Book Holiday Homes in Kihei

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Featured Holiday Homes in Kihei

Fabulous views!  Very private.  Private pool, spa and yard on 1 acre!

Fabulous views! Very private. Private pool, spa and yard on 1 acre!

Kihei
Located in Kihei (Wailea), this vacation home is within a 10-minute drive of Wailea Beach and Kamaole Beach Park.
Fabulous views! Very private. Private pool, spa and yard on 1 acre!
Sugar Beach Resort Condo w/ A/C, Ocean View-Great Location!

Sugar Beach Resort Condo w/ A/C, Ocean View-Great Location!

Kihei
With a stay at this vacation home in Kihei, you'll be on the beach, within a 15-minute drive of Kamaole Beach Park and Kealia Pond National Wildlife Refuge.
Sugar Beach Resort Condo w/ A/C, Ocean View-Great Location!
HOUSE.. ON THE BEACH MAUI

HOUSE.. ON THE BEACH MAUI

Kihei
With a stay at this vacation home in Kihei, you'll be on the beach, within a 10-minute drive of Kamaole Beach Park and Waipuilani Park.
HOUSE.. ON THE BEACH MAUI
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2B/2B Ocean Front Property - Wailea - Family Friendly - Luxurious - Ocean Views!

2B/2B Ocean Front Property - Wailea - Family Friendly - Luxurious - Ocean Views!

Kihei
With a stay at this condo, you'll be centrally located in Kihei, within a 15-minute drive of Wailea Beach and Kamaole Beach Park.
2B/2B Ocean Front Property - Wailea - Family Friendly - Luxurious - Ocean Views!
Maui Vista 1210 - 1 Bedroom

Maui Vista 1210 - 1 Bedroom

3.5 out of 5
2191 S Kihei Rd #1210, Kihei, HI
When you stay at this condo in Kihei, you'll be next to a golf course, within a 15-minute drive of Wailea Beach and Kamaole Beach Park.
Maui Vista 1210 - 1 Bedroom
Maui Breeze Retreat at Ho'olei available May 7-17 & July 13 - Aug. 23. Book now!

Maui Breeze Retreat at Ho'olei available May 7-17 & July 13 - Aug. 23. Book now!

Kihei
With a stay at this vacation home in Kihei (Wailea), you'll be a 2-minute drive from Wailea Beach and 10 minutes from Kamaole Beach Park.
Maui Breeze Retreat at Ho'olei available May 7-17 & July 13 - Aug. 23. Book now!
Sugar Beach Resort Condo w/ A/C, Shared Pool/Hot tub-Surf, Bike, Golf, More!

Sugar Beach Resort Condo w/ A/C, Shared Pool/Hot tub-Surf, Bike, Golf, More!

Kihei
With a stay at this vacation home in Kihei, you'll be on the beach, within a 15-minute drive of Kamaole Beach Park and Kealia Pond National Wildlife Refuge.
Sugar Beach Resort Condo w/ A/C, Shared Pool/Hot tub-Surf, Bike, Golf, More!
Newly Renovated Closest to Ho'olei Pool, Wailea Beach, the Grand, Fitness Center

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

Wailea
With a stay at this vacation home in Kihei (Wailea), you'll be a 2-minute drive from Wailea Beach and 7 minutes from Kamaole Beach Park.
Newly Renovated Closest to Ho'olei Pool, Wailea Beach, the Grand, Fitness Center
Walkable condo with pools, hot tub, AC, grill - surf, bike & golf

Walkable condo with pools, hot tub, AC, grill - surf, bike & golf

Kihei
When you stay at this vacation home in Kihei, you'll be near the beach, within a 15-minute drive of Wailea Beach and Kamaole Beach Park.
Walkable condo with pools, hot tub, AC, grill - surf, bike & golf
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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
139 Holiday Homes
Lowest Price
AU$441
Highest Price
AU$1,848
Popular accommodation
Fabulous views! Very private. Private pool, spa and yard on 1 acre! , Sugar Beach Resort Condo w/ A/C, Ocean View-Great Location!, HOUSE.. ON THE BEACH MAUI, 2B/2B Ocean Front Property - Wailea - Family Friendly - Luxurious - Ocean Views!, Maui Vista 1210 - 1 Bedroom, Maui Breeze Retreat at Ho'olei available May 7-17 & July 13 - Aug. 23. Book now!, Sugar Beach Resort Condo w/ A/C, Shared Pool/Hot tub-Surf, Bike, Golf, More!, Newly Renovated Closest to Ho'olei Pool, Wailea Beach, the Grand, Fitness Center, Walkable condo with pools, hot tub, AC, grill - surf, bike & golf

Top trending hotels in Kihei

Maui Coast Hotel

Maui Coast Hotel

3.5 out of 5
2259 S Kihei Rd, Kihei, HI
Fully refundableReserve now, pay when you stay
The price is AU$441 per night from 5 May to 6 May
AU$441
per night
5 May - 6 May
Located in Kihei, Maui Coast Hotel is next to a golf course, a 3-minute walk from Kamaole Beach Park and 6 minutes by foot from Cove Park.
Maui Coast Hotel
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
3850 Wailea Alanui Drive, Kihei, HI
The price is AU$1,357 per night from 9 May to 10 May
AU$1,357
per night
9 May - 10 May
With a stay at Grand Wailea Maui, A Waldorf Astoria Resort in Kihei (Wailea), you'll be a 1-minute drive from Wailea Beach and 7 minutes from Kamaole Beach ...
Grand Wailea Maui, A Waldorf Astoria Resort
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

4.5 out of 5
4100 Wailea Alanui Dr, Kihei, HI
The price is AU$1,848 per night from 6 May to 7 May
AU$1,848
per night
6 May - 7 May
With a stay at Fairmont Kea Lani Maui in Kihei (Wailea), you'll be a 2-minute drive from Wailea Beach and 8 minutes from Kamaole Beach Park.
Fairmont Kea Lani Maui
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Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

4.5 out of 5
3700 Wailea Alanui Dr, Kihei, HI
The price is AU$1,291 per night from 1 Jun to 2 Jun
AU$1,291
per night
1 Jun - 2 Jun
With a stay at Wailea Beach Resort - Marriott, Maui in Kihei (Wailea), you'll be within a 10-minute drive of Wailea Beach and Kamaole Beach Park.
Wailea Beach Resort - Marriott, Maui
Don't see what you're looking for?
See all available properties in Kihei
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.