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Kailua, HI
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Vacation Rentals in Kailua, HI
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Price: high to low
Sort by:
Relevance
Most relevant
Newest first
Price: low to high
Price: high to low
PRICE PER NIGHT
Up to $100
$100 - $199
From $200
ACCOMMODATION TYPES
Apartment
House
Condo
Top-Rated Vacation Rentals in Kailua, HI
Book a vacation rental in Kailua that has the highest visitor rating. Here are 6 of the best vacation rentals in Kailua.
Quaint Tropical Cottage w/Pool, Lanai & AC, Walk to Beach: Lanikai Ohana Hale
10
Excellent
·
Details
Kailua
·
1 br
·
Sleeps 4
·
More
Swimming Pool · Pool · Mountains ·
More
From
$526
/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
Swimming Pool
Pool
Mountains
Concierge Service
Furnished
Air Conditioning
In Unit Laundry
Private Pool
Other spaces
Kitchen
Luxury Home in Gated Community Steps from Kailua Beach
10
Excellent
·
Details
Kailua
·
4 br
·
Sleeps 10
·
More
Outdoor Space · In Unit Laundry · Pool ·
More
From
$884
/night
Check availability
Property
House · 4 Beds · 4 baths
Amenities
In Unit Laundry
Pool
Private Pool
Swimming Pool
Hot Tub
Garage Parking
Ceiling Fan
High Ceilings
Other spaces
Kitchen
Sunny Kailua Home w/ Covered Lanai 1 Mi to Beach!
10
Excellent
·
Details
Kailua
·
3 br
·
Sleeps 7
·
More
In Unit Laundry · Elevator · Oven ·
More
From
$189
/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
In Unit Laundry
Elevator
Oven
Swimming Pool
Pool
Air Conditioning
Fitness Center
Ceiling Fan
Other spaces
Kitchen
Price drop
Licensed Lanikai Beach Rental 100 yards to Lanikai Beach w/AC!
10
Excellent
·
Details
Kailua
·
Studio
·
Sleeps 2
·
More
Fitness Center · Furnished · Swimming Pool ·
More
From
$363
/night
Check availability
Property
Apartment · Studio · 1 bath
Amenities
Fitness Center
Furnished
Swimming Pool
Wifi
Beach
In Unit Laundry
Air Conditioning
Residents Lounge
Other spaces
Kitchen
Price drop
Large, beautiful, updated home w/pool, AC, mins from beach in Kailua!
10
Excellent
·
Details
Kailua
·
7 br
·
Sleeps 14
·
More
Oven · Kitchen · In Unit Laundry ·
More
From
$1,200
/night
Check availability
Property
House · 7 Beds · 4 baths
Amenities
Oven
In Unit Laundry
Beach
Private Pool
Dishwasher
Air Conditioning
Swimming Pool
Pool
Other spaces
Kitchen, Balcony
Price drop
Hale Oahu Cottage by AvantStay | Stunning Beachfront Estate!
10
Excellent
·
Details
Kailua
·
1 br
·
Sleeps 4
·
More
Ceiling Fan · Dishwasher · Waterfront ·
More
From
$1,192
/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
Ceiling Fan
Dishwasher
Waterfront
Oven
Wifi
Onsite Management
Air Conditioning
Beach
Other spaces
Kitchen
Budget-Friendly Vacation Rentals in Kailua, HI
Traveling on a budget? We've got you covered. Find a great deal on a vacation rental in Kailua starting at $42. Use the price filter at the top of the page to search for more specific prices.
Price drop
Accepting Maui Survivors Message Me- Kailua Sands Getaway
10
Excellent
·
Details
Kailua
·
1 br
·
Sleeps 1
·
More
Outdoor Space · Kitchen · Furnished ·
More
From
$42
/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
Furnished
Wifi
On Site Laundry
Ceiling Fan
In Unit Laundry
Oven
Hot Tub
Other spaces
Kitchen
World Famous Kailua Beach Charming Cottage
10
Excellent
·
Details
Kailua
·
1 br
·
Sleeps 2
·
More
Beach · Wifi · Furnished ·
More
From
$85
/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Beach
Wifi
Furnished
Air Conditioning
In Unit Laundry
Fitness Center
Ev Charging
Other spaces
Kitchen
Price drop
Tiny House * in best location to Kailua beach and town
10
Excellent
·
Details
Kailua
·
1 br
·
Sleeps 2
·
More
Kitchen · Swimming Pool · Wifi ·
More
From
$88
/night
Check availability
Property
Condo · 1 Bed · 1 bath
Amenities
Swimming Pool
Wifi
In Unit Laundry
Beach
Business Center
Furnished
Mountains
Other spaces
Kitchen
Price drop
Private & Charming Studio * AC * strong WIFi *
10
Excellent
·
Details
Kailua
·
Studio
·
Sleeps 2
·
More
Ceiling Fan · In Unit Laundry · Beach ·
More
From
$88
/night
Check availability
Property
Apartment · Studio · 1 bath
Amenities
Ceiling Fan
In Unit Laundry
Beach
Oven
Mountains
Furnished
Wifi
Air Conditioning
Other spaces
Kitchen
Kailua Beachside Cottage
No rating
·
Kailua
·
1 br
·
More
Hardwood Floor · Air Conditioning · Assigned Parking ·
More
From
$93
/night
Min stay: 90 nights
Property
Apartment · 1 Bed · 1 bath
Amenities
Hardwood Floor
Air Conditioning
Assigned Parking
Furnished
Other spaces
Deck
Island-Style Studio in an ideal location close to the beach and Kailua town
10
Excellent
·
Details
Kailua
·
Studio
·
Sleeps 2
·
More
Beach · Swimming Pool · Ceiling Fan ·
More
From
$94
/night
Check availability
Property
Condo · Studio · 1 bath
Amenities
Beach
Swimming Pool
Ceiling Fan
Mountains
In Unit Laundry
Assigned Parking
Wifi
Furnished
Expand your search criteria to see more vacation rentals near Kailua.
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Kailua Vacation Rentals
Updated: October 2, 2023
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