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

Waikiki Gem, Stunning Ocean View, Parking Included
Charlie’s place is really special — corner unit with an incredible view. It feels like you’re staying in a fancy hotel almost. It was also very clean and well taken care of, an easy to use keurig and it’s so lovely to sit out on the patio in the morning. Charlie was also very communicative and responsive (though we ran into no issues!). Highly recommend!

Lanikai Ohana Hale: Tropical Cottage w/Pool, Lanai
Perfect location of you want to walk to the beach at Lanikai. Mary was super responsive to all of our inquiries.

Luxury Aloha Escape ~ Turtle Bay
Krista's condo in Kahuku was perfect for my family of four while we explored the North Shore of Oahu for a week! Check in was a breeze and we had our own parking space. The condo itself just had an excellent remodel done and was so clean and beautiful! The kitchen was fully stocked with coffeemaker, coffee, tea, spices and all the cookware you need to make your own meals. We used the Vitamix everyday to make fresh smoothies! Krista even provided a cooler, chairs, umbrellas, snorkel gear, tennis rackets and balls, and pickleball rackets and balls. We used it all for our daily activities! And we loved the Turtle Bay condo area. The condo was a quick walk to a beach for snorkeling and my husband was able to walk to surf at a couple of different areas. We loved being on the golf course - my older daughter and I played a round of golf on a beautiful course and we were able to run most mornings on the golf course trails. I'm so happy we chose Krista's condo for our vacation!!

LAST MIN Lagoon Tower by Hilton- 2 bedroom Aloha
Hilton Village is easy. Has everything you could need or want so you don’t spend time driving all over in Honolulu traffic! We wanted to arrive and park it! This place allowed us to do just that!!

Support LOCAL - NEW! Mākaha Valley Home
The house was great! The community within the gates was awesome! The host, was great! The residential area just outside the gated community was fine. The area along Farrington Hwy (Hwy 93), between Makaha Valley Road and south for about 8 or so miles, was riddled with beach front homelessness. Don’t expect to hit the beach in this area. We drove north to Makua Beach, which was nice and felt safe. We also spent time at the Kohola Lagoon in front of Aulani Disney Resort. Aulani was nice and the beach felt safe. The house itself is in good shape. There were some minor things, which happens with some careless guests. Joe provided very useful beach equipment. We used the towels, beach mats, snorkel gear, kids beach toys and took the umbrellas just in case. The washer and dryer were very helpful, to ready the towels and swim clothes for the next day. The exterior fourth bedroom was great for my oldest son. It has all you need. Overall, great house, great host and great amenities. Mahalo

Brand New Luxe Turtle Bay | Pool & Golf Access
Danny’s home was perfect for our family vacation. We had both sets of grandparents a 2 year old and a 3 month old and there was plenty of space for all of us. The renovations were beautifully done and we really appreciated the third bathroom. The location of the home was perfect, within walking distance to the Ritz for dinner, and close to all the running/walking trails. The condo is also close to the tennis courts and pool which we didn’t get a chance to use but looked great. I highly recommend staying here if you are going to the north shore.

Slice of Paradise-3BR- Sleeps10-same $ for 2 as 10
We would absolutely stay here again. Poka'i Bay Beach was awesome for our small kids and only 14 min away. We loved the house and yard.

Peek-a-Boo Ocean View
The condo was perfectly located in a beautiful area of Oahu. Loved morning coffee on the lanai with a gorgeous view. The condo is well stocked. It could use some updating but is clean and well laid out. Thank you for an enjoyable stay.
Condo rentals with a pool

Waikiki Sunset✔ 1 Bedroom✔ Free Parking✔ WiFi✔ Pool✔ TV✔ AC
Great location! Only a 10 minute walk to the beach. Lots of restaurants and shops nearby. Beautiful view of the mountains from the lanai. Great amenities, especially appreciated the beach chairs, boogie boards and towels. Would definitely stay here again.

Waikiki Condo w/ VIEW! Full Kitchen Free Parking!
We had a great time staying here. We had everything we needed and the location was great for getting to the beach, restaurants and other amenities and it was quite quiet for Waikiki. The free parking was really helpful and went smoothly although we would advise people to make sure to watch the signs in the parking garage because one day we accidentally backed into a stall and got a ticket. But that was our fault, we just overlooked the signs. We would stay again.

Panoramic Views: Waikiki, Canal & City Lights
Very nice place everything was a walking distance. Highly would recommend staying here.

Modern & clean condo at Turtle Bay
We had an incredible stay! It’s in a perfect location that is quiet and relaxing with so much to do. You are about an hour from anything you’d want to do anywhere on the island but there is plenty to do right there on North Shore. Getting there was easy. Check in was so incredibly simple. The place is stocked well with EVERYTHING you’d need you can walk right down to Turtle Bay. Truly, just a great place!

Hale Koa (Newly updated condo with split AC)
We had a great stay! The place had everything we needed, and Jordan’s instructions were super clear, which made check-in and check-out really easy. There were a few bugs (which is expected in this area), but the house was very clean and looked just like the photos. Jordan was also a great host—very quick to respond to my questions. It’s a great spot to stay near Turtle Bay at a reasonable price. I’d definitely recommend it to friends!

2 Bedroom Condo With Parking
We had a great time at this condo for our trip to Hawaii. We loved the location and that it was within walking distance of shops and lots of places to eat. The food truck park across from 7/11 is great and worth checking out. We would definitely stay here again!

OceanView2minToWaikikiBeachCenteralACHaParkFREE
This is a great place to stay! The location is very walkable to many attractions, and was very clean. The host is very responsive and gave great recommendations on what to do in the area. I would stay here again next time I am in Hawaii.

The Coloradoan
Lovely place! Looks like they put a lots of effort and details in their condo. Kitchen well equipped. Everything was labeled. Easy to understand and use. Something came up during our stay but Ju and Kaash solved it immediately. Good location, you can walk to the beach. A golf course in the back for privacy. I will stay here again.
Destinations to explore
- Waikiki Beach Vacation rentals
- Kihei Vacation rentals
- Kaanapali Vacation rentals
- Kailua Vacation rentals
- Wailea-Makena Vacation rentals
- Napili-Honokowai Vacation rentals
- Ko Olina Beach Vacation rentals
- Island of Hawai'i Vacation rentals
- Maui Vacation rentals
- Kauai Vacation rentals
- Honolulu Vacation rentals
- O‘ahu Vacation rentals
- Rentals with a washer and dryer Kailua Beach
- Beachfront rentals Kailua Beach
- House rentals Kailua Beach
- Rentals with outdoor seating Kailua Beach
- Family-friendly rentals Kailua Beach
- Beach condo rentals Kailua Beach
- Rentals with beach access Kailua Beach
- Rentals with a patio Kailua Beach
- Rentals with pools Kailua
- Rentals with pools Honolulu 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
- Ko Olina Golf Club
- Lanikai Beach
- Ala Moana Beach Park
- Kapalaoa Beach
- Kualoa Ranch
- Honolulu Zoo
- Waimea Valley
- Banzai Pipeline
- White Plains Beach
- Diamond Head Beach Park
- Sans Souci Beach
- Kalani Beach
- Hanauma Bay
- Makao Beach
- Mahakea Beach
- Kahuku Golf Course Beach
- Turtle Bay Golf
- Kapukahehu Beach
- Kaluahole Beach
- Waikiki Aquarium
- Tracks Beach Park
- Wet 'n' Wild Hawaii
- Nimitz Officers Beach
- Bishop Museum