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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-036
Turtle Cove

Haleiwa, Oahu

5 Bedrooms, 4 Baths, Sleeps 2-12
  • Private Beachfront Estate
  • Waimea Bay Beachfront Views
$450/night
Special Bonus: $85/week*
Guest Rating: Stars
Click for more info
O-032
Kahala Estate Cottage

Kahala, Oahu

2½ Bedrooms, 2½ Baths, Sleeps 2-6
  • Vacation Home
  • Garden and Pool Views
  • Pool
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.
$535/night Footnote
Special Bonus: $85/week*
Guest Rating: Stars
Click for more info
O-037
Aqua Nui

Haleiwa, Oahu

5 Bedrooms, 4½ Baths, Sleeps 2-12
  • Ocean Front Home
  • Beachfront and Ocean Views
  • Hot Tub
$550/night
Special Bonus: $85/week*
Guest Rating: Stars
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O-031
Ko Olina

Ko Olina, Oahu

3 Bedrooms, 3 Baths, Sleeps 2-7
  • Luxury Resort Condo
  • Ocean and Beach Views
  • 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.
$575/night Footnote
Special Bonus: $74/week*
Guest Rating: Stars
Click for more info
O-038
Hale Pono

Haleiwa, Oahu

4 Bedrooms, 5 Baths, Sleeps 2-9
  • Private Beachfront Estate
  • Beach Front and Ocean Views
$700/night
Special Bonus: $0/week*
Guest Rating: Stars
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O-012
Kaimalino Kai

Kailua, Oahu

3 Bedrooms, 3 Baths, Sleeps 2-6
  • Ocean Front Home
  • Ocean Front
  • Pool
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.
$789/night Footnote
Special Bonus: $122/week*
Guest Rating: Stars
Click for more info
O-009
Villa Waimanalo

Waimanalo, Oahu

5 Bedrooms, 3½ Baths, Sleeps 2-10
  • Beachfront Villa
  • Beach Front and Ocean Views
  • Pool
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-020
Naupaka Cottage

Lanikai, Oahu

2 Bedrooms, 2 Baths, Sleeps 2-6
  • Ocean Front Home
  • Ocean Front
  • Pool
$815/night
Special Bonus: $114/week*
Guest Rating: Stars
Click for more info
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-010
Hale Lanikai

Lanikai, Oahu

4 Bedrooms, 4 Baths, Sleeps 2-8
  • Beach Front Vacation Home
  • Beach Front
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.
$835/night Footnote
Special Bonus: $117/week*
Guest Rating: Stars
Click for more info
 
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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).