
Holiday rentals 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

Guest suite in Kailua
5 out of 5 average rating, 15 reviewsLanikai Garden Studio - Licensed Since 1985!

Guest house in Kailua
4.79 out of 5 average rating, 179 reviewsAbsolutely Oceanfront-60'Waterfall Pool-Legal
Guest favourite

Private room in Kailua
4.93 out of 5 average rating, 260 reviewsPillows in Paradise, "Lanikai" Private Studio
Guest favourite

Cottage in North Shore
4.91 out of 5 average rating, 118 reviewsBest Kept Secret on Oahu! and WE ARE LICENSED!!!

Flat in Waikiki
4.83 out of 5 average rating, 18 reviewsWaikiki Grand 612 - Large Studio, Pool & Balcony
Superhost

Flat in Waikiki
5 out of 5 average rating, 6 reviewsOcean View Studio with balcony

Tent in Laie
4.71 out of 5 average rating, 77 reviewsNorth Shore Oahu Camping / Glamping Tent Laie #5

Tiny home in Kailua
5 out of 5 average rating, 3 reviewsAffordable Hawaii Camping Trip | Gear Included
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
- Pet-friendly rentals Kailua
- House rentals Kailua
- Beach house rentals Kailua
- Rentals with a patio Kailua
- Private suite rentals Kailua
- Family-friendly rentals Kailua
- Rentals with pools Kailua
- Rentals with a kayak Kailua
- Family-friendly rentals Kailua
- Beach apartment rentals Kailua
- Rentals with an EV charger Kailua
- Rentals with a hot tub Kailua
- Fitness-friendly rentals Kailua
- Waterfront rentals Kailua
- Flat rentals Kailua
- Villa rentals Kailua
- Rentals with a washing machine and dryer Kailua
- Beachfront rentals Kailua
- Rentals with beach access Kailua
- Apartment rentals Kailua
- Rentals with outdoor seating 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
- Mālaekahana Beach
- Lanikai Beach
- Kualoa Ranch
- Mākoa Beach
- Honolulu Zoo
- Banzai Pipeline
- Hanauma Bay
- Kapalaoa Beach
- Ala Moana Beach Park
- Kaupoa Beach
- White Plains Beach
- Pyramid Rock Beach
- Wet 'n' Wild Hawaii
- Kalama Beach
- Makao Beach
- Sans Souci Beach
- Diamond Head Beach Park
- Bishop Museum
- Mahakea Beach
- Waimea Valley
- Things to do Kailua
- Things to do Honolulu County
- Art and culture Honolulu County
- Entertainment Honolulu County
- Wellness Honolulu County
- Nature and outdoors Honolulu County
- Sports activities Honolulu County
- Food and drink Honolulu County
- Things to do Hawaii
- Nature and outdoors Hawaii
- Wellness Hawaii
- Entertainment Hawaii
- Food and drink Hawaii
- Art and culture Hawaii
- Tours Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Things to do United States
- Food and drink United States
- Sports activities United States
- Art and culture United States
- Entertainment United States
- Tours United States
- Nature and outdoors United States
- Sightseeing United States
- Wellness United States