South Kihei holiday homes

We found 2,591 holiday rentals — enter your dates for availability
Select from 38 houses, 1835 flats and other holiday rentals to find the perfect place for your stay in South Kihei. Holiday rentals offer the best amenities for you and your friends, family or even pets, such as Wi-Fi and a pool. You'll be able to choose a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – South Kihei

Showing deals for:11 Dec - 18 Dec

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

Mana Kai Maui Condo - Right on the Beach!

Kihei

7% off
NZ$7,862
for 7 nights, 1 apartment
NZ$1,123 per night
includes taxes & fees
Mana Kai Maui Condo - Right on the Beach!
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

8% off
NZ$2,658
for 7 nights, 1 apartment
NZ$380 per night
includes taxes & fees
Escape to Paradise at the Maui Vista "3rd Bld 1b/1b"
Kihei Akahi is a beautiful complex and is in the middle of South Kihei.
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

7% off
NZ$3,184
for 7 nights, 1 apartment
NZ$455 per night
includes taxes & fees
~Amazing Ocean View on 3rd flr~ MAUI AWAITS YOU!!
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

7% off
NZ$3,071
for 7 nights, 1 apartment
NZ$439 per night
includes taxes & fees
Kihei, Maui Ground Floor Tropical Getaway - Across street from beach
Beautiful Kitchen
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

7% off
NZ$3,670
for 7 nights, 1 apartment
NZ$524 per night
includes taxes & fees
Maui Kamaole CONDO M102 TOTALLY RENOVATED
Private kitchen
Outdoor dining
View from Keawakapu Beach
View from the heated pool.
Exceptional
(79 reviews)

Newly Renovated 6th floor Panoramic Beachfront Condo Fully Air Conditioned

Kihei

8% off
NZ$9,213
for 7 nights, 1 apartment
NZ$1,316 per night
includes taxes & fees
Newly Renovated 6th floor Panoramic Beachfront Condo Fully Air Conditioned
Pool Area
Living area
2023 new sofa bed living room
Kitchen overlooks the ocean view
Exceptional
(42 reviews)

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

Kihei

7% off
NZ$3,791
for 7 nights, 1 apartment
NZ$542 per night
includes taxes & fees
Modern, remodeled, ocean views, comfortable and convenient 580 sf
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

6% off
NZ$5,794
for 7 nights, 1 apartment
NZ$828 per night
includes taxes & fees
Top Floor Unit ~ Endless Ocean Views
Water fountain greets you when you first arrive
View from our Lanai.
Living Room
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

7% off
NZ$6,064
for 7 nights, 1 apartment
NZ$866 per night
includes taxes & fees
Highly desirable top floor unit with garden and ocean view has hot summer deals!
Living Room from Master Bedroom Railing
Lower Swimming Pool
Entry Sign by Kihei Rd
New Kitchen
Exceptional
(95 reviews)

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

Kihei

5% off
NZ$6,211
for 7 nights, 1 apartment
NZ$887 per night
includes taxes & fees
D211 Quiet & Private 2br2ba near Wailea 2026 Discount 10% 7 nts or more.
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

6% off
NZ$4,156
for 7 nights, 1 apartment
NZ$594 per night
includes taxes & fees
Kihei Akahi D514- Panoramic view! Owner managed- Hotel zoned- A/C throughout
Dining
Property grounds
Private kitchen
Living area
Exceptional
(168 reviews)

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

Kihei

7% off
NZ$4,635
for 7 nights, 1 apartment
NZ$662 per night
includes taxes & fees
Kamaole Sands Remodeled 1 Bed 2 bathroom, Split AC, king bed
Living area
Exterior
Lanai view
Great bedroom with king bed
Exceptional
(110 reviews)

Oceanview Top Floor Condo, with Internet Access.

Kihei

7% off
NZ$2,946
for 7 nights, 1 apartment
NZ$421 per night
includes taxes & fees
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

7% off
NZ$3,936
for 7 nights, 1 apartment
NZ$562 per night
includes taxes & fees
Ocean View!! 1BR Luxury Condo!! Kihei, Fully Remodeled! Superior Reviews, Pool
Pool
Picture perfect living room views
Street view
Private kitchen
Exceptional
(105 reviews)

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

Kihei

7% off
NZ$3,821
for 7 nights, 1 apartment
NZ$546 per night
includes taxes & fees
Spacious 1 Bedrm Unit. Stunning Ocean View, in South Kihei, Maui.
Pool and 2 hot tubs
Our beloved 5 Palms is gone but new restaurant slated to open here December 2023
Kamaole Sands grounds
Outdoor dining
Exceptional
(89 reviews)

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

Kihei

7% off
NZ$3,942
for 7 nights, 1 apartment
NZ$563 per night
includes taxes & fees
Beautifully renovated luxury condo steps from the sand on premier Kihei beach!
Private kitchen
Interior
Exterior detail
Coastal serene decor
Exceptional
(35 reviews)

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

Kihei

7% off
NZ$6,464
for 7 nights, 1 apartment
NZ$923 per night
includes taxes & fees
Oceanside -Walk to Beach- Modern & Serene- 2BD, 2BA- Kihei Alii Kai-Full Remodel
  • Peace of mind

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  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

Can I find holiday rentals in South Kihei?
Yes, there are holiday rentals close to the most popular sights in South Kihei, or you can select a more secluded option if you're looking for a relaxing stay.
How many holiday rentals will I find in South Kihei?
Expedia has 38 holiday 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 favourite places to visit such as Wailea Beach and Haleakala National Park in the wider area.
What are holiday rentals like in South Kihei?
Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in South Kihei. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from shared hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for family trips or small group gatherings.