Between the private pools, the neighboring golf courses, the ocean views, and of course, the lanais, these homes embody the magic of Maui vacation rentals with their charming hospitality and local feel. All are so comfortable and private, that any of these villas can easily become your home away from home.
Wailea’s Andaz Four Bedroom Villa
Amid the frenzy of South Maui’s massive luxury resort community — the 1,500-acre ocean-view Wailea — sits the Andaz, a high-end, country club-style resort. Not only is the 297-room Andaz a quiet alternative to the many 500-plus room hotels in the area, but this property has a modern decor rarely found in these parts. Its simple clean lines, soft color palette, and use of natural materials evokes a feeling just as warm as Hawaii’s island hospitality. Inside Andaz’s private four-bedroom villa, guests can relax on custom-made furniture or under a 1,000-square-foot lanai in the shadows of palm trees and ocean waves.
Within the resort, lessons and classes of all kinds are included: snap away at a photography session, mix it up with a mixology class, or strum a tune during a ukulele lesson. And when you’re content to relax by the pool, choose from one of five — three of the pools are staggered one on top of the other, infinity-style, cascading down toward a lagoon pool. The whole pool area provides ocean views, but the tiered setup is a stunning visual in itself.
For an intimate retreat among two couples or a young family, this Lahaina home is the answer. Outdoor dinners under a backyard lanai with a classy alfresco dining setup underneath it are the norm at Maluhia. Just steps away, a swimming pool and hot tub face the ocean, and lounge furniture sets the scene for admiring distant views. From Maluhia’s property, you can lay eyes on small, neighboring islands Lanai and Molokai, a sight that is especially magical as the sun sets behind them in the evening. A pair of stone-carved maiden statues flank either end of the pool, the fountains cheekily depositing water back in (you’ll understand when you see them).
Aside from the statues, guests feel rather secluded even in the villa’s outdoor living areas, shaded on both sides by lush gardens, though still leaving room to peek out toward the water. Seclusion and all, you don’t have to go far to explore West Maui; just five minutes in the car gets you to the nearby Baby Beach, a hit among families with small children because of an offshore rocky breakwater line that keeps its water shallow. Ten minutes lands you in the town of Lahaina, where high-end restaurants like Fleetwood’s on Front St. (owned by American drummer Mick Fleetwood) and the artfully-decorated Lahaina Grill line the famous, oceanside Front Street.
Kihei’s Hale Uluniu
Life is simple at Hale Uluniu. In the 3,200-square-foot home, wake up each morning in one of three cozy bedrooms, each with its own bathroom, and allow your eyes to adjust to awe-inspiring surroundings. The two top-level rooms each open to their own private balcony with astounding views of the ocean off Maui’s west coast, and the ground floor master suite has sliding doors that open directly to the L-shaped swimming pool.
Spend your mornings lazing by the pool, or walk just 100 feet across your yard toward the stunning white sands of the quiet Uluniu Beach — it’s that close. The beach’s quiet stretch of sand is known for sea turtles that occasionally pop their heads up at shore and for spotting humpback whales, so gather some snorkeling equipment and flotation devices, which are provided at the villa for guest use. Nightlife here equals watching the sunset, so in the evening, retreat back to Hale Uluniu, where tiki torches surround the pool to create a classic Hawaiian ambiance.
Kapalua’s Coral Residence
Coral Residence is a sophisticated villa with a beach house feel, extensive amenities, and the space of a single-family home. In true Hawaiian fashion, the home opens to a private ocean-facing lanai through wall-to-wall glass doors. As part of Montage Kapalua Bay, a resort on the shores of Maui’s coastline, Coral is a good fit for young families that want to mingle, but who also want their privacy.
A typical day at Montage may begin with a delicious coffee procured from the resort’s Mahana Market. Tropical afternoon cocktails are to be enjoyed at Sunset Patio, and a locally-sourced seafood dinner is served at its signature restaurant, Cane & Canoe. Mornings and afternoons may be spent in the water — Coral Residence is steps away from a calm-water beach and the resort pool. Tennis and golf can also be planned, with courts on-site and two championship courses just a short drive away. Those would be Kapalua Golf’s two 18s: the par-73 Plantation Course (consistently ranked among Hawaii’s top courses and the annual host of the PGA Tour’s Sentry Tournament of Champions) and the par-72 Bay Course (host to more than 20 pro tournaments and home to Maui’s only hole to play over the ocean, its 17th).
Napili’s Napili Cove
You couldn’t get any closer to the ocean if you tried; Napili Cove is nestled right at water’s edge on Maui’s west coast. The shoreline nearest the villa is rocky but swimmable, and the crescent-shaped Napili Beach is less than a mile away. The beach’s calm waters make it a child’s delight, so bring the whole family out for a day spent sunbathing, swimming, and sea-turtle spotting. Rinsing off afterwards can be done courtesy of the home’s outdoor shower.
Aside from a family, this rental home easily accommodates two couples; the villa has two bedrooms of equal size, each equipped with an ensuite bathroom and private balcony with an ocean view. From floor to ceiling, touches of wood in both light and dark shades add character in tandem with predominantly white walls. The home’s contemporary aesthetic is enhanced with decorative artwork. The images gracing the walls depict Hawaii’s crystal-clear ocean water and mesmerizing sunset skies. Step outside onto Napili Cove’s ocean-facing deck, built under swaying palm trees, and you have the real thing.
Lahaina’s Hekili Point
Just four miles south of Lahaina on the west side of Maui island, there’s a tiny community called Olowalu with a population of 80 residents. The settlement was once a place of refuge for offenders against royals, but later became a farming community, then a sugarcane plantation. Now it has one of Hawaii’s most unusual coral reef systems, filled with hundred-year-old large coral heads, a manta ray cleaning station, and a Blacktip reef shark nursery.
One of the very few homes in the area is Hekili Point, a 1930s-style luxury home designed by Glenn Mason, an architect known for restoration work, who expertly combined old-style details like double-pitched roofs and eucalyptus floors with state-of-the-art smart-home technology. Mason’s build was inspired by traditional kama’aina architecture, a style dating back to early-1900s Hawaii and characterized by open plan spaces and wide verandahs, which Hekili Point does. The home’s tranquil oceanfront setting includes monkeypod trees (which have extremely broad canopies), extensive lawn space, and views of the West Maui Mountains, plus Molokini, Kahoolawe, and Lanai islands.
Makena’s Hale Makena
At Hale Makena, you’ll always feel connected with the outdoors. A retractable wall opens up the great room to the pool deck, easily blending indoor and outdoor spaces. Enjoy incredible views of the ocean and other waterfront Makena homes from the infinity pool or the attached hot tub. At sundown (or any time of day, really) mix up Mai Tais at the pool deck’s private cabana bar and start serving. The Villa Manager is happy to arrange surfing lessons, helicopter tours, a private chef, and more. Or, grab a kayak and head down to the beach inlet below, then paddle out for some entertaining whale watching.
The home is close — just a five-minute drive — to the bustling town of Wailea, but far more tranquil than that part of the island. Plus this part of Maui is rich in wildlife. Frequently spotted: turtles, eagle rays, and dolphins. You can see the coral reef from the master suite’s balcony, and two other bedrooms also provide ocean views. The four rooms are strategically placed in each of the home’s four corners for ultimate privacy.