Beachside holiday rentals
We found 114 holiday rentals — enter your dates for availability
Discover a selection of 25 homes and other holiday rentals in Beachside that are perfect for your trip. Whether you're staying in a holiday rental with your children or with friends, you'll find the best amenities for hanging out with the people that matter most, which might include a hot tub and garden. You'll be able to choose a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
Find spaces that suit your style
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Condo/Apartment
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Find properties near top attractions in Beachside
Find the best place to stay - Beachside

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

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

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

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

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

Thrilled with our stay
Thank you Cheri and Scott for your kind hospitality during our wonderful weeks in your garden bungalow. The updated kitchen facilities were excellent and we loved sitting in the garden room and feeling like we were right in the middle of your Hawaiian paradise
Debbie C.
Stayed July 2024

Adored the Pink House
We just loved staying in the Pink House, we'll definitely be back. Location can't be beat: literally across from the beach, short walk to Kalapawi Market, Island Snow Shave Ice, Buzz's Steak House, kayak and stand up paddle board hire, and a 2 min drive into town for anything else you need. The house itself had everything we wanted, and was very comfortable and spacious by Hawaiian standards, particularly the outdoor space front and back. Plus how cute is the pink?! Some noise in the park opposite the house late afternoon / evenings when sports groups are practicing, but this is so minor and it didn't bother us.
Susan S.
Stayed Apr 2023
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
Can I find holiday rentals in Beachside?
Yes, there are holiday rentals close to the most popular sights in Beachside, or you can select a more secluded option if you're looking for a relaxing stay.
How many holiday rentals will I find in Beachside?
Choose from 25 Expedia holiday rentals in Beachside for a memorable holiday.
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 wider area, you'll find popular places such as Waikiki Beach Walk and Ala Moana Center.
What are holiday rentals like in Beachside?
Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Beachside. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll have all the conveniences of home. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from shared hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for a small group gathering.

