If you’ve booked your Southwest flight to Hawaii or are planning to in the coming months, your next step will be to figure out where you will stay.
Perhaps you want to book a gorgeous HomeAway vacation rental, or you want to save by using points to book Hawaii hotels.
Our team has compiled some great options to consider on Maui, Oahu and Kauai if you’re looking to book a hotel using points. We’ve got options from Sheraton, Hyatt and Holiday Inn Express.
To take advantage of many of these deals, it’s most helpful to consider opening some travel credit cards. If you decide to do so, please consider using the TRAVEL CREDIT CARDS links in the main menu of GotoTravelGal.com (shown below). This allows me to earn a commission at NO COST TO YOU to help support this free blog. Thank you so much!
5 Outstanding Hawaii Hotels to Book Using Points
1. Hyatt Regency Maui Resort & Spa
Maui is one of the most beautiful of the Hawaiian Islands, and Stephanie’s family was lucky enough to book four nights at the Hyatt Regency Maui Resort & Spa FREE. This Category 5 Hyatt hotel has rooms that you can book starting at 20,000 points per night.
Stephanie and her husband both opened Chase Hyatt credit cards, which at the time granted them each two FREE nights at any Hyatt in the world, thus their free four-night stay choosing Maui!
This Hyatt Regency is set right on the ocean on 40 acres. There’s also an on-site luau, resident penguins (yep, no joke!), spa, six pools with waterfalls, a fitness center and eight different options for dining. The resort has more than 800 rooms each with a private lanai (a Hawaiian word for “balcony” ;-)). It is truly paradise…
While the current World of Hyatt credit card no longer offers two free nights on sign up, you can get one free night each after you’ve held the card for one year. You also get 25,000 points when you spend $3,000 in the first three months and another 25,000 points after spending a total of $6,000 in the first six months. The card does come with a $95 annual fee.
If you need additional points for more nights, consider transferring Chase Ultimate Rewards, which transfer to World of Hyatt (Hyatt’s loyalty program) at a 1:1 ratio.
To earn Chase Ultimate Rewards, you could open the Chase Sapphire Preferred credit card (Lyn’s favorite) and earn 50,000 bonus points after a $4,000 minimum spend in three months. Plus, the $95 annual fee is waived the first year. OR, if you already hold this card, or another Chase Ultimate Rewards-earning card (like Chase Sapphire Reserve or Chase Freedom), simply transfer the amount of points you need over to World of Hyatt.
2. Sheraton Maui Resort & Spa
Another great hotel in Maui is the Sheraton Maui Resort & Spa. This is a Marriott Bonvoy Category 6 property, which means it costs 50,000 points per night ($375 value) to book. However, if you can save 200,000 points for four nights, you get the 5th night FREE.
The hotel features a cliff-diving ceremony and a lagoon style pool. Also, on the other side of the cliffs, there is a great spot to swim with the sea turtles.
If you sign up for the Chase Marriott Bonvoy Boundless credit card, you can earn a 100,000-point bonus after spending $5,000 in the first three months. It comes with a $95 annual fee, but you also get a free night to use annually after holding the card for at least a year. Keep in mind this card was formerly the Marriott Rewards® Premier, so you will not be eligible to open one if you currently hold the Premier card or earned a bonus on it within the last 24 months.
This card WILL count toward Chase’s 5/24 rule, which states they will not approve you for any new cards if you’ve opened five or more cards in the last 24 months, so be sure you have all the Chase cards you want (like the Southwest cards and Lyn’s favorite, Chase Sapphire Preferred) before applying for this one.
Alternately, Chase Ultimate Rewards points (mentioned above) ALSO transfer to Marriott Bonvoy at a 1:1 ratio if you need more points to book your stay.
3. Grand Hyatt Kauai Resort & Spa
The Grand Hyatt Kauai Resort & Spa is a beachfront resort on the island of Kauai with classic Hawaiian guest rooms each with its own balcony or lanai. While Southwest Airlines does not yet fly to Kauai, the airline has said flights will begin soon.
The property has an award-winning restaurant, spa and pools with waterfalls, lazy river, water slide and seating nooks. If you’d rather be in the ocean, Keoneloa Bay/Shipwreck Beach’s white sand is close by.
The World of Hyatt rewards program is one of the best hotel redemptions programs out there, which Nancy says her family uses frequently. The Grand Hyatt Kauai Resort & Spa costs $470 a night in July, but can be booked with 25,000 World of Hyatt points per night.
HOT TIP: The daily Resort Fee of $35, which can add up quickly, is waived when you book with World of Hyatt award points (but not the points + cash options)!
4. Sheraton Princess Kaiulani
The Sheraton Princess Kaiulani hotel on Oahu sits only one block from Waikiki Beach, as well as shopping and dining in the heart of Honolulu. The hotel has a freshwater pool, poolside bar and cabanas, a Hawaiian-inspired restaurant and an evening Polynesian Dinner Show, which is definitely something you should experience when in Hawaii!
This is another property that would allow you to use Marriott Bonvoy points for a stay. A free night at the the Sheraton Princess Kaiulani is 35,000 Marriott Bonvoy points, though depending on peak or off-peak seasons, points can be lower and higher.
Again, take advantage of the great perk with Marriott Bonvoy to redeem four nights and get the fifth night FREE! So for a total of 140,00 points, you could spend five nights at the Sheraton Princess Kaiulani .
There is also a daily resort fee of $33 plus tax, which you will have to pay. You can also book and pay for your room by combining cash and points if you don’t have enough points to help save on your Hawaiian vacation.
5. Holiday Inn Express Waikiki
Another affordable points option on Oahu is the Holiday Inn Express Waikiki, which is actually the largest Holiday Inn Express in the Americas with almost 600 rooms and standing at 44 stories. The property opened in 2017 and has a more modern design with a communal work space, more charging options.
On the fifth floor, there is an amazing Sky Deck with games like giant chess, mini golf, a video game room, shuffleboard, foosball and ping pong, and the hotel also has an outdoor pool and fitness center.
The hotel is only three blocks from Waikiki Beach, two blocks from Luxury Row shopping and four blocks from the Hawaii Convention Center, and it comes with free breakfast, which is one of Cami’s suggestions in her 10 Hacks to Save BIG Money on Your Hawaii Vacation post. Hawaii can be expensive, so having a free full breakfast every morning is a great savings!
You can book the Holiday Inn Express Waikiki for 40,000 points per night or for between about $140-$160 per night in cash. Rooms come with one or two beds, but unfortunately when booking with points, you don’t get to choose (though you can make a request); you sort of get what you get, which is not ideal.
To book the property you can transfer Chase Ultimate Rewards points to IHG Rewards (the loyalty program for Holiday Inn Express) or open an IHG credit card like the IHG Rewards Club Premier card, which currently has an 80,000-point bonus (that would be good for two nights!) after spending $2,000 on the card in the first three months and an additional 40,000-point bonus after spending a total of $5,000 in the first six months.
Cardholders also get a FREE fifth night when you book four award nights, and you also get a free night to use each year after your account’s yearly anniversary. Note: This card also counts toward the Chase 5/24 rule.
Will you choose any of these Hawaii hotels to book with points for your Hawaiian vacation?
Thanks again for using the TRAVEL CREDIT CARDS link in the main menu of GotoTravelGal.com for your credit card applications!
10 Things You Can Do to Start Flying Free TODAY!
Enter your email to get a free PDF that shows you 10 easy things you can do to begin your journey toward flying free RIGHT NOW! You'll also be added to Go to Travel Gal's weekly email newsletter list.