Kailua Summer Rentals, Cottages & Cabins

There are a lot of options in Kailua. If you plan on staying in the Kailua area, consider making a reservation for a few nights at one of these properties as these have been rated the top Summer Rentals in Kailua:

• PRIVATE BEACHFRONT RENTAL
• Secluded Home w/Pool in Gated Community, Steps From Beautiful Kailua Beach
• Steps to Beach-Heated Pool-AC-Gated Community-Minimum Stay 7 Nights-CONTACT HOST
• Available and legal for stays less than 30 days.
• Come relax on the lake! Beautiful lake and mountain views. Kayaks included.
• Beachside Kailua AC 3min to beach - DATES AVAIL! Min Stay 7 Nights-CONTACT HOST
• Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa.
• KAILUA-STEPS TO THE BEACH
• Enchanting Beach Bungalow with Private Garden
• Kailua Beach "The Pink House" 100 Yards from Ocean

In 2026, Alohanaturestay offers 445 summer rentals in or around Kailua. Find unique home rentals for your summer holiday or a weekend getaway with family and friends.

The average price per night for a summer rental in Kailua is $816. Check the full list of summer accommodations in Kailua.

There are 445 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with Alohanaturestay.

Yes, here are some popular summer holiday rentals in Kailua that have a private or indoor pool:

• Beautiful Guest House Kailua Beach
• Koi Palms 1 bedroom Cottage - Great location! 5 Minute Walk to Kailua Beach!
• Hawaii's Hidden Hideaway Bed & Breakfast
• Modern Luxury Beach House Kailua

Check all holiday rentals with a pool in Kailua on Alohanaturestay.