Book Holiday Homes in Kihei

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Featured Holiday Homes in Kihei

Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre

Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre

Kihei
With a stay at this vacation home in Kihei, you'll be on the beach, within a 10-minute drive of Kamaole Beach Park and Maalaea Bay Beaches.
Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre
Maui Breeze Retreat at Ho'olei! Openings March 15-21, May 12-17 & June 6-13!

Maui Breeze Retreat at Ho'olei! Openings March 15-21, May 12-17 & June 6-13!

Kihei
With a stay at this vacation home in Kihei (Wailea), you'll be a 2-minute drive from Wailea Beach and 10 minutes from Kamaole Beach Park.
Maui Breeze Retreat at Ho'olei! Openings March 15-21, May 12-17 & June 6-13!
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
With a stay at this vacation home in Kihei (Halama Street), you'll be within a 15-minute drive of Wailea Beach and Kamaole Beach Park.
Gorgeous Home Across from Beach - 5 BR + Opt. Cottage / 4 Bath / AC
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CLOUD 9 BEACH HOUSE, Walk to Beach, Oceanview. Many Amenities, Very Clean, Legal

CLOUD 9 BEACH HOUSE, Walk to Beach, Oceanview. Many Amenities, Very Clean, Legal

Kihei
When you stay at this vacation home in Kihei, you'll be by the sea, a 5-minute drive from Kamaole Beach Park and 8 minutes from Wailea Beach.
CLOUD 9 BEACH HOUSE, Walk to Beach, Oceanview. Many Amenities, Very Clean, Legal
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

Wailea
With a stay at this vacation home in Kihei (Wailea), you'll be within a 15-minute drive of Wailea Beach and Kamaole Beach Park.
Newly Renovated Closest to Ho'olei Pool, Wailea Beach, the Grand, Fitness Center
Family-Eco Friendly House🌺Walk to beach,dining,park,shops,hot tub,AC

Family-Eco Friendly House🌺Walk to beach,dining,park,shops,hot tub,AC

Kihei
When you stay at this vacation home in Kihei, you'll be by the sea, within a 15-minute drive of Wailea Beach and Kamaole Beach Park.
Family-Eco Friendly House🌺Walk to beach,dining,park,shops,hot tub,AC
Kihei Akahi A108:
Kamaole Beach II Ocean View Town House directly across street.

Kihei Akahi A108: Kamaole Beach II Ocean View Town House directly across street.

Kihei
When you stay at this vacation home in Kihei, you'll be on the beach, within a 15-minute drive of Wailea Beach and Kamaole Beach Park.
Kihei Akahi A108: Kamaole Beach II Ocean View Town House directly across street.
LUXURIOUSLY*OCEANFRONT Beach House with Sweeping 180°Views

LUXURIOUSLY*OCEANFRONT Beach House with Sweeping 180°Views

Kihei
With a stay at this vacation home, you'll be centrally located in Kihei, a 1-minute drive from Kamaole Beach Park and 13 minutes from Wailea Beach.
LUXURIOUSLY*OCEANFRONT Beach House with Sweeping 180°Views
Panoramic Views - Fourth Row Ho'olei - One of a Kind 112-4

Panoramic Views - Fourth Row Ho'olei - One of a Kind 112-4

Wailea
With a stay at this vacation home in Kihei (Wailea), you'll be within a 15-minute drive of Wailea Beach and Kamaole Beach Park.
Panoramic Views - Fourth Row Ho'olei - One of a Kind 112-4
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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
156 Holiday Homes
Lowest Price
AU$524
Highest Price
AU$2,051
Popular accommodation
Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre, Maui Breeze Retreat at Ho'olei! Openings March 15-21, May 12-17 & June 6-13!, Gorgeous Home Across from Beach - 5 BR + Opt. Cottage / 4 Bath / AC, CLOUD 9 BEACH HOUSE, Walk to Beach, Oceanview. Many Amenities, Very Clean, Legal, Newly Renovated Closest to Ho'olei Pool, Wailea Beach, the Grand, Fitness Center, Family-Eco Friendly House🌺Walk to beach,dining,park,shops,hot tub,AC, Kihei Akahi A108: Kamaole Beach II Ocean View Town House directly across street., LUXURIOUSLY*OCEANFRONT Beach House with Sweeping 180°Views, Panoramic Views - Fourth Row Ho'olei - One of a Kind 112-4

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 AU$524 per night from 30 Mar to 31 Mar
AU$524
includes taxes & fees
30 Mar - 31 Mar
Located in Kihei, Maui Coast Hotel is in a shopping district, a 3-minute walk from Kamaole Beach Park and 6 minutes by foot from Cove Park.
Maui Coast Hotel
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$1,390 per night from 1 Apr to 2 Apr
AU$1,390
includes taxes & fees
1 Apr - 2 Apr
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.
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 AU$1,764 per night from 1 Apr to 2 Apr
AU$1,764
includes taxes & fees
1 Apr - 2 Apr
With a stay at Grand Wailea Maui, A Waldorf Astoria Resort in Kihei (Wailea), you'll be a 1-minute drive from Wailea Beach and 7 minutes from Kamaole Beach ...
Grand Wailea Maui, A Waldorf Astoria Resort
Save an average of 15% on thousands of hotels when you're signed in
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 AU$2,051 per night from 12 Apr to 13 Apr
AU$2,051
includes taxes & fees
12 Apr - 13 Apr
With a stay at Andaz Maui at Wailea Resort - a concept by Hyatt in Kihei (Wailea), you'll be within a 5-minute drive of Shops at Wailea and Mokapu Beach.
Andaz Maui at Wailea Resort - a concept by Hyatt
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.