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Kaunakakai Vacation Rentals

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Check prices for these dates

In two weeks
Jan 16 - Jan 18
In two months
Feb 27 - Mar 1
In three months
Mar 27 - Mar 29
In four months
Apr 24 - Apr 26

Our top choices for Kaunakakai vacation rentals

Exterior
Aston Kaanapali Shores

Aparthotel in Lahaina

Aston Kaanapali Shores
3.5 star property
8.8 out of 10, Excellent, (3931)
"Loved the 2 pools and 2 hot tub, staff is great…thank you!"
United States
Candida
The price is P18,515
P23,714 total
includes taxes & fees
Jan 17 - Jan 18, 2026
Aston Kaanapali Shores
Exterior
Aston Maui Kaanapali Villas

Aparthotel in Lahaina

Aston Maui Kaanapali Villas
3.0 star property
8.8 out of 10, Excellent, (2527)
"Very helpful and friendly staff. Easy walk to other hotels and restaurants. Beautiful beach. "
United States
Sally
The price is P18,537
P27,210 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Aston Maui Kaanapali Villas
4 outdoor pools, open 8:00 AM to 10:00 PM, cabanas (surcharge)
OUTRIGGER Honua Kai Resort & Spa

Condo resort in Lahaina

OUTRIGGER Honua Kai Resort & Spa
4.0 star property
8.8 out of 10, Excellent, (2889)
"Wonderful stay! "
United States
Quiauna
The price is P23,963
P59,796 total
includes taxes & fees
Jan 15 - Jan 16, 2026
OUTRIGGER Honua Kai Resort & Spa
Exterior
The Whaler Resort Kaanapali Beach

Condo in Lahaina

The Whaler Resort Kaanapali Beach
4.0 star property
9.6 out of 10, Exceptional, (331)
"Amazing resort second time being here will definitely be back next year "
United States
David
The price is P19,242
P44,344 total
includes taxes & fees
Jan 30 - Jan 31, 2026
The Whaler Resort Kaanapali Beach
2 outdoor pools, cabanas (surcharge), pool umbrellas
The Westin Ka'anapali Ocean Resort Villas

Condo resort in Lahaina

The Westin Ka'anapali Ocean Resort Villas
4.0 star property
8.6 out of 10, Excellent, (1128)
"Perfect stay"
United States
hao
The price is P28,647
P34,008 total
includes taxes & fees
Jan 8 - Jan 9, 2026
The Westin Ka'anapali Ocean Resort Villas
Sundeck
Napili Sunset on the Beach

Aparthotel in Lahaina

Napili Sunset on the Beach
2.5 star property
9.2 out of 10, Wonderful, (647)
"Location was excellent"
United States
Polly
The price is P16,540
P19,635 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Napili Sunset on the Beach
Beach nearby, white sand, beach towels
Napili Village Hotel

Aparthotel in Lahaina

Napili Village Hotel
3.0 star property
9.0 out of 10, Wonderful, (149)
"Exactly what we were looking for! Close walking distance to beach and dining!"
United States
Tessa
The price is P15,006
P17,814 total
includes taxes & fees
Jan 27 - Jan 28, 2026
Napili Village Hotel
3 outdoor pools, cabanas (surcharge), sun loungers
Marriott's Maui Ocean Club - Lahaina & Napili Towers

Condo resort in Lahaina

Marriott's Maui Ocean Club - Lahaina & Napili Towers
4.0 star property
8.8 out of 10, Excellent, (198)
"It was a great place to spend a vacation for the whole family. "
United States
Melanie
The price is P28,659
P34,022 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Marriott's Maui Ocean Club - Lahaina & Napili Towers
Exterior
Timeshare Oceanview Studio in Maui

Condo in Lahaina

Timeshare Oceanview Studio in Maui
3.0 star property
9.2 out of 10, Wonderful, (7)
"Room was perfect, staff extremely friendly and views were amazing!"
United States
Elizabeth
Timeshare Oceanview Studio in Maui
Exterior
Royal Lahaina Bungalows & Spa

Aparthotel in Lahaina

Royal Lahaina Bungalows & Spa
5.0 star property
9.0 out of 10, Wonderful, (2)
"Clean room and staff is super friendly. Would stay here again "
United States
Rene
The price is P24,941
P32,731 total
includes taxes & fees
Jan 10 - Jan 11, 2026
Royal Lahaina Bungalows & Spa
Aerial view
Maui Kai 804 Oceanfront 1 Bd/1ba 1 Bedroom Condo by RedAwning

Condo in Lahaina

Maui Kai 804 Oceanfront 1 Bd/1ba 1 Bedroom Condo by RedAwning
3.5 star property
The price is P21,770
P79,906 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Maui Kai 804 Oceanfront 1 Bd/1ba 1 Bedroom Condo by RedAwning
Aerial view
Kuleana Club - 509

Condo resort in Lahaina

Kuleana Club - 509
3.0 star property
The price is P17,841
P33,400 total
includes taxes & fees
Jan 22 - Jan 23, 2026
Kuleana Club - 509
On the beach
Napili Shores Maui by OUTRIGGER

Aparthotel in Lahaina

Napili Shores Maui by OUTRIGGER
3.0 star property
9.0 out of 10, Wonderful, (1722)
"We really enjoyed the location for our 2nd stay at Napili Shores. "
United States
Mikael Christopher
The price is P23,471
P27,863 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Napili Shores Maui by OUTRIGGER
View from property
Oceanfront Maui Condo

Apartment in Lainaina

Oceanfront Maui Condo
2.0 star property
The price is P22,647
P47,137 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Oceanfront Maui Condo
2 outdoor pools, cabanas (surcharge), pool umbrellas
The Westin Nanea Ocean Villas, Ka'anapali

Condo resort in Lahaina

The Westin Nanea Ocean Villas, Ka'anapali
4.0 star property
9.4 out of 10, Exceptional, (477)
"Great accommodations, clean rooms, nice staff."
United States
Eric
The price is P36,674
P43,537 total
includes taxes & fees
Jan 14 - Jan 15, 2026
The Westin Nanea Ocean Villas, Ka'anapali
Terrace/patio
Kahana Reef 210

Condo in Lahaina

Kahana Reef 210
2.0 star property
The price is P58,765
P81,526 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Kahana Reef 210
2 outdoor pools
Ka'anapali Shores 160

Condo resort in Lahaina

Ka'anapali Shores 160
3.5 star property
Ka'anapali Shores 160
3 outdoor pools, cabanas (surcharge), sun loungers
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Condo resort in Lahaina

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
4.0 star property
8.4 out of 10, Very Good, (237)
"Room was clean. Hotel staff were pleasant and competent. Construction was a little inconvenient noise and no carpeting by elevators was weird."
United States
Ron
The price is P29,601
P35,139 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Balcony view
Hale Mahina B304

Condo resort in Lahaina

Hale Mahina B304
2.0 star property
The price is P58,765
P69,761 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Hale Mahina B304
Pool
Kaanapali Shores #159 2 Bedroom Condo by RedAwning

Condo in Lahaina

Kaanapali Shores #159 2 Bedroom Condo by RedAwning
3.5 star property
The price is P42,487
P92,725 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Kaanapali Shores #159 2 Bedroom Condo by RedAwning
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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Top Kaunakakai Hotel Reviews

Kahana Beach Vacation Club

Kahana Beach Vacation Club

10/10 Excellent
"Nicole or Natalie at the front desk (sorry for not remembering the right name)was Amazing, very nice, with great recommendations. The room was Great! very clean and organized. The hot tub was great after a day full of experiences and activities. The staff members are very nice. I just wished there would be service/cleaning the room, but other than that, EVERYTHING is GREAT! "
GRETHEL 4-night trip
Posted 2 days ago
Kahana Beach Vacation Club

Find out more about Kaunakakai

Search for holiday rentals in Kaunakakai on Expedia! You can easily find your home rentals, villas, holiday apartments in Kaunakakai using one of the methods below:

  • View our selection of featured holiday rentals in Kaunakakai
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Look no further and take a look at our great range of rental properties in Kaunakakai!

Frequently asked questions

Can I find a vacation rental in Kaunakakai?

Yes, there are vacation rentals near the most popular sights in Kaunakakai, or you can go with a more remote option if you'd like a relaxing place to stay. Travelers 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 vacation rentals that Kaunakakai has to offer?

Kapalua Golf Villas by KBM Resorts: This vacation home rental outside of Kaunakakai is located on the beach and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, an oven, and a microwave. Kick off your shoes and enjoy yourself with a terrace and a garden.

How many vacation rentals are there in Kaunakakai?

With 37 Expedia vacation rentals, you're sure 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 Wailau Beach and Molokai War Memorial.

What are vacation rentals like in Kaunakakai?

Vacation rentals are privately owned accommodations you can reserve for several days or longer in Kaunakakai. Vacation rentals offer extras like laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for a small group gathering.