Book Holiday Homes in Kihei

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Featured Holiday Homes in Kihei

Very private.  Fabulous views!  Private pool, spa and yard on 1 acre!

Very private. Fabulous views! Private pool, spa and yard on 1 acre!

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 pool in our reviews. Popular ...
Very private. Fabulous views! Private pool, spa and yard on 1 acre!
Modern 3 Bedroom Tropical Kihei Home Near Beach

Modern 3 Bedroom Tropical Kihei Home Near Beach

Kihei
Stay at this vacation home in Kihei. Enjoy free WiFi, a garden, and patios. Popular attractions Wailea Beach and Kamaole Beach Park are located nearby.
Modern 3 Bedroom Tropical Kihei Home Near Beach
HOUSE.. ON THE BEACH MAUI

HOUSE.. ON THE BEACH MAUI

Kihei
Book a stay at this beach vacation home in Kihei. Enjoy a beach locale, patios, and cable/satellite TV service. Our guests praise the clean rooms in our reviews. ...
HOUSE.. ON THE BEACH MAUI
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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. Our guests praise the clean rooms in our reviews. Popular attractions ...
Spacious Maui Beach House, Private Pool, AC, Sleeps 6
Panoramic Views - Fourth Row Ho'olei - One of a Kind

Panoramic Views - Fourth Row Ho'olei - One of a Kind

Wailea
Stay at this vacation home in Kihei. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Wailea Beach and Kamaole Beach Park are located ...
Panoramic Views - Fourth Row Ho'olei - One of a Kind
Stunning Two Story Townhouse located in Ekahi Village!

Stunning Two Story Townhouse located in Ekahi Village!

Kihei
Stay at this vacation home in Kihei. Enjoy free WiFi, a garden, and concierge services. Popular attractions Wailea Beach and Kamaole Beach Park are located ...
Stunning Two Story Townhouse located in Ekahi Village!
Spacious Hawaiian home 50 steps from Sugar Beach!

Spacious Hawaiian home 50 steps from Sugar Beach!

Kihei
Stay at this vacation home in Kihei. Enjoy patios, an in-room coffeemaker, and sun loungers. Popular attractions Kamaole Beach Park and Pilates Maui are located ...
Spacious Hawaiian home 50 steps from Sugar Beach!
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. Our guests praise the clean rooms in our reviews. Popular attractions Wailea Beach ...
Maui 🌺 Private Home in Wailea Kihei with 3 bed 2 bath Best Beaches on Maui
Maui Breeze Retreat at Ho'olei...available July 13-Aug 2 & Aug.11-23.  Book now!

Maui Breeze Retreat at Ho'olei...available July 13-Aug 2 & Aug.11-23. Book now!

Kihei
Book a stay at this golf vacation home in Kihei. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Wailea Beach and Kamaole Beach Park are ...
Maui Breeze Retreat at Ho'olei...available July 13-Aug 2 & Aug.11-23. Book now!
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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
139 Holiday Homes
Lowest Price
NZ$474
Highest Price
NZ$2,016
Popular accommodation
Very private. Fabulous views! Private pool, spa and yard on 1 acre! , Modern 3 Bedroom Tropical Kihei Home Near Beach, HOUSE.. ON THE BEACH MAUI, Spacious Maui Beach House, Private Pool, AC, Sleeps 6, Panoramic Views - Fourth Row Ho'olei - One of a Kind, Stunning Two Story Townhouse located in Ekahi Village! , Spacious Hawaiian home 50 steps from Sugar Beach! , Maui 🌺 Private Home in Wailea Kihei with 3 bed 2 bath Best Beaches on Maui, Maui Breeze Retreat at Ho'olei...available July 13-Aug 2 & Aug.11-23. Book now!

Top trending hotels in Kihei

Maui Coast Hotel

Maui Coast Hotel

3.5 out of 5
2259 S Kihei Rd, Kihei, HI
The price is NZ$474 per night from 27 May to 28 May
NZ$474
per night
27 May - 28 May
Book a stay at this golf hotel in Kihei. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the pool in our reviews. ...
Maui Coast Hotel
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$1,431 per night from 3 Jun to 4 Jun
NZ$1,431
per night
3 Jun - 4 Jun
Book a stay at this beach resort in Kihei. Enjoy free WiFi, 9 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the property condition ...
Grand Wailea Maui, A Waldorf Astoria Resort
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

4.5 out of 5
4100 Wailea Alanui Dr, Kihei, HI
The price is NZ$2,016 per night from 30 May to 31 May
NZ$2,016
per night
30 May - 31 May
Book a stay at this beach resort in Kihei. Enjoy 3 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the pool and the helpful staff in ...
Fairmont Kea Lani Maui
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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$1,468 per night from 22 May to 23 May
NZ$1,468
per night
22 May - 23 May
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.

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^Subject to availability and chosen travel dates.