Book Holiday Homes in Kahoolawe

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Featured Holiday Homes in Kahoolawe

105-1  Puamana Spacious Townhome Near Ocean.

105-1 Puamana Spacious Townhome Near Ocean.

Lahaina
With a stay at this vacation home, you'll be centrally located in Lahaina, within a 15-minute drive of Whalers Village and Black Rock.
105-1 Puamana Spacious Townhome Near Ocean.
Location, Location.... Just Steps Away from the Ocean!

Location, Location.... Just Steps Away from the Ocean!

Lahaina
With a stay at this vacation home, you'll be centrally located in Lahaina, within a 15-minute drive of Whalers Village and Black Rock.
Location, Location.... Just Steps Away from the Ocean!
OCEAN BLISS  Oceanfront Private Home

OCEAN BLISS 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.
OCEAN BLISS Oceanfront Private Home
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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
With a stay at this vacation home in Kihei, you'll be by the sea, within a 10-minute drive of Wailea Beach and Keawakapu Beach North.
CLOUD 9 BEACH HOUSE, Walk to Beach, Oceanview. Many Amenities, Very Clean, Legal
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
When you a stay at this vacation home in Kihei, you'll be on the beach, within a 5-minute walk of Waipuilani Park and Lava Fields.
Maui Sunset Resort A102 - Aloha Mai, Remodel, Ground floor, 1BR/2BA, Sleeps 5, A
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 Coast Guard Beach.
Gorgeous Home Across from Beach - 5 BR + Opt. Cottage / 4 Bath / AC
Spectacular Oceanfront 4 Bedroom

Spectacular Oceanfront 4 Bedroom

Lahaina
When you stay at this vacation home in Lahaina, you'll be on the beach, within a 15-minute drive of Whalers Village and Black Rock.
Spectacular Oceanfront 4 Bedroom
272-2 Oceanfront Magic

272-2 Oceanfront Magic

Lahaina
This vacation home is 5.2 mi (8.4 km) from Kaanapali Beach and 5.3 mi (8.6 km) from Whalers Village.
272-2 Oceanfront Magic
100-4 Island living at its best!!

100-4 Island living at its best!!

Lahaina
With a stay at this vacation home, you'll be centrally located in Lahaina, within a 15-minute drive of Whalers Village and Black Rock.
100-4 Island living at its best!!
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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
161 Holiday Homes
Lowest Price
AU$521
Highest Price
AU$1,947
Popular accommodation
105-1 Puamana Spacious Townhome Near Ocean., Location, Location.... Just Steps Away from the Ocean!, OCEAN BLISS Oceanfront Private Home , CLOUD 9 BEACH HOUSE, Walk to Beach, Oceanview. Many Amenities, Very Clean, Legal, Maui Sunset Resort A102 - Aloha Mai, Remodel, Ground floor, 1BR/2BA, Sleeps 5, A, Gorgeous Home Across from Beach - 5 BR + Opt. Cottage / 4 Bath / AC, Spectacular Oceanfront 4 Bedroom, 272-2 Oceanfront Magic, 100-4 Island living at its best!!

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$521 per night from 10 May to 11 May
AU$521
includes taxes & fees
10 May - 11 May
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$1,296 per night from 2 May to 3 May
AU$1,296
includes taxes & fees
2 May - 3 May
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
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

4.5 out of 5
4100 Wailea Alanui Dr, Kihei, HI
The price is AU$1,947 per night from 8 May to 9 May
AU$1,947
includes taxes & fees
8 May - 9 May
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
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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$1,647 per night from 1 May to 2 May
AU$1,647
includes taxes & fees
1 May - 2 May
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
Don't see what you're looking for?
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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.