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Vacations by Zumper

Vacation Rentals in Kailua, HI

PRICE PER NIGHT

ACCOMMODATION TYPES

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

·
Kailua
·
1 br
·
Sleeps 4
·
Swimming Pool · Pool · Mountains ·
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

·
Kailua
·
4 br
·
Sleeps 10
·
Outdoor Space · In Unit Laundry · Pool ·
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

·
Kailua
·
3 br
·
Sleeps 7
·
In Unit Laundry · Elevator · Oven ·
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

·
Kailua
·
Studio
·
Sleeps 2
·
Fitness Center · Furnished · Swimming Pool ·
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

·
Kailua
·
7 br
·
Sleeps 14
·
Oven · Kitchen · In Unit Laundry ·
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

·
Kailua
·
1 br
·
Sleeps 4
·
Ceiling Fan · Dishwasher · Waterfront ·
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

·
Kailua
·
1 br
·
Sleeps 1
·
Outdoor Space · Kitchen · Furnished ·
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

·
Kailua
·
1 br
·
Sleeps 2
·
Beach · Wifi · Furnished ·
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

·
Kailua
·
1 br
·
Sleeps 2
·
Kitchen · Swimming Pool · Wifi ·
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

·
Kailua
·
Studio
·
Sleeps 2
·
Ceiling Fan · In Unit Laundry · Beach ·
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
·
Hardwood Floor · Air Conditioning · Assigned Parking ·
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

·
Kailua
·
Studio
·
Sleeps 2
·
Beach · Swimming Pool · Ceiling Fan ·
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.
Home > Hawaii Vacation Rentals > Kailua Vacation Rentals
Updated: October 2, 2023