Kihei Homes with Short Term Rental Allowed

Kihei Homes with Short Term Rental Allowed

Welcome to Kihei, a sun-kissed gem nestled on the stunning shores of Maui, Hawaii. Known for its breathtaking beaches, vibrant sunsets, and laid-back island lifestyle, Kihei offers a unique blend of natural beauty and modern convenience. This charming district boasts over six miles of golden sandy beaches, crystal-clear waters, and a warm, welcoming community that embodies the spirit of Aloha.

Kihei is not just a paradise for beach lovers; it’s also a thriving hub for outdoor enthusiasts. From snorkeling at the renowned Molokini Crater to windsurfing at the famous Kalama Beach Park, there’s no shortage of activities to keep you engaged. The area is dotted with delightful shops, delectable dining options, and local markets, making it easy to enjoy the best of island living.

For those considering investing in a slice of paradise, Kihei is particularly appealing due to its short-term rental opportunities. Homes in this district are often permitted for short-term rentals, allowing homeowners to capitalize on the lucrative vacation rental market. Imagine waking up to the sound of waves lapping the shore and knowing that your property can generate income while you enjoy the island lifestyle.

With a variety of homes available, from cozy condos to spacious beachfront estates, Kihei offers something for everyone. Whether you’re looking for a permanent residence, a vacation retreat, or an investment opportunity, Kihei is a place where dreams come true. Embrace the island life and discover the endless possibilities that await you in this enchanting district!

Newest Kihei Homes with Short Term Rental Allowed

$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).

$1,200,000
2 Beds ⋅ 2 Baths ⋅ 410666 MLS ⋅ Fee Simple Tenure ⋅ Menehune Shores BLDG.
Experience the magic of Maui from this stunning fully remodeled 2-bedroom corner unit at Menehune Shores, where spectacular ocean views, sophisticated beach-style décor, and the ease of resort living come together seamlessly. Set within an oceanfront, hotel-zoned complex with short-term vacation rental potential, Unit 427 offers an exceptional opportunity to own a beautifully appointed Maui retreat with income-producing possibilities. Thoughtfully remodeled and offered turnkey, this inviting residence is designed for effortless island living. The interior features a fresh, coastal-inspired aesthetic with beautiful beach-style décor, creating a relaxed yet elegant atmosphere that feels unmistakably Maui. The 2-bedroom floor plan provides comfortable accommodations for owners and guests alike, while the carefully selected furnishings and finishes allow the new owner to simply arrive, unpack, and begin enjoying island life. The true showstopper is the private lanai with amazing ocean views. Open the doors and bring the outdoors in as the Pacific becomes the backdrop to your daily Maui experience. Whether enjoying your morning coffee, sharing cocktails with friends, or watching the changing colors over the water, this is the kind of setting that makes a Maui vacation unforgettable. As a corner unit, 427 offers an especially desirable position within the complex. Menehune Shores is located directly along the ocean, with a BBQ area beside the water where owners and guests can gather, dine, and enjoy the incredible island atmosphere. For added convenience, Monsoon India is located right in the building, providing an excellent dining option just steps from your door. With its turnkey remodeled interior, stylish beach-inspired décor, oceanfront location, private lanai, spectacular ocean views, corner-unit position, and hotel zoning, Menehune Shores 427 is an exceptional Maui property for those looking for a personal island escape, a vacation home, or a short-term rental investment. Come experience the relaxed luxury of Maui oceanfront living—this is a property you can enjoy from day one.

760 S Kihei Rd Unit 427, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

$499,000
1 Beds ⋅ 1 Baths ⋅ 410647 MLS ⋅ Fee Simple Tenure ⋅ Maui Vista BLDG.
Welcome to easy South Maui living at Maui Vista. Just across the street from the golden sands of Charley Young Beach, this turnkey 1-bedroom, 1-bath condo is ideally positioned on the second floor of Building 1. The west-facing lanai overlooks one of the property's three tropical saltwater pools-an inviting spot to enjoy morning coffee, cooling trade winds and Maui sunsets. Inside, warm oversized tile flooring flows throughout, complemented by black granite countertops, A/C, sleeper sofa and flat-screen TV. Offered fully furnished with linens and kitchenware, this island retreat is ready to enjoy from day one. Building 1 has also been recently refreshed with exterior paint. Set amid approximately nine acres of tropical landscaping, Maui Vista features 3 pools, 6 tennis courts-3 striped for pickleball-BBQ areas, elevators and available storage for surfboards, kayaks and paddle boards. Walk to Charley Young and Kamaole beaches, restaurants, shopping and the best of South Kihei. Call your favorite REALTOR® today to arrange a private preview.

2191 S Kihei Rd Unit 1209, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

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