Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

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

Location Type

Even More Filters

Features

Managed By

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

Diamond Head Ocean Vacation Rentals Vacation Rentals(34)

34 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)
  • 4 BR,
  • 5 BA,
  • Sleeps 10
7 night minimum stay
1 Review
$9,450 - $15,575
per week
7 - 14 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 9
7 - 14 night minimum stay
$850
per night
5 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
5 night minimum stay
$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,
  • 3 BA,
  • Sleeps 6
7 - 14 night minimum stay
$230 - $250
per night
5 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
5 night minimum stay
(12)
$3,100 - $3,400
per month
28 - 30 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 3
28 - 30 night minimum stay
(12)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
30 night minimum stay
(10)
  • 1 BR,
  • 1 BA,
  • Sleeps 3
30 night minimum stay
(19)
  • 4 BR,
  • 3 BA,
  • Sleeps 10
1 Review
$239 - $350
per night
2 - 4 night minimum stay
  • Studio,
  • 1 BA,
  • Sleeps 2
2 - 4 night minimum stay
(25)
$5,000 - $6,500
per month
30 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
30 night minimum stay
1 Review
$75 - $80
per night
10 - 30 night minimum stay
  • Studio,
  • 1 BA,
  • Sleeps 4
10 - 30 night minimum stay
(6)
  • Studio,
  • 1 BA,
  • Sleeps 4
3 night minimum stay
(8)
  • 2 BR,
  • 2 BA,
  • Sleeps 5
(21)
  • Studio,
  • 1 BA,
  • Sleeps 3
(6)
  • 1 BR,
  • 1 BA,
  • Sleeps 2
(6)
$250 - $275
per night
20 - 30 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
20 - 30 night minimum stay
(5)
  • Studio,
  • 1 BA,
  • Sleeps 4
2 Reviews
  • 1 BR,
  • 1 BA,
  • Sleeps 4
(4)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
(5)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
(4)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
(6)
$159 - $229
per night
5 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
5 night minimum stay
2 Reviews
  • 2 BR,
  • 1 BA,
  • Sleeps 5
2 Reviews
  • Studio,
  • 1 BA,
  • Sleeps 3
3 night minimum stay
1 Review
  • 1 BR,
  • 1 BA,
  • Sleeps 4
1 Review
  • 2 BR,
  • 2 BA,
  • Sleeps 4
1 Review
Advertisement
 

Recent Diamond Head Reviews

Perfect location!

5 of 5
Perfect place if you are staying in Waikiki. It's in walking distance to everyplace you want to go!
  • Submitted: Nov 21, 2014
  • Stayed: Nov 2014

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

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