South Kihei vacation rentals

We found 2,592 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

Lobby
View on the pool
Spacious lanai with enough seating for the whole family.
Salt water pool
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!
Modern and fully-equipped kitchen with induction stovetop for easy meal prep.
Pool and ocean view from the remodeled rooftop.
Drone shot of the Royal Mauian nestled between Kam 1 and Kam 2 beaches.
Main bedroom with comfortable King bed and ocean view.
Exceptional
(49 reviews)

Breathtaking Ocean Front Views. Incredible Reviews.

Kihei

9% off
$963
$6,739 for 7 nights
All fees included
Breathtaking Ocean Front Views. Incredible Reviews.
Barbeque Area in Gazebo and near pool area
Oasis Pool with waterfall, Cabana, Kitchen, additional BBQs and Restrooms
Beautiful Kitchen
Entrance to Pool Area
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
Wailea Golf Course, get your game on!
BBQ areas at the Maui Vista
Maui Vista is popular in affordability and comfort comfortable
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 looks out to lanai and lush landscaping
Granite countertop, living area
Community swimming pool on property
Dining area, kitchen
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
Private kitchen
Outdoor dining
View from the heated pool.
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
entrance for Royal Mauian
private pool
Room
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
Living Room from Master Bedroom Railing
Lower Swimming Pool
New Kitchen
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.
Living Room looking out to lanai
Water fountain greets you when you first arrive
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
Pool, shaded area  and BBQ within steps.
Walk to the beach or sit on the lanai and enjoy the view.
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
Flat Screen TV, DVD/VCR Player.  DVDs and VHS Tapes. Books
Bright and Tropical Living Room with PC and Printer.
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
Property grounds
Beach
Private kitchen
Exterior
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
Living area
Exterior
Lanai view
Great bedroom with king bed
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.
Private kitchen
Outdoor dining
Private kitchen
Property grounds
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
view from lanai over the complex grounds
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
Dresser Drawers in bedroom. AC cabinet to the right of TV.
Living area
Our 3 turtles welcome you
New kitchen with sliding table. Small table position shown. Seats 3 to 5.
Exceptional
(50 reviews)

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

Kihei

9% off
$501
$3,509 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
Outdoor dining
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!
Exterior detail
Interior
Coastal serene decor
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
Street view
Picture perfect living room views
Pool
Living area
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.
Outdoor dining
Living area
Private kitchen
Exterior detail
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.