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Showing top 200 rentals. Use the Search Filters button to narrow down the choices based on your preferences (like oceanview units, pricing, and dates).
Search results (200)
$350/nt (avg.)
Location: The Palms at Wailea, Wailea
Bedrooms: 1 - K (sleeps 2)
5 (180 reviews)
Luxurious custom remodeled condo in Palms at Wailea, Maui. Elegant decor, Brazilian teak wood floors, Italian travertine stone, and scenic views. Gourmet kitchen, Bose sound system, and flat-screen TVs. Not suitable for children/babies.
Location: Elua Village, Wailea
Bedrooms: 2 - KQT (sleeps 4)
5 (160 reviews)
Luxury 2-bed, 2-bath condo with ocean views, a large lanai, and top-to-bottom remodel. Gated community on Ulua Beach with pools, BBQs, and amenities.
$645/nt (avg.)
Location: Ekahi Village, Wailea
Bedrooms: 2 - KQQ (sleeps 4)
5 (152 reviews)
Wailea Ekahi 34F: modern 2-bed condo in Wailea, Maui. 2 master suites, 2 private lanais with ocean views, renovated, beach toys/chairs, 4 pools, beach access.
$1299/nt (avg.)
Location: Wailea Beach Villas, Wailea
Bedrooms: 3 - KTQT (sleeps 8)
5 (151 reviews)
Luxury 3-bedroom, 3-bath, 2500 sq. ft. Penthouse Villa J205 at Wailea Beach Villas with ocean views, gourmet kitchen, and resort amenities.
$378/nt (avg.)
Location: Ekahi Village, Wailea
Bedrooms: 1 - KQ (sleeps 4)
5 (148 reviews)
Fully renovated condo with ocean/mountain/garden views, California king bed, A/C, new furnishings, travertine floors, and full kitchen. Access to pools, BBQs, and Wailea's beaches, shopping, and golf. Suitable for 4 adults or 2 adults and 2 children.
Location: Grand Champions, Wailea
Bedrooms: 1 - K (sleeps 2)
5 (142 reviews)
Fully renovated top floor condo with ocean and fairway views, air conditioning, vaulted ceilings, and high-end furnishings. Located in Wailea, Maui, with access to golf and tennis facilities, two swimming pool areas, and a private parking space. Pet-free complex.
$449/nt (avg.)
Location: Ekahi Village, Wailea
Bedrooms: 1 - KX (sleeps 5)
4.9 (186 reviews)
Newly renovated condo closest to the beach in Wailea, Maui. Fully stocked high-end kitchen, comfortable furniture, and ocean sounds. Sleeps 6 with 2 full baths. Beach gear provided.
$670/nt (avg.)
Location: Ekahi Village, Wailea
Bedrooms: 2 - KQQ (sleeps 5)
5 (134 reviews)
Luxury 2BR condo in Wailea resort, Maui. Newly renovated, high-end design, ocean & pool views, near beach & pool. King & 2 queen beds, full kitchen, 4K TVs, beach amenities. Ideal for families & couples.
$344/nt (avg.)
Location: Grand Champions, Wailea
Bedrooms: 2 - KF (sleeps 6)
4.9 (180 reviews)
Wailea Grand Champions #48: 2bd, 2ba penthouse w/ 180° ocean views, 2 suites, sleeps 6. 2 pools, sundecks, spa tubs, BBQ grills, near golf & tennis.
Location: Grand Champions, Wailea
Bedrooms: 1 - K (sleeps 4)
5 (132 reviews)
Luxury 1 bed, 2 bath top floor condo in Grand Champions Villas, Wailea. Overlooks the "serenity pool" with garden and peek-a-boo ocean views. Upgraded kitchen and bathrooms with high-end amenities. Access to Wailea Tennis Club and Wailea Blue Golf Course.
$995/nt (avg.)
Location: Hoolei, Wailea
Bedrooms: 3 - KKKX (sleeps 8)
5 (132 reviews)
Deluxe Ocean View villa in the top row 'A' building with unobstructed panoramic views of the ocean. Private elevator, gourmet kitchen, and outdoor BBQ. Nearby amenities include restaurants, golf courses, shopping, and white sand beaches.
$345/nt (avg.)
Location: Ekahi Village, Wailea
Bedrooms: 1 - K (sleeps 4)
5 (130 reviews)
1-bedroom condo with 2 full baths in Ekahi Village, Maui. Second floor unit with ocean views, air conditioning, and updated amenities. Complex has 4 pools, beach access, and a new pavilion. BBQs available at the pavilion and other locations on the property.
$1119/nt (avg.)
Location: Hoolei, Wailea
Bedrooms: 3 - KQX (sleeps 10)
5 (128 reviews)
Luxurious 3 bed, 3.5 bath townhome at Hoolei Wailea Beach with private elevator, ocean views, BBQ area, entertainment system, and resort amenities.
$1400/nt (avg.)
Location: Wailea Beach Villas, Wailea
Bedrooms: 2 - KKTQX (sleeps 6)
5 (128 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.
$505/nt (avg.)
Location: Wailea Ekolu, Wailea
Bedrooms: 2 - KQQX (sleeps 8)
4.9 (170 reviews)
Luxury condo in Wailea Ekolu with ocean, mountain & golf course views. Largest floor plan, split A/C system, 2 levels, 2 pools, beach supplies & more.
$400/nt (avg.)
Location: Ekahi Village, Wailea
Bedrooms: 1 - KXX (sleeps 4)
5 (124 reviews)
Fully renovated ground-floor one-bedroom/two-bath vacation condo in Wailea resort district on Maui's "sunny side." Short walk to beach and pool, with partial ocean views. Luxurious master bedroom, fully equipped kitchen, pull-out queen sleeper sofa, and entertainment system.
$375/nt (avg.)
Location: Ekahi Village, Wailea
Bedrooms: 1 - K (sleeps 2)
5 (123 reviews)
Luxurious tropical retreat in Maui's Ekahi Village. Spectacular ocean and volcano views, privacy, short walk to Keawakapu Beach. Modern amenities.
$383/nt (avg.)
Location: Grand Champions, Wailea
Bedrooms: 2 - KTX (sleeps 5)
5 (122 reviews)
Gorgeous ocean & golf course view 1BR condo in Wailea, Maui. Sleeps 4, ground floor access, 2 master suites, beach chic decor, AC, pool, beach gear.
$1190/nt (avg.)
Location: Wailea Beach Villas, Wailea
Bedrooms: 2 - KQX (sleeps 6)
5 (121 reviews)
Spacious 2 bed/2 bath villa with den as 3rd bedroom. Ocean and pool views. Elegant island style decor. Resort amenities including pools, gym, concierge.
$328/nt (avg.)
Location: The Palms at Wailea, Wailea
Bedrooms: 1 - KK (sleeps 4)
4.9 (161 reviews)
Newly renovated vacation rental with stunning artwork, new furnishings, and top-notch amenities, including a 65" TV and Bose surround sound system. Enjoy a king-size bed, split unit AC, and filtered water.
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