Book Holiday Homes in Kihei
More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)
We keep it easy with the option to pay now or later on select accommodation
Book up 'til the last second - millions of rooms to crash tonight^
Featured Holiday Homes in Kihei

Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre

Maui Breeze Retreat at Ho'olei! Openings March 15-21, May 12-17 & June 6-13!

Gorgeous Home Across from Beach - 5 BR + Opt. Cottage / 4 Bath / AC

CLOUD 9 BEACH HOUSE, Walk to Beach, Oceanview. Many Amenities, Very Clean, Legal

Newly Renovated Closest to Ho'olei Pool, Wailea Beach, the Grand, Fitness Center

Family-Eco Friendly House🌺Walk to beach,dining,park,shops,hot tub,AC

Kihei Akahi A108: Kamaole Beach II Ocean View Town House directly across street.

LUXURIOUSLY*OCEANFRONT Beach House with Sweeping 180°Views

Panoramic Views - Fourth Row Ho'olei - One of a Kind 112-4
Kihei Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Kihei vacation homes are the perfect way for you to wing it.
Holiday houses in Kihei let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Kihei in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Kihei adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Kihei with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Kihei vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Kihei Holiday Homes essential information
Accommodation | 156 Holiday Homes |
---|---|
Lowest Price | AU$524 |
Highest Price | AU$2,051 |
Popular accommodation | Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre, Maui Breeze Retreat at Ho'olei! Openings March 15-21, May 12-17 & June 6-13!, Gorgeous Home Across from Beach - 5 BR + Opt. Cottage / 4 Bath / AC, CLOUD 9 BEACH HOUSE, Walk to Beach, Oceanview. Many Amenities, Very Clean, Legal, Newly Renovated Closest to Ho'olei Pool, Wailea Beach, the Grand, Fitness Center, Family-Eco Friendly House🌺Walk to beach,dining,park,shops,hot tub,AC, Kihei Akahi A108: Kamaole Beach II Ocean View Town House directly across street., LUXURIOUSLY*OCEANFRONT Beach House with Sweeping 180°Views, Panoramic Views - Fourth Row Ho'olei - One of a Kind 112-4 |
More accommodations in Kihei
Top trending hotels in Kihei

Maui Coast Hotel

Four Seasons Resort Maui at Wailea

Grand Wailea Maui, A Waldorf Astoria Resort

Andaz Maui at Wailea Resort - a concept by Hyatt
More ways to explore Kihei
Top picks
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.