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.
HGVC The Grand Waikikian, Beachfront Resort & Spa
Set among 22 acres of pristine Waikiki beachspace, Hilton Grand Vacations Club at Hilton Hawaiian Village provides visitors with spectacular amenities and an unrivaled position in the heart of paradise. Guests are treated to access to the very best stretch of Waikikiu's...
Kona Bali Kai 307 Oceanfront– 2BR/2BA Condo with Panoramic Views
Absolutely Oceanfront!Vast sea views await from this 2 bed/2 bath condo at Kona Bali Kai. Enjoy the sounds of the surf and year-round sunsets from the large, private lanai. In season, you might even spot turtles, dolphins, and whales passing by. This third-floor unit is...
Sugar Mill Shore, A/C, Modern Finishes
This listing offers access to a curated collection of homes in a Kahuku neighborhood. Each residence features a similar floor plan, thoughtfully appointed bedrooms and bathrooms, premium amenities, and close proximity to the beach. Upon booking, you will be assigned one...
Modern, Comfortable With Great Amenities! Perfect Location In Waikiki
Experience the perfect blend of comfort and style in this beautifully updated condo, featuring island-themed furnishings and modern appliances. The fully equipped kitchen includes a dishwasher, built-in microwave, and all the essentials for preparing meals at home. A...
Charming Downtown Honolulu Apartment: 1-bed, 1-bath, Full Kitchen & Washer/Dryer
Make yourself at home in this terrific 1-bedroom Honolulu retreat. This awesome apartment features a cozy living room with a sofa bed, perfect for relaxing after a day of exploring. The bedroom boasts a comfortable queen bed, ensuring a good night's sleep for all...
Kilipue Retreat by Gather | Luxe 3BR Home w/ Fenced Yard Near Ko Olina
Kilipue Retreat places you at the quiet end of a Kapolei cul-de-sac, minutes from beaches and big-city conveniences yet wrapped in the calm of a residential neighborhood. Newly refreshed and fully furnished, this 3-bedroom holiday home welcomes corporate guests,...
Contemporary & Renovated Honolulu Suite w/ AC
*** Disclosure: All rooms are renovated in a similar fashion. Furniture style may vary in pictures and in the unit. Functionality are all the same. Queen size bed in bedroom, sofa bed in the living room. Located in Honolulu, enjoy what this 1-bedroom apartment has to...
Hilton Hawaiian Grand Islander 1 bedroom 1 bathroom condo, Exceptional Pool
The gorgeous and incredible Hilton Hawaiian village Waikiki beach resort,Grand Islander towers over the legendary Waikiki coastlineYour cozy getaway awaits in Honolulu at this phenomenal condo. This 1-bedroom retreat features a king bed, a sofa bed, a bathroom with a...
Harbor View 1BR! Max 6 near Ala Moana Center!
【Basic Info】This is a 1BR room in Waikiki!!＊Living area and bed room space can be separated siding door.This condominium is in front of Harbor.So, you can enjoy great harbor view from this listing unit.You can stay with you friends, partner, family. This...
Waikiki Ocean View Deluxe Studio
Welcome to my sweet Hawaiian style home!Newly remodeled boutique Corner Studio, located on the 15th floor of Aloha Surf Hotel. Very quiet, convenient. walk to beach.320ft living space with delightful portions ocean/sunset, and mountain view. Surround sunset surf and...