While you're browsing Oahu vacation rentals to find your perfect vacation destination, consider expanding your search to include condo rentals in Honolulu, Kailua rentals, Ko Olina condo rentals, Makaha condos, North Shore Oahu accommodations, Waikiki vacation rentals, and Waimanalo beach house rentals.

Hawaii Kai Vacation Rental Homes

Refine Your Search Start a New Search
Find by availability dates:
and/or by weekly rental rate
(in $ USD):
Current Criteria:
(remove all criteria)

Compare Selected
compare

Hawaii Kai Luxurious Waterfront Retreat

— Property 317537
Hawaii Kai house rental - Private swimming pool and hot tub
4 Bedrooms, Sleeps 10,
House, 4 Bathrooms, near the ocean, waterfront, pool
Rates - per property (USD)
$700 - $1,200/night
$4,900/week
Calendar Updated Nov 17 2009

Property Review

I grew up in Hawaii, but had not been back for 20 years. We rented this house for my dad's 80th and it was spectacular. The house is in one of the nicest, poshiest neighborhoods on Oahu. The...
compare

Tropical Guest Cottage

— Property 242731
Hawaii Kai cottage rental - King Size Bed
Studio, Sleeps 2,
Cottage, 1 Bathroom, near the ocean, town, jacuzzi
Rates - per property (USD)
$945/week
Calendar Updated Nov 11 2009

Property Review

5/23/2009 Extra Positive Rating Danielle & Richard Albuquerque, New Mexico Richard and I stayed in Peter & Libby's Tropical Vacation Cottage for a week in May 2009. We had a wonderful...
compare

Mala Pua Studio

— Property 89643h
Hawaii Kai cottage rental - Queen Comfort
Studio, Sleeps 2,
Cottage, 1 Bathroom, Deck Furniture, deck wood
Rates - per cottage (USD)
$150 - $175/night
compare

Mala Pua Elua

— Property 89644h
Hawaii Kai cottage rental
1 Bedroom, Sleeps 3,
Cottage, 1 Bathroom, Deck Furniture, deck wood
Rates - per cottage (USD)
$175/night
compare

Oceanfront Banyan Tree Beach House, Hawaii Kai

— Property 148467
Hawaii Kai estate rental - Sunset from Backyard
5 Bedrooms, Sleeps 15,
Estate, 4 Bathrooms, 1 Half Bath, beach, waterfront, jacuzzi
Rates - per property (USD)
$1,200/night
Calendar Updated Nov 2 2009

Property Review

We had an excellent relaxing holiday in this beautiful home. The house was well kept with everything we could possibly need. Having your own lawn and beach front was a bonus. Great for a large...
compare

Large Comfortable Home with 2 Living Rooms

— Property 119761
Hawaii Kai house rental - Private Pool
5 Bedrooms, Sleeps 12,
House, 3 Bathrooms, beach, garden
Rates - per property (USD)
$450 - $500/night
$3,175 - $3,500/week
$9,000 - $10,000/month
Calendar Updated Oct 14 2009

Property Review

We had three families stay at this house in Spring 2008, incl. six children ages 5 and under and one person in a wheelchair. We all had a great time! The house is very comfortable and convenient...
compare

Direct Water Front Town Home w/KoKo Head and KoKo Crater Views

— Property 149313
Hawaii Kai townhome rental - Enjoy an evening on the lanai w KoKo Crater views
2 Bedrooms, Sleeps 4,
Townhome, 2 Bathrooms, beach, waterfront, air-conditioning
Rates - per property (USD)
$1,500/week
$4,000/month
Calendar Updated Sep 17 2009

Property Review

We stayed a wonderful month (far too short a period of time!) in this fantastic Hawaii Kai marina home with great serene view of Koko Head. Such a lovely setting on the desirable wide portion of...
compare

A Beachfront Elegant Plantation Estate

— Property 143764
Golf
Hawaii Kai estate rental - View of beach from deck
5 Bedrooms, Sleeps 12,
Estate, 4 Bathrooms, 1 Half Bath, beach, waterfront, garden
Rates - per property (USD)
$15,400/week
$30,000/month
compare

Luxury Waterfront Condo with private boat dock

— Property 208196
Hawaii Kai condo rental - Waterway and docks - minutes to open ocean
2 Bedrooms, Sleeps 4,
Condo, 1 Bathroom, 1 Half Bath, beach, mountain, pool
Rates - per property (USD)
$1,000/week
$4,000/month
Calendar Updated Nov 19 2008

Property Review

My Mother and I stayed for 2 weeks and everything about the condo was perfect for us. Very clean and a great location. Lori was always easy to reach if we had a question or needed anything. I...
compare

Koko Head Oceanfront

— Property 194468
Hawaii Kai house rental
4 Bedrooms, Sleeps 8,
House, 3 Bathrooms, 1 Half Bath, beach, near the ocean, pool
Rates - per property (USD)
$25,000/month
compare

Beachfront Home Close to Waikiki Large and Tropical

— Property 152240
Hawaii Kai house rental - Beachfront jacuzzi
4 Bedrooms, Sleeps 16,
House, 4 Bathrooms, beach, near the ocean, air-conditioning
Rates - per property (USD)
$615/night
Calendar Updated Dec 16 2007

Property Review

Very conveniently located, all amenities and, best of all, a quiet, large swimming pool for those of us avoiding the sand! We would use it again.
compare

Beachfront Elegance on the South Shore of Oahu - South Shore 43

— Property 153105
Hawaii Kai house rental - Open Air Oceanside Living Room Area
3 Bedrooms, Sleeps 8,
House, 2 Bathrooms, beach, garden
Calendar Updated Dec 16 2007

Property Review

It was close enough to quickly get to Waikiki yet away from the business of the city. The house was clean and well kept. The view from the house was great and the ocean was good, you would want...