Hawaii holiday lettings

We found 29,599 holiday rentals — enter your dates for availability

Discover a selection of 694 homes, 660 apartments and other holiday rentals in Hawaii that are perfect for your trip. Holiday homes provide the best amenities for your family, friends or furry companion, such as Wi-Fi and a washer and dryer. No matter what you're looking for, you'll find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Popular cities in Hawaii

Holiday rentals with weekly discounts - Hawaii

Showing deals for:12 Jun - 19 Jun

Why visit Hawaii

  • Stunning Beaches: Hawaii is famed for its idyllic beaches, perfect for sunbathing and water sports.
  • National Parks: Explore breathtaking landscapes in Hawaii's national parks, showcasing unique flora and fauna.
  • Cultural Experiences: Immerse yourself in the rich Hawaiian culture through local excursions and traditions.
  • Family-Friendly Activities: Hawaii offers a variety of activities suitable for families, from snorkelling to hiking.
  • Charming Accommodations: Enjoy stylish condos and private homes with stunning views and tropical vibes.

Popular types of accommodation in Hawaii

If you're pondering the ideal accommodation for your Hawaiian getaway, worry not—we're here to assist you. The most sought-after options for holiday rentals in Hawaii include stylish condos, charming houses, and convenient apartments. Whether you're searching for house rentals or holiday lettings, our selection of rental homes ensures you’ll find the perfect base for your tropical adventure.

  • Condos: These are the most sought-after holiday rentals in Hawaii, offering stunning views and convenient amenities for a relaxing stay.
  • Houses: Ideal for families or groups, these spacious homes provide a unique and comfortable base for your Hawaiian adventure.
  • Apartments: A great choice for couples or solo travellers, offering a cosy and affordable option in vibrant locations.
  • Villas: Luxurious and spacious, these properties often come with private pools and exquisite surroundings for a lavish getaway.
  • Cottages: Quaint and charming, these rentals offer a homely atmosphere, perfect for a peaceful retreat near the beach.**

Top attractions in Hawaii

Hawaii offers an ideal getaway for those seeking adventure and stunning scenery. Renowned for its beautiful beaches, national parks, and picturesque bays, the islands provide a wealth of activities that appeal to travellers interested in outdoor pursuits and cultural experiences. Whether you're exploring the vibrant marine life or enjoying the breathtaking landscapes, Hawaii promises unforgettable moments for every visitor.

  • Waikiki Beach: A stunning stretch of golden sand, renowned for its vibrant atmosphere and excellent surfing conditions. Ideal for sunbathing and enjoying the breathtaking sunsets over the Pacific Ocean.
  • Pearl Harbor: A significant historical site, home to the poignant USS Arizona Memorial. It offers deep insights into the events of World War II, blending education with a profound sense of remembrance.
  • Waikiki Beach Walk: A charming esplanade perfect for leisurely strolls, featuring shops, restaurants, and live entertainment. It’s a delightful spot for families, couples, and anyone looking to soak in the local culture.

Things to do recommended for couples

Looking for a romantic getaway in Hawaii? Enjoy a delightful evening at the Waikiki Shell, soaking in live music, or savour a lovely meal at Haleo Luau, where the ambiance is perfect for couples. For a touch of luxury, visit the Hawaii Polo Club for an unforgettable experience.

Things to do recommended for families

Families visiting Hawaii can enjoy stargazing at the Mauna Kea Observatory, experience the excitement of sports at Aloha Stadium, and have a splashing good time at Wet'n'Wild Hawaii, a fantastic waterpark perfect for adventure and enjoyment.

Things to do recommended for groups

Groups visiting Hawaii can indulge in a shopping spree at the Ala Moana Center, enjoy a round of golf at the Mauna Lani Resort Golf Course, and immerse themselves in culture at the Hawaii Theater, offering a perfect blend of entertainment, sports, and family-friendly activities.

What do I need to keep in mind when booking a vacation in 'Hawaii

If you’re travelling with a group, family, or pets, or if you’re seeking extended stays, it’s important to filter your options according to your priorities. Here are some helpful booking tips for Vrbo.

  • Traveling to Hawaii with a group: Think about how many bedrooms you'll require, as well as features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily apply filters for all of these options, and many more, on Vrbo.
  • Traveling to Hawaii with young kids: Travelling with young children can present its own set of challenges. It’s important to prioritise their comfort and safety, along with suitable amenities, such as a private swimming pool. Additionally, it’s wise to take into account how close you are to family-friendly attractions.
  • Taking your pets with you to Hawaii: For many, a family holiday isn't quite the same without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Hawaii: If you’re searching for holiday rentals that offer discounts for stays of a month or more, you’ve come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to consider adding features like a parking space, a well-equipped kitchen, or a private pool to your search criteria, as well.

Where to stay in Hawaii

Hawaii offers a remarkable blend of adventure and relaxation, perfect for families and romantic getaways alike. From the stunning landscapes of Hawaii Island to charming accommodations with balconies and fireplaces, there's something for everyone. Enjoy the friendly atmosphere and tropical vibes while exploring various excursions that showcase the unique Hawaiian lifestyle. Whether you're seeking family-friendly activities or a tranquil escape, Hawaii promises an unforgettable vacation experience.

  • Honolulu: Honolulu, the vibrant capital of Hawaii, is a bustling city that perfectly balances urban life with stunning natural beauty. Nestled on the southeastern coast of Oahu, it offers a splendid beach experience alongside a family-friendly atmosphere. Visitors can explore iconic attractions such as Waikiki Beach, indulge in shopping at the Ala Moana Center, and soak in the rich culture at the Bishop Museum. The picturesque beaches, including the famous family beach, provide opportunities for relaxation and water sports, making Honolulu a delightful destination for all types of travellers.
  • Maui: Maui is a breathtaking island renowned for its stunning scenery and outdoor adventures. Located between the islands of Molokai and Hawaii, it boasts lush landscapes, pristine beaches, and dramatic volcanic regions. Visitors flock to Maui for its excellent golf courses, picturesque bays, and urban parks. Highlights include the scenic Road to Hana, Haleakalā National Park, and the beautiful Kaanapali Beach. Whether you’re seeking relaxation on tranquil shores or thrilling activities like snorkelling and hiking, Maui offers a perfect blend of relaxation and adventure.
  • Waikiki: Waikiki is a lively neighbourhood within Honolulu, famous for its stunning beaches and family-friendly environment. Located on the south shore of Oahu, it is a popular destination for tourists seeking outdoor activities and a vibrant social scene. The area features a plethora of shopping centres, restaurants, and cultural attractions. Visitors can enjoy the beautiful Waikiki Beach, partake in surfing lessons, or explore the nearby Diamond Head State Monument for breathtaking views. With its lively atmosphere and stunning coastal scenery, Waikiki is a must-visit for anyone travelling to Hawaii.

Best time to go to Hawaii

If you're planning a trip to Hawaii, it's a good idea to check both the weather and property rates. The warmest month is September. Peak season runs in January, March and May, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January70.7°F (21.5°C)Light RainMostly SunnySlightly HighAverage
February68.2°F (20.1°C)Light RainMostly SunnyAverageAverage
March70.3°F (21.3°C)Light RainMostly SunnySlightly HighAverage
April71.6°F (22.0°C)Light RainMostly SunnyAverageAverage
May72.9°F (22.700000000000003°C)Light RainMostly SunnySlightly HighSlightly Low
June59.0°F (15.0°C)No Rain (Dry)Mostly SunnyAverageSlightly High
July77.2°F (25.1°C)No Rain (Dry)Mostly SunnyAverageSlightly High
August77.9°F (25.5°C)No Rain (Dry)Mostly SunnyAverageAverage
September78.1°F (25.6°C)No Rain (Dry)Mostly SunnyAverageSlightly Low
October73.4°F (23.0°C)Light RainMostly SunnySlightly LowSlightly Low
November71.2°F (21.8°C)Light RainMostly SunnySlightly LowAverage
December69.4°F (20.8°C)Light RainMostly SunnySlightly LowSlightly High

Booking with Vrbo is simple

Looking to make the most of your next holiday? Consider being flexible with your travel dates, as this can lead to significant savings. Moreover, extending your stay can often result in even better deals. To discover the ideal Vrbo accommodation that fits your budget, utilise our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board offers a practical platform for planning your travels, allowing you to create new trips, resume your previous plans, or easily view and organise your itinerary. You'll discover your saved or booked properties sorted into categories such as Potential, Upcoming, or Current Trips. To begin utilising Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Friendly Hawaii will entice you

Enjoy the live music and other features of Hawaii. Well known for its beaches, shopping and seaside, this welcoming city won't disappoint. There are plenty of places to find the perfect souvenir, including Ala Moana Center, International Market Place and Royal Hawaiian Center. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in and around Hawaii

Do you want to discover things to do during your stay? Venture out of your cosy holiday rental and check out everything that makes Hawaii a one-of-a-kind holiday spot. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Waikola Village Golf Club (13.8 mi / 22.3 km)
  • Mauna Kea Resort Golf Course (17.3 mi / 27.9 km)
  • Makani Golf Club (17.8 mi / 28.6 km)
  • Waikoloa Kings Golf Course (18.5 mi / 29.8 km)
  • Mauna Lani Resort Golf Course (18.7 mi / 30.1 km)
  • Waikoloa Beach Golf Course (19.5 mi / 31.4 km)

Exploring the beaches and other natural features in Hawaii

Travellers appreciate the beautiful ocean views and breathtaking sunsets, which is just a taste of what Hawaii has to offer. Whether you're looking for adventure or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Hawaii. These are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Mauna Kea Beach (17.4 mi / 28 km)
  • Mauna Kea Observatory (8.6 mi / 13.8 km)
  • Mauna Kea (9.1 mi / 14.7 km)
  • Mauna Kea State Recreation Area (10.9 mi / 17.5 km)
  • Waipio Valley Lookout (15.3 mi / 24.6 km)
  • Kohala (15.7 mi / 25.3 km)

Transport options to and around Hawaii

Fly into Kamuela, HI (MUE-Waimea-Kohala), the closest airport, located 9.2 mi (14.8 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could also fly into Kailua-Kona, HI (KOA-Kona Intl.), which is 31.8 mi (51.1 km) away.

If you're travelling by train, make your way to Hālaulani / Leeward Community College Station or Keone‘ae / University of Hawaii - West Oahu Station and explore the city from there. You can get around Hawaii by jumping on the metro at Hālawa / Aloha Stadium Station, Kalauao / Pearlridge Station or Waiawa / Pearl Highlands Station.

Frequently asked questions

What is the best area to stay in Hawaii when booking a holiday rental?
One of the most popular areas to book your holiday rental in Hawaii is Kaanapali. Spend your time here and discover its big-ticket attractions, including Kaanapali Beach and Whalers Village.
What is the most popular type of holiday rental accommodation in Hawaii?
According to our research, condos are considered the most popular type of property in Hawaii. But as you know, everyone's idea of an awesome stay isn't going to be the same. Vrbo has holiday rentals of all sizes and shapes, so you're sure to find your perfect match.
How much does it cost to rent a holiday rental in Hawaii?
Property type, length of stay and season are some factors that can affect the price of a holiday home. Simply enter your dates of travel to find your dream escape. From cosy chalets to sprawling luxury villas, all Vrbo holiday rentals provide unbeatable value.
How much does it cost to rent a beach house in Hawaii?
Prices for beach houses in Hawaii may differ depending on the size and type of the property and time of year you're travelling. All you have to do is enter your travel dates into Vrbo and how many guests to see your rental options and prices. From there you can use our filters to tailor your search by amenities, ratings, nearby activities and more.
What are popular rental amenities in Hawaii?
A microwave oven, off-street parking options and a fridge rank as the most popular rental amenities in Hawaii. Whether you're planning to travel solo, with your significant other or as a family group, Vrbo can help you find a holiday home that matches your tastes with all the options you need.
Are there large group holiday rentals in Hawaii?
Hawaii has 1,250 holiday properties that can cater to 10 or more people. These properties come with enough space to enjoy good times with your nearest and dearest.
Can I find two-bedroom holiday rentals in Hawaii?
Hawaii has 7,735 two-bedroom properties that you can choose from. Enjoy a holiday home with all the space and comfort you're looking for at an attractive price on Vrbo.
Are there holiday rentals with WiFi in Hawaii?
Pick from 9,269 holiday rentals with WiFi in Hawaii. If you'd like to disconnect from the world on your escape, but still need to be connected to the internet, these getaways have just what you need. Narrow your search by applying the WiFi filter on Vrbo.
How old do you have to be to rent a holiday rental in Hawaii?
The minimum age allowed can differ between properties on Vrbo, so look at the rules of the holiday home in Hawaii you're considering. But in general, it's 16, 18 or 21.
How long can I rent a holiday rental in Hawaii for?
It's down to the Hawaii property. To browse available options offering extended stays, just type your dates and number of people into the Vrbo search page. You can enjoy having the place to yourself, along with home comforts like a full kitchen, air conditioning and outdoor spaces to play in. Keep an eye out for long-term stays that offer weekly or monthly discounts.

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