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

$625,000
1 Beds ⋅ 1 Baths ⋅ 410356 MLS ⋅ Fee Simple Tenure ⋅ Kihei Alii Kai BLDG.
Kihei Ali‘i Kai C306 is a beautifully updated 1-bedroom, 1-bath condo in the heart of South Kihei, across from Kamaole Beach Park II. From your lanai, enjoy ocean and West Maui Mountain views as a backdrop for morning coffee or sunset pau hana. The interior has been tastefully remodeled with brand-new Wailea vinyl flooring, fresh paint, and brand-new stainless steel appliances, creating a clean, modern, and inviting island retreat. This well-situated complex places you just moments from all three Kamaole Beach parks, Cafe O’Lei in Rainbow Mall, nearby sandwich and coffee shops, and popular Kihei spots like Dolphin Plaza, all within an easy stroll. Kihei Ali‘i Kai offers resort-style amenities including a pool, spa/hot tub, dry sauna, tennis and pickleball courts, shuffleboard, barbecue areas, and nicely maintained grounds that invite you to linger outdoors. Located at 2387 S Kihei Rd, Unit C306, Kihei, HI 96753, this condo embodies the South Maui lifestyle with walkable access to multiple restaurants, stores, and some of the island’s most beloved beaches, making it an ideal home base for island living or a Maui getaway.

2387 S Kihei Rd Unit C306, Kihei

Listing courtesy of Hawaii Life (W).

$588,000
1 Beds ⋅ 1 Baths ⋅ 410347 MLS ⋅ Fee Simple Tenure ⋅ Kauhale Makai BLDG.
Welcome to Kauhale Makai #608, where spectacular ocean views and the relaxed South Maui lifestyle come together. Perched on the sixth floor, this beautifully situated single-level one-bedroom, one-bath condominium offers panaromic views of the Pacific Ocean, creating the perfect backdrop for morning coffee, seasonal whale watching, and unforgettable Maui sunsets. The thoughtfully designed floor plan maximizes natural light and captures refreshing trade winds, while the private lanai provides an ideal setting to unwind and enjoy the sights and sounds of the ocean. Whether you're seeking a full-time residence, a second home, or an investment opportunity, this condominium offers comfort, convenience and island charm. Kauhale Makai, known as "Village by the Sea," is an oceanfront community featuring lush tropical grounds, a swimming pool, hot tub, barbecue areas, tennis and pickleball courts, shuffleboard, and direct access to a beachfront park with miles of shoreline for recreation. Centrally located in North Kihei, you'll experience the beauty of Maui from your own oceanview retreat -- Kauhale Makai #608 is ready to welcome you home.

938 S Kihei Rd Unit 608, Kihei

Listing courtesy of Maui & Co Real Estate LLC.

$1,399,000
1 Beds ⋅ 2 Baths ⋅ 410343 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekahi Iii BLDG.
Experience effortless island living in this beautifully remodeled Wailea Ekahi Village condo, one of Wailea's most sought-after beachfront communities. This rare and desirable 1-bedroom, 2-bath floor plan is ideally positioned to capture ocean and garden views, with both the living room and primary bedroom opening directly onto the spacious covered lanai. A comprehensive 2025 remodel features ceramic tile flooring, solid-core doors, granite countertops, stainless-steel appliances, and quality finishes throughout. Vaulted ceilings, abundant natural light, and seamless indoor-outdoor living create an inviting island retreat. Air conditioning throughout, ample storage, and two bathrooms with walk-in showers provide everyday comfort and convenience. Offered fully furnished and turnkey, this residence is ready to enjoy from day one. Wailea Ekahi Village spans 34 acres of meticulously maintained tropical grounds with direct access to world-famous Keawakapu Beach. Residents enjoy four swimming pools, a beachfront pavilion, BBQ areas, Pickleball courts and beautifully landscaped walking paths. Wailea Ekahi is a pet-friendly community. It is also one of the select Wailea condominium complexes eligible for the highly desirable Wailea Golf Club membership. Just minutes from championship golf, The Shops at Wailea, luxury resorts, fine dining, tennis, and some of Maui's most spectacular beaches, this exceptional property is perfectly suited as a primary residence, second home, or highly desirable vacation rental.

3300 Wailea Alanui Dr Unit 40E, Kihei

Listing courtesy of Romvari Realty Ltd.

$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).

$395,000
1 Beds ⋅ 1 Baths ⋅ 410341 MLS ⋅ Fee Simple Tenure ⋅ Kihei Bay Vista BLDG.
Beautifully Updated 1BR/1BA Condo. This turnkey unit in the Kihei Bay Vista complex has been thoughtfully upgraded. The kitchen underwent a complete renovation with new cabinetry, granite countertops, a new refrigerator (2023), and new microwave (2024). Additional upgrades include a new wall-mounted AC unit (2022), new hot water heater (2023), and fresh paint throughout the entire unit (2023). Residents enjoy easy access to the beach, swimming pool, hot tub, BBQ grills, picnic pavilion, and tropical gardens. Move-in or ready for guests, D-207 offers easy South Maui living in close proximity to beaches, shopping, and dining. Beach-front pickleball courts just south of the complex. Don't miss this opportunity to add a turnkey Maui property to your portfolio! Easy access for showings, schedule your private showing today. This unit includes one deeded parking stall, and open parking is also available. Maintenance fee includes common area maintenance, pool maintenance, water, and Spectrum cable/wifi.

679 S Kihei Rd Unit D-207, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$669,000
2 Beds ⋅ 2 Baths ⋅ 410317 MLS ⋅ Fee Simple Tenure ⋅ Kihei Garden Estates BLDG.
Escape to island living at Kihei Garden Estates! This beautifully appointed 2-bed/2-bath loft-style condo sits just across the street from Waiohuli Beach in the heart of Kihei. Wake up to peaceful views of Haleakala and the ocean from your expanded lanai. Sold fully furnished, C-209 is turn-key ready for immediate enjoyment as a personal retreat, second home, or a popular vacation rental. The open loft-style primary suite features a king bed and en-suite bathroom with a large walk-in shower, while the second bedroom below offers a twin and double bed — comfortably sleeping up to six with the queen sleeper sofa in the living room. A split-system A/C keeps your condo comfortably cool, and the gourmet kitchen has been upgraded with modern appliances, ready for home-cooked island meals or entertaining on the lanai. Enjoy resort-style amenities including a heated pool, oversized hot tub, and a BBQ pavilion with outdoor kitchen — all set on the lush, tropical grounds of this 8-building, 84-unit boutique complex. Location is everything here: Times Market, shopping, banking, medical services, and some of Kihei's best "ONO"-rated restaurants are all close by, in addition to Waiohuli Beach and Maui's legendary sunsets. Don't miss your chance to own a piece of paradise — schedule your private showing today!

1299 Uluniu Rd Unit C-209, Kihei

Listing courtesy of Keller Williams Realty Maui-L.

$775,000
1 Beds ⋅ 1 Baths ⋅ 410280 MLS ⋅ Fee Simple Tenure ⋅ Kamaole Beach Royale BLDG.
COMING SOON *OCEAN VIEW* & HOTEL-ZONED Kamaole Beach Royale! This Unit 309 is currently being NEWLY RENOVATED and will be available for showings in approximately 2 weeks once the listing becomes Active. BRAND NEW White Shaker Cabinets, Soft close doors and drawers with nice Matte Black Pulls. Retextured Ceiling, Fresh Paint Throughout, NEW Matte Back Privacy Lever Door Hardware and Hinges, NEW Electrical Outlets and Switches, BRAND NEW KING-SIZE Bedroom Furniture including Dresser and Nightstands, BRAND NEW Acacia Wood 4 Person High Top Bistro for Lanai, BRAND NEW Coffee Table and End Tables, NEW Lamps, BIG Screen TVs and MORE including a stacked Washer/Dryer. Kamaole Beach Royale is a relatively small (only 65 Apartments) "Boutique" CondoHotel located in the heart of SOUTH Kihei across from Kamaole Beach Park I and next to Dolphin Plaza. Amenities include: ELEVATOR, Large ROOFTOP VIEWING DECK with WEBER BAR-B-QUES plus Several Tables and Chairs for Entertaining and Socializing, Built-in SWIMMING POOL, COVERED PARKING SPACE and LOCKED STORAGE area for Owner Occupants. This Unit Sleeps 4 and has Excellent SHORT-TERM RENTAL INCOME Potential. These gems rarely come available so Please Standby to view the property once it becomes Active. Thank you for your patience!

2385 S Kihei Rd Unit 309, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$619,900
1 Beds ⋅ 2 Baths ⋅ 410265 MLS ⋅ Fee Simple Tenure ⋅ Maui Kamaole BLDG.
COMING SOON •BEST PRICED MAUI KAMAOLE• This Unit K-105 is currently being NEWLY RENOVATED and will be available for showings in approximately 3 weeks once the listing becomes Active. 849 SQ FT 1 bed, 2 full bathrooms built in 1999 and renovated in 2026. Fresh Sherwin-Williams Pure White interior paint, BRAND NEW Sputnik dining chandelier, NEW recessed lights, newer cabinets with fully adjustable shelves, melamine interiors and under cabinet lighting. NEW Brushed nickel cabinet and door hardware throughout. Newer stainless steel refrigerator, dishwasher, microwave, and hot water heater. BRAND NEW vinyl plank floors in living room and bedroom. Professionally cleaned tile floors. Newer drapes throughout. 2 full bathrooms, 2 AC units 2 outdoor spaces! Great storage with freshly painted louvered doors and NEW brushed nickel door knobs and pulls! 3 closets in bedroom, ensuite bathroom with two sinks, counter to ceiling mirror, CLEAN shower over tub with tile surround. Furniture and recreation equipment included. BRAND NEW Queen Sofa Sleeper. Second bathroom has tiled shower and counter to ceiling mirror. 1 deeded parking space. Maui Kamaole is the NICEST, NEWER LOW-RISE Complex in a QUIET South Kihei LOCATION bordering Wailea across from the Kihei Boat Ramp and Kamaole Beach Park III. Complex amenities feature: 2 tennis courts, 2 pool spa pavilions, several Weber BBQ areas and gazebos with plenty of tables and chairs. This unit is a GREAT BUY so Please Standby to view the property once it becomes Active. Thank you for your patience!

2777 S Kihei Rd Unit K-105, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$449,000
1 Baths ⋅ 410306 MLS ⋅ Fee Simple Tenure ⋅ Kihei Akahi BLDG.
Welcome to Kihei Akahi D-101, a beautifully remodeled, hotel-zoned studio in the heart of South Kihei, directly across from Kamaole Beach II. Whether you're searching for a vacation rental, second home, or investment property, this turnkey, fee simple condo offers the perfect blend of comfort and location. Tucked away in the desirable D Building, this private garden-view unit features Italian tile flooring, granite countertops, updated cabinetry, a gas range, an updated bathroom, and the convenience of an in-unit washer and dryer. The spacious layout comfortably accommodates up to four guests with a queen bed and queen sleeper sofa. Enjoy your private lanai surrounded by lush tropical landscaping, just steps from one of two swimming pools. Kihei Akahi offers resort-style amenities including two pools, BBQ areas, tennis and pickleball courts, and beautifully maintained grounds. Located just across from one of Maui's favorite beaches, you'll love being within walking distance of restaurants, shopping, cafés, and beach activities, with Wailea just minutes away. Hotel-zoned and sold furnished, Kihei Akahi D-101 is an outstanding opportunity to own a piece of paradise in one of South Maui's most sought-after vacation rental communities.

2531 S Kihei Rd Unit D101, Kihei

Listing courtesy of Hawaii Life (W).

$749,000
1 Beds ⋅ 1 Baths ⋅ 410291 MLS ⋅ Fee Simple Tenure ⋅ Kihei Alii Kai BLDG.
STUNNING OCEAN VIEWS – HOTEL ZONED! Whale watching from the lanai. 100% high-end remodel, many energy-efficient green features, no stairs to enter, rare covered parking and elevator. Dual split A/C, short walk to Kamaole Beach I, shops and restaurants. Maintenance fee includes TV and WiFi Internet for the unit, two flat-screen smart TVs for viewing and/or streaming are included. SUP storage, community gardens and tropical landscaping. MOVE-IN READY, FULLY FURNISHED AND EQUIPPED, TURN-KEY for you or your guests. Pool, hot tub, sauna, pickleball, shuffleboard, outside dining areas and BBQs. Offered by Owner/Broker.

2387 S Kihei Rd Unit D-307, Kihei

Listing courtesy of U R Maui Real Estate, LLC.

$699,900
1 Beds ⋅ 2 Baths ⋅ 410254 MLS ⋅ Fee Simple Tenure ⋅ Maui Sunset BLDG.
This beautifully updated 1 bedroom, 2 bathroom condo is ground floor with great garden views and a peek-a-boo ocean view. It has a fully equipped kitchen, washer and dryer, window unit air conditioning in both master bedroom and living room, and ceiling fans throughout. Beautiful cabinetry, granite counter tops and hard surface flooring throughout. A fold-out Queen Sofa Bed allows for 2 additional guests. No surface was left untouched during the remodel.

1032 S Kihei Rd Unit A103, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$999,000
2 Beds ⋅ 2 Baths ⋅ 410240 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).

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