5 Best Luxury Oahu Vacation Rentals

Categorized as Oahu Vacation Information

Kahala Estate is an ideal vacation rental for a group of family or friends seeking a luxury Oahu escape. Beautifully furnished, it’s an inviting upscale home. The home has two pools and vast garden spaces, plus an oceanview living room with full-length windows. Any time spent at Kahala Estate is going to be as entertaining as time on the island.

Lanikai Ocean View is a vacation rental for someone seeking privacy, luxury and incredible views of Lanikai bay, the Mokulua Islands and Makapuu Point. The home is gated, ensuring safety. The infinity pool is one of the places you’ll congregate and the beach is literally 101 steps away.

For more places to stay in Lanikai, check out all of our Lanikai luxury rentals.

Maunalua Bay is a vacation rental that serves as your own luxury hideaway. The pool (complete with lava rock shower) overlooks Maunalua Bay and the patio is a sanctuary in itself, with a lovely wrought iron gate and shaded area to relax with a glass of wine. The gourmet kitchen, spacious living areas and sumptuous rooms are additional reasons to select this vacation rental in south east Oahu.

Plantation Estate, with its ocean view, paces away, grand living and sleeping areas, is a lovely luxury home in Kailua, Oahu. Sip wine and enjoy tapas on the shaded outdoor patio that overlooks the unique lagoon-style pool, which is surrounded by a calming waterfall and garden setting. Spacious bedrooms and gourmet kitchen plus media room make this a place to unwind after a day at the beach.

Also, please consider some of our other Kailua luxury rentals.

Castle on the Hawaiian Hill is a surreal home aptly named a castle as it overlooks the island of Oahu. Luxury emanates from every corner of this three-story vacation rental. The views of Honolulu from the main deck, living room and master bath all guarantee captivating images of the city. Castle on the Hawaiian Hill provides complete privacy, gorgeous sunsets, and the ultimate indulgence in vacationing.