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Holiday rentals near Shops at Wailea
We found 4,846 holiday rentals — enter your dates for availability
Scroll through and discover private holiday rentals close to Shops at Wailea that can be your home away from home. Whether you're travelling with your children or with friends, holiday rentals have the amenities that you need and want for your stay, which might include parking and a washer and dryer. You're sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts – Shops at Wailea
Showing deals for:9 Oct - 16 Oct
Image gallery for Updated 2nd-floor condo, across beach

8.6 out of 10, Excellent, (91 reviews)
Excellent
(91 reviews)
Updated 2nd-floor condo, across beach
Kihei
8% off
Price is AU$2,735
for 7 nights, 1 apartment
AU$391 per night
includes taxes & fees
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Find the best place to stay - Shops at Wailea

Wailea Living: renovated villa, veranda
Sleeps 4 · 2 bedrooms · 2 bathrooms
10 out of 10
exceptional
(146 reviews)
Top rated rentals - Shops at Wailea

Favourite short rental that I have ever stayed in
10 out of 10
exceptional
(170 reviews)
I honestly can't say enough amazing things about this property. Everything about it is incredible. Super clean, amazing location, super private and quiet and the best part....every night at the front of the property the turtles come up to sleep on the beach. One night we counted 21 turtles. It was honestly magical.
Casey N.
Stayed May 2022
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
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