
House holiday rentals in Kailua
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Top-rated house rentals in Kailua
Guests agree: These houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Kailua house rentals
House rentals with a pool

Westside Hawaiian Sanctuary-New Home w/ 24hr Gated

~NEW~ Hale Aloha at Turtle Bay Golf Course

LAST MIN Lagoon Tower by Hilton- 2 bedroom Aloha

Pakele Oahu by AvantStay | 5 Min to Makaha Beach

Downtown Honolulu/great views!

Peek-a-Boo Ocean View

Ocean Pearl

Aloha Sunny Turtle Bay - Updated 2 BD + Loft
Weekly house rentals

Vacation Home in Secluded Makaha Valley Near Beach

"Pineapple Perch" | Fully Renovated | A/C in Every

Golf Course View - 2 Bed and 2.5 Bathrooms

Spacious North Shore Home 3-min. Walk to Beach

Mauka Sunrise, Walk to Hauâula Beach & Trails, A/C

Modern Family Beach Villa near shops and dining

Haleiwa Dream Location

Serenity Beachfront Cottage- NUC No 90/TVU-0326
Private house rentals

Kailua Beach Park - 1 BR Cottage

Simple & CLEAN North Shore Home

SS75 Waikiki 2450 Koa Ave Honolulu

Kalo Homes ~ Makaha Valley Oasis!

5b2ba historical place w/no st.lights&no neighbors

Turtle Bay Hawaiian Paradise Free parking WiFi A/C

Hale Mahina Beach House

Royal Garden Waikiki - Ocean View
Quick stats about house rentals in Kailua
Total rentals
190 properties
Total number of reviews
3.4K reviews
Family-friendly rentals
150 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
60 properties have a pool
Rentals with dedicated workspaces
100 properties have a dedicated workspace
Destinations to explore
- Waikiki Beach Holiday rentals
- Kihei Holiday rentals
- Kaanapali Holiday rentals
- Wailea-Makena Holiday rentals
- Napili-Honokowai Holiday rentals
- Ko Olina Beach Holiday rentals
- Haleiwa Holiday rentals
- Molokaâi Holiday rentals
- Island of Hawai'i Holiday rentals
- Honolulu Holiday rentals
- Kauai Holiday rentals
- Oâahu Holiday rentals
- Villa rentals Kailua
- Rentals with pools Kailua
- Rentals with a washing machine and dryer Kailua
- Condo rentals Kailua
- Rentals with outdoor seating Kailua
- Pet-friendly rentals Kailua
- Beach house rentals Kailua
- Fitness-friendly rentals Kailua
- Waterfront rentals Kailua
- Private suite rentals Kailua
- Family-friendly rentals Kailua
- Rentals with a patio Kailua
- Kid-friendly rentals Kailua
- Apartment rentals Kailua
- Rentals with a hot tub Kailua
- Rentals with beach access Kailua
- Rentals with a kayak Kailua
- Beachfront rentals Kailua
- Beach condo rentals Kailua
- Rentals with an EV charger Kailua
- House rentals Honolulu County
- House rentals Hawaii
- House rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Kailua Beach
- Waimea Bay Beach
- Ko Olina Resort
- Kepuhi Beach
- MÄlaekahana Beach
- Lanikai Beach
- Kualoa Ranch
- MÄkoa Beach
- Honolulu Zoo
- Banzai Pipeline
- Hanauma Bay
- Kapalaoa Beach
- Ala Moana Beach Park
- White Plains Beach
- Pyramid Rock Beach
- Kaupoa Beach
- Wet 'n' Wild Hawaii
- Kalama Beach
- Makao Beach
- Bishop Museum
- Sans Souci Beach
- Diamond Head Beach Park
- Mahakea Beach
- Waimea Valley
- Things to do Kailua
- Things to do Honolulu County
- Food and drink Honolulu County
- Sports activities Honolulu County
- Nature and outdoors Honolulu County
- Entertainment Honolulu County
- Art and culture Honolulu County
- Wellness Honolulu County
- Things to do Hawaii
- Art and culture Hawaii
- Nature and outdoors Hawaii
- Tours Hawaii
- Entertainment Hawaii
- Food and drink Hawaii
- Wellness Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Things to do United States
- Tours United States
- Nature and outdoors United States
- Sightseeing United States
- Entertainment United States
- Sports activities United States
- Wellness United States
- Art and culture United States
- Food and drink United States