Hand-picked Hawaii vacation rentals & condosEvery view checked
Search results (25)
$1816/nt (avg.)
Location: Lahaina
Bedrooms: 3 - KKQ (sleeps 6)
5 (160 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.
$1510/nt (avg.)
Location: Lahaina
Bedrooms: 4 - (sleeps 8)
5 (158 reviews)
Luxurious 4BR Kaanapali retreat with private saltwater pool, stunning ocean views, and seamless indoor-outdoor living. Enjoy a gourmet kitchen, custom BBQ, and lush gardens. Perfect for families seeking tropical tranquility and beauty.
Location: Lahaina
Bedrooms: 5 - KKKKXK (sleeps 10)
5 (153 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: Lahaina
Bedrooms: 6 - KKFKQQ (sleeps 16)
4.9 (178 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 (123 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.
$1060/nt (avg.)
Location: Lahaina
Bedrooms: 4 - KKQT (sleeps 8)
5 (116 reviews)
The Kahana Beach House is a spacious vacation rental home on Maui, located across the street from a secluded beach. It has a fully equipped kitchen, a large deck with a hammock and BBQ, and newly remodeled bathrooms.
Location: Lahaina
Bedrooms: 3 - KQQ (sleeps 6)
5 (107 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.
$4871/nt (avg.)
Location: Lahaina
Bedrooms: 5 - KKKQQ (sleeps 10)
5 (105 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.
$1717/nt (avg.)
Location: Lahaina
Bedrooms: 4 - KKQTTDX (sleeps 10)
5 (95 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.
$1021/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.
$1154/nt (avg.)
Location: Lahaina
Bedrooms: 4 - KQQT (sleeps 8)
4.7 (191 reviews)
Ocean views, private pool/spa, steps to Kaanapali Beach. Luxurious 4-bedroom home with gourmet kitchen, snorkel gear, and more. Perfect for families seeking relaxation and adventure in a tranquil Hawaiian oasis.
$2731/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.
Location: Lahaina
Bedrooms: 6 - KKKTKKT (sleeps 12)
5 (67 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.
$2217/nt (avg.)
Location: Lahaina
Bedrooms: 4 - QKQKKKQ (sleeps 8)
4.9 (78 reviews)
Spacious and elegant vacation rental on the Kaanapali golf course with tropical views, pool, Jacuzzi, and large sun deck. Sleeps 8 adults, 10 with children. Two master bedrooms. Expansive open floor plan with large kitchen, dining, and living area. Bonus rooms on second level.
Location: Lahaina
Bedrooms: 6 - KKKKKKK (sleeps 12)
4.8 (98 reviews)
Spectacular ocean views from upstairs lanai. 6 bedrooms, 5 bathrooms, large pool, game area, and bar. Gated property. Short walk to shopping plaza.
Location: Lahaina
Bedrooms: 4 - KFQTQF (sleeps 8)
5 (48 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.
$1185/nt (avg.)
Location: Lahaina
Bedrooms: 2 - KTT (sleeps 4)
4.9 (52 reviews)
Luxury 2BR, 2BA Balinese house in West Maui with private heated pool, ocean views, outdoor showers, BBQ, and fruit trees. Close to beach and Lahaina.
Location: Lahaina
Bedrooms: 3 - KXKK (sleeps 6)
4.9 (46 reviews)
Oceanfront Oasis – Infinity Pool, Tropical Serenity, and Unforgettable Sunsets. E komo mai (welcome) to your private sanctuary on Maui, where the mana (spirit) of the island and the gentle rhythm of the kai (ocean) create an enchanting retreat.
Location: Napili
Bedrooms: 5 - (sleeps 10)
4.8 (60 reviews)
Experience Maui's magic with oceanfront dining, snorkeling with turtles, and lanai views of surfers. Enjoy the jacuzzi, pool table, and dry sauna in this tropical paradise!
Location: Lahaina
Bedrooms: 4 - QKTK (sleeps 8)
4.8 (47 reviews)
The Napili Hale, Kama'aina-style home, is located in beautiful Napili and adjacent to the Lower Honoapiilani Road. One of the last large kama'aina properties in the area, the Napili House is a 4 bed/4 bathroom 2000sf. home on a 16,000 sq/ft parcel of land.
$1919/nt (avg.)
Location: Kapalua
Bedrooms: 4 - QQKK (sleeps 8)
5 (21 reviews)
Luxurious vacation rental in Kapalua Bay Resort with stunning ocean views, state-of-the-art kitchen, large bedrooms, hot tub, and access to golf courses and fine dining. or noise after 9 pm.
$1362/nt (avg.)
Location: Lahaina
Bedrooms: 6 - (sleeps 12)
4.8 (38 reviews)
Panoramic ocean views, spectacular sunsets and frequent sightings of whales, turtles and dolphins await in this spacious 6-bedroom home for up to 12, near Kapalua’s beaches, trails, golf and dining.
$3527/nt (avg.)
Location: Lahaina
Bedrooms: 3 - (sleeps 6)
5 (18 reviews)
Luxurious single-level Maui villa with breathtaking ocean and Lanaʻi views, three king suites, an infinity pool, garden hot tub, and outdoor dining—near Kaʻanapali and Kapalua.
$2005/nt (avg.)
Location: Lahaina
Bedrooms: 3 - (sleeps 12)
5 (11 reviews)
Renovated 3,000+ sq ft Kaanapali retreat with a private pool, hot tub, swim lane, cold plunge, sauna and expansive lanai. Golf and sunset views, family fun, and a 10-minute walk to beaches, dining and shopping.
Location: Lahaina
Bedrooms: 3 - KQKT (sleeps 6)
4.8 (12 reviews)
Sea Shells is a spacious, beachfront vacation home with 3 bedrooms, 5 bathrooms, a heated pool, and ocean views. The home is equipped with high-speed internet, HD televisions, and a well-stocked kitchen. Guests also have access to a personal concierge and free parking.