Wailua Holiday Rentals

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Holiday Rentals in Wailua

Our top choices for Wailua holiday rentals

Plantation Hale Suites

3.0 star property
8.0 out of 10, Very good, (1646)
"The room was gorgeous. Everything we needed was right there for us! The property was all clean and well kept. The beach was a short walk away and it was perfect. Loved this stay!"
The price is NZ$599
includes taxes & fees
14 Sept - 15 Sept
Plantation Hale Suites

Fern Grotto Inn

3.5 star property
9.8 out of 10, Exceptional, (54)
"We enjoyed our stay at the Fern Grotto Inn. The cabin was clean, comfortable and had everything we needed."
Fern Grotto Inn

Steps to beach.Top floor ocean view, 2 bd 1.5 ba. New AC in living dining area

9.6 out of 10, Exceptional, (205)
"Good location, close to the beach, shopping and dining."
Steps to beach.Top floor ocean view, 2 bd 1.5 ba. New AC in living dining area

Islander Family Studio 137, Ground Floor, Steps to Pool and Beach

9.2 out of 10, Wonderful, (89)
"Restful stay!"
The price is NZ$545
includes taxes & fees
18 Sept - 19 Sept
Islander Family Studio 137, Ground Floor, Steps to Pool and Beach

H-G-T-V type Renovation, Million Dollar view starting at only $210/night!

9.8 out of 10, Exceptional, (215)
"Beautiful property with excellent location. Great location for visiting any part of the island. Close to restaurants, groceries and shopping.Would recommend and would definitely stay again!"
H-G-T-V type Renovation, Million Dollar view starting at only $210/night!

Just finished complete renovation in March, 2025

9.4 out of 10, Exceptional, (100)
"We loved our stay at this location, beautiful condo with a lot of extras to make your day activities better! Very easy check in/checkout process with beautiful ocean views. "
Just finished complete renovation in March, 2025

Exquisite Oceanfront Home, 4 Bedrooms, 2 Baths, Central A/C, Sleeps 8

10.0 out of 10, Exceptional, (69)
"Very nice location with a beautiful view. The house is perfect and the host is super easy to work with. This was a great stay. "
Exquisite Oceanfront Home, 4 Bedrooms, 2 Baths, Central A/C, Sleeps 8

Luxury Garden Condo at Waipouli Beach Resort. See our 2025 special rates!!!

10.0 out of 10, Exceptional, (123)
"We love this centrally located resort with fun pool. This condo was excellent. Well kept, beautiful place."
Luxury Garden Condo at Waipouli Beach Resort. See our 2025 special rates!!!

Kapaa Shore Oceanview Penthouse C324

2.0 star property
9.6 out of 10, Exceptional, (14)
"Condo unit just as advertised, loved the view and location to the pool and ocean. Great area for sightseeing to the North one day and Then South and East. Close to shopping and the golf course. Just a Pleasant Stay. Thanks. A & J from Utah."
Kapaa Shore Oceanview Penthouse C324

Luxury Ocean Front Property! Ocean& pool view. B204

9.8 out of 10, Exceptional, (144)
"We have stayed at this property twice. Once with our kids, and once on an adult trip. Both times and trips were awesome. Super convenient property with restaurant on-site and Safeway across the street. Great pool for adults and kids, and the beach is steps away. Would highly recommend this property! "
Luxury Ocean Front Property! Ocean& pool view. B204

Islander on the Beach 214 - New Listing

9.4 out of 10, Exceptional, (146)
"Bathroom tub very slow to drain"
Islander on the Beach 214 - New Listing

Oceanfront, newly renovated. As low as $220/night.

9.6 out of 10, Exceptional, (235)
"Amazing property. Great location. Close to everything: Beach, Shopping, restaurants and all attractions. "
The price is NZ$632
includes taxes & fees
9 Sept - 10 Sept
Oceanfront, newly renovated. As low as $220/night.

2 Bd 1.5 BA Air-conditioned Steps to paved,oceanfront path. Oceanside, end unit

9.4 out of 10, Exceptional, (202)
"Overall our stay was good it's a great location and Donna was easy to get a hold of and easy to talk to."
2 Bd 1.5 BA Air-conditioned Steps to paved,oceanfront path. Oceanside, end unit

Lae Nani Beautiful Oceanfront Condo with newly installed AC 2BR/2BA

9.8 out of 10, Exceptional, (142)
"We stayed April 3-10 and really enjoyed the oceanfront access, Lava Lava beach club and coconut marketplace next door, and Kapa’a is an excellent central location. "
Lae Nani Beautiful Oceanfront Condo with newly installed AC 2BR/2BA

Tropical breezes, ocean view and sunny white sand beaches.

9.6 out of 10, Exceptional, (87)
"older property that did not exactly fit our needs. We stayed anyway, but wished there were more beds."
Tropical breezes, ocean view and sunny white sand beaches.

Wailua Bay View 110 Oceanfront & Centrally located

8.8 out of 10, Excellent, (63)
"Rating Details: The property manager was very helpful. The vacation rental was very clean. 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: We LOVED this property!! Having the ocean view and listening to the waves was so invigorating, yet calming. The condo was perfectly and thoughtfully furnished. The entire property was very well maintained with gorgeous landscaping and an...
Wailua Bay View 110 Oceanfront & Centrally located

Oceanfront on Kauai starting at $140/night!

9.6 out of 10, Exceptional, (252)
"Nice unit. Will definitely be coming back!"
The price is NZ$670
includes taxes & fees
5 Oct - 6 Oct
Oceanfront on Kauai starting at $140/night!

1D Aloha Manor is Elegant Gated Oceanfront Luxury Living with A/C!

9.8 out of 10, Exceptional, (44)
"This is a lovely unit in an incredibly beautiful spot! The unit is very well equipped and has all the amenities one would want. When we had difficulty with the TV in the unit, the manager worked with the owner to authorize a new one! The views are outstanding and the pool is perfect! Being within walking distance to the Coconut Marketplace is a nice addition. Mahalo for letting us stay!"
1D Aloha Manor is Elegant Gated Oceanfront Luxury Living with A/C!

September Specials!, Weekly Disc. 5 star Reviews! F403 Top Floor 2 BR/3 BA

10.0 out of 10, Exceptional, (274)
"Great location. All needed and wanted items in condo. Safeway conveniently located across the street from the complex. Great beach located nearby. The kids loved the pool. "
September Specials!, Weekly Disc. 5 star Reviews! F403 Top Floor 2 BR/3 BA

Stunning Oceanfront Kauai Condo for Two!

9.4 out of 10, Exceptional, (118)
"Great location. Property included extras like beach chairs, boogie boards, umbrellas and coolers to use. The pool was super clean! "
Stunning Oceanfront Kauai Condo for Two!
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 Wailua Hotel Reviews

Find out more about Wailua

Find out more about Wailua

Everything you need to know about Wailua holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Wailua holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Wailua holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Wailua holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Wailua. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Wailua holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Wailua holiday rentals we have selected for you start as low as NZ$545 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Wailua rentals

At Expedia, we put the best Wailua holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Wailua rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Wailua holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Wailua. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Wailua?

Yes, there are holiday rentals close to the most popular sights in Wailua, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the array of shops and scenic seaside in Wailua. While you're here, grab a bite or have a drink at the top-notch restaurants.

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

Waiohai Beach House: Poipu Beachfront Estate: This holiday home rental outside of Wailua is located on the beach, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 4 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 1 hot tub.

How many holiday rentals are there in Wailua?

With 13 Expedia holiday rentals, you're guaranteed to find just the right place for your Wailua stay.

What can I see and do in Wailua?

Lae Nani Beach and Waipouli Beach are a couple of lovely local spots to get outside and enjoy nature. You’ll find favourite places to visit such as Poipu Beach and Hanalei Bay in the wider area.

What are holiday rentals like in Wailua?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Wailua. Holiday rentals feature extras like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from shared hotel lifts and busy front desks while still allowing you to travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for small groups.