
Holiday rentals in Kailua
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Top-rated holiday rentals in Kailua
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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
Superhost

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

Apartment in Hauula
4.93 out of 5 average rating, 29 reviewsSandy Feet Retreat Beachfront!

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

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

Apartment in Waikiki
5 out of 5 average rating, 3 reviewsAmazing Studio Heart of Waikiki Free Parking
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
- Beach house rentals Kailua
- Family-friendly rentals Kailua
- Beach apartment rentals Kailua
- Villa rentals Kailua
- Rentals with a patio Kailua
- Flat rentals Kailua
- Family-friendly rentals Kailua
- Rentals with an EV charger Kailua
- Rentals with a washing machine and dryer Kailua
- Apartment rentals Kailua
- Beachfront rentals Kailua
- Private suite rentals Kailua
- House rentals Kailua
- Fitness-friendly rentals Kailua
- Waterfront rentals Kailua
- Rentals with a hot tub Kailua
- Pet-friendly rentals Kailua
- Rentals with a kayak Kailua
- Rentals with beach access Kailua
- Rentals with outdoor seating Kailua
- Rentals with pools Kailua
- Yurt Rentals United States
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- Holiday Chalets United Kingdom
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- Large Villas United Kingdom
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- 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
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- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
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- 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
- Mākoa Beach
- Kualoa Ranch
- Banzai Pipeline
- Honolulu Zoo
- Hanauma Bay
- Kapalaoa Beach
- White Plains Beach
- Pyramid Rock Beach
- Kaupoa Beach
- Ala Moana Beach Park
- Wet 'n' Wild Hawaii
- Makao Beach
- Kalama Beach
- Mahakea Beach
- Sans Souci Beach
- Kahala Hilton Beach
- Diamond Head Beach Park
- Ko Olina Golf Club
- Things to do Kailua
- Things to do Honolulu County
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- Things to do Hawaii
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- Wellness Hawaii
- Things to do United States
- Sightseeing United States
- Art and culture United States
- Tours United States
- Food and drink United States
- Sports activities United States
- Nature and outdoors United States
- Wellness United States
- Entertainment United States