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30 Nov - 1 Dec
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1 Dec - 2 Dec
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5 Dec - 7 Dec
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12 Dec - 14 Dec

Top Holiday Rentals in Kaunakakai

Property grounds
Castle at Moloka'i Shores

Castle at Moloka'i Shores

3.0 star property
Kaunakakai
7.2 out of 10, Good, (169)
"better clean room, "
United States
Ana Maria
Castle at Moloka'i Shores
4 outdoor pools, open 8:00 AM to 10:00 PM, pool cabanas (surcharge)
OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa

4.0 star property
Lahaina
8.8 out of 10, Excellent, (2872)
"Resort was beautiful and family friendly. Definitely will stay here again with the rest of the family"
United States
Alisha
The price is ฿9,222
฿27,984 total
includes taxes & fees
11 Dec - 12 Dec
OUTRIGGER Honua Kai Resort & Spa
Standard Room, 1 Bedroom | Living area | 55-inch flat-screen TV with cable channels
Kahana Beach Vacation Club

Kahana Beach Vacation Club

3.0 star property
Lahaina
8.4 out of 10, Very good, (748)
"Room was clean & well stocked"
United States
Rebecca
Kahana Beach Vacation Club
Exterior
The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach

4.0 star property
Lahaina
9.6 out of 10, Exceptional, (307)
"We loved our stay at the Whaler"
United States
Kris Leann
The price is ฿8,127
฿21,254 total
includes taxes & fees
2 Dec - 3 Dec
The Whaler Resort Kaanapali Beach
Exterior
Aston Kaanapali Shores

Aston Kaanapali Shores

3.5 star property
Lahaina
8.6 out of 10, Excellent, (3891)
"Was a great place to stay"
United States
Christine
The price is ฿10,887
฿13,788 total
includes taxes & fees
6 Dec - 7 Dec
Aston Kaanapali Shores
On the beach
Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER

3.0 star property
Lahaina
9.0 out of 10, Wonderful, (1703)
"Enjoyed our stay."
United States
MARTIN
The price is ฿10,664
฿12,579 total
includes taxes & fees
21 Dec - 22 Dec
Napili Shores Maui by OUTRIGGER
Exterior
Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas

3.0 star property
Lahaina
8.8 out of 10, Excellent, (2505)
"We left feeling very refreshed! Beautiful beach and the staff are awesome! "
United States
ERIC
The price is ฿11,367
฿16,249 total
includes taxes & fees
1 Dec - 2 Dec
Aston Maui Kaanapali Villas
Studio Suite | Living area | 45-inch TV with cable channels, DVD player
Kahana Falls Maui by VRI Americas

Kahana Falls Maui by VRI Americas

3.5 star property
Lahaina
8.0 out of 10, Very good, (969)
"All of the above and good access to the beach ⛱️"
United States
Joshua
Kahana Falls Maui by VRI Americas
Outdoor pool
Sands of Kahana

Sands of Kahana

3.0 star property
Lahaina
8.2 out of 10, Very good, (455)
"great time "
United States
Mario
Sands of Kahana
2 outdoor pools, pool cabanas (surcharge), pool umbrellas
The Westin Nanea Ocean Villas, Ka'anapali

The Westin Nanea Ocean Villas, Ka'anapali

4.0 star property
Lahaina
9.4 out of 10, Exceptional, (472)
"Spacious rooms and fun pools"
United States
Vanessa
The price is ฿17,956
฿21,181 total
includes taxes & fees
13 Dec - 14 Dec
The Westin Nanea Ocean Villas, Ka'anapali
2 outdoor pools, pool cabanas (surcharge), pool umbrellas
The Westin Ka'anapali Ocean Resort Villas

The Westin Ka'anapali Ocean Resort Villas

4.0 star property
Lahaina
8.6 out of 10, Excellent, (1124)
"Clean room, amazing staff and great location and beach access "
United States
Amanda
The price is ฿14,353
฿16,931 total
includes taxes & fees
6 Dec - 7 Dec
The Westin Ka'anapali Ocean Resort Villas
Surfing/boogie boarding
Aston at Papakea Resort

Aston at Papakea Resort

3.0 star property
Lahaina
8.2 out of 10, Very good, (1395)
"Everything was great very good stay "
Canada
Paul
Aston at Papakea Resort
Condo, 2 Bedrooms, Ocean View (295) | Property amenity
Kaanapali Alii

Kaanapali Alii

4.0 star property
Lahaina
9.6 out of 10, Exceptional, (954)
"Views were fantastic, as were beach and pool access, hotel was very clean."
Canada
Ryan
Kaanapali Alii
Outdoor pool
Aston Mahana at Kaanapali

Aston Mahana at Kaanapali

3.5 star property
Kaanapali
9.0 out of 10, Wonderful, (1707)
"We will definitely stay here again. The room was clean and had everything we needed. The view was stunning."
United States
Randy
The price is ฿11,849
฿14,924 total
includes taxes & fees
11 Dec - 12 Dec
Aston Mahana at Kaanapali
Suite, 1 Bedroom | Iron/ironing board, free WiFi
The Gardens at West Maui

The Gardens at West Maui

3.0 star property
Lahaina
8.4 out of 10, Very good, (516)
"We stayed here for 4 days easy check in and check out process "
United States
Relda
The Gardens at West Maui
Villa, 1 Bedroom, Oceanfront (Bay 36B3 Gold ,1Bath) | In-room safe, individually decorated, individually furnished
Kapalua Villas Maui

Kapalua Villas Maui

4.0 star property
Lahaina
8.8 out of 10, Excellent, (958)
"Gorgeous property, the staff, beach, hiking close by, restaurants in area all were great. Room was spotless and we were able to check in early."
United States
Arturo
The price is ฿16,987
฿34,790 total
includes taxes & fees
29 Dec - 30 Dec
Kapalua Villas Maui
On the beach, white sand
Castle Napili Surf Beach Resort

Castle Napili Surf Beach Resort

3.5 star property
Lahaina
9.8 out of 10, Exceptional, (152)
"Loved the location and beach "
United States
Brenda Vanessa
Castle Napili Surf Beach Resort
Beach nearby, white sand, beach towels
Napili Village Hotel

Napili Village Hotel

3.0 star property
Lahaina
9.0 out of 10, Wonderful, (135)
"Exactly what we were looking for! Close walking distance to beach and dining!"
United States
Tessa
Napili Village Hotel
Tennis court
Kahana Villa

Kahana Villa

3.0 star property
Lahaina
8.0 out of 10, Very good, (351)
" Great stay!!! Easy and quiet place next to beach.Feels like home"
United States
Jose
Kahana Villa
Exterior
Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa

5.0 star property
Lahaina
The price is ฿8,745
฿12,020 total
includes taxes & fees
15 Dec - 16 Dec
Royal Lahaina Bungalows & Spa
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

The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

10/10 Excellent
"Amenities were great. Wonderful stay!"
Joseph 4-night trip
Posted 2 days ago
The Ritz-Carlton Maui, Kapalua

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