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Our top choices for Wailea-Makena villas

Luxurious Ho'olei 12-2, Lush View, Close to Pool, Sleeps 8 in beds, Central AC!

Luxurious Ho'olei 12-2, Lush View, Close to Pool, Sleeps 8 in beds, Central AC!
Wailea
9.6 out of 10, Exceptional, (68)
"Clean and accessible, would stay again. Only lots of little insects due to tropical nature of the environment. "
United States
Minal S.
Luxurious Ho'olei 12-2, Lush View, Close to Pool, Sleeps 8 in beds, Central AC!

Luxury Oceanview Wailea Retreat with Sunset Views

Luxury Oceanview Wailea Retreat with Sunset Views
Wailea
The price is ¥94,265
¥187,383 total
includes taxes & fees
Dec 19 - Dec 20
Luxury Oceanview Wailea Retreat with Sunset Views

Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views

Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views
Kula
10.0 out of 10, Exceptional, (185)
"Great stay"
United States
Peter A.
The price is ¥103,068
¥205,273 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views

Villas By The Cove, Villa 5 · Exquisite Ocean View Villa with Pool across from the Beach

Villas By The Cove, Villa 5 · Exquisite Ocean View Villa with Pool across from the Beach
South Kihei
9.2 out of 10, Wonderful, (42)
"Great Location, easy booking, unit is getting tired but would stay there again."
United States
Joseph F.
The price is ¥36,615
¥80,817 total
includes taxes & fees
Dec 16 - Dec 17
Villas By The Cove, Villa 5 · Exquisite Ocean View Villa with Pool across from the Beach

Rare Find! Ocean and Beach Front Cottage!

Rare Find! Ocean and Beach Front Cottage!
South Kihei
9.4 out of 10, Exceptional, (6)
"We stayed a week in this cute beach front cottage. It is central located with walking distance to restaurants, surfing lessons, groceries and shops. The owner/host was easily get in touch with and accommodated us with early check in since we had a very early flight in. The view is beautiful and we watched sunset every day from our lanai. "
United States
Na W.
The price is ¥104,081
¥199,208 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Rare Find! Ocean and Beach Front Cottage!
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

Find out more about Wailea-Makena

Wailea-Makena Villas information

Number of reviews
234
Accommodation
54 Villas
Lowest Price
¥80,817
Highest Price
¥205,273

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