Holiday Homes in South Maui

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Featured Holiday Homes in South Maui

Beautiful 3-bedroom townhome in Kihei

9.6 out of 10, Exceptional, (4)
"We loved our stay! The place had everything the family needed for visiting the beach and the place was clean and comfortable. Would stay again! "
The price is NZ$767
includes taxes & fees
2 Aug - 3 Aug
Beautiful 3-bedroom townhome in Kihei

Kihei Akahi A102: Maui Ocean Front Town House - Location, Location, Location!!!

9.4 out of 10, Exceptional, (58)
"Everything you need in the condo and enough beaches to try one every day!"
Kihei Akahi A102: Maui Ocean Front Town House - Location, Location, Location!!!

Stunning Beach Front Townhouse

10.0 out of 10, Exceptional, (93)
"Firstly, Susan was so wonderful to deal with- thank you for being so welcoming and accommodating- we really appreciated the late checkout- with a 3 year old toddler with us…he was able to nap and that made such a wonderful difference to our last day in paradise. The view is amazing! Would love to stay there again someday soon. "
Stunning Beach Front Townhouse

4 bedroom beach home with added sofa bed, ocean view, swimming pool, Jacuzzi

10.0 out of 10, Exceptional, (54)
"Well appointed and fantastic location. Wonderful sunsets and loved watching all the goings on in the park next door. The private pool was like our own little oasis. Would definitely recommend to any group going to Maui. "
4 bedroom beach home with added sofa bed, ocean view, swimming pool, Jacuzzi

Kihei Maui Beach house - On the water

9.8 out of 10, Exceptional, (57)
"Fantastic location. Wonderful pool. Lots of gear to use. It met our expectations. Comfortable space for all 9 of us. Very close to the ocean. We would stay there again. "
Kihei Maui Beach house - On the water

DISCOUNTED AUGUST SPECIAL Oceanfront Private Home

10.0 out of 10, Exceptional, (107)
"We had a wonderful week with our adult children and spouses/fiancée. The house perfect for our group of 7.Janna was a great host. Very responsive to our questions/texts.I recommend this house to anyone looking for a family vacation on Maui."
DISCOUNTED AUGUST SPECIAL Oceanfront Private Home

BEACHFRONT MAUI KIHEI HOUSE

9.8 out of 10, Exceptional, (163)
"Great property with a good central location. We enjoyed the turtles every evening. The house was fully stocked with everything we needed. A great hub for a fun friend’s trip!"
BEACHFRONT MAUI KIHEI HOUSE

Private Luxury Villa in Kihei. Just moments walk to the beach. 10/10 reviews!

10.0 out of 10, Exceptional, (35)
"Loved our time and stay!"
Private Luxury Villa in Kihei. Just moments walk to the beach. 10/10 reviews!

Sugar Beach Resort condo with ocean view, AC - surf, bike & golf

8.8 out of 10, Excellent, (49)
"The condo is fairly old but is clean and you can't beat the location. Just steps from the water"
Sugar Beach Resort condo with ocean view, AC - surf, bike & golf

Family-friendly 4BR/2BA House🌺Close to Beach/Park,Dining & Shops | Hot Tub & AC

10.0 out of 10, Exceptional, (185)
"Beautiful home perfect for our group of 7 friends. Thank you!"
Family-friendly 4BR/2BA House🌺Close to Beach/Park,Dining & Shops | Hot Tub & AC

Oceanfront Penthouse Vistas

4.5 star property
10.0 out of 10, Exceptional, (4)
"We loved this condo! Had everything we needed and then some. The views were spectacular!"
Oceanfront Penthouse Vistas

Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre

9.8 out of 10, Exceptional, (202)
"great for large groups"
Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre

Luxurious Tropical Home with Heated Pool, 5min to Wailea Beach, Mini Split ACs!

10.0 out of 10, Exceptional, (62)
"Neat clean lots of amenities "
Luxurious Tropical Home with Heated Pool, 5min to Wailea Beach, Mini Split ACs!

Maui Vista 1210

3.5 star property
7.6 out of 10, Good, (5)
"It is a very convenient place."
Maui Vista 1210

Panoramic Views - Fourth Row Ho'olei - One of a Kind 112-4

10.0 out of 10, Exceptional, (27)
"The house is laid out very nicely. The views are spectacular."
Panoramic Views - Fourth Row Ho'olei - One of a Kind 112-4

Makena Oceanfront Home 3 Bedroom/3 Bath 1/2 Acre Lot On The Ocean

9.8 out of 10, Exceptional, (98)
"Comfortable beds, effective air conditioning and a great location a short walk from a sandy beach "
Makena Oceanfront Home 3 Bedroom/3 Bath 1/2 Acre Lot On The Ocean

Newly Renovated Closest to Ho'olei Pool, Wailea Beach, the Grand, Fitness Center

9.8 out of 10, Exceptional, (100)
"Our extended family really enjoyed this condo. It is spacious for a large group. The location is very convenient to walk to the amenities -especially the beautiful pool area.It is also easy to drive to other areas of Maui.The property manager is very helpful- we enjoyed a number of the restaurant recommendations.We would love to return- thanks to all for making it a special stay."
Newly Renovated Closest to Ho'olei Pool, Wailea Beach, the Grand, Fitness Center

Hale Kai O Kihei Condo w/ Ocean View, Shared W/D-Waves Await

10.0 out of 10, Exceptional, (40)
"Everything about this place"
Hale Kai O Kihei Condo w/ Ocean View, Shared W/D-Waves Await

Maui Designer Beach Villa, Wailea, Ho'olei 39-2

9.8 out of 10, Exceptional, (25)
"Top notch location "
Maui Designer Beach Villa, Wailea, Ho'olei 39-2

Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub

9.6 out of 10, Exceptional, (106)
"Nice property with plenty of space, great location on the island, super communicative and polite host, and such a great backyard/outdoor area. Would highly recommend!"
The price is NZ$2,127
includes taxes & fees
4 Aug - 5 Aug
Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top South Maui Hotel Reviews