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

Nani Hale

1 bed
1 bath
2 guests
Average Price:  
$145
5% More
than normal
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

Manuela Place

3 beds
3 baths
8 guests
Average Price:  
$569
13% 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
$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

Martins Hale

1 bed
1 bath
3 guests
Average Price:  
$244
8% Cheaper
than normal
AirDNA Score: 61
$450/night

Lanikai Cottage

2 beds
2 baths
5 guests
Average Price:  
$537
16% Cheaper
than normal
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

Two Waters Retreat

1 bed
1 bath
4 guests
Average Price:  
$83
6% Cheaper
than normal
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

Makai Dreams

1 bed
1 bath
2 guests
Average Price:  
$312
12% Cheaper
than normal
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

Steps to Beach!

3 beds
2 baths
6 guests
Average Price:  
$633
8% Cheaper
than normal
AirDNA Score: 51
$1050/night

Ocean Escape

5 beds
4 baths
10 guests
Average Price:  
$1100
5% Cheaper
than normal
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

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: 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

Pilipu Palms 2

3 beds
2.5 baths
5 guests
Average Price:  
$368
15% More
than normal
AirDNA Score: 25
$199/night

Pali Dreams

1 bed
1 bath
2 guests
Average Price:  
$217
8% Cheaper
than normal
AirDNA Score: 15
$5000/night

Mele Komo

6 beds
7 baths
12 guests
Average Price:  
$5300
6% Cheaper
than normal
AirDNA Score: 15
$550/night

Kailua Nalu Palekaiko Surf Paradise

3 beds
2 baths
7 guests
Average Price:  
$611
10% Cheaper
than normal