Book Holiday Homes in Kihei

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Featured Holiday Homes in Kihei

WOW! Stunning Ocean Views, Large Deck &Luxury Beds

WOW! Stunning Ocean Views, Large Deck &Luxury Beds

Kihei
Stay at this vacation home in Kihei. Enjoy free WiFi, a garden, and balconies. Popular attractions Wailea Beach and Kihei Boat Ramp are located nearby.
WOW! Stunning Ocean Views, Large Deck &Luxury Beds
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
Maui 🌺 Private Home in Wailea Kihei with 3 bed 2 bath Best Beaches on Maui

Maui 🌺 Private Home in Wailea Kihei with 3 bed 2 bath Best Beaches on Maui

Kihei
Stay at this vacation home in Kihei. Enjoy free WiFi, a garden, and patios. Popular attractions Wailea Beach and Kihei Boat Ramp are located nearby.
Maui 🌺 Private Home in Wailea Kihei with 3 bed 2 bath Best Beaches on Maui
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Beautiful Maui Beachfront Townhouse! Great Views! 200+ Five Star Reviews !!!

Beautiful Maui Beachfront Townhouse! Great Views! 200+ Five Star Reviews !!!

Kihei
Book a stay at this beach vacation home in Kihei. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Wailea Beach and Coast Guard Beach are located ...
Beautiful Maui Beachfront Townhouse! Great Views! 200+ Five Star Reviews !!!
Private Luxury Villa in Kihei. Just moments walk to the beach. 10/10 reviews!

Private Luxury Villa in Kihei. Just moments walk to the beach. 10/10 reviews!

Kihei
Book a stay at this family-friendly vacation home in Kihei. Enjoy free WiFi, private pools, and a garden. Popular attractions Pilates Maui and Hawaiian Islands ...
Private Luxury Villa in Kihei. Just moments walk to the beach. 10/10 reviews!
Modern 3 Bedroom Family Friendly Kihei Home Near Beach

Modern 3 Bedroom Family Friendly Kihei Home Near Beach

Kihei
Stay at this vacation home in Kihei. Enjoy free WiFi, a garden, and patios. Popular attractions Wailea Beach and Cove Park are located nearby.
Modern 3 Bedroom Family Friendly Kihei Home Near Beach
Spacious Maui Beach House, Private Pool, AC, Sleeps 6

Spacious Maui Beach House, Private Pool, AC, Sleeps 6

Kihei
Stay at this vacation home in Kihei. Enjoy private pools, a garden, and tennis courts. Popular attractions Wailea Beach and Waipuilani Beach are located ...
Spacious Maui Beach House, Private Pool, AC, Sleeps 6
Luxurious 3 Bedroom Villa at Ho'olei! Perfect for Families! Ho'olei 55-2

Luxurious 3 Bedroom Villa at Ho'olei! Perfect for Families! Ho'olei 55-2

Wailea
Stay at this vacation home in Kihei. Enjoy free WiFi, a fitness center, and tennis courts. Popular attractions Wailea Beach and Shops at Wailea are located ...
Luxurious 3 Bedroom Villa at Ho'olei! Perfect for Families! Ho'olei 55-2
Panoramic Ocean View Condo on Golf Course close to Beaches

Panoramic Ocean View Condo on Golf Course close to Beaches

Kihei
Stay at this vacation home in Kihei. Enjoy free WiFi, a garden, and patios. Popular attractions Wailea Beach and Shops at Wailea are located nearby.
Panoramic Ocean View Condo on Golf Course close to Beaches
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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
138 Holiday Homes
Lowest Price
NZ$1,088
Highest Price
NZ$1,676
Popular accommodation
WOW! Stunning Ocean Views, Large Deck &Luxury Beds, Private & Fabulous views! Exclusive pool, spa and 1 acre yard , Maui 🌺 Private Home in Wailea Kihei with 3 bed 2 bath Best Beaches on Maui, Beautiful Maui Beachfront Townhouse! Great Views! 200+ Five Star Reviews !!!, Private Luxury Villa in Kihei. Just moments walk to the beach. 10/10 reviews!, Modern 3 Bedroom Family Friendly Kihei Home Near Beach, Spacious Maui Beach House, Private Pool, AC, Sleeps 6, Luxurious 3 Bedroom Villa at Ho'olei! Perfect for Families! Ho'olei 55-2, Panoramic Ocean View Condo on Golf Course close to Beaches

Top trending hotels in Kihei

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

4.5 out of 5
4100 Wailea Alanui Dr, Kihei, HI
The price is NZ$1,088 per night from 1 Dec to 2 Dec
NZ$1,088
includes taxes & fees
1 Dec - 2 Dec
Book a stay at this beach resort in Kihei. Enjoy 3 outdoor pools, a full-service spa, and 6 restaurants. Our guests praise the helpful staff and the property ...
Fairmont Kea Lani Maui
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$1,676 per night from 22 Nov to 23 Nov
NZ$1,676
includes taxes & fees
22 Nov - 23 Nov
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
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$1,584 per night from 30 Nov to 1 Dec
NZ$1,584
includes taxes & fees
30 Nov - 1 Dec
Book a stay at this beach 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
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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$1,322 per night from 14 Dec to 15 Dec
NZ$1,322
includes taxes & fees
14 Dec - 15 Dec
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
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.