Book Holiday Homes in Kaunakakai

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Featured Holiday Homes in Kaunakakai

Spectacular, fully renovated 3-Bedroom Oceanfront Townhome in Kahana

Spectacular, fully renovated 3-Bedroom Oceanfront Townhome in Kahana

Lahaina
When you stay at this vacation home in Kahana, you'll be on the beach, a 5-minute drive from Napili Bay and 9 minutes from Kaanapali Beach.
Spectacular, fully renovated 3-Bedroom Oceanfront Townhome in Kahana
Lana’i Oasis and Gem, The Artist's House

Lana’i Oasis and Gem, The Artist's House

Lanai
The price is AU$1,213 per night from 12 Jun to 13 Jun
AU$1,213
per night
12 Jun - 13 Jun
With a stay at this vacation home in Lanai City, you'll be a 2-minute walk from Munro Trail and 10 minutes by foot from Lanaʻi Culture & Heritage Center.
Lana’i Oasis and Gem, The Artist's House
The #1 Luxury OCEAN FRONT Mansion!  Sleeps 32

The #1 Luxury OCEAN FRONT Mansion! Sleeps 32

lahina
When you stay at this vacation home in Honokowai, you'll be on the beach, within a 10-minute drive of Napili Bay and Kaanapali Beach.
The #1 Luxury OCEAN FRONT Mansion! Sleeps 32
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Our home in Launiuopoko has not been impacted by the recent wildfires

Our home in Launiuopoko has not been impacted by the recent wildfires

Lahaina
With a stay at this vacation home in Launiupoko, you'll be near the beach, within a 15-minute drive of Kaanapali Beach and West Maui Mountains.
Our home in Launiuopoko has not been impacted by the recent wildfires
Kapalua Golf Villas by KBM Resorts

Kapalua Golf Villas by KBM Resorts

4 out of 5
Lahaina
The price is AU$2,903 per night from 23 Jun to 24 Jun
AU$2,903
per night
23 Jun - 24 Jun
When you stay at this vacation home in Kapalua, you'll be on the waterfront, within a 15-minute drive of Napili Bay and Whalers Village.
Kapalua Golf Villas by KBM Resorts
Laid back Molokai beach-hideaway

Laid back Molokai beach-hideaway

Maunaloa
With a stay at this vacation home in Maunaloa, you'll be on the beach, just a 4-minute walk from Pohakumauliuli Beach and 10 minutes by foot from Kepuhi ...
Laid back Molokai beach-hideaway
Celebrity Estate, Across the Street From Beach! Brand New! 6 Bedroom W/Pool

Celebrity Estate, Across the Street From Beach! Brand New! 6 Bedroom W/Pool

Lahaina
With a stay at this vacation home in Napili, you'll be within a 15-minute drive of Napili Bay and Whalers Village.
Celebrity Estate, Across the Street From Beach! Brand New! 6 Bedroom W/Pool
Fantastic Ka'anapali home with pool! Great for families! Last minute specials!

Fantastic Ka'anapali home with pool! Great for families! Last minute specials!

Lahaina
When you stay at this vacation home in Kaanapali, you'll be near the beach, within a 5-minute drive of Kaanapali Beach and Whalers Village.
Fantastic Ka'anapali home with pool! Great for families! Last minute specials!
Steps to Napili Bay! Residences at Napili Bay by Montage

Steps to Napili Bay! Residences at Napili Bay by Montage

Lahaina
When you stay at this vacation home in Kapalua, you'll be by the sea, within a 15-minute drive of Napili Bay and Kaanapali Beach.
Steps to Napili Bay! Residences at Napili Bay by Montage
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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.

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

Holiday houses in Kaunakakai 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 Kaunakakai 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 Kaunakakai adventures, obvs.

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

Kaunakakai Holiday Homes essential information

Accommodation
100 Holiday Homes
Lowest Price
AU$303
Highest Price
AU$2,903
Popular accommodation
Spectacular, fully renovated 3-Bedroom Oceanfront Townhome in Kahana, Lana’i Oasis and Gem, The Artist's House, The #1 Luxury OCEAN FRONT Mansion! Sleeps 32, Our home in Launiuopoko has not been impacted by the recent wildfires, Kapalua Golf Villas by KBM Resorts, Laid back Molokai beach-hideaway, Celebrity Estate, Across the Street From Beach! Brand New! 6 Bedroom W/Pool, Fantastic Ka'anapali home with pool! Great for families! Last minute specials!, Steps to Napili Bay! Residences at Napili Bay by Montage

Top trending hotels in Kaunakakai

Hotel Moloka'i

Hotel Moloka'i

3 out of 5
1300 Kamehameha V Hwy, Kaunakakai, HI
Fully refundableReserve now, pay when you stay
The price is AU$398 per night from 10 Jun to 11 Jun
AU$398
per night
10 Jun - 11 Jun
When you stay at Hotel Moloka'i in Kaunakakai, you'll be on the waterfront, within a 5-minute drive of St. Joseph's Catholic Church and Kapuaiwa Coconut ...
Hotel Moloka'i
Castle at Moloka'i Shores

Castle at Moloka'i Shores

3 out of 5
109 Ala Malama St, Building D, Unit A, Kaunakakai, HI
Fully refundableReserve now, pay when you stay
The price is AU$303 per night from 10 Jun to 11 Jun
AU$303
per night
10 Jun - 11 Jun
Located in Kaunakakai, Castle at Moloka'i Shores is by the ocean, within a 5-minute drive of Molokai Harbor and St. Joseph's Catholic Church.
Castle at Moloka'i Shores
MOLOKAI ISLAND   Two Bedroom Oceanfront Top End Unit!

MOLOKAI ISLAND Two Bedroom Oceanfront Top End Unit!

Kaunakakai
With a stay at this condo in Kaunakakai, you'll be on the beach, just steps from Hokukano-Ualapue Complex and a 3-minute drive from Kaluaʻaha Church.
MOLOKAI ISLAND Two Bedroom Oceanfront Top End Unit!
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The Ultimate Oceanfront Penthouse - 'Hale No Ka Oi'

The Ultimate Oceanfront Penthouse - 'Hale No Ka Oi'

Kaunakakai,
When you stay at this condo in Kaunakakai, you'll be on the beach, within a 5-minute drive of Molokai Harbor and St. Joseph's Catholic Church.
The Ultimate Oceanfront Penthouse - 'Hale No Ka Oi'
Don't see what you're looking for?
See all available properties in Kaunakakai
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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.