South Kihei holiday rentals
We found 2,593 holiday rentals — enter your dates for availability
Select from 38 houses, 1843 flats and other holiday rentals to find the perfect place for your stay in South Kihei. Holiday rentals offer the best amenities for you and your friends, family or even pets, such as Wi-Fi and a pool. You'll be able to choose a property to rent that has what everyone needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts – South Kihei
Showing deals for:11 Dec - 18 Dec
Exceptional
(256 reviews)
Mana Kai Maui Condo - Right on the Beach!
Kihei
S$5,661
for 7 nights, 1 apartment
S$809 per night
includes taxes & fees
Exceptional
(49 reviews)
Breathtaking Ocean Front Views. Incredible Reviews.
Kihei
S$9,918
for 7 nights, 1 apartment
S$1,417 per night
includes taxes & fees
Exceptional
(177 reviews)
Maui Kamaole CONDO M102 TOTALLY RENOVATED
Kihei
S$2,779
for 7 nights, 1 apartment
S$397 per night
includes taxes & fees
Wonderful
(51 reviews)
Escape to Paradise at the Maui Vista "3rd Bld 1b/1b"
Kihei
S$1,978
for 7 nights, 1 apartment
S$283 per night
includes taxes & fees
Exceptional
(140 reviews)
Kihei, Maui Ground Floor Tropical Getaway - Across street from beach
Kihei
S$2,272
for 7 nights, 1 apartment
S$325 per night
includes taxes & fees
Exceptional
(79 reviews)
Newly Renovated 6th floor Panoramic Beachfront Condo Fully Air Conditioned
Kihei
S$6,887
for 7 nights, 1 apartment
S$984 per night
includes taxes & fees
Wonderful
(130 reviews)
Top Floor Unit ~ Endless Ocean Views
Kihei
S$4,190
for 7 nights, 1 apartment
S$599 per night
includes taxes & fees
Exceptional
(95 reviews)
D211 Quiet & Private 2br2ba near Wailea 2026 Discount 10% 7 nts or more.
Kihei
S$4,489
for 7 nights, 1 apartment
S$641 per night
includes taxes & fees
Exceptional
(73 reviews)
Highly desirable top floor unit with garden and ocean view has hot summer deals!
Kihei
S$4,331
for 7 nights, 1 apartment
S$619 per night
includes taxes & fees
Exceptional
(132 reviews)
Beautiful Maui Home Away from Home
Kihei
S$1,782
for 7 nights, 1 apartment
S$255 per night
includes taxes & fees
Exceptional
(108 reviews)
Kihei Akahi D514- Panoramic view! Owner managed- Hotel zoned- A/C throughout
Kihei
S$3,149
for 7 nights, 1 apartment
S$450 per night
includes taxes & fees
Exceptional
(65 reviews)
Hotel Zoned! Steps to the Beach, Dining and Shopping! Summer Specials! Inquire
Kihei
S$2,658
for 7 nights, 1 apartment
S$380 per night
includes taxes & fees
Exceptional
(110 reviews)
Oceanview Top Floor Condo, with Internet Access.
Kihei
S$2,173
for 7 nights, 1 apartment
S$310 per night
includes taxes & fees
Exceptional
(29 reviews)
TROPICAL MAUI!!! Visit and stay in Comfort and Style...1b/2b
Kihei
S$2,522
for 7 nights, 1 apartment
S$360 per night
includes taxes & fees
Exceptional
(101 reviews)
Ocean View!! 1BR Luxury Condo!! Kihei, Fully Remodeled! Superior Reviews, Pool
Kihei
S$2,848
for 7 nights, 1 apartment
S$407 per night
includes taxes & fees
Exceptional
(167 reviews)
Kamaole Sands Remodeled 1 Bed 2 bathroom, Split AC, king bed
Kihei
S$3,513
for 7 nights, 1 apartment
S$502 per night
includes taxes & fees
Exceptional
(89 reviews)
Beautifully renovated luxury condo steps from the sand on premier Kihei beach!
Kihei
S$2,987
for 7 nights, 1 apartment
S$427 per night
includes taxes & fees
Exceptional
(105 reviews)
Spacious 1 Bedrm Unit. Stunning Ocean View, in South Kihei, Maui.
Kihei
S$2,862
for 7 nights, 1 apartment
S$409 per night
includes taxes & fees
Exceptional
(35 reviews)
Oceanside -Walk to Beach- Modern & Serene- 2BD, 2BA- Kihei Alii Kai-Full Remodel
Kihei
S$4,703
for 7 nights, 1 apartment
S$672 per night
includes taxes & fees
Exceptional
(126 reviews)
Artistic Top-Floor Tropical Penthouse – Steps to Maui’s Best Beach
Kihei
S$3,014
for 7 nights, 1 apartment
S$431 per night
includes taxes & fees
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
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
Can I find holiday rentals in South Kihei?
Yes, there are holiday rentals close to the most popular sights in South Kihei, or you can select a more secluded option if you're looking for a relaxing stay.
How many holiday rentals will I find in South Kihei?
Expedia has 38 holiday 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 favourite places to visit such as Wailea Beach and Haleakala National Park in the wider area.
What are holiday rentals like in South Kihei?
Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in South Kihei. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from shared hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for family trips or small group gatherings.