Book Holiday Homes in Kihei

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Featured Holiday Homes in Kihei

Spectacular Maui Beachfront 3 Bdr. Home - Great Location - Family Friendly

Spectacular Maui Beachfront 3 Bdr. Home - Great Location - Family Friendly

Kihei
Book a stay at this beach vacation home in Kihei. Enjoy free WiFi, a beach locale, and a water park. Popular attractions Wailea Beach and Waipuilani Beach are ...
Spectacular Maui Beachfront 3 Bdr. Home - Great Location - Family Friendly
Island Surf with Ocean View - Across from popular Surf spot, Beach, and Shops

Island Surf with Ocean View - Across from popular Surf spot, Beach, and Shops

Kihei
Stay at this vacation home in Kihei. Enjoy free WiFi, concierge services, and patios. Popular attractions Wailea Beach and Maui Fish Pipe are located ...
Island Surf with Ocean View - Across from popular Surf spot, Beach, and Shops
Kihei Ocean Front Hale - Private Home w/ Dramatic Ocean Views on famed Halama St

Kihei Ocean Front Hale - Private Home w/ Dramatic Ocean Views on famed Halama St

2 out of 5
Kihei
Stay at this vacation home in Kihei. Enjoy free WiFi, a fitness center, and balconies. Popular attractions Wailea Beach and Coast Guard Beach are located ...
Kihei Ocean Front Hale - Private Home w/ Dramatic Ocean Views on famed Halama St
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Stunning Beachfront Private Home! Perfect for Families, Great Location!

Stunning Beachfront Private Home! Perfect for Families, Great Location!

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 Coast Guard Beach ...
Stunning Beachfront Private Home! Perfect for Families, Great Location!
2 Private Homes for 1! Pool & Waterslide - Cove Hale

2 Private Homes for 1! Pool & Waterslide - Cove Hale

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 Cove Park ...
2 Private Homes for 1! Pool & Waterslide - Cove Hale
Spacious Family Beach House with Large Heated Pool; walk to Beach 🏖

Spacious Family Beach House with Large Heated Pool; walk to Beach 🏖

Kihei
Stay at this vacation home in Kihei. Enjoy private pools, a garden, and patios. Popular attractions Wailea Beach and Waipuilani Park are located nearby.
Spacious Family Beach House with Large Heated Pool; walk to Beach 🏖
PRIVATE HOME-NEWLY REMODELED-AC-HOT TUB-METICULOUS CLEANING

PRIVATE HOME-NEWLY REMODELED-AC-HOT TUB-METICULOUS CLEANING

Kihei
Stay at this vacation home in Kihei. Enjoy free WiFi, a garden, and tennis courts. Popular attractions Wailea Beach and Charley Young Beach are located ...
PRIVATE HOME-NEWLY REMODELED-AC-HOT TUB-METICULOUS CLEANING
Private & Fabulous views!  Exclusive pool, spa and 1 acre yard

Private & Fabulous views! Exclusive pool, spa and 1 acre yard

Kihei
Book a stay at this family-friendly vacation home in Kihei. Enjoy free WiFi, private pools, and a water park. Our guests praise the helpful staff in our reviews. ...
Private & Fabulous views! Exclusive pool, spa and 1 acre yard
PRIVATE HOME OASIS-3 BEDROOM-OCEAN VIEWS-POOL-HOT TUB-METICULOUS CLEANING

PRIVATE HOME OASIS-3 BEDROOM-OCEAN VIEWS-POOL-HOT TUB-METICULOUS CLEANING

Kihei
Stay at this vacation home in Kihei. Enjoy free WiFi, private pools, and a garden. Popular attractions Wailea Beach and Shops at Wailea are located nearby.
PRIVATE HOME OASIS-3 BEDROOM-OCEAN VIEWS-POOL-HOT TUB-METICULOUS CLEANING
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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
137 Holiday Homes
Lowest Price
NZ$615
Highest Price
NZ$1,974
Popular accommodation
Spectacular Maui Beachfront 3 Bdr. Home - Great Location - Family Friendly, Island Surf with Ocean View - Across from popular Surf spot, Beach, and Shops, Kihei Ocean Front Hale - Private Home w/ Dramatic Ocean Views on famed Halama St, Stunning Beachfront Private Home! Perfect for Families, Great Location!, 2 Private Homes for 1! Pool & Waterslide - Cove Hale, Spacious Family Beach House with Large Heated Pool; walk to Beach 🏖, PRIVATE HOME-NEWLY REMODELED-AC-HOT TUB-METICULOUS CLEANING, Private & Fabulous views! Exclusive pool, spa and 1 acre yard , PRIVATE HOME OASIS-3 BEDROOM-OCEAN VIEWS-POOL-HOT TUB-METICULOUS CLEANING

Top trending hotels in Kihei

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$1,607 per night from 11 Jan to 12 Jan
NZ$1,607
includes taxes & fees
11 Jan - 12 Jan 2025
Stay at this 5-star luxury resort in Kihei. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the property condition ...
Four Seasons Resort Maui at Wailea
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$1,974 per night from 5 Jan to 6 Jan
NZ$1,974
includes taxes & fees
5 Jan - 6 Jan 2025
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 ...
Grand Wailea Maui, A Waldorf Astoria Resort
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 23 Dec to 24 Dec
NZ$615
includes taxes & fees
23 Dec - 24 Dec
Stay at this 3.5-star hotel in Kihei. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the breakfast and the pool in our reviews. Popular ...
Maui Coast Hotel
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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 NZ$1,518 per night from 5 Jan to 6 Jan
NZ$1,518
includes taxes & fees
5 Jan - 6 Jan 2025
Book a stay at this luxury resort in Kihei. Enjoy 4 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the pool and the helpful staff in ...
Wailea Beach Resort - Marriott, 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.