Kailua Waterfront Homes, Apartments & More - 76 Rentals Available.
76 Vacation rentals
Filters applied: Waterfront

Absolutely Oceanfront - Legal - 60ft waterfall lap pool - $199
Kailua House
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Swimming pool
- Child friendly
- Air conditioning
$228.00
from $228.00 / night

Kailua Surf Paradise Hale, pool
Kailua House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 30 nights min
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 1 hour 50 minutes
$363.00
from $363.00 / night

Absolutely Oceanfront - Large Studio - Ocean/Mtn Views-60' Waterfall Pool
Kailua House
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Swimming pool
- Child friendly
- Air conditioning
$228.00
from $228.00 / night

Large Private Luxury Home w/Pool, A/C and Ocean Views. Kailua Shores Estate
Kailua Apartment
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- min stay varies
- Child friendly
$4,000.00
from $4,000.00 / night

$1,250.00
from $1,250.00 / night
Beach House w/amazing ocean views & 10 steps from beach access. Hale Kalio
Kailua House
- 6 bedrooms 6
- 4 bathrooms
- sleeps 11 11
- 10 nights min
- Child friendly
- Private garden
$995.00
from $995.00 / night
3bd/2ba Beachy Charm Home w/Private Pool & Close Walk to beach. Lanikai Cottage
Kailua Apartment
- 3 bedrooms 3
- 2 bathrooms
- sleeps 7 7
- 10 nights min
- Child friendly
$569.00
from $569.00 / night
Kailua Shores Estate 8 Bedroom
Kailua House
- 8 bedrooms 8
- 9 bathrooms
- sleeps 16 16
- 10 nights min
- Swimming pool
- Child friendly
- Air conditioning
$6,501.00
from $6,501.00 / night
Steps from Lanikai Beach! Private Laidback Luxury Home w/Pool, Lanikai Breeze
Kailua House
- 5 bedrooms 5
- 5 bathrooms
- sleeps 12 12
- min stay varies
- Child friendly
$1,501.00
from $1,501.00 / night
Oceanfront, Private home, Mokulua Isle views,Vintage.Lanikai Oceanside 5 Bedroom
Kailua House
- 5 bedrooms 5
- 4 bathrooms
- sleeps 12 12
- min stay varies
- Child friendly
$2,000.00
from $2,000.00 / night
3bd/3.5ba Tropical Home w/A/C, Private Yard, & Close to Beach. Hale Nani Lanikai
Kailua Apartment
- 3 bedrooms 3
- 4 bathrooms
- sleeps 8 8
- 10 nights min
- Child friendly
$795.00
from $795.00 / night
Beautiful Kailua Beachside Luxury Home w/Pool & AC. Maluhia
Kailua Apartment
- 4 bedrooms 4
- 4 bathrooms
- sleeps 9 9
- 10 nights min
- Child friendly
$2,445.00
from $2,445.00 / night
$225.00
from $225.00 / night
Ocean view, Villa, Mokulua Island view, Pool, Luxury, Lanikai Ocean View Villa
Kailua House
- 5 bedrooms 5
- 3 bathrooms
- sleeps 12 12
- 10 nights min
- Child friendly
$2,000.00
from $2,000.00 / night
Kailani Villa - Holiday Availability! Inquire for possible discounts!
Kailua House
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- 10 nights min
- Child friendly
$1,601.00
from $1,601.00 / night
Beautiful Kailua Beachside Home w/Pool & AC. Lokomaika'i Kailua
Kailua House
- 5 bedrooms 5
- 3 bathrooms
- sleeps 10 10
- 10 nights min
- Child friendly
$1,000.00
from $1,000.00 / night
Kailua Beachside Home w/Pool, Jacuzzi, AC across from beach access! Hale Ohana
Kailua House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 10 nights min
- Child friendly
$875.00
from $875.00 / night
Kailua Beachfront Private Estate -A/C, Pool, Tennis Court and more- Kai Moena II
Kailua House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 12 12
- 10 nights min
- Child friendly
$4,000.00
from $4,000.00 / night
Kailua Beachfront Private Estate -A/C, Pool, Tennis Court and more- Kai Moena I
Kailua House
- 3 bedrooms 3
- 3 bathrooms
- sleeps 10 10
- 10 nights min
- Child friendly
$5,000.00
from $5,000.00 / night
Secluded Beach w/Breathtaking Views and Crystal Clear Waters, Lanikai Seashore!
Kailua House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 12 12
- min stay varies
- Child friendly
- Private garden
$1,800.00
from $1,800.00 / night
Brand NEW!! Steps away from the beach, Private, Luxury, Ranch Beach House
Kailua House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Child friendly
$850.00
from $850.00 / night
Your search has been expanded 10.7 miles to include more rentals
STUDIO WAIKIKI NEW YEARS WAIKIKI CONDO-5* LOCATION- USE OF PENTHOUSE LOUNGE
Honolulu Condo - 10.1 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 4 4
- 7 nights min
- Swimming pool
- Child friendly
- Car not necessary
Responds fast! Avg. 2 hours 18 minutes
$224.00
from $224.00 / night
STUDIO WAIKIKI BEACHNEW YEARS USE OF OWNERS PENTHOUSE,100 ft BEACH 5* LOCATION
Honolulu Studio - 10.1 miles away
- Studio -1
- 1 bathroom
- sleeps 4 4
- 7 nights min
- Swimming pool
- Child friendly
- Car not necessary
Responds fast! Avg. 2 hours 18 minutes
$224.00
from $224.00 / night
Popular Waikiki Banyan One Bedroom With Parking
Honolulu Condo - 9.9 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 5 5
- 30 nights min
- Swimming pool
- Ask about children
- Air conditioning
$107.00
from $107.00 / night
Wyndham Waikiki Beach Walk
Honolulu Apartment - 10 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 8 8
- 7 nights min
- Child friendly
$441.00
from $441.00 / night
Marine Surf condo/ Free Parking/Free WiFi
Honolulu Apartment - 9.8 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 3 3
- 3 nights min
- Swimming pool
- Ask about children
- Car not necessary
$148.00
from $148.00 / night
A Center of Waikiki, High floor w/ocean, mountain ,gold course views!
Honolulu Condo - 9.7 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 3 3
- 30 nights min
- Swimming pool
- Child friendly
- Air conditioning
$144.00
from $144.00 / night
Studio, Awesome Ocean/Mountain/Diamond Head or City views !
Honolulu Condo - 9.7 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 30 nights min
- Swimming pool
- Child friendly
- Air conditioning
$96.00
from $96.00 / night
WAIKIKI STUDIO WITH GREAT OCEAN VIEW
Honolulu Condo - 9.9 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Swimming pool
- Ask about children
- Air conditioning
$144.00
from $144.00 / night
Ala Moana Hotel rivaled Condo
Honolulu Condo - 9.7 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 3 3
- 6 nights min
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$152.00
from $152.00 / night
Our Second Home in Waikiki
Honolulu Condo - 10 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 5 5
- 5 nights min
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$240.00
from $240.00 / night
Spacious Renovated Studio in the Center of Waikiki
Honolulu Studio - 9.7 miles away
- Studio -1
- 1 bathroom
- sleeps 2 2
- 30 nights min
- Swimming pool
- Car not necessary
$84.00
from $84.00 / night
Luxury Condo Near Waikiki and Ala Moana w/Ocean Views, Park Lane Diamond Resort
Honolulu House - 10 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 5 5
- 7 nights min
- Child friendly
$1,501.00
from $1,501.00 / night
Oceanfront Condo w/Views of Diamond Head & Seaside Pool. Executive Gold Coast
Kahala Apartment - 10.7 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 90 nights min
- Child friendly
$250.00
from $250.00 / night
4bd/3ba Luxury Modern Home w/Lap Pool, A/C, & Mountain Views. Hale Laulea
Hawaii Kai House - 8.1 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Child friendly
$300.00
from $300.00 / night
Ocean view, Condo, Lanai, Resort amenities, Chic luxury, Park Lane Palm Resort
Honolulu Condo - 10 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Child friendly
$1,501.00
from $1,501.00 / night
2 Bedroom/ocean view/parking
Honolulu Condo - 9.8 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 5 5
- 30 nights min
- Swimming pool
- Ask about children
- Air conditioning
$119.00
from $119.00 / night
6bd/5.5ba Luxury, Modern Tropical Getaway w/ Private Pool. Villa Luana
Hawaii Kai House - 7.9 miles away
- 6 bedrooms 6
- 7 bathrooms
- sleeps 12 12
- 10 nights min
- Swimming pool
- Child friendly
- Air conditioning
$1,400.00
from $1,400.00 / night
Private & Secluded Oceanfront Luxury Oasis - Paiko Lagoon Island
Hawaii Kai House - 8 miles away
- 4 bedrooms 4
- 6 bathrooms
- sleeps 8 8
- min stay varies
- Child friendly
$3,500.00
from $3,500.00 / night
BRAND NEW to the market with NEW JACUZZI! Holoholo Hale
Hawaii Kai House - 7.7 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 10 nights min
- Child friendly
$900.00
from $900.00 / night
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