Book Holiday Homes in Kaunakakai

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Kaunakakai

Kapalua Golf Villas by KBM Resorts

Kapalua Golf Villas by KBM Resorts

3.5 out of 5
Lahaina
The price is AU$1,590 per night from 6 Jan to 7 Jan
AU$1,590
includes taxes & fees
6 Jan - 7 Jan 2025
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
Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!

Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!

Lahaina
When you stay at this vacation home in Napili, you'll be by the sea, within a 15-minute drive of Napili Bay and Whalers Village.
Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!
The #1 Vacation Rental on Maui!!  Steps to Maui's Best Beach!

The #1 Vacation Rental on Maui!! Steps to Maui's Best Beach!

Lahaina
When you stay at this vacation home in Napili, you'll be by the sea, within a 15-minute drive of Napili Bay and Whalers Village.
The #1 Vacation Rental on Maui!! Steps to Maui's Best Beach!
Save an average of 15% on thousands of hotels when you're signed in
Maui Vacation Home w/Dazzling Oceanfront Views Honu Hale (Turtle House)

Maui Vacation Home w/Dazzling Oceanfront Views Honu Hale (Turtle House)

Lahiana
When you stay at this vacation home in Napili, you'll be on the beach, a 1-minute drive from Napili Bay and 10 minutes from Whalers Village.
Maui Vacation Home w/Dazzling Oceanfront Views Honu Hale (Turtle House)
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
Privacy In Paradise - Top Rated Vacation Home in West Maui

Privacy In Paradise - Top Rated Vacation Home in West Maui

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.
Privacy In Paradise - Top Rated Vacation Home in West Maui
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 10.8 mi (17.3 km) from Napili Bay.
272-2 Oceanfront Magic
NEW Construction!  Just Steps from Maui's Best Beach!

NEW Construction! Just Steps from Maui's Best Beach!

Lahaina
When you stay at this vacation home in Napili, you'll be by the sea, within a 15-minute drive of Kaanapali Beach and Napili Bay.
NEW Construction! Just Steps from Maui's Best Beach!
Don't see what you're looking for?
See all available properties in Kaunakakai
View all properties
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
126 Holiday Homes
Lowest Price
AU$514
Highest Price
AU$1,590
Popular accommodation
Kapalua Golf Villas by KBM Resorts, Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!, The #1 Vacation Rental on Maui!! Steps to Maui's Best Beach!, Maui Vacation Home w/Dazzling Oceanfront Views Honu Hale (Turtle House), Spectacular, fully renovated 3-Bedroom Oceanfront Townhome in Kahana, Privacy In Paradise - Top Rated Vacation Home in West Maui, 105-1 Puamana Spacious Townhome Near Ocean., 272-2 Oceanfront Magic, NEW Construction! Just Steps from Maui's Best Beach!

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$514 per night from 19 Dec to 20 Dec
AU$514
includes taxes & fees
19 Dec - 20 Dec
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
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!
Save an average of 15% on thousands of hotels when you're signed in
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
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.