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Waialua Holiday Rentals

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Our top choices for Waialua holiday rentals

1. Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (247 reviews)
"We loved how quiet and relaxing the property was. The employees and atmosphere were amazing."
United States
Joshua
The price is NZ$345
includes taxes & fees
7 Nov - 8 Nov
Napili Village Hotel

2. Molokai Island Retreat Wavecrest-Ocean Views

Molokai Island Retreat Wavecrest-Ocean Views
Kaunakakai
10.0 out of 10, Exceptional, (20 reviews)
"It was a beautiful stay !!!!Ocean View, clean room, on point communication with our host, Loved our staycation "
United States
Esther-Jean O.
The price is NZ$525
includes taxes & fees
2 Nov - 3 Nov
Molokai Island Retreat Wavecrest-Ocean Views

3. Napili Sunset on the Beach

Napili Sunset on the Beach
2.5 star property
Lahaina
9.2 out of 10, Wonderful, (656 reviews)
"Nice and clean stay! "
United States
Beverly
The price is NZ$630
includes taxes & fees
3 Nov - 4 Nov
Napili Sunset on the Beach

4. Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,903 reviews)
"We loved our stay there. We will definitely come again."
United States
Kim
The price is NZ$518
includes taxes & fees
20 Oct - 21 Oct
Napili Shores Maui by OUTRIGGER

5. Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Kannapali Beach Area
8.8 out of 10, Excellent, (2,647 reviews)
"Great place will stay again!"
United States
Joseph
The price is NZ$567
includes taxes & fees
16 Nov - 17 Nov
Aston Maui Kaanapali Villas

6. Romantic Oceanfront: Relax 25' from the Waves! 230+ Great Reviews!

Romantic Oceanfront: Relax 25' from the Waves! 230+ Great Reviews!
Lahaina
9.8 out of 10, Exceptional, (241 reviews)
"Great communication, wonderful location, clean and great property!"
United States
Eric T.
The price is NZ$707
includes taxes & fees
23 Oct - 24 Oct
Romantic Oceanfront: Relax 25' from the Waves! 230+ Great Reviews!

7. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,385 reviews)
"Great Stay"
United States
Roopa Rani
The price is NZ$460
includes taxes & fees
30 Oct - 31 Oct
Aston Kaanapali Shores

8. Kuleana Club - 511

Kuleana Club - 511
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (2 reviews)
"Room was very clean and well equipped. Nice pool and helpful staff in premise. "
United States
Baron
The price is NZ$699
includes taxes & fees
22 Oct - 23 Oct
Kuleana Club - 511

9. Spacious Studio/Spectacular Ocean View/Pool/Gym

Spacious Studio/Spectacular Ocean View/Pool/Gym
Lahaina
9.8 out of 10, Exceptional, (56 reviews)
"Beautiful view, convenient location, great host communication"
United States
Sandra B.
The price is NZ$588
includes taxes & fees
26 Oct - 27 Oct
Spacious Studio/Spectacular Ocean View/Pool/Gym

10. Studio w Pool Steps to Sandy Beach-Napili Shores D127

Studio w Pool Steps to Sandy Beach-Napili Shores D127
Lahaina
9.2 out of 10, Wonderful, (59 reviews)
"We love this property! We’ve stayed here many times. I really appreciated that we were able to check in early because the property was ready."
United States
Jeanne D.
The price is NZ$1,122
includes taxes & fees
19 Oct - 20 Oct
Studio w Pool Steps to Sandy Beach-Napili Shores D127

11. Aloha Hale Ocean View Maui Condo In Ocean Front/Beach Resort Swim with Turtles!

Aloha Hale Ocean View Maui Condo In Ocean Front/Beach Resort Swim with Turtles!
Lahaina
9.8 out of 10, Exceptional, (278 reviews)
"We had a great time in Maui! We were there to rest and relax and celebrate our anniversary."
United States
Traci B.
The price is NZ$842
includes taxes & fees
18 Oct - 19 Oct
Aloha Hale Ocean View Maui Condo In Ocean Front/Beach Resort Swim with Turtles!

12. Rustic retreat with panoramic views at Pu'u O Hoku Ranch

Rustic retreat with panoramic views at Pu'u O Hoku Ranch
Kaunakakai
10.0 out of 10, Exceptional, (96 reviews)
"The Sunrise Cottage, and indeed the entire Pu'u o Hoku Ranch is a hidden gem. We may be biased since we held our wedding celebration here back in 2016, but to return ten years later and find it even more lovely was a delight. Molokai isn't for everyone, but to those drawn to it a wonderful adventure awaits. We'll return as often as they'll have us. Mahalo to all those who made our stay so wonderful."
United States
Scott J.
The price is NZ$1,376
includes taxes & fees
19 Oct - 20 Oct
Rustic retreat with panoramic views at Pu'u O Hoku Ranch

13. Beautiful Ocean and Outer Island Views! See Whales in season!

Beautiful Ocean and Outer Island Views! See Whales in season!
Lahaina
9.4 out of 10, Exceptional, (92 reviews)
"The room was clean, the view from the balcony was awesome, and the overall experience was great. I'd recommend the place."
United States
Jasdeep Singh
The price is NZ$635
includes taxes & fees
22 Oct - 23 Oct
Beautiful Ocean and Outer Island Views! See Whales in season!

14. West Maui Studio at BeachFront Resort w Pool-Royal Kahana 104

West Maui Studio at BeachFront Resort w Pool-Royal Kahana 104
Lahaina
9.4 out of 10, Exceptional, (54 reviews)
"Excellent "
United States
Aracely
The price is NZ$989
includes taxes & fees
18 Oct - 19 Oct
West Maui Studio at BeachFront Resort w Pool-Royal Kahana 104

15. Fabulous Oceanfront Retreat at Kuleana 622 3rd Floor Condo A/C

Fabulous Oceanfront Retreat at Kuleana 622 3rd Floor Condo A/C
Lahaina
9.6 out of 10, Exceptional, (46 reviews)
"Good location. Close to beaches, restaurants and other fun activities "
United States
Nancy F.
The price is NZ$1,443
includes taxes & fees
28 Oct - 29 Oct
Fabulous Oceanfront Retreat at Kuleana 622 3rd Floor Condo A/C

16. Cute and Cozy Ground Floor! Beach access! Great Location! #113

Cute and Cozy Ground Floor! Beach access! Great Location! #113
Lahaina
9.0 out of 10, Wonderful, (24 reviews)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Very chill and relaxed property with a great view. In a prime location."
United States
Kiele P.
The price is NZ$773
includes taxes & fees
19 Oct - 20 Oct
Cute and Cozy Ground Floor! Beach access! Great Location! #113

17. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Kannapali Beach Area
9.6 out of 10, Exceptional, (498 reviews)
"We loved everything and the location was perfect!!"
United States
Lenore
The price is NZ$1,162
includes taxes & fees
20 Oct - 21 Oct
The Whaler Resort Kaanapali Beach

18. sweet escape - Moloka'i living

sweet escape - Moloka'i living
Kaunakakai
9.6 out of 10, Exceptional, (27 reviews)
"Melorine's unit was great: clean, efficient, it had everything we needed. Staying at Molokai Shores is not only convenient (close to town and central to both the East end and the West end of Molokai) but also right on the water. The pool is lovely. The grounds are well kept. We look forward to another visit."
United States
George G.
The price is NZ$663
includes taxes & fees
19 Oct - 20 Oct
sweet escape - Moloka'i living

19. Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC

Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC
Lahaina
8.6 out of 10, Excellent, (111 reviews)
"Everything was great !"
United States
Michael
The price is NZ$1,303
includes taxes & fees
19 Oct - 20 Oct
Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC

20. Luxury Oceanfront Studio at Napili Shores A203 View of Lanai and Molokai

Luxury Oceanfront Studio at Napili Shores A203 View of Lanai and Molokai
Lahaina
9.8 out of 10, Exceptional, (58 reviews)
"Lovely place hope to stay here again"
United States
Margaret H.
The price is NZ$1,619
includes taxes & fees
18 Oct - 19 Oct
Luxury Oceanfront Studio at Napili Shores A203 View of Lanai and Molokai
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 Waialua Hotel Reviews

Find out more about Waialua

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Waialua holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Waialua. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Waialua. Seeing all the best attractions is bound to make you fall in love with Waialua. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Waialua short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Waialua?

Yes, there are holiday rentals close to the most popular sights in Waialua, or you can select a more secluded option if you're looking for a relaxing stay.

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

Legendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!: This holiday home rental outside of Waialua is located on the beach, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a garden.

What can I see and do in Waialua?

Get outdoors into nature at a spot like Moloka'i Beaches, or visit other top attractions such as Kaanapali Beach. In the wider area, you’ll find Whalers Village and Kapalua Beach.

What are holiday rentals like in Waialua?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Waialua. Holiday rentals feature extras like kitchens and laundry facilities so you'll feel right at home. If you're concerned about cleanliness, a holiday rental can provide a sense of safety away from public hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for families.