Holiday rentals near Wailea Beach

We found 4,844 holiday rentals — enter your dates for availability

Scroll through and discover holiday rentals within easy reach of Wailea Beach that are perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday homes have the amenities that you need and want for your stay, which might include parking and a washer and dryer. You'll be sure to find a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts - Wailea Beach

Showing deals for:22 May - 29 May

Image gallery for Privacy in Paradise! 2nd Flr, updated,across from Beach! Smaller 6 unit complex

Hale Wailana Resort building
8.6 out of 10, Excellent, (90 reviews)
Excellent
(90 reviews)

Privacy in Paradise! 2nd Flr, updated,across from Beach! Smaller 6 unit complex

Kihei

9% off
Price is AU$3,117
for 7 nights, 1 apartment
AU$445 per night
includes taxes & fees
Privacy in Paradise! 2nd Flr, updated,across from Beach! Smaller 6 unit complex

Find spaces that suit your style

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  • More quality time

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  • 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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