South Kihei vacation rentals

We found 2,601 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
Lobby
Lobby
Exceptional
(256 reviews)

Mana Kai Maui Condo - Right on the Beach!

Kihei

9% off
$559
$3,912 for 7 nights
All fees included
Mana Kai Maui Condo - Right on the Beach!
Property grounds
View from kitchen onto living room and balcony.
Master bedroom 1
King size bed with private balcony and bathroom.
Large hot tub
Exceptional
(79 reviews)

OCEAN VIEW, WALK TO BEACH, SLEEPS 8, POOL & HOT TUB, 3BDR + PRIVATE MASTER SUITE

Kihei

8% off
$481
$3,369 for 7 nights
All fees included
OCEAN VIEW, WALK TO BEACH, SLEEPS 8, POOL & HOT TUB, 3BDR + PRIVATE MASTER SUITE
Main bedroom with comfortable King bed and ocean view.
Pool and ocean view from the remodeled rooftop.
Modern and fully-equipped kitchen with induction stovetop for easy meal prep.
Lanai for outdoor dining and with perfect view for turtle or whale watching.
Exceptional
(49 reviews)

Breathtaking Ocean Front Views. Incredible Reviews.

Kihei

9% off
$952
$6,666 for 7 nights
All fees included
Breathtaking Ocean Front Views. Incredible Reviews.
Beautiful Kitchen
Oasis Pool with waterfall, Cabana, Kitchen, additional BBQs and Restrooms
Entrance to Pool Area
Barbeque Area in Gazebo and near pool area
Exceptional
(176 reviews)

Maui Kamaole CONDO M102 TOTALLY RENOVATED

Kihei

8% off
$266
$1,864 for 7 nights
All fees included
Maui Kamaole CONDO M102 TOTALLY RENOVATED
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
$192
$1,345 for 7 nights
All fees included
Escape to Paradise at the Maui Vista "3rd Bld 1b/1b"
Dining area, kitchen
Granite countertop, living area
Living area looks out to lanai and lush landscaping
Community swimming pool on property
Exceptional
(140 reviews)

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

Kihei

8% off
$221
$1,545 for 7 nights
All fees included
Kihei, Maui Ground Floor Tropical Getaway - Across street from beach
Interior
Outdoor dining
View from Keawakapu Beach
Private kitchen
Exceptional
(79 reviews)

Newly Renovated 6th floor Panoramic Beachfront Condo Fully Air Conditioned

Kihei

9% off
$667
$4,670 for 7 nights
All fees included
Newly Renovated 6th floor Panoramic Beachfront Condo Fully Air Conditioned
entrance for Royal Mauian
private pool
ocean and west Maui mountain views from Lanai
Beautiful views from rooftop terrace
Wonderful
(130 reviews)

Top Floor Unit ~ Endless Ocean Views

Kihei

6% off
$413
$2,893 for 7 nights
All fees included
Top Floor Unit ~ Endless Ocean Views
Entry Sign by Kihei Rd
Lower Swimming Pool
Living Room from Master Bedroom Railing
Living Room
Exceptional
(95 reviews)

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

Kihei

6% off
$444
$3,110 for 7 nights
All fees included
D211 Quiet & Private 2br2ba near Wailea 2026 Discount 10% 7 nts or more.
Water fountain greets you when you first arrive
View from our Lanai.
Living Room
Living Room looking out to lanai
Exceptional
(73 reviews)

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

Kihei

8% off
$428
$2,997 for 7 nights
All fees included
Highly desirable top floor unit with garden and ocean view has hot summer deals!
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
$302
$2,117 for 7 nights
All fees included
Kihei Akahi D514- Panoramic view! Owner managed- Hotel zoned- A/C throughout
Living area
Exterior
Living area
Lanai view
Exceptional
(110 reviews)

Oceanview Top Floor Condo, with Internet Access.

Kihei

8% off
$212
$1,481 for 7 nights
All fees included
Oceanview Top Floor Condo, with Internet Access.
Private kitchen
Outdoor dining
Pool
Property grounds
Exceptional
(101 reviews)

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

Kihei

8% off
$272
$1,901 for 7 nights
All fees included
Ocean View!! 1BR Luxury Condo!! Kihei, Fully Remodeled! Superior Reviews, Pool
Private kitchen
Property grounds
Living area
view from lanai over the complex grounds
Exceptional
(166 reviews)

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

Kihei

8% off
$338
$2,369 for 7 nights
All fees included
Kamaole Sands Remodeled 1 Bed 2 bathroom, Split AC, king bed
New kitchen with sliding table. Small table position shown. Seats 3 to 5.
Living area
Dresser Drawers in bedroom. AC cabinet to the right of TV.
Our 3 turtles welcome you
Exceptional
(49 reviews)

Beachfront 1-bedroom corner condo on Kameole Beach II, with two ocean views.

Kihei

9% off
$509
$3,564 for 7 nights
All fees included
Beachfront 1-bedroom corner condo on Kameole Beach II, with two ocean views.
Pool and 2 hot tubs
Our beloved 5 Palms is gone but new restaurant slated to open here December 2023
Living area
Kamaole Sands grounds
Exceptional
(89 reviews)

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

Kihei

8% off
$287
$2,008 for 7 nights
All fees included
Beautifully renovated luxury condo steps from the sand on premier Kihei beach!
Exterior detail
Interior
Private kitchen
Coastal serene decor
Exceptional
(35 reviews)

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

Kihei

8% off
$465
$3,253 for 7 nights
All fees included
Oceanside -Walk to Beach- Modern & Serene- 2BD, 2BA- Kihei Alii Kai-Full Remodel
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
$274
$1,921 for 7 nights
All fees included
Spacious 1 Bedrm Unit. Stunning Ocean View, in South Kihei, Maui.
Amazing pool, hot tub, and BBQ amenities
Living area
Exterior detail
Outdoor dining
Exceptional
(126 reviews)

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

Kihei

16% off
$292
$2,042 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.