Holiday rentals near Waikiki Historic Trail
We found 5,998 holiday rentals — enter your dates for availability
If you are looking to stay near Waikiki Historic Trail, take a look at private holiday rentals to choose your home away from home. Whether you’re staying in a holiday home with your children and pets or just with friends, you'll find the amenities that you need and want, which might include parking and a washer and dryer. No matter what you're looking for, 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 - Waikiki Historic Trail
Showing deals for:14 Aug - 21 Aug
Image gallery for 5-star. Rave reviews. Stunning lanai. Ocean & mountain views. JULY Specials!

10 out of 10, Exceptional, (167 reviews)
Exceptional
(167 reviews)
5-star. Rave reviews. Stunning lanai. Ocean & mountain views. JULY Specials!
Kapolei
7% off
Price is AU$11,818
for 7 nights, 1 villa
AU$1,688 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Find the best place to stay - Waikiki Historic Trail

Hawaiian Retreat: 3 bed w/ Amazing Patio
Sleeps 8 · 3 bedrooms · 1+ bathroom
9.6 out of 10
exceptional
(5 reviews)
Top rated rentals - Waikiki Historic Trail

Absolutely perfect
10 out of 10
exceptional
(134 reviews)
We stayed for 7 nights. The villa was immaculate, check in easy, beds super comfortable. We used the parking which was super convenient. We had a Ford Bronco and it fit fine. My 5yr old slept great on the inflatable toddler mattress. The view from the villa was nothing short of amazing, so were the amenities of the complex. The pool bar had a great view and had live music most nights. We used the washing machine and dryer in the villa daily. My kids enjoyed feeding the fish each day at the pond and playing in the resort pool. Pool chairs were always available. The adjoining lagoon was ideal for young families, there was even a bit of reef for snorkeling. Highly recommend and will definitely stay here again if we return to Hawaii.
Prue M.
Stayed July 2025
- 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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