South Kihei holiday rentals
We found 2,586 holiday rentals — enter your dates for availability
Select from 37 houses, 1836 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:27 Nov - 4 Dec
Exceptional
(104 reviews)
Luxury 3BR Wailea Kihei Retreat. Walk to Beaches, Private Lanai, Newly Remodeled
Kihei
S$6,895
for 7 nights, 1 home
S$985 per night
includes taxes & fees
Exceptional
(49 reviews)
Breathtaking Ocean Front Views. Incredible Reviews.
Kihei
S$9,369
for 7 nights, 1 apartment
S$1,338 per night
includes taxes & fees
Excellent
(42 reviews)
~Amazing Ocean View on 3rd flr~ MAUI AWAITS YOU!!
Kihei
S$2,075
for 7 nights, 1 apartment
S$296 per night
includes taxes & fees
Exceptional
(46 reviews)
Classic Beachfront Studio Apartment Right On Charley Young Beach
Kihei
S$2,193
for 7 nights, 1 apartment
S$313 per night
includes taxes & fees
Wonderful
(51 reviews)
Escape to Paradise at the Maui Vista "3rd Bld 1b/1b"
Kihei
S$1,851
for 7 nights, 1 apartment
S$264 per night
includes taxes & fees
Exceptional
(140 reviews)
Kihei, Maui Ground Floor Tropical Getaway - Across street from beach
Kihei
S$2,240
for 7 nights, 1 apartment
S$320 per night
includes taxes & fees
Exceptional
(49 reviews)
S. Kihei spacious garden condo, 2 lanais
Kihei
S$3,101
for 7 nights, 1 apartment
S$443 per night
includes taxes & fees
Exceptional
(197 reviews)
Ocean Front Renovated 2 BR/BA Luxury Condo w/ A/C . 2nd Floor Unobstructed View
Kihei
S$5,186
for 7 nights, 1 apartment
S$741 per night
includes taxes & fees
Wonderful
(130 reviews)
Top Floor Unit ~ Endless Ocean Views
Kihei
S$4,288
for 7 nights, 1 apartment
S$613 per night
includes taxes & fees
Exceptional
(95 reviews)
D211 Quiet & Private 2br2ba near Wailea 2026 Discount 10% 7 nts or more.
Kihei
S$4,596
for 7 nights, 1 apartment
S$657 per night
includes taxes & fees
Exceptional
(92 reviews)
Maui Escape - Oceanview 70 Yds to Beach, GND Flr, Bldg10 - Everything You Need!
Kihei
S$2,888
for 7 nights, 1 apartment
S$413 per night
includes taxes & fees
Exceptional
(115 reviews)
Your Hawaiian Beach Get Away, Steps From Great Beach!
Kihei
S$2,395
for 7 nights, 1 apartment
S$342 per night
includes taxes & fees
Exceptional
(181 reviews)
Read our Reviews! Newly Updated Condo! Perfect Getaway Steps to Beach & Dining!
Kihei
S$2,734
for 7 nights, 1 apartment
S$391 per night
includes taxes & fees
Exceptional
(110 reviews)
Oceanview Top Floor Condo, with Internet Access.
Kihei
S$2,218
for 7 nights, 1 apartment
S$317 per night
includes taxes & fees
Exceptional
(65 reviews)
Hotel Zoned! Steps to the Beach, Dining and Shopping! Summer Specials! Inquire
Kihei
S$2,433
for 7 nights, 1 apartment
S$348 per night
includes taxes & fees
Exceptional
(29 reviews)
TROPICAL MAUI!!! Visit and stay in Comfort and Style...1b/2b
Kihei
S$2,214
for 7 nights, 1 apartment
S$316 per night
includes taxes & fees
Exceptional
(33 reviews)
Shores of Maui, sensational ocean view in Paradise!
Kihei
S$2,408
for 7 nights, 1 apartment
S$344 per night
includes taxes & fees
Exceptional
(165 reviews)
Kamaole Sands Remodeled 1 Bed 2 bathroom, Split AC, king bed
Kihei
S$3,733
for 7 nights, 1 apartment
S$533 per night
includes taxes & fees
Exceptional
(51 reviews)
Blue Sky Escapes One bedroom Beach Steps Away! Pool Hot tub
Kihei
S$3,065
for 7 nights, 1 apartment
S$438 per night
includes taxes & fees
Exceptional
(59 reviews)
# 107 Lovely Grnd Flr King bed Unit, accross the street is a white sand beach
Kihei
S$2,535
for 7 nights, 1 apartment
S$362 per night
includes taxes & fees
Exceptional
(7 reviews)
Top Floor Maui Vista with Ocean View, AC, 5min Walk to Beach
Kihei
S$5,637
for 7 nights, 1 apartment
S$805 per night
includes taxes & fees
Exceptional
(126 reviews)
Artistic Top-Floor Tropical Penthouse – Steps to Maui’s Best Beach
Kihei
S$3,067
for 7 nights, 1 apartment
S$438 per night
includes taxes & fees
Find spaces that suit your style
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Cabin
Cottage
Villa
Chalet
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
Beachfront//Oceanfront//Ocean View - 1/2/3 Bedroom Kihei Condo
Sleeps 8 · 3 bedrooms · 2 bathrooms
OCEAN VIEW PENTHOUSE 2 BR 2 BATH @KAM 2&3 BEACHES WALK TO SHOPS & RESTAURANTS.
Sleeps 5 · 2 bedrooms · 2 bathrooms
Kihei Kai Nani 8-362 | Top Floor Condo Across from Kamaole Beach II
Sleeps 4 · 1 bedroom · 1 bathroom
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 37 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.