Kailua Vacation Rentals

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Vacation Rentals in Kailua

BEST LICENSED LOCATION The VIEWHOUSE LANIKAI 1990NUC-1739

Kailua HI

With a stay at this vacation home in Kailua (Lanikai), you'll be a short 5-minute walk from Lanikai Beach and within 3 minutes by car from Kailua Beach.

Kitchen

Washer

Mauka Sunrise, Walk to Hau‘ula Beach & Trails, A/C

Hauula HI

With a stay at this vacation home in Hauʻula, you'll be by the sea, within a 10-minute drive of Polynesian Cultural Center and Hauʻula Beach Park.

Kitchen

Washer

Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!

Kailua HI

With a stay at this vacation home in Kailua (Beachside), you'll be a short 4-minute walk from Kailua Beach and within 3 minutes by car from Lanikai Beach.

Pool

Hot Tub

30 day Perfect “BEACHFRONT “ Getaway! Steps to the beach through the backyard

Laie HI

With a stay at this vacation home in Hauʻula, you'll be on the waterfront, within a 5-minute drive of Polynesian Cultural Center and Kokololio Beach Park.

Hot Tub

Kitchen

Nakoa Estates | Beach Access, Ocean Views

Hauula HI

With a stay at this vacation home in Hauʻula, you'll be by the ocean, within a 5-minute drive of Polynesian Cultural Center and Kokololio Beach Park.

Kitchen

Washer

Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa.

Kailua HI

When you stay at this vacation home in Kailua, you'll be near the beach, a 3-minute drive from Kaneohe Bay and 8 minutes from Kailua Beach.

Pool

Hot Tub

"Hale Opaka" | Beach Access, 6 BR, 2 Kitchens, A/C

Hauula HI

With a stay at this vacation home in Hauʻula, you'll be by the ocean, within a 5-minute drive of Polynesian Cultural Center and Kokololio Beach Park.

Kitchen

Water view

Kailua Kai/Beach Front Licensed Rental #1990/NUC-1780

Kailua HI

With a stay at this vacation home in Kailua (Kalama Tract), you'll be a 2-minute drive from Kailua Beach and 9 minutes from Lanikai Beach.

Kitchen

Washer

A Family Favorite on Hawaii's Gold Coast 11th Floor Oceanfront Condo

Honolulu HI

With a stay at this vacation home in Honolulu (Diamond Head - Kapahulu - St. Louis), you'll be within a 5-minute walk of Waikiki Beach and Kaimana Beach.

Kitchen

Washer

Zen Home Near Kailua Beach. Ask For Short Stays

Kailua HI

With a stay at this vacation home in Kailua (Kalama Tract), you'll be within a 5-minute drive of Kailua Beach and Kaneohe Bay.

Pool

Kitchen

BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY

Kailua HI

With a stay at this vacation home in Kailua (Kalama Tract), you'll be within a 5-minute drive of Kailua Beach and Kaneohe Bay.

Kitchen

Washer

"Hina Hideaway", Views, A/C, Walkable to Beach

Punaluu HI

With a stay at this vacation home in Hauʻula, you'll be by the ocean, within a 10-minute drive of Polynesian Cultural Center and Kaluanui Beach.

Kitchen

Washer

Don't see what you're looking for?

See all available properties in Kailua

View all properties

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.