
Waterfront holiday rentals in Kailua
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Top-rated waterfront rentals in Kailua
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Waterfront apartment rentals

1 BR Apt In Waikiki with Canal & Mountain View
Great and very convenient location. It was so close to Waikiki Beach and other popular shops and restaurants. All within the walking distance.

Breathtaking Condo w/ 2 pools
We really enjoyed our stay at Tyler’s place! The condo is very nice. Plenty of space for our family of five. The pack and play and twin air mattress worked perfectly for us. The view is fantastic! There was some work being done on the outside of the building so the deck was not accessible - but we were still able to view the fireworks from the huge windows in the living room. The pool hours are a bit limited, but having access to the two pools, lagoon, and beach nearby is great.

Ideal Location, Stunning Ocean Views and Parking!
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.

Seabreeze Studio (Legal Rental)
Great condo, great location. I really enjoyed my stay and even extended another day. Will look to book again my next visit.

Oceanfront Oasis: Renovated Coastal Retreat
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!

Coastal Chic Condo with Ocean View & Full Kitchen
Colin & Lisa’s apartment at Ilikai Marina Condos was a perfect stay! The view of the marina is absolutely beautiful, and the space was very clean and comfortable. As almost-locals to Oʻahu, we’ve seen it all, but this place still impressed us. Our baby girl felt right at home and loved it. The hosts were great—informative and thoughtful, even providing everything we needed for our baby. In just 5–7 minutes, you can reach shopping malls, markets, restaurants, and "Il Gelato," a must-try spot. For a special dinner, check out "Empire Steak House" at the Ilikai Hotel rooftop—just cross the bridge and enjoy delicious steaks with a stunning sunset. Our favorite beaches like Waimanalo, Lanikai, Kailua, Sunset and Pipeline are all easy to get to. Families should visit Kualoa Ranch for fun adventures, and the Shangri La Museum is a phenomenal cultural experience. We highly recommend this stay.

Modern Marina Retreat - Fully Licensed
Kelly's apartment was a well-appointed, compact space with comfortable murphy bed and furniture. Great kitchen facilities if you like to self-cater. We found that there was sufficient space to leave the murphy bed down all the time. Parking in the building was quite easy and convenient. Ala Moana Blvd can get quite noisy a nighttime though.

Ocean views at Ilikai Marina - Parking included!
Amazing view. Amazing location. And Elina the host was so responsive and made sure the stay was excellent. I will be back! 🤙🏽🌺
Waterfront house rentals

Waimea Bay Studio 1BD With Sauna - NS Oahu
Jay and John were super helpful. John came right away to fix a wonky doorknob and checked in with us to make sure all was well during our stay. One word of advice for light sleepers: bring earplugs as the property does back up onto a pretty busy road.

One of a kind Beach front 2brm ocean and mnt views
Cleanest place I've ever rented and the most beautiful views! so quiet and just a few steps through the yard to the beach! We enjoyed everything about the Condo! Bed was comfy too! We hope to come back to the same unit again some day!!

Hale Mahina Beach House
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.

Nalu's Island Home
The whole family loved our time at Nalus place! From the start he was super responsive with any questions I sent over chat about the location and surrounding areas. The home itself was clean, Cozy and stocked with the basics which was great for arrival. One thing to note, the home doesn’t have central air BUT that was not a problem for our group because the home does have a window unit and plenty of fans to keep things cool. We really enjoyed the neighborhood and the home, would totally stay here again and recommend it to anyone looking for a place to stay in the area.

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!!

Beautiful Ocean view 2 bedroom rental (30 + days)
Had a lovely stay when family were in town. There was a minor hiccup with check in times but the issues was quickly rectified and we very much enjoyed our stay. Grateful for all the beach equipment we could use too!

Chinaman’s Ocean Front Beach House
Great communication with the hosts. The house was exactly as advertised and we would definitely stay again. Enjoyed our Christmas vacation here.
Waterfront apartment rentals

Ko Olina Beach Villas Beachfront (Beach Tower709)
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!

Waikiki Oceanfront | Modern Ilikai Marina Condo
An outstanding condo, homely clean and every thing you would want on vacation , host was great and accommodating all our requirements Thank you

OceanView Ilikai Condo Free Parking/Pool -Sleeps 6
Beautiful view! Everything was very nice. Overall, a very pleasant stay and Nick and DeAnna were a pleasure to work with. Mahalo!

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

On The Gold Coast of Waikiki
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!

Ocean Front Spectacular Condo
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.

Gorgeous Ocean & Park Views at Waikiki Shore #605
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

Mountain/canal view near beach w/FREE parking!
Great location! CJ was also super responsive which made things really easy. Pretty noisy at night, but CJ provides ear plugs if needed. We would stay again!
Quick stats about waterfront rentals in Kailua
Total rentals
20 properties
Nightly prices starting at
£75 before taxes and fees
Total number of reviews
400 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Kailua Beach
- Waimea Bay Beach
- Kepuhi Beach
- Mālaekahana Beach
- Lanikai Beach
- Mākoa Beach
- Ala Moana Beach Park
- Pyramid Rock Beach
- Kapalaoa Beach
- Kualoa Ranch
- Kaupoa Beach
- Honolulu Zoo
- Ko Olina Golf Club
- Banzai Pipeline
- Waimea Valley
- Hanauma Bay
- Kahuku Golf Course Beach
- Sans Souci Beach
- White Plains Beach
- Diamond Head Beach Park
- Kalama Beach
- Makao Beach
- Dole Plantation
- Papaoneone
- Things to do Kailua
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