Maui Luxury Rentals


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Location: Kihei
Bedrooms: 6 - QQKKQK (sleeps 15)
5 (214 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.
$2124/nt (avg.)
Location: Honua Kai Resort , Kaanapali
Bedrooms: 3 - TXX (sleeps 8)
5 (213 reviews)
Luxury 3BR ocean-front condo in Honua Kai Resort, Maui. Professionally decorated with custom furnishings, beachfront views, and lanai with outdoor kitchen.
$1529/nt (avg.)
Location: Kahana Outrigger , Kahana
Bedrooms: 3 - KTQTX (sleeps 8)
5 (168 reviews)
3BR/3BA condo in Kahana Outrigger, Maui. Spacious, single-story unit with AC, pool, ocean view lanai, and baby gear. Upgraded appliances and decor.
$1633/nt (avg.)
Location: Honua Kai Resort , Kaanapali
Bedrooms: 3 - KXKQ (sleeps 10)
5 (163 reviews)
Luxury 3BR condo at Honua Kai Resort, Maui's only beachfront condo in 30 yrs. Gourmet kitchen, luxury linens, 3 beachside pools, Dukes Restaurant. Direct ocean views from every window.
$1777/nt (avg.)
Location: Lahaina
Bedrooms: 3 - KKQ (sleeps 6)
5 (154 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.
Location: Lahaina
Bedrooms: 5 - KKKKXK (sleeps 10)
5 (152 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 (149 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.
$2494/nt (avg.)
Location: Wailea Beach Villas , Wailea
Bedrooms: 4 - KKQK (sleeps 8)
5 (132 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 (171 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.
$2264/nt (avg.)
Location: Makena Surf , Makena
Bedrooms: 3 - KKT (sleeps 6)
5 (124 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 - KKTKK (sleeps 14)
5 (121 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.
$3330/nt (avg.)
Location: Kihei
Bedrooms: 4 - KKKK (sleeps 10)
5 (117 reviews)
One-of-a-Kind Maui Getaway with infinity pool, traditional/modern design, tropical views, whale watching, and stargazing. Experience the Aloha!
$1500/nt (avg.)
Location: Sands of Kahana , Kahana
Bedrooms: 2 - KQ (sleeps 4)
5 (112 reviews)
Direct oceanfront 2BR/2BA vacation rental with AC, fully-equipped kitchen, modern amenities, 2 pools, 2 hot tubs, 4 BBQ stations, and onsite restaurant. Spectacular views, whale watching, and sunsets. Located minutes from golf courses and Lahaina Town.
$1570/nt (avg.)
Location: Hana
Bedrooms: 3 - KQQX (sleeps 8)
4.9 (143 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.
Location: Wailea Beach Villas , Wailea
Bedrooms: 3 - KTT (sleeps 7)
5 (104 reviews)
Luxury 3BR/3BA penthouse in Wailea with a large lanai, BBQ, gourmet kitchen, and access to pools, beach, fitness center, and concierge service.
$4551/nt (avg.)
Location: Lahaina
Bedrooms: 5 - KKKQQ (sleeps 10)
5 (102 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 (102 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.
$1772/nt (avg.)
Location: The Whaler , Kaanapali
Bedrooms: 2 - KK (sleeps 6)
5 (97 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.
$1660/nt (avg.)
Location: Wailea
Bedrooms: 4 - KQKKX (sleeps 8)
5 (95 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.
$1887/nt (avg.)
Location: Lahaina
Bedrooms: 4 - KKQTTDX (sleeps 8)
5 (91 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.
$2546/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.
Location: Kihei
Bedrooms: 3 - KQQQQQ (sleeps 8)
5 (85 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: Kaanapali Alii , Kaanapali
Bedrooms: 3 - KKK (sleeps 6)
5 (84 reviews)
This 2-bed, 2-bath condo is located at Kaanapali Alii, a premiere resort on Kaanapali Beach. It has a fully equipped kitchen, flat-screen TV, and ocean views. Resort amenities include heated pools, whirlpool spas, tennis courts, and beach activities.
$1529/nt (avg.)
Location: Sands of Kahana , Kahana
Bedrooms: 2 - KQX (sleeps 8)
5 (83 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.
$1507/nt (avg.)
Location: Hoolei , Wailea
Bedrooms: 4 - KXKQ (sleeps 8)
4.9 (111 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.
$2979/nt (avg.)
Location: Makawao
Bedrooms: 7 - QTQTQTKQQTQQ (sleeps 16)
5 (80 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: Wailea Beach Villas , Wailea
Bedrooms: 3 - KKQT (sleeps 7)
5 (80 reviews)
Luxurious Beachfront Penthouse with panoramic ocean views, gourmet kitchen, Viking grill, infinity pool, spa, concierge, fitness center, and more!
Location: Kihei
Bedrooms: 4 - KTDDDQQ (sleeps 14)
4.9 (107 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.
$1708/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.
Location: Hoolei , Wailea
Bedrooms: 3 - XKQK (sleeps 10)
5 (79 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.
$1515/nt (avg.)
Location: Makena Surf , Makena
Bedrooms: 2 - KTT (sleeps 4)
5 (78 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.
$2322/nt (avg.)
Location: Kihei
Bedrooms: 4 - TKKK (sleeps 13)
5 (78 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.
$1547/nt (avg.)
Location: Hoolei , Wailea
Bedrooms: 3 - KK (sleeps 8)
5 (76 reviews)
Luxury 3BR villa in Hawaii's #1 resort, with ocean views, gourmet kitchen, private lanai, pool, jacuzzis, fitness center, and beach access.
$3769/nt (avg.)
Location: Kihei
Bedrooms: 9 - KKQTKQQQXK (sleeps 18)
5 (74 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.
$3276/nt (avg.)
Location: Wailea Beach Villas , Wailea
Bedrooms: 3 - KKTX (sleeps 8)
5 (73 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.
$1886/nt (avg.)
Location: Lahaina
Bedrooms: 5 - KQXQQK (sleeps 14)
5 (70 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.
$1966/nt (avg.)
Location: Kapalua Bay Villas , Kapalua
Bedrooms: 2 - (sleeps 6)
5 (67 reviews)
Luxurious, remodeled villa with stunning ocean views from floor-to-ceiling windows. Largest interior square footage in resort. Private keypad entry.
Location: Lahaina
Bedrooms: 6 - KKKTKKT (sleeps 12)
5 (65 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: Lahaina
Bedrooms: 3 - KKF (sleeps 12)
4.9 (77 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.
$2041/nt (avg.)
Location: Haiku
Bedrooms: 5 - KKKTTQQ (sleeps 10)
5 (57 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.
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