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
Stay at this vacation home in Lahaina. Enjoy free WiFi, a garden, and tennis courts. Popular attractions Kaanapali Beach and Whalers Village are located ...
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
Book a stay at this beach vacation home in Lahaina. Enjoy free WiFi, a beach locale, and a fitness center. Popular attractions Kaanapali Beach and Whalers Village ...
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
Book a stay at this beach vacation home in Kaanapali. Enjoy private pools, a beach locale, and a fitness center. Popular attractions Kaanapali Beach and Black ...
#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
Book a stay at this beach vacation home in Honokowai. Enjoy private pools, a beach locale, and a fitness center. Popular attractions Kaanapali Beach and Black ...
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
Stay at this vacation home in Lahaina. Enjoy free WiFi, a garden, and tennis courts. Popular attractions Kaanapali Beach and Whalers Village are located ...
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 NZ$2,479 per night from 11 Apr to 12 Apr
NZ$2,479
includes taxes & fees
11 Apr - 12 Apr
Stay at this 4-star beach vacation home in Kapalua. Enjoy free parking, a beach locale, and free grocery shopping service. Popular attractions Kaanapali Beach ...
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
Book a stay at this golf vacation home in Kaanapali. Enjoy private pools, a garden, and patios. Popular attractions Kaanapali Beach and Black Rock are located ...
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
Stay at this vacation home in Kahana. Enjoy patios, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Kaanapali Beach and Napili Bay ...
Oceanfront All-Suite Escape with AC & Pool | Steps to Sand | Walk to Dining
Spectacular Oceanfront 4 Bedroom

Spectacular Oceanfront 4 Bedroom

Lahaina
Book a stay at this beach vacation home in Lahaina. Enjoy free WiFi, a beach locale, and patios. Popular attractions Kaanapali Beach and Whalers Village are ...
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
183 Holiday Homes
Lowest Price
NZ$1,476
Highest Price
NZ$2,479
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
Stay at this 3-star beach condo in Kaunakakai. Enjoy free WiFi, a beach locale, and laundry facilities. Popular attractions St. Joseph's Catholic Church and ...
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
Stay at this 3-star beach hotel in Kaunakakai. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff in our reviews. Popular ...
Hotel Moloka'i
Wavecrest

Wavecrest

3 out of 5
7142 Kamehameha V Hwy, Kaunakakai, HI
Stay at this 3-star condo in Kaunakakai. Enjoy free WiFi, free parking, and cable TV channels. Popular attractions Hokukano-Ualapue Complex and Smith-Bronte ...
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 NZ$1,476 per night from 1 May to 2 May
NZ$1,476
includes taxes & fees
1 May - 2 May
Stay at this 4-star beach hotel in Kaanapali. Enjoy 3 outdoor pools, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the property ...
The Westin Maui Resort & Spa, Ka'anapali
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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.