South Homes with Short Term Rental Allowed

South Homes with Short Term Rental Allowed

Welcome to Kihei, a stunning gem nestled on the sun-kissed shores of Maui, Hawaii! This vibrant coastal town is known for its breathtaking beaches, warm climate, and a laid-back lifestyle that embodies the spirit of island living. With its picturesque sunsets and crystal-clear waters, Kihei is not just a place to live; it’s a lifestyle that beckons adventure and relaxation.

One of the most alluring aspects of Kihei is the opportunity for homeownership combined with the potential for short-term rentals. Imagine owning a beautiful property where you can enjoy your personal slice of paradise while also generating income from vacationers eager to experience the magic of Maui. Homes in Kihei that allow short-term rentals offer a unique investment opportunity, making it an ideal choice for both seasoned investors and those looking to dip their toes into the rental market.

Kihei boasts a diverse array of properties, from charming beachfront cottages to modern condos with ocean views. The town is conveniently located near popular attractions, including world-class snorkeling spots, lush parks, and vibrant local eateries that serve up delicious Hawaiian cuisine. Whether you’re lounging on the soft sands of Kamaole Beach or exploring the scenic beauty of Haleakal? National Park, Kihei provides an enchanting backdrop for both relaxation and adventure.

With its welcoming community spirit and the potential for short-term rental income, Kihei is not just a destination; it’s an opportunity to embrace the ultimate Hawaiian lifestyle. Discover your dream home in this paradise today!

Newest South Homes with Short Term Rental Allowed

$1,149,000
2 Beds ⋅ 2 Baths ⋅ 410776 MLS ⋅ Fee Simple Tenure ⋅ Grand Champions BLDG.
The one you’ve been waiting for at Grand Champions: Unit #29! Rarely do these ground floor corner locations become available in the community. From top to bottom, this villa has so much to offer. With beautiful views of Haleakala, this home is conveniently located on the tranquil, back end of the complex. The covered lanai looks east over the Wailea Blue Golf Course, and offers homeowners the utmost privacy. This is the most highly sought after floor plan in the neighborhood with the flexible “lock off” feature. There are 2 roomy primary-suites, each with spacious bathrooms and separate entrances. The possibilities are endless. However you choose to utilize the space, you will enjoy the masterful owner upgrades and unique position of this condo. This end unit location offers extra windows in the bedroom overlooking the golf course, not common in the standard lock off plan. Renovations include a remodeled kitchen, energy-efficient stainless steel appliances, new furnishings, and granite countertops. Bathrooms are appointed with custom showers and stylish vessel sinks. Additional upgrades include plantation shutters, crown molding, new fans, split A/C system, luxury vinyl and tile flooring throughout. Grand Champions features 2 pools and wonderful mature landscaping. Nearby are all of Wailea's resort amenities, including first-class restaurants, championship golf courses, tennis facilities, elite shopping opportunities, and miles of white sand beaches and ocean recreation. Finely appointed and being sold fully furnished. Listing agent is owner.

155 Wailea Ike Pl Unit 29, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$750,000
1 Beds ⋅ 2 Baths ⋅ 410775 MLS ⋅ Fee Simple Tenure ⋅ Grand Champions BLDG.
Opportunity knocks at Grand Champions 122, offering an exceptional opportunity to own in the heart of Wailea at an unbeatable price point. Enjoy beautiful outer-island views toward Kaho'olawe and Molokini Crater from this ideally positioned residence. Location is everything, and this top-floor unit with high vaulted ceilings puts the best of Wailea within easy reach. For the tennis or pickleball enthusiast, the renowned Wailea Tennis Club is just a stone’s throw away, while the shops, dining, services, and everyday creature comforts of Wailea Town Center are right outside your front door. Wailea’s world-class beaches, championship golf courses, luxury resorts, shopping, dining, and coastal lifestyle are all nearby. Grand Champions is known for its lush tropical landscaping, convenient location, and resort-style atmosphere, with two swimming pool and spa areas located throughout the community. Whether you’re searching for a primary Maui residence, second home, or rental opportunity, Grand Champions 122 delivers a compelling combination of location, views, lifestyle, and value. At this price point, opportunities in Wailea are increasingly difficult to find. Grand Champions 122 will not last long. Wailea, Maui, Hawai'i… No Ka 'Oi!

155 Wailea Ike Pl Unit 122, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$450,000
1 Beds ⋅ 1 Baths ⋅ 410760 MLS ⋅ Fee Simple Tenure ⋅ Kihei Kai BLDG.
Discover true toes-in-the-sand paradise at Kihei Kai Unit 18 — a charming remodeled beachfront gem nestled directly on the pristine shores of Sugar Beach in peaceful North Kihei, Maui. Escape the crowds of larger resorts and embrace the laid-back vibe of this boutique oceanfront community of just 8 units. Steps from your door, dive into the inviting pool, stroll the long sandy beach, or simply unwind with daily spectacular sunsets painting the sky in vibrant hues. Unit 18 boasts a spacious lanai perfect for morning coffee, afternoon relaxation, or evening Mai Tais while listening to the soothing surf and enjoying fresh poke. The well-appointed 1-bedroom interior features tropical island flair, split A/C, and a welcoming retreat that feels like home. Extensively remodeled in 2021, features include quartzite counters, upgraded cabinetry, a re-designed kitchen and newer flooring. Winter months bring the magical bonus of humpback whale watching right offshore. Zoned Hotel Resort, short-term rentals are permitted and thriving here. Unit 18 is currently in the popular onsite rental program, offering income potential for investors or vacation homeowners. Its central North Kihei location puts the best of Maui at your fingertips: easy access to West Maui adventures, Upcountry escapes to Haleakala, and the upscale beaches, dining, and golf in Wailea and Makena. This is the quintessential Maui beachfront lifestyle — relaxed, convenient, and endlessly rewarding. Ready to make Kihei Kai Unit 18 your slice of paradise?

61 N Kihei Rd Unit 18, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

$444,000
1 Beds ⋅ 1 Baths ⋅ 410757 MLS ⋅ Fee Simple Tenure ⋅ Kihei Villa BLDG.
Across from the beach and in the heart of South Kihei, this remodeled, fully furnished 1-bedroom, 1-bath ground-floor condo puts the Maui lifestyle right outside your door. The Cove, Charley Young Beach and Kamaole Beach Parks are nearby, along with restaurants, shopping, groceries, nightlife and some of South Maui’s favorite surf and sunset spots. Inside, enjoy AC in both the living area and bedroom, an updated interior, and approximately 70 sq. ft. of private outdoor space. Ground-floor access and one of the complex’s most conveniently located parking stalls make coming home from the beach effortless, while recently replaced plumbing stacks add another meaningful improvement to the property. This complex is currently on the Minatoya List and historically allowing both short- and long-term rental use, Unit 101 offers an opportunity for a primary residence, island getaway or investment property across the street form the ocean, and low maintenance fees.

2135 S Kihei Rd Unit 101, Kihei

Listing courtesy of Keller Williams Realty Maui-Ka.

$999,000
2 Beds ⋅ 2 Baths ⋅ 410749 MLS ⋅ Fee Simple Tenure ⋅ Menehune Shores BLDG.
Welcome to Menehune Shores, one of Maui’s premier oceanfront complexes. This beautifully maintained 2-bedroom, 2-bath ground-floor condominium offers the perfect blend of comfort, convenience, and island living. Enjoy lovely ocean and mountain views from your private lanai with easy walk-out access to the lush tropical grounds and oceanfront amenities. Inside, you’ll find luxury vinyl plank flooring, a split A/C system for year-round comfort, and the convenience of an in-unit washer and dryer. The spacious floor plan creates a relaxing atmosphere. Hotel-zoned, this property allows short-term vacation rentals, making it an exceptional opportunity for both personal enjoyment and investment potential. Menehune Shores is renowned for its oceanfront pool, rooftop barbecue area with panoramic coastal views, beautifully landscaped grounds, and direct access to the shoreline. Just minutes from shopping, restaurants, and in close proximity to a variety of golf courses, this is your opportunity to own a slice of paradise in one of Kihei’s most sought-after oceanfront communities.

760 S Kihei Rd Unit 124, Kihei

Listing courtesy of Island Sotheby's International Realty(M).

$879,900
1 Beds ⋅ 2 Baths ⋅ 410742 MLS ⋅ Fee Simple Tenure ⋅ Kihei Beach BLDG.
Rare opportunity at Kihei Beach Resort #405-a direct beachfront 1-bedroom, 2-bath hotel-zoned vacation rental condominium overlooking beautiful Sugar Beach and the sparkling Pacific Ocean. Located on the 4th floor, #405 enjoys spectacular panoramic ocean views from the main living areas and private lanai-the perfect setting for morning coffee, whale watching in season, and unforgettable Maui sunsets. The comfortable floor plan features a full kitchen, central air conditioning, a spacious primary bedroom with king bed, two full bathrooms and a sleeper sofa for additional guests. Kihei Beach Resort sits directly on Sugar Beach, offering miles of sandy shoreline just outside your door. The property features an oceanfront swimming pool, beautifully maintained tropical grounds and an exceptional North Kihei location convenient to South Maui, Ma'alaea and Central Maui. #405 is currently operated as a vacation rental and provides buyers the opportunity to continue rental use or enjoy it as their own Maui retreat. The unit is actively vacation-rented. Advance notice may be required to coordinate access with current guests. Please contact your agent to schedule a private showing.

36 S Kihei Rd Unit 405, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,995,000
2 Beds ⋅ 2 Baths ⋅ 410724 MLS ⋅ Fee Simple Tenure ⋅ Mana Kai BLDG.
Where do exceptional design, beachfront living, and incredible ocean views come together? Welcome to Mana Kai 304! Located just a stone’s throw away from the Wailea resort. One of the finest remodels you will ever see in this iconic beachfront community. Top to bottom renovation. Over $400k invested by the sellers. Every detail is intentional. Every square inch was thoughtfully utilized to its full potential. Finely appointed and completely turnkey, this is one of those special condos that simply feels right the moment you walk through the door. The two-bedroom, two-bath residence offers incredible ocean views from both bedrooms and an exceptional level of craftsmanship, quality, and attention to detail throughout. You truly need to experience this property in person to fully appreciate the finishes, location, and epic views. Positioned directly on world-renowned Keawakapu Beach, Mana Kai 304 offers the ultimate Maui lifestyle and tremendous flexibility to own, vacation, and rent with coveted HOTEL ZONING. Walk out your door and onto one of Maui’s most beautiful beaches, then return home to whale watching, unforgettable sunsets, and ocean views for days. Just show up, kick your feet up, relax, and live the dream. Offered fully furnished and ready for its next owner, Mana Kai 304 is more than a beachfront condo. This is an opportunity to experience the Maui lifestyle at its absolute best. There is a bonus storage closet just outside the front door. The Mana Kai facilities are second to none, with a stunning beachfront pool, community BBQ area, a modern gym, business center, 808 General Store, stand up paddle rentals, and Merriman's is in the process of adding a new on-site restaurant!

2960 S Kihei Rd Unit 304, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$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.

$755,000
1 Beds ⋅ 2 Baths ⋅ 410714 MLS ⋅ Fee Simple Tenure ⋅ Maui Kamaole BLDG.
Welcome to J110 at Maui Kamaole, a beautifully reimagined ground-floor retreat offering the perfect blend of privacy, comfort, and island living. This spacious one-bedroom, two-bath residence has been thoughtfully renovated throughout and is offered fully furnished, making it truly turnkey from day one. Set within 23 acres of beautifully landscaped tropical grounds, J110 enjoys a particularly desirable location between Maui Kamaole’s two resort-style pools. Step outside from the main living area and you’re immediately surrounded by a generous lawn, creating an effortless extension of the interior living space and a peaceful setting to enjoy Maui’s year-round outdoor lifestyle. Inside, the condo has been completely updated with contemporary finishes, new furnishings, split-system air conditioning, a well-equipped kitchen, in-unit washer and dryer, and everything needed for comfortable island living. The bedroom features a king-size bed, while the living room offers additional sleeping space with a queen sofa sleeper. Beach chairs, towels, and other essentials are included for easy days by the ocean. Beyond the residence, Maui Kamaole offers a relaxed resort atmosphere with tennis courts, BBQ areas, multiple spas, 2 pools, and beautifully maintained grounds. The location puts you just minutes from Kamaole Beach Park III, the Kihei Boat Ramp, and the restaurants, beaches, and amenities of Wailea. Whether envisioned as a private Maui escape, full-time residence, or investment property, J110 combines a sought-after South Maui location with a strong rental history and the convenience of a completely furnished, move-in-ready home.

2777 S Kihei Rd Unit J110, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$838,000
2 Beds ⋅ 2 Baths ⋅ 410690 MLS ⋅ Fee Simple Tenure ⋅ Island Surf BLDG.
Tremendous value, right across the street from the ocean! Priced below last sold in complex, upgraded unit 201 has it all: modern furniture, tile flooring and baseboard throughout, granite countertops, stainless appliances, including dishwasher and new washer/dryer. Three-zone Fujitsu split AC system cools both bedrooms and living room. Enormous secured owners' closet. Fully furnished and turnkey, with plenty parking for owners, shoppers and guests. Walk to the the beach . . . surf, snorkel or paddle? Across the street from the Cove beach park, Island Surf combines residential and commercial condos in an ideal location, easy strolling distance to dining, shopping and entertainment. There's a coffee shop, convenience store, massage parlor and nail salon on the ground floor. Neighboring Kalama Park has shaded playground, skate park, sidewalks, ball fields and skating rink. Outrigger canoe with Wailea Canoe Club. Or sample the food trucks and live entertainment at lush South Maui Gardens. Buy with confidence. B-2-zoned condominium allows vacation rental, second home or even business usage. Substantial historical rental income--ask your realtor for details. See https://library.municode.com/hi/county_of_maui/codes/code_of_ordinances?nodeId=TIT19ZO_ARTIICOZOPR_CH19.18COBUDI. Enjoy sunset oceanviews from the spacious double lanai off both the living room and master suite. Bonus lockoff feature means you can rent as 1br, 2br, or convert to office. You have options! Make this smoking deal in S Kihei yours . . . before somebody beats you to it!

1993 S Kihei Rd Unit 201, Kihei

Listing courtesy of Clive Realty.

$1,395,000
2 Beds ⋅ 2 Baths ⋅ 410679 MLS ⋅ Fee Simple Tenure ⋅ Kihei Akahi BLDG.
Rare front row Kihei Akahi is right across the street from one of Maui's most popular beaches. Listen to the waves at night, watch beautiful sunsets and watch whales when in season from one of your two lanai's. This unit has been upgraded and is tum key. A-105 features hard wood floors, split AC system, granite counter tops, stainless steel appliances and neatly new washer and dryer. Kihei Akahi has a swimming pool, a tennis/ pickel ball court and BBQ areas. Just steps away from dining and shopping and a short drive to world class golf courses. This property is in a vacation rental program, it is ZONED HOTEL.

2531 S Kihei Rd Unit A-105, Kihei

Listing courtesy of Coldwell Banker Island Prop-KP.

$799,000
1 Beds ⋅ 2 Baths ⋅ 410671 MLS ⋅ Fee Simple Tenure ⋅ Kamaole Sands BLDG.
The one you've been waiting for - simply the best and the best value! The most gorgeous Kamaole Sands one Bedroom two Bath unit in a premium location in the community. This beautiful condo has been updated to perfection in every way. This third floor unit features the larger lanai plan with amazing ocean views and puts you steps away from the community amenities and directly across the street from the incredible Kamaole Beach Park III. Walk in and be instantly wowed by the jaw dropping updates including beautiful luxury vinyl hardwood floors, stainless steel appliances in the pristine kitchen, designer paint throughout, built in Murphy bed in living area, high quality furnishings and new lighting fixtures and fans throughout, stunning bathroom updates including counters, showers, fixtures, and more. This superior location puts you in the most walkable part of South Kihei and minutes from everything in the Wailea Resort plus all the shopping, restaurants, and world class beaches that make South Maui the ideal place for your home away from home. The sturdy concrete construction and exceptionally well maintained property have made Kamaole Sands one of the most desirable values for Maui visitors year after year. This elegant condo home will pamper you as you relax between enjoying all the exciting activities that Maui has to offer, so get ready to come in, drop your bags, and be at home on the most beautiful island in the world - Maui No Ka Oi - don’t wait, your dream home awaits!

2695 S Kihei Rd Unit 10-313, Kihei

Listing courtesy of Hawaii Life (W).

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