Wailua Vacation Rentals

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Check prices for these dates

In two weeks
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

Our top choices for Wailua vacation rentals

Property grounds

Cozy Studio By The Beach! 1BR

Cozy Studio By The Beach! 1BR
Waipouli
9.2 out of 10, Wonderful, (44 reviews)
"Everything was great. Great location right by the beach, perfect for watching sunrise!"
United States
Aadhithya D.
The price is ￥19,798
￥62,873 total
includes taxes & fees
May 31 - Jun 1
Cozy Studio By The Beach! 1BR
Property amenity

Plantation Hale Suites

Plantation Hale Suites
3.0 star property
Waipouli
8.0 out of 10, Very Good, (1,706 reviews)
"Very beautiful and clean property. We enjoyed our stay"
United States
Alohalani
The price is ￥26,847
￥37,523 total
includes taxes & fees
May 28 - May 29
Plantation Hale Suites
A heated pool

Beautiful Air Conditioned 2nd Floor 2 Bedroom w/mountain and slight ocean view

Beautiful Air Conditioned 2nd Floor 2 Bedroom w/mountain and slight ocean view
Waipouli
9.8 out of 10, Exceptional, (45 reviews)
"Everything about this place was top notch. Great place to watch the sunrise before you start your adventures. "
United States
David
The price is ￥23,599
￥94,536 total
includes taxes & fees
Jun 14 - Jun 15
Beautiful Air Conditioned 2nd Floor 2 Bedroom w/mountain and slight ocean view
Exterior detail

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

Islander Family Studio 137, Ground Floor, Steps to Pool and Beach
Waipouli
9.2 out of 10, Wonderful, (108 reviews)
"Absolutely perfect location. Amenities were terrific, staff helpful and host thought of every possible item you might need during the stay. We look forward to returning!"
United States
Cheryl
The price is ￥12,259
￥49,269 total
includes taxes & fees
May 28 - May 29
Islander Family Studio 137, Ground Floor, Steps to Pool and Beach
Outdoor pool

Waipouli Beach Resort A103 1st Floor Beautiful Garden View Steps from the Ocean

Waipouli Beach Resort A103 1st Floor Beautiful Garden View Steps from the Ocean
Waipouli
9.8 out of 10, Exceptional, (97 reviews)
"First time VRBO user and the whole process including the accommodations was first rate!"
United States
Michael G.
Waipouli Beach Resort A103 1st Floor Beautiful Garden View Steps from the Ocean
Property grounds

Blissful Beachfront Condo! (2BR)

Blissful Beachfront Condo! (2BR)
Waipouli
9.4 out of 10, Exceptional, (44 reviews)
"This is a beautiful location and the kitchen was very well stocked. "
United States
Mary K.
The price is ￥29,300
￥85,267 total
includes taxes & fees
Jun 6 - Jun 7
Blissful Beachfront Condo! (2BR)
Property grounds

Direct Ocean Front, Top Floor Studio Paradise

Direct Ocean Front, Top Floor Studio Paradise
Waipouli
10.0 out of 10, Exceptional, (140 reviews)
"Awesome stay ! "
United States
Natalia
The price is ￥29,934
￥65,503 total
includes taxes & fees
Jun 1 - Jun 2
Direct Ocean Front, Top Floor Studio Paradise
Property grounds

Delightful Oceanfront Condo! 2BR

Delightful Oceanfront Condo! 2BR
Waipouli
9.8 out of 10, Exceptional, (20 reviews)
"The place was clean. The directions were excellent. It was a good stay. "
United States
Betty
The price is ￥21,381
￥74,375 total
includes taxes & fees
Jun 5 - Jun 6
Delightful Oceanfront Condo! 2BR
Exterior

Updated Condo in Oceanfront Resort w/ AC & Shared Pool, Water slide, Spas

Updated Condo in Oceanfront Resort w/ AC & Shared Pool, Water slide, Spas
Waipouli
9.4 out of 10, Exceptional, (51 reviews)
"This property is clean, well equipped, close to shopping, on the ocean and has a fabulous pool. "
United States
Kristin
The price is ￥36,111
￥119,886 total
includes taxes & fees
May 18 - May 19
Updated Condo in Oceanfront Resort w/ AC & Shared Pool, Water slide, Spas
Iron/ironing board, WiFi, bed sheets

Oceanfront Studio at Islander on the Beach #325

Oceanfront Studio at Islander on the Beach #325
Waipouli
The price is ￥21,381
￥47,444 total
includes taxes & fees
May 27 - May 28
Oceanfront Studio at Islander on the Beach #325
Property grounds

A Gorgeous Oceanfront Condo! (2BR)

A Gorgeous Oceanfront Condo! (2BR)
Waipouli
9.6 out of 10, Exceptional, (57 reviews)
"host was great! We love our stay and the Condo work great for us !"
United States
Bruce B.
The price is ￥23,757
￥77,362 total
includes taxes & fees
May 31 - Jun 1
A Gorgeous Oceanfront Condo! (2BR)
Property grounds

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

H-G-T-V type Renovation, Million Dollar view starting at only $210/night!
Waipouli
9.8 out of 10, Exceptional, (236 reviews)
"Great view. Great place"
United States
MD
H-G-T-V type Renovation, Million Dollar view starting at only $210/night!
Property grounds

Amazing Studio By The Beach! 1BR

Amazing Studio By The Beach! 1BR
Waipouli
9.0 out of 10, Wonderful, (49 reviews)
"Everything was amazing!"
United States
Anonymous traveler
The price is ￥19,798
￥62,873 total
includes taxes & fees
May 31 - Jun 1
Amazing Studio By The Beach! 1BR
Interior

Just finished complete renovation in March, 2025

Just finished complete renovation in March, 2025
Waipouli
9.4 out of 10, Exceptional, (123 reviews)
"Wonderful location! Great accomendations!"
United States
Ruben V.
The price is ￥26,925
￥64,751 total
includes taxes & fees
Jun 4 - Jun 5
Just finished complete renovation in March, 2025
1 bedroom, free WiFi, bed sheets

Beautiful Studio By The Beach! 1BR

Beautiful Studio By The Beach! 1BR
Waipouli
9.0 out of 10, Wonderful, (49 reviews)
"Ac was ok , fans helped , farthest unit from beach no view from room"
United States
Debra
The price is ￥16,630
￥58,617 total
includes taxes & fees
May 31 - Jun 1
Beautiful Studio By The Beach! 1BR
Property grounds

Charming Beachfront Condo! 2BR

Charming Beachfront Condo! 2BR
Waipouli
9.8 out of 10, Exceptional, (61 reviews)
"Great location right on the water!"
United States
M R.
The price is ￥35,636
￥94,283 total
includes taxes & fees
May 27 - May 28
Charming Beachfront Condo! 2BR
Property grounds

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

Oceanfront, newly renovated. As low as $220/night.
Waipouli
9.6 out of 10, Exceptional, (266 reviews)
"Great location easy to get around the island. The condo was well equipped."
United States
Phil W.
The price is ￥28,508
￥63,537 total
includes taxes & fees
May 19 - May 20
Oceanfront, newly renovated. As low as $220/night.
Exterior

Waterfront condo on the ground floor with a pool, ocean views & beach access

Waterfront condo on the ground floor with a pool, ocean views & beach access
Waipouli
9.2 out of 10, Wonderful, (69 reviews)
"We loved the location, and being within steps of the beach!"
United States
MARLA G.
The price is ￥23,757
￥88,151 total
includes taxes & fees
May 20 - May 21
Waterfront condo on the ground floor with a pool, ocean views & beach access
Beach

1 Bedroom at Oceanfront Resort Kapaa

1 Bedroom at Oceanfront Resort Kapaa
Waipouli
10.0 out of 10, Exceptional, (2 reviews)
"I cannot hardly wait to come back to this place. It was bliss. Well worth the price."
United States
Thomas
The price is ￥31,518
￥91,129 total
includes taxes & fees
May 19 - May 20
1 Bedroom at Oceanfront Resort Kapaa
Beach

Deluxe 1 Bedroom Ocean View Condo with hot tub and pools & short stroll to beach

Deluxe 1 Bedroom Ocean View Condo with hot tub and pools & short stroll to beach
Waipouli
8.8 out of 10, Excellent, (27 reviews)
"Very nice condo and very convenient location. We enjoyed our stay!"
United States
Anna M.
The price is ￥28,793
￥79,867 total
includes taxes & fees
May 18 - May 19
Deluxe 1 Bedroom Ocean View Condo with hot tub and pools & short stroll to beach
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

Fern Grotto Inn

Fern Grotto Inn

10/10 Excellent
"The Fern Grotto Inn was absolutely beautiful and in the perfect location for accessing all areas of the island without making the drive too long. The River Cottage was perfect, the bed and pillows were so comfy! We were extremely happy with our stay."
Jaclyn 7-night trip
Posted 8 hours ago
Fern Grotto Inn

Find out more about Wailua

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

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  • Enter your travel dates to view the best deals on holiday rentals in Wailua while they last

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

Frequently asked questions

Can I find vacation rentals in Wailua?

Yes, we offer vacation rentals close to well known local attractions in Wailua, or you can go with a more secluded option if you're looking for relaxation. Visitors like the array of shops and popular beaches in Wailua. While you're here, grab a bite or have a drink at the top-notch restaurants.

What's the top vacation rental that Wailua has to offer?

Tropical breezes, ocean view and sunny white sand beaches.: This highly rated vacation home rental in Wailua offers a balcony, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Wailua?

With 13 Expedia vacation rentals, you're sure 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. Coconut Marketplace and Wailua Beach are other places to visit while you're in town.

What are vacation rentals like in Wailua?

Vacation rentals are private properties you can book for a short or long stay in Wailua. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from shared hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for families.