South Kihei holiday rentals
We found 2,587 holiday rentals — enter your dates for availability
Select from 37 houses, 1829 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:20 Nov - 27 Nov
Exceptional
(103 reviews)
Luxury 3BR Wailea Kihei Retreat. Walk to Beaches, Private Lanai, Newly Remodeled
Kihei
AU$7,954
for 7 nights, 1 home
AU$1,136 per night
includes taxes & fees
Wonderful
(51 reviews)
Escape to Paradise at the Maui Vista "3rd Bld 1b/1b"
Kihei
AU$2,037
for 7 nights, 1 apartment
AU$291 per night
includes taxes & fees
Excellent
(42 reviews)
~Amazing Ocean View on 3rd flr~ MAUI AWAITS YOU!!
Kihei
AU$2,277
for 7 nights, 1 apartment
AU$325 per night
includes taxes & fees
Exceptional
(140 reviews)
Kihei, Maui Ground Floor Tropical Getaway - Across street from beach
Kihei
AU$2,520
for 7 nights, 1 apartment
AU$360 per night
includes taxes & fees
Exceptional
(49 reviews)
S. Kihei spacious garden condo, 2 lanais
Kihei
AU$3,247
for 7 nights, 1 apartment
AU$464 per night
includes taxes & fees
Exceptional
(29 reviews)
TROPICAL MAUI!!! Visit and stay in Comfort and Style...1b/2b
Kihei
AU$2,426
for 7 nights, 1 apartment
AU$347 per night
includes taxes & fees
Exceptional
(95 reviews)
D211 Quiet & Private 2br2ba near Wailea 2026 Discount 10% 7 nts or more.
Kihei
AU$4,939
for 7 nights, 1 apartment
AU$706 per night
includes taxes & fees
Excellent
(63 reviews)
BEST RATES in Low Season!~Never a better time to make a trip to Paradise!!
Kihei
AU$2,143
for 7 nights, 1 apartment
AU$306 per night
includes taxes & fees
Exceptional
(65 reviews)
Hotel Zoned! Steps to the Beach, Dining and Shopping! Summer Specials! Inquire
Kihei
AU$2,521
for 7 nights, 1 apartment
AU$360 per night
includes taxes & fees
Exceptional
(110 reviews)
Oceanview Top Floor Condo, with Internet Access.
Kihei
AU$2,433
for 7 nights, 1 apartment
AU$348 per night
includes taxes & fees
Exceptional
(59 reviews)
# 107 Lovely Grnd Flr King bed Unit, accross the street is a white sand beach
Kihei
AU$2,828
for 7 nights, 1 apartment
AU$404 per night
includes taxes & fees
Exceptional
(92 reviews)
Unbeatable Location at Kamaole III Beach - Kam Sands Bldg. 1
Kihei
AU$6,485
for 7 nights, 1 apartment
AU$926 per night
includes taxes & fees
Exceptional
(89 reviews)
Maui Escape - Oceanview 70 Yds to Beach, GND Flr, Bldg10 - Everything You Need!
Kihei
AU$3,471
for 7 nights, 1 apartment
AU$496 per night
includes taxes & fees
Exceptional
(73 reviews)
Highly desirable top floor unit with garden and ocean view has hot summer deals!
Kihei
AU$4,823
for 7 nights, 1 apartment
AU$689 per night
includes taxes & fees
Exceptional
(165 reviews)
Kamaole Sands Remodeled 1 Bed 2 bathroom, Split AC, king bed
Kihei
AU$4,401
for 7 nights, 1 apartment
AU$629 per night
includes taxes & fees
Exceptional
(20 reviews)
Beautiful Kamaole Sands Oceanview Condominium !!
Kihei
AU$3,533
for 7 nights, 1 apartment
AU$505 per night
includes taxes & fees
Exceptional
(7 reviews)
Top Floor Maui Vista with Ocean View, AC, 5min Walk to Beach
Kihei
AU$6,263
for 7 nights, 1 apartment
AU$895 per night
includes taxes & fees
Exceptional
(51 reviews)
Blue Sky Escapes One bedroom Beach Steps Away! Pool Hot tub
Kihei
AU$3,281
for 7 nights, 1 apartment
AU$469 per night
includes taxes & fees
Very good
(19 reviews)
Ocean View Condo Across from Best Beach in Maui (Kamaole Beach Royale 202)
Kihei
AU$3,405
for 7 nights, 1 apartment
AU$486 per night
includes taxes & fees
Exceptional
(126 reviews)
Artistic Top-Floor Tropical Penthouse – Steps to Maui’s Best Beach
Kihei
AU$3,280
for 7 nights, 1 apartment
AU$469 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
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
Unobstructed Views – Prime Location - Steps To Beach - Newly Renovated
Sleeps 6 · 2 bedrooms · 2 bathrooms
Beachfront//Oceanfront//Ocean View - 1/2/3 Bedroom Kihei Condo
Sleeps 8 · 3 bedrooms · 2 bathrooms
Aug 15-23 SALE!! OCEAN VIEW PENTHOUSE 2 BR 2 BATH @KAM 2&3 BEACHES WALK TO SHOPS
Sleeps 5 · 2 bedrooms · 2 bathrooms
Top rated rentals - South Kihei
Perfect cottage close to the beach
We absolutely loved our stay here! This cottage is located close to the beach, grocery store and food trucks and was spotlessly clean which is really important to us. Everything you could possibly need is there to cook your own meals and we really enjoyed eating meals in the outdoor garden.
We enjoyed the Maui walking tour which started down the road and visiting nearby beaches and snorkelling. The Waimea beach walk is a short drive away. We liked having a car to get around, but the beach is also within walking distance. Off street parking is a bonus, the quality of towels and linen is high and the cottage exceeded our expectations. This is the place to stay if you want a quiet getaway away from the crowds and noise.
Sophie S.
Stayed June 2024
Great value for money
Good location near the beach. Was perfect for what we needed. Would stay here again in future.
Nicholas V.
Stayed June 2023
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 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.