Holiday rentals near Po'olenalena Beach
We found 4,491 holiday rentals — enter your dates for availability
Scroll through and discover private holiday rentals close to Po'olenalena Beach that are perfect for your trip. Whether you're travelling with a group or just with your pet, holiday rentals have the best amenities for hanging out with the people that matter most, which might include Wi-Fi and a washer and dryer. At the end of the day, you're sure to find a property to rent to meet everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Po'olenalena 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$8,288
for 7 nights, 1 apartment
AU$1,184 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Find the best place to stay - Po'olenalena Beach

Beautiful 2 bdrm by Charley Young Beach. Walk to Kihei Downtown. From 99/night!
Sleeps 4 · 2 bedrooms · 1 bathroom
9.6 out of 10
exceptional
(200 reviews)
Top rated rentals - Po'olenalena Beach

Favourite short rental that I have ever stayed in
10 out of 10
exceptional
(156 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