Top ski-in/ski-out rentals near Ahihi Bay - Wailea

Find the best place to stay - Ahihi Bay

Showing deals for: 29 Sept - 2 Oct

Wailea Beach Villas

Sleeps 8 · 1 bathroom

for 3 nights, 1 room

AU$2,031 per night

includes taxes & fees

Makena Beach, or locally known as 'Big Beach'. This is one of our favorites.

Dazzling Ocean View, Modern, Whole house AC. Upgraded Glass for a quiet setting

Sleeps 4 · 2 bedrooms · 2 bathrooms

for 3 nights, 1 apartment

AU$598 per night

includes taxes & fees

Relax in comfort-watch whales from your lanai

Kanai A Nalu-Spectacular Whale Watching, Beachfront, Wifi, Split Air Throughout

Sleeps 6 · 2 bedrooms · 2 bathrooms

for 3 nights, 1 apartment

AU$580 per night

includes taxes & fees

Deluxe 4-bedroom home across from Kalepolepo Beach! Steps to the Pool & full AC!

Sleeps 10 · 4 bedrooms · 3 bathrooms

for 3 nights, 1 apartment

AU$1,712 per night

includes taxes & fees

180 degree ocean views. Watch whales from your lanai during season!

180° Oceanfront View!! Completely Remodeled - Luxury Condo!

Sleeps 4 · 2 bedrooms · 2 bathrooms

for 3 nights, 1 apartment

AU$663 per night

includes taxes & fees

Find spaces that suit your style

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Condo/Apartment

Peace of mind
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More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

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Find the best place to stay - Ahihi Bay

Wailea Beach Villas

Dazzling Ocean View, Modern, Whole house AC. Upgraded Glass for a quiet setting

Kanai A Nalu-Spectacular Whale Watching, Beachfront, Wifi, Split Air Throughout

Beautiful 3-bedroom townhome in Kihei

Deluxe 4-bedroom home across from Kalepolepo Beach! Steps to the Pool & full AC!

180° Oceanfront View!! Completely Remodeled - Luxury Condo!

Find spaces that suit your style

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Find ski-in/ski-out rentals near Ahihi Bay

Find the best place to stay - Ahihi Bay

Wailea Beach Villas

Find spaces that suit your style

Holiday Rental options near Ahihi Bay

More Holiday Rentals ideas

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