South Kihei holiday rentals

We found 2,591 holiday rentals — enter your dates for availability
Select from 39 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:25 Dec - 1 Jan

Ocean view from the lanai, kitchen and living area
Golfing in Paradise
Kihei Akahi is a beautiful complex and is in the middle of South Kihei.
Kihei Akahi Grounds are well maintained and tropical
Excellent
(42 reviews)

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

Kihei

5% off
AU$3,444
for 7 nights, 1 apartment
AU$492 per night
includes taxes & fees
~Amazing Ocean View on 3rd flr~ MAUI AWAITS YOU!!
Community swimming pool on property
Granite countertop, living area
Living area, dining, and kitchen
Dining area, kitchen
Exceptional
(140 reviews)

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

Kihei

7% off
AU$3,008
for 7 nights, 1 apartment
AU$430 per night
includes taxes & fees
Kihei, Maui Ground Floor Tropical Getaway - Across street from beach
Kitchen overlooks the ocean view
Living area
Pool Area
2023 new sofa bed living room
Exceptional
(42 reviews)

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

Kihei

7% off
AU$3,735
for 7 nights, 1 apartment
AU$534 per night
includes taxes & fees
Modern, remodeled, ocean views, comfortable and convenient 580 sf
Private kitchen
Property grounds
Living area
view from lanai over the complex grounds
Exceptional
(168 reviews)

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

Kihei

8% off
AU$6,008
for 7 nights, 1 apartment
AU$858 per night
includes taxes & fees
Kamaole Sands Remodeled 1 Bed 2 bathroom, Split AC, king bed
Exterior
Beach
Terrace/patio
Private kitchen
Exceptional
(65 reviews)

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

Kihei

7% off
AU$2,859
for 7 nights, 1 apartment
AU$408 per night
includes taxes & fees
Hotel Zoned! Steps to the Beach, Dining and Shopping! Summer Specials! Inquire
New Kitchen
View from Lanai
Grounds outside our Lanai
Lower Swimming Pool
Exceptional
(59 reviews)

# 107 Lovely Grnd Flr King bed Unit, accross the street is a white sand beach

Kihei

7% off
AU$2,826
for 7 nights, 1 apartment
AU$404 per night
includes taxes & fees
# 107 Lovely Grnd Flr King bed Unit, accross the street is a white sand beach
Kitchen with new cabinets, counters and appliances
Living area
Exterior detail
Private kitchen
Exceptional
(42 reviews)

Kihei 1 Bedroom Beach Condo

Kihei

5% off
AU$4,399
for 7 nights, 1 apartment
AU$628 per night
includes taxes & fees
Kihei 1 Bedroom Beach Condo
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.
Bright and Tropical Living Room with PC and Printer.
Exceptional
(132 reviews)

Beautiful Maui Home Away from Home

Kihei

7% off
AU$2,628
for 7 nights, 1 apartment
AU$375 per night
includes taxes & fees
Beautiful Maui Home Away from Home
Amazing pool, hot tub, and BBQ amenities
Living area
Outdoor dining
Private kitchen
Exceptional
(126 reviews)

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

Kihei

8% off
AU$11,775
for 7 nights, 1 apartment
AU$1,682 per night
includes taxes & fees
Artistic Top-Floor Tropical Penthouse – Steps to Maui’s Best Beach
Beach
Property grounds
Pool
Living area
Exceptional
(65 reviews)

Kihei Akahi C310-Owner Managed-Complete Renovation-Modern Luxury-A/C throughout

Kihei

7% off
AU$3,845
for 7 nights, 1 apartment
AU$549 per night
includes taxes & fees
Kihei Akahi C310-Owner Managed-Complete Renovation-Modern Luxury-A/C throughout
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • 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 39 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.