20 Amazing VRBOs in Hawaii | Houses, Yurts, Villas – oh my!

Overall Best Value VRBO in Hawaii

Overall Best Value VRBO in Hawaii

Dolphin Cottage

• > $
• > 3-4 guests
• > Steps from the beach
• > Peaceful setting

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Best Budget VRBO in Hawaii

Best Budget VRBO in Hawaii

Tropical Studio Apartment

• > $
• > 2 guests
• > Lush forest setting
• > Large balcony

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Best VRBO for Couples in Hawaii

Best VRBO for Couples in Hawaii

Off the Beaten Track

• > $
• > 2 guests
• > Beautiful views
• > Cozy vibes

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Best VRBO for Families in Hawaii

Best VRBO for Families in Hawaii

Private Family House

• > $$
• > 7 guests
• > Selection of games
• > Free parking

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Over-the-Top Luxury VRBO in Hawaii

Over-the-Top Luxury VRBO in Hawaii

North Shore Kauai Villa

• > $$$$
• > 10 guests
• > Huge lanai with ocean views
• > Hot tub

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There’s a huge selection of Hawaii VRBOs to choose from, with many different types of property in diverse locations. You’ll find places to stay in Hawaii that have a polished professional feel, and vacation rentals that appeal to visitors seeking a more homey accommodation with lots of local charm.   

• Private rooms within a host’s home are ideal for budget travelers who don’t plan to spend a lot of time in their accommodation (and don’t need as many facilities, or as much space). They can also be a great way to have interactions with locals.
• Studios and apartments are also popular with solo guests or couples, and are available at different price points to provide what you need for your perfect vacation.
• Larger apartments, with several rooms, are good for families and couples.
• Cabins and cottages come in different sizes, providing an intimate stay.
• Houses, villas, and bungalows are a hit with larger groups seeking a place with full amenities where everyone can stay together.

You can get back to nature with glamping and camping, feel like royalty in a country manor house or charter your own yacht … the opportunities are endless!

Houses

Houses are great for families and groups of friends who want to stay close without the hassle of trying to secure neighboring hotel rooms. They allow more privacy and a greater sense of independence for a real home away from home feel.

Cooking facilities are the norm, allowing you to prepare some (if not all) of your meals yourself. Hawaii houses also feature multiple bedrooms so everyone to have their own space, cozy living rooms, games rooms, large dining rooms, and dens where you can spend quality time together.

Many houses on VRBO have outdoor areas too, which are often equipped with attractive features like BBQs, private swimming pools, Jacuzzis, beach toys, and more. Hawaii VRBO houses even have private parking, ideal for a family who have rented a car.

Including detached properties, townhouses, villas, and cottages, even the occasional extravagant country houses, you are sure to find the right Hawaii vacation rental for you.    

Apartments

There are many apartments on VRBO in Hawaii. They range from smaller studios and one-bedroom apartments for solo travelers and couples, to multi-room apartments that can accommodate a group of friends.

While the most budget-friendly options are typically located a bit farther inland, you can still find terrific deals near the beach. You’ll also find VRBO apartments located close to the main towns, which are ideal for sightseeing and accessing local conveniences.

With more in-room amenities than you would find in a hotel room, such as kitchens and dining areas, and with a lot more space, it is a perfect spot to spend a Hawaii getaway.

You can even dodge the tourist crowds when you stay in an apartment within a residential building, plus these buildings usually have some extra shared features, like pools and gyms!   

Cabins

When you filter your Hawaii VRBO search to show “cabins”, you’ll discover that several types of property are listed. There are, of course, the typical cabins, but you’ll also find cottages, bungalows, and more unique ‘glamping’ tents.

With a spot to suit all sized groups, from solo adventurers to larger groups of mates and families, a cabin is a great option for someone who wants to experience the stunning landscapes of Hawaii. Some properties are near to the best beaches, while others are secluded in nature.

Cabins have a more local vibe than resorts and hotels, while also offering great amenities for a comfortable stay. Many places have cooking facilities and living areas, as well as a private outdoor space.

More popular with couples seeking an intimate location for a romantic escape, or groups who want to spend quality time together, these scenic spots won’t disappoint.  

The reasons to stay in a VRBO in Hawaii are endless. Here are just a few;

• Local Experience: Staying in a VRBO can let you get more of a taste for local life than you would staying in a hotel geared for tourists. Plus, you can benefit from inside knowledge from a local host.
• Affordability: VRBOs usually cost less than hotels of a similar standard. You can stretch your vacation budget further and still have an awesome stay.
• Staying Long-Term: It’s possible for VRBO hosts to set up discounts for longer stays, which is great for people who work remotely, digital nomads, or retired visitors.
• Unique Properties: VRBOs in Hawaii are a lot more varied than hotels – as well as the types of properties, there are places with unusual features, décor, themes, and extra touches that make them individual.

Now you know what to expect from a VRBO in Hawaii, let’s jump into our picks for the best VRBOs in Hawaii for every type of traveler.

Overall Best Value VRBO in Hawaii | Dolphin Cottage

This lovely cottage is just a few steps from Kehena Black Sand Beach. Set in a quiet community that’s perfect for relaxation, it’s just a short drive from several popular attractions. There’s a separate double bedroom, as well as a single futon in the living room – although an airbed can be provided to accommodate four visitors.

Basic cooking supplies are provided in the cottage, and a washing machine is available in the utility room. Spend your days sat outside and enjoy views of magical sunsets over the sea. This is a magnificent vacation rental for a tropical stay.

Places to Visit Nearby

• Lava Tree State Monument
• Star of the Sea Painted Church
• Isaac Hale Beach Park

Best Budget VRBO in Hawaii | Tropical Studio Apartment

A beautiful place to stay in Hilo, this cute studio is perfect for people who want to enjoy peace and quiet in a lush tropical setting. The best VRBO in Hawaii for budget travelers and backpackers, the studio has basic cooking equipment — microwave, fridge, coffee machine, toaster, and grill — and includes off-road parking, and access to laundry facilities.

You can enjoy the sights and sounds of nature from the large balcony, and stroll through the gorgeous grounds.

The studio’s interior adds to the charming island ambience with pretty pictures and ornaments, floral curtains, and wooden furniture.    

Check out our backpacking Hawaii guide for more budgeting tips and tricks.

Places to Visit Nearby

• Hawaiian Paradise Park
• Kilauea Caverns of Fire
• Fuku-Bonsai Cultural Center

Perfect VRBO for Solo Travelers | Top Floor Cozy Condo

The best Hawaii VRBO for solo travelers, this cute apartment is in the quaint town of Kailua-Kona on The Big Island. There are many amenities nearby, including beaches, historic attractions, restaurants, and shops.

The attractive apartment is clean and tasteful with island-inspired furnishings. Featuring a convenient kitchenette and indoor seating, as well as a table and chairs on the sunny lanai, you can quickly feel at home in the calm space.

The building has great shared facilities too, such as a swimming pool, BBQs, and hot tub.

Adventuring solo can be scary, take a look at our is Hawaii safe? post for some solo-traveler advice.

Places to Visit Nearby

• Mauna Kea Summit
• Kona Brewing Company
• Magic Sands Beach   

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We’ve tested countless backpacks over the years, but there’s one that has always been the best and remains the best buy for adventurers: the broke backpacker-approved Osprey Aether and Ariel series.

Want more deetz on why these packs are so damn perfect? Then read our comprehensive review for the inside scoop!

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Most Romantic VRBO for Couples | Off the Beaten Track

Get away from it all with your sweetheart, and enjoy an intimate stay in this tranquil and remote cottage. The spacious home features wooden flooring and ceiling, stone walls, earthy tones, and home-from-home comforts.

You can cook a romantic meal together in the full kitchen and relax in the cute living area, complete with a rocking chair.

Take in the vistas from the balcony and wander for hours through the pastures and forests, soaking up the tropical chill vibes of Hawaii. It is easy walking distance to surrounding nature.

Places to Visit Nearby

• Manuka State Wayside Park
• Paradise Meadows
• Kula Kai Caverns    

Best VRBO in Hawaii for Families | Private Family House

This charming Hawaii vacation rental is a great place for a cozy family holiday. A highchair, foldaway crib, and car seat are available on request, and there’s a selection of games to occupy younger guests. The property also has a TV and Wi-Fi to keep the kids occupied on days at home.

One bedroom has a queen-sized bed, a single bed, and single bunkbeds, while the other bedroom has a king-sized bed – a perfect set up if you are travelling with young and older children.

You can satisfy everyone’s appetite thanks to the well-equipped kitchen. There’s loads of space outdoors to run, play, and explore, and, in season, you can watch whales swimming in the waves right from the porch.

Keep everyone busy with a 3-day itinerary of Hawaii’s must-see spots!

Places to Visit Nearby

• Kolekole Beach Park
• Zip Isle Zip Line
• Akaka Falls

Over-the-Top Luxury VRBO | North Shore Kauai Villa

If you love the finer things in life, and want to book one of the most luxurious VRBOs in Hawaii, this spectacular villa will be right up your street.

Every inch of this opulent villa screams high class, featuring four huge bedrooms with luxury linens, a hot tub, and five gorgeous marble bathrooms, a roomy chef-standard kitchen, and outdoor cooking area.

The real star of the home is the open-concept living area, with regal furnishings leading out to a fancy lanai looking out over the most incredible ocean views. The balcony overlooking the ocean will be your favorite place to relax.

Best House on VRBO in Hawaii | Amazing Three-Story Home

An ideal Hawaii VRBO for families and friends, there are many ways to have fun at this excellent three-level vacation home. Grab a book off the bookshelves and relax on one of the sun loungers, or splash around in the enticing swimming pool.

After a day of adventures unwind in front of the TV, soak in the bath tub with large windows that look right out into the (private!) green gardens, and kick back on the lanai.

There are five bright and cheerful bedrooms, including a cozy nook with bunkbeds at the top, accessed by a charming spiral staircase.

Places to Visit Nearby

• Queen’s Bath
• Hanalei Beach Park
• Makai Golf Club

Best Apartment on VRBO in Hawaii | Direct Private Sandy Beach

Filled with homey touches, this beautiful Hawaii VRBO sits right next to a stretch of private gated beach. You can hit the sand to soak up the sun, swim, and watch sea turtles that regularly visit the beach.

Don’t fancy sandy towels? Relax on the attractive lawn or lanai instead.

The breezy apartment boasts a plush bedroom, and a sofa bed in the living room (suitable for kids only). There’s also a well-equipped kitchen and dining area.

The apartment complex has terrific shared facilities, like the pool, hot tub, and BBQs. Just a short distance from Lahaina, there’s plenty to see and do in the local area. This oceanfront condo is a great Hawaii getaway.

Places to Visit Nearby

• Kaanapali Beach
• Kaanapali Golf Course
• Whalers Village

Best Cabin on VRBO in Hawaii | Hand-Crafted Luxury Home

This exquisite hand-crafted wooden vacation home is our fave VRBO cabin in Hawaii.

Nothing has been forgotten when it comes to the details – there are wooden walls, ceilings, and floors, granite counters in the kitchen, a cozy wood-burning fireplace, tropical-inspired sofas, and towering windows with easy indoor-to-outdoor living.

The master bedroom is independent from the main building, separated by a beautiful wraparound lanai. The top floor has a spacious area with a fold-out futon, ideal for sleeping, yoga, playing games or simply admiring the sweeping views. Surrounded by lush gardens, the cottage feels blissfully secluded.

Places to Visit Nearby

• Thurston Lava Tube
• Volcano Winery
• Thomas A. Jaggar Museum

Best VRBO for a Weekend in Hawaii | Modern Studio

If time is limited, this bright studio is the ideal VRBO in Hawaii for a fun-filled and lively weekend. Located in the heart of Waikiki, it’s close to beaches where you can swim, surf and sunbathe, diverse eateries, shops, cultural shows, and all the must-see Hawaii sights.

There’s free parking if you want to travel further afield, though the excellent location means you can easily walk to many places of interest.

Prepare a quick breakfast in the studio’s full kitchen, and spend some relaxing downtime at the complex’s shared swimming pool, Jacuzzi, and gym, when you aren’t off exploring the town.

Places to Visit Nearby   

• Waikiki Beach
• Honolulu Harbor
• Ala Moana Center

Most Unique VRBO in Hawaii | Glamping at its Finest

This awesome yurt combines simple luxuries with a serene setting, and its ‘glamping’ experience is one of the most unique VRBOs in Hawaii.

Spacious and airy, cool breezes ripple through the canvas-topped retreat. The three-person yurt has a built-in bathroom (no need for trips outside in the middle of the night!), as well as a kitchen and dining table.

Step outside and explore the three acres of land, and pick as many tropical fruits as you can eat, with banana, avocado, starfruit, and apricot among the 30 seasonal varieties. Located away from the tourist hubs, it’s a top spot to unwind and recharge your batteries.

Places to Visit Nearby

• Pahoa Village Museum
• Kilauea Caverns of Fire
• Hawaii Volcanoes National Park

Best VRBO with a View | Private Honeymoon Cottage

Nestled on a hillside overlooking the ocean, you can soak up the views from this gorgeous cottage without even stepping foot outside. Sit and admire the shimmering blues of the sea and sky, set against the dazzling verdant foliage through the many large windows. You can see as far as Haleakala Crater.

Take a seat on the terrace in the evening to witness spectacular sunsets, before gazing up at an inky star-filled sky, and wander through the tropical gardens.

The inside of the cottage is equally beautiful with wooden ceilings and floors, colorful textiles, and an inviting canopied bed. The kitchen is gleaming, and filled with everything you need to whip up a feast.

Places to Visit Nearby

• Haleakala National Park
• Hana Forest Reserve
• Pools of Oheo

Best VRBO in Kauai | Kaiholo 3-Bedroom Superior

Located on the Hawaiian island of Kauai, this handsome house has an open layout and 800-square-foot lanai that overlooks the dramatic coastline and soaring mountains. Floor-to-ceiling glass windows and doors allow plenty of light, and a refreshing breeze to flow through the home.

Each of the three bedrooms has an individual style, and en-suite bathroom, some with deep-soaking tubs.

Cook a delicious meal in the fully-equipped kitchen, and dine at the attractive indoor table, or al fresco on the lanai.  

Places to Visit Nearby

• Kalapaki Beach
• Kauai Lagoons Golf Club
• Kauai Museum

Best VRBO Party House in Hawaii | Waterfront in Heart of Hilo

One of the best VRBOs in Hawaii for friends looking to cut loose and party, this event-friendly two-level detached house has loads of indoor and outdoor space.

The kitchen has plenty of counter space for mixing your drinks and prepping your nibbles, and you can show off your grilling prowess on the large lanai. There’s a chilled outdoor seating area overlooking the pond, as well as a relaxing den, dining table, and card table indoors.

Take the party to the spacious basement which sits right over the pond. If anyone’s feeling active, the property has a few kayaks available.

The five bedrooms are perfect for anyone needing to slink off early for their beauty sleep, and the home has three and a half bathrooms.  

Places to Visit Nearby

• Coconut Island Park
• Port of Hilo

Best VRBO with Pool | Honu La’e

Located in Poipu on Kauai Island, this superb Hawaii VRBO boasts a large and beautiful private pool within its gorgeous tropical garden. The large lanai has plenty of seats and overlooks the sparkling ocean, perfect for evenings watching a magical sunset.

Cook up a storm on the BBQ, or in the kitchen and dine inside or out. There are four bedrooms and four bathrooms—plenty of space for everyone to wash off and change clothes after a dip in the pool!

Places to Visit Nearby

• Lawai Beach
• National Tropical Botanical Garden
• Poipu Bay Golf Course

Best VRBO in Hawaii near Nightlife | Lux Ocean Frt Penthouse

Filled with eye-catching features, and boasting an incredible view across the harbor and ocean, this penthouse in Waikiki Honolulu, is a great choice for experiencing the lively nightlife of the town.

Within walking distance of many bars and clubs, including Paniolo Bar, Mai Tai Bar, and King’s Pub, you don’t need to worry about finding a taxi. Visit the free Hula show every Friday in the neighboring Ilikai, before being dazzled by the brilliant weekly firework show.

The penthouse has a sliding wall that separates the bedroom from the living room (with a sofa bed), meaning peace and privacy while you all sleep. The large open kitchen, living, dining, balcony space is ideal for pre-gaming with a few drinks before painting the town red.

Plus, you’re just steps from the beach when you want to clear your head the next day!

Places to Visit Nearby

• Ala Moana Center
• Waikiki Beach
• Magic Island  

Stunning VRBO for Honeymooners | Romantic Volcano Artist Cottage

This delightful cottage is a gorgeous hideaway for lovers. Surrounded by greenery on a three-acre garden estate, it’s tranquil with lots of privacy. The fireplace keeps the rustic cottage toasty and warm on chilly evenings, where you can cuddle up close.

The open shower is plenty big enough for two, with a window to survey the garden foliage while you wash, or luxuriate in the private and hidden hot tub.

You can enjoy a tasty breakfast each morning with treats like fresh fruits, homemade banana bread, and local coffee provided by the host.  

Places to Visit Nearby

• Thurston Lava Tube
• Volcano Garden Arts
• Kilauea Iki Crater

Best VRBO in Molokai | Tropical Style + Great View

This warm and welcoming home-from-home condo is our favorite Hawaii VRBO on the island of Molokai. The spacious apartment has a big bedroom for two, along with a sofa bed in the comfortable living area.

There’s a full modern open-plan kitchen and dining area, and the furnished balcony overlooks ancient ponds and the shimmering Pacific Ocean. Another plus point is the shared swimming pool!

It’s a terrific base for exploring Hawaii’s fifth-largest island, which is home to the world’s tallest sea cliffs, stunning sandy beaches, a large reef, and a predominantly Native Hawaiian population that maintains many traditional ways of life. This is hands down one of the best places to stay in Molokai.

Places to Visit Nearby

• Molokai Harbor
• Kapuaiwa Coconut Grove
• Kaunakakai Wharf

Best VRBO in Hawaii for a Group of Friends | Alohilani

Call up your BFFs because we’re sure you’re not going to want to pass up the opportunity for a fun mate’s break in this swanky villa.

There’s space for everyone to get a good night’s sleep with five stylish bedrooms (three of which are ensuite), a games room, lounge, and gourmet kitchen.

Outdoors, you’re sure to be wowed by the big swimming pool and Jacuzzi in the expansive private garden. There are high-class furnishings throughout, and other highlights include a gas BBQ, balconies, and awesome views.

Places to Visit Nearby

• Poipu Beach
• Poipu Shopping Village
• Kiahuna Beach

Beautiful Beachfront VRBO | Divine Lanikai Beach

With its own private tropical gardens and easy walking distance to the beach, this quaint and cozy vacation rental is ideal for a couple or few friends. You can spend your days basking in a cool breeze on the patio, exploring the nearby beaches and lounging in complete peace in your own private space.

Featuring lots of home comforts including a small kitchenette and plush furnishings, it is the perfect place to relax after a day in the sun.

Don’t Forget Your Hawaii Travel Insurance

ALWAYS sort out your backpacker insurance before your trip. There’s plenty to choose from in that department, but a good place to start is Safety Wing.

They offer month-to-month payments, no lock-in contracts, and require absolutely no itineraries: that’s the exact kind of insurance long-term travellers and digital nomads need.

SafetyWing is cheap, easy, and admin-free: just sign up lickety-split so you can get back to it!

Click the button below to learn more about SafetyWing’s setup or read our insider review for the full tasty scoop.

With so many amazing VRBOs in Hawaii to suit all tastes, I bet you’re keen to start planning your dream vacation. Keep it simple in a rustic cottage, or splash out for a stay in a luxurious penthouse or villa.

Whether you’re dreaming of decadence, or hoping to lap up an authentic island ambience, VRBO has got the place for you. No matter if you’re planning a romantic getaway for you and your love, a solo escapade, a mate’s break, or a family vacation, there’s a VRBO in Hawaii to make your trip one to remember.

If you’re coming to Hawaii from overseas don’t forget to consider taking out travel insurance for your stay; your peace of mind is priceless!

And for transparency’s sake, please know that some of the links in our content are affiliate links. That means that if you book your accommodation, buy your gear, or sort your insurance through our link, we earn a small commission (at no extra cost to you). That said, we only link to the gear we trust and never recommend services we don’t believe are up to scratch. Again, thank you!