South Kihei vacation rentals

We found 2,593 vacation rentals — enter your dates for availability
Select from 38 houses, 1800 condos, and other vacation rentals to find the perfect place for your stay in South Kihei. Vacation rentals offer the amenities you expect for your family, friends, or furry companion, such as a garden and pool. You'll be sure to find a rental that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - South Kihei

Showing deals for:Nov 13 - Nov 20

Wailea Golf Course, get your game on!
BBQ areas at the Maui Vista
Sparkling Pool Area
Terrific Maui Vista!!
Wonderful
(51 reviews)

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

Kihei

9% off
$178
$1,249 for 7 nights
All fees included
Escape to Paradise at the Maui Vista "3rd Bld 1b/1b"
Room
Living area
The beach is steps from our condo
View from Kamaole I beach
Exceptional
(119 reviews)

Maui Beachfront Gem

Kihei

9% off
$606
$4,245 for 7 nights
All fees included
Maui Beachfront Gem
Salt water pool
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

8% off
$571
$3,999 for 7 nights
All fees included
Mana Kai Maui Condo - Right on the Beach!
Sectional sofa can turn into extra queen bed
View from lanai before sunrise coming up over Haleakala
Pool area looking towards ocean
Kamaole Sands panorama
Exceptional
(92 reviews)

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

Kihei

8% off
$511
$3,575 for 7 nights
All fees included
Unbeatable Location at Kamaole III Beach - Kam Sands Bldg. 1
Living area
Exterior
Living area
Lanai view
Exceptional
(110 reviews)

Oceanview Top Floor Condo, with Internet Access.

Kihei

8% off
$213
$1,491 for 7 nights
All fees included
Oceanview Top Floor Condo, with Internet Access.
Property grounds
Beach
Private kitchen
Terrace/patio
Exceptional
(65 reviews)

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

Kihei

8% off
$227
$1,587 for 7 nights
All fees included
Hotel Zoned! Steps to the Beach, Dining and Shopping! Summer Specials! Inquire
Dining area, kitchen
Granite countertop, living area
Community swimming pool on property
Living area, dining, and kitchen
Exceptional
(140 reviews)

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

Kihei

8% off
$215
$1,504 for 7 nights
All fees included
Kihei, Maui Ground Floor Tropical Getaway - Across street from beach
Kamaole 3 beach is right across the street with a beautiful reef for snorkeling
Lush landscaping provides shade or sun and a waterfall.
Bring your rackets!
Enjoy 2 couches and two chairs, one a recliner
Exceptional
(49 reviews)

S. Kihei spacious garden condo, 2 lanais

Kihei

8% off
$285
$1,995 for 7 nights
All fees included
S. Kihei spacious garden condo, 2 lanais
Private kitchen
Guest access- spacious, grassy front lawn overlooks Charley Young Beach
Guest access- your hammock in the front yard.
Room
Exceptional
(49 reviews)

Vintage Beachfront Studio Apartment Right On Charley Young Beach

Kihei

8% off
$185
$1,293 for 7 nights
All fees included
Vintage Beachfront Studio Apartment Right On Charley Young Beach
New Kitchen
View from Lanai
Lower Swimming Pool
Grounds outside our Lanai
Exceptional
(59 reviews)

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

Kihei

7% off
$248
$1,736 for 7 nights
All fees included
# 107 Lovely Grnd Flr King bed Unit, accross the street is a white sand beach
Living area
Our beloved 5 Palms is gone but new restaurant slated to open here December 2023
Outdoor dining
Kamaole Sands grounds
Exceptional
(89 reviews)

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

Kihei

8% off
$261
$1,828 for 7 nights
All fees included
Beautifully renovated luxury condo steps from the sand on premier Kihei beach!
Dining area for those times you want to sit and enjoy dining in
Many golf courses on Island! Get your game on
Wonderful BBQ areas at the complex
Maui Vista grounds are surrounded by tropical beauty,
Excellent
(63 reviews)

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

Kihei

8% off
$188
$1,315 for 7 nights
All fees included
BEST RATES in Low Season!~Never a better time to make a trip to Paradise!!
Downstairs bedroom with king bed
Sunset from lanai
Living Room with Circular Staircase
Pool from lanai
Exceptional
(20 reviews)

Beautiful Kamaole Sands Oceanview Condominium !!

Kihei

9% off
$317
$2,217 for 7 nights
All fees included
Beautiful Kamaole Sands Oceanview Condominium !!
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

8% off
$337
$2,361 for 7 nights
All fees included
Kamaole Sands Remodeled 1 Bed 2 bathroom, Split AC, king bed
Golfing on Maui is one of the best
Maui Tropical Plantation
Spectacular ocean view from this beautiful condo lanai
Shores of Maui Resort
Exceptional
(33 reviews)

Shores of Maui, sensational ocean view in Paradise!

Kihei

8% off
$230
$1,613 for 7 nights
All fees included
Shores of Maui, sensational ocean view in Paradise!
Living room, kitchen
Ocean view from living room
Resort grounds
Building 3 grounds
Exceptional
(7 reviews)

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

Kihei

8% off
$499
$3,494 for 7 nights
All fees included
Top Floor Maui Vista with Ocean View, AC, 5min Walk to Beach
One of the BBQ facilities taken from lanai.
Sunset View from Lanai
Living Room
photo of the ground
Exceptional
(108 reviews)

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

Kihei

8% off
$325
$2,274 for 7 nights
All fees included
Unobstructed Views – Prime Location - Steps To Beach - Newly Renovated
Pool
Property grounds
Interior
Dining
Very Good
(19 reviews)

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

Kihei

8% off
$299
$2,092 for 7 nights
All fees included
Ocean View Condo Across from Best Beach in Maui (Kamaole Beach Royale 202)
Exterior detail
Living area
Amazing pool, hot tub, and BBQ amenities
Outdoor dining
Exceptional
(126 reviews)

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

Kihei

16% off
$292
$2,044 for 7 nights
All fees included
Artistic Top-Floor Tropical Penthouse – Steps to Maui’s Best Beach
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • All the privacy of home

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

    More space, more privacy, more amenities — more value
  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
    Learn more

Frequently asked questions

Can I find vacation rentals in South Kihei?
Yes, you can find vacation rentals close to popular points of interest in South Kihei, or you can choose a secluded option if you're looking for relaxation.
How many vacation rentals will I find in South Kihei?
Expedia has 38 vacation 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 favorite places to visit like Wailea Beach and Haleakala National Park in the larger area.
What are vacation rentals like in South Kihei?
Vacation rentals are privately owned properties you can book for a couple days or more in South Kihei. Vacation rentals feature amenities like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a vacation rental can provide a sense of privacy away from shared hotel elevators and bustling concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for small groups.