Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

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

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Diamond Head Vacation Home Rentals with Parking Included(12)

12 Results
$1,500 - $2,000
per night
1 - 10 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
1 - 10 night minimum stay
(14)
$550 - $1,500
per night
7 - 21 night minimum stay
  • 3 BR,
  • 1 HF BA,
  • Sleeps 8
7 - 21 night minimum stay
(4)
$6,965 - $20,125
per week
7 - 14 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 - 14 night minimum stay
  • 4 BR,
  • 5 BA,
  • Sleeps 10
7 night minimum stay
1 Review
  • 4 BR,
  • 3 BA,
  • Sleeps 6
7 - 14 night minimum stay
$440 - $600
per night
5 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
5 night minimum stay
(9)
  • 4 BR,
  • 3 BA,
  • Sleeps 10
1 Review
  • 2 BR,
  • 2 BA,
  • Sleeps 5
(21)
$309 - $349
per night
2 - 7 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 10
2 - 7 night minimum stay
(5)
  • 1 BR,
  • 1 BA,
  • Sleeps 2
  • 4 BR,
  • 5 BA,
  • Sleeps 8
1 Review
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
Advertisement
 

Recent Diamond Head Reviews

Unforgettable

5 of 5
The location is great, and the views are spectacular. But there are many houses available that have these attributes. What sets this house apart is the loving care that went into its design and decoration that is readily apparent. The superb taste and intellect of the owner that oozes from every aspect of the house makes it a privilege to stay in. Ideal for people wanting a quiet, tasteful, culturally sophisticated and relaxing vacation.
  • Submitted: Nov 17, 2014
  • Stayed: Oct 2014

A really nice place to stay when you visit Oahu

5 of 5
We really enjoyed our stay in this house. It is a perfect base for a holiday in Oahu. It is clean and spacious, and it had everything we needed. We initially planned to book a place with a big garden or a pool, but we are happy we did not. We were out most days on the beach, or somewhere, so the house was really for coming back to in the evening to relax. And this place was perfect. It is also in a nice spot if you wish to walk out for the evening. A nice 20 minute walk to Waikiki. The small courtyard was useful to clean up after a visit to the beach, or just a nice spot to sit out in the evening. The fact that it was clean was important for us. We would recommend to friends, and we would rent this house again.
  • Submitted: Oct 30, 2014
  • Stayed: Oct 2014

Fabulous House in Kahala near Diamond Head

5 of 5
This house by far exceeded our expectations. I have rented houses in Hawaii before but this house was so amazing. Private backyard with pool and view of Diamond Head rising from the back view. We went with our 2 teenage sons and had local friends over for a barbecue dinner. The central A/C was a big plus and we did use it every day. The Master bedroom was great with wonderful bed and fabulous views! the other 3 bedrooms were equally fantastic! WE LOVED THIS PLACE! WE will go back here again. Oh and the Mango tree kept dropping this ridiculously amazing mangos from the tree. WE ate 2-3 a day. My husband said he'd go back just for the Mangos!LOL
  • Submitted: Aug 24, 2010
  • Stayed: Aug 2010