Kihei Homes with Pool

Kihei Homes with Pool

Welcome to Kihei, a vibrant coastal gem nestled on the sunny shores of Maui, Hawaii. Known for its stunning beaches, warm weather, and laid-back lifestyle, Kihei offers an idyllic setting for those seeking a slice of paradise. With an average of 300 sunny days a year, residents enjoy an outdoor lifestyle filled with swimming, surfing, and sunbathing on the golden sands of popular spots like Kamaole Beach Park and Sugar Beach.

Kihei is not just a beach lover’s dream; it’s a community rich in culture and recreational opportunities. Stroll through local farmers' markets, savor delicious Hawaiian cuisine at beachfront restaurants, or explore the nearby lush landscapes of Haleakal? National Park. The neighborhood is family-friendly, with excellent schools, parks, and community events that foster a sense of belonging.

For those looking to invest in their own piece of paradise, Kihei boasts an array of homes, many of which feature private pools. Imagine lounging by your own sparkling pool, surrounded by tropical landscaping, and enjoying the gentle trade winds. These homes offer the perfect blend of indoor and outdoor living, allowing you to soak up the sun and host unforgettable gatherings with friends and family.

Whether you’re seeking a vacation retreat or a permanent residence, Kihei's homes with pools provide a luxurious oasis that complements the enchanting lifestyle of Maui. With its welcoming community and breathtaking scenery, Kihei is more than just a place to live; it’s a place to thrive. Come discover your dream home in this enchanting coastal paradise!

Newest Kihei Homes with Pool

$695,000
2 Beds ⋅ 2 Baths ⋅ 410717 MLS ⋅ Fee Simple Tenure ⋅ Kihei Resort BLDG.
Fully renovated 2BR/2BA at Kihei Resort, across the street from Waipuilani Beach and a one-minute walk to Kalepolepo Beach Park. Remodeled top to bottom with modern finishes, a fully equipped kitchen, cold AC, high-speed WiFi, and 50" and 55" smart TVs. King primary with step-in shower ensuite; second bedroom with bunk and twin beds; queen sleeper sofa in the living room for extra guests. Covered lanai overlooks lush courtyard grounds, with the resort pool and hot tub a short walk away. Has been professionally managed as a vacation rental; performance history available on request. Owner is listor and holds an active Hawaii real estate license.

777 South Kihei Rd Unit 218, Kihei

Listing courtesy of Luxe Maui Properties LLC.

$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.

$1,050,000
2 Beds ⋅ 2 Baths ⋅ 410576 MLS ⋅ Fee Simple Tenure ⋅ Paradise Ridge Estates BLDG.
A 2022-built luxury Residential Condo at Paradise Ridge Estates offers what few Kihei properties can: true turnkey new construction, fee simple, with panoramic ocean and West Maui Mountain views. This gated 2-bedroom, 2-bath residence spans 1,251 sq ft of airy, open-concept living, framed by soaring high ceilings and oversized doors that blur the line between indoor and outdoor. Step onto your private lanai and take in sunset views and mountain silhouettes from a home that feels worlds away, yet minutes from everything. Inside: relaxed island style, warm neutral tones and natural textures, a walk-in closet, and two assigned parking stalls. Outside: a resort-style waterfall pool, hot tub, and pavilion behind secure gated entry. The Location seals it. Set atop a bluff for added privacy and unobstructed views, the home is 5 minutes from a beachfront walking path stretching for miles along Kamaole Beach, plus the shops, restaurants, and energy of Kihei town. Pet-friendly and perfectly suited as a true second home. A rare new build on Maui, meticulously maintained, and a genuinely great deal. Just arrive and start living it.

2757 S Kihei Rd Unit 202, Kihei

Listing courtesy of Talk Realty LLC.

$485,000
1 Beds ⋅ 1 Baths ⋅ 410520 MLS ⋅ Fee Simple Tenure ⋅ Wailana Kai BLDG.
Discover the perfect Maui getaway at Wailana Kai #102, a ground-floor, boutique hotel-zoned condo located directly across the street from the ocean. Offering the ideal combination of location, comfort, and investment potential, this inviting property is a wonderful opportunity for those looking to enjoy the Maui lifestyle or add a vacation-rental property to their portfolio. Recently renovated and thoughtfully refreshed, the condo features a freshly painted interior, newly purchased furniture, and stylish, easy-care finishes. Tile flooring runs throughout the main living areas, while laminate flooring in the bedroom provides warmth and comfort. A new split-system A/C adds modern convenience and keeps the unit cool and comfortable year-round. One of the highlights is the private lanai, where you can relax and enjoy the tropical surroundings with the ocean and beach just across the street. Start your morning with coffee outdoors, return from a day at the beach to unwind, or enjoy Maui's beautiful sunsets from your own private outdoor space. As a ground-floor unit, this condo offers easy access and a convenient indoor-outdoor lifestyle. The boutique complex also features a refreshing swimming pool, providing another place to relax and enjoy the beautiful Hawaiian weather. With its hotel zoning, ground-floor location, pool, private lanai, recent renovations, new furnishings, and prime location across from the ocean, 34 Wailana Kai offers an exceptional opportunity to own a piece of Maui in a setting designed for enjoying island life. Whether you're looking for a Maui retreat, a vacation-rental opportunity, or a place to call your own in paradise, this charming condo is ready to be enjoyed.

34 Wailana Pl Unit 102, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

$535,000
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.

$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.

$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.

$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).

$689,000
3 Beds ⋅ 2 Baths ⋅ 410377 MLS ⋅ Fee Simple Tenure ⋅ Villas At Kenolio I BLDG.
Experience the largest condo floor plan at Villas at Kenolio with this spacious 3-bedroom, 2-bath with an enlarged kitchen and the 3rd bedroom is the upstairs loft area! Thoughtfully updated, the kitchen offers stainless steel appliances, open shelving, and a functional layout that flows into the bright living area. High vaulted ceilings create an open, airy feel, while the expansive loft (3rd bedroom) provides flexible space for a guest bedroom, home office, craft room, media area, or additional storage. Very well maintained and move-in ready, the home features a freshly painted interior, newer water heater, and a full-size stacked high-capacity washer and dryer. The location offers natural trade breezes for comfort and open space looking out from the lanai, including a peek at the mountains, and a glimpse of the ocean. Tandem parking is conveniently located just steps from the condo. Villas at Kenolio is pet friendly and offers outstanding resort-style amenities, including a large lap pool, hot tub/spa, fitness center, BBQ and picnic area, and secure storage for kayaks and paddleboards. Ideally located near North Kihei's beautiful beaches, restaurants, shopping, and everyday conveniences, this home offers the perfect blend of comfort, lifestyle, and location.

10 Halili Ln Unit 1C, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$859,000
2 Beds ⋅ 2 Baths ⋅ 410359 MLS ⋅ Fee Simple Tenure ⋅ Kai Ani Village BLDG.
Kai Ani Village is located in the heart of Kihei near restaurants, shopping centers, and Lipoa Street beach. This property features resort-style amenities including a saltwater infinity edge pool, cabanas, bbq areas and a spa. Unit 12-102 is a two bedroom, two bathroom condo located in a quiet location on the ground floor with 1,032 square feet of living space. This unit is equipped with split air conditioning and was refreshed in 2025 with updated ceiling fans, lighting, fresh interior paint, and laminate flooring throughout. Call your favorite REALTOR® today to schedule a showing!

34 Hune One Ln Unit 12-102, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$649,000
3 Beds ⋅ 2 Baths ⋅ 410350 MLS ⋅ Fee Simple Tenure ⋅ Villas At Kenolio I BLDG.
Welcome home to Villas at Kenolio 4A, a spacious 3-bedroom, 2-bath residence located just moments from the ocean and North Kihei’s beautiful nightly sunsets. This desirable residential community offers convenience at every turn, along with resort-style amenities rarely found in a residential complex, including an expansive swimming pool with a dedicated lap section, hot tub, fitness center, playground, and welcoming outdoor gathering areas. Unit 4A features a unique and flexible floor plan, with the third bedroom located in the upstairs loft. Create a private guest suite, comfortable home office, fitness area, or additional living space to suit your lifestyle. The home also offers two separate lanai areas, including a fully covered lanai off the kitchen and a second outdoor space near the front entrance. Stay comfortable year-round with central air conditioning, plus individual window AC units when you prefer to cool only certain areas of the home. Brand-new carpet was installed in July 2026, providing a fresh foundation for the next owner. Additional highlights include two assigned parking stalls and a pet-friendly community. Directly across the street, the newer Hilton Grand Vacations Maui Bay Villas has helped transform the surrounding area, creating an elevated resort-like atmosphere while still offering the ease and comfort of residential living. With convenient access to the ocean, beaches, shopping, dining, and everyday essentials, Villas at Kenolio 4A is an ideal home base for enjoying everything the Maui lifestyle has to offer.

40 Halili Ln Unit 4A, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$475,000
1 Beds ⋅ 1 Baths ⋅ 410342 MLS ⋅ Fee Simple Tenure ⋅ Maui Vista BLDG.
Ideally positioned in one of the most desirable locations within Maui Vista, Unit 2215 is nestled in the center of Building 2, offering a peaceful setting away from the road noise experienced by some units in Building 1. This beautifully remodeled 1bd, 1bth condo features an open-concept kitchen with an expansive countertop and bar area, providing ample space for cooking, dining, and entertaining.The private lanai offers charming peekaboo ocean and mountain views, creating the perfect setting to relax and enjoy Maui's refreshing trade winds. Conveniently located in the heart of Kihei, Maui Vista sits directly across from the golden sands of Charley Young Beach and Kamaole I Beach Park, two of South Maui's most popular beach destinations. The complex also boasts three swimming pools, six tennis courts, and meticulously maintained tropical landscaping, making Maui Vista one of Kihei's most sought-after condominium communities. Don't miss this exceptional opportunity to own a beautifully updated island retreat in one of Kihei's premier locations. Contact your Realtor today to schedule a private showing!

2191 S Kihei Rd Unit 2215, Kihei

Listing courtesy of Hawaii Life (W).

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