South Kihei vacation rentals

We found 2,593 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

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

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

Maui Beachfront Gem

Kihei

9% off
$597
$4,179 for 7 nights
All fees included
Maui Beachfront Gem
Lobby
View on the pool
Lobby
Salt water pool
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!
dinning area with open kitchen
living room area with A/C
Property grounds
Exterior
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
Living Room
Lower Swimming Pool
Living Room Sofa/bed
Entry Sign by Kihei Rd
Exceptional
(95 reviews)

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

Kihei

6% off
$441
$3,090 for 7 nights
All fees included
D211 Quiet & Private 2br2ba near Wailea 2026 Discount 10% 7 nts or more.
Pool area looking towards ocean
View from lanai before sunrise coming up over Haleakala
Kamaole Sands panorama
View from lanai towards ocean
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.
Private kitchen
Beach
Terrace/patio
Property grounds
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
Beautiful view to the pool
Maui Tropical Plantation.
Just one of Maui's great golf courses to test you skills.
Freds Mexican Cafe & Moose's is located just across the street from Kamaole II.
Exceptional
(29 reviews)

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

Kihei

10% off
$210
$1,472 for 7 nights
All fees included
TROPICAL MAUI!!! Visit and stay in Comfort and Style...1b/2b
Pool
Relax in your private lanai and enjoy the ocean view. This is paradise!
View of the living area from the kitchen.
Feel right at home in this fully-equipped kitchen with granite countertops.
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!
Grounds outside our Lanai
View from Lanai
Lower Swimming Pool
Lower Swimming {Pool from 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
Maui Vista grounds are surrounded by tropical beauty,
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!!
Outdoor dining
Our beloved 5 Palms is gone but new restaurant slated to open here December 2023
Pool and 2 hot tubs
Kamaole Sands grounds
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!
Living area
Property grounds
Dining
view from lanai over the complex grounds
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
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
$1,609 for 7 nights
All fees included
Shores of Maui, sensational ocean view in Paradise!
Living area
Property grounds
Private kitchen
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
Resort grounds
Ocean view from living room
Pool 1
Building 3 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
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
$290
$2,027 for 7 nights
All fees included
Ocean View Condo Across from Best Beach in Maui (Kamaole Beach Royale 202)
Kitchen
Pool
Living room
Property grounds
Exceptional
(112 reviews)

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

Kihei

8% off
$285
$1,993 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
  • More for less

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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.