Kaunakakai Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
2 Aug - 3 Aug
Tomorrow
3 Aug - 4 Aug
Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug

Holiday Rentals in Kaunakakai

Castle at Moloka'i Shores
Property grounds

Castle at Moloka'i Shores

3.0 star property
7.2 out of 10, Good, (164)
"No AC - was HOT Staff very friendly "
Castle at Moloka'i Shores
MOLOKAI ISLAND Two Bedroom Oceanfront Top End Unit!
Property grounds

MOLOKAI ISLAND Two Bedroom Oceanfront Top End Unit!

9.6 out of 10, Exceptional, (160)
"1)The condo owner was super easy to work with, stayed in communication during stay.2) condo was very clean. no bugs or critters.3) checking in/out was super easy with the help of the condo owner.4) views of maui was breathtaking.5) bedrooms and bathroom were perfect."
MOLOKAI ISLAND Two Bedroom Oceanfront Top End Unit!
Aston Kaanapali Shores
Exterior

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3651)
"Great place"
The price is HK$1,060
HK$1,482 total
includes taxes & fees
29 Aug - 30 Aug
Aston Kaanapali Shores
Aston Maui Kaanapali Villas
Exterior

Aston Maui Kaanapali Villas

3.0 star property
8.8 out of 10, Excellent, (2434)
"Great place "
The price is HK$1,663
HK$2,656 total
includes taxes & fees
25 Aug - 26 Aug
Aston Maui Kaanapali Villas
The Whaler Resort Kaanapali Beach
Exterior

The Whaler Resort Kaanapali Beach

4.0 star property
9.4 out of 10, Exceptional, (210)
"Right on the beach! All the restaurants, shops and excursion pick ups right there too!"
The price is HK$2,122
HK$5,505 total
includes taxes & fees
2 Sept - 3 Sept
The Whaler Resort Kaanapali Beach
AEI at Kaanapali Shores
Exterior

AEI at Kaanapali Shores

4.0 star property
8.8 out of 10, Excellent, (383)
"Overall it's a great property for families "
AEI at Kaanapali Shores
Napili Shores Maui by OUTRIGGER
On the beach

Napili Shores Maui by OUTRIGGER

3.0 star property
9.0 out of 10, Wonderful, (1636)
"Nice access to the beach and spacious rooms. Would definitely stay here again. "
The price is HK$2,183
HK$2,575 total
includes taxes & fees
2 Sept - 3 Sept
Napili Shores Maui by OUTRIGGER
OUTRIGGER Honua Kai Resort & Spa
4 outdoor pools, open 8:00 AM to 10:00 PM, pool cabanas (surcharge)

OUTRIGGER Honua Kai Resort & Spa

4.0 star property
8.8 out of 10, Excellent, (2811)
"Beautiful property, would stay again! "
The price is HK$3,322
HK$7,521 total
includes taxes & fees
1 Sept - 2 Sept
OUTRIGGER Honua Kai Resort & Spa
Aston at The Whaler on Kaanapali Beach
View from room

Aston at The Whaler on Kaanapali Beach

4.0 star property
9.2 out of 10, Wonderful, (1478)
"Concierge, was really nice and informative. Can't think of anything i didn't like. "
Aston at The Whaler on Kaanapali Beach
#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool
Outdoor pool

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

2.0 star property
10.0 out of 10, Exceptional, (10)
"We had an amazing vacation with our kids and grandkids. We have already booked again for next year"
#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool
The Westin Ka'anapali Ocean Resort Villas
2 outdoor pools, pool cabanas (surcharge), pool umbrellas

The Westin Ka'anapali Ocean Resort Villas

4.0 star property
8.6 out of 10, Excellent, (1111)
"The resort was beautiful. The hospitality in all seas was top notch. "
The price is HK$3,760
HK$4,435 total
includes taxes & fees
9 Aug - 10 Aug
The Westin Ka'anapali Ocean Resort Villas
Honua Kai Konea Resort by KBM
Indoor pool, outdoor pool

Honua Kai Konea Resort by KBM

4.0 star property
9.6 out of 10, Exceptional, (54)
"Beautiful property, great location, condos are very nice and well-equipped, beach access is excellent with incredible snorkeling right off the beach. Easy access to Duke's for great food and poolside drinks. We definitely recommend the Honua Kai Resort."
Honua Kai Konea Resort by KBM
The Westin Nanea Ocean Villas, Ka'anapali
2 outdoor pools, pool cabanas (surcharge), pool umbrellas

The Westin Nanea Ocean Villas, Ka'anapali

4.0 star property
9.2 out of 10, Wonderful, (462)
"Very nice place to stay"
The price is HK$3,762
HK$4,437 total
includes taxes & fees
15 Aug - 16 Aug
The Westin Nanea Ocean Villas, Ka'anapali
Castle Napili Surf Beach Resort
On the beach, white sand

Castle Napili Surf Beach Resort

3.5 star property
10.0 out of 10, Exceptional, (131)
"Wonderful property.. clean, staff was consistently cleaning , walking distance from restaurants.. markets .. amazing snorkel right on Napili Bay .. we saw sea turtles right at the foot steps of the resort … can’t wait to book again "
Castle Napili Surf Beach Resort
Kahana Beach Vacation Club
Living area

Kahana Beach Vacation Club

3.0 star property
8.4 out of 10, Very good, (695)
"Great price and beautiful views from room"
Kahana Beach Vacation Club
Marriott's Maui Ocean Club - Lahaina & Napili Towers
3 outdoor pools, pool cabanas (surcharge), pool loungers

Marriott's Maui Ocean Club - Lahaina & Napili Towers

4.0 star property
8.8 out of 10, Excellent, (191)
"It was a great place to spend a vacation for the whole family. "
The price is HK$3,760
HK$4,435 total
includes taxes & fees
15 Aug - 16 Aug
Marriott's Maui Ocean Club - Lahaina & Napili Towers
AEI at The Mahana Kaanapali Resort
Outdoor pool, pool umbrellas, pool loungers

AEI at The Mahana Kaanapali Resort

4.0 star property
8.8 out of 10, Excellent, (266)
"Great ocean views and clean resort with very friendly staff"
AEI at The Mahana Kaanapali Resort
Kaanapali Alii
3 outdoor pools, pool loungers

Kaanapali Alii

4.0 star property
9.4 out of 10, Exceptional, (924)
"The beautiful rooms with lots of space for a big family The easy access to the beach and warm, friendly staff that helped make our stay memorable "
Kaanapali Alii
Royal Kahana Maui by OUTRIGGER
Living area

Royal Kahana Maui by OUTRIGGER

3.0 star property
8.0 out of 10, Very good, (1381)
"Had a great time"
Royal Kahana Maui by OUTRIGGER
The Gardens at West Maui
Iron/ironing board, free WiFi

The Gardens at West Maui

3.0 star property
8.4 out of 10, Very good, (487)
"The location was great! Loved the restaurants & beaches near by. Calm & friendly neighborhood. The room was comfy, clean & had everything we needed. Staff was amazing & super helpful with things to do & restaurant recommendations. "
The Gardens at West Maui
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
Sign in
Sign up, it's free

Top Kaunakakai Hotel Reviews

Aston Kaanapali Shores

Aston Kaanapali Shores

10/10 Excellent
"comfortable bed and clean room- thankful for the upgrade to the penthouse! amazing views! thankful for everyone: from the check in front desk to the housekeepers, great team"
Kimberly 1-night trip
Posted 12 hours ago
Aston Kaanapali Shores

Frequently asked questions

Can I find a holiday rental in Kaunakakai?

Yes, there are holiday rentals close to the most popular sights in Kaunakakai, or you can select a more secluded option if you're looking for a relaxing stay. Travellers who like culture and the arts say Kaunakakai is known for its live music and entertainment venues. Allow lots of time to check out the beaches and bars during your visit.

What are some of the best holiday rentals that Kaunakakai has to offer?

#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool: This holiday home rental outside of Kaunakakai is located on the beach, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 11 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Kaunakakai?

With 38 Expedia holiday rentals, you're guaranteed to find just the right place for your Kaunakakai stay.

What can I see and do in Kaunakakai?

Molokai Harbor and Moloka'i Beaches are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Halawa Bay Beach and Kapuaiwa Coconut Grove.

What are holiday rentals like in Kaunakakai?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Kaunakakai. Holiday rentals offer amenities such as patios, hot tubs and fire pits so you'll have all the conveniences of home. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from shared hotel lifts and bustling concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for family trips or small group gatherings.