Keawakapu Beach showing landscape views, tropical scenes and a sandy beach

South Kihei holiday rentals

We found 2,521 holiday rentals — enter your dates for availability

Where to?

Dates

Calendar
Flexible dates

October 2025

November 2025

Select from 55 houses, 2188 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:16 Jan - 23 Jan

Exceptional

(75 reviews)

Maui Banyan king, 2 bathroom, steps to Kamaole beach, sleeps 4 - No parking fee

Kihei, HI

7% off

for 7 nights, 1 apartment

AU$549 per night

includes taxes & fees

Exceptional

(90 reviews)

1-bedroom condo, short walk to Kamaole Beach - Great Fall 2025 rates!

Kihei, HI

7% off

for 7 nights, 1 apartment

AU$645 per night

includes taxes & fees

You'll love the lanai which is right near the sunken pool area, creating quiet

Exceptional

(46 reviews)

Maui Kamaole, 2 lanais, queen sofa beds, quiet, eco friendly, south Kihei condo

Kihei, HI

7% off

for 7 nights, 1 apartment

AU$715 per night

includes taxes & fees

Beautifully updated living area with wood floors

Excellent

(59 reviews)

BEST RATES in Low Season!~Never a better time to make a trip to Paradise!!

Kihei, HI

7% off

for 7 nights, 1 apartment

AU$441 per night

includes taxes & fees

Exceptional

(17 reviews)

Beautiful Kamaole Sands Oceanview Condominium - Xmas is available!!

Kihei, HI

8% off

for 7 nights, 1 apartment

AU$735 per night

includes taxes & fees

Exceptional

(32 reviews)

Maui Paradise: Steps to Sand & Sun. Blg#1-Ocean View, AC's, Fast Wifi, 1st Floor

Kihei, HI

7% off

for 7 nights, 1 apartment

AU$781 per night

includes taxes & fees

Exceptional

(25 reviews)

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

Kihei, HI

7% off

for 7 nights, 1 apartment

AU$648 per night

includes taxes & fees

Exceptional

(38 reviews)

Ocean View!!! Newly Remodeled!🏝Steps to the Beach! 💗 Kihei Island Surf

Kihei, HI

7% off

for 7 nights, 1 apartment

AU$733 per night

includes taxes & fees

Wonderful

(18 reviews)

Kamaole Beach 1BR/Ocean View & AC/2 Pools & Tennis, Full Kitchen, Walk to Dining

Kihei, HI

7% off

for 7 nights, 1 apartment

AU$586 per night

includes taxes & fees

Exceptional

(78 reviews)

Hawaiian Oceanfront Paradise at Royal Mauian Resort Unit #304/2 bedroom/2 bath

Kihei, HI

7% off

for 7 nights, 1 apartment

AU$1,083 per night

includes taxes & fees

Remodeled kitchen with Cherry Wood Cabinets and Granite Counters

Exceptional

(233 reviews)

5-Star Reviews! All Remodeled! Split Air! Quiet Building 5! Ocean/Garden View!

Kihei, HI

7% off

for 7 nights, 1 apartment

AU$638 per night

includes taxes & fees

Exceptional

(93 reviews)

Aloha! Close enough to the beach you can walk. Maui misses you!

Kihei, HI

7% off

for 7 nights, 1 apartment

AU$589 per night

includes taxes & fees

Exceptional

(95 reviews)

DISCOUNTED RATES! Brand New - Completely Remodeled, steps from the beach.

Kihei, HI

7% off

for 7 nights, 1 apartment

AU$594 per night

includes taxes & fees

Exceptional

(122 reviews)

Serene relaxing Maui condo. Steps from Best Maui beaches!

Kihei, HI

8% off

for 7 nights, 1 apartment

AU$450 per night

includes taxes & fees

Exceptional

(140 reviews)

Island Surf, 612B, Kihei, Maui, Hawaii. Across the street from the beach.

Kihei, HI

7% off

for 7 nights, 1 apartment

AU$432 per night

includes taxes & fees

Exceptional

(58 reviews)

Book NOW for Whale season. Ocean view Pac Shores great for couples and families!

Kihei, HI

7% off

for 7 nights, 1 apartment

AU$863 per night

includes taxes & fees

Exceptional

(41 reviews)

WOW!!! Great Winter Special Minutes from the Beach. NEW AC for your Perfect Stay

Kihei, HI

5% off

for 7 nights, 1 apartment

AU$742 per night

includes taxes & fees

Exceptional

(13 reviews)

PARADISE RV .You won't forget your time in this romantic, memorable place.

Kihei, HI

7% off

for 7 nights, 1 home

AU$317 per night

includes taxes & fees

Exceptional

(148 reviews)

20%off 7days! Ocean View Top Floor, Steps from Beach, AC all rooms, Pool, Tennis

Kihei, HI

15% off

for 7 nights, 1 apartment

AU$762 per night

includes taxes & fees

Exceptional

(53 reviews)

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

Kihei, HI

7% off

for 7 nights, 1 apartment

AU$570 per night

includes taxes & fees

Exceptional

(45 reviews)

Newly Renovated Ground Floor Condo In Paradise

Kihei, HI

9% off

for 7 nights, 1 apartment

AU$450 per night

includes taxes & fees

Exceptional

(109 reviews)

2 Bed, 2 bath ocean view, A/c Kamaole Sands A graded condo

Kihei, HI

7% off

for 7 nights, 1 apartment

AU$755 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find properties near top attractions in South Kihei

Kamaole Beach Park

Find the best place to stay - South Kihei

Premier Host

!!! OCEANVIEW!!! 2Bdm Reno'd Top-Floor Kamaole Beach

Sleeps 4 · 2 bedrooms · 2 bathrooms

Premier Host

New Upgrades! Tropical Decor Penthouse, Gr8 Ocean Views Full A/C Close 2 beach

Sleeps 6 · 2 bedrooms · 2 bathrooms

Top rated rentals - South Kihei

Premier Host

Perfect cottage close to the beach

We absolutely loved our stay here! This cottage is located close to the beach, grocery store and food trucks and was spotlessly clean which is really important to us. Everything you could possibly need is there to cook your own meals and we really enjoyed eating meals in the outdoor garden. We enjoyed the Maui walking tour which started down the road and visiting nearby beaches and snorkelling. The Waimea beach walk is a short drive away. We liked having a car to get around, but the beach is also within walking distance. Off street parking is a bonus, the quality of towels and linen is high and the cottage exceeded our expectations. This is the place to stay if you want a quiet getaway away from the crowds and noise.

Sophie S.

Stayed June 2024

Premier Host

Great value for money

Good location near the beach. Was perfect for what we needed. Would stay here again in future.

Nicholas V.

Stayed June 2023

Living room, taken from inside the lanai sliding door

Kihei

We loved our stay, everything was exactly as described. Thanks for everything!

Clark T.

Stayed Sept 2019

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 in South Kihei close to Maui Fish Pipe, 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 55 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 enjoy the outdoors, whereas family-friendly attractions include Maui Fish Pipe. Other places in town to visit include Kamaole Beach Park and Keawakapu Beach North.

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.