South Kihei vacation rentals
We found 2,583 vacation rentals — enter your dates for availability
Select from 38 houses, 1833 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:Jan 8 - Jan 15
Exceptional
(177 reviews)
Maui Kamaole CONDO M102 TOTALLY RENOVATED
Kihei
$334
$2,340 for 7 nights
All fees included
Exceptional
(70 reviews)
Oceanview, Sleeps 8, Gourmet Kitchen,@Kam 2, Pools/HotTubs,Tennis,5 Star Reviews
Kihei
$535
$3,742 for 7 nights
All fees included
Exceptional
(34 reviews)
Extra spacious, private, 1BR/2BA, front row, ocean view at Maui Kamaole (A101)
Kihei
$457
$3,201 for 7 nights
All fees included
Excellent
(42 reviews)
~Amazing Ocean View on 3rd flr~ MAUI AWAITS YOU!!
Kihei
$290
$2,027 for 7 nights
All fees included
Exceptional
(93 reviews)
Lovely Pacific Shores B306 Kihei Maui 2 Bedroom Condo
Kihei
$349
$2,440 for 7 nights
All fees included
Exceptional
(141 reviews)
Kihei, Maui Ground Floor Tropical Getaway - Across street from beach
Kihei
$228
$1,595 for 7 nights
All fees included
Exceptional
(183 reviews)
Read our Reviews! Newly Updated Condo! Perfect Getaway Steps to Beach & Dining!
Kihei
$288
$2,018 for 7 nights
All fees included
Exceptional
(65 reviews)
Hotel Zoned! Steps to the Beach, Dining and Shopping! Summer Specials! Inquire
Kihei
$251
$1,759 for 7 nights
All fees included
Exceptional
(65 reviews)
Kihei Akahi C310-Owner Managed-Complete Renovation-Modern Luxury-A/C throughout
Kihei
$347
$2,429 for 7 nights
All fees included
Wonderful
(51 reviews)
Escape to Paradise at the Maui Vista "3rd Bld 1b/1b"
Kihei
$239
$1,671 for 7 nights
All fees included
Excellent
(63 reviews)
BEST RATES in Low Season!~Never a better time to make a trip to Paradise!!
Kihei
$244
$1,705 for 7 nights
All fees included
Exceptional
(49 reviews)
Huge October/November discount. Minutes from the Beach. Best complex in Kihei.
Kihei
$571
$3,994 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
SEPTEMBER VALUE Last minute cancelation! A/C, Ocean Views Near Keawakapu Beach!
Sleeps 4 · 2 bedrooms · 1+ bathroom
OCEAN VIEW PENTHOUSE 2 BR 2 BATH @KAM 2&3 BEACHES WALK TO SHOPS & RESTAURANTS.
Sleeps 5 · 2 bedrooms · 2 bathrooms
Gorgeous Oceanfront Kihei Condo w/ Balcony!
Sleeps 4 · 2 bedrooms · 2 bathrooms
Top rated rentals - South Kihei
2025 Maui trip first timers
This condo was perfect for us, family of 4. At first, Kihei wasn't an option but glad I found this spot owned by Matt and Sandy. It was perfect. Walking distance to Kamole Beach Park 1 and close to Kamole Beach Parks 2 and 3. Restaurants, shops etc. in the close proximity. Foodland close by too. Again, just a great area.
This complex is clean. Parking is nice.
Pool was a nice alternative to the beach. Sauna, hot tub is a plus. Great amenities in this comfy condo. Well kept and exactly as pictured and described.
Thank you Matt and Sandy. We will be back!
Edward
Stayed Jun 2025
As advertized
Everything looked the same as the pictures, clean, comfortable and beautiful. Lots of available parking, close to the beach and convenient to lots of shops and restaurants. Would book again.
Debora
Stayed Jul 2024
Lovely Kihei Stay
We had 2 units one for daughter and 4 children and one for my spouse and me. Both were clean and pleasant. Our beds were comfortable. Sofa bed in daughters unit was broken but worked as a single bed. Our unit was on the ground floor end and was very quiet and peaceful with lovely private lanai. Daughters was on 3rd floor with no elevator but that was ok for them as no mobility issues. Both kitchens clean and well stocked and both bathrooms had nice large newly redone showers . WasherDryer in each was very convenient, These units are directly across the street from nice sandy beach with lifeguard, restrooms and shower.
cynthia
Stayed Oct 2025
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.