Black Rock cliff jump
The walk down Ka’anapali Beach at golden hour. Cliff divers light the torches at sunset. Bring a towel.
A board-and-batten beach cottage in Lahaina. Month-long stays. Jeep Gladiator included.
Wood floors. White board-and-batten. An open kitchen that flows into the living room. A covered front lanai with hibiscus over the railing, and a backyard with an outdoor surfboard shower, hammock under string lights, and picnic-table swing.
A 2020 Jeep Gladiator with a Thule rooftop tent, parked in the driveway and ready when you are. Drive to Hana. Sleep above Hosmer Grove. Surf at dawn and grab shave ice on the way home.
Open living. Bright bedrooms. Sun-soaked lanai. A backyard built for slow afternoons.
A short list of the spots and drives that make a month in West Maui feel like three. None require reservations from the mainland — just the Jeep and an early start.
The walk down Ka’anapali Beach at golden hour. Cliff divers light the torches at sunset. Bring a towel.
Take the Jeep. Twin Falls, Wai’anapanapa black sand, Hamoa Beach. The drive is the point — don’t race it.
3:30am alarm, layers (40°F at the top), a thermos. Reserve a sunrise slot in advance. Nothing else like it.
Half-moon crater off the south shore. Crystal clear and full of life. Book a small boat — the catamarans are crowded.
Walk Front Street in the morning. Banyan tree, shave ice, locally-owned shops. Honor the rebuild — buy from the small places.
Forgiving inside reef break. Local instructors. Beginners stand up first session. Good for kids 7+.
A longer guide — places to eat, farmers markets, where to fill the Jeep — is sent with every confirmed inquiry.
Tell us your month, who’s coming, and what you’re hoping for. The form below takes 60 seconds.
We’ll send the rate sheet, rental terms, and a hold-the-date answer within 24 hours.
Self-managed by the owner. Keys at arrival, Jeep in the driveway, address sent 7 days before check-in.
Maui rewards a slower pace. A one-month minimum gives you time to actually unwind and use the Jeep properly, and lets us keep turnovers light enough to self-manage the property to a high standard.
Pricing varies by season. A current rate sheet is sent with every inquiry. It’s priced to be a real alternative to a long resort stay.
The 2020 Jeep Gladiator lives in the driveway and is included with the rental. Insurance, mileage, and rooftop-tent guidelines are covered in the rental agreement before arrival.
Yes. The Wi-Fi handles video calls and the lanai is honestly a better office than most.
A quiet residential pocket of Lahaina on the west side of Maui, near Ka’anapali. The exact address is shared once a stay is confirmed.
Kids — absolutely. Pets — case by case, just ask. Groups — let us know your headcount in the inquiry.
Next 12 months. Tap any open month to inquire about it — we’ll send rates and a hold-the-date answer within 24 hours.
Calendar updated recently. Don’t see your dates? Inquire anyway — we sometimes have flexibility.
No commitment. We’ll come back within 24 hours with availability, current rates, and any extra photos.
Walkthrough by the owner. Tap outside to close.