located in one of South Maui's premier condominium complexes #4-110 is a ground floor unit, nicely remodeled, tiled throughout with a large Lanai and a great rental history. Also perfect as a second home or private residence. Call your favorite REALTOR® to see this fantastic condo today.

2695 S Kihei Rd Unit 4110, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$390,000
1 Beds ⋅ 1 Baths ⋅ 410472 MLS ⋅ Fee Simple Tenure ⋅ Kihei Bay Vista BLDG.
Imagine waking up to whales breaching just steps from your door at Kihei Bay Vista D-208, a second-floor sanctuary where vaulted ceilings create an unexpectedly spacious feel that defies typical condo living. This beautifully appointed unit sits directly across from a six-mile stretch of pristine white sand beach at Kalepolepo Beach and the Pacific Whale Sanctuary. Sea turtles, monk seals, and migrating humpback whales are your neighbors. The boutique 60-unit complex offers resort-style amenities including a sparkling pool, hot tub, and tropical BBQ pavilion surrounded by swaying palms and fragrant plumeria, yet maintains the intimate, peaceful vibe that mainland buyers crave when escaping to island life. Modern updates include brand new air conditioning, in-unit washer/dryer, several newer appliances, and a surprisingly spacious walk-in closet. The oversized private lanai becomes your favorite room for morning coffee in the trade winds or sunset cocktails overlooking paradise. Whether you're paddle boarding at sunrise, kite surfing in world-class conditions in the afternoon, or watching the turtles come into their sunset resting place at night, this turnkey property delivers the authentic Maui lifestyle you've been craving!

679 S Kihei Rd Unit D208, Kihei

Listing courtesy of eXp Realty.

$7,800,000
3 Beds ⋅ 4 Baths ⋅ 410468 MLS ⋅ Fee Simple Tenure
Brand New Construction | Luxurious Estate Living at The Ridge, Wailea Welcome to a sprawling, brand-new estate at The Ridge in Wailea, where every detail has been curated for elevated island living. Terraced landscaping and hand-set rock walls guide you toward the hilltop entrance, offering a dramatic first glimpse of the infinity pool as you arrive. Step through the substantial solid walnut wood pivot door, flanked by bilateral side windows that flood the entry with natural light. Inside, the open-concept kitchen, dining, and living areas flow seamlessly past disappearing Fleetwood doors to a spacious lanai anchored by an infinity pool and spa. Beyond, sweeping views stretch across West Maui, Lanai, Kahoolawe, and Molokini. The lanai wraps to the south into an entertainer's dream — a full bar and BBQ area complete with a hidden large-screen TV — while a pool bath with full sauna delivers a true resort-at-home experience. The chef's kitchen is outfitted with a premium Thermador appliance suite, shaker and flat-front cabinetry, and granite countertops, plus a built-in white wine cooler and a sleek, temperature-controlled red wine storage room. Rounding out the first floor: a two-car garage, a large laundry room, a modern half bath, and a primary suite with direct lanai access, smart shower, smart toilet, double vanity, and a private outdoor soaking tub. Ascend the dramatic floating staircase, set off by a sleek modern chandelier and stone accent walls, to discover a hidden office and an open den with lanai access leading to an outdoor gathering area centered on an elegant fire pit — all framed by more sweeping ocean views. Two additional bedrooms complete the second floor: a guest suite with ensuite bath and lanai access, and a second primary suite featuring lanai access, a walk-in closet, an oversized smart shower, and a top-filling soaking tub. Home is offered fully furnished and situated on the highest elevated lot in Wailea. Quality and luxury abound — your perfect Wailea oasis awaits.

22 Halapa Pl, Kihei

Listing courtesy of Hawaii Life (W).

$479,000
1 Beds ⋅ 1 Baths ⋅ 410461 MLS ⋅ Fee Simple Tenure ⋅ Maui Gardens BLDG.
Beach living, simplified. This fully remodeled 2nd-floor corner residence at Maui Gardens sits one block from the Kihei coastline, with a 2019 renovation and major 2024 updates (new roof, water heater, window screens) — move-in ready, nothing to do but unpack. The open kitchen features black quartz counters, stainless Samsung appliances, and a Bosch washer/dryer; LifeProof vinyl flooring and a split A/C keep the 560 sf interior easy to live in year-round. Step onto your private lanai for tropical garden views, then head to the resort-style pool, BBQ area, or pickleball/tennis court just steps away. One deeded parking stall, quarterly pest service, and a walkable location near Kihei's best dining, shopping, and beach access complete the package. Whether you want a low-maintenance island getaway, full-time home, or turnkey investment, Maui Gardens F-201 is ready

1450 S Kihei Rd Unit F201, Kihei

Listing courtesy of Keller Williams Realty Maui-L.

$9,195,000
4 Beds ⋅ 4 Baths ⋅ 410457 MLS ⋅ Fee Simple Tenure
Discover exceptional beachfront living at 1614 Halama Street. This stunning oceanfront residence offers unobstructed Pacific views, breathtaking sunsets, and direct access to the shoreline from your own backyard. Designed to embrace Maui's natural beauty, the open layout features abundant natural light, and seamless indoor-outdoor living. Enjoy unforgettable evenings from the expansive lanai or oceanfront infinity pool, with panoramic views, neighboring island vistas, and seasonal humpback whale sightings. A spacious primary suite, generous guest accommodations, and lush tropical landscaping create the perfect private retreat. A rare opportunity to own a premier beachfront property on one of South Maui's most coveted streets.

1614 Halama St, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$499,000
1 Beds ⋅ 1 Baths ⋅ 410452 MLS ⋅ Fee Simple Tenure ⋅ Kihei Alii Kai BLDG.
If you’re looking for an ocean view, hotel-zoned vacation rental in South Kihei at a bargain price, you found it! This 3rd-floor unit has direct ocean views from the lanai, living room, dining area, and kitchen. The Association of Apartment Owners (AOAO)- required plumbing repairs have been completed in this unit, and a new water heater was installed just prior to listing. The entire unit has hard-surface flooring: tile in the kitchen and bath, and laminate in the living/dining room and bedroom. You’ll love the amenities- a huge tile-bottom pool and spa, sauna, plus a Pickleball court and Shuffleboard court on the 3rd floor, where the BBQ and dining area are located. And you can’t beat the convenient location on S Kihei Rd, just steps to Kam II Beach Park, restaurants, shops, coffee, and more. This unit has it all, don’t wait. At this price, this vacation-rentable ocean-view home is a great opportunity for investors, second-home buyers, and even owner-occupants. This is an REO.

2387 S Kihei Rd Unit B304, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$2,275,000
3 Beds ⋅ 2 Baths ⋅ 410444 MLS ⋅ Fee Simple Tenure
This exceptional South Maui property features a 3-bedroom, 2-bath main home and an attached 2-bedroom, 1-bath Ohana with its own private entrance and dedicated parking—ideal for extended family, guests, or rental income. Thoughtfully upgraded, the home includes 48 owned photovoltaic panels, four Tesla Powerwall batteries, a new roof (all done in 2025), tongue-and-groove cedar plank ceiling in the main home, solar hot water, custom lanai screens, and many additional improvements done in 2024/2025. Step outside to your own private backyard oasis featuring a large saltwater pool and spa, mature fruit trees, and stunning Haleakala views. The spacious lanai is the perfect place to relax and enjoy Maui's beautiful sunsets. Located just minutes from South Maui's world-famous beaches, shopping, dining, and schools, this property truly offers the full package and Maui Island lifestyle!

705 Alulike St Unit Lot 27, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

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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.