Luxury Vacation Rentals in Hawaii
Book a Wander with inspiring views, hotel-grade amenities, modern workstations, top-tier cleaning and 24/7 concierge service. It’s a vacation home, but better.
Top-rated vacation rentals in Hawaii
Our curated collection of luxury vacation rentals in Hawaii brings you the best of island living. Each property is thoughtfully designed to provide an upscale experience while capturing the island’s natural charm. Our luxury rentals come with hotel-grade bedding, immaculate cleaning standards, and modern workspaces if you need to mix work with pleasure. Smart home technology ensures you have full control of your environment, while our 24/7 concierge service is there to cater to your every need. Whether it's a private chef, personalized trips, or spa treatments, we’ll ensure your stay is nothing short of exceptional.
Other luxury vacation home rentals in the US
Want to see more of the US? You may also enjoy these vacation homes
Explore more luxury vacation homes in the US
Refine your search
Luxury Vacation Rentals in California
California
Luxury vacation rentals in Texas
Texas
Luxury vacation rentals in Florida
Florida
Luxury vacation rentals in Wyoming
Wyoming
Luxury vacation rentals in Connecticut
Connecticut
Luxury vacation rentals in New York
New York
Luxury vacation rentals in Colorado
Colorado
Luxury vacation rentals in Oregon
Oregon
IT'S A VACATION HOME, BUT BETTER
The Wander difference
Wander is different because we combine the quality of a luxury hotel with the comfort of a private vacation home. Only the top 1% of vacation homes are available on our platform.
Only the top 1% of homes
We’ll never not look like the pictures. We select homes in the most beautiful destinations and pour our hearts into making them magical so you can leave your stress at the door.
Hotel-grade amenities
We’ll never leave you with nothing to do. From workstations with super fast WiFi to gyms, pools, and saunas, our locations are set up for you to effortlessly blend work and play.
24/7 Concierge service
We’ll never leave you hanging. Our text-based Concierge is always available to help make your trip the best ever – from questions about the house to activity recommendations and more.
Inspiring and stunning views
We’ll never leave you uninspired. Every Wander is located in an incredible setting with stunning views that will have you feeling inspired and refreshed in no time. Adventure awaits.
Meticulous cleaning
We’ll never have you check in to a dirty house with crusty ketchup in the fridge. Our cleaning teams are meticulous about quality. We won't leave you a list of chores at check out either.
Safety and security
We’ll never pass you off to a stranger. All of the Wander locations on our platform are hand-picked by us and managed to our incredibly high, industry-leading safety standards.
A Guide to Luxury Travel in Hawaii
Hawaii is a tropical paradise known for its diverse landscapes, vibrant culture, and endless outdoor adventures. Whether you’re here for the beaches, the volcanic landscapes, or to explore the rich history and traditions, Hawaii has something for everyone.
Our luxury vacation rentals provide the perfect base to experience the islands. From the iconic shores of Waikiki to the quiet beauty of Kauai, you can explore at your own pace and retreat to your private haven whenever you need to recharge. Picture sipping coffee on a private lanai, watching the sunset over the Pacific, or starting your day with a refreshing swim in your private pool.
Hawaii Weather: When Should You Visit?
Hawaii is a year-round destination, thanks to its pleasant tropical climate. However, the time of year you visit can influence your experience in different ways:
- Spring (March to May): Spring is a delightful time to visit Hawaii, offering pleasant temperatures and fewer crowds. It’s the perfect season for exploring the islands' vibrant landscapes, hiking trails, and local cultural festivals.
- Summer (June to August): Summer brings warm weather and calm seas, making it ideal for beach lovers and families. Enjoy a variety of water sports like paddleboarding, surfing, and snorkeling, or explore Hawaii's colorful marine life.
- Fall (September to November): Hawaii’s fall season offers a more relaxed atmosphere with fewer tourists, making it an excellent time for those seeking a peaceful escape. This is also a great season for whale watching on the Big Island and exploring lush rainforests.
- Winter (December to February): Winter in Hawaii is known for its impressive surf, attracting experienced surfers from around the world. If you’re not a surfer, you can still enjoy watching the pros take on the big waves or retreat to quieter beaches.
Food and Drink in Hawaii
Hawaii’s food scene is a vibrant fusion of flavors, drawing inspiration from its multicultural heritage. From fresh seafood to locally grown tropical fruits, your taste buds are in for a treat. If you’re a fan of poke, you’ll love sampling the different variations across the islands. Don’t forget to try the iconic Hawaiian plate lunch, featuring everything from teriyaki chicken to kalua pork.
For a more upscale dining experience, Hawaii is home to several award-winning restaurants. Savor dishes made from fresh, locally sourced ingredients paired with tropical cocktails or a glass of wine as you watch the sunset. Whether you’re craving a casual meal or fine dining, Hawaii’s culinary offerings will delight you.
If you’re staying in Kailua-Kona, see our guide to the best Kona restaurants for foodie inspiration.
Points of Interest Hawaii
Hawaii’s diverse islands are filled with attractions that will make your vacation truly memorable:
- Waikiki Beach: One of the most famous beaches in the world, perfect for sunbathing, surfing, and people-watching.
- Haleakalā National Park: Witness the sunrise from the summit of this dormant volcano on Maui for an unforgettable experience.
- Waimea Canyon: Known as the "Grand Canyon of the Pacific," this dramatic landscape on Kauai is a must-see for outdoor enthusiasts.
- Pearl Harbor: Learn about one of the most significant events in U.S. history at this National Historic Landmark.
- Napali Coast: Experience the breathtaking beauty of this rugged coastline in Kauai, whether by boat, hiking, or helicopter.
Incredible Activities in and Around Hawaii
No matter which island you visit, you’ll find plenty of ways to immerse yourself in Hawaii’s natural beauty and culture:
- Snorkeling & Scuba Diving: Swim with colorful fish and sea turtles in some of the clearest waters you’ll ever see.
- Hiking: From easy trails to challenging treks, Hawaii offers stunning hiking routes that showcase waterfalls, rainforests, and coastal cliffs.
- Cultural Experiences: To connect with the local culture, attend a luau, learn to hula, or take part in a traditional Hawaiian blessing ceremony.
- Water Sports: Surfing, paddleboarding, kayaking—Hawaii’s beaches are perfect for every water activity imaginable.
Choosing Where to Stay in Hawaii
When it comes to choosing where to stay, our luxury vacation rentals are second to none. One standout property is Wander Kona Bay in Kailua-Kona. This oceanfront retreat offers breathtaking views of the Pacific and direct access to the beach. With four bedrooms and three baths, it’s perfect for families or groups seeking a luxurious island escape. Enjoy an outdoor pool, a BBQ area for al fresco dining, and private balconies where you can soak in the sunset.
Whether you’re lounging by the pool, walking along the shoreline, or exploring the local attractions, Wander Kona Bay ensures your Hawaiian vacation is as relaxing and indulgent as it is exciting.
Getting Around
Hawaii’s islands are easy to navigate, with major airports on Oahu, Maui, Kauai, and the Big Island. Once you arrive, renting a car is the best way to explore the islands at your own pace.
Whether you're driving along the scenic Road to Hana or navigating the vibrant streets of Honolulu, having your own transportation gives you the freedom to discover hidden gems and off-the-beaten-path spots.
See our Wander Kona Bay transportation guide for seamless travel to and from your luxury destination.
FAQs
What amenities can I expect in Wander's Hawaii vacation rentals?
All our properties feature luxurious amenities like high-speed internet, smart home technology, fully-equipped kitchens, private outdoor spaces, and 24/7 concierge service.
Are your Hawaii vacation homes suitable for families?
Yes! Our rentals are perfect for families looking to enjoy a luxurious Hawaiian vacation. Spacious living areas, kid-friendly features, and nearby activities make our homes ideal for family getaways.
Can I book a last-minute getaway to Hawaii with Wander?
We do offer last-minute bookings based on availability. Visit our website for the latest information on available properties and to book your Hawaiian vacation today.