
Holiday houses in Kailua
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Kailua
Guests agree: these stays are highly rated for location, cleanliness and more.
0 of 0 items showing
1 of 3 pages
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Kailua holiday rentals
Other great holiday rentals in Kailua
Superhost

Tiny home in North Shore
4.92 out of 5 average rating, 13 reviewsNorth Shore Farm Cottage

Apartment in Kailua
4.94 out of 5 average rating, 31 reviewsPrivate waterfront studio with pool and lake view
Guest favourite

Condo in Hauula
4.86 out of 5 average rating, 84 reviewsCoconut Cottage by the Sea!
Top Guest favourite

Apartment in Waikiki
4.99 out of 5 average rating, 87 reviews*Remodeled Oceanfront in Waikiki - Ilikai Marina
Top Guest favourite

Apartment in Waikiki
5 out of 5 average rating, 6 reviews13th Fl Waikiki Shore - Ocean-front|King Bed|AC

Guest suite in Kailua
5 out of 5 average rating, 17 reviewsSteps to Lanikai Beach - Tree House - Since 1985!
Guest favourite

Apartment in Waikiki
5 out of 5 average rating, 35 reviewsPenthouse Upscale Oceanview King Studio Near Beach
Guest favourite

Apartment in Waikiki
5 out of 5 average rating, 7 reviewsOcean Breeze Retreat: Luxe High-Rise 21F
Quick stats about holiday rentals in Kailua
Total rentals
360 properties
Total number of reviews
11K reviews
Family-friendly rentals
200 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
90 properties have a pool
Rentals with dedicated workspaces
170 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
- Moloka‘i Holiday rentals
- Island of Hawai'i Holiday rentals
- Honolulu Holiday rentals
- Kauai Holiday rentals
- O‘ahu Holiday rentals
- Rentals with pools Kailua
- Fitness-friendly rentals Kailua
- Waterfront rentals Kailua
- Rentals with a hot tub Kailua
- Rentals with a washing machine and dryer Kailua
- Rentals with an EV charger Kailua
- Rentals with outdoor seating Kailua
- Condo rentals Kailua
- Rentals with a patio Kailua
- Beach condo rentals Kailua
- Family-friendly rentals Kailua
- Beachfront rentals Kailua
- Rentals with a kayak Kailua
- Private suite rentals Kailua
- House rentals Kailua
- Apartment rentals Kailua
- Pet-friendly rentals Kailua
- Villa rentals Kailua
- Kid-friendly rentals Kailua
- Rentals with beach access Kailua
- 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
- Ko Olina Golf Club
- Mālaekahana Beach
- Lanikai Beach
- Kualoa Ranch
- Mākoa Beach
- Honolulu Zoo
- Banzai Pipeline
- Hanauma Bay
- Ala Moana Beach Park
- Diamond Head Beach Park
- White Plains Beach
- Makao Beach
- Pyramid Rock Beach
- Kalama Beach
- Sans Souci Beach
- Wet 'n' Wild Hawaii
- Bishop Museum
- Waimea Valley
- Ke Iki Beach
- Mahakea Beach
- Things to do Kailua
- Things to do Honolulu County
- Food and drink Honolulu County
- Sports activities Honolulu County
- Art and culture Honolulu County
- Nature and outdoors Honolulu County
- Wellness Honolulu County
- Entertainment Honolulu County
- Things to do Hawaii
- Nature and outdoors Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Art and culture Hawaii
- Food and drink Hawaii
- Wellness Hawaii
- Entertainment Hawaii
- Tours Hawaii
- Things to do United States
- Food and drink United States
- Sports activities United States
- Nature and outdoors United States
- Sightseeing United States
- Entertainment United States
- Tours United States
- Wellness United States
- Art and culture United States