South Kihei holiday rentals

We found 2,588 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

Kihei Akahi is a beautiful complex and is in the middle of South Kihei.
Golfing in Paradise
Private bedroom with queen bed and closet space for your clothing
Kihei Akahi Grounds are well maintained and tropical
Excellent
(42 reviews)

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

Kihei

5% off
S$3,255
for 7 nights, 1 apartment
S$465 per night
includes taxes & fees
~Amazing Ocean View on 3rd flr~ MAUI AWAITS YOU!!
Dining area, kitchen
Granite countertop, living area
Community swimming pool on property
Living area, dining, and kitchen
Exceptional
(140 reviews)

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

Kihei

7% off
S$2,811
for 7 nights, 1 apartment
S$402 per night
includes taxes & fees
Kihei, Maui Ground Floor Tropical Getaway - Across street from beach
Kitchen overlooks the ocean view
Living area
Lanai with Table and 4 Chairs Ocean View
Pool Area
Exceptional
(42 reviews)

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

Kihei

7% off
S$3,519
for 7 nights, 1 apartment
S$503 per night
includes taxes & fees
Modern, remodeled, ocean views, comfortable and convenient 580 sf
Upper Pool a Few Steps from the Lanai.
Kihei Akahi's Grounds.  Flowers Everywhere
The Lanai -- A Place to have a Relaxing Meal or Evening Glass of Wine.
Bright and Tropical Living Room with PC and Printer.
Exceptional
(132 reviews)

Beautiful Maui Home Away from Home

Kihei

7% off
S$2,463
for 7 nights, 1 apartment
S$352 per night
includes taxes & fees
Beautiful Maui Home Away from Home
Exterior
Beach
Terrace/patio
Property grounds
Exceptional
(65 reviews)

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

Kihei

7% off
S$2,682
for 7 nights, 1 apartment
S$383 per night
includes taxes & fees
Hotel Zoned! Steps to the Beach, Dining and Shopping! Summer Specials! Inquire
Kitchen with new cabinets, counters and appliances
Living area
Private kitchen
Interior
Exceptional
(42 reviews)

Kihei 1 Bedroom Beach Condo

Kihei

5% off
S$3,886
for 7 nights, 1 apartment
S$555 per night
includes taxes & fees
Kihei 1 Bedroom Beach Condo
Living area
Property grounds
view from lanai over the complex grounds
Private kitchen
Exceptional
(168 reviews)

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

Kihei

7% off
S$5,558
for 7 nights, 1 apartment
S$794 per night
includes taxes & fees
Kamaole Sands Remodeled 1 Bed 2 bathroom, Split AC, king bed
Beach
Property grounds
Pool
Living area
Exceptional
(65 reviews)

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

Kihei

7% off
S$3,557
for 7 nights, 1 apartment
S$508 per night
includes taxes & fees
Kihei Akahi C310-Owner Managed-Complete Renovation-Modern Luxury-A/C throughout
Lower Swimming {Pool from our Lanai
View from Lanai
New Kitchen
Grounds outside our Lanai
Exceptional
(59 reviews)

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

Kihei

6% off
S$2,649
for 7 nights, 1 apartment
S$378 per night
includes taxes & fees
# 107 Lovely Grnd Flr King bed Unit, accross the street is a white sand beach
Outdoor dining
Living area
Private kitchen
Exterior detail
Exceptional
(126 reviews)

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

Kihei

8% off
S$10,565
for 7 nights, 1 apartment
S$1,509 per night
includes taxes & fees
Artistic Top-Floor Tropical Penthouse – Steps to Maui’s Best Beach
  • 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.