Discover Your Perfect Hawaii Vacation Homes

Best Vacation Homes in Hawaii

Apartment
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like-icon8.6
Fabulous
(24 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $96/Night 7 Nights - US $673
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House
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like-icon10.0
Exceptional
(46 Reviews)
6 Bedrooms 1 Bath 2 Guests 1001.04 ft²
  • Oceanfront
    Oceanfront
  • Ocean View
    Ocean View
More amenities
US $225/Night 7 Nights - US $1,575
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Bed & Breakfast
Map-icon
like-icon10.0
Exceptional
(142 Reviews)
1 Bedroom 1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $347/Night 7 Nights - US $2,431
Condo
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like-icon10.0
Exceptional
(50 Reviews)
2 Bedrooms 2 Baths 6 Guests
  • Balcony/Terrace
    Balcony/Terrace
  • Kitchen
    Kitchen
More amenities
US $1,014/Night 7 Nights - US $7,095
Apartment
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like-icon10.0
Exceptional
(23 Reviews)
2 Bedrooms 2 Baths 5 Guests 979.52 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $817/Night 7 Nights - US $5,716
House
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like-icon10.0
Exceptional
(34 Reviews)
3 Bedrooms 2 Baths 8 Guests 3600 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $727/Night 7 Nights - US $5,086
New
Condo
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like-icon10.0
Exceptional
(19 Reviews)
1 Bedroom 1 Bath 4 Guests 566 ft²
  • Oceanfront
    Oceanfront
  • Pool
    Pool
More amenities
US $299/Night 7 Nights - US $2,095
New
Condo
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like-icon10.0
Exceptional
(17 Reviews)
2 Bedrooms 2 Baths 6 Guests
  • Balcony/Terrace
    Balcony/Terrace
  • Kitchen
    Kitchen
More amenities
US $904/Night 7 Nights - US $6,327

Hawaii Luxury Rentals

New
Condo
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10 Bedrooms 10 Baths 28 Guests
  • Balcony/Terrace
    Balcony/Terrace
  • Kitchen
    Kitchen
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New
Condo
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9 Bedrooms 9 Baths 28 Guests
  • Balcony/Terrace
    Balcony/Terrace
  • Kitchen
    Kitchen
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House
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like-icon10.0
Exceptional
(2 Reviews)
10 Bedrooms 10 Baths 30 Guests 21000 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
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House
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1 Bedroom 4 Baths 10 Guests 3993.41 ft²
  • Oceanfront
    Oceanfront
  • Ocean View
    Ocean View
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Hotel
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2 Baths
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
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House
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like-icon10.0
Exceptional
(1 Review)
6 Bedrooms 6 Baths 10 Guests
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
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New
Condo
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10 Bedrooms 10 Baths 28 Guests
  • Balcony/Terrace
    Balcony/Terrace
  • Kitchen
    Kitchen
More amenities
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House
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4 Bedrooms 6 Baths 8 Guests 9245 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
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Hawaii Pet Friendly Vacation Rentals

New
Condo
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like-icon9.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath 4 Guests 550 ft²
  • Pool
    Pool
  • Ocean View
    Ocean View
More amenities
US $367/Night 7 Nights - US $2,572
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Apartment
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like-icon10.0
Exceptional
(3 Reviews)
1 Bedroom 1 Bath 2 Guests 602.78 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $587/Night 7 Nights - US $4,108
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Apartment
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $590/Night 7 Nights - US $4,130
New
House
Map-icon
2 Bedrooms 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $514/Night 7 Nights - US $3,601
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House
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like-icon10.0
Exceptional
(2 Reviews)
2 Bedrooms 2 Baths 7 Guests 139.93 ft²
  • Oceanfront
    Oceanfront
  • Ocean View
    Ocean View
More amenities
US $518/Night 7 Nights - US $3,626
New
Apartment
Map-icon
2 Bedrooms 1 Bath 4 Guests
  • Pet Friendly
    Pet Friendly
  • Child Friendly
    Child Friendly
More amenities
US $368/Night 7 Nights - US $2,579
House
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3 Bedrooms 3 Baths 6 Guests 1900 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $336/Night 7 Nights - US $2,352
New
House
Map-icon
2 Bedrooms 1 Bath 4 Guests
  • Balcony/Terrace
    Balcony/Terrace
  • Pet Friendly
    Pet Friendly
More amenities
US $249/Night 7 Nights - US $1,746

Hawaii Large Vacation Homes

House
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 4 Baths 10 Guests 2489 ft²
  • Hot Tub
    Hot Tub
  • Pool
    Pool
More amenities
US $1,017/Night 7 Nights - US $7,116
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Villa
Map-icon
like-icon10.0
Exceptional
(9 Reviews)
3 Bedrooms 2 Baths 7 Guests 3498.27 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $729/Night 7 Nights - US $5,102
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Villa
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
1 Bedroom 1 Bath
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $299/Night 7 Nights - US $2,093
New
Condo
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10 Bedrooms 10 Baths 30 Guests
  • Balcony/Terrace
    Balcony/Terrace
  • Kitchen
    Kitchen
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Villa
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like-icon10.0
Exceptional
(8 Reviews)
2 Bedrooms 2 Baths 5 Guests 1194.79 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $532/Night 7 Nights - US $3,724
New
Condo
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7 Bedrooms 7 Baths 22 Guests
  • Balcony/Terrace
    Balcony/Terrace
  • Kitchen
    Kitchen
More amenities
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New
Condo
Map-icon
9 Bedrooms 9 Baths 28 Guests
  • Balcony/Terrace
    Balcony/Terrace
  • Kitchen
    Kitchen
More amenities
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New
Condo
Map-icon
9 Bedrooms 9 Baths 26 Guests
  • Balcony/Terrace
    Balcony/Terrace
  • Kitchen
    Kitchen
More amenities
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Why Choose Rent By Owner for your Hawaii Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Hawaii

When should you plan your Vacation Rentals stay?

Timing your visit to this destination can enhance your experience, as selecting the right season allows you to enjoy favorable weather and avoid peak crowds while exploring the region's unique beauty through your ideal vacation rentals.

Peak Season Highlights

winter
Winter (December to February)

During the winter months, this destination experiences its peak season as travelers seek to escape colder climates and enjoy warm tropical weather.

Average Temperature Daytime: around 80°F - Nighttime: approximately 65°F
summer
Summer (June to August)

The summer period attracts many visitors looking to relax under sunny skies and indulge in outdoor activities on this lush island.

Average Temperature Daytime: about 85°F - Nighttime: near 70°F

Off-Season Highlights

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Spring (March to May)

Early spring offers fewer crowds and more affordable rates, making it an appealing time to explore the area's natural beauty and serene beaches.

Average Temperature Daytime: around 78°F - Nighttime: about 63°F
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Fall (September to November)

Late fall sees a quieter atmosphere with mild temperatures, ideal for travelers seeking a relaxed experience without the peak-season prices.

Average Temperature Daytime: roughly 82°F - Nighttime: about 66°F

Weekly Weather Forecast for Hawaii

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a private outdoor pool to relax and soak up the sunshine.
  • Take advantage of lush gardens or landscaped yards that surround your rental for peaceful outdoor spaces.
  • Gather with family and friends around an outdoor barbecue or grill area.
  • Stroll along scenic pathways or access nearby beaches directly from your property.
  • Relax on spacious lanais or covered patios with picturesque views of the region's natural beauty.
  • Make use of outdoor dining areas perfect for al fresco meals in the warm climate.
  • Experience outdoor recreational facilities such as tennis courts, volleyball courts, or fitness areas available on some properties.
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Family Activities

  • Snorkeling at Hanauma Bay: Discover vibrant marine life and calm waters ideal for family snorkeling adventures in this popular bay on the island.
  • Exploring Volcanoes National Park: Experience the awe-inspiring landscapes and educational exhibits within this national park, perfect for engaging family outings in the region.
  • Visiting the Waikiki Aquarium: Learn about Hawaiian marine ecosystems through interactive displays that captivate children and adults alike along the coast.
  • Relaxing at Kailua Beach: Enjoy soft sands and gentle surf at this family-friendly beach, offering a safe and scenic spot to unwind here in paradise.
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Adult Activities

  • Snorkeling and Diving: Explore the vibrant marine life in the clear waters, where colorful coral reefs and abundant sea creatures create unforgettable underwater experiences.
  • Hiking Adventures: Discover scenic trails that wind through lush landscapes and offer breathtaking views of the coastline and volcanic formations.
  • Luau Experiences: Immerse yourself in local culture by attending traditional Hawaiian luaus featuring authentic cuisine, music, and dance performances.
  • Whale Watching Tours: During seasonal months, embark on guided excursions to observe majestic whales migrating along the coastline, providing extraordinary wildlife encounters.

Hawaii Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Local Experiences: Explore the region’s unique cultural and natural attractions early to maximize your time and immersion during your stay.
  • Choose the Right Vacation Rental: Select a property in a convenient location close to the area's highlights to enjoy easy access and more versatile exploration.
  • Respect the Environment and Community: Practice eco-friendly habits and support local businesses to ensure that this destination remains beautiful and welcoming for future visitors.
  • Stay Flexible and Open-Minded: Embrace spontaneous adventures and relax with the unhurried pace, allowing you to fully appreciate the region's laid-back charm.

Transportation Options

  • Rental Cars: Exploring the region with a rental car offers you the flexibility to visit remote beaches and scenic viewpoints at your own pace.
  • Public Transit: The area is well-served by bus systems that provide affordable transportation options for discovering popular attractions and local neighborhoods.
  • Taxi Services: Taxis are readily available for quick trips around town, making it easy to reach dining spots or the airport conveniently.
  • Biking and Scooters: Renting bicycles or electric scooters allows you to enjoy the beautiful scenery while maintaining an eco-friendly and active travel experience.

Local Customs Options

  • Respect for ‘Aloha’: You’ll find that greeting others with ‘Aloha’ is more than just a hello; it’s a way of life emphasizing love, peace, and compassion here.
  • Ho’oponopono: This traditional practice of conflict resolution encourages harmony and forgiveness, reflecting the deep-rooted values embraced across the region.
  • Respect for the Land and Nature: Understanding and honoring the sacredness of natural sites and respecting environmental preservation are integral to experiencing this destination authentically.
  • Modest Cultural Attire: Dress codes often lean toward modesty, especially during local ceremonies or at spiritual sites, showcasing respect for the region’s cultural heritage.

Frequently Asked Questions About Hawaii?

2. How many vacation rentals have private pools in Hawaii?

There are 3297 vacation rentals with private pools near Hawaii. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Hawaii are best for families?

If you are looking for a family-friendly vacation home in Hawaii, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Hawaii:

4. How many Rentbyowner vacation rentals are available in Hawaii?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 55291 in the Hawaii area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Hawaii. 

5. What is the cancellation policy for vacation rentals in Hawaii?

Cancellation policies vary depending on the property owner and listing details. You should review the specific policy listed on the property's profile before booking, and if needed, contact the owner directly for clarification or special arrangements.

6. Are there any specific amenities included in Hawaii vacation rentals?

Amenities can differ among properties, so it's important to check each listing carefully. Common features include kitchens, outdoor spaces, and Wi-Fi, but for a complete list of what’s available, refer to the property description or contact the owner.

7. How do I confirm my reservation for a Hawaii vacation rental?

Once you select your preferred property and complete the booking process online, your reservation is typically confirmed automatically. For additional confirmation or special requests, reaching out to the property owner is recommended.

8. What are the check-in and check-out procedures for Hawaii vacation rentals?

Check-in and check-out times are specified in each listing. You should review these details prior to your arrival and communicate with the owner if you need flexibility or have specific requirements.

9. Are pets allowed in vacation rentals in Hawaii?

Pet policies are determined by individual owners and vary from property to property. To ensure your pet's stay is approved, always read the listing details carefully and contact the owner if you have any questions about their pet policy.

Hawaii Top Rated Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(508 Reviews)
1 Bedroom 2 Baths 2 Guests 860 ft²
  • Pool
    Pool
  • Ocean View
    Ocean View
More amenities
US $443/Night 7 Nights - US $3,100
Condo
Map-icon
like-icon10.0
Exceptional
(453 Reviews)
1 Bedroom 1 Bath 4 Guests 400 ft²
  • Oceanfront
    Oceanfront
  • Pool
    Pool
More amenities
US $266/Night 7 Nights - US $1,860
Condo
Map-icon
like-icon10.0
Exceptional
(335 Reviews)
1 Bedroom 1 Bath 2 Guests 700 ft²
  • Oceanfront
    Oceanfront
  • Pool
    Pool
More amenities
US $450/Night 7 Nights - US $3,148
Condo
Map-icon
like-icon10.0
Exceptional
(322 Reviews)
1 Bedroom 2 Baths 4 Guests 860 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $341/Night 7 Nights - US $2,389
House
Map-icon
like-icon10.0
Exceptional
(321 Reviews)
3 Bedrooms 2 Baths 6 Guests 2800 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $285/Night 7 Nights - US $1,995
Condo
Map-icon
like-icon10.0
Exceptional
(312 Reviews)
2 Bedrooms 2 Baths 6 Guests 1240 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $796/Night 7 Nights - US $5,574
Condo
Map-icon
like-icon10.0
Exceptional
(307 Reviews)
1 Bedroom 1 Bath 4 Guests 645 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $219/Night 7 Nights - US $1,533
Condo
Map-icon
like-icon10.0
Exceptional
(303 Reviews)
1 Bedroom 1 Bath 2 Guests 719 ft²
  • Pool
    Pool
  • Ocean View
    Ocean View
More amenities
US $554/Night 7 Nights - US $3,878