
Vacation Rentals in Kihei
Start comparing over 1,833 rentals in Kihei and book at the best price!
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Best Vacation Rentals in Kihei
Guests agree: these stays are highly rated for location, cleanliness, and more.




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Kihei, Maui
Vacation Rental • 4 Guests • 1 Bedroom
Kihei, Maui
Experience the perfect blend of comfort and convenience in this beautifully designed Kihei condo, just steps from Maui’s best beaches. The Space: ️ King-size bed with plush linens for restful nights ️ Spacious living area with a comfy sofa bed ☕ Well-equipped kitchen – Cook with ease Private lanai with peekaboo ocean views Resort amenities: Pool, BBQs, hot tub Prime Location: Walk to shops, restaurants, and local hotspots ️ 3 blocks to Charley Young Beach for snorkeling & sunsets ️ Near Kihei Caffe & Coconut’s (famous fish tacos!) 15-20 min drive to the airport & top attractions...
from $241 / night
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Wailea, Maui
Vacation Rental • 4 Guests • 1 Bedroom
Wailea, Maui
Welcome to Your Maui Escape! Step inside this stylish, open-concept retreat designed for relaxation. The Space: ️ Spacious & modern living area w/ HDTV ☕ Fully-equipped kitchen w/ premium appliances Private lanai w/ seating & garden views ️ King bedroom w/ plush mattress & Smart TV ️ Memory foam sofa bed – Comfort for extra guests Spa-like bathroom w/ granite vanity & rainfall shower AC & ceiling fans throughout for optimal comfort Prime Location: ✔️ 5-min walk to Charley Young & Kamaole II Beach ✔️ Steps from local dining, shopping & nightlife ✔️ Short drive to ...
from $219 / night
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Kihei, Maui
Vacation Rental • 4 Guests • 1 Bedroom
Kihei, Maui
Welcome to your perfect Maui escape! Relax in a beautifully designed condo just steps from the famous Charley Young & Kamaole 1 Beach. Ideal for couples, families, or remote workers. The Space: Bedroom: Luxury King Bed w/ plush linens & blackout curtains Living Room: Cozy sofa bed & stylish decor Bathroom: Modern spa-like shower & premium toiletries Kitchen: Fully stocked w/ stainless steel appliances & Keurig Private Lanai: Enjoy ocean breeze & garden views Guest Perks: Beach gear: Chairs, towels, snorkel set & umbrella Pool, hot tub, tennis courts & BBQ are...
from $173 / night
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FAQs: Vacation Rentals in Kihei
On average, how much do vacation rentals in Kihei cost?
Last year, rentals in this destination had an annual average price of around $380 per night.
When are vacation rentals cheaper in Kihei?
If it is your aim to save as much as possible during your vacation to Kihei, pack your bags and travel there in August ($302 per night on average), May ($306), or July ($311), to find the lowest prices for the whole year.
When are vacation rentals more expensive in Kihei?
Following the data observed last year, costs per night for accommodation here are usually higher, on average, during the months of February ($547), January ($500), and March ($473).
Do I need to plan a trip to Kihei well in advance?
If you decide to put Kihei on your bucket list, we recommend planning your vacation ahead of time because it tends to be very high in demand, with an annual average of 91% of rentals booked the previous year.
When are more vacation rentals available?
May, October and September are, in order of highest to lowest, the months that have the largest number of accommodations available, with an average availability of 27%, 14%, and 12%. However, even during these months, when rental availability is the highest, the average is only 18%. So we highly recommend you always book a little in advance to make sure you get the rental of your dreams.
When are fewer rentals available in Kihei?
The months with the lowest properties available in Kihei are, in order, February, April, and June with respective average availability figures of 3%, 5%, and 5%, based on the previous year. During these three months, the availability is very low (4%). It is therefore recommended to reserve far in advance.
How many vacation rentals are there in Kihei?
In Kihei we have a comprehensive catalog of approximately 520 properties, with options for all tastes, thanks to our 5 local and international providers.




















