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Kaunakakai Holiday Rentals

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Check prices for these dates

Tonight
30 Dec - 31 Dec
Tomorrow
31 Dec - 1 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Kaunakakai holiday 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 HK$2,448
HK$3,136 total
includes taxes & fees
17 Jan - 18 Jan 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 HK$2,451
HK$3,598 total
includes taxes & fees
1 Jan - 2 Jan 2026
Aston Maui Kaanapali Villas
4 outdoor pools, open 8:00 AM to 10:00 PM, pool 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 HK$3,168
HK$7,906 total
includes taxes & fees
15 Jan - 16 Jan 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 HK$2,542
HK$5,858 total
includes taxes & fees
30 Jan - 31 Jan 2026
The Whaler Resort Kaanapali Beach
2 outdoor pools, pool 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 HK$3,786
HK$4,494 total
includes taxes & fees
22 Jan - 23 Jan 2026
The Westin Ka'anapali Ocean Resort Villas
Sun deck
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 HK$2,186
HK$2,595 total
includes taxes & fees
1 Jan - 2 Jan 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 HK$1,984
HK$2,355 total
includes taxes & fees
27 Jan - 28 Jan 2026
Napili Village Hotel
3 outdoor pools, pool cabanas (surcharge), pool 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 HK$3,786
HK$4,494 total
includes taxes & fees
22 Jan - 23 Jan 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 HK$3,299
HK$4,330 total
includes taxes & fees
10 Jan - 11 Jan 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 HK$2,877
HK$10,560 total
includes taxes & fees
7 Jan - 8 Jan 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 HK$2,041
HK$4,040 total
includes taxes & fees
22 Jan - 23 Jan 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 HK$3,102
HK$3,682 total
includes taxes & fees
4 Jan - 5 Jan 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 HK$2,993
HK$6,229 total
includes taxes & fees
9 Jan - 10 Jan 2026
Oceanfront Maui Condo
2 outdoor pools, pool 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 HK$4,845
HK$5,751 total
includes taxes & fees
23 Jan - 24 Jan 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 HK$7,766
HK$10,774 total
includes taxes & fees
2 Jan - 3 Jan 2026
Kahana Reef 210
2 outdoor pools
Ka'anapali Shores 160

Condo resort in Lahaina

Ka'anapali Shores 160
3.5 star property
The price is HK$7,572
HK$11,322 total
includes taxes & fees
2 Jan - 3 Jan 2026
Ka'anapali Shores 160
3 outdoor pools, pool cabanas (surcharge), pool 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 HK$3,910
HK$4,642 total
includes taxes & fees
22 Jan - 23 Jan 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 HK$7,572
HK$8,989 total
includes taxes & fees
1 Jan - 2 Jan 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 HK$5,166
HK$12,856 total
includes taxes & fees
4 Jan - 5 Jan 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
"Beautiful views, clean rooms, and friendly staff."
lynda 3-night trip
Posted 3 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
  • Use the map to find apartments and other holiday homes in the Kaunakakai neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Kaunakakai while they last

Look no further and take a look at our great range of rental properties in Kaunakakai!

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?

Kapalua Golf Villas by KBM Resorts: This holiday home rental outside of Kaunakakai is located on the beach, and has an outdoor pool, a balcony and a BBQ 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 holiday rentals are there in Kaunakakai?

With 37 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 Wailau Beach and Molokai War Memorial.

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.