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✈️ Teaching you how to use real estate to travel hack
💳 $150k travel on points
🌲 Building a microresort @staycavara
🏗️ San Diego multifamily investor
POSTS STORIES REELS TAGGED
We’re turning 11 acres of raw land into a luxury micro-resort 🌲✨

Welcome to our new series, “Building Cavara,” where we’re taking you behind the scenes of what it takes to transform a raw piece of land into a luxury micro-resort. 

We’ll be sharing the good, bad, and ugly of our experience in live time, so you’re not just watching a highlight reel, you’re actually learning alongside us. 

So be sure to follow along to see how we build unique stays in treehouses elevated into the canopy and cave suites that sit inside cave formations formed thousands of years ago. 

#microresort #cavara #nature #uniquestays #travel by @jaina_anne
84
2 months ago
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Same W2, completely different portfolio.

My path wasn’t linear. I tried cheaper rentals, STRs, LPs, joint ventures, and development. Not because I couldn’t stay focused, but because finding the right strategy means testing what actually fits my life and goals. For me, that’s not shiny object syndrome, it’s how I’m figuring it out.

If you’re building wealth beyond your 401k and stock portfolio without quitting your day job, you’re in the right place. So follow along!

And if you’ve ever been curious about what it means to be a private money lender in real estate, how it works, what to look for, and whether it’s right for you, drop “LENDER” in the comments and let’s talk.

#realestateinvesting #groundupdevelopment #sandiegorealestate #passiveincome #pointsandmiles by @jaina_anne
59
5 months ago
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Hi! I’m Jaina 🍀

I teach real estate investors how to leverage their real estate portfolios and expenses to travel luxuriously for nearly free 💰✈️

🚭 I work a full-time W2 in public health
🚪 Own 10 doors in Indiana
🏨 Am a boutique hotel investor for Terra Palm Springs 
🏠 Manage Mid-Term Rentals nationwide 

With just my small portfolio of midwest homes and business expenses, I earn tons of points and miles to redeem over $40,000 in travel annually!

And the best part is, you can do this too - even if you’re just starting out or don’t have any properties 🙌🏼

If you buy/sell/manage properties, you already have the spend to unlock luxury travel! And I’m here to show you simple strategies on how to turn your regular expenses into dream vacations over and over again.

So if you’re ready to start going from your Rentals to Resorts, FOLLOW @jaina_anne 

#realestateinvesting #midtermrentals #travelhacker #pointsandmiles #travel #pointsandmiles #realestate #vacation #FYP by @jaina_anne
63
a year ago
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Points and miles changed my life. Here are all the girls I’m NOT anymore 👇

I used to think credit cards were something to be scared of. Now they’re how I fly business class and stay in luxury hotels for pennies on the dollar.

The biggest mindset shifts:
✈️ Transferring points to airline and hotel partners almost always beats booking through the bank’s travel portal
💳 The right annual fee card pays for itself many times over in travel credits and perks
📈 Having multiple credit cards can actually help your credit score when you use them responsibly
🥂 Business class flights and 5-star hotels on points are real, not a fantasy
🌴 You can travel several times a year without draining your savings
🏨 Hotel ownership isn’t just for the ultra-wealthy. I’m a limited partner of 2 boutique hotels in Palm Springs, and General Partner of a micro-resort planned in Red River Gorge, KY.

Which girl were you? Tell me in the comments 👇

Comment POINTS if you need help with your next travel credit card.

#travelhacking #pointsandmiles #creditcardpoints #luxurytravel #allthegirlsimnotanymore by @jaina_anne
0
an hour ago
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I’ve stayed in some incredible hotels around the world on points. Now we’re building something I’d travel for: treehouses and cave suites in the Red River Gorge, Kentucky. 🌲

Here are 5 reasons this stay isn’t for everyone:

1️⃣ Barely a soul. There are only 6 suites on 11.5 acres: 3 treehouses and 3 cave suites carved into sandstone.
2️⃣ Nothing is square. The architecture follows the rock and the trees.
3️⃣ Total quiet. No streetlights, no neighbors, only stars.
4️⃣ No roughing it. You get heated floors and an indoor fireplace instead of a tent.
5️⃣ Everything is private. Every suite has its own hot tub and sauna.

If you want nightlife, keep scrolling. If you want a weekend where nobody can reach you, this is exactly for you.

👇 Treehouse or cave? Tag the person you’re bringing.

Follow @staycavara and join the newsletter through the link in their bio. I’m sharing every step of the build from the ground up.

#RedRiverGorge #KentuckyGetaway #TreehouseStay #Cavara #travelhacking taken in Red River Gorge Kentucky by @jaina_anne
3
2 days ago
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Kauai with them 🌺

#girlstrip #kauai #hawaii by @jaina_anne
59
4 months ago
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Building Cavara: Episode 2 - LOCATION

In case you missed it, we’re turning 11 acres of raw land into a luxury micro-resort. 

And the location of this micro-resort is Red River Gorge, Kentucky. 

RRG has over 2 million visitors annually, with 15% year over year growth and demand in every season. 

We’re leveraging this destination to pull in visitors to our resort who want to disconnect and enjoy nature in a more luxurious way. 

For our next episode, we’ll focus on the type of guest we’re catering to. So be sure you’re following to see how we’re building this micr-resort every step of the way. 

#travel #microresort #redrivergorge #kentucky #outdoors by @jaina_anne
23
a month ago
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Send this to your socal bestie ☀️🌴🌊

#socal #travel #california #pointsandmiles #southerncalifornia by @jaina_anne
17
2 months ago
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I am a Hyatt girlie! So this is how I’d rank popular Hyatt hotel redemptions with points:

🏨 S-Tier: n/a

🏨 A+: Grand Hyatt Seoul and Secrets Impressions Moxche

🏨 A: Andaz Costa Rica, Alila Ventana Big Sur, Grand Hyatt Kaui, Andaz Tokyo, and Park Hyatt Istanbul

🏨 A-: Thompson Central Park

🏨 A-/B+: Park Hyatt Chicago

🏨 D: Hyatt Palm Springs. I only stayed here to check off Hyatt for the Brand Explorer Program. I’d don’t recommend it and actually felt unsafe staying there. 

The majority of these hotels are in the A Tier, but I can’t say I’d put any of them in S. There are so many great Hyatt hotels and it’s so fun to experience the international properties.

‼️ Remember that if you applied for the Chase Sapphire Preferred card BEFORE June 15, 2026, you have till September 30, 2026 to use the 1:1 transfer ratio from Chase to Hyatt. Starting October 1, 2026, the Sapphire Preferred card will transfer at a 4:3 ratio from Chase to Hyatt. 

Let me know which Hyatt hotel was your favorite in the comments 👇🏼

#pointsandmiles #travelhacking #ranking #hyatt #hotels by @jaina_anne
11
a month ago
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I used to redeem my points for gift cards or cash back. $50 here, $100 there. It felt like free money until I found out what those same points were actually worth.

Credit card points aren’t worth much on their own. The real value shows up when you transfer them to airline and hotel partners instead of cashing out through the bank’s travel portal. That’s the difference between a $50 gift card and a $6,000 business class seat or $10,000 5-star hotel stay.

I’ve used this exact strategy to book JAL First Class, Emirates Business Class, Waldorf Astoria New York, and much more luxury travel I never would have paid cash for otherwise. Same points, but completely different outcome.

If you’re thinking about which travel credit card to get and don’t know where to start, DM me “CARDS” and I’ll walk you through it.

#travelhacking #creditcardpoints #pointsandmiles #travel #travelrewards by @jaina_anne
10
2 months ago
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I’ve flown business and first class for pennies on the dollar, and ranking them was harder than I expected!

Here’s how they stacked up👇🏼

✈️ S-Tier goes to Japan Airlines First Class on the A350. It’s not close. The seat, the service, the food, all of it feels like a different planet than everything else on this list.

✈️ A-Tier is Emirates Business on the A380, Turkish Business on the Dreamliner, and Hawaiian First on the Dreamliner. All genuinely great, all worth chasing down with points.

✈️ B-Tier is JetBlue Mint and Singapore Business on the 777-300ER. Still a massive upgrade over economy, but some kinks on the hard product that doesn’t quite make the cut for A-Tier.

The part people get wrong is thinking they don’t have enough points for these business and first class seats because they try to redeem their points in the bank’s travel portal, which is a rip off! 90% of the time, transferring points to partner airlines will get you outsized value to book these flights. That’s the actual skill here.

DM me “CARDS” and I’ll walk you through the best card options for your particular travel goals. 

#pointsandmiles #travelhacking #businessclass #firstclass #creditcardpoints by @jaina_anne
43
2 months ago
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For years I used points to stay at the most unique and luxurious hotels in the world. And now I’m building one.

I joined the team behind Cavara, a luxury micro resort with treehouses and cave suites built into the landscape. 

Every property I’ve stayed at on points, from all-inclusive resorts with private butlers to boutique hideaways, taught me something about what actually makes a stay unforgettable. That’s the experience I’m bringing to Cavara, knowing what makes a stay feel thoughtful instead of just nice, and building that into every detail guests will touch.

If you’re investing in real estate and you’re not travel hacking too, you’re skipping the best market research available. Every dream stay is a lesson in guest experience, and now I get to build one from the ground up.

#travelhacking #realestateinvesting #pointsandmiles #luxuryhospitality #groundupdevelopment by @jaina_anne
14
2 months ago
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