
Holiday rentals with a pool in Wailua
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Wailua
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Wailua rentals with a pool
House rentals with a pool

Ocean View Cottage Wlk To Poipu & Brenneckes Beach
Beautiful place and location…spend the week on the large lanai soaking in the sound of the waves! House was well stocked with both kitchen supplies and beach supplies (chairs, wagon, toys, boogie board) which made a beach vacation with 4 little children very enjoyable and easy! Loved the outdoor hose to spray off the sand after a day at the beach and the outdoor shower was an added bonus! A few of the overhead fans could not be turned up from a low setting making it quite warm on some of the nights -a few box fans/portable fans would help significantly to move around the house when it gets warm but otherwise everything was amazing and would stay here again!

*NEW Poipu 2BR Retreat|Pool|AC & Athletic Club
We really did enjoy our stay here, it was easy to check in and it’s about a mile away from some very delicious restaurants and shops. The rec center is down the street and the pictures are as described. Brandon is very responsive and quickly answers your questions and gives useful information. The cottage was quaint, clean, and very cozy and relaxing. It was very clean, however I did have an issue with some things that weren’t thoroughly cleaned and wiped down. I’m very particular as I’m very allergic to dust so I mentioned this to Brandon and he offered to have his cleaner go back and fix the spots that weren’t thoroughly cleaned missed. However it wasn’t anything major as I’m just picky. The kitchen and bedrooms were immaculate and looked brand new. There are tons of supplies in the house and in the garage, which I loved. Brandon was so kind, due to this issue the owner came by and gave my kids candy and a book to read. It was very thoughtful and sweet. Overall great experience.

Poipu Custom Home, Central AC & Pool/Gym
Absolutely beautiful! A wonderful place to stay with all the amenities you could ask for - everything down to finite details made this place a peaceful place to stay. We will be back.

Poipu Family Entertainment Home, AC, Walk to Beach
Nice spot for a family of 5 on an island adventure. the seacoast is a short walk and along the coast there is a hiking (or trail running) trails that can go 5+ miles. we never used the beach in front of the nearby hotel as it is rough, but walked to and snorkel at Poipu. the house has games, and a private backyard.

Private Home - Poipu Beach Paradise, Sleeps 6
We stayed our last night in Kauai at Jake's place, and it was nice to have somewhere very close to the beach while still feeling very private and peaceful. The only noises heard were the chickens. They have air conditioning as well, which made for a comfortable sleeping situation after having spent the last week in an un-air conditioned space that at times felt too warm and humid to be comfortable. We didn't make use of the kitchen, but it was a nice space. Not sure about the pans/dishes but the sitting area was comfortable. The bathrooms were nice a clean, and the beds were comfortable. We did book this last minute, and so we felt that the rate was well worth the amenities and comfort.

Sleeping Giant Cottage with Plunge Pool TNVC 1244
We loved our stay! We could have stayed 2 weeks. Loved the plunge pool feature and garden. Chilling out on the screen porch was so relaxing. We enjoyed making dinner in the modern kitchen and watching movies in the comfortable living room. Driving into Kapa’a was quick and easy either north or south route. Understand that Kauai is windy most of the time; the pool will have leaves fall into it all day. Just net them out before each dip.

Sunset Waterfall House In Kauai
North island in princeville is beautiful, it’s away from cities so more expensive amenities and not that many choices but we felt it was more of an authentic island experience. Great beaches. A few Good restaurants nearby. (Happy talk and the pizza place next door) Home is wonderful. Better than expected. Host and home owners were great.

Ocean & Mountain Views - Near Beach! FAST WIFI
This property was perfect for our family of 7 adults. The views from the living area were beautiful - mountains in one direction and a distant view of the ocean in another direction. The pool and pool area were very nice. The kitchen was well-stocked with appliances, cookware, and utensils. The bedrooms were comfortable. We really appreciated all of the beach chairs, blankets, umbrellas, etc that were available for our use as well.
Condo rentals with a pool

Wailua Bay View 105 Oceanfront condo
This place was amazing! I was floored by the view as soon as I walked in. The living space was perfect and super clean and comfy. The owners and staff were the absolute best! They were so helpful and flexible, they made my trip a breeze, and I so grateful for them. The location was great, a quick drive to just about anything you wanted to get to. I felt so lucky to have picked this place and would 100% stay again! Thank you!! 😁

Plantation Hale is the Heart of Kauai. UnitA8
I was on vacation to Kauai and I definitely enjoyed my stay at Joe's place. Joe and Mala are great hosts and are very easy to communicate with. They're also very welcoming and responsive, helping us checked in and out very smoothly. The condo description and pictures are accurate and it's very clean. The condo is also well equipped and the bed is super comfy. I will definitely come back during my next trip to Kauai, and I do recommend this place for short or long stays.

Breezy Oceanfront Pono Kai Resort Condo for 2
This is the third time we stayed at Deb’s place. We were here for a month this time. We get in the ocean every morning — with the currents and waves, we stay close to shore — and it’s a great way to wake up! The local restaurants and fruit stand supply our breakfasts. We used Deb’s beach chairs on Anini, Lydgate, and Poipu beaches. You really can’t beat the location. It’s so close to restaurants, right on the bike trail, and easy to get to the north or south parts of the island. The big recliners are very comfortable and the kitchen has everything we needed. The pool and hot tub are very nice too. Deb was super responsive to anything we needed. She is super quick to respond and if anything needs attention, she is on top of it right away. We loved being on the 2nd floor, with the nice view and privacy. The elevator was a big help when moving in with our luggage. We used the facility washing machine and dryer twice and they worked just fine. A great stay.

🌴Hotel Room w/in beautiful Oceanfront Condo.🌸
Grateful we found this little gem. Truly a treat to stay here. We appreciated the extra care to detail including little chocolates and water to start our trip on the right foot. Loved it!

Amazing ocean view Wailua Bay View condo
Perfect place for vacation in Kauai HI Cute and cozy stay, with the best view ever! Kapa’a is centrally located near all activities; hiking, biking, kayaking, shopping and near restaurants. Place is clean, spacious and has everything you need for a great getaway. I highly recommend and would stay again.

2 BEDROOM, OCEAN FRONT, AMAZING VIEWS !
highly recommend this place- beautiful setting right on the beach, third floor with elevator-beautiful sunrises, just downstairs is beach to walk along. It is convenient to airport, and you can easily drive to other areas on the island. Kitchen and condo has basic household supplies like some kitchen staples, laundry soap. Michael responds almost immediately to questions and follows up on things as needed.

Kauai Getaway Condo
We had a great time here! It was our first time on the island and the Airbnb was in a great location to go all over -- Waimea canyon, Port Allen, Ha'ena state park, etc. The parking spot was easy to find too. Safeway was conveniently across the street to get groceries and the beach was nice to view the sunrise from. We did hikes daily and the in unit laundry was extremely useful and A/C highly appreciated. The kitchen was nice and spacious and perfect for making breakfast. The hosts thought of basically everything, including a new dishwashing sponge! We only had to pick up paper towels from the store. The hosts were also flexible with check in and checkout times which worked well with our flight times. Overall the Airbnb was well stocked, well located, and the hosts were helpful and responsive. We would happily stay here again!

East Coast Escape
We loved our stay! Summer’s place was clean and the perfect size for my husband and I. She had snorkel gear, boogie boards, and extra toiletries that really helped us! We also loved all the recommendations she gave us on what to do. The area was private but walkable to restaurants and the beach!
Quick stats about holiday rentals with a pool in Wailua
Total rentals
780 properties
Nightly prices starting at
$33 NZD before taxes and fees
Total number of reviews
26K reviews
Family-friendly rentals
270 properties are a good fit for families
Rentals with dedicated workspaces
430 properties have a dedicated workspace
Wi-Fi availability
780 properties include access to Wi-Fi
Destinations to explore
- Princeville Holiday rentals
- Ko Olina Beach Holiday rentals
- Haleiwa Holiday rentals
- Lihue Holiday rentals
- Turtle Bay Holiday rentals
- Kiahuna Beach Holiday rentals
- Kapaʻa Holiday rentals
- Kapolei Holiday rentals
- Island of Hawai'i Holiday rentals
- Honolulu Holiday rentals
- Kauai Holiday rentals
- O‘ahu Holiday rentals
- Waterfront rentals Wailua
- Kid-friendly rentals Wailua
- Family-friendly rentals Wailua
- Rentals with a fire pit Wailua
- House rentals Wailua
- Condo rentals Wailua
- Rentals with beach access Wailua
- Fitness-friendly rentals Wailua
- Apartment rentals Wailua
- Beachfront rentals Wailua
- Rentals with a patio Wailua
- Rentals with outdoor seating Wailua
- Serviced apartment rentals Wailua
- Rentals with a hot tub Wailua
- Resort rentals Wailua
- Hotel rentals Wailua
- Rentals with a washing machine and dryer Wailua
- Rentals with pools Kauai County
- Rentals with pools Hawaii
- Rentals with pools United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Poipu Beach
- Hanalei Bay
- Tunnels Beach
- Hanalei Beach
- Kalalau Beach
- Kipu Kai Beach
- Gillins Beach
- Donkey Beach
- Keamano Beach
- Waterhouse Beach
- Lae Nani Beach
- Secret Beach
- Lumahai Beach
- Puu Poa Beach
- Pakala Beach
- Sea Lodge Beach
- Palama Beach
- Kapa'a Beach Park
- Waikoko Beach
- Puakea Golf Course
- Wailua River State Park
- Waiakalua Iki Beach
- Larsens Beach
- Kukuiolono Park & Golf Course