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).
$1604/nt (avg.)
Location: Honua Kai Resort, Kaanapali
Bedrooms: 3 - KKKTTX (sleeps 8)
5 (225 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.
$1597/nt (avg.)
Location: Honua Kai Resort, Kaanapali
Bedrooms: 3 - TXX (sleeps 8)
5 (189 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 (186 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.
$1777/nt (avg.)
Location: Wailea Beach Villas, Wailea
Bedrooms: 3 - KTQT (sleeps 8)
5 (169 reviews)
Luxury 3-bedroom, 3-bath, 2500 sq. ft. Penthouse Villa J205 at Wailea Beach Villas with ocean views, gourmet kitchen, and resort amenities.
Location: Lahaina
Bedrooms: 5 - KKKKXK (sleeps 10)
5 (133 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.
Location: Hoolei, Wailea
Bedrooms: 3 - KKQ (sleeps 8)
5 (130 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.
$1875/nt (avg.)
Location: Makena Surf, Makena
Bedrooms: 3 - KKT (sleeps 6)
5 (112 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.
$2412/nt (avg.)
Location: Wailea Beach Villas, Wailea
Bedrooms: 4 - KKQK (sleeps 8)
5 (110 reviews)
Beachfront penthouse with panoramic ocean views, 4 bedrooms, 3 baths, complete 2017-2018 renovation, sleeps 8, direct elevator access, on-site amenities.
$2924/nt (avg.)
Location: Kihei
Bedrooms: 4 - KKKK (sleeps 10)
5 (108 reviews)
One-of-a-Kind Maui Getaway with infinity pool, traditional/modern design, tropical views, whale watching, and stargazing. Experience the Aloha!
$4128/nt (avg.)
Location: Kihei
Bedrooms: 5 - KKQKQ (sleeps 10)
5 (105 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.
$1563/nt (avg.)
Location: The Whaler, Kaanapali
Bedrooms: 2 - KKQ (sleeps 5)
5 (105 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.
$1606/nt (avg.)
Location: The Whaler, Kaanapali
Bedrooms: 2 - KK (sleeps 6)
5 (93 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.
$3969/nt (avg.)
Location: Lahaina
Bedrooms: 5 - KKKQQ (sleeps 10)
5 (89 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.
Location: Lahaina
Bedrooms: 3 - KQQ (sleeps 6)
5 (86 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.
$2211/nt (avg.)
Location: Wailea Beach Villas, Wailea
Bedrooms: 2 - KXT (sleeps 6)
5 (85 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.
$1581/nt (avg.)
Location: Wailea
Bedrooms: 4 - KQKKX (sleeps 8)
5 (82 reviews)
Maui Meadows Guesthouse is a 4-bedroom, 5-bath, 2700 sq ft house with a heated pool, hot tub, waterfall, cabana, outdoor shower, and parking. It's close to beaches, golf, shopping, and restaurants.
$1609/nt (avg.)
Location: Lahaina
Bedrooms: 4 - KKQTTDX (sleeps 8)
5 (82 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 (105 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.
$4590/nt (avg.)
Location: Kihei
Bedrooms: 4 - (sleeps 8)
4.9 (100 reviews)
Oceanfront estate with private beach access on Maui's Polo Beach. Walking distance to shops, restaurants, and golf courses. Rent kayaks, paddleboards, and snorkeling gear nearby. Legal hotel-zoned rental for privacy and convenience.
$1668/nt (avg.)
Location: Wailea Beach Villas, Wailea
Bedrooms: 3 - KKQT (sleeps 7)
5 (73 reviews)
Luxurious Beachfront Penthouse with panoramic ocean views, gourmet kitchen, Viking grill, infinity pool, spa, concierge, fitness center, and more!
$2829/nt (avg.)
Location: Wailea Beach Villas, Wailea
Bedrooms: 3 - KKTX (sleeps 8)
5 (71 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.
$1621/nt (avg.)
Location: Kula
Bedrooms: 2 - X (sleeps 4)
5 (71 reviews)
Private custom home in Keokea, Maui with panoramic ocean views, 2 master suites, fireplace, gourmet kitchen, pool/spa, and 7 acres of walking trails.
Location: Kihei
Bedrooms: 4 - KTDDDQQ (sleeps 14)
4.9 (95 reviews)
Legal beachfront estate on Maui's sunny South Shore. Features private pool, BBQ, lush garden, and oceanfront lanai. Sleeps 14 with 3 bedrooms and loft. Walking distance to Kihei restaurants and shops. Perfect for family adventures.
Location: Kihei
Bedrooms: 3 - KQQQQQ (sleeps 8)
5 (70 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: Kihei
Bedrooms: 9 - KKQTKQQQXK (sleeps 18)
5 (65 reviews)
Luxury 8BR beachfront villa in Kihei, Maui, sleeps up to 18. Expansive ocean views, private chef services, and top-tier amenities. Walk to dining and shops. Ideal for family gatherings or group retreats. Custom rates available.
$2336/nt (avg.)
Location: Wailea Beach Villas, Wailea
Bedrooms: 4 - KTQXKK (sleeps 9)
4.9 (87 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.
$1581/nt (avg.)
Location: Hoolei, Wailea
Bedrooms: 3 - KK (sleeps 8)
5 (62 reviews)
Luxury 3BR villa in Hawaii's #1 resort, with ocean views, gourmet kitchen, private lanai, pool, jacuzzis, fitness center, and beach access.
$2760/nt (avg.)
Location: Makawao
Bedrooms: 7 - QTQTQTKQQTQQ (sleeps 16)
5 (61 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.
$2235/nt (avg.)
Location: Kihei
Bedrooms: 4 - (sleeps 14)
4.9 (82 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.
$1521/nt (avg.)
Location: Mahana, Kaanapali
Bedrooms: 2 - (sleeps 6)
5 (61 reviews)
Top floor 2BD/2BA villa in West Maui with sweeping views of Molokai and Lanai. Oversized lanai, fully remodeled, and whale watching. . Includes amenities package and pool/beach package. KBM Resorts is a licensed, full-service luxury vacation rental and real estate sales company.
$2839/nt (avg.)
Location: Lahaina
Bedrooms: 5 - KQXQQK (sleeps 14)
5 (59 reviews)
5 bedroom luxury home in Napili with ocean views of Molokai Island. Private backyard with hot tub, pool access, and beach cove just a 3-minute walk away. Well-stocked kitchen, two living areas, and comfortable furnishings.
Location: Lahaina
Bedrooms: 6 - KKKTKKT (sleeps 12)
5 (58 reviews)
Luxury 6-Bedroom Retreat with Private Pool & Lanai – Steps from Kaʻanapali Beach. E komo mai (welcome) to your Hawaiian sanctuary, a luxurious 6-bedroom retreat in the heart of the Kaanapali Vista neighborhood.
$1957/nt (avg.)
Location: Kihei
Bedrooms: 4 - TKKK (sleeps 13)
5 (58 reviews)
Luxurious 4 bed, 2.5 bath home in Maui Meadows with ocean views, private heated pool, BBQ, and game room. Sleeps 8 adults and 4 children. 6 mins to beaches. Quiet neighborhood. Workstation, Wi-Fi, and fully-stocked gourmet kitchen. Baby gear available. No parties or loud music.
$1541/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.
$1502/nt (avg.)
Location: Honua Kai Resort, Kaanapali
Bedrooms: 2 - KK (sleeps 6)
5 (56 reviews)
2-bedroom suite at Honua Kai with ocean views from the kitchen, living area, and balcony. Amenities include a fully equipped kitchen, free Wi-Fi, and an Ohana Play Package with beach chairs, BBQ equipment, and a portable cooler.
$1583/nt (avg.)
Location: Hoolei, Wailea
Bedrooms: 3 - QKK (sleeps 8)
5 (55 reviews)
Luxury villa w/ ocean views, modern decor, spacious living, 3 ensuite bedrooms, private elevator, garage, pool, gym, and beach access in Maui.
$1749/nt (avg.)
Location: Makena Surf, Makena
Bedrooms: 3 - KKTTX (sleeps 8)
5 (55 reviews)
Newly renovated top floor villa with ocean views, double wrap-around lanai, 3 bedrooms (2 king, 2 twin), full kitchen, laundry, BBQ grill, office area, 2 heated pools, 4 tennis courts, and direct access to a sandy swimming beach. Free high-speed internet and local calls.
Location: Lahaina
Bedrooms: 3 - KKF (sleeps 12)
4.9 (73 reviews)
Marriott's Maui Ocean Club offers a luxurious 3-bedroom oceanfront villa with breathtaking views, modern amenities, and access to pools, restaurants, and activities. Sleeps up to 12 guests. Located in Kaanapali Beach near shopping, dining, and attractions.
$1554/nt (avg.)
Location: Hoolei, Wailea
Bedrooms: 3 - KFK (sleeps 8)
5 (53 reviews)
Luxury ocean-view villa on Maui, 3rd row at Ho'olei, with 3 bedrooms, ensuite configurations, private elevator, garage, Wolf grill, and Ho'olei pool access.
$2152/nt (avg.)
Location: Honua Kai Resort, Kaanapali
Bedrooms: 3 - KKK (sleeps 8)
4.9 (69 reviews)
Hokulani 929 at Honua Kai is a luxurious 3-bedroom deluxe ocean view suite with a spacious lanai, fully equipped kitchen, and stunning views.
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