By Sarah Burchard
Courtesy of Resort Wailea. Photograph by Travis Rowan.
If you happen to’re on the lookout for the last word in consolation, privateness and wonder, Wailea, Maui, is the place for luxurious journey. Select from Maui’s high luxurious resorts, condominiums or non-public properties in your keep—only a mile from award-winning golf programs, world-renowned eating places and spas, and among the island’s most stunning spots to snorkel, swim and hike. Wailea, with its gorgeous coastal views, is the restorative getaway you and the one you love have been on the lookout for.
5-Night time Luxurious Journey Itinerary
Day 1: Arrive and settle into your suite.
Unwind out of your flight in your luxurious suite, full with a kitchen, lounge, lanai and outsized bathtub. Order a snack from room service, pop a bottle of champagne—perhaps even deal with your self to a nap.
Resort Wailea (Three nights)
Courtesy of Resort Wailea. Photograph by Travis Rowan.
Hotel Wailea is a Relais & Châteaux property and adults-only luxurious resort within the high-end resort neighborhood of Wailea, Maui.
From $799/evening
Koast
Kampachi collar from Koast Maui. Photograph by Sarah Burchard.
High Chef Masters winner and James Beard Award-nominated chef Chris Cosentino’s first Hawaiʻi enterprise, proper right here in Wailea. Take pleasure in Mediterranean fare expertly crafted with native substances in a breezy resort-like ambiance.
$25-$100 per individual
Day 2: Seashore day and purchasing spree.
At the moment you’ll loosen up on the seaside with a gourmand picnic and full the day with purchasing and dinner at Wailea’s high-end retail vacation spot simply down the street.
Luxe Seashore Picnic
Photograph courtesy of Resort Wailea.
Take pleasure in a luxe beach picnic with snacks ready by Spoon & Key Market on the Wailea seaside of your alternative. Simply put in your swimsuit, Resort Wailea does the remainder.
From $300
The Retailers at Wailea
Photograph from Shutterstock.
Maui’s premier retail vacation spot, The Shops at Wailea, options greater than 70 luxurious and life-style retail shops, together with Gucci, Louis Vuitton and Prada.
Aurum
Seared Kanpachi with cauliflower puree, market greens and yuzu-kosho dashi emulsion at Aurum. Photograph by Sebastian Sayegh/Sayegh Visuals.
Coming July 2025 to The Retailers at Wailea, Maui chef Taylor Ponte’s new restaurant, Aurum, presents refined but approachable eating, mixing New American delicacies with Hawaiʻi’s freshest, locally-sourced substances. Friends can count on à la carte service, with a robust deal with delivering worth by distinctive meals, hospitality and an upscale, but relaxed expertise.
$25-$100 per individual
Day 3: Hit the inexperienced, loosen up by the pool and dine with the chef.
At the moment you’ll play a spherical of golf at an award-winning golf course, unwind in your personal spacious pool cabana and revel in an unique bespoke dinner.
Wailea Golf Membership
Courtesy of Wailea Golf Membership. Photograph by Angela Treimer.
Play a spherical of golf on the premier golf course on Maui: Wailea Golf Club. Select from three award-winning programs. Programs are positioned mauka (towards the mountain) of the shoreline on the foothills of Mount Haleakala; at that elevation, golfers can take pleasure in an abundance of ocean and island vistas. Nearly each gap presents beautiful ocean views.
From $175 per individual
- Wailea Blue Course 18-hole spherical – $255
- Wailea Emerald or Gold Course – $285
- Wailea Bundle consists of three days of limitless play on all or any three Wailea programs plus discounted rental membership charges (potential financial savings of $250 or extra)
- Afternoon charges – $175 per spherical on the Wailea Blue or $200 per spherical on the Wailea Emerald or Gold.
- All costs are per individual and topic to relevant Hawaii GET.
Resort Wailea Pool Cabana
Courtesy of Resort Wailea.
Take pleasure in some cabana downtime by the pool. Your reservation ensures a server will examine on you often with full meals and beverage service, recent towels, loads of soft locations to lounge and a ceiling fan to maintain you cool.
$250
The Chef’s Desk at Resort Wailea
Courtesy of Resort Wailea
Be a part of chef Ryan Cruz and his crew in The Restaurant by Resort Wailea’s kitchen for an unique Chef’s Table expertise. You’ll get a front-row seat to the motion and particular consideration from the culinary crew as they put together a curated five-course menu only for you and a visitor. Add the wine pairing to reinforce your meal. The wine record right here is likely one of the largest on Maui.
From $550 per individual
Day 4: Hey Grand Wailea!
At the moment you’ll try of Resort Wailea and into the Grand Wailea for award-winning spa therapies and dinner on the world-famous Nobu.
Grand Wailea (2 nights)
Courtesy of Grand Wailea, A Waldorf Astoria Resort.
The Grand Wailea, a Waldorf Astoria Resort, is positioned on 40 acres of tropical beachfront property. It’s house to Maui’s largest non-public artwork assortment, the award-winning Kilolani Spa, Maui’s first Nobu restaurant and your alternative of 58 inclusive suites, in addition to 50 close by luxurious villas that present visitors with entry to all the Grand Wailea facilities.
From $995 per evening
Kilolani Spa
Courtesy of Grand Wailea Maui
No luxurious journey trip is full with out spa therapies. Rejuvenate at Grand Wailea’s Kilolani Spa, voted one in every of Vogue Journal’s 2025 greatest 100 spas on the planet.
From $245
Nobu Grand Wailea
Courtesy of Grand Wailea. Photograph by Parker Burr.
Take pleasure in world-renowned chef Nobu Matsuhisa’s signature dishes, akin to Black Cod with Miso and Yellowtail Jalapeño at Nobu Grand Wailea – a spectacular 13,000 foot indoor/outside restaurant that includes elevated service and delicacies, beautiful paintings and panoramic ocean views.
$100-$200 per individual
Day 5: Ocean journey and upcountry tour.
Begin your morning on the water paddling out to an underwater world of coral reefs and tropical fish to find. Then hit the street with some sight seeing in paniolo city and dinner at one in every of Maui’s most acclaimed pizzarias.
Outrigger Canoe Paddle & Snorkeling
Courtesy of Grand Wailea. Photograph by Parker Burr.
Begin your morning with a paddle out to Grand Wailea’s favourite snorkeling spot in a Hawaiian outrigger canoe, hosted by Maui Pacific Tours. Your information will level out varied tropical fish as you float above brightly coloured coral reefs.
$159 per individual
Upcountry
Makawao, courtesy of Hawaii Tourism Authority. Photograph by Tor Johnson.
Depart the coast for the afternoon to discover Upcountry – a rural area of Maui on the slopes of the Haleakala volcano.
Go to Makawao, a small city identified for its paniolo tradition, purchasing boutiques and artwork galleries.
Then head to Kula, house to the vast majority of Maui’s farms and cattle ranches. Schedule a farm tour at Kula Country Farms, identified for its strawberries, blueberries and fall pumpkin patch. Or go to Ali’i Kula Lavender for a stroll by the lavender fields. Ocean Organic Vodka additionally hosts excursions of its distillery with guided tastings.
Marlow
Courtesy of Marlow.
Earlier than leaving Upcountry, go to the city of Pukalani for a dinner at Marlow. Chef and co-owner Jeff Scheer – Maui No Ka Oi Journal’s ‘Aipono ‘Chef of The Yr’ in 2015 and James Beard Basis Semi-Finalist for Greatest Chef within the Pacific / North West in 2024 – creates elevated, seasonal native fare specializing in artisan Neapolitan sourdough pizza.
$25-$50 per individual
Then, take pleasure in a nightcap again on the resort. Tomorrow you pack and prepare to move house, rested and reeling out of your luxurious journey expertise on Maui.
