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
With a stay at this vacation home in Kihei (Wailea), you'll be within a 10-minute drive of Wailea Beach and Ulua Beach Park.
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
With a stay at this vacation home in Kihei (Central Kihei), you'll be steps from Waipuilani Park and 4 minutes by foot from Waipuilani Beach.
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
With a stay at this vacation home in Kihei (Central Kihei), you'll be within a 15-minute drive of Wailea Beach and Makamakaole Trail.
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
With a stay at this vacation home, you'll be centrally located in Kihei, within a 15-minute drive of Wailea Beach and Maalaea Bay Beaches.
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
With a stay at this vacation home in Kihei (Wailea), you'll be within a 10-minute drive of Wailea Beach and Shops at Wailea.
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
With a stay at this vacation home in Kihei (North Kihei), you'll be steps from Maalaea Bay Beaches and 8 minutes by foot from Sugar Beach.
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
With a stay at this vacation home in Kihei (Central Kihei), you'll be steps from Kalama Beach Park and 2 minutes by foot from 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
With a stay at this vacation home in Kihei (Central Kihei), you'll be a 5-minute walk from Waipuilani Park and 6 minutes by foot from 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
With a stay at this vacation home in Kihei (Wailea), you'll be within a 10-minute walk of Wailea Beach and Shops at Wailea.
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
AU$509
Highest Price
AU$2,035
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 AU$1,217 per night from 11 Apr to 12 Apr
AU$1,217
11 Apr - 12 Apr
includes taxes & fees
With a stay at Grand Wailea Maui, A Waldorf Astoria Resort in Kihei (Wailea), you'll be within a 10-minute walk of Wailea Beach and Shops at Wailea.
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 AU$1,913 per night from 12 Apr to 13 Apr
AU$1,913
12 Apr - 13 Apr
includes taxes & fees
With a stay at Four Seasons Resort Maui at Wailea in Kihei (Wailea), you'll be within a 15-minute walk of Wailea Beach and Polo Beach.
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 AU$2,035 per night from 20 Mar to 21 Mar
AU$2,035
20 Mar - 21 Mar
includes taxes & fees
With a stay at Fairmont Kea Lani Maui in Kihei (Wailea), you'll be within a 15-minute walk of Wailea Beach and Wailea Blue Golf Course.
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 AU$509 per night from 7 Apr to 8 Apr
AU$509
7 Apr - 8 Apr
includes taxes & fees
Located in Kihei (South Kihei), Maui Coast Hotel is a 5-minute walk from Kamaole Beach Park and 9 minutes by foot from Cove Park.
Opens in a new windowMaui Coast Hotel
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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.