Photo by Stacey Sporrer
Holiday rentals near Waipuilani Beach
We found 4,887 holiday rentals — enter your dates for availability
Choose the perfect private holiday rental within easy reach of Waipuilani Beach. Holiday homes offer the best amenities for your stay with friends, family or just your pet, such as a pool and a washer and dryer. Whatever you're looking for, you'll be sure to find a property to rent to meet everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Waipuilani Beach
Showing deals for:16 Jan - 23 Jan
Image gallery for Luxury Wailea Family Condo. NEW EVERYTHING! Complete Remodel! AC and Pool.

10 out of 10, Exceptional, (81 reviews)
Exceptional
(81 reviews)
Luxury Wailea Family Condo. NEW EVERYTHING! Complete Remodel! AC and Pool.
Kihei, HI
15% off
Price is AU$8,307
for 7 nights, 1 apartment
AU$1,187 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Find properties near top attractions in Waipuilani Beach
Map Attractions
Find the best place to stay - Waipuilani Beach

Wailana Sands #102 Peaceful Complex With Pool Across from Mai Poina Ole Beach
Sleeps 2 · 1 bedroom · 1 bathroom
9.2 out of 10
wonderful
(91 reviews)
Top rated rentals - Waipuilani Beach

Favourite short rental that I have ever stayed in
10 out of 10
exceptional
(157 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