Hawaii Kai 2-bedroom Homes, Cabin Rentals & More - 53 Rentals Available.
53 Vacation rentals
Filters applied: 2+ Bedrooms
6bd/5.5ba Luxury, Modern Tropical Getaway w/ Private Pool. Villa Luana
Hawaii Kai House
- 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
Large Tropical Modern Home w/Pool, Ocean / Koko Head Views, & A/C. Makani Lani
Hawaii Kai Villa
- 5 bedrooms 5
- 4 bathrooms
- sleeps 11 11
- 10 nights min
- Child friendly
$901.00
from $901.00 / night
Private Oceanfront Home w/Pool, A/C, and Beautiful Sunset Views . Hale Kai
Hawaii Kai House
- 5 bedrooms 5
- 4 bathrooms
- sleeps 10 10
- 10 nights min
- Child friendly
$709.00
from $709.00 / night
Gorgeous Oceanfront Home w/Private Pool, Jacuzzi, & Sunset Views. Moana Lani
Hawaii Kai Apartment
- 5 bedrooms 5
- 6 bathrooms
- sleeps 10 10
- min stay varies
- Child friendly
$3,001.00
from $3,001.00 / night
BRAND NEW to the market with NEW JACUZZI! Holoholo Hale
Hawaii Kai House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 10 nights min
- Child friendly
$901.00
from $901.00 / night
Oceanfront Estate w/Private Pool, Close to Dining, Shops, Golf: Maunalua Sunset
Hawaii Kai House
- 6 bedrooms 6
- 6 bathrooms
- sleeps 12 12
- 7 nights min
- Child friendly
$2,000.00
from $2,000.00 / night
4bd/3ba Luxury Modern Home w/Lap Pool, A/C, & Mountain Views. Hale Laulea
Hawaii Kai House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Child friendly
$300.00
from $300.00 / night
Tropical Home w/Pool, Yard, Outdoor Lanai for Entertaining, & A/C. Hale Niuiki
Hawaii Kai House
- 4 bedrooms 4
- 4 bathrooms
- sleeps 10 10
- 10 nights min
- Child friendly
$975.00
from $975.00 / night
Oceanfront, Private home, Diamond Head view, Pool, Modern, Luxury, Aloha Nalu
Hawaii Kai House
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- 10 nights min
- Child friendly
$1,389.00
from $1,389.00 / night
Modern Water Front Condo w/Gorgeous Views, A/C, Yard, & Shared Pool. Ohana Kai
Hawaii Kai Townhouse
- 3 bedrooms 3
- 3 bathrooms
- sleeps 5 5
- min stay varies
- Child friendly
$401.00
from $401.00 / night
Private & Secluded Oceanfront Luxury Oasis - Paiko Lagoon Island
Hawaii Kai House
- 4 bedrooms 4
- 6 bathrooms
- sleeps 8 8
- min stay varies
- Child friendly
$3,501.00
from $3,501.00 / night
Your search has been expanded 10.3 miles to include more rentals
Wyndham Waikiki Beach Walk
Honolulu Apartment - 8.3 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 8 8
- 7 nights min
- Child friendly
$441.00
from $441.00 / night
Luxury Ocean View Condo - Great Location
Honolulu Condo - 7.8 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 5 5
- min stay varies
- Nearest beach 0 mi
- Child friendly
- Car not necessary
Responds fast! Avg. 1 hour 33 minutes
$344.00
from $344.00 / night
Luxury Condo Near Waikiki and Ala Moana w/Ocean Views, Park Lane Diamond Resort
Honolulu House - 9.3 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 5 5
- 7 nights min
- Child friendly
$1,501.00
from $1,501.00 / night
Oceanfront, Private home, Mokulua Isle views,Vintage.Lanikai Oceanside 5 Bedroom
Kailua House - 6.4 miles away
- 5 bedrooms 5
- 4 bathrooms
- sleeps 12 12
- min stay varies
- Child friendly
$2,000.00
from $2,000.00 / night
Oceanfront Condo w/Views of Diamond Head & Seaside Pool. Executive Gold Coast
Kahala Apartment - 7.8 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 90 nights min
- Child friendly
$250.00
from $250.00 / night
Ocean view, Condo, Lanai, Resort amenities, Chic luxury, Park Lane Palm Resort
Honolulu Condo - 9.3 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 - 7.7 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
Kailua Surf Paradise Hale, pool
Kailua House - 7.3 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 30 nights min
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 1 hour 45 minutes
$363.00
from $363.00 / night
3bd/3.5ba Tropical Home w/A/C, Private Yard, & Close to Beach. Hale Nani Lanikai
Kailua Apartment - 6.6 miles away
- 3 bedrooms 3
- 4 bathrooms
- sleeps 8 8
- 10 nights min
- Child friendly
$795.00
from $795.00 / night
Brand NEW!! Steps away from the beach, Private, Luxury, Ranch Beach House
Kailua House - 7.8 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Child friendly
$851.00
from $851.00 / night
Secluded Beach w/Breathtaking Views and Crystal Clear Waters, Lanikai Seashore!
Kailua House - 6.6 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 12 12
- min stay varies
- Child friendly
- Private garden
$1,801.00
from $1,801.00 / night
Kailua Beachfront Private Estate -A/C, Pool, Tennis Court and more- Kai Moena II
Kailua House - 9.2 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 12 12
- 10 nights min
- Child friendly
$4,000.00
from $4,000.00 / night
Historic Home w/ Modern Charms, Ocean Views, A/C, & Near Waikiki. Hale Mahie
Kahala House - 7.8 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- 10 nights min
- Child friendly
$851.00
from $851.00 / night
Ocean view, Private home, Open air, Tropical. Kahala Alii (5br)
Kahala Apartment - 5.7 miles away
- 5 bedrooms 5
- 4 bathrooms
- sleeps 7 7
- 10 nights min
- Child friendly
$3,125.00
from $3,125.00 / night
Kahala Alii - Luxuriously Private Tropical 6br/5ba Villa
Kahala House - 5.7 miles away
- 6 bedrooms 6
- 5 bathrooms
- sleeps 12 12
- 10 nights min
- Child friendly
$3,540.00
from $3,540.00 / night
Kailua Beach House
Kailua House - 7.2 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- min stay varies
- Child friendly
$1,250.00
from $1,250.00 / night
Certificate of Excellence
Ultimate High Rise Condo! Amazing Views!
Honolulu Condo - 7.6 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Car not necessary
Responds fast! Avg. 1 hour 16 minutes
Travelers’ Choice award
$298.00
from $298.00 / night
Steps from Lanikai Beach! Private Laidback Luxury Home w/Pool, Lanikai Breeze
Kailua House - 6.9 miles away
- 5 bedrooms 5
- 5 bathrooms
- sleeps 12 12
- min stay varies
- Child friendly
$1,501.00
from $1,501.00 / night
Hale Makalei
Kahala House - 7.6 miles away
- 6 bedrooms 6
- 5 bathrooms
- sleeps 13 13
- 10 nights min
- Child friendly
$851.00
from $851.00 / night
Kailani Villa - Holiday Availability! Inquire for possible discounts!
Kailua House - 6.7 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- 10 nights min
- Child friendly
$1,601.00
from $1,601.00 / night
Luxury estate w/incredible ocean views, heated pool & hot tub, Maluhia Hale
Honolulu House - 10.3 miles away
- 3 bedrooms 3
- 4 bathrooms
- sleeps 8 8
- 7 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 - 9.3 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 10 nights min
- Child friendly
$876.00
from $876.00 / night
Luxury Private Oceanfront Estate w/Pool, A/C,& Open Concept living. Banyan House
Kahala House - 6.1 miles away
- 8 bedrooms 8
- 8 bathrooms
- sleeps 22 22
- 7 nights min
- Child friendly
$9,000.00
from $9,000.00 / night
2bd/2ba Home w/Private Pool, Upscale decor, & Near Kahala Beach. Kahala Cottage
Kahala House - 5.6 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 10 nights min
- Child friendly
$426.00
from $426.00 / night
3bd/2ba Beachy Charm Home w/Private Pool & Close Walk to beach. Lanikai Cottage
Kailua Apartment - 6.4 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 7 7
- 10 nights min
- Child friendly
$569.00
from $569.00 / night
Beach House w/amazing ocean views & 10 steps from beach access. Hale Kalio
Kailua House - 8.7 miles away
- 6 bedrooms 6
- 4 bathrooms
- sleeps 11 11
- 10 nights min
- Child friendly
- Private garden
$995.00
from $995.00 / night
4bd / 3.5ba Charming Nautical Kahala Home with a Pool and A/C. - Kahala Seaside
Kahala House - 5.8 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- 7 nights min
- Child friendly
$1,501.00
from $1,501.00 / night
Ocean view, Villa, Mokulua Island view, Pool, Luxury, Lanikai Ocean View Villa
Kailua House - 6.7 miles away
- 5 bedrooms 5
- 3 bathrooms
- sleeps 12 12
- 10 nights min
- Child friendly
$2,000.00
from $2,000.00 / night
Oceanfront Gold Coast w/Endless Ocean Views! - Diamond Head Surf House
Kahala House - 7.8 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- 7 nights min
- Child friendly
$1,751.00
from $1,751.00 / night
What is Travelers’ Choice award?
Tripadvisor gives a Travelers’ Choice award to accommodations, attractions and restaurants that consistently earn great reviews from travellers and are ranked within the top 10% of properties on Tripadvisor.