Destination guide

Begin living the Hawaiian way

Aloha, and welcome to the most laid-back spot in the US. Hawaii is a place to kick back, leave your worries at home and get stuck into the pleasure of living. When you think of the Polynesian islands, you'll likely visualize lush tropical forests and powdery beaches, flanked by swaying palms and dotted with surfers. Maybe you've seen photos of the smoky volcanoes, the colorful coral reefs or the famously orange melting sunsets. It's exactly as you imagine, and you can see it all if you stay at a Hawaii vacation rental.


Surf's up in Hawaii

Life in Hawaii ticks along at a slower pace. People here work to live, not the other way around. With such a balmy climate, it's no surprise that most vacationers' time is spent outdoors, whether it's hitting the world-famous surf or horseback riding along the equestrian trails. When you stay in a Hawaii vacation rental, you'll probably need nothing more than a quiet spot on one of the powdery beaches, from which you can splash around in the shallows. If you can drag yourself away, you can charter one of the boats and fish for mahi mahi and tuna.


Balmy evenings in Hawaii, year-round

Flocks of vacationers descend upon Hawaii between December and March for a little winter sun. If you are planning a getaway around this time, be sure to book up your Hawaii vacation rental early, particularly if it's around Christmas and New Year. Arguably the best time to visit is the shoulder seasons of spring and fall, when you miss the summer family crowds and the weather is still deliciously warm. If that's not enough of a reason to tempt you in, the dip in pricing between April and June or September and November surely will.

Natural features

Dolphins, whales and turtles in Hawaii

Hawaii's isolated spot in the Pacific has contributed to its unique biodiversity. What it lacks in land-dwelling mammals on its volcanic shores, it sure makes up for in the waters that surround them. Humpback whales migrate into the bays and gracefully fluke, as do orcas. Bottlenose dolphins are commonly sighted and, if you dive under the surface, there's a whole underwater world of sea turtles, Hawaiian monk seals and colorful exotic schools of fish. You'll never be far away from nature when you stay at a Hawaii vacation rental.

Where to stay around Hawaii?

Our 2019 property listings offer a large selection of 23,250 vacation rentals near Hawaii. From 4,340 Houses to 14,424 Condos/Apartments, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Hawaii for a holiday or a weekend are on HomeAway.

What are the most popular destinations to visit in Hawaii?

There are many lovely places to stay for a holiday trip or just for a weekend in Hawaii. From HomeAway travelers, the most popular destinations to visit are:

  • Maui: 8,948 vacation rentals
  • Kauai: 3,696 vacation rentals
  • O'ahu: 5,721 vacation rentals
  • Honolulu: 3,854 vacation rentals
  • Big Island: 4,654 vacation rentals

And HomeAway offers you the chance to discover many other popular destinations in Hawaii! Please use our search bar to access the selection of vacation rentals available in other popular destinations.

What are the main cities to discover in Hawaii?

Whether you're traveling with family or friends, here are the cities with the largest selection of vacation rentals for a holiday trip or just for a weekend in Hawaii:

  • Honolulu: 3,854 rentals
  • Kihei: 4,503 rentals
  • Lahaina: 8,451 rentals
  • Princeville: 1,421 rentals
  • Kailua Kona: 3,524 rentals

For other cities, please use our search bar to access the selection of vacation rentals available.

Can I find easy-access vacation rentals when traveling by plane to Hawaii?

Yes of course. Our owners offer a large selection of vacation rentals near airports. The airports with a large selection of vacation rentals in Hawaii are:

  • Honolulu International Airport (HNL): 4,487 vacation rentals
  • Lihue Airport (LIH): 2,840 vacation rentals
  • Kahului Airport (OGG): 8,889 vacation rentals

For other airports, please use our search bar to access the selection of vacation rentals available.

Near which points of interest can I spend my holidays in Hawaii?

HomeAway offers a large selection of rentals near lovely places in Hawaii. From HomeAway travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Kaanapali Beach: 5,608 rentals
  • Kailua Beach: 3,971 rentals
  • Hanalei Bay: 1,372 rentals
  • Hapuna Beach: 1,195 rentals
  • Anini Beach: 2,217 rentals

But there are many other points of interest around Hawaii listed on HomeAway where you can find your place to stay. Just write your wanted destination in our search bar and have a look at our selection.

Explore destinations around Hawaii

3,854 vacation rentals
4,503 vacation rentals
8,451 vacation rentals
1,421 vacation rentals
Kailua Kona
3,524 vacation rentals
4,330 vacation rentals
639 vacation rentals
4,369 vacation rentals
3,777 vacation rentals
1,703 vacation rentals
4,336 vacation rentals
1,449 vacation rentals
2,216 vacation rentals
63 vacation rentals
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Hawaiian Beaches
259 vacation rentals
4,331 vacation rentals
Kahana (Maui)
3,937 vacation rentals
959 vacation rentals
910 vacation rentals