South Kihei holiday lettings
We found 2,586 holiday rentals — enter your dates for availability
Select from 38 houses, 1833 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:8 Jan - 15 Jan
Exceptional
(177 reviews)
Maui Kamaole CONDO M102 TOTALLY RENOVATED
Kihei
£2,099
for 7 nights, 1 apartment
£300 per night
includes taxes & fees
Exceptional
(70 reviews)
Oceanview, Sleeps 8, Gourmet Kitchen,@Kam 2, Pools/HotTubs,Tennis,5 Star Reviews
Kihei
£3,437
for 7 nights, 1 apartment
£491 per night
includes taxes & fees
Excellent
(42 reviews)
~Amazing Ocean View on 3rd flr~ MAUI AWAITS YOU!!
Kihei
£1,834
for 7 nights, 1 apartment
£262 per night
includes taxes & fees
Exceptional
(93 reviews)
Lovely Pacific Shores B306 Kihei Maui 2 Bedroom Condo
Kihei
£2,160
for 7 nights, 1 apartment
£309 per night
includes taxes & fees
Exceptional
(140 reviews)
Kihei, Maui Ground Floor Tropical Getaway - Across street from beach
Kihei
£1,461
for 7 nights, 1 apartment
£209 per night
includes taxes & fees
Exceptional
(135 reviews)
Just Steps to Kamaole III Beach!!!
Kihei
£2,907
for 7 nights, 1 apartment
£415 per night
includes taxes & fees
Exceptional
(49 reviews)
Summer Special, Huge Discount!!! Luxury Escape in Maui Kamaole’s Premier 2‑Bdr
Kihei
£3,529
for 7 nights, 1 apartment
£504 per night
includes taxes & fees
Exceptional
(182 reviews)
Read our Reviews! Newly Updated Condo! Perfect Getaway Steps to Beach & Dining!
Kihei
£1,843
for 7 nights, 1 apartment
£263 per night
includes taxes & fees
Wonderful
(130 reviews)
Top Floor Unit ~ Endless Ocean Views
Kihei
£2,563
for 7 nights, 1 apartment
£366 per night
includes taxes & fees
Exceptional
(65 reviews)
Hotel Zoned! Steps to the Beach, Dining and Shopping! Summer Specials! Inquire
Kihei
£1,594
for 7 nights, 1 apartment
£228 per night
includes taxes & fees
Exceptional
(48 reviews)
**Newly Renovated** Ground Floor Condo In Paradise
Kihei
£1,525
for 7 nights, 1 apartment
£218 per night
includes taxes & fees
Exceptional
(65 reviews)
Kihei Akahi C310-Owner Managed-Complete Renovation-Modern Luxury-A/C throughout
Kihei
£2,146
for 7 nights, 1 apartment
£307 per night
includes taxes & fees
Wonderful
(51 reviews)
Escape to Paradise at the Maui Vista "3rd Bld 1b/1b"
Kihei
£1,520
for 7 nights, 1 apartment
£217 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
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
Recommended
Dry clean, spacious and well presented.
Jackie
Stayed Aug 2025
Tropical Paradise
We stayed here at the end of a four week tour of the western USA and Hawaii and selected this hotel for some R&R. We were not disappointed, this resort is a beautiful near beach paradise.
Our two bed unit was spacious with a fantastic lanai. The suite contained all we needed and the hotel staff were friendly and courteous.
We spent our time at the pool and hot tub and thoroughly enjoyed three days of relaxing in paradise.
I would love to return!
Nicky
Stayed Sept 2018
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, 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.