Top 7 Oahu Vacation Rentals for Large Groups

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Where do we even start when it comes to Oahu, Hawaii? A top spot for large group vacations, no matter whether that’s your extended family or all of your friends (or a little of both!), Oahu practically guarantees an incredible trip from the second you arrive in Honolulu. Maybe you’ll spend your time here surfing the waves or exploring the wonderful reefs, complete with snorkel or scuba diving gear. Perhaps you’re looking to enjoy a cocktail or two on Waikiki beach and soak up the sunshine. Or you could spend your time here exploring the island’s rich history and diverse terrain. When it comes to Oahu, there are so many fun things to do. Looking for the perfect spot to call home while you’re staying here? Read on for all of the best vacation rentals for large groups.

Beachfront House With Space for 14 Guests
Airbnb.com
Beachfront House With Space for 14 Guests

Beachfront House With Space for 14 Guests

Also known as “Miracle House,” this beachfront home was designed in the 1970s and has kept its charm ever since, with its friendly, welcoming design and hard-to-beat location in Haleiwa. The high ceilings and spacious nature of this vacation rental just adds to its already impressive list of features. As well as being seriously oversized with plenty of room for everyone to enjoy, this cool villa comes with 24/7 views of the world-famous pipeline waves (Haleiwa is one of the best places to surf in the U.S.). If you’re a surfer, you’ll love the private beachfront access from this property. If not, you’ll enjoy its spacious lanai – perfect for wave watching or dinner parties.

Kailua Beachfront Villa
Airbnb.com
Kailua Beachfront Villa

Kailua Beachfront Villa

This gorgeous pale yellow home seems to reflect the Hawaiian sunlight on a daily basis, just adding to your vacation glow. A dreamy Oahu rental with eight bedrooms and space for up to 14 guests, it’s ideal for family vacations, reunions, or anniversary celebrations where everyone can stretch out and relax. The best part about this Airbnb? Its incredible setting, with easy access for strolling along its six miles of white sand beach. Surf, swim, and snorkel every day or take a dip in the villa’s private pool. There are also two golf courses within ten minutes of the house.

Waialua Beachfront Home with 5 Bedrooms and 4 Baths
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Waialua Beachfront Home with 5 Bedrooms and 4 Baths

Waialua Beachfront Home with 5 Bedrooms and 4 Baths

This Waialua beachfront home is one of the best places to stay on Oahu’s North Shore. Its stunning location means you’ll start each morning with unobstructed ocean views and the occasional marine animal swimming by. A picturesque family vacation rental with all of the trimmings, it’s a place you’ll check into and never want to leave. Wake up to the panoramic ocean magic on your own secluded estate just steps from the sandy beach and spend your days here chilling in the open-concept kitchen and living area with more of those stunning ocean views. Whether you’re planning on surfing, paddling, snorkeling, hiking, golfing, or watching whales breach, you’ll find it all here.

Five-Bedroom Villa with Sea View, Fruit Trees, and Firepit
Airbnb.com
Five-Bedroom Villa with Sea View, Fruit Trees, and Firepit

Five-Bedroom Villa with Sea View, Fruit Trees, and Firepit

Have you ever picked fresh guavas, mangos, or avocados for breakfast before? You’ll be able to feast upon all of the above at this gorgeous villa. Centrally located and close to the best of Oahu’s North Shore destinations, this peaceful country acreage is only a 5-minute drive from beaches, surfing, snorkeling, food, and the local grocery store. A top spot for large groups looking to explore Oahu together, this impressive spot features ocean views, tons of space, a massive kitchen, an expansive deck, a large outdoor gas fire pit, and lots more.

Stunning Villa Steps from Kailua Beach with Private Pool & Hot Tub
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Stunning Villa Steps from Kailua Beach with Private Pool & Hot Tub

Stunning Villa Steps from Kailua Beach with Private Pool & Hot Tub

Where to start with this incredible villa? Its jungle-esque design offers a fusion of indoor and outdoor living in an environment that brings to life everything Hawaii is loved most for. With three private entrances, multiple kitchens, and vaulted ceilings, the estate is roomy, spacious, and perfect for large groups. Sip your morning coffee on the deck or share cocktail pitchers with friends at the outdoor tiki bar. Lie back on the plush hammocks and sunbathe or cool off in the glimmering pool surrounded by colorful, lush landscaping.

Hale Oahu Villa
Airbnb.com
Hale Oahu Villa

Hale Oahu Villa

This idyllic beachfront home is only steps away from Kailua Beach, so you can start every morning here with a peaceful stroll along its picturesque waters before heading back for breakfast. A place designed for big groups, its spacious, open kitchen and dining area ensures there’s room for the whole group to come together over bottomless brunch and seafood dinners. And, with its floor-to-ceiling windows, it’s easy to feel like you’re lounging right on the sparkling beaches when you stay here. Those gorgeous wood furnishings and sleek granite countertops will have you feeling like a celebrity guest when you check in.

Designer Villa with Panoramic Ocean Views
Airbnb.com
Designer Villa with Panoramic Ocean Views

Designer Villa with Panoramic Ocean Views

With 4,500 square feet of space to relax and panoramic views of the grand mountains and the peaceful ocean as a backdrop, it’s hard to beat this magical villa. There’s space for a whole 16 guests at this spot, making it one of the largest private vacation rentals around, with endless space to enjoy all of the delights of Oahu. While it’s a large villa anyway, it’s one that appears even bigger thanks to its oversized windows and airy design. And, with a range of beds and amenities to suit guests of all ages, it’s well-equipped for visits with family members or friends.

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