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O’ahu Large Group Rentals

O’ahu Large Group Rentals

O'ahu Large Group Rentals – Luxury Homes for Unforgettable Gatherings

Discover the ultimate island escape with O'ahu large group rentals. This is where luxury meets paradise. At Private Homes Hawai'i, we provide vacation rentals perfect for family reunions, milestone celebrations, corporate retreats, bachelor & bachelorette trips, intimate weddings, or friends’ getaways. Our collection of high-end vacation homes offers the space, comfort, and elegance your group deserves. Why settle for multiple hotel rooms when you can share a private estate with gorgeous ocean views, resort-style amenities, and a place to create lasting memories?
O'ahu vacation rentals for large groups offer the best of Hawai'i under one roof. Imagine waking up to the sound of waves, gathering your friends for sunrise yoga on the lanai, or hosting a chef-prepared dinner in a gourmet kitchen. With expansive living areas, well-appointed bedrooms, and outdoor spaces designed for entertainment, these homes make group travel effortless.

Your O'ahu adventure doesn’t stop at your doorstep. Explore world-famous beaches like Waikiki and Lanikai, hike lush trails to waterfalls, or dive into vibrant local culture with shopping, dining, and historic sites. There are so many incredible things to do as a group or on your own. After a day of exploring the island, head to one of the area’s best restaurants or return to your luxury retreat for sunset cocktails by the pool. Finish off the day with a muscle-melting soak in the hot tub. Our vacation rentals feature a variety of amenities, so be sure to search for the ones that matter most to you.

Whether you’re planning a celebration or simply want to share paradise with those who matter most, our large group vacation rentals in O'ahu provide the perfect blend of sophistication and island charm. Start planning your dream getaway today—because unforgettable moments are better together. From memory-filled holidays to once-in-a-lifetime celebrations, we have you covered.

Find the ideal O'ahu large group rental home!

Frequently Asked Questions

Q) Are O'ahu vacation rentals close to beaches and attractions?

A) Yes! Many of our properties are just minutes from world-famous beaches and famous attractions, making it easy to experience the best of Oahu.

Q) Does Private Homes Hawaii offer accommodations on other islands? 

A) Yes. We offer a selection of vacation rentals on the Big Island.

Q) What should I put on my O'ahu vacation itinerary? 

A) Activities and attractions for your itinerary will vary depending on what you would like to do. Our blog offers countless suggestions for you to consider. From relaxing beaches to epic adventures, we have you covered.

Hale Oahu Estate Lic. #1990/NUC-1777 BEACHFRONT KAILUA
5.0
Hale Oahu Estate Lic. #1990/NUC-1777 BEACHFRONT KAILUA
6 Beds · 4 Baths · 2431 sq. ft · 14 Guests · Pets Not Allowed
This property is professionally managed by Private Homes Hawaii, LLC, a licensed brokerage in the State of Hawaii (RB-21170). It is licensed as a short term vacation rental, Non-Conforming Use Permit Numbers ...
Gigi’s Retreat-Kailua Beach Front + Pool – Lic.1990/NUC-1783
5.0
Gigi’s Retreat-Kailua Beach Front + Pool – Lic.1990/NUC-1783
3 Beds · 3 Baths · 2000 sq. ft · 10 Guests · Pets Not Allowed
This property is professionally managed by Private Homes Hawaii, LLC and is licensed as a short term vacation rental, Non-Conforming Use Permit Number 1990/NUC-1783. It is compliant with Hawaii State Legislation ...
Kai Nani – Kailua Beach, Oahu
5.0
Kai Nani – Kailua Beach, Oahu
6 Beds · 6.5 Baths · 4212 sq. ft · 14 Guests · Pets Not Allowed
Recently updated with stylish contemporary design, this spacious Kailua home sits on Kailua Beach with nearly 100 linear feet of beach frontage. The home features direct and private access to the white ...
Hualalai Resort Ocean Front Golf Villa 4202
5.0
Hualalai Resort Ocean Front Golf Villa 4202
3 Beds · 3.5 Baths · 6 Guests · Pets Not Allowed
Whale watch while listening to the breaking waves from the shoreline from the Primary bedroom's private lanai with unobstructed ocean views! This beautifully appointed three bedroom villa has over 2,500 ...
Hualalai Resort Hillside 3101
5.0
Hualalai Resort Hillside 3101
3 Beds · 2.5 Baths · 2087 sq. ft · 6 Guests · Pets Not Allowed
This fabulous 3 bedroom, 2.5 bath luxury villa is a short distance to the Four Seasons Resort Hualalai - truly one of the worlds' great resorts. Enjoy the amazing ocean views from this ground floor Hillside ...
Hualalai Resort Palm Villa 130A
5.0
Hualalai Resort Palm Villa 130A
3 Beds · 3 Baths · 2900 sq. ft · 6 Guests · Pets Not Allowed
One of the largest floor plans of any villa at Hualalai, this spacious and centrally located 3 bedroom, 3 bath villa is ideal for your Hawaii getaway. Extra bedding available with a "bonus" living room ...
Hualalai Resort Haliipua Villa 104
5.0
Hualalai Resort Haliipua Villa 104
3 Beds · 3.5 Baths · 2915 sq. ft · 6 Guests · Pets Not Allowed
Haliipua Villas are the newest generation of multi-family villas at Hualalai offering an array of designer finishes throughout the home. Special features include luxurious mahogany finishes, island-inspired ...
Hualalai Resort Palm Villa 126A
5.0
Hualalai Resort Palm Villa 126A
3 Beds · 3 Baths · 6 Guests · Pets Not Allowed
This well appointed Palm Villa rental, at the Four Seasons Resort Hualalai, overlooks the 15th Fairway of the beautiful Jack Nicklaus Signature golf course. Sweeping ocean views beyond the golf course ...
Hualalai Resort Kaulu Villa 129C
5.0
Hualalai Resort Kaulu Villa 129C
4 Beds · 4 Baths · 2414 sq. ft · 8 Guests · Pets Not Allowed
Two story townhouse-style villa along the 4th fairway of the Hualalai (Nicklaus) Golf Course with close proximity to the amenities of the Four Seasons Hotel including pools, golf course and the Hualalai ...
Hualalai Resort Waiulu 133B
5.0
Hualalai Resort Waiulu 133B
2 Beds · 2 Baths · 1854 sq. ft · 4 Guests · Pets Not Allowed
This spacious 2 bedroom, 2 bath single-level villa is centrally located on the Resort’s popular Waiulu Street overlooking beautiful Punawai Pond, the 5th Hole of the Member’s Ke`olu Golf Course and ...
Hale Oahu Estate Lic. #1990/NUC-1777 BEACHFRONT KAILUA
5.0
Hale Oahu Estate Lic. #1990/NUC-1777 BEACHFRONT KAILUA
6 Beds · 4 Baths · 2431 sq. ft · 14 Guests · Pets Not Allowed
This property is professionally managed by Private Homes Hawaii, LLC, a licensed brokerage in the State of Hawaii (RB-21170). It is licensed as a short term vacation rental, Non-Conforming Use Permit Numbers ...
Gigi’s Retreat-Kailua Beach Front + Pool – Lic.1990/NUC-1783
5.0
Gigi’s Retreat-Kailua Beach Front + Pool – Lic.1990/NUC-1783
3 Beds · 3 Baths · 2000 sq. ft · 10 Guests · Pets Not Allowed
This property is professionally managed by Private Homes Hawaii, LLC and is licensed as a short term vacation rental, Non-Conforming Use Permit Number 1990/NUC-1783. It is compliant with Hawaii State Legislation ...
Kai Nani – Kailua Beach, Oahu
5.0
Kai Nani – Kailua Beach, Oahu
6 Beds · 6.5 Baths · 4212 sq. ft · 14 Guests · Pets Not Allowed
Recently updated with stylish contemporary design, this spacious Kailua home sits on Kailua Beach with nearly 100 linear feet of beach frontage. The home features direct and private access to the white ...
Hualalai Resort Ocean Front Golf Villa 4202
5.0
Hualalai Resort Ocean Front Golf Villa 4202
3 Beds · 3.5 Baths · 6 Guests · Pets Not Allowed
Whale watch while listening to the breaking waves from the shoreline from the Primary bedroom's private lanai with unobstructed ocean views! This beautifully appointed three bedroom villa has over 2,500 ...
Hualalai Resort Hillside 3101
5.0
Hualalai Resort Hillside 3101
3 Beds · 2.5 Baths · 2087 sq. ft · 6 Guests · Pets Not Allowed
This fabulous 3 bedroom, 2.5 bath luxury villa is a short distance to the Four Seasons Resort Hualalai - truly one of the worlds' great resorts. Enjoy the amazing ocean views from this ground floor Hillside ...
Hualalai Resort Palm Villa 130A
5.0
Hualalai Resort Palm Villa 130A
3 Beds · 3 Baths · 2900 sq. ft · 6 Guests · Pets Not Allowed
One of the largest floor plans of any villa at Hualalai, this spacious and centrally located 3 bedroom, 3 bath villa is ideal for your Hawaii getaway. Extra bedding available with a "bonus" living room ...
Hualalai Resort Haliipua Villa 104
5.0
Hualalai Resort Haliipua Villa 104
3 Beds · 3.5 Baths · 2915 sq. ft · 6 Guests · Pets Not Allowed
Haliipua Villas are the newest generation of multi-family villas at Hualalai offering an array of designer finishes throughout the home. Special features include luxurious mahogany finishes, island-inspired ...
Hualalai Resort Palm Villa 126A
5.0
Hualalai Resort Palm Villa 126A
3 Beds · 3 Baths · 6 Guests · Pets Not Allowed
This well appointed Palm Villa rental, at the Four Seasons Resort Hualalai, overlooks the 15th Fairway of the beautiful Jack Nicklaus Signature golf course. Sweeping ocean views beyond the golf course ...
Hualalai Resort Kaulu Villa 129C
5.0
Hualalai Resort Kaulu Villa 129C
4 Beds · 4 Baths · 2414 sq. ft · 8 Guests · Pets Not Allowed
Two story townhouse-style villa along the 4th fairway of the Hualalai (Nicklaus) Golf Course with close proximity to the amenities of the Four Seasons Hotel including pools, golf course and the Hualalai ...
Hualalai Resort Waiulu 133B
5.0
Hualalai Resort Waiulu 133B
2 Beds · 2 Baths · 1854 sq. ft · 4 Guests · Pets Not Allowed
This spacious 2 bedroom, 2 bath single-level villa is centrally located on the Resort’s popular Waiulu Street overlooking beautiful Punawai Pond, the 5th Hole of the Member’s Ke`olu Golf Course and ...

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