5 Nights of Luxurious Journey on Maui for {Couples}

By Sarah Burchard

Courtesy of Resort Wailea. Photograph by Travis Rowan.

When you’re searching for the last word in consolation, privateness and wonder, Wailea, Maui, is the place for luxurious journey. Select from Maui’s prime luxurious resorts, condominiums or non-public houses to your keep—only a mile from award-winning golf programs, world-renowned eating places and spas, and among the island’s most lovely spots to snorkel, swim and hike. Wailea, with its gorgeous coastal views, is the restorative getaway you and the one you love have been searching 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, front room, 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 lodge within the high-end resort neighborhood of Wailea, Maui.

From $799/evening

Koast

Kampachi collar from Koast Maui. Photograph by Sarah Burchard.

Prime Chef Masters winner and James Beard Award-nominated chef Chris Cosentino’s first Hawaiʻi enterprise, proper right here in Wailea. Get pleasure from Mediterranean fare expertly crafted with native components in a breezy resort-like ambiance.

$25-$100 per individual

Day 2: Seaside day and purchasing spree.

At the moment you’ll loosen up on the seashore with a connoisseur picnic and full the day with purchasing and dinner at Wailea’s high-end retail vacation spot simply down the street.

Luxe Seaside Picnic

Photograph courtesy of Resort Wailea.

Get pleasure from a luxe beach picnic with snacks ready by Spoon & Key Market on the Wailea seashore of your alternative. Simply put in your swimsuit, Resort Wailea does the remaining.

From $300

The Outlets at Wailea

Photograph from Shutterstock.

Maui’s premier retail vacation spot, The Shops at Wailea, options greater than 70 luxurious and way of life 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 Outlets 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 components. Visitors can anticipate à la carte service, with a powerful give attention to 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 luxuriate 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. Just about 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.

Get pleasure from some cabana downtime by the pool. Your reservation ensures a server will examine on you repeatedly with full meals and beverage service, contemporary 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 group 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 group as they put together a curated five-course menu only for you and a visitor. Add the wine pairing to boost your meal. The wine record right here is without doubt one of the largest on Maui.

From $550 per individual

Day 4: Hiya Grand Wailea!

At the moment you’ll take a look at 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 the entire 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 considered one of Vogue Journal’s 2025 greatest 100 spas on the planet. 

From $245

Nobu Grand Wailea

Courtesy of Grand Wailea. Photograph by Parker Burr.

Get pleasure from world-renowned chef Nobu Matsuhisa’s signature dishes, corresponding 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 art work 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 considered one 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 recognized for its paniolo tradition, purchasing boutiques and artwork galleries.

Then head to Kula, house to nearly all of Maui’s farms and cattle ranches. Schedule a farm tour at Kula Country Farms, recognized 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 Finest 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 lodge. Tomorrow you pack and prepare to go house, rested and reeling out of your luxurious journey expertise on Maui.

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