Book Holiday Homes in Kihei

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Featured Holiday Homes in Kihei

Island Surf with Ocean View - Across from popular Surf spot, Beach, and Shops

Island Surf with Ocean View - Across from popular Surf spot, Beach, and Shops

Kihei
With a stay at this vacation home, you'll be centrally located in Kihei, within a 10-minute drive of Wailea Beach and Kalama Beach Park.
Opens in a new windowIsland Surf with Ocean View - Across from popular Surf spot, Beach, and Shops
Oceanfront Hideaway on the Beach

Oceanfront Hideaway on the Beach

Kihei
With a stay at this vacation home in Kihei (Central Kihei), you'll be steps from Coast Guard Beach and Makamakaole Trail.
Opens in a new windowOceanfront Hideaway on the Beach
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 ...
Opens in a new windowKihei Maui Beach house - On the water
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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 ...
Opens in a new window4 bedroom beach home with added sofa bed, ocean view, swimming pool, Jacuzzi
DISCOUNTED OCTOBER Special - Oceanfront Private Home

DISCOUNTED OCTOBER 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.
Opens in a new windowDISCOUNTED OCTOBER Special - Oceanfront Private Home
Paradise Family Rental on Sunny South Shore! Beachfront Charm with Pool!

Paradise Family Rental on Sunny South Shore! Beachfront Charm with Pool!

Kihei
With a stay at this vacation home in Kihei (Central Kihei), you'll be steps from Coast Guard Beach and 3 minutes by foot from Makamakaole Trail.
Opens in a new windowParadise Family Rental on Sunny South Shore! Beachfront Charm with Pool!
PRIVATE HOME-NEWLY REMODELED-AC-HOT TUB-METICULOUS CLEANING

PRIVATE HOME-NEWLY REMODELED-AC-HOT TUB-METICULOUS CLEANING

Kihei
With a stay at this vacation home in Kihei (South Kihei), you'll be within a 15-minute drive of Wailea Beach and Cove Park.
Opens in a new windowPRIVATE HOME-NEWLY REMODELED-AC-HOT TUB-METICULOUS CLEANING
Menuhene Shores  604, Oceanfront Bliss with Incredible Whale Watching Views

Menuhene Shores 604, Oceanfront Bliss with Incredible Whale Watching Views

Kihei
With a stay at this vacation home in Kihei (North Kihei), you'll be within a 5-minute walk of Maalaea Bay Beaches and Kalepolepo Beach Park.
Opens in a new windowMenuhene Shores 604, Oceanfront Bliss with Incredible Whale Watching Views
Beautiful Oceanfront Views!  Enjoy Hotub, Grill & 3 Lanais!

Beautiful Oceanfront Views! Enjoy Hotub, Grill & 3 Lanais!

Kihei
With a stay at this vacation home in Kihei (Wailea), you'll be within a 10-minute drive of Wailea Beach and Makena Beaches.
Opens in a new windowBeautiful Oceanfront Views! Enjoy Hotub, Grill & 3 Lanais!
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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
165 Holiday Homes
Lowest Price
AU$472
Highest Price
AU$1,388
Popular accommodation
Island Surf with Ocean View - Across from popular Surf spot, Beach, and Shops, Oceanfront Hideaway on the Beach, Kihei Maui Beach house - On the water, 4 bedroom beach home with added sofa bed, ocean view, swimming pool, Jacuzzi , DISCOUNTED OCTOBER Special - Oceanfront Private Home, Paradise Family Rental on Sunny South Shore! Beachfront Charm with Pool!, PRIVATE HOME-NEWLY REMODELED-AC-HOT TUB-METICULOUS CLEANING, Menuhene Shores 604, Oceanfront Bliss with Incredible Whale Watching Views, Beautiful Oceanfront Views! Enjoy Hotub, Grill & 3 Lanais!

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$472 per night from 2 Nov to 3 Nov
AU$472
2 Nov - 3 Nov
includes taxes & fees
Located in Kihei (South Kihei), Maui Coast Hotel is a 3-minute walk from Kamaole Beach Park and 6 minutes by foot from Cove Park.
Opens in a new windowMaui 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 AU$1,135 per night from 12 Nov to 13 Nov
AU$1,135
12 Nov - 13 Nov
includes taxes & fees
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.
Opens in a new windowGrand Wailea Maui, A Waldorf Astoria Resort
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

4.5 out of 5
3700 Wailea Alanui Dr, Kihei, HI
The price is AU$1,094 per night from 16 Nov to 17 Nov
AU$1,094
16 Nov - 17 Nov
includes taxes & fees
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.
Opens in a new windowWailea Beach Resort - Marriott, Maui
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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$1,388 per night from 30 Nov to 1 Dec
AU$1,388
30 Nov - 1 Dec
includes taxes & fees
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.
Opens in a new windowAndaz 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.