Maui Luxury Rentals


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$1568/nt (avg.)
Location: Honua Kai Resort, Kaanapali
Bedrooms: 3 - KKKTTX (sleeps 8)
5 (229 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.
$1529/nt (avg.)
Location: Honua Kai Resort, Kaanapali
Bedrooms: 3 - TXX (sleeps 8)
5 (197 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 (194 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.
$1922/nt (avg.)
Location: Makena Surf, Makena
Bedrooms: 3 - KKT (sleeps 6)
5 (117 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.
$1654/nt (avg.)
Location: Kihei
Bedrooms: 3 - QKK (sleeps 8)
4.9 (157 reviews)
3BR/2BA vacation rental in Wailea, Maui with ocean/island views, A/C, Directv, private pool/jacuzzi, gas BBQ, covered parking, and WiFi. Quiet hours 9pm-9am.
$1841/nt (avg.)
Location: Wailea Beach Villas, Wailea
Bedrooms: 4 - KKQK (sleeps 8)
5 (116 reviews)
Beachfront penthouse with panoramic ocean views, 4 bedrooms, 3 baths, complete 2017-2018 renovation, sleeps 8, direct elevator access, on-site amenities.
Location: Lahaina
Bedrooms: 6 - KKFKQQ (sleeps 16)
4.9 (154 reviews)
Luxury 6BR/6BA estate on a private cul-de-sac amidst Royal golf course with ocean views. Pool, spa, BBQ, game room, A/C, walk to beach & restaurants.
$2425/nt (avg.)
Location: Kihei
Bedrooms: 4 - KKKK (sleeps 10)
5 (110 reviews)
One-of-a-Kind Maui Getaway with infinity pool, traditional/modern design, tropical views, whale watching, and stargazing. Experience the Aloha!
$3746/nt (avg.)
Location: Kihei
Bedrooms: 4 - (sleeps 8)
5 (108 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.
$1834/nt (avg.)
Location: Wailea Beach Villas, Wailea
Bedrooms: 4 - KTQXKK (sleeps 9)
5 (97 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.
$1619/nt (avg.)
Location: The Whaler, Kaanapali
Bedrooms: 2 - KK (sleeps 6)
5 (94 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.
$3549/nt (avg.)
Location: Lahaina
Bedrooms: 5 - KKKQQ (sleeps 10)
5 (93 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 (89 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.
$2094/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.
$4057/nt (avg.)
Location: Kihei
Bedrooms: 5 - KKQKQ (sleeps 10)
4.9 (110 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.
Location: Lahaina
Bedrooms: 6 - KKTKK (sleeps 14)
4.9 (108 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.
$1509/nt (avg.)
Location: Honua Kai Resort, Kaanapali
Bedrooms: 2 - KK (sleeps 6)
5 (79 reviews)
Luxury Maui rental in Hokulani Tower at Honua Kai Resort offers 2 king bedrooms, 2 bathrooms, fully stocked kitchen, laundry, 3 smart TVs, and ocean views.
$1954/nt (avg.)
Location: Hoolei, Wailea
Bedrooms: 4 - KXKQ (sleeps 8)
4.9 (100 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.
$1630/nt (avg.)
Location: Wailea Beach Villas, Wailea
Bedrooms: 3 - KKQT (sleeps 7)
5 (74 reviews)
Luxurious Beachfront Penthouse with panoramic ocean views, gourmet kitchen, Viking grill, infinity pool, spa, concierge, fitness center, and more!
Location: Kihei
Bedrooms: 3 - KQQQQQ (sleeps 8)
5 (74 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: Hoolei, Wailea
Bedrooms: 3 - XKQK (sleeps 10)
5 (74 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.
Location: Kihei
Bedrooms: 4 - KTDDDQQ (sleeps 14)
4.9 (98 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.
$2838/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.
Location: Kihei
Bedrooms: 9 - KKQTKQQQXK (sleeps 18)
5 (68 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.
$2086/nt (avg.)
Location: Makawao
Bedrooms: 7 - QTQTQTKQQTQQ (sleeps 16)
5 (67 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.
$1919/nt (avg.)
Location: Kihei
Bedrooms: 4 - TKKK (sleeps 13)
5 (65 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.
$2056/nt (avg.)
Location: Lahaina
Bedrooms: 5 - KQXQQK (sleeps 14)
5 (63 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.
Location: Sands of Kahana, Kahana
Bedrooms: 3 - KKKX (sleeps 10)
4.8 (99 reviews)
Oceanfront Sands of Kahana Resort penthouse, 3BR/3BA, fully furnished. Access to pools, gym, tennis, restaurant, BBQ. Walking distance to amenities. Stunning year-round sunset & ocean views.
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.
$1893/nt (avg.)
Location: Haiku
Bedrooms: 5 - KKKTTQQ (sleeps 10)
5 (52 reviews)
Escape to Seaview in Upcountry Maui! This spacious home accommodates 10, offering stunning coastal views, a solar-heated pool, hot tub, and outdoor dining. Near top dining spots and beaches, it's a serene family retreat.
$2329/nt (avg.)
Location: Kihei
Bedrooms: 4 - (sleeps 14)
4.8 (87 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.
$4562/nt (avg.)
Location: Hale Pau Hana, Kihei
Bedrooms: 5 - KQKXK (sleeps 10)
5 (44 reviews)
Beachfront 5-bedroom, 4-bathroom luxury vacation rental on Maui with commanding ocean views, upscale amenities, and easy access to island activities.
$1868/nt (avg.)
Location: Haiku
Bedrooms: 5 - QQ (sleeps 10)
5 (43 reviews)
Escape to Pililani, a serene Maui retreat with lush landscaping, a pool, hot tub, sauna, tennis/pickleball court, and enchanting gardens. Perfect for families, this unique haven offers privacy and relaxation in a beautiful rural setting.
$4041/nt (avg.)
Location: Polo Beach Club, Wailea
Bedrooms: 3 - (sleeps 8)
5 (42 reviews)
Luxury and privacy at Polo Beach House, steps from Wailea's best beach. Enjoy indoor-outdoor living in this Hawaiian-style retreat. Hotel-Zoned.
Location: Lahaina
Bedrooms: 3 - KDDX (sleeps 12)
5 (41 reviews)
6th floor oceanfront villa in Marriott Ocean Club Lahaina Tower. 1700 sq ft suite with large oceanfront lanai, full kitchen, multiple flatscreen TVs, washer/dryer, and midweek cleaning service. Three bedrooms, including a studio with kitchenette and private ocean view lanai.
$1578/nt (avg.)
Location: Hoolei, Kihei
Bedrooms: 3 - KQQK (sleeps 8)
5 (41 reviews)
Luxury Ho'olei Villa 17-1: Ocean views, private lanai, 3 beds/3.5 baths, Coastal Beach Luxe decor, access to pool, Jacuzzi, and fitness center. Close to beach, shopping, and dining in a gated community. Perfect for serene Maui getaways!
$1503/nt (avg.)
Location: Honua Kai Resort, Kaanapali
Bedrooms: 3 - KKK (sleeps 8)
4.9 (55 reviews)
3-bedroom oceanfront residence with a wraparound balcony, Viking BBQ grill, luxury baths, and a well-appointed kitchen. The resort has 4 swimming pools, 5 hot tubs, Duke's Beach House Restaurant, Aina Gourmet Market, and Ho'ola Health Spa.
$1626/nt (avg.)
Location: Hoolei, Wailea
Bedrooms: 3 - KKDD (sleeps 8)
4.9 (53 reviews)
Escape to this Maui villa in a gated community with a pool, waterfall, and grotto. Enjoy a gourmet kitchen, spacious lanai, and private beach access. Stay 10+ nights for a free clean or 14+ nights for a free night.
$2376/nt (avg.)
Location: Kihei
Bedrooms: 3 - KQTT (sleeps 6)
5 (39 reviews)
Luxurious 3BR/3BA beachfront home in Kihei. Privacy, ocean views, and walking distance to shops/restaurants. Lap pool, wading pool, and Jacuzzi.
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