Exploring Oahu

Luxury Oahu villas are a varied bunch, just like the travelers who come here, each seeking a different experience. Try a grand estate on the beach, with every amenity you need to enjoy a week or two in the sun. Or a simpler cottage-style villa, just as perfect for understanding the Hawaiian spirit. Oahu is adventure, it is island relaxation and Aloha.

Experiencing a villa in Oahu

Most Oahu villa rentals are lavishly decorated with tropical style, elegant grandeur and supreme comfort. Besides absolutely fantastic décor, Oahu villas boast impeccable views of mountainous volcanoes, neighboring Hawaiian Islands or exquisite beachfront property. The beaches around our Oahu villas are amongst the most popular in the Hawaiian Islands; one in particular which is well known for swimming and surfing is the infamous Waikiki beach. It is actually made up of seven different gorgeous beaches with each their own benefits and activities to take advantage of.

Visitors staying in Oahu luxury home rentals can profit from activities around the island all year round such as intense surfing, whale watching, snorkeling, and deep sea fishing. For a bird's eye view of Oahu, consider a chartered helicopter tour. Oahu villa guests looking for a break from the hectic mainland will find calm in Oahuans' laidback culture and traditional customs. Ask your Dedicated Concierge about local Hawaiian spas, whose treatments will calm even the most restless traveler.

Oahu rentals are truly perfect for every type of vacation and accommodate families, friends, weddings, honeymooning couples and so many more. Experiencing Oahu will help you understand why year after year, people continually seek to return to the sands and waves of Waikiki Beach!

By: Katherine Scott


Trump King Penthouse Oahu

Trump King Penthouse

Waikiki, Oahu, Hawaii

  • 3 Bedrooms
  • , 3.5 Bathrooms
  • , Pool
$1,875 - $3,500/NIGHT
Honolulu Sky Villa Oahu

Honolulu Sky Villa

Honolulu, Oahu, Hawaii

  • 4 Bedrooms
  • , 5 Bathrooms
  • , Pool
$1,000 - $3,100/NIGHT
Diamond Head Tiki Estate Oahu

Diamond Head Tiki Estate

Diamond Head, Oahu, Hawaii

  • 3 Bedrooms
  • , 3.5 Bathrooms
  • , Pool
$1,250 - $1,750/NIGHT
Tropical Oasis Oahu

Tropical Oasis

Kahala, Oahu, Hawaii

  • 4 Bedrooms
  • , 4.5 Bathrooms
  • , Pool
$1,500 - $1,750/NIGHT
Swaying Palms Oahu

Swaying Palms

Kailua, Oahu, Hawaii

  • 6 Bedrooms
  • , 6 Bathrooms
  • , Pool
  • , Beachfront
$4,375 - $6,250/NIGHT
1 2 3 4 5
We couldn't find an exact match based on these filters.
To broaden your search and view more properties, click here
For a better Luxury Retreats experience, update your browser [ X ]


Signature Estates, Punta Mita, Mexico
Let’s Get Started!

Fill in your details to connect with a Villa Specialist and start planning your perfect trip.

Wishlist Request

We can’t wait to speak with you about the properties you’ve selected. Submit your Wishlist and a Villa Specialist will get back to you shortly.

Let's Get Started!

Fill in your details to connect with a Villa Specialist and start planning your perfect trip.

Get The Latest On Luxury

Sign up for exclusive e-mail updates on our new villa additions, top promotions and vacation ideas.

    We respect your personal information.
    To read more, view our Privacy and Terms & Conditions


    • SIGN IN

    • Please enter your email and password.

    • Forgot your password? Get it here.
    Don’t have an account? Create one now