Plantation at Paradise Point
5 Br, From $3,300 / nt. View Villa
Plantation at Paradise Point, Oahu
10 Br, From $5,200 / nt. View Villa
Oahu Lani, Oahu
Paradise Cove Estate
7 Br, From $7,500 / nt. View Villa
Paradise Cove Estate, Oahu
Oahu Vacation Rentals
Oahu villa rentals are some of the most luxurious and elegant estates offered by CaribbeanWay. This cosmopolitan and tropical wonderland attracts people from all over the globe with its famous natural beauty, award-winning surfer's beaches and gourmet restaurants, and Oahu villas are the perfect complement to its ambiance of barefoot luxury.
Oahu and villas in Oahu are especially ideal for travelers seeking a subdued retreat with amenities and activities within easy reach.
One-on-one Villa Rental Planning
Our top priority is making sure you're 100% thrilled with your villa vacation, every step of the way. Our Villa Specialists are exceptionally keen guides who will help you find the Caribbean villa that's perfect for you. And once you've found it, our detail-oriented Concierges will take care of all the arrangements. Put your plans in our ex
What can your Concierge arrange? Here are some ideas:
Did you know that many Oahu villas are conveniently located near Oahu festivals? Here are examples of festivals you could attend during your Oahu villa rental vacation.
MADE IN HAWAII FESTIVAL - (August) WORLD CUP OF SURFING - (December) INTERNATIONAL JAZZ FESTIVAL - (April)
Villas in Oahu offer something for every type of traveling group, from couples and friends to multi-generational families. Activities are abundant here and always within easy reach of Oahu villa rentals. Try surfing or boogie boarding or hiking along the edge of a volcano; a stay at villas in Oahu is likely to be a holiday of firsts. Our concierge service is happy to arrange any number of activities to enhance your vacations at Oahu villas, including more restful ones like massages right on your home's private terrace. Oahu villa rentals themselves are designed to create an atmosphere of relaxation and leisure, too, often including private pools and personal staffs. See our collection of Oahu vacation rentals.