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: 85
$120/night

The Honu Suite 1 bedroom 30 day rental

1 bed
1 bath
2 guests
Average Price:  
$130
8% Cheaper
than normal
AirDNA Score: 79
$165/night

Salty, Sandy Kailua Sea Shores, & So Much More

studio
1 bath
2 guests
Average Price:  
$180
8% Cheaper
than normal
AirDNA Score: 79
$160/night

3 PALMS KAILUA ~ 30 DAY MINIMUM

2 beds
1 bath
4 guests
Average Price:  
$182
12% Cheaper
than normal
AirDNA Score: 72
$825/night

Kaapuni Kainani - All AC & Sand just steps away!

3 beds
3 baths
8 guests
Average Price:  
$1292
36% Cheaper
than normal
AirDNA Score: 71
$200/night

5 min Walk to famous Kailua Beach

1 bed
1 bath
4 guests
Average Price:  
$204
2% Cheaper
than normal
AirDNA Score: 71
$132/night

Beautiful monthly rental Studio in Kailua town!

studio
1 bath
2 guests
Average Price:  
$145
9% Cheaper
than normal
AirDNA Score: 71
$185/night

Kailua Beach footsteps away

studio
1 bath
2 guests
Average Price:  
$191
3% Cheaper
than normal
AirDNA Score: 71
$127/night

Kailua Hawaiian Studio

studio
1 bath
3 guests
Average Price:  
$127
0% Cheaper
than normal
AirDNA Score: 70
$190/night

Kailua Beach Getaway

2 beds
1 bath
2 guests
Average Price:  
$213
11% Cheaper
than normal
AirDNA Score: 66
$395/night

Tropical Breeze

studio
1 bath
2 guests
Average Price:  
$334
18% More
than normal
AirDNA Score: 65
$1100/night

BeautifulHome mins drive from famous Lanikaibeach

4 beds
2 baths
16 guests
Average Price:  
$1058
4% More
than normal
AirDNA Score: 65
$735/night

Beautiful Private Home w/Pool, Yard & AC - Walk to the Beach: Lanikai Breeze

5 beds
4.5 baths
10 guests
Average Price:  
$2575
71% Cheaper
than normal
AirDNA Score: 65
$475/night

Kailua Palms Guest House with Pool and Views

2 beds
2 baths
4 guests
Average Price:  
$606
22% Cheaper
than normal
AirDNA Score: 65
$375/night

Home Sweet Home-Minutes to Kailua town and Beach

2 beds
2 baths
4 guests
Average Price:  
$492
24% Cheaper
than normal
AirDNA Score: 64
$250/night

Family Home, w/AC, 3 BR, Near Kailua Beach!

3 beds
1.5 baths
6 guests
Average Price:  
$303
17% Cheaper
than normal
AirDNA Score: 61
$900/night

Ohana Oasis

5 beds
2 baths
10 guests
Average Price:  
$1098
18% Cheaper
than normal
AirDNA Score: 54
$250/night

Makai Dreams

1 bed
1 bath
2 guests
Average Price:  
$271
8% 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:  
$812
48% Cheaper
than normal
AirDNA Score: 52
$450/night

Lanikai ocean view home

4 beds
2 baths
7 guests
Average Price:  
$482
7% Cheaper
than normal
AirDNA Score: 51
$1200/night

Ocean Escape

5 beds
4 baths
10 guests
Average Price:  
$1267
5% Cheaper
than normal
AirDNA Score: 51
$231/night

Quaint comfortable cottage

2 beds
1 bath
4 guests
Average Price:  
$230
0% Cheaper
than normal
AirDNA Score: 48
$450/night

Kailua Beachside 2bed/2Bath Sleeps 8

2 beds
2 baths
8 guests
Average Price:  
$502
10% Cheaper
than normal
AirDNA Score: 48
$100/night

Charming one bedroom in the heart of Kailua

1 bed
1 bath
3 guests
Average Price:  
$130
23% Cheaper
than normal
AirDNA Score: 45
$699/night

Classic Windward home

3 beds
2 baths
6 guests
Average Price:  
$725
4% Cheaper
than normal
AirDNA Score: 44
$334/night

____Cute Plantation House in Kailua with AC!!_____

2 beds
1 bath
4 guests
Average Price:  
$355
6% Cheaper
than normal
AirDNA Score: 44
$99/night

Last minute opening Tiny House Best Location

1 bed
1 bath
2 guests
Average Price:  
$132
25% Cheaper
than normal
AirDNA Score: 41
$650/night

Beachfront Plantation Cottage

3 beds
2 baths
6 guests
Average Price:  
$700
7% Cheaper
than normal
AirDNA Score: 40
$393/night

Last Minute Opening Private Beachlane House with

2 beds
1 bath
5 guests
Average Price:  
$362
9% More
than normal
AirDNA Score: 39
$120/night

Kailua by the Sea - 5 min walk to beach, A/C, WiFi

1 bed
1 bath
2 guests
Average Price:  
$133
10% Cheaper
than normal
AirDNA Score: 39
$344/night

Tropical Pool Cottage close to Kailua Beach

1 bed
1 bath
2 guests
Average Price:  
$115
199% More
than normal
AirDNA Score: 36
$399/night

Kailua - Ocean/Mtn Views - 60'' Pool - Last Minute

studio
1 bath
2 guests
Average Price:  
$496
20% Cheaper
than normal
AirDNA Score: 36
$81/night

Newly Built Small Studio In the Heart of Kailua

studio
1 bath
2 guests
Average Price:  
$83
2% Cheaper
than normal
AirDNA Score: 36
$296/night

Home & Garden near Kailua beach

3 beds
2 baths
6 guests
Average Price:  
$369
20% Cheaper
than normal
AirDNA Score: 30
$295/night

Kailua Oahu Beach Home! Sleeps 4! Minimum 30 Days

2 beds
1 bath
4 guests
Average Price:  
$466
37% Cheaper
than normal
AirDNA Score: 29
$420/night

Tropical Oasis w/Private Pool & A/C, Walk to Beach

3 beds
2 baths
6 guests
Average Price:  
$894
53% Cheaper
than normal
AirDNA Score: 29
$612/night

Stunning Oceanfront Beach House w/AC

4 beds
3 baths
8 guests
Average Price:  
$1215
50% Cheaper
than normal
AirDNA Score: 29
$705/night

Orchid House with endless Ocean Views! PROMO RATES

3 beds
4 baths
7 guests
Average Price:  
$1157
39% Cheaper
than normal
AirDNA Score: 28
$234/night

Pool Studio with private entrance bath

1 bed
1 bath
2 guests
Average Price:  
$101
132% More
than normal
AirDNA Score: 26
$700/night

Kailua Beach Hideaway

4 beds
4 baths
8 guests
Average Price:  
$722
3% Cheaper
than normal
AirDNA Score: 23
$220/night

Lanikai Love: 1bd/1ba near the beach w/pool + spa

1 bed
1 bath
2 guests
Average Price:  
$271
19% Cheaper
than normal
AirDNA Score: 22
$174/night

2 bdrm,1 bath 3 blks to beach & town shopping. AC

2 beds
1 bath
4 guests
Average Price:  
$150
16% More
than normal