Kailua Waterfront Homes, Apartments & More - 22 Rentals Available.
22 Vacation rentals
Filters applied: Waterfront
Tropical Love Shack One Bedroom Steps to Kailua Beach
Kailua House
- 1 bedroom 1
- 1 bathroom
- Sleeps 4 4
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$240
from $240 / night
Unforgettable Beachfront Oasis
Kailua House
- 6 bedrooms 6
- 5 bathrooms
- Sleeps 12 12
- Min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Ask about children
$1500
from $1500 / night
Palione Papalani Two Bedroom Steps to Kailua Beach
Kailua House
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 6 6
- Min stay varies
- Beach/lakeside relaxation
- Nearest beach 1 mi
- Child friendly
$300
from $300 / night
Shangri La By The Sea - Stunning views with pool
Kailua House
- 5 bedrooms 5
- 3 bathrooms
- Sleeps 10 10
- 30 nights min
- Swimming pool
- Ask about children
- Air conditioning
$1015
from $1015 / night
Oasis Villa - outdoor kitchen, pool and jacuzzi
Kailua House
- 6 bedrooms 6
- 5 bathrooms
- Sleeps 18 18
- Min stay varies
- Swimming pool
- Ask about children
$1240
from $1240 / night
Stunning Kailua Oceanfront Getaway
Kailua House
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 6 6
- 6 nights min
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$750
from $750 / night
Kailua Beachide- 2 houses from Kailua Beach!
Kailua B and B
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 8 8
- Min stay varies
- Ask about children
- Air conditioning
$300
from $300 / night
Kailua Surf Paradise Hale, pool
Kailua House
- 4 bedrooms 4
- 3 bathrooms
- Sleeps 10 10
- 4 nights min
- Swimming pool
- Ask about children
- Air conditioning
$495
from $495 / night
$2500
from $2500 / night
$900
from $900 / night
$696
from $696 / night
Just steps to the beach with private pool. *Monthly rental**
Kailua House
- 6 bedrooms 6
- 6 bathrooms
- Sleeps 14 14
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$850
from $850 / night
Grand Kailua Beachside Estate
Kailua Villa
- 8 bedrooms 8
- 12 bathrooms
- Sleeps 16 16
- 7 nights min
- Child friendly
$7000
from $7000 / night
Stunning Estate Owned by Paul Mitchell on Lanikai Beach on Oahu!
Kailua Villa
- 7 bedrooms 7
- 7 bathrooms
- Sleeps 14 14
- Min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$6250
from $6250 / night
Castle Point Estate
Kailua House
- 7 bedrooms 7
- 8 bathrooms
- Sleeps 15 15
- 7 nights min
- Swimming pool
- Child friendly
$8000
from $8000 / night
Lanikai Cottage
Kailua House
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 8 8
- Min stay varies
- Swimming pool
- Child friendly
$696
from $696 / night
Premier Oceanfront Vacation Home
Kailua Villa
- 6 bedrooms 6
- 5 bathrooms
- Sleeps 12 12
- Min stay varies
- Child friendly
$1050
from $1050 / night
Kai Nani Villa
Kailua House
- 6 bedrooms 6
- 3 bathrooms
- Sleeps 14 14
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$2000
from $2000 / night
$225
from $225 / night
Your search has been expanded 8 miles to include more rentals
Large One-Story Home With Pool Just Steps to Kailua Beach
Hawaii House - 0.1 miles away
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 14 14
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$1050
from $1050 / night
Gorgeous Beachfront Vacation Home
Oahu Villa - 0.1 miles away
- 4 bedrooms 4
- 3 bathrooms
- Sleeps 12 12
- Min stay varies
- Ask about children
- Air conditioning
$1100
from $1100 / night
Sea Breeze Estate (9bd) w/ hot tub, pool
Kaneohe Manor house - 3.5 miles away
- 9 bedrooms 9
- 7 bathrooms
- Sleeps 20 20
- Min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Ask about children
$1578
from $1578 / night
Sea Breeze Haven Combo - w/ pool, hot tub, piano
Kaneohe House - 3.6 miles away
- 10 bedrooms 10
- 8 bathrooms
- Sleeps 24 24
- Min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Ask about children
$1995
from $1995 / night
Moani Ohana
Waimanalo House - 5 miles away
- 13 bedrooms 13
- 11 bathrooms
- Sleeps 26 26
- Min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Ask about children
$5199
from $5199 / night
Heeia Fishpond Estate
Kaneohe House - 7.1 miles away
- 5 bedrooms 5
- 3 bathrooms
- Sleeps 10 10
- 7 nights min
- Child friendly
- Air conditioning
$696
from $696 / night
Makani Lani
Honolulu House - 7.6 miles away
- 5 bedrooms 5
- 4 bathrooms
- Sleeps 12 12
- Min stay varies
- Swimming pool
- Child friendly
$800
from $800 / night
Marina Front Tranquility - Summer SPECIAL rate until Aug 31 - $450/nt. 8 guests!
Honolulu House - 7.6 miles away
- 5 bedrooms 5
- 3 bathrooms
- Sleeps 10 10
- 7 nights min
- Swimming pool
- Child friendly
$450
from $450 / night
Maile Lani
Honolulu House - 7.9 miles away
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 8 8
- Min stay varies
- Swimming pool
- Child friendly
$826
from $826 / night
Villa Luana
Honolulu House - 7.9 miles away
- 6 bedrooms 6
- 7 bathrooms
- Sleeps 14 14
- Min stay varies
- Swimming pool
- Child friendly
$1000
from $1000 / night
Hale Laulea
Honolulu House - 8 miles away
- 4 bedrooms 4
- 3 bathrooms
- Sleeps 11 11
- Min stay varies
- Swimming pool
- Child friendly
$675
from $675 / night
Moana Lani
Honolulu House - 8 miles away
- 5 bedrooms 5
- 6 bathrooms
- Sleeps 16 16
- Min stay varies
- Swimming pool
- Child friendly
$2776
from $2776 / night
Hale Niui that
Honolulu House - 8 miles away
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 12 12
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$945
from $945 / night
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