South Kihei vacation rentals

We found 2,587 vacation rentals — enter your dates for availability
Select from 39 houses, 1811 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 6 - Nov 13

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

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

Kihei

10% off
$177
$1,240 for 7 nights
All fees included
Escape to Paradise at the Maui Vista "3rd Bld 1b/1b"
View from Kamaole I beach
Living area
The beach is steps from our condo
Room
Exceptional
(119 reviews)

Maui Beachfront Gem

Kihei

9% off
$597
$4,179 for 7 nights
All fees included
Maui Beachfront Gem
Spacious lanai with enough seating for the whole family.
View on the pool
Salt water pool
Lobby
Exceptional
(253 reviews)

Mana Kai Maui Condo - Right on the Beach!

Kihei

9% off
$560
$3,917 for 7 nights
All fees included
Mana Kai Maui Condo - Right on the Beach!
Terrace/patio
Room
Exterior
Pool
Wonderful
(17 reviews)

Charming Studio at Maui Banyan Resort - Walk to Beach, Pools, AC, Beach Gear

Kihei

8% off
$161
$1,128 for 7 nights
All fees included
Charming Studio at Maui Banyan Resort - Walk to Beach, Pools, AC, Beach Gear
Exterior
living room area with A/C
Property grounds
Pool
Exceptional
(93 reviews)

Lovely Pacific Shores B306 Kihei Maui 2 Bedroom Condo

Kihei

9% off
$256
$1,790 for 7 nights
All fees included
Lovely Pacific Shores B306 Kihei Maui 2 Bedroom Condo
View from lanai towards ocean
View from lanai before sunrise coming up over Haleakala
Sectional sofa can turn into extra queen bed
Kamaole Sands panorama
Exceptional
(92 reviews)

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

Kihei

8% off
$504
$3,526 for 7 nights
All fees included
Unbeatable Location at Kamaole III Beach - Kam Sands Bldg. 1
Lanai view
Exterior
Living area
Great bedroom with king bed
Exceptional
(110 reviews)

Oceanview Top Floor Condo, with Internet Access.

Kihei

8% off
$211
$1,475 for 7 nights
All fees included
Oceanview Top Floor Condo, with Internet Access.
Property grounds
Beach
Private kitchen
Exterior
Exceptional
(65 reviews)

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

Kihei

8% off
$218
$1,527 for 7 nights
All fees included
Hotel Zoned! Steps to the Beach, Dining and Shopping! Summer Specials! Inquire
Dining
Living area
Pool
Living area
Exceptional
(70 reviews)

Last minute rates-ocean view top floor Pacific Shores sleeps 6

Kihei

8% off
$446
$3,121 for 7 nights
All fees included
Last minute rates-ocean view top floor Pacific Shores sleeps 6
Kamaole Sands resort amenities include pools, hot tubs, gym and tennis.
Relax in your private lanai and enjoy the ocean view. This is paradise!
Pool
View of the living area from the kitchen.
Exceptional
(89 reviews)

Maui Escape - Oceanview 70 Yds to Beach, GND Flr, Bldg10 - Everything You Need!

Kihei

8% off
$289
$2,025 for 7 nights
All fees included
Maui Escape - Oceanview 70 Yds to Beach, GND Flr, Bldg10 - Everything You Need!
Lower Swimming Pool
View from Lanai
Lower Swimming {Pool from our Lanai
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
$247
$1,732 for 7 nights
All fees included
# 107 Lovely Grnd Flr King bed Unit, accross the street is a white sand beach
Dining area for those times you want to sit and enjoy dining in
Many golf courses on Island! Get your game on
Living area with queen sofa sleeper
Wonderful BBQ areas at the complex
Excellent
(63 reviews)

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

Kihei

8% off
$186
$1,301 for 7 nights
All fees included
BEST RATES in Low Season!~Never a better time to make a trip to Paradise!!
Pool and 2 hot tubs
Our beloved 5 Palms is gone but new restaurant slated to open here December 2023
Living area
Outdoor dining
Exceptional
(89 reviews)

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

Kihei

8% off
$232
$1,622 for 7 nights
All fees included
Beautifully renovated luxury condo steps from the sand on premier Kihei beach!
Dining
Property grounds
Private kitchen
Living area
Exceptional
(164 reviews)

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

Kihei

8% off
$335
$2,346 for 7 nights
All fees included
Kamaole Sands Remodeled 1 Bed 2 bathroom, Split AC, king bed
Kitchen, living area to lanai
Maui Tropical Plantation
Golfing on Maui is one of the best
Spectacular ocean view from this beautiful condo lanai
Exceptional
(33 reviews)

Shores of Maui, sensational ocean view in Paradise!

Kihei

8% off
$230
$1,609 for 7 nights
All fees included
Shores of Maui, sensational ocean view in Paradise!
Private kitchen
Property grounds
Living area
Pool
Exceptional
(64 reviews)

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

Kihei

8% off
$220
$1,540 for 7 nights
All fees included
Kihei Akahi C310-Owner Managed-Complete Renovation-Modern Luxury-A/C throughout
Pool 1
Ocean view from living room
Living room, kitchen
Resort grounds
Exceptional
(7 reviews)

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

Kihei

8% off
$446
$3,125 for 7 nights
All fees included
Top Floor Maui Vista with Ocean View, AC, 5min Walk to Beach
Private kitchen
Property grounds
Dining
Pool
Very Good
(19 reviews)

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

Kihei

8% off
$290
$2,027 for 7 nights
All fees included
Ocean View Condo Across from Best Beach in Maui (Kamaole Beach Royale 202)
Living room
Pool
Property grounds
Living area
Exceptional
(112 reviews)

Prime South Kihei location, 2 BR, 2 BA, 4-minute walk to the beach

Kihei

8% off
$282
$1,977 for 7 nights
All fees included
Prime South Kihei location, 2 BR, 2 BA, 4-minute walk to the beach
  • Peace of mind

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    Enjoy full kitchens, laundry, pools, yards and more
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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 39 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 Haleakala National Park and Wailea Beach 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.