South Kihei holiday rentals

We found 2,588 holiday rentals — enter your dates for availability
Select from 39 houses, 1834 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:1 Jan - 8 Jan

Ocean view from the lanai, kitchen and living area
Golfing in Paradise
Kihei Akahi Grounds are well maintained and tropical
Private bedroom with queen bed and closet space for your clothing
Excellent
(42 reviews)

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

Kihei

9% off
AU$3,339
for 7 nights, 1 apartment
AU$477 per night
includes taxes & fees
~Amazing Ocean View on 3rd flr~ MAUI AWAITS YOU!!
Private kitchen
Outdoor dining
Pool
Private kitchen
Exceptional
(103 reviews)

Ocean View!! 1BR Luxury Condo!! Kihei, Fully Remodeled! Superior Reviews, Pool

Kihei

7% off
AU$3,856
for 7 nights, 1 apartment
AU$551 per night
includes taxes & fees
Ocean View!! 1BR Luxury Condo!! Kihei, Fully Remodeled! Superior Reviews, Pool
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
AU$6,318
for 7 nights, 1 apartment
AU$903 per night
includes taxes & fees
Oceanview, Sleeps 8, Gourmet Kitchen,@Kam 2, Pools/HotTubs,Tennis,5 Star Reviews
Community swimming pool on property
Granite countertop, living area
Living area, dining, and kitchen
Dining area, kitchen
Exceptional
(140 reviews)

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

Kihei

7% off
AU$2,764
for 7 nights, 1 apartment
AU$395 per night
includes taxes & fees
Kihei, Maui Ground Floor Tropical Getaway - Across street from beach
Living area
Pool
Living area
Exterior
Exceptional
(182 reviews)

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

Kihei

7% off
AU$3,391
for 7 nights, 1 apartment
AU$484 per night
includes taxes & fees
Read our Reviews! Newly Updated Condo! Perfect Getaway Steps to Beach & Dining!
Water fountain greets you when you first arrive
View from our Lanai.
Living Room looking out to lanai
Living Room
Exceptional
(73 reviews)

Highly desirable top floor unit with garden and ocean view has hot summer deals!

Kihei

7% off
AU$5,635
for 7 nights, 1 apartment
AU$805 per night
includes taxes & fees
Highly desirable top floor unit with garden and ocean view has hot summer deals!
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
AU$3,979
for 7 nights, 1 apartment
AU$568 per night
includes taxes & fees
Lovely Pacific Shores B306 Kihei Maui 2 Bedroom Condo
Private kitchen
Beach
Property grounds
Terrace/patio
Exceptional
(65 reviews)

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

Kihei

7% off
AU$2,915
for 7 nights, 1 apartment
AU$416 per night
includes taxes & fees
Hotel Zoned! Steps to the Beach, Dining and Shopping! Summer Specials! Inquire
Living area
Maui Tropical Plantation a wonderful tour and great way to learn of agriculture
Living area
Living area
Exceptional
(48 reviews)

**Newly Renovated** Ground Floor Condo In Paradise

Kihei

7% off
AU$2,787
for 7 nights, 1 apartment
AU$398 per night
includes taxes & fees
**Newly Renovated** Ground Floor Condo In Paradise
Private kitchen
Sunset from main lanai
Lower pool
Fully remodelled kitchen
Exceptional
(49 reviews)

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

Kihei

7% off
AU$6,375
for 7 nights, 1 apartment
AU$911 per night
includes taxes & fees
Summer Special, Huge Discount!!! Luxury Escape in Maui Kamaole’s Premier 2‑Bdr
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
AU$2,777
for 7 nights, 1 apartment
AU$397 per night
includes taxes & fees
Escape to Paradise at the Maui Vista "3rd Bld 1b/1b"
  • 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 39 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.