Luxury Maui Pool

8 Ultra-Luxury Places to Stay on Maui

If you’re a luxury seeker, Maui is the place to be. Accommodations on the Valley Isle run the gamut of opulence, from elegant beachfront condos to secluded vacation estates. Ready to plan your dream Maui getaway? Peruse eight of our favorite ultra-luxury places to stay on Maui.

Luxury Maui View


8 Ultra-Luxury Places to Stay on Maui


Hale Hui Kai 112

Hale Hui Kai 112 is a spacious two-bed, two-bath ground-floor unit that opens directly to Keawakapu Beach. Spend your days soaking up the splendor of one of Maui’s top beaches or exploring nearby luxury amenities like championship golf courses, five-star restaurants, and high-end shopping. The unit itself is roomy, with a fully-equipped kitchen, furnished outdoor spaces, and turquoise ocean-themed decor throughout. Top off your sun-filled days with evening cocktails on the lawn, or savor to-die-for sunset views from Hale Hui Kai’s beachfront pool.

Luxury Maui Hale Hui Kai


Maui Magic at Wailea Elua 2108

Fully remodeled in 2022, every detail of Maui Magic at Wailea Elua 2108 exudes luxury – think hand-selected art and decor, high thread count sheets in both bedrooms, and postcard-worthy ocean views from the spacious lanai. Cooking savants will adore the gourmet kitchen – which is as beautiful as it is functional – while foodies can explore a range of restaurants within walking distance of the unit. When you’re not enjoying 2108’s plush indoor and outdoor living spaces, you can head to the beach out front or the resort’s pools and sports courts.

Luxury Maui Magic At Wailea Elua


Hoʻolei Wailea Beach Villa

Hoʻolei Wailea Beach Villa is a tranquil escape from Wailea’s busy resort scene. The villa’s commodious digs feature two levels, a private interior elevator, an attached garage, and countless private nooks to retreat to – including two patios and a fit-for-royalty soaking tub in the primary bathroom. Likewise, the feeling of tranquility extends to Hoʻolei’s oasis-like pool area, complete with waterfall grottos and sandy coves. In need of some real beach time? Head across the street to the world-famous Wailea Beach, where you can enjoy snorkeling, watersports, and complimentary beach chairs and umbrellas.

Luxury Maui Hoolei


Hale Alana Estate

Luxury isn’t limited to Maui’s resorts – the Hale Alana Estate is the ultimate upscale escape. Set in the rolling hills above South Maui, this three-bed, three-bath vacation home is surrounded by manicured gardens and unobstructed ocean views. The lava rock pool beckons on sultry Kihei days, while the furnished lanai and jacuzzi are perfect places to sip champagne at sunset. Inside, lava rock furnishings, a host of house plants, and plenty of natural light give this vacation home a welcoming, summery feel. Beyond Hale Alana Estate’s palatial digs, South Maui’s best beaches, restaurants, shopping, and golfing are just a 5-10 minute drive away.

Luxury Maui Hale Alana


Kapalua Bay Villas The Pearl 20-B2

Live out your coastal-chic dreams at this stunning two-bed, three-bath beachfront villa. Floor-to-ceiling windows frame sweeping views of Ironwoods (Oneloa) Beach in every room, which complement the perfectly-curated coastal interior. Whip up home-cooked meals to enjoy on the covered lanai, or call up the Kapalua Resort Shuttle for a complimentary ride to one of the resort’s restaurants. If the surf or wind is too strong for a beach day, head to one of the property’s three heated pools or kick back in the cozy living room and binge your favorite show on the 58-inch flatscreen TV.

Luxury Maui Kapalua Bay Villas


Wailea Sunset Estate

Spanning 4,400 square feet, the aptly-named Wailea Sunset Estate offers luxury in spades. The estate’s four-bedroom interior is a riot of mahogany, rosewood, and teak, with entertainment centers and private ensuites in each bedroom. Outside, you’ll enjoy a plunge pool and hot tub, an oceanfront lawn (ideal for sunset views), and direct access to a pebbly cove where epic snorkeling awaits. The estate is also bookended by two gorgeous sandy beaches. Entertainers will love the full kitchen and indoor/outdoor dining areas, while gastronomes can choose from a host of restaurants just a short walk or drive from the estate.

Luxury Maui Wailea Sunset Estate


Makena Surf C107

C107 is the largest unit at Makena Surf, with nearly 2,500 square feet of living space. But the opulence doesn’t end there. This bright and airy two-bed, two-bath condo is decked out in tasteful neutral tones and touches of Hawaiian-style decor. Massive floor-to-ceiling retractable glass doors seamlessly blend the interior with the exterior, which opens up to a garden-like lawn and the Pacific Ocean just steps from your door. You’ll have premier access to excellent snorkeling, one of the best beaches on Maui (Po’olenalena), and Makena Surf’s tennis courts and swimming pools.

Luxury Maui Makena Surf


Pacific Paradise Kaʻanapali

Every inch of the Pacific Paradise Kaanapali is steeped in elegance – from the simple yet tasteful decor to the manicured tropical flora that surrounds the home. This palatial four-bedroom home will be your secluded oasis as you spend languid days by your private saltwater pool and evenings grilling al-fresco feasts. After a long day exploring Kaanapali’s nearby offerings – like shopping, dining, and myriad ocean sports – retreat to the sizable soaking tub in the primary bathroom or cozy up with a cocktail in the spacious common area.

Luxury Maui Pacific Paradise Kaanapali


Ready to indulge? Book one of these ultra-luxury properties today and live out your Maui vacation dreams.

Happy Travels!

logo line

  • Looking for great places to stay on Maui? You’ll save by BOOKING DIRECTLY with the owners/managers of these accommodations.
  • Looking for Maui deals? Sign up here for our free monthly Maui Deals & Steals e-newsletter with the latest book-direct deals from our advertisers.  


Questions? Comments? Drop us a line:

blog email

(Note: We recognize and respect the significance of the ‘okina and kahakō markings in the written Hawaiian language; however, we have omitted those diacritical markings on our site in order to integrate with the more common spellings used in online searches.)

©Copyright 2015-Present Maui Accommodations Guide. If you wish to share content from our site, you may do so only by publishing a link to our original content on MauiAccommodations.com, so full and clear credit is given to us. Any other unauthorized use and/or duplication of any materials on this site (either text or photos) without our express and written permission is strictly prohibited. For permission to use excerpts or photos from our site, please contact the publisher. Mahalo!

Maui Accommodations Guide © 2023 All Rights Reserved.