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Get away from the crowds: 6 incredible Hawaii vacation home rentals

April 07, 2021
5 min read
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You don't have to leave the U.S. to find some of the best vacation and beach destinations the world has to offer — starting with Hawaii. Not only is Hawaii a destination that has something for everyone, but there are seven inhabitable main islands to choose from. There's always somewhere new to explore in the Aloha State.

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While deciding which Hawaiian island to hit can be tough, finding the perfect vacation home rental shouldn't be, which is why we've rounded up a few of our favorites to get you started. From an off-the-grid tiny house to a once-in-a-lifetime beachfront splurge, these properties will have you packing your bags in no time.

Big adventure in a tiny house

Pahoa

View On AirbnbThe Phoenix House-Tiny Home on Volcanic Lava Field

Calling all tiny house fans: We've got the spot for you. This funky bungalow on the Big Island sits on the Kalapana lava beds near the base of Kilauea Volcano — bringing the adventure straight to your back door. The one-bedroom, one-bathroom house is off the grid yet packed with modern amenities. Be prepared to wake up to panoramic views and tons of natural light, and get a peek at Pele's orange glow at night.

Rates start at $175/night.

Related: Best credit cards for booking an Airbnb

A-list luxury

Kailua-Kona

View On AirbnbModern Island Retreat with Best View in the Neighborhood

If a great pool is at the top of your vacation list, this rental will likely be the end of your search. This property's infinity pool is surrounded by lush flora and palm trees and provides ocean views for days. Modern island decor gives this private house a luxury resort feel — all for you and nine of your closest friends and family. The only problem? We have a feeling you won't want to leave.

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Rates start at $850/night.

Related: 7 breathtaking Airbnb rentals in Colorado we can’t wait to visit

Sun and sand on the Big Island

Puako

View On AirbnbHale I'a U'I - Beautiful Fish House - Extravagant!

Go big or go home, right? This 5,400-square-foot property, which sleeps 10 with plenty of room to spare, is the place to do it. Guests can take their pick from four spacious bedrooms, all of which have en-suite bathrooms (and three of which have outdoor showers — pinch us!). The on-site infinity pool overlooks Puako Beach, which is just steps away and a prime spot for snorkeling. The indoor-outdoor resort-style layout means ocean breezes 24/7. There's even a billiards table (with an ocean view) for when the weather calls for an indoor activity.

Rates start at $2,050/night.

Related: How to book the best Airbnb for your trip

Incredible indoor/outdoor living

Maui

View On AirbnbDreamy Indoor-Outdoor Living Opposite a Sandy Beach

This three-bedroom, three-bath 1940s-era plantation-style home in Maui sleeps six. It's close to the beach and situated between Kalama Skate Park and Kamaole Beach Park III. The home itself is beautiful but you'll love the backyard with a heated saltwater pool, a shaded living area and plenty of padded loungers for everyone. The home is surrounded by fruit trees and plumeria. The setting is perfect for a reunion of family or friends.

Rates start at $675/night.

Related: How to find the best Airbnb

Presidential paradise found

Kailua

View On AirbnbPlantation at Paradise Point

If it's good enough for a former president (we're looking at you President Obama), it's good enough for us. Yes, this is a once-in-a-lifetime splurge, but one look at this five-bedroom property which sleeps up to 10 guests and you'll understand why. This secluded villa has beach views that stretch on for days, a fully furnished gym and a lagoon pool with a waterfall, surrounded by lush trees that brings maximum privacy to your vacation getaway.

Rates start at $5,200/night.

Related: From Star Wars-themed to beachfront paradise: 10 top Airbnb homes in Florida

A charming cottage that's all action

Kapaa

View On AirbnbGo Paddling & Biking from Charming Riverside Garden Cottage

You don't have to be a millionaire to book a great vacation rental in Hawaii, and this charming cottage is proof. This cozy and cool property is centrally located for whatever adventure is on the day's agenda, yet also comes with kayaks, stand-up paddleboards and access to the Wailua River for those looking to stay closer to home. If you're in need of a beach fix, it's only a short walk away.

Rates start at $205/night.

Bottom line

Vacations are precious times with friends and family — now more than ever. And Hawaii is the perfect destination if you're looking for a change of scenery without leaving the U.S. Once you've nailed down which island is right for you, it's time to think about accommodations. If you're ready to start planning your next adventure, let these properties inspire you.

Feature photo by Madison Blancafor/The Points Guy

Featured image by (Photo by Madison Blancafor)
Editorial disclaimer: Opinions expressed here are the author’s alone, not those of any bank, credit card issuer, airline or hotel chain, and have not been reviewed, approved or otherwise endorsed by any of these entities.

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Our points-obsessed staff uses a plethora of credit cards on a daily basis. If anyone on our team wouldn’t recommend it to a friend or a family member, we wouldn’t recommend it on The Points Guy either. Our opinions are our own, and have not been reviewed, approved, or endorsed by our advertising partners.
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TPG featured card

Best premium travel card for value
TPG Editor‘s Rating
Card Rating is based on the opinion of TPG‘s editors and is not influenced by the card issuer.
4 / 5
Go to review

Rewards

1 - 10X points
10xEarn 10x total points on hotels and car rentals when you purchase travel through Chase Ultimate Rewards®.
5xEarn 5x total points on flights through Chase Ultimate Rewards®.
3xEarn 3x points on other travel and dining.
1xEarn 1 point per $1 spent on all other purchases

Intro offer

80,000 bonus points
Earn 80,000 bonus points after you spend $4,000 on purchases in the first 3 months from account opening. That's $1,200 toward travel when you redeem through Chase Ultimate Rewards®

Annual Fee

$550

Recommended Credit

740-850
Excellent
Credit ranges are a variation of FICO© Score 8, one of many types of credit scores lenders may use when considering your credit card application.

Why We Chose It

If you are looking to take your premium rewards to the highest level, this card is really a no brainer in our eyes. Chase's Ultimate Rewards make points easy to redeem, with a wide range of 10 airline and three hotel transfer partners and a friendly user interface. Despite the high annual fee, Chase is consistently adding new benefits to keep the card competitive in a fierce premium rewards field.

Pros

  • $300 annual travel credit as reimbursement for travel purchases charged to your card each account anniversary year
  • Access to Chase Ultimate Rewards hotel and airline travel partners
  • Unlimited 3x points on the broad category of travel and dining
  • 50% more value when you redeem your points for travel through Chase Ultimate Rewards®
  • Broad definitions for travel and dining bonus categories

Cons

  • Steep $550 annual fee
  • May not make sense for people that don't travel frequently
  • You must spend the $300 travel credit before earning 3x points for travel and dining
  • No automatic hotel elite status
  • Earn 80,000 bonus points after you spend $4,000 on purchases in the first 3 months from account opening. That's $1,200 toward travel when you redeem through Chase Ultimate Rewards®
  • $300 Annual Travel Credit as reimbursement for travel purchases charged to your card each account anniversary year.
  • Earn 5x total points on flights and 10x total points on hotels and car rentals when you purchase travel through Chase Ultimate Rewards® immediately after the first $300 is spent on travel purchases annually. Earn 3x points on other travel and dining & 1 point per $1 spent on all other purchases
  • Get 50% more value when you redeem your points for travel through Chase Ultimate Rewards®. For example, 80,000 points are worth $1,200 toward travel
  • 1:1 point transfer to leading airline and hotel loyalty programs
  • Access to 1,300+ airport lounges worldwide after an easy, one-time enrollment in Priority Pass™ Select and up to $100 application fee credit every four years for Global Entry, NEXUS, or TSA PreCheck®
  • Count on Trip Cancellation/Interruption Insurance, Auto Rental Collision Damage Waiver, Lost Luggage Insurance and more
Best premium travel card for value
TPG Editor‘s Rating
Card Rating is based on the opinion of TPG‘s editors and is not influenced by the card issuer.
4 / 5
Go to review

Rewards Rate

10xEarn 10x total points on hotels and car rentals when you purchase travel through Chase Ultimate Rewards®.
5xEarn 5x total points on flights through Chase Ultimate Rewards®.
3xEarn 3x points on other travel and dining.
1xEarn 1 point per $1 spent on all other purchases
  • Intro Offer
    Earn 80,000 bonus points after you spend $4,000 on purchases in the first 3 months from account opening. That's $1,200 toward travel when you redeem through Chase Ultimate Rewards®

    80,000 bonus points
  • Annual Fee

    $550
  • Recommended Credit
    Credit ranges are a variation of FICO© Score 8, one of many types of credit scores lenders may use when considering your credit card application.

    740-850
    Excellent

Why We Chose It

If you are looking to take your premium rewards to the highest level, this card is really a no brainer in our eyes. Chase's Ultimate Rewards make points easy to redeem, with a wide range of 10 airline and three hotel transfer partners and a friendly user interface. Despite the high annual fee, Chase is consistently adding new benefits to keep the card competitive in a fierce premium rewards field.

Pros

  • $300 annual travel credit as reimbursement for travel purchases charged to your card each account anniversary year
  • Access to Chase Ultimate Rewards hotel and airline travel partners
  • Unlimited 3x points on the broad category of travel and dining
  • 50% more value when you redeem your points for travel through Chase Ultimate Rewards®
  • Broad definitions for travel and dining bonus categories

Cons

  • Steep $550 annual fee
  • May not make sense for people that don't travel frequently
  • You must spend the $300 travel credit before earning 3x points for travel and dining
  • No automatic hotel elite status
  • Earn 80,000 bonus points after you spend $4,000 on purchases in the first 3 months from account opening. That's $1,200 toward travel when you redeem through Chase Ultimate Rewards®
  • $300 Annual Travel Credit as reimbursement for travel purchases charged to your card each account anniversary year.
  • Earn 5x total points on flights and 10x total points on hotels and car rentals when you purchase travel through Chase Ultimate Rewards® immediately after the first $300 is spent on travel purchases annually. Earn 3x points on other travel and dining & 1 point per $1 spent on all other purchases
  • Get 50% more value when you redeem your points for travel through Chase Ultimate Rewards®. For example, 80,000 points are worth $1,200 toward travel
  • 1:1 point transfer to leading airline and hotel loyalty programs
  • Access to 1,300+ airport lounges worldwide after an easy, one-time enrollment in Priority Pass™ Select and up to $100 application fee credit every four years for Global Entry, NEXUS, or TSA PreCheck®
  • Count on Trip Cancellation/Interruption Insurance, Auto Rental Collision Damage Waiver, Lost Luggage Insurance and more