Book Holiday Homes in Kahoolawe

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Featured Holiday Homes in Kahoolawe

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
With a stay at this vacation home in Kihei, you'll be on the beach, within a 15-minute drive of Kamaole Beach Park and Lava Fields.
Maui Sunset Resort A102 - Aloha Mai, Remodel, Ground floor, 1BR/2BA, Sleeps 5, A
272-1 Large oceanfront home- fully air conditioned, 25 feet from the water

272-1 Large oceanfront home- fully air conditioned, 25 feet from the water

Lahaina
With a stay at this vacation home, you'll be centrally located in Lahaina, within a 15-minute drive of Whalers Village and Lahaina Pali Trail.
272-1 Large oceanfront home- fully air conditioned, 25 feet from the water
Spacious Family Beach House with Large Heated Pool; walk to Beach 🏖

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

Kihei
With a stay at this vacation home in Kihei, you'll be by the sea, within a 10-minute drive of Kamaole Beach Park and Lava Fields.
Spacious Family Beach House with Large Heated Pool; walk to Beach 🏖
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Stunning Beachfront Private Home! Perfect for Families, Great Location!

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

Kihei
When you stay at this vacation home in Kihei, you'll be on the beach, within a 15-minute drive of Wailea Beach and Kamaole Beach Park.
Stunning Beachfront Private Home! Perfect for Families, Great Location!
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, within a 10-minute drive of Kamaole Beach Park and Maalaea Bay Beaches.
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
With a stay at this vacation home in Kihei (Wailea), you'll be within a 15-minute drive of Wailea Beach and Kamaole Beach Park.
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
With a stay at this vacation home in Kihei (Wailea), you'll be within a 15-minute drive of Wailea Beach and Kamaole Beach Park.
Blue Sky Escapes Vacation Home w/ big Oceanviews, Pool, Jacuzzi, 5min to beach
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 Lahaina Pali Trail.
105-1 Puamana Spacious Townhome Near Ocean.
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
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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
109 Holiday Homes
Lowest Price
AU$525
Highest Price
AU$1,803
Popular accommodation
Maui Sunset Resort A102 - Aloha Mai, Remodel, Ground floor, 1BR/2BA, Sleeps 5, A, 272-1 Large oceanfront home- fully air conditioned, 25 feet from the water, 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, 105-1 Puamana Spacious Townhome Near Ocean., 272-2 Oceanfront Magic

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$525 per night from 4 Mar to 5 Mar
AU$525
includes taxes & fees
4 Mar - 5 Mar
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
The price is AU$1,803 per night from 28 Feb to 1 Mar
AU$1,803
includes taxes & fees
28 Feb - 1 Mar
With a stay at Grand Wailea Maui, A Waldorf Astoria Resort in Kihei (Wailea), you'll be a 1-minute drive from Wailea Beach and 7 minutes from Kamaole Beach ...
Grand Wailea Maui, A Waldorf Astoria Resort
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$1,783 per night from 19 Feb to 20 Feb
AU$1,783
includes taxes & fees
19 Feb - 20 Feb
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.
Andaz Maui at Wailea Resort - a concept by Hyatt
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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$1,493 per night from 17 Mar to 18 Mar
AU$1,493
includes taxes & fees
17 Mar - 18 Mar
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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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.