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: 86
$158/night

Feel the local vibe 1

3 beds
1 bath
4 guests
Average Price:  
$124
27% More
than normal
AirDNA Score: 79
$285/night

Kailua Beachside Cottage

1 bed
1 bath
2 guests
Average Price:  
$241
18% More
than normal
AirDNA Score: 76
$175/night

Tranquil Tropical Beach Hideaway

1 bed
1 bath
3 guests
Average Price:  
$201
13% Cheaper
than normal
AirDNA Score: 75
$350/night

Hale Nanea

3 beds
2 baths
6 guests
Average Price:  
$384
9% Cheaper
than normal
AirDNA Score: 72
$600/night

A Hawaiian Style Home

3 beds
2 baths
6 guests
Average Price:  
$900
33% Cheaper
than normal
AirDNA Score: 72
$700/night

Kaapuni Kainani - All AC & Sand just steps away!

3 beds
3 baths
8 guests
Average Price:  
$1155
39% Cheaper
than normal
AirDNA Score: 72
$219/night

Sunrise Surf Shack

studio
1 bath
2 guests
Average Price:  
$230
5% Cheaper
than normal
AirDNA Score: 71
$150/night

Kailua, home, yard, BBQ, 7 min drv to beach/town

3 beds
1 bath
3 guests
Average Price:  
$155
3% Cheaper
than normal
AirDNA Score: 71
$185/night

Kailua Beach footsteps away

studio
1 bath
2 guests
Average Price:  
$179
3% More
than normal
AirDNA Score: 67
$125/night

Kailua, huge duplex, office, yard, BBQ

1 bed
1 bath
3 guests
Average Price:  
$125
0% Cheaper
than normal
AirDNA Score: 66
$225/night

Tropical Breeze

studio
1 bath
2 guests
Average Price:  
$254
11% Cheaper
than normal
AirDNA Score: 66
$922/night

Huge House, Pool, AC, Near Kailua Beach

8 beds
5 baths
16 guests
Average Price:  
$1580
42% Cheaper
than normal
AirDNA Score: 66
$1550/night

Hale Maluhia Lanikai

3 beds
3 baths
6 guests
Average Price:  
$1539
1% More
than normal
AirDNA Score: 65
$475/night

Home Sweet Home-Minutes to Kailua town and Beach

2 beds
2 baths
4 guests
Average Price:  
$492
3% Cheaper
than normal
AirDNA Score: 65
$2880/night

Lavish Oceanview Estate w/Pool, AC & Mokulua Island Views: Lanikai Ocean View

5 beds
5 baths
10 guests
Average Price:  
$2805
3% More
than normal
AirDNA Score: 65
$790/night

Beautiful Home mins drive from famous Lanikaibeach

4 beds
2 baths
16 guests
Average Price:  
$1071
26% Cheaper
than normal
AirDNA Score: 64
$125/night

Kailua, 2 bdrm duplex, office, yard, BBQ

2 beds
1 bath
3 guests
Average Price:  
$188
34% Cheaper
than normal
AirDNA Score: 64
$250/night

Enjoy Beach Living Kailua-Lanikai +King Bed+AC

2 beds
1 bath
3 guests
Average Price:  
$244
2% More
than normal
AirDNA Score: 63
$475/night

Charming Kailua Beach Cottage

1 bed
1 bath
2 guests
Average Price:  
$464
2% More
than normal
AirDNA Score: 63
$800/night

KAILUA HOME POOL ON LAKE MT VEIW 5*

3 beds
2 baths
6 guests
Average Price:  
$808
1% Cheaper
than normal
AirDNA Score: 62
$225/night

Martins Hale

1 bed
1 bath
3 guests
Average Price:  
$250
10% Cheaper
than normal
AirDNA Score: 57
$1113/night

Hawaii Life Rentals presents Just steps to the beach with private pool - Helen''s Beach House

5 beds
6 baths
12 guests
Average Price:  
$2366
53% Cheaper
than normal
AirDNA Score: 57
$150/night

A Favorite in Kailua with Great Amenities

2 beds
1 bath
5 guests
Average Price:  
$212
29% Cheaper
than normal
AirDNA Score: 51
$595/night

Bali Hale

2 beds
2 baths
4 guests
Average Price:  
$531
12% More
than normal
AirDNA Score: 50
$575/night

3 bed, 3 bath with private pool

3 beds
3 baths
6 guests
Average Price:  
$738
22% Cheaper
than normal
AirDNA Score: 50
$145/night

Mala Pua Hale Garden Apartment

1 bed
1 bath
4 guests
Average Price:  
$167
13% Cheaper
than normal
AirDNA Score: 49
$250/night

Kailua & Lanikai Beach Steps Away+King Bed+AC+BBQ

2 beds
1 bath
3 guests
Average Price:  
$270
7% Cheaper
than normal
AirDNA Score: 49
$325/night

$4500 MONTHY RATE! Makana''s Place

2 beds
1 bath
5 guests
Average Price:  
$355
8% Cheaper
than normal
AirDNA Score: 48
$100/night

Charming one bedroom in the heart of Kailua

1 bed
1 bath
3 guests
Average Price:  
$107
7% Cheaper
than normal
AirDNA Score: 48
$450/night

Kailua Beachside 2bed/2Bath Sleeps 8

2 beds
2 baths
8 guests
Average Price:  
$478
6% Cheaper
than normal
AirDNA Score: 47
$1200/night

Kailua home with Pool minutes from the beach (30)

4 beds
2 baths
8 guests
Average Price:  
$1531
22% Cheaper
than normal
AirDNA Score: 46
$750/night

NEW MONTHLY RENTAL SPECIALS!!!!

6 beds
3 baths
14 guests
Average Price:  
$839
11% Cheaper
than normal
AirDNA Score: 43
$10000/night

Oceanfront estate w/ two homes & pool on 2 acre

12 beds
13 baths
16 guests
Average Price:  
$10500
5% Cheaper
than normal
AirDNA Score: 42
$70/night

Peaceful 1 Bedroom/1 Bath Private Unit

1 bed
1 bath
4 guests
Average Price:  
$84
17% Cheaper
than normal
AirDNA Score: 42
$500/night

Trendy+Spacious 2BR/2BA, Pool, Kailua Town/Beach

2 beds
2 baths
4 guests
Average Price:  
$500
0% Cheaper
than normal
AirDNA Score: 41
$373/night

Absolutely Oceanfront-60''Waterfall Pool-LastMinute

1 bed
1 bath
2 guests
Average Price:  
$465
20% Cheaper
than normal
AirDNA Score: 41
$575/night

Beachfront Plantation Cottage

3 beds
2 baths
6 guests
Average Price:  
$692
17% Cheaper
than normal
AirDNA Score: 37
$1500/night

Spring Break Beach Front Retreat

4 beds
3.5 baths
8 guests
Average Price:  
$1614
7% Cheaper
than normal
AirDNA Score: 36
$500/night

Lanikai, Ocean view!

4 beds
3 baths
8 guests
Average Price:  
$577
13% Cheaper
than normal
AirDNA Score: 36
$373/night

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

studio
1 bath
2 guests
Average Price:  
$457
18% Cheaper
than normal
AirDNA Score: 36
$296/night

Home & Garden near Kailua beach

3 beds
2 baths
6 guests
Average Price:  
$358
17% Cheaper
than normal
AirDNA Score: 36
$198/night

Cute Ohana unit in Kailua With AC near the beach

1 bed
1 bath
2 guests
Average Price:  
$229
14% Cheaper
than normal
AirDNA Score: 36
$225/night

Quaint Tropical Cottage w/Pool, Lanai & AC, Walk to Beach: Lanikai Ohana Hale

1 bed
1 bath
4 guests
Average Price:  
$267
16% Cheaper
than normal
AirDNA Score: 31
$93/night

Private Charming Studio AC strong WIFi private

1 bed
1 bath
2 guests
Average Price:  
$100
7% Cheaper
than normal
AirDNA Score: 29
$420/night

Charming Tropical Oasis w/Private Pool & A/C, Walk to Beach - Lanikai Cottage

3 beds
2 baths
6 guests
Average Price:  
$1180
64% Cheaper
than normal
AirDNA Score: 29
$625/night

Pilipu Palms 2

3 beds
2.5 baths
5 guests
Average Price:  
$386
62% More
than normal
AirDNA Score: 29
$1995/night

Fabulous Views-Kailua Beachfront - Pool & Hot Tub

5 beds
4.5 baths
10 guests
Average Price:  
$2068
4% Cheaper
than normal
AirDNA Score: 29
$1499/night

Beachside 🏖 Family, vacation home with pool 🌺

5 beds
3.5 baths
10 guests
Average Price:  
$1685
11% Cheaper
than normal
AirDNA Score: 25
$199/night

Pali Dreams

1 bed
1 bath
2 guests
Average Price:  
$217
8% Cheaper
than normal
AirDNA Score: 21
$4500/night

Plantation at Paradise Point

5 beds
5.5 baths
10 guests
Average Price:  
$5435
17% Cheaper
than normal
AirDNA Score: 15
$5000/night

Mele Komo

6 beds
7 baths
12 guests
Average Price:  
$5300
6% Cheaper
than normal