Book Holiday Homes in Kihei

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Featured Holiday Homes in Kihei

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

Kihei
Stay at this vacation home in Kihei. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Wailea Beach and Shops at Wailea are located ...
Opens in a new windowNewly Renovated Closest to Ho'olei Pool, Wailea Beach, the Grand, Fitness Center
Kihei Maui Beach house - On the water

Kihei Maui Beach house - On the water

Kihei
Book a stay at this beach vacation home in Kihei. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Wailea Beach and Kihei Town Center ...
Opens in a new windowKihei Maui Beach house - On the water
Entire home in Kihei within walking distance to beaches, shopping and dining!

Entire home in Kihei within walking distance to beaches, shopping and dining!

Kihei
Stay at this vacation home in Kihei. Enjoy a garden, laundry facilities, and tennis courts. Popular attractions Wailea Beach and Charley Young Beach are located ...
Opens in a new windowEntire home in Kihei within walking distance to beaches, shopping and dining!
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4 bedroom beach home with added sofa bed, ocean view, swimming pool, Jacuzzi

4 bedroom beach home with added sofa bed, ocean view, swimming pool, Jacuzzi

Kihei
Book a stay at this family-friendly vacation home in Kihei. Enjoy free WiFi, private pools, and a water park. Popular attractions Wailea Beach and Kihei Town ...
Opens in a new window4 bedroom beach home with added sofa bed, ocean view, swimming pool, Jacuzzi
BEACHFRONT MAUI KIHEI HOUSE

BEACHFRONT MAUI KIHEI HOUSE

Kihei
Book a stay at this beach vacation home in Kihei. Enjoy a beach locale, laundry facilities, and patios. Popular attractions Wailea Beach and Waipuilani Beach ...
Opens in a new windowBEACHFRONT MAUI KIHEI HOUSE
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
Stay at this vacation home in Kihei. Enjoy laundry facilities, tennis courts, and patios. Our guests praise the helpful staff in our reviews. Popular attractions ...
Opens in a new windowGorgeous Home Across from Beach - 5 BR + Opt. Cottage / 4 Bath / AC
Kihei Akahi A102: Maui Ocean Front Town House - Location, Location, Location!!!

Kihei Akahi A102: Maui Ocean Front Town House - Location, Location, Location!!!

Kihei
Stay at this vacation home in Kihei. Enjoy laundry facilities, tennis courts, and patios. Popular attractions Wailea Beach and Kamaole Beach Park 2 are located ...
Opens in a new windowKihei Akahi A102: Maui Ocean Front Town House - Location, Location, Location!!!
Menuhene Shores  604, Oceanfront Bliss with Incredible Whale Watching Views

Menuhene Shores 604, Oceanfront Bliss with Incredible Whale Watching Views

Kihei
Stay at this vacation home in Kihei. Enjoy laundry facilities and air conditioning. Popular attractions Wailea Beach and Kalepolepo Beach Park are located ...
Opens in a new windowMenuhene Shores 604, Oceanfront Bliss with Incredible Whale Watching Views
Hale Kai O Kihei Condo w/ Shared Pool, Ocean View-Beaches Await

Hale Kai O Kihei Condo w/ Shared Pool, Ocean View-Beaches Await

Kihei
Book a stay at this beach vacation home in Kihei. Enjoy a beach locale, a garden, and laundry facilities. Popular attractions Wailea Beach and Makamakaole Trail ...
Opens in a new windowHale Kai O Kihei Condo w/ Shared Pool, Ocean View-Beaches Await
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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
175 Holiday Homes
Lowest Price
NZ$496
Highest Price
NZ$1,865
Popular accommodation
Newly Renovated Closest to Ho'olei Pool, Wailea Beach, the Grand, Fitness Center, Kihei Maui Beach house - On the water, Entire home in Kihei within walking distance to beaches, shopping and dining!, 4 bedroom beach home with added sofa bed, ocean view, swimming pool, Jacuzzi , BEACHFRONT MAUI KIHEI HOUSE, Gorgeous Home Across from Beach - 5 BR + Opt. Cottage / 4 Bath / AC, Kihei Akahi A102: Maui Ocean Front Town House - Location, Location, Location!!!, Menuhene Shores 604, Oceanfront Bliss with Incredible Whale Watching Views, Hale Kai O Kihei Condo w/ Shared Pool, Ocean View-Beaches Await

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 NZ$496 per night from 28 Sept to 29 Sept
NZ$496
28 Sept - 29 Sept
includes taxes & fees
Stay at this 3.5-star hotel in Kihei. Enjoy free WiFi, 2 outdoor pools, and 3 hot tubs. Our guests praise the breakfast and the pool in our reviews. Popular ...
Opens in a new windowMaui Coast Hotel
Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt

4.5 out of 5
3550 Wailea Alanui Dr, Kihei, HI
The price is NZ$1,446 per night from 15 Oct to 16 Oct
NZ$1,446
15 Oct - 16 Oct
includes taxes & fees
Stay at this 4.5-star luxury resort in Kihei. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
Opens in a new windowAndaz Maui at Wailea Resort - a concept by Hyatt
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$1,456 per night from 20 Sept to 21 Sept
NZ$1,456
20 Sept - 21 Sept
includes taxes & fees
Stay at this 5-star luxury resort in Kihei. Enjoy free WiFi, 9 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
Opens in a new windowGrand Wailea Maui, A Waldorf Astoria Resort
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Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
4100 Wailea Alanui Dr, Kihei, HI
The price is NZ$1,865 per night from 4 Oct to 5 Oct
NZ$1,865
4 Oct - 5 Oct
includes taxes & fees
Stay at this 5-star luxury resort in Kihei. Enjoy 3 outdoor pools, a full-service spa, and 6 restaurants. Our guests praise the helpful staff and the property ...
Opens in a new windowFairmont Kea Lani Maui
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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.