
Holiday rentals in Kailua
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Top-rated holiday rentals in Kailua
Guests agree: these stays are highly rated for location, cleanliness and more.
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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 favourite

Apartment in Waikiki
4.95 out of 5 average rating, 20 reviewsIlikai 2607 Penthouse Ocean View 2 Bdrm Sleep 8
Guest favourite

Flat in Waikiki
5 out of 5 average rating, 15 reviewsSpacious, so close to beach, washer dryer parking
Superhost

Flat in Waikiki
4.81 out of 5 average rating, 59 reviewsThe Green Room at Waikiki Grand
Guest favourite

Guest suite in Laie
4.78 out of 5 average rating, 328 reviewsModern Mango Beach Home North Shore - 30 day stays
Superhost

Flat in Kahuku
4.68 out of 5 average rating, 450 reviewsHale Honu- Paradise at Turtle Bay
Superhost

Flat in Waikiki
4.86 out of 5 average rating, 88 reviewsIlikai Collection # 12. Corner Oceanfront condo !
Guest favourite

Flat in Waikiki
5 out of 5 average rating, 22 reviewsHigh- rise Ocean View Suite
Guest favourite

Flat in Downtown Honolulu
4.95 out of 5 average rating, 19 reviewsFinancial District 1BR-Fully Renovated w/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
- Island of Hawai'i Holiday rentals
- Maui Holiday rentals
- Kauai Holiday rentals
- Honolulu Holiday rentals
- O‘ahu Holiday rentals
- Apartment rentals Kailua
- Rentals with pools Kailua
- Villa rentals Kailua
- House rentals Kailua
- Beachfront rentals Kailua
- Rentals with beach access Kailua
- Beach house rentals Kailua
- Rentals with outdoor seating Kailua
- Rentals with a patio Kailua
- Beach apartment rentals Kailua
- Family-friendly rentals Kailua
- Rentals with an EV charger Kailua
- Rentals with a hot tub Kailua
- Rentals with a kayak Kailua
- Pet-friendly rentals Kailua
- Rentals with a washing machine and dryer Kailua
- Fitness-friendly rentals Kailua
- Waterfront rentals Kailua
- Family-friendly rentals Kailua
- Flat rentals Kailua
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- Kailua Beach
- Waimea Bay Beach
- Kepuhi Beach
- Mālaekahana Beach
- Lanikai Beach
- Mākoa Beach
- Ala Moana Beach Park
- Pyramid Rock Beach
- Kapalaoa Beach
- Kualoa Ranch
- Kaupoa Beach
- Honolulu Zoo
- Ko Olina Golf Club
- Banzai Pipeline
- Waimea Valley
- Hanauma Bay
- Kahuku Golf Course Beach
- White Plains Beach
- Sans Souci Beach
- Diamond Head Beach Park
- Kalama Beach
- Makao Beach
- Dole Plantation
- Papaoneone
- Things to do Kailua
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