Maui Luxury Rentals

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Showing top 200 rentals. Use the Search Filters button to narrow down the choices based on your preferences (like oceanview units, pricing, and dates).
$2037/nt (avg.)
Location: Honua Kai Resort, Kaanapali
Bedrooms: 3 - KKKTTX (sleeps 8)
5 (221 reviews)
Oceanfront condo in Honua Kai Resort, Maui. Includes 3BR, 3BA, gourmet kitchen, outdoor BBQ, home automation. Easy access to pools, beach, resort amenities. Features COVID guarantee, extra touches, possible car rental packages.
$1928/nt (avg.)
Location: Honua Kai Resort, Kaanapali
Bedrooms: 3 - TXX (sleeps 8)
5 (183 reviews)
Luxury 3BR ocean-front condo in Honua Kai Resort, Maui. Professionally decorated with custom furnishings, beachfront views, and lanai with outdoor kitchen.
Location: Kihei
Bedrooms: 6 - QQKKQK (sleeps 15)
5 (177 reviews)
Beachfront 6BR/6BA vacation rental in Kihei Town, Maui. Private gated road, swimming pool, 2 master suites, 2 family rooms, A/C, sleeps 14, ocean views.
$1629/nt (avg.)
Location: Hoolei, Wailea
Bedrooms: 3 - KQX (sleeps 10)
5 (132 reviews)
Luxurious 3 bed, 3.5 bath townhome at Hoolei Wailea Beach with private elevator, ocean views, BBQ area, entertainment system, and resort amenities.
$1685/nt (avg.)
Location: Wailea Beach Villas, Wailea
Bedrooms: 2 - KKTQX (sleeps 6)
5 (132 reviews)
The Maui Escape is a luxurious 2.5 bedroom, 2 bathroom villa with 2,200 sq ft of living space. It has views of the upper pool, a private lanai, and offers unique appointments such as custom wood shutters, granite and hard wood finishes, and honed marble floors.
$1852/nt (avg.)
Location: Wailea Beach Villas, Wailea
Bedrooms: 2 - KQX (sleeps 6)
5 (129 reviews)
Spacious 2 bed/2 bath villa with den as 3rd bedroom. Ocean and pool views. Elegant island style decor. Resort amenities including pools, gym, concierge.
$1824/nt (avg.)
Location: Polo Beach Club, Wailea
Bedrooms: 2 - KQX (sleeps 6)
5 (126 reviews)
Escape to paradise at Polo Beach Club in Wailea! This ground floor unit offers stunning ocean views, direct beach access, lush gardens, elegant furnishings, and proximity to shopping, dining, and golf.
Location: Hoolei, Wailea
Bedrooms: 3 - KKQ (sleeps 8)
5 (125 reviews)
Maui Breeze Retreat at Ho'olei is a luxurious 3 bedroom, 3.5 bath townhome with stunning Pacific Ocean views. Amenities include a swimming pool, hot tubs, sauna, fitness facility, private elevator, and gourmet kitchen.
Location: Lahaina
Bedrooms: 5 - KKKKXK (sleeps 10)
5 (121 reviews)
Summit Residence at Kaanapali Vista is a luxurious 5-bedroom vacation home with ocean views, private heated pool, fitness center, mini-spa, and entertainment room. It is located in a special neighborhood surrounded by Kaanapali Resort and its two world-class golf courses.
$1912/nt (avg.)
Location: Honua Kai Resort, Kaanapali
Bedrooms: 3 - KKKQ (sleeps 9)
5 (107 reviews)
Suite "Kai Hele Ku" is a spacious 3 bed 3 bath ground floor suite with direct ocean views, just 99 steps to the beach. It has a private lawn, folding glass wall, luxury amenities, and is at Honua Kai Resort & Spa.
$2830/nt (avg.)
Location: Kihei
Bedrooms: 4 - KKKK (sleeps 10)
5 (106 reviews)
One-of-a-Kind Maui Getaway with infinity pool, traditional/modern design, tropical views, whale watching, and stargazing. Experience the Aloha!
$1744/nt (avg.)
Location: Makena Surf, Makena
Bedrooms: 3 - KKT (sleeps 6)
5 (105 reviews)
3BR/3BA oceanfront condo with stunning views, 2 lanais, central AC, full kitchen, and luxury amenities. Sleeps 6, 5-minute walk to 2 beaches, 2 pools, 4 tennis courts, and exercise room. Maui offers many activities. No elevator.
$1549/nt (avg.)
Location: Napili Point, Napili
Bedrooms: 2 - (sleeps 4)
5 (104 reviews)
Oceanfront 2BR villa in Hawaii with resort amenities. Enjoy Maui sunsets from a private lanai, steps from beach & pools. Free 4-door car rental for 6+ night stays. Includes L'Occitane bath products, beach gear, & children's package.
$4621/nt (avg.)
Location: Kihei
Bedrooms: 5 - KKQKQ (sleeps 10)
5 (102 reviews)
South Beach at Coconut Bay is a large beachfront home in Kihei, Maui that can accommodate up to 10 adults and 2 infants. It features a free-form swimming pool, hot tub, BBQ grill, and outdoor shower. The villa has a gourmet kitchen, marble floors, and contemporary design.
$1533/nt (avg.)
Location: The Whaler, Kaanapali
Bedrooms: 2 - KKQ (sleeps 5)
5 (102 reviews)
Luxurious 8th floor beachfront condo with unobstructed ocean views from large wraparound lanai. Deluxe kitchen, 2 bedrooms, 2 bathrooms, and amenities including swimming pool, spa, gym, and tennis courts. Located next to Whaler Village for shopping, dining, and golf.
$1912/nt (avg.)
Location: Wailea Beach Villas, Wailea
Bedrooms: 4 - KKQK (sleeps 8)
5 (101 reviews)
Beachfront penthouse with panoramic ocean views, 4 bedrooms, 3 baths, complete 2017-2018 renovation, sleeps 8, direct elevator access, on-site amenities.
$1823/nt (avg.)
Location: Hana
Bedrooms: 3 - KQQX (sleeps 8)
4.9 (132 reviews)
Hana Homestead is a newly renovated eco-friendly home with ocean views, large decks, modern rustic touches, 3 bedrooms, 2 bathrooms, massage chair, and juice bar.
$1624/nt (avg.)
Location: The Whaler, Kaanapali
Bedrooms: 2 - KK (sleeps 6)
5 (86 reviews)
Whaler #252 is a remodeled, oceanfront 2 bed, 2 bath condo with stunning views of Kaanapali Beach, Black Rock, and the West Maui Mountains. It has a large wrap-around-lanai, updated kitchen, Sub Zero refrigerator, and new furniture.
Location: Lahaina
Bedrooms: 3 - KQQ (sleeps 6)
5 (84 reviews)
Newly updated oceanfront home with 3 bedrooms, each with a new Cal King bed, ensuite bathroom, and new air conditioning. Features a pool, spa, and access to great snorkeling and surfing. Fully equipped kitchen, laundry room, and garage. Free cancellation if re-rented.
$2199/nt (avg.)
Location: Wailea Beach Villas, Wailea
Bedrooms: 2 - KXT (sleeps 6)
5 (84 reviews)
Wailea Beach Villas offers a luxurious 2 bedroom + den/2 bath penthouse villa with a private elevator, BBQ, and ocean views. Amenities include pools, hot tubs, fitness center, and beach attendants. Located near golf courses, spas, and upscale shopping/dining.
$1539/nt (avg.)
Location: Makena Surf, Makena
Bedrooms: 2 - KK (sleeps 6)
5 (81 reviews)
Luxurious, upgraded 2BR, 2BA ocean-front condo in Maui's Wailea/Makena area. Breathtaking ocean views, 2 lanais, private entry, and luxury amenities.
$3873/nt (avg.)
Location: Lahaina
Bedrooms: 5 - KKKQQ (sleeps 10)
5 (80 reviews)
Stunning U-shaped beachfront home in Maui with 5 bedrooms, each with an en suite bath and lanai. Features a pool, spa, fully equipped kitchen, and direct beach access. Enjoy snorkeling, surfing, and watching sea turtles.
$1609/nt (avg.)
Location: Lahaina
Bedrooms: 4 - KKQTTDX (sleeps 8)
5 (80 reviews)
Former home of a rockstar, Fleetwood Villa in Maui offers a serene and private stay with a contoured swimming pool, hot tub, BBQ, and billiard table. With high vaulted ceilings, 4 bedrooms, and a cozy loft, it accommodates 8 guests.
Location: Lahaina
Bedrooms: 6 - KKTKK (sleeps 14)
4.9 (100 reviews)
Kahana Nui Villa is a 6-bedroom luxury oceanfront vacation rental home in Maui with stunning views, beach access, pool, hot tub, and unique Bali-inspired architecture.
$2189/nt (avg.)
Location: Wailea Beach Villas, Wailea
Bedrooms: 3 - KKQT (sleeps 7)
5 (72 reviews)
Luxurious Beachfront Penthouse with panoramic ocean views, gourmet kitchen, Viking grill, infinity pool, spa, concierge, fitness center, and more!
$2754/nt (avg.)
Location: Wailea Beach Villas, Wailea
Bedrooms: 3 - KKTX (sleeps 8)
5 (70 reviews)
Wailea Orchid Villa is a luxurious 3-bed penthouse with stunning Pacific Ocean views. It has a gourmet kitchen, marble floors, and sleeps up to 8.
$1576/nt (avg.)
Location: Kaanapali Alii, Kaanapali
Bedrooms: 2 - KQ (sleeps 6)
4.9 (93 reviews)
Luxury 2BR/2BA oceanfront condo on the 6th floor with panoramic views. Sleeps 6, fully equipped kitchen, beach staff, fitness center, and more.
Location: Hoolei, Wailea
Bedrooms: 3 - XKQK (sleeps 10)
5 (68 reviews)
Luxury 3BR/3.5BA condo near the beach with breathtaking views. Private elevator, gourmet kitchen, lanai with BBQ, and pool with waterfall. Sleeps up to 10.
$1803/nt (avg.)
Location: Hoolei, Wailea
Bedrooms: 4 - KXKQ (sleeps 8)
4.9 (90 reviews)
Newly renovated townhouse-style villa with 4 private bedrooms, 3.5 bathrooms, vaulted ceilings, Italian cabinetry, and a secure garage. Closest to the pool and beach, with a semi-private backyard. Features a 5-star pool, sauna, and waterfall.
Location: Kihei
Bedrooms: 3 - KQQQQQ (sleeps 8)
5 (65 reviews)
Spacious townhome with ocean views in Hoolei community. Features cherry cabinets, limestone flooring, premium appliances, and built-in BBQ. Amenities include pool, gym, and 24-hour security. Close to upscale shopping and dining.
Location: Wailea Beach Villas, Wailea
Bedrooms: 3 - KTT (sleeps 7)
5 (65 reviews)
Luxury 3BR/3BA penthouse in Wailea with a large lanai, BBQ, gourmet kitchen, and access to pools, beach, fitness center, and concierge service.
$1752/nt (avg.)
Location: Honua Kai Resort, Kaanapali
Bedrooms: 3 - KKKX (sleeps 8)
5 (61 reviews)
3BR 3.5BA Royal Penthouse in Honua Kai Resort on 10th floor with panoramic ocean views, wrap-around lanai, full Viking kitchen, and beach gear provided. Sleeps up to 8.
$2126/nt (avg.)
Location: Kapalua Bay Villas, Kapalua
Bedrooms: 2 - (sleeps 6)
5 (61 reviews)
Luxurious, remodeled villa with stunning ocean views from floor-to-ceiling windows. Largest interior square footage in resort. Private keypad entry.
$2150/nt (avg.)
Location: Hoolei, Wailea
Bedrooms: 3 - KK (sleeps 8)
5 (60 reviews)
Luxury 3BR villa in Hawaii's #1 resort, with ocean views, gourmet kitchen, private lanai, pool, jacuzzis, fitness center, and beach access.
$1630/nt (avg.)
Location: Honua Kai Resort, Kaanapali
Bedrooms: 3 - (sleeps 8)
4.9 (80 reviews)
Luxurious 3BR/3BA oceanfront condo with stunning views, outdoor kitchen, Viking appliances, Nana doors, and enhanced cleaning protocols. Honua Kai Resort amenities include four pools, Duke's Restaurant, fitness center, and spa. Ideal for couples or families.
$2235/nt (avg.)
Location: Wailea Beach Villas, Wailea
Bedrooms: 4 - KTQXKK (sleeps 9)
4.9 (79 reviews)
Luxury 4BR Maui condo with panoramic ocean views, gourmet kitchen, Baby Grand piano, 75" smart TV, fitness center, 2 pool/spas, and underground parking. Located between The Grand Wailea & The Shops at Wailea with excellent shopping and dining options.
Location: Lahaina
Bedrooms: 6 - KKKTKKT (sleeps 12)
5 (58 reviews)
$2329/nt (avg.)
Location: Kihei
Bedrooms: 4 - (sleeps 14)
4.9 (78 reviews)
Lu'uwai's at Makena Landing is an exclusive 2400 sq. ft. oceanfront Maui vacation rental with 4 air-conditioned bedrooms, private baths, and entrances. It offers stunning ocean views, easy access to snorkeling, golf courses, tennis courts, shopping, and restaurants.
$2115/nt (avg.)
Location: Makawao
Bedrooms: 7 - QTQTQTKQQTQQ (sleeps 16)
5 (58 reviews)
2.1 acre Banyan Tree Estate offers a peaceful oasis with a saltwater pool, hot tub, ocean/mountain views, traditional furniture, & private bedrooms. Short walk to Makawao, 15 mins to Ho'okipa. Laundry, internet, and phone included.
$3022/nt (avg.)
Location: Hoolei, Wailea
Bedrooms: 3 - KQK (sleeps 7)
5 (58 reviews)
2-level villa at Ho'olei Resort on Maui with stunning ocean views, 3 en-suite bedrooms, large gourmet kitchen, fully furnished lanais, and pool access. Walkable to the beach and shops at Wailea.
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