Book Holiday Homes in Kihei

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Featured Holiday Homes in Kihei

Beautiful 3-bedroom townhome in Kihei

Beautiful 3-bedroom townhome in Kihei

Kihei
With a stay at this vacation home in Kihei, you'll be within a 15-minute walk of Maalaea Bay Beaches and Sugar Beach.
Beautiful 3-bedroom townhome in Kihei
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
With a stay at this vacation home in Kihei (Halama Street), you'll be steps from Kalama Beach Park and 3 minutes by foot from Kihei Town Center Shopping ...
4 bedroom beach home with added sofa bed, ocean view, swimming pool, Jacuzzi
Ekahi Village 44C - Beautifully appointed Ocean View Condo mins from the beach

Ekahi Village 44C - Beautifully appointed Ocean View Condo mins from the beach

Kihei
With a stay at this vacation home in Kihei (Wailea), you'll be within a 10-minute drive of Wailea Beach and Ulua Beach Park.
Ekahi Village 44C - Beautifully appointed Ocean View Condo mins from the beach
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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
With a stay at this vacation home in Kihei (Wailea), you'll be within a 10-minute drive of Wailea Beach and Ulua Beach Park.
PRIVATE HOME OASIS-3 BEDROOM-OCEAN VIEWS-POOL-HOT TUB-METICULOUS CLEANING
Kihei Maui Beach house - On the water

Kihei Maui Beach house - On the water

Kihei
With a stay at this vacation home in Kihei (Halama Street), you'll be steps from Kalama Beach Park and 2 minutes by foot from Kihei Town Center Shopping ...
Kihei Maui Beach house - On the water
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, just a 1-minute walk from Maalaea Bay Beaches and 8 minutes by foot from Sugar Beach.
Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre
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
With a stay at this vacation home in Kihei, you'll be by the ocean, within a 15-minute drive of Wailea Beach and Kamaole Beach Park 2.
Maui 🌺 Private Home in Wailea Kihei with 3 bed 2 bath Best Beaches on Maui
DISCOUNTED JUNE SPECIAL Oceanfront Private Home

DISCOUNTED JUNE SPECIAL Oceanfront Private Home

Kihei
With a stay at this vacation home in Kihei (Wailea), you'll be within a 15-minute walk of Wailea Beach and Polo Beach.
DISCOUNTED JUNE SPECIAL Oceanfront Private Home
Fabulous views!  Exclusive pool, spa and private 1 acre yard.

Fabulous views! Exclusive pool, spa and private 1 acre yard.

Kihei
With a stay at this vacation home in Kihei (Wailea), you'll be within a 10-minute drive of Wailea Beach and Ulua Beach Park.
Fabulous views! Exclusive pool, spa and private 1 acre yard.
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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
181 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
Beautiful 3-bedroom townhome in Kihei, 4 bedroom beach home with added sofa bed, ocean view, swimming pool, Jacuzzi , Ekahi Village 44C - Beautifully appointed Ocean View Condo mins from the beach, PRIVATE HOME OASIS-3 BEDROOM-OCEAN VIEWS-POOL-HOT TUB-METICULOUS CLEANING, Kihei Maui Beach house - On the water, Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre, Maui 🌺 Private Home in Wailea Kihei with 3 bed 2 bath Best Beaches on Maui, DISCOUNTED JUNE SPECIAL Oceanfront Private Home, Fabulous views! Exclusive pool, spa and private 1 acre yard.

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
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
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
3850 Wailea Alanui Drive, Kihei, HI
With a stay at Grand Wailea Maui, A Waldorf Astoria Resort in Kihei (Wailea), you'll be within a 10-minute walk of Wailea Beach and Shops at Wailea.
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
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
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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
With a stay at Wailea Beach Resort - Marriott, Maui in Kihei (Wailea), you'll be within a 15-minute walk of Wailea Beach and Shops at Wailea.
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.