
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 house rentals in Kailua
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

@ Marbella Lane - Stunning Gem w/ MT & Ocean Views

Ocean View Exquisite Home at Cottages at Mauna Olu

Downtown Honolulu/great views!

Peek-a-Boo Ocean View

Alaula by AvantStay | Mountain and Ocean Views!
Weekly house rentals

4 Bedroom Luxury Home in Makaha Valley

Ocean View Home in Gated Makaha Valley Near Beach

Golf Course View - 2 Bed and 2.5 Bathrooms

Hawaiian Country Retreat - 30 day stays

Spacious North Shore Home 3-min. Walk to Beach

Luxe Turtle Bay - 3 En-Suite, A/C, golf course

Waialua Retreat

Mauka Sunrise, Walk to Hauāula Beach & Trails, A/C
Private house rentals

SS75 Waikiki 2450 Koa Ave Honolulu

5B2b no st.lights or neighbors. Full bolos.

Turtle Bay Hawaiian Paradise Free parking WiFi A/C

Hale Mahina Beach House

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

Updated Turtle Bay Condo

Royal Garden Waikiki - Ocean View

Modern Waikiki Retreat ā 1 Block from the Beach!
Quick stats about house rentals in Kailua
Total rentals
200 properties
Total number of reviews
3.6K reviews
Family-friendly rentals
160 properties are a good fit for families
Pet-friendly rentals
30 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
- HonoluluĀ Holiday rentals
- OāahuĀ Holiday rentals
- Kauaʻi County Holiday rentals
- Island of Hawai'iĀ Holiday rentals
- Waikiki BeachĀ Holiday rentals
- Kailua-KonaĀ Holiday rentals
- KonaĀ Holiday rentals
- KiheiĀ Holiday rentals
- KaanapaliĀ Holiday rentals
- North KonaĀ Holiday rentals
- HiloĀ Holiday rentals
- PrincevilleĀ Holiday rentals
- Villa rentalsĀ Kailua
- Fitness-friendly rentalsĀ Kailua
- Waterfront rentalsĀ Kailua
- Rentals with a hot tubĀ Kailua
- Rentals with a washing machine and dryerĀ Kailua
- Private suite rentalsĀ Kailua
- Beach apartment rentalsĀ Kailua
- Rentals with poolsĀ Kailua
- Pet-friendly rentalsĀ Kailua
- Rentals with an EV chargerĀ Kailua
- Apartment rentalsĀ Kailua
- Rentals with a patioĀ Kailua
- Family-friendly rentalsĀ Kailua
- Beachfront rentalsĀ Kailua
- Rentals with a kayakĀ Kailua
- Rentals with outdoor seatingĀ Kailua
- Flat rentalsĀ Kailua
- Rentals with beach accessĀ Kailua
- House rentalsĀ Honolulu County
- House rentalsĀ Hawaii
- House rentalsĀ United States
- CabinsĀ United States
- TreehousesĀ United States
- Tiny HousesĀ United States
- Beach HousesĀ United States
- LakehousesĀ United States
- Yurt RentalsĀ United States
- Yurt RentalsĀ United Kingdom
- Castle RentalsĀ United States
- HouseboatsĀ United States
- Holiday CaravansĀ United Kingdom
- Private Island RentalsĀ United States
- Farm HousesĀ United States
- Farm CottagesĀ United Kingdom
- Cabin RentalsĀ Australia
- Luxury CabinsĀ United Kingdom
- Luxury CabinsĀ United States
- Holiday ChaletsĀ United Kingdom
- Cottage RentalsĀ United States
- Holiday CottagesĀ United Kingdom
- Mansion RentalsĀ United States
- Villa RentalsĀ United Kingdom
- Holiday BungalowsĀ United Kingdom
- Bungalow RentalsĀ United States
- Condo RentalsĀ United States
- Holiday ApartmentsĀ Australia
- Holiday HousesĀ United States
- Holiday HousesĀ United Kingdom
- Private Holiday RentalsĀ United Kingdom
- Big House RentalsĀ United States
- Big CottagesĀ Australia
- Large VillasĀ United Kingdom
- House Rentals with a PoolĀ United States
- Cabin Rentals with a PoolĀ United States
- Villas with a PoolĀ United Kingdom
- Apartments with a Hot TubĀ United States
- Holiday Cottages with a Hot TubĀ United Kingdom
- Beach CabinsĀ United States
- Beach CondosĀ United States
- Beachfront RentalsĀ United States
- Beach HousesĀ United Kingdom
- Beach VillasĀ United Kingdom
- Coastal CottagesĀ United Kingdom
- Pet-Friendly Vacation RentalsĀ United States
- Pet-Friendly Beach RentalsĀ United States
- Pet-Friendly Cabin RentalsĀ United States
- Dog-Friendly CottagesĀ United Kingdom
- Luxury Dog-Friendly CottagesĀ United Kingdom
- Kailua Beach
- Waimea Bay Beach
- Ko Olina Resort
- Kepuhi Beach
- Lanikai Beach
- Kualoa Ranch
- MÄlaekahana Beach
- Honolulu Zoo
- MÄkoa Beach
- Banzai Pipeline
- Ala Moana Beach Park
- Hanauma Bay
- White Plains Beach
- Kalama Beach
- Kahala Hilton Beach
- Makao Beach
- Diamond Head Beach Park
- Sans Souci Beach
- Wet 'n' Wild Hawaii
- Pyramid Rock Beach
- Bishop Museum
- Nimitz Beach
- Ke Iki Beach
- Waimea Valley
- Things to doĀ Kailua
- Things to doĀ Honolulu County
- Food and drinkĀ Honolulu County
- Sports activitiesĀ Honolulu County
- Nature and outdoorsĀ Honolulu County
- Art and cultureĀ Honolulu County
- WellnessĀ Honolulu County
- EntertainmentĀ Honolulu County
- Things to doĀ Hawaii
- Nature and outdoorsĀ Hawaii
- Art and cultureĀ Hawaii
- ToursĀ Hawaii
- SightseeingĀ Hawaii
- Sports activitiesĀ Hawaii
- WellnessĀ Hawaii
- EntertainmentĀ Hawaii
- Food and drinkĀ Hawaii
- Things to doĀ United States
- ToursĀ United States
- EntertainmentĀ United States
- SightseeingĀ United States
- WellnessĀ United States
- Food and drinkĀ United States
- Art and cultureĀ United States
- Sports activitiesĀ United States
- Nature and outdoorsĀ United States