Vacation Rentals in Oahu

Find the perfect Cheap Vacation Rentals, Vacation Rental Deals and Luxury Villas in Florida, Colorado, California, Hawaii, South Carolina, Outerbanks and more! Get Last Minute Deals on Beach Houses, Ski cabins, Family Vacation Rentals and Pet Friendly Vacation Rentals now at How2Vacation.com!

Vacation Rentals in Oahu

Beachfront Elegance

  • 3 Bedrooms, 3 Bathrooms, Sleeps 8
  • Beachfront Elegance is a striking, mid century, 3 bedroom, 3 bath, "walled and gated" beachfront property. You will enjoy extreme…
  • from
  • $1350
    weekly

 

Kahala Estate

  • 5 Bedrooms, 5 Bathrooms, Sleeps 12
  • Kahala Estate is a magnificent residence that boasts beautiful views of Kahala Beach Park and is situated within minutes of…
  • from
  • $1500
    weekly

 

Sunset Beach House

  • 5 Bedrooms, 5 Bathrooms, Sleeps 10
  • A vacation to the North Shore of Oahu is like no other in this world. Famous Sunset Beach, Pipeline and…
  • from
  • $1500
    nightly

 

Balanese Retreat

  • 4 Bedrooms, 4 Bathrooms, Sleeps 8
  • Experience the beauty and charm of this one-of-a-kind, Balanese, resort style estate. Located on an amazing 25,000 square ft. beach…
  • from
  • $2000
    nightly

 

Oceanside Elegance

  • 7 Bedrooms, 8 Bathrooms, Sleeps 14
  • Oceanside Elegance is a spectacular 7 bedroom, majestic, oceanfront retreat. Water features and bamboo greet you at the entry of…
  • from
  • $2550
    nightly

 

Seaside Estate

  • 7 Bedrooms, 5 Bathrooms, Sleeps 10
  • Experience the beauty and charm of Seaside Estate, the North Shore of Oahu?s newest private Luxury Villa. This hidden gem…
  • from
  • $3000
    nightly

 

Kailua Plantation Estate

  • 5 Bedrooms, 6 Bathrooms, Sleeps 10
  • The Kailua Plantation Estate is a rare jewel that comes fully appointed with Plantation style finishes and furnishings from around…
  • from
  • $4500
    nightly

 

Oahu Lani

  • 10 Bedrooms, 9 Bathrooms, Sleeps 18
  • Enjoy luxury and comfort in this beautiful Oahu island estate. Nestled on the white sands of Kailua beach, this estate…
  • from
  • $5800
    nightly

 

Sullivan Estate

  • 6 Bedrooms, 6 Bathrooms, Sleeps 12
  • Welcome to the Sullivan Estate, located directly on the North Shore on Hawaii's island of Oahu and just 40 minutes…
  • from
  • $8900
    nightly

 

Surf Side

  • 3 Bedrooms, 3 Bathrooms, Sleeps 8
  • NOW! ENJOY BEACHFRONT ACCESS FROM $850 A NIGHT!! This newly built oceanfront custom modern designed home is located on the…
  • from
  • $850
    weekly

 

Don Ho Estate

  • 5 Bedrooms, 5 Bathrooms, Sleeps 12
  • Welcome home to the former estate of the world-reknown Don Ho. Remodeled from roof-to-floor in tribute to the late performer,…
  • from
  • $950
    weekly

 
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