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

Apr 7, 2021

This post contains references to products from one or more of our advertisers. We may receive compensation when you click on links to those products. Terms apply to the offers listed on this page. For an explanation of our Advertising Policy, visit this page.

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.

For more curated TPG travel tips and recommendations delivered each morning to your inbox, sign up for our free daily newsletter.

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


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


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.

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


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


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


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


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

Delta SkyMiles® Platinum American Express Card

Earn 90,000 bonus miles after you spend $3,000 in purchases on your new Card in your first 3 months. Offer ends 8/3/2022.

With Status Boost™, earn 10,000 Medallion Qualification Miles (MQMs) after you spend $25,000 in purchases on your Card in a calendar year, up to two times per year getting you closer to Medallion Status. Earn 3X Miles on Delta purchases and purchases made directly with hotels, 2X Miles at restaurants and at U.S. supermarkets and earn 1X Mile on all other eligible purchases. Terms Apply.

Apply Now
More Things to Know
  • Limited Time Offer: Earn 90,000 bonus miles after you spend $3,000 in purchases on your new Card in your first 3 months. Offer ends 8/3/2022.
  • Earn up to 20,000 Medallion® Qualification Miles (MQMs) with Status Boost® per year. After you spend $25,000 in purchases on your Card in a calendar year, you can earn 10,000 MQMs up to two times per year, getting you closer to Medallion® Status. MQMs are used to determine Medallion® Status and are different than miles you earn toward flights.
  • Earn 3X Miles on Delta purchases and purchases made directly with hotels.
  • Earn 2X Miles at restaurants worldwide including takeout and delivery in the U.S., and at U.S. supermarkets.
  • Earn 1X Miles on all other eligible purchases.
  • Receive a Domestic Main Cabin round-trip companion certificate each year upon renewal of your Card. Payment of the government imposed taxes and fees of no more than $80 for roundtrip domestic flights (for itineraries with up to four flight segments) is required. Baggage charges and other restrictions apply. See terms and conditions for details.
  • Enjoy your first checked bag free on Delta flights.
  • Fee Credit for Global Entry or TSA PreCheck® after you apply through any Authorized Enrollment Provider. If approved for Global Entry, at no additional charge, you will receive access to TSA PreCheck.
  • Enjoy an exclusive rate of $39 per person per visit to enter the Delta Sky Club® for you and up to two guests when traveling on a Delta flight.
  • No Foreign Transaction Fees.
  • $250 Annual Fee.
  • Terms Apply.
  • See Rates & Fees
Regular APR
17.24%-26.24% Variable
Annual Fee
Balance Transfer Fee
Recommended Credit
Terms and restrictions apply. See rates & fees.

Editorial Disclaimer: Opinions expressed here are the author’s alone, not those of any bank, credit card issuer, airlines or hotel chain, and have not been reviewed, approved or otherwise endorsed by any of these entities.

Disclaimer: The responses below are not provided or commissioned by the bank advertiser. Responses have not been reviewed, approved or otherwise endorsed by the bank advertiser. It is not the bank advertiser’s responsibility to ensure all posts and/or questions are answered.