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House vacation 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.

Superhost
Home in Kailua
Kailua Beach Park - 1 BR Cottage
Kailua Beach was once again been rated as the best beach in the USA for 2019, by Dr. Beach." The cottage is directly across the street from Kailua Beach Park and less than a 2-minute walk to step into the ocean. It is a legal vacation rental, license number 1990/NUC-1758. The property is tucked away one house back from the road into Lanikai, and described by guests as "a little oasis of quiet and calm." The bathroom has been remodeled with a new showers, sinks and plumbing fixtures April 2022!
Jul 28 – Aug 4
$271 per night
4.85 out of 5 average rating, 336 reviews
Guest favorite
Home in Haleiwa
Sunset & V-land Surfers Paradise
A large 3 bedroom, 2 bathroom house with AC and outside shower. Full kitchen stocked with everything you’ll need. Only a 3 minute walk to white sandy beaches with world class surf. Enjoy the beach front bike path across the street, palm trees blowing in the sea breeze & surfing North Shore's famous waves only minutes away. Private gated parking area. Comfortable living room and dining room to relax. Entertainment includes 65” TV & super fast WiFi. Great location to visit Haleiwa, Kahuku, Laie.
Oct 24 – 31
$561 per night
4.93 out of 5 average rating, 133 reviews
Guest favorite
Home in Ewa Beach
Hale Honu- Beach House
My comfortable classic Ohana beach home has a large front yard that sits right on the wide open sandy beach with views of Diamond Head, Waikiki and Honolulu. 2 car garage, huge kitchen, and 3 bedrooms makes the perfect setting for family fun. Bedrooms 1 & 2 are the only rooms in the house with a window AC unit. Bedroom 3 faces the ocean with double sliding glass doors that open for relaxing tradewind breezes. * furniture may be different than photos as we are always updating.
Aug 15 – 22
$477 per night
4.83 out of 5 average rating, 120 reviews

Popular amenities for Kailua house rentals

House rentals with free parking

Superhost
Home in Hauula
Hauula Studio
Dec 22 – 29
$181 per night
4.84 out of 5 average rating, 239 reviews
Superhost
Home in Kailua
Large Home in Kailua - Steps to the Beach!
Oct 17 – 24
$741 per night
4.75 out of 5 average rating, 88 reviews
Guest favorite
Home in Haleiwa
North Shore Beachfront Retreat
May 21 – 28
$929 per night
5.0 out of 5 average rating, 20 reviews
Guest favorite
Home in Haleiwa
Haleiwa Waterfront House
Dec 7 – 14
$690 per night
5.0 out of 5 average rating, 32 reviews
Guest favorite
Home in Kaaawa
Enjoy the Ocean View from Tropical Paradise Condo!
Oct 24 – 31
$149 per night
4.84 out of 5 average rating, 88 reviews
Guest favorite
Home in Waianae
Hawaiian Pakele (escape)
Feb 10 – 17
$540 per night
5.0 out of 5 average rating, 37 reviews
Guest favorite
Home in Haleiwa
Rocky Point Big NICE Beach Home NEW AC.
Jan 6 – 13
$759 per night
4.9 out of 5 average rating, 50 reviews
Superhost
Home in Haleiwa
Hale Log Cabins* Beachfront* North Shore Oahu
May 30 – Jun 6
$999 per night
4.7 out of 5 average rating, 10 reviews
Guest favorite
Home in Waianae
Brand new, brand new 3 BR home.
Aug 15 – 22
$435 per night
5.0 out of 5 average rating, 28 reviews
Superhost
Home in Haleiwa
Waimea Bay-2BD Walk to beach 4 night minimum
Apr 23 – 30
$342 per night
4.78 out of 5 average rating, 23 reviews
Superhost
Home in Hauula
Seabreeze House:New N Shore Oceanfront, 30 Day AC
Mar 2 – 9
$625 per night
5.0 out of 5 average rating, 4 reviews
Guest favorite
Home in Makaha Valley
Gorgeous Home w/ Private Hot Tub, 5 mins to beach
Nov 6 – 13
$852 per night
5.0 out of 5 average rating, 32 reviews

House rentals with a pool

Guest favorite
Home in Honolulu
Beautiful Two Bedrooms, Gated & Private Entrance
Jul 15 – 22
$435 per night
4.88 out of 5 average rating, 107 reviews
Superhost
Home in Kailua
Tropical Cottage w/Pool, Lanai & AC, Walk to Beach
Jun 27 – Jul 4
$715 per night
4.88 out of 5 average rating, 48 reviews
Superhost
Home in Kailua
Trendy+Spacious 2BR/2BA, Pool, Kailua Town/Beach
$400 per night
4.65 out of 5 average rating, 26 reviews
Superhost
Home in Honolulu
Koko Head Casa - Hip Modern House
Oct 13 – 20
$550 per night
4.8 out of 5 average rating, 5 reviews
Guest favorite
Home in Honolulu
Waikiki Gem, Stunning Ocean View, Parking Included
Aug 1 – 8
$340 per night
5.0 out of 5 average rating, 32 reviews
Superhost
Home in Kahuku
Spectacular golf course front steps from the beach
May 2 – 9
$368 per night
4.88 out of 5 average rating, 26 reviews
Guest favorite
Home in Kahuku
Private Hot Tub, 4 King Beds, On Golf Course, AC
Oct 3 – 10
$992 per night
5.0 out of 5 average rating, 22 reviews
Guest favorite
Home in Honolulu
Amazing Central Waikiki Wonder
Jan 9 – 16
$186 per night
5.0 out of 5 average rating, 21 reviews
Guest favorite
Home in Waianae
Family Oasis Million Dollar View Beach 5 min + 4BR
Sep 22 – 29
$525 per night
5.0 out of 5 average rating, 42 reviews
Guest favorite
Home in Makaha Valley
Kalo Homes ~ Surfside Serenity
Nov 20 – 27
$401 per night
4.95 out of 5 average rating, 19 reviews
Guest favorite
Home in Makaha Valley
Slice of Paradise-3 Bedrms-Sleeps 10-Max 8 Adults
Oct 27 – Nov 3
$495 per night
4.92 out of 5 average rating, 60 reviews
Superhost
Home in Kahuku
Turtle Bay Hawaiian Paradise Free parking WiFi A/C
Apr 3 – 10
$342 per night
5.0 out of 5 average rating, 3 reviews

Weekly house rentals

Guest favorite
Home in Waialua
North Shore Paradise Home
May 14 – 21
$499 per night
5.0 out of 5 average rating, 16 reviews
Superhost
Home in Hauula
Family/Group Oasis:4BR, Deck, Beaches Nearby, WiFi
Apr 28 – May 5
$585 per night
4.79 out of 5 average rating, 24 reviews
Guest favorite
Home in Waianae
Premium home with stunning ocean & mountain views
Jan 21 – 28
$499 per night
5.0 out of 5 average rating, 23 reviews
Guest favorite
Home in Laie
Roomy Beach House w/ AC, perfect location! 30 days
Sep 1 – 8
$456 per night
4.81 out of 5 average rating, 21 reviews
Guest favorite
Home in Waianae
@Marbella Lane - Blissful Studio in Makaha
Nov 12 – 19
$248 per night
5.0 out of 5 average rating, 9 reviews
Guest favorite
Home in Waianae
3BR New Construction w/Mt views, Close to Beach
Feb 14 – 21
$360 per night
5.0 out of 5 average rating, 32 reviews
Superhost
Home in Waianae
Welcome to Nalani which means “The Heavens”
Mar 23 – 30
$337 per night
5.0 out of 5 average rating, 16 reviews
Guest favorite
Home in Haleiwa
Oceanview Oasis, A/C, Fruit Trees, Gas Fire Pit
Feb 9 – 16
$979 per night
4.97 out of 5 average rating, 35 reviews
Guest favorite
Home in Waianae
Oahu Family Retreat_Beach Fun and Comfort for All
Jan 31 – Feb 7
$870 per night
5.0 out of 5 average rating, 39 reviews
Superhost
Home in Waianae
Paradise Getaway Only 2-Min Drive From The Beach!
Nov 11 – 18
$574 per night
4.93 out of 5 average rating, 43 reviews
Superhost
Home in Waianae
Le'ale'a by AvantStay | Ocean + Mountain Views!
Oct 29 – Nov 5
$519 per night
4.9 out of 5 average rating, 21 reviews
Superhost
Home in Haleiwa
Fabulous Ocean View! Best Location! North Shore
Aug 3 – 10
$650 per night
4.82 out of 5 average rating, 74 reviews

Quick stats about house rentals in Kailua

Total rentals

210 properties

Rentals with dedicated workspaces

100 properties have a dedicated workspace

Rentals with a pool

70 properties have a pool

Pet-friendly rentals

20 properties allow pets

Family-friendly rentals

160 properties are a good fit for families

Total number of reviews

4K reviews

Destinations to explore

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  4. Honolulu County
  5. Kailua
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