Book Holiday Homes in Kaunakakai
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Featured Holiday Homes in Kaunakakai

105-1 Puamana Spacious Townhome Near Ocean.

Spectacular Maui Family vacation home - 4 bedroom + den, 4 bath, AC, pool.

#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool

The #1 Luxury OCEAN FRONT Mansion! Sleeps 32

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

Kapalua Golf Villas by KBM Resorts

Private home with POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH

Oceanfront All-Suite Escape with AC & Pool | Steps to Sand | Walk to Dining

Spectacular Oceanfront 4 Bedroom
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 | 185 Holiday Homes |
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Lowest Price | AU$451 |
Highest Price | AU$2,014 |
Popular accommodation | 105-1 Puamana Spacious Townhome Near Ocean., Spectacular Maui Family vacation home - 4 bedroom + den, 4 bath, AC, pool., #1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool, The #1 Luxury OCEAN FRONT Mansion! Sleeps 32, Location, Location.... Just Steps Away from the Ocean!, Kapalua Golf Villas by KBM Resorts, Private home with POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH, Oceanfront All-Suite Escape with AC & Pool | Steps to Sand | Walk to Dining, Spectacular Oceanfront 4 Bedroom |
Top Locations for Holiday Homes in Kaunakakai
Top trending hotels in Kaunakakai

Castle at Moloka'i Shores

Hotel Moloka'i


The Westin Maui Resort & Spa, Ka'anapali
More ways to explore Kaunakakai
Top picks
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^Subject to availability and chosen travel dates.