Search Vacation Homes in Kaunakakai
- Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Compare 186 Vacation Homes in Kaunakakai with updated reviews, rates, and availability.

272-1 Large oceanfront home- fully air conditioned, 25 feet from the water
272-1 Large oceanfront home- fully air conditioned, 25 feet from the water
9.0 out of 10, Wonderful, (40)

The #1 Luxury OCEAN FRONT Mansion! Sleeps 32
The #1 Luxury OCEAN FRONT Mansion! Sleeps 32
9.8 out of 10, Exceptional, (67)

#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool
#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool
10.0 out of 10, Exceptional, (5)

Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!
Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!
10.0 out of 10, Exceptional, (8)

Spectacular, fully renovated 3-Bedroom Oceanfront Townhome in Kahana
Spectacular, fully renovated 3-Bedroom Oceanfront Townhome in Kahana
10.0 out of 10, Exceptional, (63)

The #1 Vacation Rental on Maui!! Steps to Maui's Best Beach! Pickle Ball Ct!
The #1 Vacation Rental on Maui!! Steps to Maui's Best Beach! Pickle Ball Ct!
10.0 out of 10, Exceptional, (89)

Legendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!
Legendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!
10.0 out of 10, Exceptional, (6)

Private home with POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH
Private home with POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH
9.6 out of 10, Exceptional, (58)
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.
Save an average of 15% on thousands of hotels when you're signed in
Other property types in Kaunakakai

Castle at Moloka'i Shores
Castle at Moloka'i Shores
7.2 out of 10, Good, (161)

Wavecrest
Wavecrest
8.0 out of 10, Very Good, (3)

MOLOKAI ISLAND Two Bedroom Oceanfront Top End Unit!
MOLOKAI ISLAND Two Bedroom Oceanfront Top End Unit!
9.6 out of 10, Exceptional, (153)
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.
Recent reviews of Kaunakakai hotels
Recent reviews of Kaunakakai hotels

Royal Lahaina Resort & Bungalows
5/5 Excellent
"My stay was really enjoyable. The ocean front room was spacious and beautiful. My meals were pretty delicious and I enjoyed the Branches concerts. I wish the parking was included in the stay. "
A verified traveler stayed at Royal Lahaina Resort & Bungalows
Posted 14 hours ago