OAHU

Vacation Rentals

Discover the Best Vacation Rentals
on O‘ahu, Hawai‘i

Welcome to paradise — where island living meets world-class hospitality. On O‘ahu, Waikīkī stands as the vibrant heart of Hawai‘i’s vacation rental scene. From ocean-view condos to luxury resort suites, it offers everything from golden beaches and designer shopping to dining and entertainment just steps away.

Beyond Waikīkī, a few exclusive communities across the island also allow legal short-term rentals, each offering its own unique island experience:

  • Ko Olina (West O‘ahu) – Indulge in resort-style living at the Beach Villas at Ko Olina, surrounded by tranquil lagoons, golf, and sunsets over the Pacific.
  • Makaha Valley – Experience peaceful west-side beauty at The Cottages at Mauna‘olu, where privacy and natural scenery create the perfect island retreat.
  • North Shore (Turtle Bay) – Enjoy laid-back luxury at Kuilima Estates East & West or the Ocean Villas at Turtle Bay, just moments from legendary surf breaks and scenic coastal trails.

Whether you’re looking to invest in a high-performing rental or find your perfect island getaway, these premier destinations on O‘ahu combine strong demand, proven returns, and timeless Hawaiian charm.

For personalized guidance or property insights, reach out to Midway Vacations Sales Team — your local experts in O‘ahu vacation rentals. We’ll help you find the ideal property to match your lifestyle and investment goals.

WAIKIKI VACATION RENTALS

Ala Moana Hotel

Aloha Surf

Bamboo Waikiki

Cabana at Waikiki

Hawaiian King

Hawaiian Monarch

Ilikai Hotel

Ilikai Marina

Inn on the Park

Island Colony

Kalakauan

Kuhio at Waikiki

Kuhio Village (I & II)

Luana Waikiki

Marine Surf Waikiki

Niihau Apartments

Pacific Monarch

Palms at Waikiki

Regency on Beachwalk

Ritz-Carlton Waikiki

Royal Aloha

Royal Garden at Waikiki

Scandia Towers

The Seashore Waikiki

Tradewinds Plaza

Trump Tower Waikiki

Waikiki Banyan

Waikiki Beach Tower

Waikiki Grand Hotel

Waikiki Shore

Waikiki Sunset