Explore Kailua Vacation Rentals
About Kailua Vacation Rentals
Explore more than 429 vacation rentals available in Kailua. These accommodations, including vacation homes and HawaiiVillas properties, boast excellent amenities and exceptional value, blending comfort and luxury. Enjoy spaciousness and convenience at a HawaiiVillas property in Kailua.
Looking for last-minute deals or the best available offers on cottages, condos, private villas, and large vacation homes? With HawaiiVillas in Kailua, you can effortlessly compare various options with a simple click. Whether you seek properties with swimming pools, hot tubs, pet-friendly policies, or expansive master suites with large screen TVs, you'll find vacation rentals by owner (RBOs) and other popular Airbnb-style accommodations near Kailua. The average room size in accommodations near Kailua is 1262.48 ft². Prices average US $815 per night.
HawaiiVillas streamlines and secures your search for vacation rentals in Kailua, often offering savings of 30-40% compared to hotel prices. Start your search today and book with confidence.
Top Rental Accommodation Types in Kailua
| Type | Count |
|---|---|
| Vacation Homes | 282 |
| Holiday Apartments | 85 |
| Cottages | 38 |
| Villas | 14 |
Use these Quick Filters to Find a Vacation Rental in Kailua
★ Pro Tip: HawaiiVillas simplifies comparison of top listings across various online vacation rental platforms like Booking.com and others. Use the Advanced Filter feature to switch effortlessly between HawaiiVillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, property types, cancellation policies, prices, and more. These tools streamline the search for your ideal accommodation for your next vacation in Kailua.
Weather in Kailua, HI
View the weather forecast for Kailua before booking your Kailua Vacation Rentals to confirm your best time to go.
Top Attractions Around Kailua, HI
HawaiiVillas offers a wide selection of top attractions nearby Kailua . Research things to do on your vacation before you visit Kailua.
Other Places to Stay in Kailua, HI
Frequently Asked Questions About Kailua?
What are the top vacation rentals in Kailua?
Currently, HawaiiVillas lists over 429 properties in the Kailua area for 2026, with more being added continuously. By consolidating listings from various websites, HawaiiVillas provides a wide selection of top properties in Kailua.
- Place in Paradise-Kailua Beachfront #1990/NUC-1802-OCT SPECIAL
- PRIVATE BEACHFRONT RENTAL
- Walker Beach House - Lanikai Ocean Front Lic.#1990/NUC-1757
- Koi Palms 1 bedroom Cottage - Great location! 5 Minute Walk to Kailua Beach!
- 'Kailua Lani Suite' short walk to Kailua Beach. Air conditioned and private.
- Steps to Beach-Heated Pool-AC-Gated Community-Minimum Stay 7 Nights-CONTACT HOST
- Available and legal for stays less than 30 days.
- CHRISTMAS AVAILABILITY! Charming Lanikai Kailua Cottage. Custom Stay Requests.
- Beachside Kailua AC 3 mins to beach-DATES AVAIL! Min Stay 7 Nights-CONTACT HOST
- Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa.
How many vacation rentals have private pools in Kailua?
Discover 64 vacation rentals featuring private pools near Kailua. Highly-rated HawaiiVillas properties with swimming pool access include:
- Upscale Kailua Getaway: Steps to Swim Beach!
- Huge House Near Kailua Beach, Short Stay Available
- Pool & Beachside—NEW Kailua Luxury Beach House - Direct beach access! 30+ Nights
- Luxury Lanikai Oceanfront Home!
Which vacation homes in Kailua are best for families?
If you're searching for a family-friendly vacation residence in Kailua, explore one of these highly-rated properties, all praised for their excellent reviews among families or groups visiting Kailua:
- Loft In Kailua - Spacious with Parking, Internet and minutes to Kailua Beach!
- Beautiful House Kailua Beach
- Hawaii's Hidden Hideaway Bed & Breakfast
How many Hawaii.Villas vacation rentals are available in Kailua?
At present, HawaiiVillas showcases more than 429 properties available in the Kailua area for 2026, with new listings added regularly. By aggregating listings from multiple sources, HawaiiVillas offers a diverse range of premier properties in Kailua.
Nearby Neighborhood (7)
| Neighborhood | Property Count |
|---|---|
| Kalama Tract Vacation Rentals in Kailua, Hawaii | 97 |
| Lanikai Vacation Rentals in Kailua, Hawaii | 59 |
| Coconut Grove Vacation Rentals in Kailua, Hawaii | 481 |
| Enchanted Lake Vacation Rentals in Kailua, Hawaii | 433 |
| Keolu Hills Vacation Rentals in Kailua, Hawaii | 414 |
| Kuulei Tract Vacation Rentals in Kailua, Hawaii | 483 |
| Palolo Vacation Rentals in Kailua, Hawaii | 167 |
