9 Luxury Vacation Rentals in Hawaii

Hawaii is one of the most beautiful places on earth, and its crystal-clear water, miles of white-sand beaches, and lush landscapes are just a few reasons why. Of its more than 100 isles and atolls, Hawaii is best known for its eight main islands. Four of these - Hawaii, Oahu, Maui, and Kauai - are where travelers can find the top attractions and accommodations.

Experiencing Hawaii's best attractions can be so much more relaxing when you rent a vacation home. Loads of space, full kitchens, and private pools far from the resort crowds are just a few things a vacation home can offer. Not willing to sacrifice oceanfront accommodations? That's OK because tons of HomeAway rentals are directly on the beach. Many offer private access only, letting you kick back in the sun with virtually no one else around. Whether you're looking to watch lava flows at Kilauea or simply lie on the black sands of Punaluu beach, using a vacation rental as a home-away-from-home makes so much sense. Check out a few of our favorite Hawaiian HomeAways, offering picturesque views, private pools, and more room to relax.

The Big Island

1 Romantic Cottage

Romantic Cottage

Elevated at 1,600 feet on Mount Hualalai, this charming one-bedroom, one-bathroom cottage features an open floor plan and panoramic views of the Hawaiian landscape. The perfect destination for a honeymooning couple, this newly-built gem has more than enough room for two to unwind. With glossy hardwood floors, high ceilings, and a sizable lanai, guests will feel right at home for around $210 per night. Best of all, the cottage is not far from Kailua Kona village where shopping, restaurants, and beaches can be found.

2 Oceanview Home with Pool

Oceanview Home with Pool

This incredible three-bedroom home features a detached, private master and a large resort-style pool. A great choice for a large family or a group, each room features its own en suite bathroom. The main house has a comfy loft complete with a flat-screen TV, as well as a fully-stocked kitchen finished with bamboo cabinets and granite countertops. Step outside, and you will find yourself on a vast deck overlooking 11 private acres that feature lush tropical gardens. Averaging $374 per night, this home is sure to amaze those lucky enough to book it.

3 Home with Golf Course View

Home with Golf Course View

Villa Hui sits inside a gated community and looks out over a sweeping golf course, making it the perfect getaway for those looking to chip a few balls. With granite countertops, an outdoor shower, Wolf appliances, a private pool, and three true master bedrooms, everyone you bring along will feel pampered. For around $925 per night, you and up to seven others can enjoy this little piece of paradise.


4 Beachfront Home on Secluded Beach

Beachfront Home on Secluded Beach

Sitting directly on the beach, this three-bedroom, four-bathroom home offers incredible views of Oahu's turquoise waters from nearly every window and more than 3,800 square feet of living space. With two separate dining areas and kitchens, this home is perfect for multiple families looking to vacation together. Walk outside, and you will find yourself on a quiet stretch of white-sand each, perfect for lounging or snorkeling (gear included). Hale Maluhia sleeps up to eight comfortably and averages $950 per night. Beachfront doesn't get much better!

5 Oceanview Condo

Oceanview Condo

This Honolulu pad is close to everything - restaurants, beaches, the bustling downtown area, and even a swimming lagoon. The one-bedroom, one-bathroom condo is high up in a luxury tower, allowing beautiful views of the ocean and a fireworks show every Friday evening. Take a day trip to nearby Pearl Harbor, or simply hang out on Waikiki Beach. Complimentary Netflix is included for those looking to have a quiet night in. Perfect for the honeymooning couple, the unit goes for as little as $195 per night.


6 Hawaiian Cottage

Hawaiian Cottage

This plantation-style cottage features some incredible outdoor amenities. The solar-heated pool, tiki hut, fire pit, grilling station, and outdoor-accessible bathroom are all surrounded by beautiful landscaping and adorned with string lights. Just as charming on the inside, the home has a gourmet kitchen and beautiful wood floors throughout. Perfect for a family of four, or two couples, the two-bedroom, two-bathroom home is close to Maui's best restaurants and beaches. Averaging $722 per night, the cottage provides a resort experience without the crowds.

7 Modern Beach Condo

Modern Beach Condo

Sitting right on the ocean, this thoughtfully and beautifully decorated condo is ideal for anyone looking for a quiet week of rest and relaxation. The modern kitchen features high-end stainless appliances and even has a below counter wine fridge for vino lovers. With a master bedroom, Tempur-Pedic sleeper sofa, and an additional room with two twins, this condo is perfect for a family of four or five. Walk outside and find a shared pool and gorgeous ocean-front lawn dotted with lounge chairs and palms. At around $125 per night, this is a steal.


8 Luxury Cottage with Pool

Luxury Cottage with Pool

This new three-bedroom, three-bathroom home boasts high ceilings, beautiful modern finishes and décor, and is complete with a large covered lanai that overlooks a sun-soaked private pool. Each room has its own en suite bathroom and large windows that let in loads of natural light. For about $845 per night, this Kauai cottage is the perfect place to kick back and enjoy some time off.

9 Private Home near Beaches

Private Home near Beaches

This stunning home is just a short walk to Poipu, one of Kauai's premier beaches. With three bedrooms, two bathrooms, and room for up to seven, this home is sure to impress its guests. Vaulted ceilings, skylights, and huge windows create a bright and airy living space, and the large patio complete with dining table and grill is perfect for a Hawaiian-style barbecue. Boogie boards, inflatables, and beach chairs are provided for all your beach day needs. Rent it for around $375 per night.

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