Search Vacation Homes in Wailua

    price find illustration

    Upfront pricing

    Our total price for your stay includes taxes and fees
    deals illustration

    Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Vacation Homes in Wailua

Yonegan Maui Getaways - Haiku

3.0 star property
9.0 out of 10, Wonderful, (4)
"It was a last minute stay and it had what we needed. "
$235 nightly
The price is $259
Aug 17 - Aug 18
Total includes taxes and fees
Yonegan Maui Getaways - Haiku

Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002

9.6 out of 10, Exceptional, (388)
"The property was excellent, highly recommend. "
$306 nightly
The price is $356
Aug 20 - Aug 21
Total includes taxes and fees
Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002

Fisher's Hana Bay Hale, Across from Hana Bay

9.4 out of 10, Exceptional, (394)
"Property was in a great location, very clean. We enjoyed our stay!"
$343 nightly
The price is $399
Aug 18 - Aug 19
Total includes taxes and fees
Fisher's Hana Bay Hale, Across from Hana Bay

Mountain to Ocean Views Pole House @ Maui Adventure Villa

10.0 out of 10, Exceptional, (223)
"Great location with a great view. Very relaxing. "
Mountain to Ocean Views Pole House @ Maui Adventure Villa

Oceanfront Hana Bay Beach Cottage. 5-Minute Walk to Hana town & beaches!

10.0 out of 10, Exceptional, (19)
"Excellent all around property"
Oceanfront Hana Bay Beach Cottage. 5-Minute Walk to Hana town & beaches!

Kaiholo Hale

3.0 star property
9.4 out of 10, Exceptional, (199)
"We stayed here 4 nights, perfect location for our activities. We did sunrise bike ride down Haleakala and Road to Hana. "
Kaiholo Hale

Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities

10.0 out of 10, Exceptional, (227)
"Lovely property and very enjoyable place to stay. Great location."
Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities

Ocean View Retreat – Walk to Town and Beaches– A/C – Fast WiFi - Self Check-In

10.0 out of 10, Exceptional, (172)
"We had a great time. The house was very well organized and equipped "
Ocean View Retreat – Walk to Town and Beaches– A/C – Fast WiFi - Self Check-In

Beautiful Home in paradise!

9.6 out of 10, Exceptional, (170)
"Ticked all the boxes of what we were looking for. We would recommend to others "
$564 nightly
The price is $657
Aug 12 - Aug 13
Total includes taxes and fees
Beautiful Home in paradise!

Romantic Hana Hideaway, Big Ocean Views, Old Hawaii Charm

9.8 out of 10, Exceptional, (139)
"This house is beautiful and we loved everything about our stay. It's in a great location to spend time exploring the Road to Hana. We can't wait to come back!"
$564 nightly
The price is $657
Aug 17 - Aug 18
Total includes taxes and fees
Romantic Hana Hideaway, Big Ocean Views, Old Hawaii Charm

IDEAL BEACH LOCATION 2 BR LARGE DECK "PRIVATE'

10.0 out of 10, Exceptional, (179)
"Located a few miles beyond Hana, this is a well-equipped and very comfortable rental. "
IDEAL BEACH LOCATION 2 BR LARGE DECK "PRIVATE'

Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!

9.8 out of 10, Exceptional, (228)
"Wonderful location!"
$528 nightly
The price is $614
Aug 17 - Aug 18
Total includes taxes and fees
Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!

North Shore Ocean View Cottage

10.0 out of 10, Exceptional, (140)
"This is our third visit to this lovely cottage. If you want serenity and comfort while enjoying the North shore you can’t beat this beautiful place. The hosts are lovely and the cottage is wonderfully equipped with everything you need for a great stay. "
North Shore Ocean View Cottage

Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16

10.0 out of 10, Exceptional, (66)
"16 of us stayed at this beautiful property. Two Families, 12 children total. We have nothing bad to say. All of our expectations were met. The listing is true and accurate. Communication with the property manager was always prompt and efficient.We would definitely stay her again."
$2,322 nightly
The price is $2,713
Aug 25 - Aug 26
Total includes taxes and fees
Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16

Exceptional Upcountry Villa with breathtaking views

10.0 out of 10, Exceptional, (44)
"We had a great time. Location is beautiful. House is comfortable, clean, and well-equipped. The view is amazing. Pool and whirlpool were a hit. Close to stores/restaurants in Makawao. Good hiking nearby. The hosts were responsive and helpful. Really can’t say enough about the views. I spent more time enjoying the views than reading my book! Didn’t even think about turning on the TV!"
Exceptional Upcountry Villa with breathtaking views

Breathtaking Oceanfront Location, Gorgeous Views, Stroll to Hamoa Beach, Hot Tub

9.8 out of 10, Exceptional, (168)
"This place was a dream. Such a lovely property walking distance to beaches and a short drive into Hana. Would recommend to anyone looking to get away. "
Breathtaking Oceanfront Location, Gorgeous Views, Stroll to Hamoa Beach, Hot Tub

Hana Homestead by the Beach

9.8 out of 10, Exceptional, (134)
"This property is amazing! Not right on the water but great view of the ocean, can hear the ocean and 3minute walk to the beach!! Beautiful property and plenty of extras such as a jacuzzi, sauna, boogie boards, beach chairs, beach toys for the kids, and an on-site private outside shower to clean up after walking or playing in the beach. "
$1,132 nightly
The price is $1,224
Aug 17 - Aug 18
Total includes taxes and fees
Hana Homestead by the Beach

Beautiful home in the Heart of Hana, sleeps 4 with 2br/1b

9.2 out of 10, Wonderful, (142)
"For Hana, this was a great find. AC in both bedrooms. Nice porch with a great view. Full kitchen. Modern rain shower was great after the long drive. Check and out was easy. "
$494 nightly
The price is $575
Aug 12 - Aug 13
Total includes taxes and fees
Beautiful home in the Heart of Hana, sleeps 4 with 2br/1b

Maui North Shore Villa: Private Pool, Courtyard & Steps to Baby Beach

10.0 out of 10, Exceptional, (71)
"The manager and owners are wonderful- the property beautiful and clean and perfect location. It was a perfect holiday. Mahalo! "
Maui North Shore Villa: Private Pool, Courtyard & Steps to Baby Beach

Kula Luxury Retreat With Stunning Ocean & Mountain Views!

10.0 out of 10, Exceptional, (72)
"Breathtaking views, quiet serenity, and a communicative host. Beautifully appointed home, well stocked kitchen, all you could need. We would 1000% recommend this home if you are looking to stay upcountry. The only drawback Is the drive time to West Maui,that’s it. Phenomenal home, great host otherwise."
Kula Luxury Retreat With Stunning Ocean & Mountain Views!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Wailua Hotel Reviews