South Kihei vacation rentals
We found 2,593 vacation rentals — enter your dates for availability
Select from 38 houses, 1835 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 18 - Dec 25
Excellent
(42 reviews)
~Amazing Ocean View on 3rd flr~ MAUI AWAITS YOU!!
Kihei
$312
$2,182 for 7 nights
All fees included
Exceptional
(140 reviews)
Kihei, Maui Ground Floor Tropical Getaway - Across street from beach
Kihei
$256
$1,792 for 7 nights
All fees included
Exceptional
(42 reviews)
Modern, remodeled, ocean views, comfortable and convenient 580 sf
Kihei
$318
$2,224 for 7 nights
All fees included
Exceptional
(95 reviews)
D211 Quiet & Private 2br2ba near Wailea 2026 Discount 10% 7 nts or more.
Kihei
$440
$3,078 for 7 nights
All fees included
Exceptional
(143 reviews)
Luxurious 1 BR, 2 BA Wailea- Remodeled Bathrooms.
Kihei
$456
$3,194 for 7 nights
All fees included
Exceptional
(132 reviews)
Beautiful Maui Home Away from Home
Kihei
$217
$1,519 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
(168 reviews)
Kamaole Sands Remodeled 1 Bed 2 bathroom, Split AC, king bed
Kihei
$626
$4,380 for 7 nights
All fees included
Exceptional
(64 reviews)
Kihei Akahi C310-Owner Managed-Complete Renovation-Modern Luxury-A/C throughout
Kihei
$343
$2,400 for 7 nights
All fees included
Exceptional
(33 reviews)
Shores of Maui, sensational ocean view in Paradise!
Kihei
$323
$2,258 for 7 nights
All fees included
Exceptional
(59 reviews)
# 107 Lovely Grnd Flr King bed Unit, accross the street is a white sand beach
Kihei
$254
$1,776 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
$240
$1,683 for 7 nights
All fees included
Exceptional
(50 reviews)
Beachfront 1-bedroom corner condo on Kameole Beach II, with two ocean views.
Kihei
$503
$3,518 for 7 nights
All fees included
Exceptional
(126 reviews)
Artistic Top-Floor Tropical Penthouse – Steps to Maui’s Best Beach
Kihei
$1,008
$7,058 for 7 nights
All fees included
Exceptional
(10 reviews)
Fully Remodeled Modern Island Style!
Kihei
$892
$6,243 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
SEPTEMBER VALUE Last minute cancelation! A/C, Ocean Views Near Keawakapu Beach!
Sleeps 4 · 2 bedrooms · 1+ bathroom
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
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.