Book Holiday Homes in Kahoolawe

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Featured Holiday Homes in Kahoolawe

Spectacular Maui Beachfront 3 Bdr. Home - Great Location - Family Friendly

Spectacular Maui Beachfront 3 Bdr. Home - Great Location - Family Friendly

Kihei
With a stay at this vacation home in Kihei, you'll be on the beach, within a 15-minute drive of Wailea Beach and Maalaea Bay Beaches.
Spectacular Maui Beachfront 3 Bdr. Home - Great Location - Family Friendly
Puamana 167-4. See and hear the ocean 200 feet away! 2 huge 20' x 15' lanais!

Puamana 167-4. See and hear the ocean 200 feet away! 2 huge 20' x 15' lanais!

Lahaina
The price is AU$1,841 per night from 8 Feb to 9 Feb
AU$1,841
includes taxes & fees
8 Feb - 9 Feb
With a stay at this vacation home in Lahaina, you'll be on the beach, within a 10-minute drive of Kaanapali Beach and Lahaina Pali Trail.
Puamana 167-4. See and hear the ocean 200 feet away! 2 huge 20' x 15' lanais!
Spacious Family Beach House with Large Heated Pool; walk to Beach 🏖

Spacious Family Beach House with Large Heated Pool; walk to Beach 🏖

Kihei
When you stay at this vacation home in Kihei, you'll be by the sea, within a 10-minute walk of Waipuilani Beach and Waipuilani Park.
Spacious Family Beach House with Large Heated Pool; walk to Beach 🏖
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Private & Fabulous views!  Exclusive pool, spa and 1 acre yard

Private & Fabulous views! Exclusive pool, spa and 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.
Private & Fabulous views! Exclusive pool, spa and 1 acre yard
Stunning Beachfront Private Home! Perfect for Families, Great Location!

Stunning Beachfront Private Home! Perfect for Families, Great Location!

Kihei
With a stay at this vacation home in Kihei, you'll be on the beach, within a 15-minute drive of Wailea Beach and Coast Guard Beach.
Stunning Beachfront Private Home! Perfect for Families, Great Location!
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, you'll be by the sea, within a 15-minute drive of Wailea Beach and Cove Park.
PRIVATE HOME-NEWLY REMODELED-AC-HOT TUB-METICULOUS CLEANING
Sugar Beach Resort condo with ocean view, AC - surf, bike & golf

Sugar Beach Resort condo with ocean view, AC - surf, bike & golf

Kihei
When you a stay at this vacation home in Kihei, you'll be on the beach, just steps from Sugar Beach and Kealia Pond National Wildlife Refuge.
Sugar Beach Resort condo with ocean view, AC - surf, bike & golf
Private Luxury Villa in Kihei. Just moments walk to the beach. 10/10 reviews!

Private Luxury Villa in Kihei. Just moments walk to the beach. 10/10 reviews!

Kihei
A stay at this vacation home places you in the heart of Kihei, within a 15-minute walk of Pilates Maui and Hawaiian Islands Humpback Whale National Marine Sanctuary ...
Private Luxury Villa in Kihei. Just moments walk to the beach. 10/10 reviews!
Stunning Two Story Townhouse located in Ekahi Village!

Stunning Two Story Townhouse located in Ekahi Village!

Kihei
With a stay at this vacation home in Kihei (Wailea), you'll be within a 10-minute drive of Wailea Beach and Mokapu Beach.
Stunning Two Story Townhouse located in Ekahi Village!
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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.

Kahoolawe 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 Kahoolawe vacation homes are the perfect way for you to wing it.

Holiday houses in Kahoolawe 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 Kahoolawe 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 Kahoolawe adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Kahoolawe 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 Kahoolawe 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.

Kahoolawe Holiday Homes essential information

Accommodation
83 Holiday Homes
Lowest Price
AU$546
Highest Price
AU$1,841
Popular accommodation
Spectacular Maui Beachfront 3 Bdr. Home - Great Location - Family Friendly, Puamana 167-4. See and hear the ocean 200 feet away! 2 huge 20' x 15' lanais!, Spacious Family Beach House with Large Heated Pool; walk to Beach 🏖, Private & Fabulous views! Exclusive pool, spa and 1 acre yard , Stunning Beachfront Private Home! Perfect for Families, Great Location!, PRIVATE HOME-NEWLY REMODELED-AC-HOT TUB-METICULOUS CLEANING, Sugar Beach Resort condo with ocean view, AC - surf, bike & golf, Private Luxury Villa in Kihei. Just moments walk to the beach. 10/10 reviews!, Stunning Two Story Townhouse located in Ekahi Village!

Top trending hotels in Kahoolawe

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$546 per night from 4 Feb to 5 Feb
AU$546
includes taxes & fees
4 Feb - 5 Feb
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$1,372 per night from 3 Feb to 4 Feb
AU$1,372
includes taxes & fees
3 Feb - 4 Feb
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$1,720 per night from 12 Jan to 13 Jan
AU$1,720
includes taxes & fees
12 Jan - 13 Jan
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
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Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

4.5 out of 5
4100 Wailea Alanui Dr, Kihei, HI
The price is AU$1,627 per night from 19 Jan to 20 Jan
AU$1,627
includes taxes & fees
19 Jan - 20 Jan
With a stay at Fairmont Kea Lani Maui in Kihei (Wailea), you'll be within a 15-minute walk of Wailea Beach and Wailea Blue Golf Course.
Fairmont Kea Lani Maui
Don't see what you're looking for?
See all available properties in Kahoolawe
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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.