Kihei rentals with pool

Pick from 4,547 vacation rentals with a pool in Kihei that have all the privacy, amenities and space you need for a splashing good time. Look into houses in well-known areas such as Halama Street, Ukumehame Ahupuaa and Wailuku Heights.

If you want to make some savings on your vacation rental with a pool, our filters will help. Once you’ve done your initial search, narrow down your results according to your preferences, including location, price and features and amenities. We’ve got accommodations in Kihei to suit any budget, so make the most of our filters to find your dream stay.

First, consider whether you prefer the buzz of high season or the quieter vibe of low season. Also think about things like seasonal weather conditions and what you want to do in Kihei. Whenever you visit, Vrbo will help you find a vacation rental with a pool where you can begin your day with a refreshing dip.

After a day of sightseeing fun, head back to your vacation rental with a pool for a refreshing dip. The cherry on top? Some of these Kihei stays also come with gorgeous beach views.

Night or day, you can go swimming whenever you please when you book a vacation rental with a private pool in Kihei. To look for accommodations that’ll bring an extra dose of fun to your getaway, use our “Private pool” filter.

It’s easy to see why many families love Kihei, with top-rated attractions like Wailea Beach, Maui Ocean Center and Maui Arts and Cultural Center to explore. Discover this destination’s wonders together and then return to the comforts of your vacation home rental.

Whether you’re getting away as a couple or with the entire fam, staying at a vacation rental with a pool offers a new level of relaxation and fun to your break. And with our flexible cancellation policies, if you need to change plans, you’ll get a complete refund as long as you cancel within the property owner’s specified time frame. On top of all that, our One Key™ loyalty program lets you collect OneKeyCash™* on all eligible bookings on Vrbo, Expedia and Hotels.com. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Hotels.com, Expedia and Vrbo.