10 Oahu Luxury Rentals

Oahu is home to some of the best beaches in the world. While on the island, you can pay tribute to the lives who were lost at Pearl Harbor, or you can visit the beautiful botanic gardens. One of the most famous beaches in the world, Waikiki Beach, is on the island. It is a paradise for surfers. The scenery on the island is stunning. If you are planning to visit Oahu, you will need a place to stay. These 4-, respectively 5-star Oahu luxury rentals will offer you the perfect accommodation away from home for you to enjoy the vacation of a lifetime. This article will provide recommendations of the best Oahu luxury rentals on the island.

10. Ingrid’s Luxury Rentals

These luxury beachfront properties have been in business since 1996. You can choose a home that contains 3 to 10 bedrooms. Most of them contain a swimming pool and a Jacuzzi. Some come with a tennis court. You will have a full kitchen, dining room with a view, and some have a beautiful garden. Check out the testimonials on the website to learn more about these Oahu luxury vacation rentals in Lanikai, Kailua, Koko Head, Diamond Head, Kahala, North Shore and more.

  • Accommodation type: 5-star
  • Pricing: from $1500
  • Booking: Call 808-429-5711 to reserve a rental or book online
  • Ideal for: couples and families
  • Address: 111 Hekili St. Kailua, HI 96734

Related: Where to Eat in Oahu

9. Banyan Hale Estate Plus Cottage

Located near the foot of Diamond Head, this luxurious property offers privacy and a stunning atmosphere. This is one of the best Oahu luxury rentals if you have a large group. It contains 8 bedrooms, 9 bathrooms, and a game room. It sleeps up to 12 people. You will also have a full kitchen. There are a pool and a Jacuzzi on site, as well as a gym.

  • Accommodation type: 5-star
  • Pricing: $9500
  • Booking: contact them for booking
  • Ideal for: groups, families, couples, romantic getaways, retreats
  • Address: Kaneohe, HI

8. Plantation Paradise

One of the best Oahu luxury vacation rentals, this 5 bedroom home sleeps up to 10 people. Each room contains a walk-in closet and private bath. While staying here, you will enjoy waterfalls, majestic palm trees, a courtyard, and a lagoon style pool. It comes with a kitchen, oversized Jacuzzi, and a pool. Internet connections are available. You can read the testimonials to make a clearer idea about what this 5-star Oahu rental has to offer. Check out their property list before booking.

  • Accommodation type: 5-star
  • Pricing: from $4375
  • Booking: Reserve a rental by calling 001-866-962-5642 or by submitting a rental form
  • Ideal for: families and groups
  • Address: Kailua, Oahu

7. Turtle Bay Villa

These spacious Oahu luxury vacation homes feature high ceilings and chestnut floors. You will have a full kitchen and a living and dining area. The bathroom contains a soaking tub, marble counters, and a separate shower. You will have access to a pool, Jacuzzi, courtyard, and area for barbecue. You can have your choice of 2, 3 or 4 bedrooms in these Oahu luxury vacation rentals. Sleeps up to 10 guests.

  • Accommodation type: 4-star
  • Pricing: from $389
  • Booking: reserve room online
  • Ideal for: families or couples, meetings, weddings, social events
  • Address: 57-091 Kamehameha Highway, Kahuku, HI 96731

6. Royal Hawaiian Oceanfront Beach Estate

The Royal Hawaiian is one of the most luxurious of the Oahu luxury rentals. Magnum PI, Hawaii 5-0, and Lost were shot here. You can choose from several floor plans, but all offer stunning views. The bedrooms are comfortable and spacious. You will have numerous televisions, including a large 60” with a DVD player. You will have a pool, slide, rock waterfall, outdoor shower, and hot tub. Nearby activities include swimming with the dolphins, snorkeling, and surfing. You can read the reviews to see what guests have to say about their experience while staying at these Oahu luxury vacation rentals.

  • Accommodation type: 5-star
  • Pricing: $3600-$10000
  • Booking: book online a room or call 1-808-425-9248
  • Ideal for: families and groups, romantic hideaways, watersports, retreats, honeymoons
  • Address: 41-543 Kalanianaole Hwy, Waimanalo, HI 96795

5. Diamond Head Villa

These luxurious rentals in Oahu are near the beach and golf courses. You will have access to a hot tub, ping pong table, and barbecue. You can also enjoy the pool and backyard terrace. Rooms feature a large dining area, washer/dryer, and full kitchen.

  • Accommodation type:
  • Pricing: from $1535
  • Booking: pick a rental and reserve your villa
  • Ideal for: families and groups, retreats, honeymoons
  • Address: Diamond Head, Oahu, Hawaii

4. A Place in Hawaiian Paradise

This luxurious beachfront property offers amazing views, kitchens, cable television, and internet access. A dining area is available, as well as a pool. It contains 5 bedrooms and sleeps up to 14 people. You will be surrounded by a tropical garden and majestic palm trees. You will have a gourmet kitchen, and modern furniture is in the bedrooms. Beds are comfortable with soft linens.

  • Accommodation type: 5-star
  • Pricing: From $1400
  • Booking: reserve a stay online
  • Ideal for: families and groups, gatherings, friend retreats
  • Address: Kailua, Oahu, Hawaii

3. Walkers Lanikai Beach House

Oahu luxury rentals

One of the best Oahu luxury rental homes, this luxury beach house was founded by a Scotsman, named John Walker, who came to Hawaii in the 1870s. The main house consists of 5 bedrooms, a kitchen, and a large living area. Situated near Lanikai Beach, this location also contains a quaint and smaller cottage. While staying here, you can enjoy surfing, snorkeling, golfing, or relaxing on the beach.

  • Accommodation type: 4-star
  • Pricing: from $1200
  • Booking: you can inquire about the rental by calling 808-896-9580
  • Ideal for: couples, families, groups
  • Address: Kailua, HI 96734

2. Honu Heaven

While staying at the Honu Heaven property you will be surrounded by beautiful gardens and lovely palm trees. This property on our Oahu luxury rentals list offers access to a pool, a terrace, and a barbecue stand. You will have stunning views of the ocean. Rooms have a large flat screen television, dining table, antique furniture, and soft linens. You will also have a full kitchen. A golf club is nearby, as well as Waikiki Beach. This Oahu luxury rental sleeps up to 10.

  • Accommodation type: 4-star
  • Pricing: $2000-$2800
  • Booking: on their “Calendar inquire” page
  • Ideal for: families and groups
  • Address: Kailua, Oahu, Hawaii

1. Tropical Kailua Studio on the Water

Oahu luxury rentals

This large Oahu luxury studio will sleep up to 5 people. The property is situated on the water and contains a large swimming pool. You will be enclosed by gorgeous tropical gardens. A refrigerator, microwave, and coffee pot are available to use. You can see the guest’s reviews to see why it deserves our number 1 spot.

  • Accommodation type: rental home
  • Pricing: from $149
  • Booking: check availability on the rental’s page
  • Ideal for: couples and small families
  • Address: 624 Iana St.


While in Oahu, you can enjoy hiking, snorkeling, diving, or paragliding. You can even take a trip deep in the ocean on a submarine. The weather is gorgeous throughout the year, and you must participate in a luau while you are on the island. Oahu luxury rentals will provide you with the perfect vacation, and you will leave with memories to last a lifetime.

Tell us your thoughts on these luxury rentals. Have you stayed at any of these villas and Oahu luxury vacation rentals? If yes, how did it feel? If not, ask us any questions you might have, and we will make sure to answer your questions.

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