Holiday Homes in Wailea-Makena

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Our top choices for Wailea-Makena holiday homes

1. Kamaole Sands 3104-Bright and Fresh!

Kamaole Sands 3104-Bright and Fresh!
South Kihei
10.0 out of 10, Exceptional, (53 reviews)
"Fantastic stay. The condo was clean, comfortable, and perfectly located. It was a short walk to the beach and restaurants, and we appreciated all the thoughtful touches throughout the property. The hosts were wonderful and made check‑in easy. Would absolutely stay here again."
United States
Koree L.
The price is NZ$921
includes taxes & fees
13 Dec - 14 Dec
Kamaole Sands 3104-Bright and Fresh!

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, (64 reviews)
"The location was perfect. Family had a perfect stay."
United States
Elizabeth M.
The price is NZ$1,067
includes taxes & fees
18 Nov - 19 Nov
Kihei Akahi A102: Maui Ocean Front Town House - Location, Location, Location!!!

3. Yonegan Maui Getaways - Haiku

Yonegan Maui Getaways - Haiku
3.0 star property
Haiku
8.8 out of 10, Excellent, (42 reviews)
"The place was just as described. The host was great. Definitely recommend."
United States
Nancy
The price is NZ$571
includes taxes & fees
13 Dec - 14 Dec
Yonegan Maui Getaways - Haiku

4. 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, (111 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$854
includes taxes & fees
16 Nov - 17 Nov
Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei

5. 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

6. 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$537
includes taxes & fees
14 Nov - 15 Nov
The Pikake Suite at The Historic Wailuku Inn

7. 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$1,845
includes taxes & fees
16 Nov - 17 Nov
Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub

8. 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$948
includes taxes & fees
6 Dec - 7 Dec
HALE NIHI, Paia, Maui

9. 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$923
includes taxes & fees
22 Nov - 23 Nov
Hale Nihi - Paia, Maui

10. 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.
Penthouse II

11. 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!

12. 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.
Tropical Garden Family Home & Penthouse - Sleeps 8 Walk to Beach, BBQ, Hot Tub

13. 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$5,470
includes taxes & fees
25 Nov - 26 Nov
Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16

14. Island Views Oceanfront 2 Master Bedrooms, Cold AC

Island Views Oceanfront 2 Master Bedrooms, Cold AC
Lahaina
10.0 out of 10, Exceptional, (37 reviews)
"Great"
United States
Stephen N.
The price is NZ$2,703
includes taxes & fees
29 Nov - 30 Nov
Island Views Oceanfront 2 Master Bedrooms, Cold AC

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

New! The Aloha Cottage in Puamana, Maui Hawaii
Lahaina
9.8 out of 10, Exceptional, (101 reviews)
"The perfect home base for our trip to Maui! Cottage is beautiful and exactly as described. The neighborhood is lovely and the pools were a great bonus. Host answered any questions promptly and was very helpful. I hope we can stay here again if we get the chance to return to Maui. It truly felt like home!"
United States
Jamie C.
The price is NZ$1,708
includes taxes & fees
14 Nov - 15 Nov
New! The Aloha Cottage in Puamana, Maui Hawaii

16. The Ilima Suite at The Historic Wailuku Inn

The Ilima Suite at The Historic Wailuku Inn
Wailuku
10.0 out of 10, Exceptional, (3 reviews)
"Loved this B&B. The location worked well from exploring different areas. Will stay here again."
United States
Arthur C.
The price is NZ$515
includes taxes & fees
14 Nov - 15 Nov
The Ilima Suite at The Historic Wailuku Inn

17. The Mele Suite at The Historic Wailuku Inn

The Mele Suite at The Historic Wailuku Inn
Wailuku
10.0 out of 10, Exceptional, (3 reviews)
"We loved our stay there. The rooms were very comfortable and stylish. We loved the historic charm and the private courtyard. Holly was a fantastic help."
United States
Charity G.
The price is NZ$618
includes taxes & fees
2 Dec - 3 Dec
The Mele Suite at The Historic Wailuku Inn

18. The Hinano Suite at The Historic Wailuku Inn

The Hinano Suite at The Historic Wailuku Inn
Wailuku
10.0 out of 10, Exceptional, (3 reviews)
"Thank you for a wonderful stay. Our suite was great and comfortable. We well truly be back."
United States
JoAnn H.
The price is NZ$679
includes taxes & fees
16 Nov - 17 Nov
The Hinano Suite at The Historic Wailuku Inn

19. The Puakenikeni Suite at The Historic Wailuku Inn

The Puakenikeni Suite at The Historic Wailuku Inn
Wailuku
10.0 out of 10, Exceptional, (7 reviews)
"I liked the quaint ambiance of the property, beautiful landscape and the room was great."
United States
Wayne
The price is NZ$648
includes taxes & fees
2 Dec - 3 Dec
The Puakenikeni Suite at The Historic Wailuku Inn

20. The Mamane Suite at The Historic Wailuku Inn

The Mamane Suite at The Historic Wailuku Inn
Wailuku
10.0 out of 10, Exceptional, (5 reviews)
"This was my 2nd time staying here and I love it. Super nice rooms, yummy breakfast."
United States
Jane D.
The price is NZ$611
includes taxes & fees
14 Nov - 15 Nov
The Mamane Suite at The Historic Wailuku Inn
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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