{"id":336005,"date":"2025-12-09T07:29:12","date_gmt":"2025-12-09T07:29:12","guid":{"rendered":"https:\/\/peraltafinancing.com\/uncategorized\/how-to-book-a-hawaii-vacation-with-points-and-miles\/"},"modified":"2025-12-09T07:29:12","modified_gmt":"2025-12-09T07:29:12","slug":"how-to-book-a-hawaii-vacation-with-points-and-miles","status":"publish","type":"post","link":"https:\/\/fivemor.com\/?p=336005","title":{"rendered":"How to Book a Hawaii Vacation with Points and Miles"},"content":{"rendered":"<p> <br \/>\n<\/p>\n<div>\n<div style=\"background-color: #f9f9f9; padding: 1em; border-left: 4px solid #555; font-size: 0.95rem; font-style: italic; margin-bottom: 1.5em;\"><strong>Advertiser Disclosure:<\/strong> JenWoodhouse.com is part of an affiliate sales network and receives compensation for sending traffic to partner sites. This compensation may impact how and where links appear on this site. This site does not include all financial companies or all available financial offers. The content on this page is accurate as of the posting date; however, some of the offers mentioned may have expired.<br \/>Terms apply to American Express benefits and offers. Enrollment may be required for select American Express benefits and offers. Visit <a href=\"https:\/\/www.americanexpress.com\" target=\"_blank\" rel=\"noopener noreferrer\">americanexpress.com<\/a> to learn more.<\/div>\n<p>One of your most requested destinations has been Hawaii, so I thought I\u2019d go over the many ways to book a Hawaii vacation for almost free!\u00a0Based on my research, the cash cost of roundtrip flights and 4 nights in Hawaii could be over $4,500. However, if you leverage reward points, this trip can cost as little as $22!\u00a0<\/p>\n<p>Have I gotten your attention yet? Let\u2019s break it down\u2026<\/p>\n<h3 class=\"wp-block-heading\">Flights to Hawaii with Points<\/h3>\n<p>There are several ways to book flights to Hawaii using points, depending on your preferred airline and rewards program. Here are some options we explored:<\/p>\n<ul class=\"wp-block-list\">\n<li><strong>Southwest Airlines<\/strong>: You might use ~30,000 Rapid Rewards\u00ae points + Companion Pass to cover 2 round-trip tickets. Taxes and fees would typically be $11.20 each.<\/li>\n<li><strong>Delta SkyMiles<\/strong>: Flights from the West Coast can be found as low as 25,000\u201345,000 SkyMiles roundtrip.<\/li>\n<li><strong>United MileagePlus\u00ae<\/strong>: Award availability for ~45,000 miles roundtrip.<\/li>\n<li><strong>Singapore KrisFlyer<\/strong>: Redeem ~39,000 KrisFlyer miles on United-operated flights.<\/li>\n<li><strong>British Airways Avios<\/strong>: Use Avios to fly American Airlines \u2014 as low as 26,000\u201340,000 roundtrip, distance-based.<\/li>\n<li><strong>Turkish Airlines Miles&amp;Smiles<\/strong>: Only 15,000 miles roundtrip in economy \u2014 yes, really! But requires more effort.<\/li>\n<\/ul>\n<blockquote class=\"wp-block-quote is-layout-flow wp-block-quote-is-layout-flow\">\n<p>Tip: If you\u2019re not sure which credit card points transfer to which hotel and airline partners, <strong><span style=\"text-decoration: underline;\"><a href=\"https:\/\/jenwoodhouse.com\/wp-content\/uploads\/2022\/10\/JenWoodhouse-Credit-Card-Transfer-Partners.pdf\">download our free Transfer Partner Cheat Sheet<\/a><\/span> <\/strong>for a quick reference.<\/p>\n<\/blockquote>\n<figure class=\"wp-block-image size-large\"><img loading=\"lazy\" decoding=\"async\" width=\"775\" height=\"1024\" class=\"wp-image-30472\" alt=\"\" srcset=\"https:\/\/jenwoodhouse.com\/wp-content\/uploads\/2024\/07\/IMG_1116-775x1024.jpg 775w, https:\/\/jenwoodhouse.com\/wp-content\/uploads\/2024\/07\/IMG_1116-227x300.jpg 227w, https:\/\/jenwoodhouse.com\/wp-content\/uploads\/2024\/07\/IMG_1116-768x1015.jpg 768w, https:\/\/jenwoodhouse.com\/wp-content\/uploads\/2024\/07\/IMG_1116-1162x1536.jpg 1162w, https:\/\/jenwoodhouse.com\/wp-content\/uploads\/2024\/07\/IMG_1116.jpg 1290w\" data-lazy-sizes=\"(max-width: 775px) 100vw, 775px\" src=\"https:\/\/jenwoodhouse.com\/wp-content\/uploads\/2024\/07\/IMG_1116-775x1024.jpg\"\/><img loading=\"lazy\" decoding=\"async\" width=\"775\" height=\"1024\" class=\"wp-image-30472\" src=\"https:\/\/jenwoodhouse.com\/wp-content\/uploads\/2024\/07\/IMG_1116-775x1024.jpg\" alt=\"\" srcset=\"https:\/\/jenwoodhouse.com\/wp-content\/uploads\/2024\/07\/IMG_1116-775x1024.jpg 775w, https:\/\/jenwoodhouse.com\/wp-content\/uploads\/2024\/07\/IMG_1116-227x300.jpg 227w, https:\/\/jenwoodhouse.com\/wp-content\/uploads\/2024\/07\/IMG_1116-768x1015.jpg 768w, https:\/\/jenwoodhouse.com\/wp-content\/uploads\/2024\/07\/IMG_1116-1162x1536.jpg 1162w, https:\/\/jenwoodhouse.com\/wp-content\/uploads\/2024\/07\/IMG_1116.jpg 1290w\" sizes=\"auto, (max-width: 775px) 100vw, 775px\"\/><\/figure>\n<h3 class=\"wp-block-heading\">Hotel in Hawaii with Points<\/h3>\n<p>Let\u2019s say you wanted to stay at the <strong>Hyatt Regency Maui Resort and Spa<\/strong>, where four nights could cost around $3,564. Here\u2019s how you might use points instead:<\/p>\n<p>As of 2025, this property is classified as a <strong>Category 6<\/strong>, which means:<\/p>\n<ul class=\"wp-block-list\">\n<li><strong>Off-Peak<\/strong>: 21,000 points\/night<\/li>\n<li><strong>Standard<\/strong>: 25,000 points\/night<\/li>\n<li><strong>Peak<\/strong>: 29,000 points\/night<\/li>\n<\/ul>\n<p>Booking at the standard rate of 25,000 points per night would total <strong>100,000 World of Hyatt\u00ae points<\/strong> for a 4-night stay.<\/p>\n<p>Those points can be transferred from a <span style=\"text-decoration: underline;\"><a href=\"https:\/\/milevalue.com\/creditcards\/chase-sapphire-preferred\/?aff=jw\"><strong>Chase Sapphire Preferred\u00ae Card<\/strong><\/a><\/span>, which offers 1:1 transfers to Hyatt. One welcome offer can cover the entire stay!<\/p>\n<figure class=\"wp-block-image size-large\"><img loading=\"lazy\" decoding=\"async\" width=\"1024\" height=\"509\" class=\"wp-image-30691\" alt=\"\" srcset=\"https:\/\/jenwoodhouse.com\/wp-content\/uploads\/2025\/04\/Screenshot-2025-04-12-at-12.50.44\u202fPM-1024x509.png 1024w, https:\/\/jenwoodhouse.com\/wp-content\/uploads\/2025\/04\/Screenshot-2025-04-12-at-12.50.44\u202fPM-300x149.png 300w, https:\/\/jenwoodhouse.com\/wp-content\/uploads\/2025\/04\/Screenshot-2025-04-12-at-12.50.44\u202fPM-768x382.png 768w, https:\/\/jenwoodhouse.com\/wp-content\/uploads\/2025\/04\/Screenshot-2025-04-12-at-12.50.44\u202fPM.png 1222w\" data-lazy-sizes=\"(max-width: 1024px) 100vw, 1024px\" src=\"https:\/\/jenwoodhouse.com\/wp-content\/uploads\/2025\/04\/Screenshot-2025-04-12-at-12.50.44\u202fPM-1024x509.png\"\/><img loading=\"lazy\" decoding=\"async\" width=\"1024\" height=\"509\" class=\"wp-image-30691\" src=\"https:\/\/jenwoodhouse.com\/wp-content\/uploads\/2025\/04\/Screenshot-2025-04-12-at-12.50.44\u202fPM-1024x509.png\" alt=\"\" srcset=\"https:\/\/jenwoodhouse.com\/wp-content\/uploads\/2025\/04\/Screenshot-2025-04-12-at-12.50.44\u202fPM-1024x509.png 1024w, https:\/\/jenwoodhouse.com\/wp-content\/uploads\/2025\/04\/Screenshot-2025-04-12-at-12.50.44\u202fPM-300x149.png 300w, https:\/\/jenwoodhouse.com\/wp-content\/uploads\/2025\/04\/Screenshot-2025-04-12-at-12.50.44\u202fPM-768x382.png 768w, https:\/\/jenwoodhouse.com\/wp-content\/uploads\/2025\/04\/Screenshot-2025-04-12-at-12.50.44\u202fPM.png 1222w\" sizes=\"auto, (max-width: 1024px) 100vw, 1024px\"\/><\/figure>\n<figure class=\"wp-block-image size-large\"><img loading=\"lazy\" decoding=\"async\" width=\"1024\" height=\"937\" class=\"wp-image-30686\" alt=\"\" srcset=\"https:\/\/jenwoodhouse.com\/wp-content\/uploads\/2025\/04\/Screenshot-2025-04-12-at-12.33.55\u202fPM-1024x937.png 1024w, https:\/\/jenwoodhouse.com\/wp-content\/uploads\/2025\/04\/Screenshot-2025-04-12-at-12.33.55\u202fPM-300x275.png 300w, https:\/\/jenwoodhouse.com\/wp-content\/uploads\/2025\/04\/Screenshot-2025-04-12-at-12.33.55\u202fPM-768x703.png 768w, https:\/\/jenwoodhouse.com\/wp-content\/uploads\/2025\/04\/Screenshot-2025-04-12-at-12.33.55\u202fPM-1536x1406.png 1536w, https:\/\/jenwoodhouse.com\/wp-content\/uploads\/2025\/04\/Screenshot-2025-04-12-at-12.33.55\u202fPM.png 1962w\" data-lazy-sizes=\"(max-width: 1024px) 100vw, 1024px\" src=\"https:\/\/jenwoodhouse.com\/wp-content\/uploads\/2025\/04\/Screenshot-2025-04-12-at-12.33.55\u202fPM-1024x937.png\"\/><img loading=\"lazy\" decoding=\"async\" width=\"1024\" height=\"937\" class=\"wp-image-30686\" src=\"https:\/\/jenwoodhouse.com\/wp-content\/uploads\/2025\/04\/Screenshot-2025-04-12-at-12.33.55\u202fPM-1024x937.png\" alt=\"\" srcset=\"https:\/\/jenwoodhouse.com\/wp-content\/uploads\/2025\/04\/Screenshot-2025-04-12-at-12.33.55\u202fPM-1024x937.png 1024w, https:\/\/jenwoodhouse.com\/wp-content\/uploads\/2025\/04\/Screenshot-2025-04-12-at-12.33.55\u202fPM-300x275.png 300w, https:\/\/jenwoodhouse.com\/wp-content\/uploads\/2025\/04\/Screenshot-2025-04-12-at-12.33.55\u202fPM-768x703.png 768w, https:\/\/jenwoodhouse.com\/wp-content\/uploads\/2025\/04\/Screenshot-2025-04-12-at-12.33.55\u202fPM-1536x1406.png 1536w, https:\/\/jenwoodhouse.com\/wp-content\/uploads\/2025\/04\/Screenshot-2025-04-12-at-12.33.55\u202fPM.png 1962w\" sizes=\"auto, (max-width: 1024px) 100vw, 1024px\"\/><\/figure>\n<p>Other hotel options for Hawaii travel:<\/p>\n<ul class=\"wp-block-list\">\n<li><strong>Marriott Bonvoy<\/strong> and <strong>Hilton Honors<\/strong>: Good availability, but dynamic pricing means point requirements are often much higher<\/li>\n<li><strong>Airbnb \/ VRBO \/ Vacasa<\/strong>: Use Capital One\u00ae miles or Citi\u00ae points as statement credits<\/li>\n<\/ul>\n<h3 class=\"wp-block-heading\">Side-by-Side Comparison: Points vs. Cash<\/h3>\n<figure class=\"wp-block-table\">\n<table class=\"has-fixed-layout\">\n<thead>\n<tr>\n<th>Expense<\/th>\n<th>With Points<\/th>\n<th>Cash Price<\/th>\n<\/tr>\n<\/thead>\n<tbody>\n<tr>\n<td>2 Flights to Hawaii<\/td>\n<td>30,000 Southwest\u00ae points + Companion Pass<\/td>\n<td>$1,059<\/td>\n<\/tr>\n<tr>\n<td>4 Nights at Hyatt<\/td>\n<td>100,000 World of Hyatt\u00ae points<\/td>\n<td>$3,564<\/td>\n<\/tr>\n<tr>\n<td><strong>Total<\/strong><\/td>\n<td><strong>130,000 points + $22.40<\/strong><\/td>\n<td><strong>$4,623<\/strong><\/td>\n<\/tr>\n<\/tbody>\n<\/table>\n<\/figure>\n<h3 class=\"wp-block-heading\">Plan Your Own Dream Trip<\/h3>\n<p>While this wasn\u2019t a trip we personally booked, these are the exact strategies we would use! A couple of well-timed credit card welcome offers and a thoughtful earning strategy can turn this dream trip into your reality.<\/p>\n<p>Want to take a similar trip? Here\u2019s how to get started:<\/p>\n<ul class=\"wp-block-list\">\n<li>Choose your destination<\/li>\n<li>Look at what airlines and hotel brands serve it<\/li>\n<li>Reverse-engineer the points you need<\/li>\n<li>Pick the right credit cards to help you earn those points<\/li>\n<\/ul>\n<div style=\"background-color: #f7f5f2; border: 1px solid #e2dfdb; border-radius: 20px; padding: 2.25rem; max-width: 720px; margin: 3rem auto; text-align: center; box-shadow: 0 4px 12px rgba(0,0,0,0.03); font-family: -apple-system, BlinkMacSystemFont, 'Segoe UI', Roboto, Helvetica, Arial, sans-serif;\">\n<h3 style=\"font-size: 1.6rem; font-weight: 600; color: #222; margin-top: 0; margin-bottom: 1rem;\">Want Help Planning Your First Points Trip?<\/h3>\n<p style=\"font-size: 1.1rem; max-width: 600px; margin: 0 auto 1.5rem; color: #444;\">I offer <strong>free personalized credit card consultations<\/strong> to help you:<\/p>\n<ul style=\"text-align: left; display: inline-block; font-size: 1.05rem; color: #444; line-height: 1.6; padding-left: 1.2rem; margin: 0 auto 2rem;\">\n<li>Create a smart points strategy tailored to your goals<\/li>\n<li>Choose the right cards in the right order<\/li>\n<li>Maximize welcome offers and transfer partners<\/li>\n<li>Start planning real trips with real rewards<\/li>\n<\/ul>\n<p><a style=\"display: inline-block; background-color: #1e1e1e; color: #fff; font-size: 1rem; padding: 0.85rem 1.75rem; text-decoration: none; border-radius: 8px; font-weight: 500; transition: background 0.3s ease;\" href=\"https:\/\/jenwoodhouse.myflodesk.com\/travel\" target=\"_blank\" rel=\"noopener noreferrer\"> Request Your Free Consult <\/a><\/div>\n<div style=\"background-color: #f9f9f9; padding: 1em; border-left: 4px solid #555; font-size: 0.9rem; font-style: italic; margin-top: 2em;\">\n<p style=\"margin-bottom: 0.5em;\"><strong>Editorial Disclosure:<\/strong> Opinions expressed here are the author\u2019s alone, not those of any bank, credit card issuer, airline, or hotel chain. This content has not been reviewed, approved or otherwise endorsed by any of the entities included within the post.<\/p>\n<p style=\"margin-top: 0.5em;\"><strong>User Generated Content Disclosure:<\/strong> Comments and opinions shared on this website do not reflect the views of the site owner or partners. Content submitted by users is not reviewed or endorsed.<\/p>\n<p>\u00a0<\/p>\n<\/div>\n<p><!--<rdf:RDF xmlns:rdf=\"http:\/\/www.w3.org\/1999\/02\/22-rdf-syntax-ns#\"\n\t\t\txmlns:dc=\"http:\/\/purl.org\/dc\/elements\/1.1\/\"\n\t\t\txmlns:trackback=\"http:\/\/madskills.com\/public\/xml\/rss\/module\/trackback\/\">\n\t\t<rdf:Description rdf:about=\"https:\/\/jenwoodhouse.com\/hawaii-vacation-with-points\/\"\n    dc:identifier=\"https:\/\/jenwoodhouse.com\/hawaii-vacation-with-points\/\"\n    dc:title=\"How To Book a $4,600 Hawaii Vacation Using Points and $22!\"\n    trackback:ping=\"https:\/\/jenwoodhouse.com\/hawaii-vacation-with-points\/trackback\/\" \/>\n<\/rdf:RDF>-->\n<\/div>\n\n","protected":false},"excerpt":{"rendered":"<p>Advertiser Disclosure: JenWoodhouse.com is part of an affiliate sales network and receives compensation for sending traffic to partner sites. This compensation may impact how and where links appear on this site. 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The content on this page is accurate as of the posting [&hellip;]<\/p>\n","protected":false},"author":1,"featured_media":336006,"comment_status":"open","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[161170,201],"tags":[2268,882,14466,7669,15245,641],"dealstore":[],"offerexpiration":[],"class_list":["post-336005","post","type-post","status-publish","format-standard","has-post-thumbnail","hentry","category-point","category-travel","tag-book","tag-hawaii","tag-miles","tag-point","tag-points","tag-vacation"],"yoast_head":"<!-- This site is optimized with the Yoast SEO plugin v26.4 - https:\/\/yoast.com\/wordpress\/plugins\/seo\/ -->\n<title>How to Book a Hawaii Vacation with Points and Miles - Som2ny Network<\/title>\n<meta name=\"robots\" content=\"index, follow, max-snippet:-1, max-image-preview:large, max-video-preview:-1\" \/>\n<link rel=\"canonical\" href=\"https:\/\/fivemor.com\/?p=336005\" \/>\n<meta property=\"og:locale\" content=\"en_US\" \/>\n<meta property=\"og:type\" content=\"article\" \/>\n<meta property=\"og:title\" content=\"How to Book a Hawaii Vacation with Points and Miles - Som2ny Network\" \/>\n<meta property=\"og:description\" content=\"Advertiser Disclosure: JenWoodhouse.com is part of an affiliate sales network and receives compensation for sending traffic to partner sites. 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