South Kihei vacation rentals

We found 2,593 vacation rentals — enter your dates for availability
Select from 37 houses, 1836 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 27 - Dec 4

Private Wailea/Kihei retreat just minutes from Maui’s most beautiful beaches
Living Room Area
Unwind after beach days with peaceful outdoor living and island breezes
Kitchen Area - Island Bar
Exceptional
(103 reviews)

Luxury 3BR Wailea Kihei Retreat. Walk to Beaches, Private Lanai, Newly Remodeled

Kihei

8% off
$664
$4,647 for 7 nights
All fees included
Luxury 3BR Wailea Kihei Retreat. Walk to Beaches, Private Lanai, Newly Remodeled
Main bedroom with comfortable King bed and ocean view.
Pool and ocean view from the remodeled rooftop.
Lanai for outdoor dining and with perfect view for turtle or whale watching.
Drone shot of the Royal Mauian nestled between Kam 1 and Kam 2 beaches.
Exceptional
(49 reviews)

Breathtaking Ocean Front Views. Incredible Reviews.

Kihei

6% off
$902
$6,314 for 7 nights
All fees included
Breathtaking Ocean Front Views. Incredible Reviews.
Kihei Akahi Grounds are well maintained and tropical
Golfing in Paradise
Ocean view from the lanai, kitchen and living area
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
$199
$1,395 for 7 nights
All fees included
~Amazing Ocean View on 3rd flr~ MAUI AWAITS YOU!!
Terrific Maui Vista!!
BBQ areas at the Maui Vista
Sparkling Pool Area
Maui Vista is popular in affordability and comfort comfortable
Wonderful
(51 reviews)

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

Kihei

9% off
$178
$1,245 for 7 nights
All fees included
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
Dining area, kitchen
Exceptional
(140 reviews)

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

Kihei

8% off
$215
$1,506 for 7 nights
All fees included
Kihei, Maui Ground Floor Tropical Getaway - Across street from beach
You'll  love the lanai which is right near the sunken pool area, creating quiet
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
$298
$2,085 for 7 nights
All fees included
S. Kihei spacious garden condo, 2 lanais
Dining/Kitchen/Bar area
Ocean for days!
Pool view from the roof
Exterior
Exceptional
(197 reviews)

Ocean Front Renovated 2 BR/BA Luxury Condo w/ A/C . 2nd Floor Unobstructed View

Kihei

8% off
$500
$3,500 for 7 nights
All fees included
Ocean Front Renovated 2 BR/BA Luxury Condo w/ A/C . 2nd Floor Unobstructed View
ocean and west Maui mountain views from Lanai
private pool
Beautiful views from rooftop terrace
Room
Wonderful
(130 reviews)

Top Floor Unit ~ Endless Ocean Views

Kihei

6% off
$413
$2,890 for 7 nights
All fees included
Top Floor Unit ~ Endless Ocean Views
Kamaole Sands resort amenities include pools, hot tubs, gym and tennis.
Relax in your private lanai and enjoy the ocean view. This is paradise!
Feel right at home in this fully-equipped kitchen with granite countertops.
View of the living area from the kitchen.
Exceptional
(92 reviews)

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

Kihei

8% off
$277
$1,942 for 7 nights
All fees included
Maui Escape - Oceanview 70 Yds to Beach, GND Flr, Bldg10 - Everything You Need!
Property grounds
Seating for 2 with a view of the property, the pool,  and the ocean.
Living area
"Remote office" with a view. 2 USB plugs built into the desk for charging.
Exceptional
(91 reviews)

Ocean View South Maui Condo with Lanai plus FREE parking, Wifi and Smart TVs

Kihei

8% off
$264
$1,849 for 7 nights
All fees included
Ocean View South Maui Condo with Lanai plus FREE parking, Wifi and Smart TVs
Kamaole Sands
Kamaole Sands refreshing swimming pool
Kamaole Sands III beach
Living area
Exceptional
(115 reviews)

Your Hawaiian Beach Get Away, Steps From Great Beach!

Kihei

12% off
$231
$1,616 for 7 nights
All fees included
Your Hawaiian Beach Get Away, Steps From Great Beach!
Living area
Pool
Exterior
Private kitchen
Exceptional
(181 reviews)

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

Kihei

8% off
$263
$1,838 for 7 nights
All fees included
Read our Reviews! Newly Updated Condo! Perfect Getaway Steps to Beach & Dining!
Living area
Exterior
Great bedroom with king bed
Lanai view
Exceptional
(110 reviews)

Oceanview Top Floor Condo, with Internet Access.

Kihei

8% off
$213
$1,492 for 7 nights
All fees included
Oceanview Top Floor Condo, with Internet Access.
Private kitchen
Beach
Terrace/patio
Exterior
Exceptional
(65 reviews)

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

Kihei

8% off
$235
$1,648 for 7 nights
All fees included
Hotel Zoned! Steps to the Beach, Dining and Shopping! Summer Specials! Inquire
Freds Mexican Cafe & Moose's is located just across the street from Kamaole II.
Maui Tropical Plantation.
Parking at the Maui Banyan is convenient and covered
Beautiful view to the pool
Exceptional
(29 reviews)

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

Kihei

9% off
$213
$1,489 for 7 nights
All fees included
TROPICAL MAUI!!! Visit and stay in Comfort and Style...1b/2b
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

8% off
$233
$1,632 for 7 nights
All fees included
Shores of Maui, sensational ocean view in Paradise!
Private kitchen
Property grounds
Dining
Living area
Exceptional
(165 reviews)

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

Kihei

8% off
$360
$2,523 for 7 nights
All fees included
Kamaole Sands Remodeled 1 Bed 2 bathroom, Split AC, king bed
Interior
Room
Room
Pool
Exceptional
(51 reviews)

Blue Sky Escapes One bedroom Beach Steps Away! Pool Hot tub

Kihei

8% off
$294
$2,061 for 7 nights
All fees included
Blue Sky Escapes One bedroom Beach Steps Away! Pool Hot tub
Grounds outside our Lanai
View from Lanai
Lower Swimming Pool
New Kitchen
Exceptional
(59 reviews)

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

Kihei

7% off
$245
$1,712 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
$187
$1,311 for 7 nights
All fees included
BEST RATES in Low Season!~Never a better time to make a trip to Paradise!!
Pool 1
Ocean view from living room
Resort grounds
Living room, kitchen
Exceptional
(7 reviews)

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

Kihei

7% off
$544
$3,806 for 7 nights
All fees included
Top Floor Maui Vista with Ocean View, AC, 5min Walk to Beach
Outdoor dining
Living area
Amazing pool, hot tub, and BBQ amenities
Private kitchen
Exceptional
(126 reviews)

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

Kihei

16% off
$295
$2,063 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 37 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.