South Kihei holiday homes

We found 2,583 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

Entrance to Pool Area
Oasis Pool with waterfall, Cabana, Kitchen, additional BBQs and Restrooms
Dining
Beautiful Kitchen
Exceptional
(177 reviews)

Maui Kamaole CONDO M102 TOTALLY RENOVATED

Kihei

7% off
NZ$4,809
for 7 nights, 1 apartment
NZ$687 per night
includes taxes & fees
Maui Kamaole CONDO M102 TOTALLY RENOVATED
Ocean view from the lanai, kitchen and living area
Golfing in Paradise
Kihei Akahi is a beautiful complex and is in the middle of South Kihei.
Kihei Akahi Grounds are well maintained and tropical
Excellent
(42 reviews)

~Amazing Ocean View on 3rd flr~ MAUI AWAITS YOU!!

Kihei

9% off
NZ$4,188
for 7 nights, 1 apartment
NZ$598 per night
includes taxes & fees
~Amazing Ocean View on 3rd flr~ MAUI AWAITS YOU!!
There are glass doors and curtains to close off the master for sleeping/privacy.
Exotic and very rare Labradorite granite countertops shine like gemstones
The pool has rest rooms in hut to the right, outdoor showers and a shaded area.
Interior
Exceptional
(70 reviews)

Oceanview, Sleeps 8, Gourmet Kitchen,@Kam 2, Pools/HotTubs,Tennis,5 Star Reviews

Kihei

7% off
NZ$7,924
for 7 nights, 1 apartment
NZ$1,132 per night
includes taxes & fees
Oceanview, Sleeps 8, Gourmet Kitchen,@Kam 2, Pools/HotTubs,Tennis,5 Star Reviews
Enjoy views of the private courtyard or close the blackout drapes for a nap
Tropical upper pool at Maui Kamaole
Includes two full bathrooms, AC in the bedroom and living area, and ceiling fans
Welcome to Maui Kamaole, a premier, low rise, South Kihei resort
Exceptional
(34 reviews)

Extra spacious, private, 1BR/2BA, front row, ocean view at Maui Kamaole (A101)

Kihei

7% off
NZ$6,531
for 7 nights, 1 apartment
NZ$933 per night
includes taxes & fees
Extra spacious, private, 1BR/2BA, front row, ocean view at Maui Kamaole (A101)
Private kitchen
Pool
Living area
Exterior
Exceptional
(183 reviews)

Read our Reviews! Newly Updated Condo! Perfect Getaway Steps to Beach & Dining!

Kihei

7% off
NZ$4,252
for 7 nights, 1 apartment
NZ$607 per night
includes taxes & fees
Read our Reviews! Newly Updated Condo! Perfect Getaway Steps to Beach & Dining!
Living area, dining, and kitchen
Granite countertop, living area
Community swimming pool on property
Dining area, kitchen
Exceptional
(141 reviews)

Kihei, Maui Ground Floor Tropical Getaway - Across street from beach

Kihei

7% off
NZ$3,350
for 7 nights, 1 apartment
NZ$479 per night
includes taxes & fees
Kihei, Maui Ground Floor Tropical Getaway - Across street from beach
dinning area with open kitchen
living room area with A/C
Exterior
Pool
Exceptional
(93 reviews)

Lovely Pacific Shores B306 Kihei Maui 2 Bedroom Condo

Kihei

5% off
NZ$5,067
for 7 nights, 1 apartment
NZ$724 per night
includes taxes & fees
Lovely Pacific Shores B306 Kihei Maui 2 Bedroom Condo
Private kitchen
Beach
Property grounds
Exterior
Exceptional
(65 reviews)

Hotel Zoned! Steps to the Beach, Dining and Shopping! Summer Specials! Inquire

Kihei

7% off
NZ$3,631
for 7 nights, 1 apartment
NZ$519 per night
includes taxes & fees
Hotel Zoned! Steps to the Beach, Dining and Shopping! Summer Specials! Inquire
Wailea Golf Course, get your game on!
BBQ areas at the Maui Vista
Terrific Maui Vista!!
Maui Vista is popular in affordability and comfort comfortable
Wonderful
(51 reviews)

Escape to Paradise at the Maui Vista "3rd Bld 1b/1b"

Kihei

7% off
NZ$3,459
for 7 nights, 1 apartment
NZ$494 per night
includes taxes & fees
Escape to Paradise at the Maui Vista "3rd Bld 1b/1b"
Pool
Property grounds
Beach
Living area
Exceptional
(65 reviews)

Kihei Akahi C310-Owner Managed-Complete Renovation-Modern Luxury-A/C throughout

Kihei

7% off
NZ$4,994
for 7 nights, 1 apartment
NZ$713 per night
includes taxes & fees
Kihei Akahi C310-Owner Managed-Complete Renovation-Modern Luxury-A/C throughout
Living area with queen sofa sleeper
Many golf courses on Island! Get your game on
Wonderful BBQ areas at the complex
Dining area for those times you want to sit and enjoy dining in
Excellent
(63 reviews)

BEST RATES in Low Season!~Never a better time to make a trip to Paradise!!

Kihei

7% off
NZ$3,542
for 7 nights, 1 apartment
NZ$506 per night
includes taxes & fees
BEST RATES in Low Season!~Never a better time to make a trip to Paradise!!
Lower pool
Sunset from main lanai
Fully remodelled kitchen
Property grounds
Exceptional
(49 reviews)

Summer Special, Huge Discount!!! Luxury Escape in Maui Kamaole’s Premier 2‑Bdr

Kihei

7% off
NZ$8,155
for 7 nights, 1 apartment
NZ$1,165 per night
includes taxes & fees
Summer Special, Huge Discount!!! Luxury Escape in Maui Kamaole’s Premier 2‑Bdr
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More 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.