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

Salt water pool
View on the pool
Spacious lanai with enough seating for the whole family.
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!
Kihei Akahi Grounds are well maintained and tropical
Golfing in Paradise
Kihei Akahi is a beautiful complex and is in the middle of South Kihei.
Private bedroom with queen bed and closet space for your clothing
Excellent
(42 reviews)

~Amazing Ocean View on 3rd flr~ MAUI AWAITS YOU!!

Kihei

8% off
$233
$1,629 for 7 nights
All fees included
~Amazing Ocean View on 3rd flr~ MAUI AWAITS YOU!!
Barbeque Area in Gazebo and near pool area
Oasis Pool with waterfall, Cabana, Kitchen, additional BBQs and Restrooms
Entrance to 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
Terrific Maui Vista!!
Sparkling Pool Area
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
View from the heated pool.
Outdoor dining
Private kitchen
View from Keawakapu Beach
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
Beautiful views from rooftop terrace
private pool
ocean and west Maui mountain views from Lanai
entrance for Royal Mauian
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
2023 new sofa bed living room
Living area
Kitchen overlooks the ocean view
Lanai with Table and 4 Chairs Ocean View
Exceptional
(42 reviews)

Modern, remodeled, ocean views, comfortable and convenient 580 sf

Kihei

8% off
$275
$1,924 for 7 nights
All fees included
Modern, remodeled, ocean views, comfortable and convenient 580 sf
Living Room from Master Bedroom Railing
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.
Water fountain greets you when you first arrive
View from our Lanai.
Living Room looking out to lanai
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!
Tile floor throughout living and bedroom areas. Two rocking chairs for relaxing.
Outdoor dining
Walk to the beach or sit on the lanai and enjoy the view.
Room
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
The Lanai -- A Place to have a Relaxing Meal or Evening Glass of Wine.
Kihei Akahi's Grounds.  Flowers Everywhere
Upper Pool a Few Steps from the Lanai.
Flat Screen TV, DVD/VCR Player.  DVDs and VHS Tapes. Books
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
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.
Pool
Outdoor dining
Private kitchen
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
view from lanai over the complex grounds
Property grounds
Private kitchen
Dining
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
Outdoor dining
Our beloved 5 Palms is gone but new restaurant slated to open here December 2023
Living area
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!
Coastal serene decor
Interior
Private kitchen
Grass area at Kamaole Beqch 1
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
Pool
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.
Exterior detail
Living area
Amazing pool, hot tub, and BBQ amenities
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

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.