South Kihei holiday homes

We found 2,589 holiday rentals — enter your dates for availability
Select from 38 houses, 1800 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:13 Nov - 20 Nov

Sparkling Pool Area
BBQ areas at the Maui Vista
Maui Vista is popular in affordability and comfort comfortable
Wailea Golf Course, get your game on!
Wonderful
(51 reviews)

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

Kihei

8% off
NZ$2,411
for 7 nights, 1 apartment
NZ$344 per night
includes taxes & fees
Escape to Paradise at the Maui Vista "3rd Bld 1b/1b"
Living area, dining, and kitchen
Granite countertop, living area
Living area looks out to lanai and lush landscaping
Community swimming pool on property
Exceptional
(140 reviews)

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

Kihei

7% off
NZ$2,890
for 7 nights, 1 apartment
NZ$413 per night
includes taxes & fees
Kihei, Maui Ground Floor Tropical Getaway - Across street from beach
Lobby
View on the pool
Lobby
Spacious lanai with enough seating for the whole family.
Exceptional
(253 reviews)

Mana Kai Maui Condo - Right on the Beach!

Kihei

7% off
NZ$7,689
for 7 nights, 1 apartment
NZ$1,098 per night
includes taxes & fees
Mana Kai Maui Condo - Right on the Beach!
Bring your rackets!
Lush landscaping provides shade or sun and a waterfall.
Kamaole 3 beach is right across the street with a beautiful reef for snorkeling
You'll  love the lanai which is right near the sunken pool area, creating quiet
Exceptional
(49 reviews)

S. Kihei spacious garden condo, 2 lanais

Kihei

7% off
NZ$3,873
for 7 nights, 1 apartment
NZ$553 per night
includes taxes & fees
S. Kihei spacious garden condo, 2 lanais
Freds Mexican Cafe & Moose's is located just across the street from Kamaole II.
Maui Tropical Plantation.
Just one of Maui's great golf courses to test you skills.
Beautiful view to the pool
Exceptional
(29 reviews)

TROPICAL MAUI!!! Visit and stay in Comfort and Style...1b/2b

Kihei

8% off
NZ$2,873
for 7 nights, 1 apartment
NZ$410 per night
includes taxes & fees
TROPICAL MAUI!!! Visit and stay in Comfort and Style...1b/2b
Living Room from Master Bedroom Railing
Lower Swimming Pool
Entry Sign by Kihei Rd
Living Room Sofa/bed
Exceptional
(95 reviews)

D211 Quiet & Private 2br2ba near Wailea 2026 Discount 10% 7 nts or more.

Kihei

5% off
NZ$6,073
for 7 nights, 1 apartment
NZ$868 per night
includes taxes & fees
D211 Quiet & Private 2br2ba near Wailea 2026 Discount 10% 7 nts or more.
Wonderful BBQ areas at the complex
Many golf courses on Island! Get your game on
Living area with queen sofa sleeper
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$2,537
for 7 nights, 1 apartment
NZ$362 per night
includes taxes & fees
BEST RATES in Low Season!~Never a better time to make a trip to Paradise!!
Living area
Exterior
Lanai view
Great bedroom with king bed
Exceptional
(110 reviews)

Oceanview Top Floor Condo, with Internet Access.

Kihei

7% off
NZ$2,879
for 7 nights, 1 apartment
NZ$411 per night
includes taxes & fees
Oceanview Top Floor Condo, with Internet Access.
Private kitchen
Guest access- spacious, grassy front lawn overlooks Charley Young Beach
Guest access- your hammock in the front yard.
Room
Exceptional
(50 reviews)

Vintage Beachfront Studio Apartment Right On Charley Young Beach

Kihei

7% off
NZ$2,510
for 7 nights, 1 apartment
NZ$359 per night
includes taxes & fees
Vintage Beachfront Studio Apartment Right On Charley Young Beach
New Kitchen
View from Lanai
Lower Swimming {Pool from our Lanai
Lower Swimming Pool
Exceptional
(59 reviews)

# 107 Lovely Grnd Flr King bed Unit, accross the street is a white sand beach

Kihei

7% off
NZ$3,393
for 7 nights, 1 apartment
NZ$485 per night
includes taxes & fees
# 107 Lovely Grnd Flr King bed Unit, accross the street is a white sand beach
Sectional sofa can turn into extra queen bed
View from lanai before sunrise coming up over Haleakala
Kamaole Sands panorama
Pool area looking towards ocean
Exceptional
(92 reviews)

Unbeatable Location at Kamaole III Beach - Kam Sands Bldg. 1

Kihei

7% off
NZ$6,895
for 7 nights, 1 apartment
NZ$985 per night
includes taxes & fees
Unbeatable Location at Kamaole III Beach - Kam Sands Bldg. 1
Living area
Property grounds
Private kitchen
view from lanai over the complex grounds
Exceptional
(164 reviews)

Kamaole Sands Remodeled 1 Bed 2 bathroom, Split AC, king bed

Kihei

7% off
NZ$4,532
for 7 nights, 1 apartment
NZ$647 per night
includes taxes & fees
Kamaole Sands Remodeled 1 Bed 2 bathroom, Split AC, king bed
Pool from lanai
Sunset from lanai
Living Room with Circular Staircase
Downstairs bedroom with king bed
Exceptional
(20 reviews)

Beautiful Kamaole Sands Oceanview Condominium !!

Kihei

8% off
NZ$4,269
for 7 nights, 1 apartment
NZ$610 per night
includes taxes & fees
Beautiful Kamaole Sands Oceanview Condominium !!
Shores of Maui Resort
Maui Tropical Plantation
Spectacular ocean view from this beautiful condo lanai
Kitchen, living area to lanai
Exceptional
(33 reviews)

Shores of Maui, sensational ocean view in Paradise!

Kihei

7% off
NZ$3,145
for 7 nights, 1 apartment
NZ$449 per night
includes taxes & fees
Shores of Maui, sensational ocean view in Paradise!
Resort grounds
Ocean view from living room
Living room, kitchen
Building 3 grounds
Exceptional
(7 reviews)

Top Floor Maui Vista with Ocean View, AC, 5min Walk to Beach

Kihei

7% off
NZ$6,741
for 7 nights, 1 apartment
NZ$963 per night
includes taxes & fees
Top Floor Maui Vista with Ocean View, AC, 5min Walk to Beach
Kamaole Sands grounds
Our beloved 5 Palms is gone but new restaurant slated to open here December 2023
Pool and 2 hot tubs
Living area
Exceptional
(89 reviews)

Beautifully renovated luxury condo steps from the sand on premier Kihei beach!

Kihei

7% off
NZ$3,562
for 7 nights, 1 apartment
NZ$509 per night
includes taxes & fees
Beautifully renovated luxury condo steps from the sand on premier Kihei beach!
Interior
Property grounds
Pool
Dining
Very good
(19 reviews)

Ocean View Condo Across from Best Beach in Maui (Kamaole Beach Royale 202)

Kihei

7% off
NZ$4,050
for 7 nights, 1 apartment
NZ$579 per night
includes taxes & fees
Ocean View Condo Across from Best Beach in Maui (Kamaole Beach Royale 202)
One of the BBQ facilities taken from lanai.
Sunset View from Lanai
Living area and Kitchen
Living Room
Exceptional
(108 reviews)

Unobstructed Views – Prime Location - Steps To Beach - Newly Renovated

Kihei

7% off
NZ$4,375
for 7 nights, 1 apartment
NZ$625 per night
includes taxes & fees
Unobstructed Views – Prime Location - Steps To Beach - Newly Renovated
Pool
Outdoor dining
Interior
Dining
Exceptional
(31 reviews)

Kihei Getaway in Paradise

Kihei

7% off
NZ$5,345
for 7 nights, 1 apartment
NZ$764 per night
includes taxes & fees
Kihei Getaway in Paradise
Amazing pool, hot tub, and BBQ amenities
Living area
Outdoor dining
Exterior detail
Exceptional
(126 reviews)

Artistic Top-Floor Tropical Penthouse – Steps to Maui’s Best Beach

Kihei

14% off
NZ$3,962
for 7 nights, 1 apartment
NZ$566 per night
includes taxes & fees
Artistic Top-Floor Tropical Penthouse – Steps to Maui’s Best Beach
  • 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.