Maui Luxury Rentals

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$1950/nt (avg.)
Location: Honua Kai Resort, Kaanapali
Bedrooms: 3 - KKKTTX (sleeps 8)
5 (213 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.
$1500/nt (avg.)
Location: Kihei
Bedrooms: 3 - QKK (sleeps 8)
4.9 (147 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.
$1910/nt (avg.)
Location: Kihei
Bedrooms: 4 - KKKK (sleeps 10)
5 (99 reviews)
One-of-a-Kind Maui Getaway with infinity pool, traditional/modern design, tropical views, whale watching, and stargazing. Experience the Aloha!
$3600/nt (avg.)
Location: Kihei
Bedrooms: 5 - KKQKQ (sleeps 10)
5 (94 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 - KKFKQQ (sleeps 16)
4.9 (123 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.
Location: Lahaina
Bedrooms: 6 - KKTKK (sleeps 14)
5 (89 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.
$1795/nt (avg.)
Location: Wailea Beach Villas, Wailea
Bedrooms: 4 - KKQK (sleeps 8)
5 (89 reviews)
Beachfront penthouse with panoramic ocean views, 4 bedrooms, 3 baths, complete 2017-2018 renovation, sleeps 8, direct elevator access, on-site amenities.
$1999/nt (avg.)
Location: Lahaina
Bedrooms: 3 - QKK (sleeps 6)
5 (85 reviews)
New 3BR, 2.5BA vacation rental home with ocean views, close to shops and restaurants on Front Street in Lahaina. Open living area and local hosts.
$1695/nt (avg.)
Location: Wailea Beach Villas, Wailea
Bedrooms: 4 - KTQXKK (sleeps 9)
5 (72 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.
$1850/nt (avg.)
Location: Wailea Beach Villas, Wailea
Bedrooms: 3 - KKTX (sleeps 8)
5 (69 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.
$2910/nt (avg.)
Location: Lahaina
Bedrooms: 5 - KKKQQ (sleeps 10)
5 (69 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.
$2250/nt (avg.)
Location: Kihei
Bedrooms: 4 - (sleeps 14)
4.9 (75 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.
$2225/nt (avg.)
Location: Hoolei, Wailea
Bedrooms: 3 - KQQ (sleeps 8)
5 (54 reviews)
Newly remodeled 3 bd. ocean view villa with Grand Wailea Resort privileges. BBQ area, smart TVs, daily housekeeping, and exclusive charging privileges.
$2500/nt (avg.)
Location: Lahaina
Bedrooms: 5 - KQXQQK (sleeps 14)
5 (52 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.
$1595/nt (avg.)
Location: Makawao
Bedrooms: 7 - QTQTQTKQQTQQ (sleeps 16)
5 (49 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.
$1579/nt (avg.)
Location: Kihei
Bedrooms: 4 - TKKK (sleeps 13)
5 (45 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.
$2100/nt (avg.)
Location: Kihei
Bedrooms: 3 - KQTT (sleeps 6)
5 (38 reviews)
Luxurious 3BR/3BA beachfront home in Kihei. Privacy, ocean views, and walking distance to shops/restaurants. Lap pool, wading pool, and Jacuzzi.
$3395/nt (avg.)
Location: Hoolei, Wailea
Bedrooms: 3 - KKK (sleeps 8)
5 (37 reviews)
Premier villa in Ho'olei with panoramic ocean views, luxury amenities, and access to Grand Wailea Resort & Spa. 3 bedrooms, 3.5 bathrooms, and private elevator.
$3732/nt (avg.)
Location: Hale Pau Hana, Kihei
Bedrooms: 5 - KQKXK (sleeps 10)
5 (36 reviews)
Beachfront 5-bedroom, 4-bathroom luxury vacation rental on Maui with commanding ocean views, upscale amenities, and easy access to island activities.
$3325/nt (avg.)
Location: Kapalua Bay Villas, Kapalua
Bedrooms: 3 - KKKTX (sleeps 8)
5 (34 reviews)
Majestic Masterpiece, a luxurious 5th-floor penthouse in Maui, offers stunning ocean views, 3,170 sq. ft. of indoor space, and 1,500 sq. ft. of outdoor lanai. It also features 24-hour security, private elevator access, and access to on-site amenities, including a 8,500 sq. ft.
$3329/nt (avg.)
Location: Polo Beach Club, Wailea
Bedrooms: 3 - (sleeps 8)
5 (34 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.
$1555/nt (avg.)
Location: Papakea Resort, Honokowai
Bedrooms: 3 - KK (sleeps 10)
4.81 (53 reviews)
Oceanfront Hawaiian resort with free car for 6+ night bookings. Offers 3BR/3BA condos, pools, jacuzzis, tennis, BBQ area. Near Kaanapali Beach, Lahaina, farmers market. Penthouse with ocean view, spacious, gourmet kitchen, private lanai.
Location: Lahaina
Bedrooms: 4 - KFQTQF (sleeps 8)
5 (30 reviews)
Luxurious 4-bedroom, 4.5 bath home in Pineapple Hill, Kapalua Resort with ocean views, heated pool, gourmet kitchen, designer furniture, and golf discounts.
Location: Lahaina
Bedrooms: 6 - KKKKKKK (sleeps 14)
4.7 (71 reviews)
Spectacular ocean views from upstairs lanai. 6 bedrooms, 5 bathrooms, large pool, game area, and bar. Gated property. Short walk to shopping plaza.
$1586/nt (avg.)
Location: Hale Ono Loa, Honokowai
Bedrooms: 2 - (sleeps 6)
4.8 (50 reviews)
Gorgeous top floor 2BR/2BA Penthouse Suite with 270-degree oceanfront views from the 50-ft wrap-around lanai. Fine amenities with reef-protected cove for swimming and snorkeling. Includes free luxury amenities package.
$1709/nt (avg.)
Location: Honua Kai Resort, Kaanapali
Bedrooms: 3 - (sleeps 8)
4.9 (36 reviews)
Luxurious 3 bed, 3 bath villa on the 5th floor with stunning ocean views. Private outdoor kitchen, 7 heated pools, and top-of-the-line fitness center.
$3514/nt (avg.)
Location: Kihei
Bedrooms: 3 - KQQ (sleeps 8)
5 (26 reviews)
Oceanfront 3BR home in Kihei, Maui with stunning views, pool, jacuzzi, kayaks, paddle boards, and outdoor dining. AC in all rooms. Walk to amenities.
$1555/nt (avg.)
Location: Papakea Resort, Honokowai
Bedrooms: 3 - KQQ (sleeps 8)
4.79 (48 reviews)
Luxurious oceanfront penthouse at Papakea Resort, Hawaii. Offers 3BR, gourmet kitchen, private lanai, stunning ocean views. Amenities: pools, spa, tennis, BBQ, nearby golf. Special: Free 4-door car rental for 6+ night bookings.
$2947/nt (avg.)
Location: Honua Kai Resort, Kaanapali
Bedrooms: 3 - (sleeps 8)
4.78 (46 reviews)
Luxurious 3-bed, 3-bath villa with designer furnishings and indoor-outdoor Hawaiian experience. Honua Kai resort features 7 heated pools, Duke's Beach House, fitness center, and spa. Free media package, beach and pool gear, and children's package included.
$2286/nt (avg.)
Location: Honua Kai Resort, Kaanapali
Bedrooms: 3 - KKKX (sleeps 10)
4.9 (31 reviews)
Luxurious 3BR/3BA villa with ocean views from every bedroom, living room, and lanai. Sleeps up to 10. Resort amenities include 7 heated pools and beach access. Special pricing available. Free boogie boards and essential packages included.
$1547/nt (avg.)
Location: Honua Kai Resort, Kaanapali
Bedrooms: 3 - (sleeps 8)
4.9 (31 reviews)
Luxury 3BR/3BA unit on 5th floor of Honua Kai Resort with stunning ocean view of Kaanapali Beach. SONOS sound system, free Netflix/Spotify, sleeps 8. Seven heated pools, famous Duke's Beach House Restaurant, fitness center, spa, beach gear, and more. Managed by KBM Resorts.
$1905/nt (avg.)
Location: Honua Kai Resort, Kaanapali
Bedrooms: 3 - (sleeps 8)
4.85 (34 reviews)
Luxurious 3BR/3BA villa with unobstructed ocean views, folding patio doors, 7 heated pools, fitness center, spa, and beachfront location. Free boogie boards and packages included. Special pricing available.
$1633/nt (avg.)
Location: Honua Kai Resort, Kaanapali
Bedrooms: 2 - KK (sleeps 6)
4.82 (38 reviews)
Luxury 2-bed, 2-bath ocean view suite on the 6th floor with stunning views of Molokai. Honua Kai Resort boasts 7 heated pools, a beachfront restaurant, and a fitness center. Free boogie boards and packages including L'Occitane bath products, beach towels, and more.
Location: The Whaler, Kaanapali
Bedrooms: 2 - (sleeps 6)
5 (21 reviews)
"8th floor rental with stunning ocean views. Features a modern interior with Miele appliances, Koa wood cabinets, and tropical decor. Includes beach cabanas, heated pool, spa, and tennis courts. Near Whaler's Village, Shops and 3 miles to downtown Lahaina."
$2550/nt (avg.)
Location: Kihei
Bedrooms: 4 - KQKTQ (sleeps 8)
4.96 (23 reviews)
Moana Hideaway is a beachfront family-style home with ocean views, Italian leather sofas, central A/C, a beach-entry pool, hot tub, and cocktail cabana. The property includes a main house with 3 bedrooms and a separate cottage with 1 bedroom.
$2835/nt (avg.)
Location: Kapalua
Bedrooms: 4 - XKFKK (sleeps 6)
4.96 (23 reviews)
Ocean Dreams Villa 2203 is a luxurious 3-bedroom vacation rental with stunning ocean views, a well-equipped kitchen, and access to Montage Resort amenities.
$2866/nt (avg.)
Location: Wailea Beach Villas, Wailea
Bedrooms: 3 - KKKQQ (sleeps 8)
5 (20 reviews)
Luxurious 3BR/3.5BA oceanfront villa in Wailea. Steps from infinity pool & beach. Smart home features, private plunge pool, outdoor shower, & more.
Location: Wailea Beach Villas, Wailea
Bedrooms: 3 - KKKT (sleeps 8)
5 (20 reviews)
Azure Azul M212 is a 3-bedroom, 3-bath ocean view corner unit at Wailea Beach Villas, Maui Island. It has a covered wrap-around veranda, new electronics and furnishings, a full kitchen, and access to resort amenities like pools and fitness center.
$2736/nt (avg.)
Location: Hoolei, Wailea
Bedrooms: 3 - (sleeps 8)
5 (20 reviews)
Luxurious 3BR/3.5BA Ho'olei villa with ocean views, private setting, and access to Grand Wailea Resort amenities. Daily housekeeping, elevator, garage.
$3063/nt (avg.)
Location: Hoolei, Wailea
Bedrooms: 3 - KKQQ (sleeps 8)
5 (19 reviews)
Luxury 3-bedroom vacation rental with ocean views and access to Grand Wailea Resort amenities including pools, restaurants, and spa.
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