The Best Airbnb Deals in
Kailua, Hawaii

Save money on your trip by finding the biggest discounts for top-rated Airbnb rentals in Kailua, Hawaii. Enter your travel dates to find the best deals!

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AirDNA Score: 72
$500/night

Beautiful home, Steps to the beach

3 beds
3 baths
8 guests
Average Price:  
$511
2% Cheaper
than normal
AirDNA Score: 71
$107/night

Kailua Hawaiian Studio

studio
1 bath
3 guests
Average Price:  
$130
18% Cheaper
than normal
AirDNA Score: 71
$169/night

Casually Chic Getaway in Kailua

1 bed
1 bath
2 guests
Average Price:  
$292
42% Cheaper
than normal
AirDNA Score: 70
$110/night

Breezy Palms: A Private, Relaxing Windward Retreat

1 bed
1 bath
2 guests
Average Price:  
$134
18% Cheaper
than normal
AirDNA Score: 70
$180/night

Kailua Beach Getaway

1 bed
1 bath
2 guests
Average Price:  
$201
10% Cheaper
than normal
AirDNA Score: 69
$220/night

Kailua by the Beach+King Bed+AC+Full Kitchen

2 beds
1 bath
2 guests
Average Price:  
$225
2% Cheaper
than normal
AirDNA Score: 67
$120/night

Kailua, huge duplex, office, yard, BBQ

1 bed
1 bath
3 guests
Average Price:  
$124
3% Cheaper
than normal
AirDNA Score: 66
$395/night

Tropical Breeze

studio
1 bath
2 guests
Average Price:  
$309
28% More
than normal
AirDNA Score: 65
$475/night

Kailua Palms Guest House with Pool and Views

2 beds
2 baths
4 guests
Average Price:  
$560
15% Cheaper
than normal
AirDNA Score: 65
$790/night

BeautifulHome mins drive from famous Lanikaibeach

4 beds
2 baths
16 guests
Average Price:  
$1058
25% Cheaper
than normal
AirDNA Score: 64
$128/night

Kailua, 2 bdrm duplex, office, yard, BBQ

2 beds
1 bath
4 guests
Average Price:  
$139
8% Cheaper
than normal
AirDNA Score: 64
$275/night

Beautiful Kailua Home, Near the Beach

2 beds
1 bath
5 guests
Average Price:  
$304
10% Cheaper
than normal
AirDNA Score: 62
$230/night

Super Location!

3 beds
2 baths
6 guests
Average Price:  
$277
17% Cheaper
than normal
AirDNA Score: 61
$525/night

Lanikai Cottage

2 beds
2 baths
5 guests
Average Price:  
$511
3% More
than normal
AirDNA Score: 59
$125/night

Hale Chinen | Kailua Cottage

2 beds
1 bath
4 guests
Average Price:  
$108
16% More
than normal
AirDNA Score: 57
$200/night

Kailua Comfort and Charm

studio
1 bath
2 guests
Average Price:  
$250
20% Cheaper
than normal
AirDNA Score: 55
$99/night

Charming Studio in Prime Location at Unbeatable

1 bed
1 bath
2 guests
Average Price:  
$110
10% Cheaper
than normal
AirDNA Score: 53
$425/night

Local artist''s home near beach, w/ pool + spa

2 beds
2 baths
4 guests
Average Price:  
$675
37% Cheaper
than normal
AirDNA Score: 51
$240/night

Elegant Ex Lg, Pristine Apartment W/Sweeping Views

1 bed
1 bath
4 guests
Average Price:  
$244
2% Cheaper
than normal
AirDNA Score: 50
$575/night

3 bed, 3 bath with private pool

3 beds
3 baths
6 guests
Average Price:  
$655
12% Cheaper
than normal
AirDNA Score: 50
$140/night

Private Garden Apt. Sleeps 2 to 4! AC Full Kitchen

1 bed
1 bath
4 guests
Average Price:  
$143
2% Cheaper
than normal
AirDNA Score: 49
$375/night

Makana's Place

2 beds
1 bath
4 guests
Average Price:  
$413
9% Cheaper
than normal
AirDNA Score: 45
$799/night

Classic Windward home

3 beds
2 baths
6 guests
Average Price:  
$620
29% More
than normal
AirDNA Score: 45
$140/night

Kailua Garden Inn-relax in your own tropical haven

studio
1 bath
2 guests
Average Price:  
$151
7% Cheaper
than normal
AirDNA Score: 44
$99/night

Charming Tiny House in Best Location

1 bed
1 bath
2 guests
Average Price:  
$134
26% Cheaper
than normal
AirDNA Score: 41
$408/night

Absolutely Oceanfront-60'Waterfall Pool-Legal

1 bed
1 bath
2 guests
Average Price:  
$482
15% Cheaper
than normal
AirDNA Score: 31
$475/night

Nani's Cottage

2 beds
2 baths
4 guests
Average Price:  
$432
10% More
than normal
AirDNA Score: 30
$249/night

Kailua Oahu Beach Home! Sleeps 4! Minimum 30 Days

2 beds
1 bath
4 guests
Average Price:  
$446
44% Cheaper
than normal
AirDNA Score: 29
$1400/night

Fabulous Views-Kailua Beachfront - Pool & Hot Tub

5 beds
4.5 baths
10 guests
Average Price:  
$2795
50% Cheaper
than normal
AirDNA Score: 25
$110/night

Ginger Gazebo: 1bd/1ba near beach

1 bed
1 bath
2 guests
Average Price:  
$186
41% Cheaper
than normal
AirDNA Score: 23
$195/night

Work from paradise! 1bd/1ba w/pool + spa

1 bed
1 bath
2 guests
Average Price:  
$240
19% Cheaper
than normal
AirDNA Score: 0
$150/night

Bright, Spacious Studio

studio
1 bath
2 guests
Average Price:  
$150
0% Cheaper
than normal