South Kihei holiday lettings
We found 2,586 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
£4,393
for 7 nights, 1 home
£628 per night
includes taxes & fees
Excellent
(42 reviews)
~Amazing Ocean View on 3rd flr~ MAUI AWAITS YOU!!
Kihei
£1,228
for 7 nights, 1 apartment
£175 per night
includes taxes & fees
Wonderful
(51 reviews)
Escape to Paradise at the Maui Vista "3rd Bld 1b/1b"
Kihei
£1,098
for 7 nights, 1 apartment
£157 per night
includes taxes & fees
Exceptional
(95 reviews)
D211 Quiet & Private 2br2ba near Wailea 2026 Discount 10% 7 nts or more.
Kihei
£2,679
for 7 nights, 1 apartment
£383 per night
includes taxes & fees
Exceptional
(92 reviews)
Unbeatable Location at Kamaole III Beach - Kam Sands Bldg. 1
Kihei
£3,577
for 7 nights, 1 apartment
£511 per night
includes taxes & fees
Exceptional
(110 reviews)
Oceanview Top Floor Condo, with Internet Access.
Kihei
£1,304
for 7 nights, 1 apartment
£186 per night
includes taxes & fees
Exceptional
(65 reviews)
Hotel Zoned! Steps to the Beach, Dining and Shopping! Summer Specials! Inquire
Kihei
£1,360
for 7 nights, 1 apartment
£194 per night
includes taxes & fees
Exceptional
(140 reviews)
Kihei, Maui Ground Floor Tropical Getaway - Across street from beach
Kihei
£1,351
for 7 nights, 1 apartment
£193 per night
includes taxes & fees
Exceptional
(29 reviews)
TROPICAL MAUI!!! Visit and stay in Comfort and Style...1b/2b
Kihei
£1,309
for 7 nights, 1 apartment
£187 per night
includes taxes & fees
Exceptional
(49 reviews)
S. Kihei spacious garden condo, 2 lanais
Kihei
£1,736
for 7 nights, 1 apartment
£248 per night
includes taxes & fees
Exceptional
(73 reviews)
Highly desirable top floor unit with garden and ocean view has hot summer deals!
Kihei
£2,577
for 7 nights, 1 apartment
£368 per night
includes taxes & fees
Exceptional
(51 reviews)
Blue Sky Escapes One bedroom Beach Steps Away! Pool Hot tub
Kihei
£1,755
for 7 nights, 1 apartment
£251 per night
includes taxes & fees
Exceptional
(59 reviews)
# 107 Lovely Grnd Flr King bed Unit, accross the street is a white sand beach
Kihei
£1,509
for 7 nights, 1 apartment
£216 per night
includes taxes & fees
Excellent
(63 reviews)
BEST RATES in Low Season!~Never a better time to make a trip to Paradise!!
Kihei
£1,155
for 7 nights, 1 apartment
£165 per night
includes taxes & fees
Exceptional
(20 reviews)
Beautiful Kamaole Sands Oceanview Condominium !!
Kihei
£1,897
for 7 nights, 1 apartment
£271 per night
includes taxes & fees
Exceptional
(165 reviews)
Kamaole Sands Remodeled 1 Bed 2 bathroom, Split AC, king bed
Kihei
£2,362
for 7 nights, 1 apartment
£337 per night
includes taxes & fees
Exceptional
(7 reviews)
Top Floor Maui Vista with Ocean View, AC, 5min Walk to Beach
Kihei
£3,374
for 7 nights, 1 apartment
£482 per night
includes taxes & fees
Exceptional
(31 reviews)
Kihei Getaway in Paradise
Kihei
£2,401
for 7 nights, 1 apartment
£343 per night
includes taxes & fees
Very good
(19 reviews)
Ocean View Condo Across from Best Beach in Maui (Kamaole Beach Royale 202)
Kihei
£1,821
for 7 nights, 1 apartment
£260 per night
includes taxes & fees
Exceptional
(126 reviews)
Artistic Top-Floor Tropical Penthouse – Steps to Maui’s Best Beach
Kihei
£1,755
for 7 nights, 1 apartment
£251 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
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
Fantastic apartment and location
The apartment is 5 mins from Kamaole Beach 2 and you have a lovely view of the sea across the road from the apartment complex. Berney was such a helpful host and communication was excellent. The apartment is spacious and clean with everything you need including beach chairs parasol boogie board tennis rackets snorkelling gear.
I would 100% recommend. We do not drive and restaurants/shops are all within walking distance. Such a beautiful island. If you want nightlife (bars/discos) then go to Oahu which is only 30 mins away by plane..
Cheryl N.
Stayed Sept 2023
Lovely well equipped condo in Kihei
Fantastic condo located right by the sea and central Kihei which was excellently equipped with all we could have needed plus more - would thoroughly recommend for a great stay in Kihei!
Matt B.
Stayed May 2023
Loved it
This place is brilliant. Has everything you need and is so well laid out and decorated. Feels luxurious and also homely.
We arrived at 330pm to check in and it was still being cleaned so had to wait about 20/30 minutes outside to enter. Not really a problem for us as we weren’t in a rush but don’t guarantee a 3pm on the dot check in.
Everything you could need and more is in this condo though - loved the attention to detail with toiletries in the shower and also beach equipment to make the stay that much more enjoyable.
Thanks for a wonderful time. Would definitely stay again.
Katie H.
Stayed Dec 2021
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 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.