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South Maui Holiday Rentals

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Our top choices for South Maui holiday rentals

Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (943 reviews)
"Great stay. Grounds were nice and clean. Staff was friendly. I would stay there again."
United States
Douglas Paul Zwerner or Laura
The price is NZ$579
includes taxes & fees
18 July - 19 July
Aston Maui Hill

Makena Surf - CoralTree Residence Collection

Makena Surf - CoralTree Residence Collection
4.0 star property
Wailea
9.4 out of 10, Exceptional, (116 reviews)
"Most beautiful view"
United States
Vesselina
The price is NZ$2,169
includes taxes & fees
14 Aug - 15 Aug
Makena Surf - CoralTree Residence Collection

Kihei Ali'i Kai Condos with Free Parking

Kihei Ali'i Kai Condos with Free Parking
4.0 star property
South Kihei
9.4 out of 10, Exceptional, (45 reviews)
"We had a wonderful stay at this condo. It was clean, spacious, and well equipped with everything we needed. The kitchen was very convenient, and the location was great. We especially appreciated how comfortable and well maintained the condo was. We would definitely stay here again."
United States
Nataliia
The price is NZ$957
includes taxes & fees
16 July - 17 July
Kihei Ali'i Kai Condos with Free Parking

Grand Champions by KBM

Grand Champions by KBM
3.5 star property
Wailea
10.0 out of 10, Exceptional, (4 reviews)
"Clean everything great time great location! "
United States
Sean
The price is NZ$4,992
includes taxes & fees
14 Aug - 15 Aug
Grand Champions by KBM

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
North Kihei
9.8 out of 10, Exceptional, (279 reviews)
"Absolutely perfect stay! Kevin was very kind and very communicative. I highly recommend staying here when visiting Kīhei."
United States
Sylvia
The price is NZ$702
includes taxes & fees
16 July - 17 July
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
3.5 star property
South Kihei
8.8 out of 10, Excellent, (33 reviews)
"Thank you for hosting us! The place was very clean and the location was fantastic, close to the beach, shops and restaurants!"
United States
Julie
The price is NZ$888
includes taxes & fees
16 July - 17 July
Signature Residences at Maui Banyan

🤙 June-July-August SPECIALS PLUS VRBO discounts 🏝️ at the LIVE ALOHA SUITE

🤙 June-July-August SPECIALS PLUS VRBO discounts 🏝️ at the LIVE ALOHA SUITE
North Kihei
10.0 out of 10, Exceptional, (142 reviews)
"This is the perfect getaway spot. Great direct view of the ocean and beach. "
United States
Mike H.
The price is NZ$1,099
includes taxes & fees
16 July - 17 July
🤙 June-July-August SPECIALS PLUS VRBO discounts 🏝️ at the LIVE ALOHA SUITE

Stunning Property in Building 10 of Kamaole Sands

Stunning Property in Building 10 of Kamaole Sands
South Kihei
10.0 out of 10, Exceptional, (71 reviews)
"Excellent location across great beaches in a walkable location...sunsets from the lanai were great !"
United States
STEPHEN C.
The price is NZ$1,559
includes taxes & fees
28 July - 29 July
Stunning Property in Building 10 of Kamaole Sands

Newly Remodeled Steps to Sugar Beach!

Newly Remodeled Steps to Sugar Beach!
North Kihei
9.6 out of 10, Exceptional, (20 reviews)
"Place was fine for a quick stay. "
United States
Melissa K.
The price is NZ$842
includes taxes & fees
28 July - 29 July
Newly Remodeled Steps to Sugar Beach!

Luxury 2BR 2BTH Sandy Oceanfront Beach Resort! Layout ideal for family with kids

Luxury 2BR 2BTH Sandy Oceanfront Beach Resort! Layout ideal for family with kids
Wailea
10.0 out of 10, Exceptional, (83 reviews)
"The location is fantastic."
United States
Marc C.
Luxury 2BR 2BTH Sandy Oceanfront Beach Resort! Layout ideal for family with kids

Maui Vista 3210 Wonderful unit With New Split AC, Low VO and New Paint and Carpet

Maui Vista 3210 Wonderful unit With New Split AC, Low VO and New Paint and Carpet
Wailea
8.6 out of 10, Excellent, (42 reviews)
"Clean room and everything you need for a beach stay. "
United States
Glenn
The price is NZ$965
includes taxes & fees
22 July - 23 July
Maui Vista 3210 Wonderful unit With New Split AC, Low VO and New Paint and Carpet

Wailea Elua- CoralTree Residence Collection

Wailea Elua- CoralTree Residence Collection
3.5 star property
Wailea
9.6 out of 10, Exceptional, (256 reviews)
"Amazing trip"
United States
tammie
The price is NZ$1,910
includes taxes & fees
21 July - 22 July
Wailea Elua- CoralTree Residence Collection

2BR/2BA Oceanfront Condo in Maui Sunset

2BR/2BA Oceanfront Condo in Maui Sunset
3.5 star property
Central Kihei
8.0 out of 10, Very good, (1 review)
The price is NZ$1,892
includes taxes & fees
27 July - 28 July
2BR/2BA Oceanfront Condo in Maui Sunset

OCEANFRONT RESORT-CHECK OUT OUR LOW RATES! Kihei Sands Beachfrnt Condo B14

OCEANFRONT RESORT-CHECK OUT OUR LOW RATES! Kihei Sands Beachfrnt Condo B14
North Kihei
9.8 out of 10, Exceptional, (105 reviews)
"Great location. Staff was outstanding. The condo was as advertised and we were very impressed with how spotless everything was."
United States
Gary R.
The price is NZ$1,145
includes taxes & fees
16 July - 17 July
OCEANFRONT RESORT-CHECK OUT OUR LOW RATES! Kihei Sands Beachfrnt Condo B14

LOWEST Rates in Wailea right now! Spacious 5-STAR Wailea Retreat🏝Corner unit

LOWEST Rates in Wailea right now! Spacious 5-STAR Wailea Retreat🏝Corner unit
Wailea
10.0 out of 10, Exceptional, (162 reviews)
"Very nice condo in a great location within walking distance to great shops, restaurants and the beach.Unfortunately we were only able to stay 6 out of our 15 nights we had booked due to a family emergency but we would definitely stay here again!Melissa was great to deal with!"
Canada
Theresa H.
The price is NZ$992
includes taxes & fees
16 July - 17 July
LOWEST Rates in Wailea right now! Spacious 5-STAR Wailea Retreat🏝Corner unit

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
North Kihei
9.8 out of 10, Exceptional, (304 reviews)
"Exceptional host, comfy beds and pillows, great location!"
United States
Brenda C.
The price is NZ$702
includes taxes & fees
19 July - 20 July
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

OCEANFRONT PROP -Winter is on Sale! - Kihei Sands Beachfront Condos - B15

OCEANFRONT PROP -Winter is on Sale! - Kihei Sands Beachfront Condos - B15
North Kihei
9.2 out of 10, Wonderful, (136 reviews)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We had a lovely 10 day stay. The location of the condos was perfect - the beach has wonderful sand and is easy to enter/exit. We also loved being in the northern section of Kihei too. The patio was a great place to start and end our days - the...
United States
Wendi M.
The price is NZ$1,777
includes taxes & fees
28 July - 29 July
OCEANFRONT PROP -Winter is on Sale! - Kihei Sands Beachfront Condos - B15

Three Bedrooms at Kamaole Sands-Nice!

Three Bedrooms at Kamaole Sands-Nice!
South Kihei
9.8 out of 10, Exceptional, (99 reviews)
"Wonderful unit and great location"
United States
Nathan M.
Three Bedrooms at Kamaole Sands-Nice!

Oceanfront, Exceptionally Remodeled, Split A/C, King bed, OH the sunsets

Oceanfront, Exceptionally Remodeled, Split A/C, King bed, OH the sunsets
Central Kihei
10.0 out of 10, Exceptional, (202 reviews)
"Beautiful condo in a great location on the beach and close to stores and restaurants."
United States
Steve R.
Oceanfront, Exceptionally Remodeled, Split A/C, King bed, OH the sunsets

Exceptionally Remodeled Oceanfront, Sunsets, A/C, King bed Hale Kai O Kihei

Exceptionally Remodeled Oceanfront, Sunsets, A/C, King bed Hale Kai O Kihei
Central Kihei
10.0 out of 10, Exceptional, (172 reviews)
"Excellent hist beautiful sunset views and perfect beach amenities "
United States
Chris C.
The price is NZ$818
includes taxes & fees
16 July - 17 July
Exceptionally Remodeled Oceanfront, Sunsets, A/C, King bed Hale Kai O Kihei
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.
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Top South Maui Hotel Reviews

Find out more about South Maui

Everything you need to know about South Maui holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the South Maui holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect South Maui holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

South Maui holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in South Maui. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A South Maui holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of South Maui holiday rentals we have selected for you start as low as NZ$579 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on South Maui rentals

At Expedia, we put the best South Maui holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top South Maui rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream South Maui holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around South Maui. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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