South Kihei vacation rentals
We found 2,593 vacation rentals — enter your dates for availability
Select from 38 houses, 1843 condos, and other vacation rentals to find the perfect place for your stay in South Kihei. Vacation rentals offer the amenities you expect for your family, friends, or furry companion, such as a garden and pool. You'll be sure to find a rental that has what everyone needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - South Kihei
Showing deals for:Dec 11 - Dec 18

Exceptional
(256 reviews)
Mana Kai Maui Condo - Right on the Beach!
Kihei
$550
$3,852 for 7 nights
All fees included

Exceptional
(177 reviews)
Maui Kamaole CONDO M102 TOTALLY RENOVATED
Kihei
$269
$1,880 for 7 nights
All fees included

Wonderful
(51 reviews)
Escape to Paradise at the Maui Vista "3rd Bld 1b/1b"
Kihei
$192
$1,343 for 7 nights
All fees included

Exceptional
(140 reviews)
Kihei, Maui Ground Floor Tropical Getaway - Across street from beach
Kihei
$220
$1,540 for 7 nights
All fees included

Wonderful
(130 reviews)
Top Floor Unit ~ Endless Ocean Views
Kihei
$406
$2,844 for 7 nights
All fees included

Exceptional
(79 reviews)
Newly Renovated 6th floor Panoramic Beachfront Condo Fully Air Conditioned
Kihei
$666
$4,663 for 7 nights
All fees included

Exceptional
(95 reviews)
D211 Quiet & Private 2br2ba near Wailea 2026 Discount 10% 7 nts or more.
Kihei
$438
$3,069 for 7 nights
All fees included

Exceptional
(73 reviews)
Highly desirable top floor unit with garden and ocean view has hot summer deals!
Kihei
$422
$2,957 for 7 nights
All fees included

Exceptional
(132 reviews)
Beautiful Maui Home Away from Home
Kihei
$173
$1,211 for 7 nights
All fees included

Exceptional
(108 reviews)
Kihei Akahi D514- Panoramic view! Owner managed- Hotel zoned- A/C throughout
Kihei
$304
$2,130 for 7 nights
All fees included

Exceptional
(65 reviews)
Hotel Zoned! Steps to the Beach, Dining and Shopping! Summer Specials! Inquire
Kihei
$257
$1,798 for 7 nights
All fees included

Exceptional
(110 reviews)
Oceanview Top Floor Condo, with Internet Access.
Kihei
$210
$1,473 for 7 nights
All fees included

Exceptional
(29 reviews)
TROPICAL MAUI!!! Visit and stay in Comfort and Style...1b/2b
Kihei
$244
$1,706 for 7 nights
All fees included

Exceptional
(101 reviews)
Ocean View!! 1BR Luxury Condo!! Kihei, Fully Remodeled! Superior Reviews, Pool
Kihei
$274
$1,920 for 7 nights
All fees included

Exceptional
(167 reviews)
Kamaole Sands Remodeled 1 Bed 2 bathroom, Split AC, king bed
Kihei
$339
$2,376 for 7 nights
All fees included

Exceptional
(89 reviews)
Beautifully renovated luxury condo steps from the sand on premier Kihei beach!
Kihei
$289
$2,021 for 7 nights
All fees included

Exceptional
(105 reviews)
Spacious 1 Bedrm Unit. Stunning Ocean View, in South Kihei, Maui.
Kihei
$277
$1,937 for 7 nights
All fees included

Exceptional
(35 reviews)
Oceanside -Walk to Beach- Modern & Serene- 2BD, 2BA- Kihei Alii Kai-Full Remodel
Kihei
$458
$3,205 for 7 nights
All fees included

Exceptional
(126 reviews)
Artistic Top-Floor Tropical Penthouse – Steps to Maui’s Best Beach
Kihei
$291
$2,038 for 7 nights
All fees included
Find spaces that suit your style
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Find properties near top attractions in South Kihei
Find the best place to stay - South Kihei

Castle Kama'ole Sands
Sleeps 4 · 1 bedroom · 2 bathrooms

Mana Kai Maui Condo - Right on the Beach!
Sleeps 6 · 2 bedrooms · 2 bathrooms

OCEAN VIEW PENTHOUSE 2 BR 2 BATH @KAM 2&3 BEACHES WALK TO SHOPS & RESTAURANTS.
Sleeps 5 · 2 bedrooms · 2 bathrooms

Oceanfront 2Bd 2Ba Air Conditioned Suite in South Maui
Sleeps 5 · 2 bedrooms · 2 bathrooms

Unobstructed Views – Prime Location - Steps To Beach - Newly Renovated
Sleeps 6 · 2 bedrooms · 2 bathrooms
Top rated rentals - South Kihei

A nice condo with a fantastic view and location
We arrived in the evening and had no problem getting in with the door code emailed to us. The unit was spotlessly clean and had A/c units in both the bedroom and the living area. It has obviously been updated with granite countertops and nice tile floors.We were glad to see that there was salt/pepper as well as a little olive oil and plastic wrap to get us started.The location can’t be beat in in a quite south Keihi. Neighborhood. It has a FANTASTIC VIEW!! The only downside was that it had a small living space with too much furniture in it. It was missing a cutting board in the kitchen. A great place for only two people.
Kelly H.
Stayed Mar 2025

Our new favorite place!
This was our first trip to Maui, and we couldn't have been more thrilled with our stay. The condo was exactly as pictured and very clean; the kitchen was incredibly well stocked (rice cooker, sharp knives, etc.!); the host was friendly and responsive the several times I emailed; and having two bathrooms and showers was a luxury. We loved the location and picked out a different beach to visit each day. Our favorite was Maluaka, and we also loved Wailea and Little Beach at Makena. We will definitely be back!
Amelia S.
Stayed Jul 2024

Great Family Getaway
Our family from Oahu was able to book a last minute stay for Spring Break and Susan’s unit at Kamaole Sands was perfect! We had all the comforts of home while being able to play tourist in beautiful Maui. We spent days at Big Beach, walked to many local eateries, drove to upcountry Makawao and Kula and just relaxed at the pool. Susan was super responsive and can’t wait to book with her again soon. MAHALO for a wonderful stay!
Melyssa S.
Stayed Mar 2024

Amazing! Loved it!
I’ve been looking forward to this trip for nearly a year! When I saw this property was available, I jumped on it. The property is well maintained, clean, has all the amenities, is walking distance to the beach, close to the Wailea beach path, has fantastic pools and “neighbors.” We couldn’t have been more happy with the property, the location and our entire stay. It was perfection…and I really hope we can return one day. We will definitely plan our any future trips around this property’s availability. I have already recommended it to friends!
Lora F.
Stayed May 2023

Great Vacation Condo!
Our family of 4 greatly enjoyed the amenities, central location and proximity to the beach. The communication and check in process made our island vacation incredibly easy. Would love to stay here again!
M J.
Stayed Mar 2022
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
Can I find vacation rentals in South Kihei?
Yes, you can find vacation rentals close to popular points of interest in South Kihei, or you can choose a secluded option if you're looking for relaxation.
How many vacation rentals will I find in South Kihei?
Expedia has 38 vacation rentals for your stay in South Kihei.
What can I see and do in South Kihei?
Kamaole Beach Park 2 and Kamaole Beach Park 3 are a couple of lovely local spots to get outside and enjoy nature. You'll find favorite places to visit like Wailea Beach and Haleakala National Park in the larger area.
What are vacation rentals like in South Kihei?
Vacation rentals are privately owned properties you can book for a couple days or more in South Kihei. Vacation rentals feature amenities like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a vacation rental can provide a sense of privacy away from shared hotel elevators and bustling concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for small groups.







