Maui Luxury Rentals


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Only showing top 200 highest rated rentals. Use the Search Filters button to narrow down the choices and see more options.
$2021/nt (avg.)
Location: Honua Kai Resort , Kaanapali
Bedrooms: 3 - KKKTTX (sleeps 8)
5 (230 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.
$1856/nt (avg.)
Location: Honua Kai Resort , Kaanapali
Bedrooms: 3 - TXX (sleeps 8)
5 (201 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 (199 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.
$1639/nt (avg.)
Location: Wailea Beach Villas , Wailea
Bedrooms: 3 - KTQT (sleeps 8)
5 (177 reviews)
Luxury 3-bedroom, 3-bath, 2500 sq. ft. Penthouse Villa J205 at Wailea Beach Villas with ocean views, gourmet kitchen, and resort amenities.
$1519/nt (avg.)
Location: Hoolei , Wailea
Bedrooms: 3 - KQX (sleeps 10)
5 (154 reviews)
Luxurious 3 bed, 3.5 bath townhome at Hoolei Wailea Beach with private elevator, ocean views, BBQ area, entertainment system, and resort amenities.
$1756/nt (avg.)
Location: Wailea Beach Villas , Wailea
Bedrooms: 2 - KKTQX (sleeps 6)
5 (147 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.
Location: Lahaina
Bedrooms: 5 - KKKKXK (sleeps 10)
5 (146 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.
$1578/nt (avg.)
Location: Lahaina
Bedrooms: 3 - KKQ (sleeps 6)
5 (145 reviews)
Kalapana is a luxurious vacation rental home in Launiupoko, Lahaina. It features stunning views, a newly constructed pool, 1.5 acres of lush tropical gardens, and fruit trees. The bedrooms have Heavenly beds, and the loft has a pool table, wet bar, and business center.
$1680/nt (avg.)
Location: Kihei
Bedrooms: 3 - (sleeps 6)
5 (144 reviews)
Hale Alana is a beautiful, spacious vacation home in Maui Meadows, Hawaii. It features 3 bedrooms, 3 bathrooms, a lava rock pool, waterfall, and stunning ocean views. Amenities include central A/C, outdoor shower, and BBQ.
Location: Hoolei , Wailea
Bedrooms: 3 - KKQ (sleeps 8)
5 (143 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.
$1742/nt (avg.)
Location: Kihei
Bedrooms: 6 - KQTTKQ (sleeps 12)
5 (133 reviews)
1505 Halama Street is a legal vacation rental across from the beach in Kihei, Maui. It features a 5-bed/3-bath main house and a separate studio cottage. The home has AC throughout, large lanai areas, and is walking distance to shops and restaurants.
$2703/nt (avg.)
Location: Wailea Beach Villas , Wailea
Bedrooms: 4 - KKQK (sleeps 8)
5 (120 reviews)
Beachfront penthouse with panoramic ocean views, 4 bedrooms, 3 baths, complete 2017-2018 renovation, sleeps 8, direct elevator access, on-site amenities.
$1805/nt (avg.)
Location: Makena Surf , Makena
Bedrooms: 3 - KKT (sleeps 6)
5 (118 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.
Location: Lahaina
Bedrooms: 6 - KKFKQQ (sleeps 16)
4.9 (158 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.
$1588/nt (avg.)
Location: Honua Kai Resort , Kaanapali
Bedrooms: 3 - KKKQ (sleeps 9)
5 (116 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.
$2878/nt (avg.)
Location: Kihei
Bedrooms: 4 - KKKK (sleeps 10)
5 (111 reviews)
One-of-a-Kind Maui Getaway with infinity pool, traditional/modern design, tropical views, whale watching, and stargazing. Experience the Aloha!
$1575/nt (avg.)
Location: Makena Surf , Makena
Bedrooms: 3 - KQT (sleeps 8)
5 (111 reviews)
3BR/3BA oceanfront condo w/ unrestricted views, gourmet kitchen, 2 private lanais, washer/dryer, beach gear provided. Gated community w/ 2 beaches, snorkeling, 2 pools, 4 tennis courts, BBQ areas, herb gardens, fitness center, free parking. Close to golf courses and restaurants.
Location: Lahaina
Bedrooms: 6 - KKTKK (sleeps 14)
5 (111 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.
$1761/nt (avg.)
Location: Sands of Kahana , Kahana
Bedrooms: 3 - KTKT (sleeps 9)
5 (110 reviews)
9th floor penthouse with direct ocean view and sandy swimmable beach. 3 bedrooms, 3 bathrooms, sleeps 9. Fully equipped kitchen, onsite amenities include pool, hot tub, tennis courts, fitness center, and BBQ stations. Close to Lahaina.
$2170/nt (avg.)
Location: Wailea Beach Villas , Wailea
Bedrooms: 4 - KTQXKK (sleeps 9)
5 (100 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.
$1563/nt (avg.)
Location: Makena Surf , Makena
Bedrooms: 2 - KT (sleeps 4)
5 (97 reviews)
Beachfront 2BR/2BA condo with panoramic views, pool, hot tub, tennis courts, herb garden, and outdoor grill. Luxurious and newly remodeled.
$1671/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.
$3848/nt (avg.)
Location: Lahaina
Bedrooms: 5 - KKKQQ (sleeps 10)
5 (94 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 (92 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.
$1554/nt (avg.)
Location: Makena Surf , Makena
Bedrooms: 2 - KK (sleeps 6)
5 (90 reviews)
Luxurious, upgraded 2BR, 2BA ocean-front condo in Maui's Wailea/Makena area. Breathtaking ocean views, 2 lanais, private entry, and luxury amenities.
Location: The Whaler , Kaanapali
Bedrooms: 2 - KK (sleeps 5)
5 (90 reviews)
Whaler 552 is a luxurious 2BR/2BA suite with stunning views of Black Rock, Molokai, and Lanai. It features travertine floors, granite countertops, and koa wood kitchen cabinets. Both bedrooms have king-sized beds facing the ocean.
Location: Wailea Beach Villas , Wailea
Bedrooms: 3 - KTT (sleeps 7)
5 (90 reviews)
Luxury 3BR/3BA penthouse in Wailea with a large lanai, BBQ, gourmet kitchen, and access to pools, beach, fitness center, and concierge service.
$1726/nt (avg.)
Location: Wailea
Bedrooms: 4 - KQKKX (sleeps 8)
5 (88 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.
$2225/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.
$2066/nt (avg.)
Location: Honua Kai Resort , Kaanapali
Bedrooms: 3 - (sleeps 8)
5 (85 reviews)
Aloha and welcome to Honua Kai's FINEST 3BR/3BA “Ohana Lanikai Konea 929” (Home of the heavenly seas/ Suite 929 Konea Tower)
$4892/nt (avg.)
Location: Kihei
Bedrooms: 5 - KKQKQ (sleeps 10)
4.9 (112 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.
$1513/nt (avg.)
Location: Sands of Kahana , Kahana
Bedrooms: 2 - KQX (sleeps 8)
5 (81 reviews)
Newly remodeled 4th floor corner unit on sandy beach with ocean views. Sleeps 8, AC in every room, beach toys, fully equipped kitchen, resort amenities.
$4083/nt (avg.)
Location: Kihei
Bedrooms: 4 - (sleeps 8)
4.9 (109 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.
$1787/nt (avg.)
Location: Hoolei , Wailea
Bedrooms: 4 - KXKQ (sleeps 8)
4.9 (107 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.
$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.
$2065/nt (avg.)
Location: Wailea Beach Villas , Wailea
Bedrooms: 3 - KKQT (sleeps 7)
5 (78 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 (76 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: 4 - KTDDDQQ (sleeps 14)
4.9 (102 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.
$1687/nt (avg.)
Location: Makena Surf , Makena
Bedrooms: 2 - KTT (sleeps 4)
5 (73 reviews)
Oceanfront condo with panoramic views from every room except guest bedroom. Private lanai in master suite. Upgraded with modern appliances and furnishings. Amenities include pools, hot tubs, tennis courts, gated entrance, 24-hour security. Close to beaches, golf, and shopping.
$2959/nt (avg.)
Location: Makawao
Bedrooms: 7 - QTQTQTKQQTQQ (sleeps 16)
5 (72 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.
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