Compare Vacation Rentals & Rent By Owner Homes in Kailua, Hawaii, USA
About Kailua Vacation Rentals
With more than 472 Kailua vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an RBO property in Kailua.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Kailua, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in Kailua. Places to stay near Kailua are 1295.74 ft² on average, with prices averaging US $779 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in Kailua with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Other Places to Stay in Kailua, HI
Frequently Asked Questions About Kailua?
What are the top vacation rentals in Kailua?
- Amazing & Large Kailua Beachfront for up to 14 guests
- PRIVATE BEACHFRONT RENTAL
- Koi Palms 1 bedroom Cottage - Great location! 5 Minute Walk to Kailua Beach!
- Ocean Front Lanikai - Amazing Views!
- Walk to beach, 3 bd, 2 bth private house, heated pool, yard, AC, WIFI, parking
- 'Kailua Lani Suite' short walk to Kailua Beach. Air conditioned and private.
- Steps to Beach-Heated Pool-AirCon-Gated Community-Min Stay 7 Nights-CONTACT HOST
- Best Price and Location on Beautiful Kailua Beach!
- Kailua Oceanfront Villa with Heated Pool & Spa - SEPTEMBER now available!
- Available and legal for stays less than 30 days.
How many Rentbyowner vacation rentals are available in Kailua?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 472 in the Kailua area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Kailua.
Nearby Neighborhood (7)
| Neighborhood | Property Count |
|---|---|
| Kalama Tract Vacation Rentals in Kailua, Hawaii | 141 |
| Lanikai Vacation Rentals in Kailua, Hawaii | 79 |
| Coconut Grove Vacation Rentals in Kailua, Hawaii | 314 |
| Enchanted Lake Vacation Rentals in Kailua, Hawaii | 411 |
| Keolu Hills Vacation Rentals in Kailua, Hawaii | 396 |
| Palolo Vacation Rentals in Kailua, Hawaii | 140 |
| Kuulei Tract Vacation Rentals in Kailua, Hawaii | 432 |
