Book Holiday Homes in Kaunakakai

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Featured Holiday Homes in Kaunakakai

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

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

Lahaina
When you stay at this vacation home in Lahaina, you'll be on the beach, within a 10-minute drive of Whalers Village and Black Rock.
Spectacular Maui Family vacation home - 4 bedroom + den, 4 bath, AC, pool.
#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool

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

2 out of 5
Lahaina
When you stay at this vacation home in Kaanapali, you'll be on the beach, a 4-minute drive from Whalers Village and 7 minutes from Kaanapali Beach.
#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool
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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 Kaanapali Beach and Whalers Village.
The #1 Luxury OCEAN FRONT Mansion! Sleeps 32
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!
Kapalua Golf Villas by KBM Resorts

Kapalua Golf Villas by KBM Resorts

4 out of 5
Lahaina
The price is AU$2,014 per night from 13 Apr to 14 Apr
AU$2,014
includes taxes & fees
13 Apr - 14 Apr
When you stay at this vacation home in Kapalua, you'll be on the beach, within a 15-minute drive of Napili Bay and Whalers Village.
Kapalua Golf Villas by KBM Resorts
Private home with POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH

Private home with POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH

Lahaina
When you stay at this vacation home in Kaanapali, you'll be next to a golf course, a 4-minute drive from Whalers Village and 6 minutes from Kaanapali Beach.
Private home with POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH
Oceanfront All-Suite Escape with AC & Pool | Steps to Sand | Walk to Dining

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

Lahaina
When you stay at this vacation home in Kahana, you'll be by the sea, a 5-minute drive from Napili Bay and 9 minutes from Kaanapali Beach.
Oceanfront All-Suite Escape with AC & Pool | Steps to Sand | Walk to Dining
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
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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
185 Holiday Homes
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 trending hotels in Kaunakakai

Castle at Moloka'i Shores

Castle at Moloka'i Shores

3 out of 5
109 Ala Malama St, Building D, Unit A, Kaunakakai, HI
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
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$451 per night from 30 Apr to 1 May
AU$451
includes taxes & fees
30 Apr - 1 May
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
Wavecrest

Wavecrest

3 out of 5
7142 Kamehameha V Hwy, Kaunakakai, HI
With a stay at Wavecrest in Kaunakakai, you'll be steps from Hokukano-Ualapue Complex and a 3-minute drive from Kaluaʻaha Church.
Wavecrest
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The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

4 out of 5
2365 Kaanapali Pkwy, Lahaina, HI
Fully refundableReserve now, pay when you stay
The price is AU$1,334 per night from 4 Apr to 5 Apr
AU$1,334
includes taxes & fees
4 Apr - 5 Apr
When you stay at The Westin Maui Resort & Spa, Ka'anapali in Kaanapali, you'll be on the beach, just steps from Kaanapali Beach and 5 minutes by foot from Whalers ...
The Westin Maui Resort & Spa, Ka'anapali
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.