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: 92
$135/night
Luxury Kailua Retreat
1 bed
1 bath
2 guests
Average Price:
$156
13% Cheaper
than normal
AirDNA Score: 82
$152/night
AirDNA Score: 79
$120/night
A Suite By the Sea
studio
1 bath
2 guests
Average Price:
$139
14% Cheaper
than normal
AirDNA Score: 78
$159/night
Modern AC 1 Bedroom Walk to Beach Mo. Rental
1 bed
1 bath
2 guests
Average Price:
$164
3% Cheaper
than normal
AirDNA Score: 73
$495/night
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
$219/night
Sunrise Surf Shack
studio
1 bath
2 guests
Average Price:
$230
5% 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: 71
$400/night
Serenity Beachfront Cottage- NUC No 90/TVU-0326
2 beds
1 bath
4 guests
Average Price:
$533
25% Cheaper
than normal
AirDNA Score: 70
$205/night
Lola’s Lanikai Loft
studio
1 bath
3 guests
Average Price:
$220
7% 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:
$226
3% Cheaper
than normal
AirDNA Score: 68
$150/night
Elegant Beach Town 1 Bdrm. Cottage
1 bed
1 bath
4 guests
Average Price:
$151
1% 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
$825/night
Beachside Zen (NEW MONTLY SPECIAL)
3 beds
2.5 baths
8 guests
Average Price:
$921
10% Cheaper
than normal
AirDNA Score: 65
$450/night
Kailua Palms Guest House with Pool and Views
2 beds
2 baths
4 guests
Average Price:
$550
18% Cheaper
than normal
AirDNA Score: 65
$2452/night
Lavish Oceanview Estate w/Pool, AC & Mokulua Island Views: Lanikai Ocean View
5 beds
5 baths
10 guests
Average Price:
$2805
13% Cheaper
than normal
AirDNA Score: 65
$1961/night
Beautiful Private Home w/Pool, Yard & AC - Walk to the Beach: Lanikai Breeze
5 beds
4.5 baths
10 guests
Average Price:
$2282
14% Cheaper
than normal
AirDNA Score: 65
$1200/night
Beautiful Home mins drive from famous Lanikaibeach
4 beds
2 baths
16 guests
Average Price:
$1071
12% 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:
$675
30% Cheaper
than normal
AirDNA Score: 64
$150/night
Kailua Beach~8 min walk~AC~WiFi~Parking~Private
1 bed
1 bath
2 guests
Average Price:
$161
7% Cheaper
than normal
AirDNA Score: 64
$70/night
Kailua 2 minute drive 2 beach
1 bed
1 bath
2 guests
Average Price:
$185
62% 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: 64
$320/night
Paradise Under a Plumeria Tree
2 beds
1 bath
5 guests
Average Price:
$299
7% 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
AirDNA Score: 61
$450/night
AirDNA Score: 59
$150/night
Hale Chinen | Kailua Cottage
2 beds
1 bath
4 guests
Average Price:
$164
9% 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:
$2369
53% Cheaper
than normal
AirDNA Score: 57
$150/night
A Favorite in Kailua with Great Amenities
2 beds
1 bath
5 guests
Average Price:
$209
28% Cheaper
than normal
AirDNA Score: 57
$78/night
AirDNA Score: 56
$295/night
O’ahu Oasis in beautiful Kailua
3 beds
2 baths
10 guests
Average Price:
$351
16% Cheaper
than normal
AirDNA Score: 54
$275/night
AirDNA Score: 52
$895/night
Large Home, Disinfected, Pool, Near Kailua Beach
4 beds
4 baths
12 guests
Average Price:
$932
4% Cheaper
than normal
AirDNA Score: 52
$600/night
Villa Frangipani Tropical Beachside Retreat Kailua
4 beds
4 baths
8 guests
Average Price:
$936
36% Cheaper
than normal
AirDNA Score: 52
$585/night
AirDNA Score: 51
$1050/night
AirDNA Score: 51
$925/night
Tranquility Beachfront
3 beds
3 baths
6 guests
Average Price:
$1995
54% Cheaper
than normal
AirDNA Score: 51
$595/night
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: 49
$154/night
Kailua Cottage Oasis w/AC & Hot Tub (30 Days Min)
2 beds
1 bath
5 guests
Average Price:
$152
1% More
than normal
AirDNA Score: 49
$1150/night
Tropical Oceanfront Paradise
4 beds
3 baths
8 guests
Average Price:
$1170
2% 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
Makana''s Place 2 Bedroom
2 beds
1 bath
5 guests
Average Price:
$366
11% Cheaper
than normal
AirDNA Score: 48
$102/night
Charming one bedroom in the heart of Kailua
1 bed
1 bath
3 guests
Average Price:
$111
8% Cheaper
than normal
AirDNA Score: 48
$108/night
Garden of Dreams - swimming pool on property
1 bed
1 bath
2 guests
Average Price:
$106
2% More
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: 43
$275/night
A New Beautiful Kailua Home, near the beach
2 beds
1 bath
5 guests
Average Price:
$305
10% Cheaper
than normal
AirDNA Score: 41
$575/night
Beachfront Plantation Cottage
3 beds
2 baths
6 guests
Average Price:
$687
16% Cheaper
than normal
AirDNA Score: 36
$80/night
Newly Built Small Studio In the Heart of Kailua
studio
1 bath
2 guests
Average Price:
$85
6% Cheaper
than normal
AirDNA Score: 36
$135/night
Kailua Beach Home
4 beds
2.5 baths
5 guests
Average Price:
$185
27% Cheaper
than normal
AirDNA Score: 36
$250/night
Nanialii at Kailua
4 beds
2.5 baths
8 guests
Average Price:
$273
8% Cheaper
than normal
AirDNA Score: 30
$100/night
KailuaTropical Getaway | Close to Everything
2 beds
2 baths
2 guests
Average Price:
$211
53% Cheaper
than normal
AirDNA Score: 29
$1499/night
Beachside 🏖 Family, vacation home with pool 🌺
5 beds
3.5 baths
10 guests
Average Price:
$1963
24% Cheaper
than normal
AirDNA Score: 29
$1000/night
Orchid House with endless Ocean Views!
3 beds
4 baths
7 guests
Average Price:
$1115
10% Cheaper
than normal
AirDNA Score: 29
$425/night
AirDNA Score: 25
$199/night
AirDNA Score: 15
$5000/night
AirDNA Score: 15
$550/night
Kailua Nalu Palekaiko Surf Paradise
3 beds
2 baths
7 guests
Average Price:
$611
10% Cheaper
than normal