Best Vacation Rentals in Hawaii

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Vacation Apartment for 2 Guests in Kailua, Oahu
Vacation Apartment for 2 Guests in Kailua, Oahu, Picture 1
Vacation Apartment for 2 Guests in Kailua, Oahu, Picture 2
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Kailua, Oahu
Vacation Apartment • 517 ft² • 1 Bedroom
SUITE ALOHA – Island Retreat 2 blocks from Kailua Beach Park and DowntownThis beautiful bungalow oasis is remodeled, clean, private, and just walking minutes away from one of the most beautiful stretches of beach in the world. The sand is soft, the ocean is gentle, and the trade winds are constant.The spaceWe are located in a prime residential neighborhood 2 blocks from Kailua Beach Park Entrance/Kalapawai Market as well as downtown. And for those of you traveling without a car, a major bus line is just around the corner.Here you will be surrounded by lush landscaping and find comfort and r...
from $108 / night
Condo for 4 Guests in Honolulu, Oahu
Condo for 4 Guests in Honolulu, Oahu, Picture 1
Condo for 4 Guests in Honolulu, Oahu, Picture 2
Condo for 4 Guests in Honolulu, Oahu, Picture 3
Condo for 4 Guests in Honolulu, Oahu, Picture 4
Honolulu, Oahu
Condo • 764 ft² • 1 Bedroom
Stylish and comfortable, updated appliances, and island-themed furnishings. Fully equipped and furnished condo with complete kitchen with dishwasher, built-in microwave, central A/C, and washer/dryer. The condo has a spacious lanai to lounge and enjoy the bustling city & ocean views. Discovery Bay amenities include a pool, hot tub, gym, spa, and gas-grill/picnic area. For your convenience, the rental comes with 1-assigned parking stall.Discovery Bay is located at the gateway of Waikiki at 1778 Ala Moana Boulevard. Walking distance to Ala Moana Shopping center, Honolulu Convention Center...
from $168 / night
Condo for 2 Guests in Honolulu, Oahu
Condo for 2 Guests in Honolulu, Oahu, Picture 1
Condo for 2 Guests in Honolulu, Oahu, Picture 2
Condo for 2 Guests in Honolulu, Oahu, Picture 3
Condo for 2 Guests in Honolulu, Oahu, Picture 4
Honolulu, Oahu
Condo • 764 ft² • 1 Bedroom
You'll love waking up to the calming view of the Pacific Ocean in the distance! This condo is located within Discovery Bay on the 15th floor. KITCHEN- Full Size Refrigerator- Cooktop/Oven-Dishwasher- Microwave- Dinnerware, Glassware, Silverware, Cookware, Coffee Maker, Rice Cooker, Blender, Kettle ProvidedLIVING AREA- Flat screen TV-Sofa - Central ACBEDROOM- King Bed-ClosetBATHROOM- Shower-Toilet- Hair Dryer-Washer & dryer1-assigned parking stall included with the rental. AMENITIESCable TV, high-speed Internet and password protected WiFi and USA/Canada phone service is included in your ...
from $128 / night

Other holiday ideas and property types in Hawaii that might be interesting

Prices and availability

Current Vacation rental prices in Hawaii

$476for 7 Oct - 14 Oct
$495 annual average
Average price per week

Current vacation rental availability in Hawaii

15%for 7 Oct - 14 Oct
48% annual average
Percentage of available rentals

Highlights Hawaii

  • White, sandy, tropical beaches
  • Freshly picked tropical fruits
  • Year-round sunny weather
  • World famous surfing and snorkeling
  • Engaging cultural presentations

Hawaii Vacation Rentals

A Variety of Tropical Homes

There are many places to stay when visiting the tropical island paradise of Hawaii. The majority of tourists spend their time on the most populated island of Oahu. While staying in Oahu's capital city of Honolulu, you are within easy access to your standard modern amenities in the many high rise apartment buildings overlooking Honolulu bay. As a central meeting point, staying in Honolulu also puts you within easy access to luxury shopping, amazing nightlife, and many tourist sites. On the other side of Oahu, the North Shore gets noticeably greener and is famous for having a more laid-back surfer vibe. Tropical beachfront vacation homes are more popular to stay in here as locals flock to the world famous Sunset Beach and Waimea Bay. Many visitors also take connecting flights to the big island of Hawaii, Kaui, and Maui which are more famous for their rich landscapes including active volcanoes, Cliffside waterfalls, and dense lush vegetation.

Vacationing on the Hawaiian Islands


Hawaii is located in the middle of the Pacific Ocean within the Polynesian range of islands. The seven islands of Big Island, Oahu, Kaui, Maui, Molokai, Lanai, Niihau and Kahoolawe are all accessible via boat and plane, with the international airport located on the island of Oahu. There are many tours and cruises available between the islands to help you explore the natural beauty and historic sites. Having a rental car is convenient, as cities and rental homes can be spread out and public transportation can be very unreliable.

Kauai Island
Kauai Island


Hawaii for Families

For those traveling with children, the Honolulu Bay on Oahu has the best calm beaches and kid-friendly cafes to keep little kids busy, safe, and having fun. Visit the nearby Aloha Stadium for an afternoon stroll where you can shop for unique souvenirs while sipping on freshly cracked coconut juice!

Hawaii for Hikers

Kauai is the perfect destination for hiking-enthusiasts, with many trails and breathtaking ocean views to take in. In a rental car, you will also be able to take one of the most scenic drives in Hawaii on the Holo Holo Koloa Scenic Byway.

Hawaii for Surfers

Surfers will love the North Shore city of Hale'iwa, where many professional surfers have started their career. Some of the most famous surfing competitions are still held here at several beaches along the North Shore in November.

The Hawaiian word for "hello" and "goodbye" are the same word: Aloha.

Top Things to do on Hawaii

1. Pearl Harbor

A trip to Honolulu wouldn't be complete without a visit to the Pearl Harbor memorial site. It is here that in December 1941 the Japanese attacked the US Military base, prompting America's entrance into World War 2. Take a ferry out to see the sunken ships and pay tribute to the dark history of Hawaii's capital.

2. The Hanauma Bay Nature Reserve

The Hanauma Bay Nature Reserve on Oahu is a great place to visit for snorkelers and divers. There are many coral reefs, colorful fish, and even wild sea turtles to swim beside within the calm waters of the bay. The Reserve is also within an easy reach from the nearby capital Honolulu for a nice day trip with the family outside of the city.

3. In Laie

In Laie on the North Shore of Oahu, the Polyneisian Cultural Center is a great place to learn about Pacific Island Culture. There are many cultural dance performances, recreated villages, and crafts to learn first -hand about the ancient people of Hawaii.

4. The Dole Plantation

The Dole Plantation in Wahiawa is the perfect pit-stop between Honolulu and the North Shore for grabbing a bite of fresh pineapple. Tour the active pineapple farm, pick up some interesting souvenirs, and try some interesting pineapple concoctions.

5. Diamond Head Mountain

For the truly athletic, hike up to the imposing mountain of Diamond Head which overlooks Honolulu Bay. Though only 3 miles, this hike is a pretty steep trek and is not for the faint of heart. However, the views from the top are worth the extra effort when it comes to getting the best Hawaiian selfie.


Useful Information

Before you go: Hawaii's climate falls into two categories: the dry season running from April to November and the rainy season which lasts from November to March. During the rainy season, the beaches currents can be very strong and it is advised to swim with caution--especially on the North Shore of Oahu. The islands have several unique holidays and festivals including King Kamehameha Day in June and Prince Jonah KuhioKalanianaole Day in March

FAQs: Vacation Rentals in Hawaii

How much did it cost for a vacation rental in Hawaii last year?

Last year, rentals in Hawaii had an annual average price of around $425 per night.

During which months can you find the best price for vacation rentals in Hawaii?

According to the previous year, the months that hurt your pocket the least in Hawaii are May, September and August, with average prices of $389, $391, and $393, respectively.

When are vacation rentals more expensive in Hawaii?

At the time of booking a vacation rental in Hawaii, the highest prices are found in the month of February (with an average of $503 per night), followed by January ($487), and then December ($464).

Is Hawaii a good location for a last-minute getaway?

When planning a vacation to Hawaii, it is necessary to think ahead as 88% of rentals are usually booked, according to last year's data.

Which months offer the highest availability?

Last year, the months with the largest number of available properties of the year in Hawaii were May, October and January, with average availabilities of 17%, 16%, and 15%, respectively.

When are there fewer vacation rental options available in Hawaii?

The month with the highest average booked rental figures is February (only 7% of properties were available on average last year). Followed by April (8%), and then March (8%). During these three months, the availability is only 8%. It is therefore recommended to reserve early.

How many rentals does Holidu have in Hawaii?

In Hawaii we have a comprehensive catalog of around 6,300 properties, with options for all tastes, thanks to our 15 local and international providers.

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