A coastal landscape with rocky cliffs, a body of water, and a distant mountain range under a cloudy sky.

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, (51 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 €405
includes taxes & fees
20 Sept - 21 Sept
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, (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 €515
includes taxes & fees
5 Sept - 6 Sept
Kihei Akahi A102: Maui Ocean Front Town House - Location, Location, Location!!!

3. 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)
"This place was in a good location in Kihei. You are within 5 mins of dozen of beaches. All the beach gear a person needs is provided(towels, chairs, snorkels, flippers, coolers and more)! Jon is super friendly and a great host!"
United States
Troy s.
The price is €459
includes taxes & fees
30 Sept - 1 Oct
Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei

4. Villa 5

Villa 5
South Kihei
9.4 out of 10, Exceptional, (43 reviews)
"Great Location, easy booking, unit is getting tired but would stay there again."
United States
Joseph F.
The price is €499
includes taxes & fees
8 Sept - 9 Sept
Villa 5

5. 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 €273
includes taxes & fees
8 Sept - 9 Sept
Yonegan Maui Getaways - Haiku

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, (110 reviews)
"We had a great stay! Everything was as described and perfect for our family vacation. "
United States
Kristin P.
The price is €872
includes taxes & fees
9 Sept - 10 Sept
Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub

7. 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 €465
includes taxes & fees
5 Oct - 6 Oct
Hale Nihi - Paia, Maui

8. Beach front Honu Cottage

Beach front Honu Cottage
South Kihei
9.4 out of 10, Exceptional, (9 reviews)
"Perfect location with a private beach a few steps outside the back door. All kitchen essentials available and a bbq included. Perfect place to relax and beautiful scenery. "
United States
JESSICA S.
Beach front Honu Cottage

9. 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

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. 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 €1,255
includes taxes & fees
19 Sept - 20 Sept
Tropical Garden Family Home & Penthouse - Sleeps 8 Walk to Beach, BBQ, Hot Tub

12. Pikake Suite - Historic Elegance, Wailuku

Pikake Suite - Historic Elegance, Wailuku
Wailuku
10.0 out of 10, Exceptional, (9 reviews)
"Easy parking"
United States
Quinten M.
The price is €278
includes taxes & fees
5 Sept - 6 Sept
Pikake Suite - Historic Elegance, Wailuku

13. Plantation House

Plantation House
South Kihei
10.0 out of 10, Exceptional, (62 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.
Plantation House

14. 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 €1,400
includes taxes & fees
18 Sept - 19 Sept
Penthouse I

15. HALE NIHI, Paia, Maui

HALE NIHI, Paia, Maui
Paia
9.6 out of 10, Exceptional, (106 reviews)
"great location, great host"
United States
Peter M.
The price is €494
includes taxes & fees
5 Oct - 6 Oct
HALE NIHI, Paia, Maui

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

New! The Aloha Cottage in Puamana, Maui Hawaii
Lahaina
9.8 out of 10, Exceptional, (99 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 €757
includes taxes & fees
7 Sept - 8 Sept
New! The Aloha Cottage in Puamana, Maui Hawaii

17. 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!

18. Oceanfront Hideaway

Oceanfront Hideaway
Central Kihei
9.8 out of 10, Exceptional, (16 reviews)
"A beautiful home in a great location on the beach. Perfect for our family vacation. "
United States
Emily S.
Oceanfront Hideaway

19. Lehua Suite - Hawaiian elegance | Patio garden

Lehua Suite - Hawaiian elegance | Patio garden
Wailuku
10.0 out of 10, Exceptional, (2 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 €342
includes taxes & fees
23 Sept - 24 Sept
Lehua Suite - Hawaiian elegance | Patio garden

20. 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 €719
includes taxes & fees
5 Sept - 6 Sept
Haiku Hale - 3 Bedroom Maui Getaway!
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 Wailea-Makena Hotel Reviews

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Wailea-Makena Holiday Homes information

Number of reviews
905
Accommodation
58 Holiday Homes
Lowest Price
€273
Highest Price
€1,255

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