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Top 10 Oahu Luxury Vacation Rentals – Page 2

Honorable Mentions

Waikiki Ikena Vacation Rental on Oahu
Average $6,339/night

Waikiki Ikena

Waikiki, Hawaii

Located in the rapidly growing urban neighborhood of Kaka’ako on the south shore of O’ahu, Hokua Grand Penthouse sits at the top of the luxury Hokua condominium, just across the street from Ala Moana Beach Park. With sensational ocean and city views…

4 Beds

4 Baths

3 Bedrooms

Kea Moana Vacation Rental on Oahu
Average $5,500/night

Kea Moana

Lanikai, Hawaii

This gorgeous 5 bedroom, 4.5 bathroom, the gated oceanfront villa was built in 1918 and has just been fully remodeled with an open, contemporary beach house feel while still honoring the original architecture of the home. In the renovation we revealed beautiful…

7 Beds

5 Baths

5 Bedrooms

Infinity Hale Vacation Rental on Oahu
Average $5,250/night

Infinity Hale

Honolulu, Hawaii

Experience the beauty and charm of Infinity Hale (Endless Family House)-The North Shore of Oahu’s Private Luxury Villa. This hidden gem sits on an acre of amazing oceanfront land. Want a high-end home with multi-million dollar views of the world-renowned…

7 Beds

7 Baths

6 Bedrooms

Kahala Bridge Estate Vacation Rental on Oahu
Average $4,427/night

Kahala Bridge Estate

Kahala, Hawaii

This spacious beachfront estate is situated on lush tropical grounds, nestled in between palm trees. Enter the grounds thru the privacy gate to enjoy two swimming pools, Jacuzzi, waterfalls, and your private tennis court. Cottage Pool Heated…

8 Beds

7 Baths

7 Bedrooms

Moana kiʻi kiʻi Vacation Rental on Oahu
Average $4,000/night

Moana kiʻi kiʻi

Kahala, Hawaii

This oceanfront crown jewel – a modern diamond head home – offers a penthouse atmosphere for entertaining or quiet days watching ocean waves. This is a truly one-of-a-kind property with beach access. Located very near the Doris Duke “Shangri La,” this executive home…

5 Beds

5 Baths

4 Bedrooms

Kai Valhalla Vacation Rental on Oahu
Average $3,716/night

Kai Valhalla

Lanikai, Hawaii

With a private, gated entrance and a sophisticated and luxurious feel throughout, Kai Valhalla is the indulgence you need on your next Hawaiian vacation. This larger-than-life custom-built five-bedroom, four-and-a-half-bath home spread out over three stories is ideal…

6 Beds

5 Baths

5 Bedrooms

Koa Loft Oahu luxury Vacation Rental
Average $3,250/night

Koa Loft

Lanikai, Hawaii

Koa Loft – This four-bedroom, four-bathroom home is ideal for families. It features high vaulted ceilings, a large open living space, plenty of dining areas, a perfectly manicured yard, and access to a gorgeous white sand beach just yards away…

6 Beds

4 Baths

4 Bedrooms

Seaside Villa Oahu luxury Vacation Rental
Average $3,034/night

Seaside Villa

Kahala, Hawaii

Your very own oceanfront oasis awaits you at Seaside Villa, a premier 4 bedroom and 4 bathroom estate residing on the cliffs of scenic Oahu. When you traverse through the doors of this Balinese-inspired vacation rental, you’ll step into a paradise that features…

4 Beds

4 Baths

4 Bedrooms

Mokulua Moana Oahu luxury Vacation Rental
Average $2,435/night

Mokulua Moana

Lanikai, Hawaii

Mokulua Moana is a lovely beach home located on a pristine, secluded white sand beach that can only be accessed by a few houses on the property, or by boat. Everywhere you look is the sparkling ocean. Wake up each morning to a glorious sunrise to start your day…

6 Beds

9 Baths

6 Bedrooms

Waikiki Kaona Vacation Rental on Oahu
Average $1,491/night

Waikiki Kaona

Waikiki, Hawaii

Wake up in the heart of Waikiki at a fully furnished 1,700 square foot penthouse condo designed to satisfy your every need & desire. You won’t find anything like this similar in all of Waikiki. This “Close to Everything with Everything” & all the bells and whistles listing…

10 Beds

2 Baths

3 Bedrooms

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