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Luxury Oahu Vacation Rentals - Homes, Villas

Luxury Oahu vacation rentals with beachfront vacation homes in Honolulu, Diamond Head, Lanikai, Kailua, Sunset Beach, North Shore, Kahala and Ko Olina. Choose from prime beachfront rentals in Port Lock, Diamond Head, or Lanikai with some of the most luxury rentals, including Don Ho beachfront rental and home. Lanikai Bay is Oahu's prime location for luxury ocean front homes but also for water sport, such as windsurfing, kite boarding, kayaking, swimming and stand-up paddling.

 
O-033
Black Point Beauty

Diamond Head, Oahu

5 Bedrooms, 4 Baths, Sleeps 2-10
  • Private Beach Estate
  • Ocean and Sunset Views
  • Jacuzzi Bath Tub
Footnote Some properties are subject to a varying minimum nightly stay. Many have a 30-night minimum; seasonal discounts may apply. Be sure to ask your booking agent for details.
$815/night Footnote
Special Bonus: $114/week*
Guest Rating: Stars
Click for more info
O-014
Diamond Head Plantation

Diamond Head, Oahu

4 Bedrooms, 2½ Baths, Sleeps 2-8
  • Beach Front Vacation Home
  • Beach Front and Ocean Views
$1,100/night
Special Bonus: $154/week*
Guest Rating: Stars
Click for more info
O-002
Kalani Kai

Diamond Head, Oahu

4 Bedrooms, 4½ Baths, Sleeps 2-8
  • Ocean Front Home
  • Oceanfront, Mauna Lani Views
  • Pool
  • Jacuzzi Bath Tub
$1,100/night
Special Bonus: $154/week*
Guest Rating: Stars
Click for more info
O-003
Coconut Residence

Diamond Head, Oahu

4 Bedrooms, 3½ Baths, Sleeps 2-8
  • Ocean-View Home
  • Ocean Front Home
  • Jacuzzi Bath Tub
$1,105/night
Special Bonus: $155/week*
Guest Rating: Stars
Click for more info
O-016
Portlock Palace

Diamond Head, Oahu

6 Bedrooms, 6½ Baths, Sleeps 2-14
  • Beach Front Vacation Home
  • Ocean Front
  • Pool
  • Jacuzzi Bath Tub
Footnote Some properties are subject to a varying minimum nightly stay. Many have a 30-night minimum; seasonal discounts may apply. Be sure to ask your booking agent for details.
$1,575/night Footnote
Special Bonus: $220/week*
Guest Rating: Stars
Click for more info
O-025
Villa Empress

Diamond Head, Oahu

5 Bedrooms, 4½ Baths, Sleeps 2-10
  • Beach Front Vacation Home
  • Beach Front
  • Pool
  • Jacuzzi Bath Tub
Footnote Some properties are subject to a varying minimum nightly stay. Many have a 30-night minimum; seasonal discounts may apply. Be sure to ask your booking agent for details.
$2,969/night Footnote
Special Bonus: $415/week*
Guest Rating: Stars
Click for more info
O-034
Wailupe

Diamond Head, Oahu

5 Bedrooms, 4½ Baths, Sleeps 2-10
  • Ocean Front Estate
  • Ocean Front
  • Pool
  • Hot Tub
Footnote Some properties are subject to a varying minimum nightly stay. Many have a 30-night minimum; seasonal discounts may apply. Be sure to ask your booking agent for details.
$3,675/night Footnote
Special Bonus: $510/week*
Guest Rating: Stars
Click for more info
 

A variety of Oahu vacation homes, beach villas and condos allow you to have all the comforts of home while still being in close to all of the exciting activities that the island has to offer. Whether you are coming to the island to relax or are an adventure seeker, booking an Oahu vacation rental is the best way to start planning your island vacation!

 
* Special Bonus can be used to enjoy FREE/discounted Tee Times, Activities, and Tours with HawaiiActive.com offerings.
Exact amount depends on the final rate in $/Night
** All Accommodations incur a Hawaii Hotel Tax of 9.25% plus a GE Tax of 4.166% (4.712% for Oahu).