A beach with palm trees silhouetted against a sunset sky.

Holiday Homes in South Maui

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for South Maui holiday homes

An aerial view of a coastal area with a clear pathway leading to a beach, surrounded by lush greenery and rocky coastline.

1. Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei

Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei
North Kihei
9.8 out of 10, Exceptional, (110 reviews)
" Kīhei Casita House Stay (above the Main House): just lovely - would stay there again - reasonably priced - fully functioning everything - and easy outside access - we actually stayed in the Main House for one week and then one week in the Casita - while in the Main House the Casita was occupied and no noise issues at all. Fairly easy access to beaches and beach shopping. Excellent communication with host."
United States
Michael C.
The price is NZ$872
includes taxes & fees
14 Oct - 15 Oct
Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei
A beach with clear blue water, a sandy shore, and greenery.

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

Kihei Akahi A102: Maui Ocean Front Town House - Location, Location, Location!!!
South Kihei
9.2 out of 10, Wonderful, (63 reviews)
"Our vacation was amazing! The place was even better than we expected — super clean, cozy, and had everything we needed in the kitchen. The AC worked great, and the view from the patio was just beautiful. The beach is right across the street and honestly one of the best around. We already know where we’ll stay next time — we loved it!"
United States
Olga T.
The price is NZ$1,049
includes taxes & fees
17 Oct - 18 Oct
Kihei Akahi A102: Maui Ocean Front Town House - Location, Location, Location!!!
An outdoor lounge area with wooden furniture and green cushions, a pool, and a view of the surrounding greenery.

3. Villa 8

Villa 8
South Kihei
9.8 out of 10, Exceptional, (74 reviews)
"staying here was the best! perfect for our anniversary get away!"
United States
Taylor M.
Villa 8
A kitchen with granite countertops, stainless steel appliances, and green cabinetry.

4. Lush Tropical Home Close to the Ocean - Mana Hale

Lush Tropical Home Close to the Ocean - Mana Hale
Kihei
The price is NZ$1,934
includes taxes & fees
26 Oct - 27 Oct
Lush Tropical Home Close to the Ocean - Mana Hale
A house with a garden featuring various plants and a window with a view of the sky.

5. Tropical Garden Family Home & Penthouse - Sleeps 8 Walk to Beach, BBQ, Hot Tub

Tropical Garden Family Home & Penthouse - Sleeps 8 Walk to Beach, BBQ, Hot Tub
North Kihei
9.6 out of 10, Exceptional, (7 reviews)
"Great place to stay!"
United States
Lori R.
The price is NZ$2,370
includes taxes & fees
21 Oct - 22 Oct
Tropical Garden Family Home & Penthouse - Sleeps 8 Walk to Beach, BBQ, Hot Tub
A wooden fence with a sign reading "WOODSTOCK" and a peace sign.

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

Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub
North Kihei
9.6 out of 10, Exceptional, (111 reviews)
"We had a great stay! Everything was as described and perfect for our family vacation. "
United States
Kristin P.
The price is NZ$1,974
includes taxes & fees
15 Oct - 16 Oct
Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub
A beachfront property with a house surrounded by palm trees and a sandy beach.

7. Oceanfront Hideaway

Oceanfront Hideaway
Central Kihei
9.8 out of 10, Exceptional, (17 reviews)
"A beautiful home in a great location on the beach. Perfect for our family vacation. "
United States
Emily S.
The price is NZ$5,166
includes taxes & fees
28 Oct - 29 Oct
Oceanfront Hideaway
A swimming pool with lounge chairs and palm trees.

8. Penthouse I

Penthouse I
South Kihei
10.0 out of 10, Exceptional, (19 reviews)
"Great place. Great location. "
United States
Lars B.
The price is NZ$3,400
includes taxes & fees
14 Oct - 15 Oct
Penthouse I
A swimming pool with lounge chairs and palm trees.

9. Penthouse II

Penthouse II
South Kihei
10.0 out of 10, Exceptional, (24 reviews)
"Wonderful stay in a desirable location! We absolutely loved it! "
United States
Lindsay T.
The price is NZ$2,595
includes taxes & fees
14 Oct - 15 Oct
Penthouse II
A two-story wooden house with a balcony, surrounded by lush greenery and palm trees.

10. Maui Beach House

Maui Beach House
Central Kihei
10.0 out of 10, Exceptional, (47 reviews)
"My family and I had a wonderful time at this beach house. The host is very responsive in a timely manner. We loved the location, and enjoyed the beach everyday. The description is accurate and we will be staying here again. "
United States
MaRee C.
The price is NZ$2,491
includes taxes & fees
16 Oct - 17 Oct
Maui Beach House
An outdoor lounge area with wooden furniture and green cushions, a pool, and a view of the surrounding garden.

11. Plantation House

Plantation House
South Kihei
10.0 out of 10, Exceptional, (63 reviews)
"Everything was excellent! We had a great experience—very clean property in a fantastic location with great beach amenities. Would absolutely stay here againm!"
United States
Kristi G.
The price is NZ$3,209
includes taxes & fees
14 Oct - 15 Oct
Plantation House
A swimming pool with lounge chairs and palm trees.

12. 6 Bedroom, 6 Bathroom Maui Oasis at Villas by the Cove!

6 Bedroom, 6 Bathroom Maui Oasis at Villas by the Cove!
South Kihei
6 Bedroom, 6 Bathroom Maui Oasis at Villas by the Cove!
A wooden deck with a chair, surrounded by lush tropical vegetation and a clear blue sky.

13. Yonegan Maui Getaways - Haiku

Yonegan Maui Getaways - Haiku
3.0 star property
Haiku
8.8 out of 10, Excellent, (37 reviews)
"Good location for the Road to Hana and exploring Paia, hot tub was enjoyable."
United States
Matt
The price is NZ$537
includes taxes & fees
14 Oct - 15 Oct
Yonegan Maui Getaways - Haiku
A spacious living room with a piano, wicker furniture, and a large mirror.

14. The Pikake Suite at The Historic Wailuku Inn

The Pikake Suite at The Historic Wailuku Inn
Wailuku
10.0 out of 10, Exceptional, (9 reviews)
"Easy parking"
United States
Quinten M.
The price is NZ$556
includes taxes & fees
14 Oct - 15 Oct
The Pikake Suite at The Historic Wailuku Inn
A beach with clear turquoise waters, rocky shoreline, and distant mountains under a clear sky.

15. HALE NIHI, Paia, Maui

HALE NIHI, Paia, Maui
Paia
9.6 out of 10, Exceptional, (108 reviews)
"great location, great host"
United States
Peter M.
The price is NZ$814
includes taxes & fees
16 Oct - 17 Oct
HALE NIHI, Paia, Maui
A beach with clear turquoise waters, rocky shoreline, and distant mountains under a clear sky.

16. Hale Nihi - Paia, Maui

Hale Nihi - Paia, Maui
Paia
9.6 out of 10, Exceptional, (65 reviews)
"Very convenient place to stay within walking distance to activities and beach. "
United States
Chameil H.
The price is NZ$814
includes taxes & fees
14 Oct - 15 Oct
Hale Nihi - Paia, Maui
A residential street lined with palm trees and houses.

17. Haiku Hale - 3 Bedroom Maui Getaway!

Haiku Hale - 3 Bedroom Maui Getaway!
Haiku
10.0 out of 10, Exceptional, (8 reviews)
"Clean, well lit, private, Haiku is a sweet town. Note that there are a few steep steps to master bedroom."
United States
Linda S.
The price is NZ$1,468
includes taxes & fees
25 Oct - 26 Oct
Haiku Hale - 3 Bedroom Maui Getaway!
A bamboo structure with a sloped roof, surrounded by rocks and plants.

18. Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16

Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16
Makawao
10.0 out of 10, Exceptional, (82 reviews)
"This place was perfect for our big group!"
United States
Lisa B.
The price is NZ$5,035
includes taxes & fees
30 Oct - 31 Oct
Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16
A wooden deck with outdoor furniture, a hanging lantern, and a stone fireplace.

19. Featured on Staycation TV Stunning Modern Home Surrounded by Nature

Featured on Staycation TV Stunning Modern Home Surrounded by Nature
Haiku-Pauwela
10.0 out of 10, Exceptional, (13 reviews)
"Great location and nice clean and quiet"
Canada
Greg B.
The price is NZ$2,581
includes taxes & fees
19 Oct - 20 Oct
Featured on Staycation TV Stunning Modern Home Surrounded by Nature
A modern kitchen with a large island, pendant lighting, and a view of greenery outside.

20. New! The Aloha Cottage in Puamana, Maui Hawaii

New! The Aloha Cottage in Puamana, Maui Hawaii
Lahaina
9.8 out of 10, Exceptional, (100 reviews)
"Excellent quiet location in a HOA neighborhood, two pools one on the lake. Just beyond where the fires hit years ago as they’re just starting to rebuild, but this unit and that half of the neighborhood was spared. Nicely remodeled on the inside."
United States
Jason D.
The price is NZ$1,264
includes taxes & fees
19 Oct - 20 Oct
New! The Aloha Cottage in Puamana, Maui Hawaii
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top South Maui Hotel Reviews

Days Inn by Wyndham Maui Oceanfront

Days Inn by Wyndham Maui Oceanfront

8/10 Good
"Our room was clean. The front desk staff were all very friendly and helpful. Centrally located and a good value for the price."
Michael John 4-night trip
Posted 10 hours ago
Days Inn by Wyndham Maui Oceanfront

Find out more about South Maui

South Maui Holiday Homes information

Number of reviews
857
Accommodation
102 Holiday Homes
Lowest Price
NZ$537
Highest Price
NZ$5,166

Explore a world of travel with Expedia