Beachside vacation rentals
We found 117 vacation rentals — enter your dates for availability
Discover a selection of 25 homes and other vacation rentals in Beachside that are perfect for your trip. Whether you're staying in a vacation rental with your kids or with friends, you'll have the amenities you expect and more, which might include parking and a hot tub. You're sure to find a rental for everyone's needs, including places that are non-smoking or accessible.
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Find properties near top attractions in Beachside
Find the best place to stay - Beachside

Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!
Sleeps 5 · 2 bedrooms · 2 bathrooms

Less than 1 min walk to Kailua Beach- NUC#1990/NUC-1760
Sleeps 5 · 2 bedrooms · 2 bathrooms

Center of Kailua Bay! Licensed Beach Front Rental #1990/NUC-1774,1775
Sleeps 12 · 5 bedrooms · 3 bathrooms

Less than a one minute walk to Kailua Beach, Pool, Bikes, BBQ, A/C, and more
Sleeps 3 · 1 bedroom · 1 bathroom

Hale Oahu Lic.#1990/NUC-1777/1778 BEACHFRONT KAILUA-SEP SPECIAL
Sleeps 14 · 6 bedrooms · 4 bathrooms

Kailua Beach "The Pink House" 100 Yards from Ocean
Sleeps 6 · 4 bedrooms · 2 bathrooms
Top rated rentals - Beachside

Wonderful vacation place
Perfect location. Very close to a nice beach and another beach very short distance away where we did snorkeling. Walkable to a small shopping area. Very beautiful home with lots of space and well equipped with everything we needed. Peter was quick to reply to a few questions. Would highly recommend.
nancy g.
Stayed Jun 2025

LOVE this place!
Bright, clean, and comfy! We loved this Bungalow on so many levels. (Yes, it is up a flight of stairs, a treehouse for certain!) The Banyan Tree is epic! This location was perfect for our daily beach visits and perfect sunrise views from the gorgeous, steps away, Kailua Beach! The Host made our visit here effortless and we would highly recommend staying here. We appreciated the relaxed local vibe experience, the nearby Thursday Farmers Market and the Saturday Outrigger Canoe Club races at Kailua Beach Park, and breakfast at the Over Easy, just to name a few. We look forward to our return to beautiful Kailua, Mahalo Vicki!
Pam R.
Stayed May 2025

Family Vacation
Amazing house and an amazing place to stay! Cross the street for beach access
Tim O.
Stayed May 2025

Perfect for total relaxation
The property was beyond our expectations. The location was ideal - just a short walking distance from the beach, the decor exquisite with furnishings from Bali and Cheri and Scott the most hospitable hosts we have ever encountered. What more can we say?!
Marilyn H.
Stayed Dec 2024

Christmas in Paradise
Our family of five had a perfect Christmas at Hale Makai. Kailua is our happy place, and this property put us exactly where we wanted to be. Our routine was simple - coffee on the Lanai, walk on the beach, breakfast on the Lanai, back to the beach, etc.We have stayed in quite a few VRBOs, this was one of the best. The kitchen had everything we needed, the laundry was great, plenty of towels for both the house and the beach, beach chairs, boogie boards, snorkel gear. Plenty of cards and games (look in the wicker chest) for the evenings. The house was large enough for people to spread out, with plenty of seating in the common areas to bring people together.The louvered windows made it easy to keep the tradewinds moving through the house, we only ran the A/C on a couple humid nights. There is a door between the bedrooms and living room so making coffee doesn't wake everyone.The house was quieter than we expected for being on a busy road, especially the back yard. Both the owner and on-island property manager were responsive and easy to work with. Check-in and check-out were a breeze.Overall a fantastic experience, we hope to stay here again.
Frederick L.
Stayed Dec 2024

Great place for family
This house has everything you could need: lots of towels, dishes, beds (comfy), hangers, bathroom counter space, beach gear ... you name it! We really enjoyed our stay and it was great being walking distance to a few shops and restaurants. The outdoor shower is a great and it has warm water! Perfect visit to Hawaii without feeling like a tourist!
Blair F.
Stayed Nov 2024

Beautiful house in the perfect location
This is our second stay here and we loved it! A walk across the park to the beach and the perfect backyard oasis!
Karen R.
Stayed Apr 2024

Kailua Beach Park
We thoroughly enjoyed our month stay at this spacious 3 bedroom unit located across the street from Kailua Beach Park. Easy walk to Lanikai Beach which provides amazing sunrise views. While the front entrance faces a well traveled road, the unit itself was quiet with easy parking access....Owner was responsive to inquires and takes great pride in their unit. Would be happy to stay again.
Keith S.
Stayed Mar 2024
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
Can I find vacation rentals in Beachside?
Yes, we offer vacation rentals close to the most popular attractions in Beachside, or you can choose a more secluded option if you'd like a relaxing place to stay.
How many vacation rentals will I find in Beachside?
Choose from 25 Expedia vacation rentals in Beachside for a memorable vacation.
What can I see and do in Beachside?
While exploring the area, visit family-friendly sights like Bishop Museum, or get outside and enjoy nature at Kailua Beach. In the larger area, you'll find popular places like Waikiki Beach Walk and Ala Moana Center.
What are vacation rentals like in Beachside?
Vacation rentals are privately owned properties you can book for several days or more in Beachside. Vacation rentals offer amenities such as kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a sanitized environment, vacation rentals can offer a sense of safety away from shared hotel elevators and busy concierge desks while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for a family trip.

