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Luxury Kailua Vacation Rentals, Beachfront Homes & Villas

Vacation Rentals > Hawai’i Vacation Rentals and Villas > Oahu Luxury Vacation Rentals & Villas > Luxury Kailua Vacation Rentals, Beachfront Homes & Villas

Popular Oahu neighborhoods

Aina Haina | Diamond Head | Hawaii Kai | Kahala | Kaka’ako | Kuilima Estates | Lanikai | Makaha | North Shore | Turtle Bay | Waikiki | Waimanalo
Clear dates

Duration

Starting Month

September

October

November

December

January

February

Adults

Ages 18 or above

Children

Ages 2-17

Infants

Under 2

Pets

Bringing your pets?

Where to?

When

Who

Adults

Ages 18 or above

Children

Ages 2-17

Infants

Under 2

Pets

Bringing your pets?

Filters

Price range

The average night price is $80

$
$

Rooms

Baths

Property Type

Amenities

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Description

OFB Hale Kalio

6 Beds
4 Baths
11 Sleeps

Starting at $375/night

Description

Hale Ohana

4 Beds
3 Baths
10 Sleeps

Starting at $667/night

Description

Maluhia

4 Beds
4 Baths
9 Sleeps

Starting at $667/night

Description

Kai Mele

3 Beds
2 Baths
6 Sleeps

Starting at $450/night

Description

Kailua's Kai Moena Estate

9 Beds
8 Baths
18 Sleeps

Starting at $4,200/night

Description
(1)

Ranch Beach House

2 Beds
2 Baths
4 Sleeps

Starting at $250/night

Description

Seahorse Beach House

2 Beds
2 Baths
4 Sleeps

Starting at $350/night

Description
(2)

Kailua Hale Kahakai

6 Beds
5 Baths
12 Sleeps

Starting at $650/night

Description

Kailua Beach Villa

5 Beds
5 Baths
12 Sleeps

Starting at $1,800/night

Description

Lokomaika'i Kailua

5 Beds
3 Baths
11 Sleeps

Starting at $550/night

Description

Kailua Shores Estate 8 Bedroom

8 Beds
9 Baths
18 Sleeps

Starting at $2,300/night

Description

Oahu Lani*

10 Beds
12 Baths
12 Sleeps

Starting at $10,000/night

Description

Kailua's Kai Moena

7 Beds
7 Baths
14 Sleeps

Starting at $3,333/night

Description
(1)

Ranch Beach Estate

4 Beds
4 Baths
8 Sleeps

Starting at $500/night

Description

Kailua Shores Estate 5 Bedroom

5 Beds
5 Baths
10 Sleeps

Starting at $1,600/night

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