Oahu Vacation Rentals – Explore Condos, Villas & Beachfront Homes
Oahu vacation rentals range from oceanfront condos in Waikiki to luxurious resorts in Ko Olina, surfside escapes on the North Shore, and peaceful retreats in towns like Kailua and Waialua. With options for families, couples, long-term visitors, and remote workers, Oahu offers the perfect stay for every traveler.
From world-famous beaches and luxury resorts to quiet towns and hidden coves, Oahu offers a wide range of vacation rentals to match your travel style. Whether you want a high-rise with Diamond Head views or a secluded cottage near the waves, you'll find it here.
In Waikiki, experience vibrant city life, surfing, nightlife, and shopping-all within walking distance. Families and upscale travelers alike love the Ko Olina area in Kapolei, known for its protected lagoons, golf courses, and luxury villas.
The legendary North Shore delivers laid-back beach towns, world-class surf, and open landscapes. Here you'll find spacious rentals near Kuilima Estates and Turtle Bay, perfect for outdoor adventure and ocean lovers.
For a more peaceful setting, head east to the windward side. Kailua and Lanikai are favorites for couples and families seeking calm waters, beach walks, and a more local vibe. On the northwestern shore, Waialua provides a rural escape away from the crowds, ideal for a quiet and reflective stay.
Why Choose Oahu Vacation Rentals?
- Wide variety: from beachfront condos to private villas and family homes
- Full kitchens, lanais, air conditioning, Wi-Fi, and pools
- Convenient access to beaches, hiking, dining, and shopping
- Pet-friendly, extended stay, and snowbird-friendly options available
- Great for couples, groups, digital nomads, and first-time island visitors
Popular Areas for Oahu Rentals
- Waikiki – Iconic beachfront condos, shopping & surf
- Ko Olina – Luxury villas and family-friendly lagoons
- North Shore – Surf culture, remote beaches, and nature
- Kailua – Calm waters and laid-back Windward vibes
- Waialua – Secluded retreats and country charm
Explore all available Oahu vacation rentals below and start planning your perfect island stay today.
Beach is Calling! Ocean View, Hiking, Cycling, Snorkeling, Walk to Waikiki Beach
Come for the beaches, stay for the adventure! With comfortable amenities and convenience to local attractions, you’ll have everything you need for a relaxing getaway or exciting family vacation. Take a dip in the rooftop pool with views of Waikiki. Enjoy a meal at the...
Oceanfront Makaha Surfside Amazing Sunsets!
1 bedroom, 1 bath oceanfront condo at Makaha Surfside. Lanai with fantastic ocean views. Listen to the waves crash on the beach below you! The complex has 2 salt water pools, a weight room and sauna. Washer and dryer on site. All new furniture. Sleeper sofa in living...
Beautiful 1BR Condo near Waikiki Beach
Relax in a soothing setting near Waikiki Beach when you make the Club Wyndham Royal Garden at Waikiki your vacation home base. Located along the Ala Wai canal, this European-style resort attracts travelers with a superb location. In fact, it's the perfect spot to...
Sun-Filled Condo w/ Lanai Near Waikiki Beach!
Turn your Hawaiian dreams into a reality when you book this sun-soaked Honolulu escape! Boasting 1 bedroom and 1 bathroom, this vacation rental condo offers a private lanai, a designated workspace, and a prime location in the heart of the city. Walk or ride the provided...
Beach, City lights and Mountain Views 180 degrees view & centrally located
Discover this charming 3-bedroom gem in Honolulu. This excellent condo features 1 king bed and 2 queen beds, perfect for a group getaway. With 2 bathrooms equipped with a hair dryer, bathtub, and shower, guests will feel right at home. Additional spaces include cozy...
Stunning 2BR 2BTH OV, WiFi and Cable - Waikīkī Shore PH11
Paradise found in this two-bedroom two-bath space! Enjoy the Pacific blues from this captivating unit located in the heart of Waikīkī. Guests can begin the day with Hawaiian coffee on their private lanai, living room, or dining space.After a day of exploring Oahu,...
Diamond Head Grandeur: Kahala Luxury Villa with Ocean View
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Find peace and tranquility in your very own...
Ocean view private studio W/free reserved parking!
【Basic Info】This is a studio room in Waikiki!!You can stay with you friends, partner, family. This unit has ocean view. You can enjoy the view in your stayThis condominium is located west area in Waikiki.You can walk to Hilton village lagoon and beach and Kahanamoku...
BEACHFRONT REEF TURTLES KAYAK NORTH SHORE
Monthly Rental as required by Honolulu County. Please inquire before getting scared off by the rental rate or Honolulu's system. Will consider discounts as VRBO's system does not work for Honolulu. Happy to share the True Spirit of Aloha here with web Aloha Beach...
Waikiki Shore 902 Ocean View 2 Bedroom
Wake up to sweeping ocean views in this beautifully appointed two bedroom, two bath condo, nestled on iconic Waikiki Beach. With room for the whole family and all the comforts of home, it’s an ideal base for your island getaway.• Waikiki Shore address is: 2161 Kalia...