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

Wailea-Makena Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Wailea-Makena vacation rentals

A resort with a swimming pool, palm trees, and ocean views.

1. Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (988 reviews)
"Way more than what we expected.. clean, well kept, extremely spacious and centrally located to shops, beaches and restaurants. Loved everything about the property"
United States
Michael
The price is ₩441,920
₩524,612 total
includes taxes & fees
Nov 8 - Nov 9
Aston Maui Hill
A balcony with wicker furniture, a wooden table, and a view of a lush landscape and distant buildings.

2. Grand Champions by KBM

Grand Champions by KBM
3.5 star property
Wailea
10.0 out of 10, Exceptional, (5 reviews)
"Clean everything great time great location! "
United States
Sean
The price is ₩584,232
₩1,350,530 total
includes taxes & fees
Oct 10 - Oct 11
Grand Champions by KBM
A beach resort with rows of palm trees, a sandy beach, and a view of the ocean.

3. Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
3.5 star property
South Kihei
8.8 out of 10, Excellent, (40 reviews)
"It was as good as a motel 6 bed was comfortable and my beach front condo as it was described was a room facing a mountain that you couldn’t see passed the forest of plants in front of back patio and the ac unit was very old and loud but served its purpose"
United States
Roark
The price is ₩91,871
₩753,985 total
includes taxes & fees
Oct 12 - Oct 13
Signature Residences at Maui Banyan
A resort pool area with a hot tub, lounge chairs, and palm trees.

4. Villa, Garden View, 2-bedroom

Villa, Garden View, 2-bedroom
5.0 star property
Wailea
The price is ₩1,238,066
₩2,228,517 total
includes taxes & fees
Oct 12 - Oct 13
Villa, Garden View, 2-bedroom
A balcony with a table set for breakfast, overlooking a residential area with palm trees and modern buildings.

5. The Residences at Kamaole Sands Resort

The Residences at Kamaole Sands Resort
4.5 star property
South Kihei
10.0 out of 10, Exceptional, (5 reviews)
"Bonus was there were beach chairs, towels and an umbrella. We only used two chairs as our family were busy snorkeling or boarding away while 1-2 sat out and rested. Clean, right down from beach park 3...stocked pantry got some add-ons and pots and pans enough to allow us making most of our meals. Great times and great communication from host. Thanks! Lucas"
United States
George Lucas
The price is ₩126,850
₩827,812 total
includes taxes & fees
Oct 13 - Oct 14
The Residences at Kamaole Sands Resort
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

Aston Maui Hill

Aston Maui Hill

10/10 Excellent
"From check-in to check-out, all was excellent, We are so glad to have found Maui Hill, the condo was bigger than we anticipated and had a beautiful, very large private deck that had a distant ocean view and a tropical garden setting. We only needed one night as there was a power outage on the other side of the island, wish we would have spent our entire week at Maui Hill. The front desk staff were very kind and friendly, they even allowed a two hour late check-out due to our flight departure. Would highly recommend the Maui Hill for any length of time."
guy 1-night trip
Posted 8 hours ago
Aston Maui Hill

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