Fill out the form below and an agent with expertise in Kihei Holiday will contact you shortly.
Description
The most affordable HOTEL-ZONED (which means this complex is not affected by Bill 9!) 2BR vacation rental in all of South Maui — run, don’t walk! Opportunities like this don’t come around often. Welcome to Kihei Holiday, a laid-back, perfectly located complex sitting directly across the street from the southern end of Sugar Beach—one of the longest uninterrupted stretches of sand on the entire island. This is where morning walks turn into daily rituals, ocean breezes flow effortlessly through your home, and every sunset feels like a front-row show. From your private lanai, enjoy a peek-a-boo ocean view and the sound of waves just across the way. Roll out of bed and stroll to the shoreline where you can launch a paddleboard, dip into the warm Pacific, or sip your coffee as you watch the sky light up in shades of pink and gold. Kihei Holiday makes vacation living easy with resort-style amenities including a spacious pool, bubbling hot tub, and BBQ area—ideal for hosting friends, welcoming guests, or unwinding on your own time. The convenience factor here is off the charts. Directly next door is Isana, known for fresh sushi, Korean BBQ, and lively karaoke nights. Just down the road, the new Hilton Bay Villas has opened its beachfront restaurant to the public, offering an incredible oceanfront dining experience. And for those with a sweet tooth (or a craving for the island’s best malasadas), Sugar Beach Bake Shop is only a block away. Inside the unit, you’ll find a warm and well-loved 2BR/1BA condo that has been thoughtfully updated over the years. Highlights include a newer tiled shower, AC units in each room, and a fully loaded kitchen ready for home-cooked meals or guest stays. Unit 215 is being sold fully furnished, making it effortless to enjoy on day one—or to place into a rental program immediately. Kihei Holiday is one of the rare, true hotel-zoned complexes in South Maui, offering excellent income potential with rental projections available upon request. Whether you're looking for your own Maui retreat, a turnkey investment, or both, this property checks all the boxes. Hotel zoning, steps to the beach, walkable conveniences, and strong rental potential make this condo a standout opportunity in today’s market. Come experience why Kihei Holiday remains a beloved favorite for owners and visitors alike.
Kihei Holiday is a charming condominium complex, and one of just a few pet-friendly vacation rental properties in Kihei. It is ideally situated, just across the street from Maui’s longest stretch of sand, the beautiful Sugar Beach. A stone’s throw away is the equally stunning Kalepolepo Beach, which offers a protected calm swimming area.
The MLS properties are based on information from the Multiple Listing Service of REALTORS® Association of Maui. Listings last updated on February 22, 2026.Information is deemed reliable but not guaranteed.
The most affordable HOTEL-ZONED (which means this complex is not affected by Bill 9!) 2BR vacation rental in all of South Maui — run, don’t walk! Opportunities like this don’t come around often. Welcome to Kihei Holiday, a laid-back, perfectly located complex sitting directly across the street from the southern end of Sugar Beach—one of the longest uninterrupted stretches of sand on the entire island. This is where morning walks turn into daily rituals, ocean breezes flow effortlessly through your home, and every sunset feels like a front-row show. From your private lanai, enjoy a peek-a-boo ocean view and the sound of waves just across the way. Roll out of bed and stroll to the shoreline where you can launch a paddleboard, dip into the warm Pacific, or sip your coffee as you watch the sky light up in shades of pink and gold. Kihei Holiday makes vacation living easy with resort-style amenities including a spacious pool, bubbling hot tub, and BBQ area—ideal for hosting friends, welcoming guests, or unwinding on your own time. The convenience factor here is off the charts. Directly next door is Isana, known for fresh sushi, Korean BBQ, and lively karaoke nights. Just down the road, the new Hilton Bay Villas has opened its beachfront restaurant to the public, offering an incredible oceanfront dining experience. And for those with a sweet tooth (or a craving for the island’s best malasadas), Sugar Beach Bake Shop is only a block away. Inside the unit, you’ll find a warm and well-loved 2BR/1BA condo that has been thoughtfully updated over the years. Highlights include a newer tiled shower, AC units in each room, and a fully loaded kitchen ready for home-cooked meals or guest stays. Unit 215 is being sold fully furnished, making it effortless to enjoy on day one—or to place into a rental program immediately. Kihei Holiday is one of the rare, true hotel-zoned complexes in South Maui, offering excellent income potential with rental projections available upon request. Whether you're looking for your own Maui retreat, a turnkey investment, or both, this property checks all the boxes. Hotel zoning, steps to the beach, walkable conveniences, and strong rental potential make this condo a standout opportunity in today’s market. Come experience why Kihei Holiday remains a beloved favorite for owners and visitors alike.
The MLS properties are based on information from the Multiple Listing Service of REALTORS® Association of Maui. Listings last updated on February 22, 2026.Information is deemed reliable but not guaranteed.
Kihei Holiday is a charming condominium complex, and one of just a few pet-friendly vacation rental properties in Kihei. It is ideally situated, just across the street from Maui’s longest stretch of sand, the beautiful Sugar Beach. A stone’s throw away is the equally stunning Kalepolepo Beach, which offers a protected calm swimming area.
You do not own the land, but have the right to use the land until an expiration year. At expiration the ownership typically reverts back to the land owner.
Buyer and Seller have reached an agreement and are under contract. The sale may be subject to one or more contingencies.
We have handled many transactions for clients who purchase Hawaii real estate without visiting. By request, our network of agents can prepare thorough property videos to ensure you are familiar with every detail necessary. All documents can be signed remotely.
Buyer and Seller have reached an agreement and are under contract. The sale is expected to close / record soon.
We will be happy to work with you as a Buyer's agent. Call us to learn more: 808-943-9000. Note: A Seller's agent has a fiduciary responsibility towards the Seller. Working with a Buyer's agent objectives and goals are aligned, at no cost to you, the Buyer.
Other fees could be a special assessment, reserve contributions etc.
DOM = Days On Market. Our site shows listings immediately. A brand new listing may show DOM 2 or 3 days, if listing agent did not upload the same day listing agreement was executed.
Includes estimated monthly mortgage payment, maintenance / HOA fees & property taxes. The estimate does not include insurance premiums.
