Book Holiday Homes in Kihei

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Featured Holiday Homes in Kihei

Maui Sunset Resort A102 - Aloha Mai, Remodel, Ground floor, 1BR/2BA, Sleeps 5, A

Maui Sunset Resort A102 - Aloha Mai, Remodel, Ground floor, 1BR/2BA, Sleeps 5, A

Kihei
Stay at this vacation home in Kihei. Enjoy a beach locale, a fitness center, and a garden. Popular attractions Wailea Beach and Waipuilani Park are located ...
Maui Sunset Resort A102 - Aloha Mai, Remodel, Ground floor, 1BR/2BA, Sleeps 5, A
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 🏖
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 Makamakaole Trail ...
Stunning Beachfront Private Home! Perfect for Families, Great Location!
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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
Book a stay at this beach vacation home in Kihei. Enjoy free WiFi, private pools, and a beach locale. Our guests praise the pool and the helpful staff in our ...
Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre
Island Retreat Spacious 3B/3B Wailea Home Ocean View Private Pool & Hot Tub!

Island Retreat Spacious 3B/3B Wailea Home Ocean View Private Pool & Hot Tub!

Kihei
Book a stay at this family-friendly vacation home in Kihei. Enjoy free WiFi, private pools, and a garden. Popular attractions Wailea Beach and Shops at Wailea ...
Island Retreat Spacious 3B/3B Wailea Home Ocean View Private Pool & Hot Tub!
Blue Sky Escapes Vacation Home w/ big Oceanviews, Pool, Jacuzzi, 5min to beach

Blue Sky Escapes Vacation Home w/ big Oceanviews, Pool, Jacuzzi, 5min to beach

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 Shops at Wailea ...
Blue Sky Escapes Vacation Home w/ big Oceanviews, Pool, Jacuzzi, 5min to beach
4-bedroom mini-splits AC vacation home just 5 minutes drive to Wailea Beach

4-bedroom mini-splits AC vacation home just 5 minutes drive to Wailea Beach

Kihei
Book a stay at this family-friendly vacation home in Kihei. Enjoy free WiFi, private pools, and a fitness center. Popular attractions Wailea Beach and Keawakapu ...
4-bedroom mini-splits AC vacation home just 5 minutes drive to Wailea Beach
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
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 Saint Theresa Church are located ...
Spacious Maui Beach House, Private Pool, AC, Sleeps 6
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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
140 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
Maui Sunset Resort A102 - Aloha Mai, Remodel, Ground floor, 1BR/2BA, Sleeps 5, A, Spacious Family Beach House with Large Heated Pool; walk to Beach 🏖, Stunning Beachfront Private Home! Perfect for Families, Great Location!, Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre, Island Retreat Spacious 3B/3B Wailea Home Ocean View Private Pool & Hot Tub!, Blue Sky Escapes Vacation Home w/ big Oceanviews, Pool, Jacuzzi, 5min to beach, 4-bedroom mini-splits AC vacation home just 5 minutes drive to Wailea Beach, PRIVATE HOME OASIS-3 BEDROOM-OCEAN VIEWS-POOL-HOT TUB-METICULOUS CLEANING, Spacious Maui Beach House, Private Pool, AC, Sleeps 6

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^Subject to availability and chosen travel dates.