you're ready for this if
You searched high and low for the ultimate Hawaii girls trip in 2027, and you found it. You land on Maui, and the welcome gift is already in your room. The villa is at Ho'Olei, private, walk-to-the-water, the kind of place that is fully booked to the public and open to me. No front desk to argue with. No resort hallway that smells like every other hotel.
Mornings are slow and yours. Coffee on the lanai before anyone else is awake. Breakfast handled. Then the day opens up into the things you would never book for yourself, because booking them is a job, and you already have one.
We move to Kauai mid-week, and the whole mood shifts. Maui is golden and social. Kauai is green and quiet and a little wild, with cottages tucked into Waimea, the side of Hawaii that does not show up on the front of the brochure. Most people pick one island and miss the contrast entirely. You get both, and the inter-island flight is on me.
By the last night, you will have the kind of photos that have a job to do, and the kind of memory that does not need a photo at all.
This is the version where you say yes once and never think about logistics again.
I am a luxury travel advisor, and I build the trips most people only describe. I have already booked the villas, locked the islands, hired the guides, and reserved the tables. That is why this is the perfect Hawaii girls' trip for solo travelers. You pack a swimsuit and show up. The planning is done, the access is mine, and the only decision left to you is which beach you want to be on when the sun goes down.
Coming solo but don't want a single room? I've got you. If you book double occupancy without a roommate in mind, I'll personally match you with another wonderful woman on the trip. I take this seriously and I'm thoughtful about it, because who you share your space with matters. You can also tell me if you already have a friend you want to room with, and I'll make sure you're paired up. Either way, you'll never feel like the odd one out. Some of the best friendships from these trips start with a shared villa and a late-night conversation on the lanai.
Your spot is held with a $777 deposit, and you've got real options for the rest. If you'd rather break things up through a third party, I work with companies like Affirm and Uplift so you can finance your trip and pay over time on terms that fit your budget. Prefer something more personal? I'm also happy to build a custom payment plan around your needs, whatever pace feels doable for your life. The only hard rule is that your balance is paid in full 90 days before we depart. No giant lump sum standing in your way, no pressure. Book now, lock in your price, and pay it down however it works best for you.
Do I need to be young or athletic to go on this trip?
is trip insurance required?
when is the final payment due?
Is my deposit nonrefundable?
Do i have to rent a car or do we have transfers?
FAQs
Is my deposit nonrefundable?
Yes, your $777 deposit is nonrefundable. I know that can feel like a lot up front, so let me explain why. The second you book, I'm putting real money down on your behalf. Lodgings at Waimea Plantation Cottages and Ho'olei Villas at Grand Wailea get real money down, our group activities get held, and the planning machine starts running. Those commitments aren't refundable to me, which means I can't make them refundable to you.
Think of your deposit as your spot officially saved and your name locked into this experience. It's what lets me confidently say "you're in" and start building the magic around you. If you ever need to step away after booking, this is exactly where travel insurance comes in, which is why I recommend it so strongly (more on that below).
when is the full payment due?
Your final balance is due 70ish days before we depart, so that puts your last payment on February 18th, 2027. You don't have to wait until then, though. A lot of women love spreading payments out over the months leading up, and you're welcome to chip away at your balance anytime you want between now and that final due date.
I'll send reminders so nothing sneaks up on you, and you'll always know exactly where you stand. The only hard rule is that your balance needs to be paid in full by the 90-day mark, because that's when I'm settling up with all our suppliers and locking everything in for good.
DO I NEED TRAVEL INSURANCE?
You're not required to buy it, but I highly, highly recommend it, and here's the honest truth about why. I'm able to cancel this trip for any reason if I ever needed to. You don't have that same protection unless you buy travel insurance that gives it to you. Without it, your deposit and payments are at risk, and if something comes up between now and our departure, that money could be gone.
With the right policy, you're covered for things like trip cancellation, interruption, medical emergencies while we're traveling, and lost or delayed baggage. The piece I really want you to pay attention to is "cancel for any reason" coverage, because that's what gives you the same flexibility I have. Plans like that typically run around $300, which is a small price to protect a vacation you've invested real money and dreams into.
DO I NEED TO BE ATHLETIC OR YOUNG TO GO ON THIS TRIP?
Nope, not at all. This trip is built for women of every age and fitness level, and you get to choose your own adventure. Some of our activities are active, like hiking Waimea Canyon or kayaking and snorkeling, and others are pure relaxation, like our farewell beach picnic or soaking up the views.
You're never required to do anything that doesn't feel good in your body. If you want to push yourself, the opportunities are there. If you want to take it easy and savor the slow moments, that's beautiful too. This is open to any woman 21 and up, and I've found the magic of a trip like this comes from the mix of women who show up. The only thing you really need is a sense of adventure and a willingness to say yes to a little magic. Come exactly as you are.
Do I have to rent a car?
Nope, not required. I've got your airport transfers covered on both islands, and all of our group activities include transportation, so you'll never be stranded or stuck figuring out how to get around. Show up, and I'll handle getting you where you need to be. Plenty of women on this trip won't rent a car and won't miss it one bit.
That said, a rental is a great option if you want the freedom to explore on your own during downtime, grab coffee off-property, or chase a quiet sunset on your free day. And here's the perk: if you and your roommate split a car, I'll take $222 off your trip. If you were leaning that way anyway, you're getting rewarded for it, and splitting it two ways makes it easy on the wallet. Going solo? You still get the discount for just you at $333. Car or no car, you'll have a full, rich week either way.
relaxation
a balanced itinerary
A DAMN GOOD VACAY
NEW EXPERIENCES
girlhood
ADVENTURE
Claiming your seat takes about three minutes.
1. Tap any "BOOK MY SPOT NOW" button.
2. Fill out the short booking form and tell me single or double.
3. Sign the terms.
4. Pay your deposit, and your room is held.
That's it. You'll get an automated confirmation right away, and I take it from there.
You've wanted this for years. The only thing between you and that first morning on the lanai is one button.