Waterfront holiday rentals in Kailua

Will rebook Timmy's place again when we go back to Hawaii next year. There's a lot of restaurants that are walking distance. Waikiki beach is about 10-15 mins walk. Its paid to park in the garage but theres free parking spots near the canal (if you get lucky, it gets filled up pretty fast.) There's also plenty of equipments you can use when you go to the beach so you don't need to buy/rent when you get there. The living room area has a stunning view outside and the balcony is a nice place to wind down after a hectic day. We didn't go to the 6th floor but it has the pool, gym, and convenience store. Highly recommended!

Lovely place. Has everything you need and space to put your belongings away and feel at home, including hangers in the closet. Plenty of room for the pullout couch and the air mattress. Kitchen had all the things you needed to cook up a big breakfast. Pool is a bit of a walk two buildings down but has towel service and toward the beautiful beach and lagoon. Family of 5 with 3 kids: 10,6,4 had a great stay.

The views from this unit were absolutely to die for. The bed was super comfy and I loved the adjustable electric frame so you could just lift the head and feet bit and have the most incredible views straight from your bed. The elevators, or at least one, was in commission and I didn't ever have to wait very long to get on it, so the previous elevator complains seem to have been resolved.

Great condo, great location. I really enjoyed my stay and even extended another day. Will look to book again my next visit.

We stayed here with our two kiddos and it was a great space. The sofa couch worked out great for our 3 and 6 year old. We had plenty of towels for bathing and the beach. The beach toys and chairs were great to have. Kitchen was great and well stocked. We ate dinner at home most nights. Kyle offered great recommendations for when we rented a car, but we were able to walk to a lot of places too. Thank you Kyle for being flexible with our check-in and check-out times! Really helped make our trip go smoothly with our kiddos. We also loved watching the fireworks from the balcony on our last night!

Our stay in Honolulu was absolutely amazing! The location was perfect to stay away from the craziness of the strip but still close enough to beaches, great restaurants, and all the must-see spots. It’s also walking distance from Ala Moana shopping centre which is a massive plus! The parking was also super convenient as we could park on the same level as the apartment. The host’s thoughtfulness truly made our trip extra special. I mentioned we were celebrating a birthday, and they surprised us with big “Happy Birthday” balloons and a hamper full of snacks, slippers, and local recommendations. It was such a sweet and unexpected touch! The space was spotless, well-equipped, and super comfortable. Both the main bed and the sofa bed were really cozy, making for a great night’s sleep. The host was also so helpful and quick to respond, making our stay even better. We had an unforgettable time and would 100% stay here again!

The place was incredible! Second time staying here & would highly recommend. It’s near shops & the beach! Can’t beat it!

We had a great stay! The host was very communicative and responsive, which made check-in and any questions during our stay easy to handle. The location is super convenient—close to everything—and having parking and pool access included was a big bonus. It’s spotless clean throughout the apartment. The king bed was very comfortable, and the bidet toilet was a nice luxury touch. A couple of things to keep in mind: the shower water pressure is on the lower side, and there were some stains at the bottom of the tub that could use more attention. Also, it gets noisy on Friday and Saturday nights due to the bars on the street, but the other nights were peaceful. Overall, a good stay with thoughtful amenities and a very helpful host. Would recommend with a few minor caveats.

Loved my stay, especially walking the trail to the point for sunsets and being able to walk to Waimea beach.

The high rating, general feel of the pics, and reviews of this listing are SPOT ON. What a lovely cottage-y home base for those wanting a safe, private, beautiful, off-the-beaten-on-the-authentic-North-Shore-path vibe. The beach and view of the Pacific Ocean are world-class. 10-minute, beautiful, quiet drive to the charming beaches, shopping, and dining centers dotting the oceanfront highway heading east. Lots of active things to do in the area. Decor and kitchen are high-end. Hosts quick to respond and hospitable. North Shore waters are mostly not for families with small children who want to swim and snorkel, and this spot is no different. Our only wish: upgrade the mattresses. It’s like Goldilocks, but with only two we never got to the “just right” part. ☺️ Whomever snags this reservation, think you’ll be blown away!

Nice beach house. Little busier road than expected to get to the beach, but liked the access to the nice beach and easy access to local attractions.

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!!

This home is beautiful and a five minute walk from a beach with clear waters. It is a little remote but if you’re willing to drive a little there are tons of activities in the north shore! Amanda is also a friendly host!

My first time on the Island & I am so grateful I found this place to stay at! There were 5 of us with plenty of room in this house. It was a quiet neighborhood & the prettiest view. We didn’t walk to the beach from the house but there were plenty of close beaches nearby that we drove to & they were great. There were even chairs & a cooler at the house that we were able to use which was super helpful! I messaged John quite a few times for recommendations & tips & he was always very responsive & helpful. We will absolutely be staying here when we come next time!

Beautiful place with amazing views! Was a low key area, so very quiet in the evenings and mornings. Never felt crowded. The pool area is pretty small so chairs can be a little hard to come by. Place had all the beach items we needed including chairs (none on the beach unless pay through a vendor, also no personal umbrellas allowed), beach toys, cooler, and wagon. Washer and dryer was great to have in room. Kitchen had all the necessities we needed to cook meals in room and on the grill. Family had an amazing week, thank you!

An outstanding condo, homely clean and every thing you would want on vacation , host was great and accommodating all our requirements Thank you

Beautiful view! Everything was very nice. Overall, a very pleasant stay and Nick and DeAnna were a pleasure to work with. Mahalo!

Really nice unit. Very comfortable. Well stocked with cleaning supplies, which we appreciate for an extended stay:) We would absolutely stay here again.

We had a lovely stay at Melissa’s condo in Ko Olina. We visited for a friend’s wedding at the four seasons. The location was perfect as we were able to walk to and from the wedding. Also within walking distance were the Aulani resort for families who like Disney and a few restaurants. The condo is situated right on the beach in a resort with a couple of pools ( which we did not ). The condo was sparkling clean, well outfitted with beach gear, and it was great to have a designated parking spot, 24-hr front desk, and well-equipped gym. Would stay again if we ever return to Oahu.

We had a great stay at Terri’s condo! Traveling with a toddler and infant, we loved having the comfort and flexibility of a home base. The location is quiet and peaceful—right across from Kapi‘olani Park, a short walk to Kaimana Beach, and close to the Waikīkī Aquarium and Zoo. The condo was clean, comfortable, and well-stocked with basics like a rice cooker, coffee machine, blender, and kitchenware—perfect for cooking breakfast. The bathroom shower was spacious and relaxing. While not totally childproof (some decorative items and low cabinets), we adjusted things easily for our toddler. The dedicated parking spot was super convenient. Just a heads up—the garage entrance clearance is 6 feet, so larger vehicles may not fit. Highly recommend for a relaxing stay in Waikīkī!

The building (interior and exterior) are a little dated, and could use a refresh. BUT the location is amazing and the view is stunning. We arrived on a there was an annual parade - we had no idea, but there was so much traffic and road closures making it a little hectic getting to the building - but I managed to run out to speak with one of the attendants, and he came and helped us through the traffic to park. From then on, it everything was a breeze. Check in was easy, car valet, they brought up all of our luggage. We got to see the fireworks that evening that was part of the parade celebration from our balcony. The private walkway to the beach was amazing from the hotel and we felt comfortable letting our kids go back and forth on their own. Eating breakfast on the balcony with the amazing views was one of our favourite things. The location is amazing to be able to just walk to the beach in a minute or two, and anything you need is walkable.

Great location, right above the Waikiki Beach. I worked from Hawaii for a week, and woke up at 5AM in the morning to attend the PDT time meetings. It was a great experience