Book Holiday Homes in Kihei

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Featured Holiday Homes in Kihei

Ekahi Village 44C - Beautifully appointed Ocean View Condo mins from the beach

Ekahi Village 44C - Beautifully appointed Ocean View Condo mins from the beach

Kihei HI
Stay at this holiday home in Kihei. Enjoy free Wi-Fi, a fitness centre and a garden. Popular attractions Wailea Beach and Mokapu Beach are located nearby.
Opens in a new windowEkahi Village 44C - Beautifully appointed Ocean View Condo mins from the beach
Maui Sunset Resort A102 - Aloha Mai, Remodel, Ground floor, 1BR/2BA, Sleeps 5, A

Maui Sunset Resort A102 - Aloha Mai, Remodel, Ground floor, 1BR/2BA, Sleeps 5, A

Kihei HI
Stay at this beach holiday home in Kihei. Enjoy a beach locale, a fitness centre and a garden. Popular attractions Wailea Beach and Waipuilani Park are located ...
Opens in a new windowMaui Sunset Resort A102 - Aloha Mai, Remodel, Ground floor, 1BR/2BA, Sleeps 5, A
Gorgeous Home Across from Beach - 5 BR + Opt. Cottage / 4 Bath / AC

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

Kihei HI
Stay at this holiday home in Kihei. Enjoy laundry facilities, tennis courts and patios. Our guests praise the helpful staff in their reviews. Popular attractions ...
Opens in a new windowGorgeous Home Across from Beach - 5 BR + Opt. Cottage / 4 Bath / AC
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Maui Beach House

Maui Beach House

Kihei HI
Stay at this beach holiday home in Kihei. Enjoy free Wi-Fi, a beach locale and a sauna. Popular attractions Wailea Beach and Makamakaole Trail are located ...
Opens in a new windowMaui Beach House
Gorgeous 2 Story Townhouse on The Blue Golf Course in Wailea with Ocean View

Gorgeous 2 Story Townhouse on The Blue Golf Course in Wailea with Ocean View

Kihei HI
Stay at this golf holiday home in Kihei. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Wailea Beach and Shops at Wailea are located ...
Opens in a new windowGorgeous 2 Story Townhouse on The Blue Golf Course in Wailea with Ocean View
Specials - Sep-Dec, Tropical Oceanfront Estate, Pool, Gated, Privacy, Ocean view

Specials - Sep-Dec, Tropical Oceanfront Estate, Pool, Gated, Privacy, Ocean view

Kihei HI
Stay at this beach holiday home in Kihei. Enjoy free Wi-Fi, private pools and a beach locale. Our guests praise the pool and the helpful staff in their reviews. ...
Opens in a new windowSpecials - Sep-Dec, Tropical Oceanfront Estate, Pool, Gated, Privacy, Ocean view
Kihei Maui Beach house - On the water

Kihei Maui Beach house - On the water

Kihei HI
Stay at this beach holiday home in Kihei. Enjoy free Wi-Fi, private pools and a beach locale. Popular attractions Wailea Beach and Kihei Town Center Shopping ...
Opens in a new windowKihei Maui Beach house - On the water
BEACHFRONT MAUI KIHEI HOUSE

BEACHFRONT MAUI KIHEI HOUSE

Kihei HI
Stay at this beach holiday home in Kihei. Enjoy laundry facilities, patios and cable/satellite TV service. Popular attractions Wailea Beach and Waipuilani Beach ...
Opens in a new windowBEACHFRONT MAUI KIHEI HOUSE
Sleeps 10, Family Favorite, Fully Upgraded Modern Renovation and Decorated

Sleeps 10, Family Favorite, Fully Upgraded Modern Renovation and Decorated

Kihei HI
Stay at this holiday home in Kihei. Enjoy a fitness centre, a garden and laundry facilities. Popular attractions Wailea Beach and Shops at Wailea are located ...
Opens in a new windowSleeps 10, Family Favorite, Fully Upgraded Modern Renovation and Decorated
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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
165 Holiday Homes
Lowest Price
NZ$615
Highest Price
NZ$2,478
Popular accommodation
Ekahi Village 44C - Beautifully appointed Ocean View Condo mins from the beach, Maui Sunset Resort A102 - Aloha Mai, Remodel, Ground floor, 1BR/2BA, Sleeps 5, A, Gorgeous Home Across from Beach - 5 BR + Opt. Cottage / 4 Bath / AC, Maui Beach House, Gorgeous 2 Story Townhouse on The Blue Golf Course in Wailea with Ocean View, Specials - Sep-Dec, Tropical Oceanfront Estate, Pool, Gated, Privacy, Ocean view, Kihei Maui Beach house - On the water, BEACHFRONT MAUI KIHEI HOUSE, Sleeps 10, Family Favorite, Fully Upgraded Modern Renovation and Decorated

Top trending hotels in Kihei

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 NZ$1,471 per night from 11 Apr to 12 Apr
NZ$1,471
11 Apr - 12 Apr
includes taxes & fees
Stay at this luxury resort in Kihei. Enjoy free Wi-Fi, 9 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. ...
Opens in a new windowGrand Wailea Maui, A Waldorf Astoria Resort
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5 out of 5
3900 Wailea Alanui Drive Kihei HI
The price is NZ$2,354 per night from 17 Mar to 18 Mar
NZ$2,354
17 Mar - 18 Mar
includes taxes & fees
Stay at this luxury resort in Kihei. Enjoy free Wi-Fi, 3 outdoor pools and a full-service spa. Our guests praise the helpful staff in their reviews. Popular ...
Opens in a new windowFour Seasons Resort Maui at Wailea
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
4100 Wailea Alanui Dr Kihei HI
The price is NZ$2,478 per night from 30 Mar to 31 Mar
NZ$2,478
30 Mar - 31 Mar
includes taxes & fees
Stay at this luxury resort in Kihei. Enjoy 3 outdoor pools, a full-service spa and 6 restaurants. Our guests praise the helpful staff and the property condition ...
Opens in a new windowFairmont Kea Lani Maui
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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 NZ$615 per night from 7 Apr to 8 Apr
NZ$615
7 Apr - 8 Apr
includes taxes & fees
Stay at this hotel in Kihei. Enjoy free Wi-Fi, 2 outdoor pools and 2 restaurants. Our guests praise the breakfast and the pool in their reviews. Popular attractions ...
Opens in a new windowMaui Coast Hotel
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.

Top Picks

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^Subject to availability and chosen travel dates.