Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Book Faster

Property Type

Apartments
Condos
Cottages
Estates
Homes
Townhomes
Villas
Barns
Boats
Bungalows
Cabins
Castles
Chalets
Farmhouses
Hotels
Lodges
Studios
Yachts

Book Faster

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Save time when booking: choose rentals that accept online reservations or online payments

Hawaii Kai Vacation Rentals(28)

28 Results
$275 - $465
per night
6 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
6 - 7 night minimum stay
(3)
  • 5 BR,
  • 5 BA,
  • Sleeps 10
  • 5 BR,
  • 5 BA,
  • Sleeps 13
1 Review
  • 5 BR,
  • 4 BA,
  • Sleeps 14
  • 5 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 10
7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
5 night minimum stay
(53)
$300 - $500
per night
7 - 10 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
7 - 10 night minimum stay
(4)
$495 - $695
per night
6 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
6 - 7 night minimum stay
$3,850 - $4,550
per week
7 night minimum stay
  • 7 BR,
  • 5 BA,
  • Sleeps 20
7 night minimum stay
$400 - $725
per night
  • 3 BR,
  • 2 BA,
  • Sleeps 12
  • 6 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 13
  • 1 BR,
  • 2 BA,
  • Sleeps 2
4 night minimum stay
1 Review
$195
per night
3 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 night minimum stay
2 Reviews
$175
per night
2 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 12
12 more choices from the HomeAway Network
$675 - $1,100
per night
5 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 10
5 night minimum stay
(201)
$275
per night
30 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
30 night minimum stay
(3)
$259 - $350
per night
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 night minimum stay
2 Reviews
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
5 night minimum stay
(77)
$2,800 - $3,675
per night
5 night minimum stay
  • 4 BR,
  • 5 BA,
  • Sleeps 10
5 night minimum stay
$800 - $1,250
per night
4 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
4 - 7 night minimum stay
(3)
$350 - $480
per night
7 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 8
7 night minimum stay
1 Review
  • 3 BR,
  • 2 BA,
  • Sleeps 6
5 night minimum stay
(21)
$7,000
per week
7 night minimum stay
  • 3 BR,
  • 4 BA,
  • Sleeps 8
7 night minimum stay
2 Reviews
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 Reviews
$575 - $675
per night
5 - 7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
5 - 7 night minimum stay
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 8
Advertisement
 

Recent Hawaii Kai Reviews

Away From The Hustle & Bustle

5 of 5
We needed accommodation for 1 month during renovations and wanted to stay out of the busy Waikiki/Honolulu area and this place was perfect for our needs. Our hosts Mati & Tom were delightful and greeted us with a warm Aloha and beautiful Leis. Inside we found a welcome basket with local coffee and treats and we felt like we truly had arrived in Hawaii. Mati & Tom were very courteous allowing us our privacy but always at hand to help if needed. They have a wealth of local knowledge and can recommend the best of things to do on Oahu especially the neighboring areas where there is world class snorkeling, beaches, hiking and restaurants to enjoy within easy driving distance. The accommodation was thoughtfully decorated in Hawaiian style with a full size stove and refrigerator which is great for an extended stay. Free Wifi and parking were great and the private entrance was most convenient. We spent many balmy nights enjoying the beautiful lanai with its comfortable furnishings and handy gas grill. There are two bathrooms and the main shower is spacious with a picture window with a view of the garden! There was plenty of room with the kitchen and bedroom being in separate rooms and there is lots of storage space to keep luggage and beach gear. We thoroughly enjoyed our month at Mati & Tom's unique hideaway rental. It is highly recommended for those looking for a less touristy vacation and wanting to enjoy the feeling of actually living in Hawaii.
  • Submitted: Nov 4, 2014
  • Stayed: Oct 2014

Our stay at the Island Colony

4 of 5
Rating Details: I was more than satisfied with the condition of the vacation rental. I was more than happy with the location. The vacation rental was clean. The property manager was more than helpful. Overall, I recommend this vacation rental. Reviewer Comments: We enjoyed our stay at the Island Colony. The Facility is very well maintained. Our only concerns were the housekeeping was not done very well when we arrived.We knew that the unit need to be updated,however the carpet needed to be shampooed and the bathroom was not up to our standards.We also found the window very HARD to open and the A/c flooded the Lanai. These were annoying problems but did not deter from our overall experience. We want to come back again next year as soon as we get confirmation that the unit is available.
  • Submitted: Mar 18, 2014
  • Stayed: Dec 2013