Vacation Rentals and Short-Term Rentals in Oahu and Waikiki

Looking for the perfect vacation rental on Oahu? Whether you're planning a beach getaway in Waikiki, a resort stay in Ko Olina, or a peaceful 90-day retreat in Kailua or Kaneohe, we have you covered. Our vacation homes are professionally managed, fully furnished, and located in Oahu’s most desirable neighborhoods.

Explore Top-Rated Vacation Homes Across Waikiki, Ko Olina, Kailua & More

Discover your ideal getaway with Happy Vacations Hawaii. We offer a handpicked collection of fully furnished vacation rentals across Oahu — including popular locations like Waikiki, Ko Olina, Kailua, Hawaii Kai, and Kaneohe. Whether you're planning a weekend escape or a 90-day stay, our rentals are professionally managed and locally supported for a seamless guest experience.

We provide both short-term vacation rentals and monthly (90-day) rentals in accordance with Honolulu's vacation rental regulations. Our listings include condos with ocean views, family homes, and luxury properties — all maintained to the highest standards. Book direct through our website to avoid extra service fees from platforms like Airbnb and VRBO.

Need help choosing the perfect Oahu vacation rental? Contact us — our friendly local team is happy to assist you.

Own a rental property on Oahu? Learn how Happy Vacations Hawaii can help you maximize income and minimize hassle with full-service vacation rental management. Learn more here.

10 / 18 properties

2140 Kuhio Ave #607
1
1
3

(14 reviews)

Waikiki
444 Niu St #2404
0
1
2

(3 reviews)

Waikiki
440 Olohana St #1605
0
1
3

(4 reviews)

Waikiki
1777 Ala Moana Blvd. #601
1
1
3

(3 reviews)

Waikiki
2465 Kuhio Ave #1520
2
2
6

(2 reviews)

Waikiki
343 Hobron Ln #2203
2
2
4

(1 review)

Waikiki
440 Olohana St #1606
0
1
3

(5 reviews)

Waikiki