South Kihei vacation rentals

We found 2,593 vacation rentals — enter your dates for availability
Select from 38 houses, 1843 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:Dec 11 - Dec 18

Spacious lanai with enough seating for the whole family.
View on the pool
Salt water pool
Lobby
Exceptional
(256 reviews)

Mana Kai Maui Condo - Right on the Beach!

Kihei

9% off
$550
$3,852 for 7 nights
All fees included
Mana Kai Maui Condo - Right on the Beach!
Entrance to Pool Area
Oasis Pool with waterfall, Cabana, Kitchen, additional BBQs and Restrooms
Barbeque Area in Gazebo and near pool area
Dining
Exceptional
(177 reviews)

Maui Kamaole CONDO M102 TOTALLY RENOVATED

Kihei

8% off
$269
$1,880 for 7 nights
All fees included
Maui Kamaole CONDO M102 TOTALLY RENOVATED
Maui Vista is popular in affordability and comfort comfortable
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
$192
$1,343 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
Dining area, kitchen
Living area looks out to lanai and lush landscaping
Exceptional
(140 reviews)

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

Kihei

8% off
$220
$1,540 for 7 nights
All fees included
Kihei, Maui Ground Floor Tropical Getaway - Across street from beach
Room
private pool
Beautiful views from rooftop terrace
ocean and west Maui mountain views from Lanai
Wonderful
(130 reviews)

Top Floor Unit ~ Endless Ocean Views

Kihei

7% off
$406
$2,844 for 7 nights
All fees included
Top Floor Unit ~ Endless Ocean Views
View from the heated pool.
Outdoor dining
Private kitchen
Interior
Exceptional
(79 reviews)

Newly Renovated 6th floor Panoramic Beachfront Condo Fully Air Conditioned

Kihei

9% off
$666
$4,663 for 7 nights
All fees included
Newly Renovated 6th floor Panoramic Beachfront Condo Fully Air Conditioned
New Kitchen
Lower Swimming Pool
Entry Sign by Kihei Rd
Living Room
Exceptional
(95 reviews)

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

Kihei

6% off
$438
$3,069 for 7 nights
All fees included
D211 Quiet & Private 2br2ba near Wailea 2026 Discount 10% 7 nts or more.
Living Room
View from our Lanai.
Water fountain greets you when you first arrive
Circular stairs leads up to Master bedroom
Exceptional
(73 reviews)

Highly desirable top floor unit with garden and ocean view has hot summer deals!

Kihei

8% off
$422
$2,957 for 7 nights
All fees included
Highly desirable top floor unit with garden and ocean view has hot summer deals!
Flat Screen TV, DVD/VCR Player.  DVDs and VHS Tapes. Books
Kihei Akahi's Grounds.  Flowers Everywhere
The Lanai -- A Place to have a Relaxing Meal or Evening Glass of Wine.
Upper Pool a Few Steps from the Lanai.
Exceptional
(132 reviews)

Beautiful Maui Home Away from Home

Kihei

7% off
$173
$1,211 for 7 nights
All fees included
Beautiful Maui Home Away from Home
Room
Outdoor dining
Walk to the beach or sit on the lanai and enjoy the view.
Pool, shaded area  and BBQ within steps.
Exceptional
(108 reviews)

Kihei Akahi D514- Panoramic view! Owner managed- Hotel zoned- A/C throughout

Kihei

7% off
$304
$2,130 for 7 nights
All fees included
Kihei Akahi D514- Panoramic view! Owner managed- Hotel zoned- A/C throughout
Property grounds
Beach
Terrace/patio
Private kitchen
Exceptional
(65 reviews)

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

Kihei

8% off
$257
$1,798 for 7 nights
All fees included
Hotel Zoned! Steps to the Beach, Dining and Shopping! Summer Specials! Inquire
Lanai view
Exterior
Great bedroom with king bed
Living area
Exceptional
(110 reviews)

Oceanview Top Floor Condo, with Internet Access.

Kihei

8% off
$210
$1,473 for 7 nights
All fees included
Oceanview Top Floor Condo, with Internet Access.
Parking at the Maui Banyan is convenient and covered
Maui Tropical Plantation.
Beautiful view to the pool
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

9% off
$244
$1,706 for 7 nights
All fees included
TROPICAL MAUI!!! Visit and stay in Comfort and Style...1b/2b
Pool
Outdoor dining
Property grounds
Private kitchen
Exceptional
(101 reviews)

Ocean View!! 1BR Luxury Condo!! Kihei, Fully Remodeled! Superior Reviews, Pool

Kihei

8% off
$274
$1,920 for 7 nights
All fees included
Ocean View!! 1BR Luxury Condo!! Kihei, Fully Remodeled! Superior Reviews, Pool
Private kitchen
Property grounds
Dining
Living area
Exceptional
(167 reviews)

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

Kihei

8% off
$339
$2,376 for 7 nights
All fees included
Kamaole Sands Remodeled 1 Bed 2 bathroom, Split AC, king bed
Living area
Our beloved 5 Palms is gone but new restaurant slated to open here December 2023
Outdoor dining
Pool and 2 hot tubs
Exceptional
(89 reviews)

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

Kihei

8% off
$289
$2,021 for 7 nights
All fees included
Beautifully renovated luxury condo steps from the sand on premier Kihei beach!
Street view
Picture perfect living room views
Living area
Private kitchen
Exceptional
(105 reviews)

Spacious 1 Bedrm Unit. Stunning Ocean View, in South Kihei, Maui.

Kihei

8% off
$277
$1,937 for 7 nights
All fees included
Spacious 1 Bedrm Unit. Stunning Ocean View, in South Kihei, Maui.
Grass area at Kamaole Beqch 1
Interior
Exterior detail
Private kitchen
Exceptional
(35 reviews)

Oceanside -Walk to Beach- Modern & Serene- 2BD, 2BA- Kihei Alii Kai-Full Remodel

Kihei

8% off
$458
$3,205 for 7 nights
All fees included
Oceanside -Walk to Beach- Modern & Serene- 2BD, 2BA- Kihei Alii Kai-Full Remodel
Amazing pool, hot tub, and BBQ amenities
Living area
Private kitchen
Outdoor dining
Exceptional
(126 reviews)

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

Kihei

16% off
$291
$2,038 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.