Wailea Vacation Rentals

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.

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.

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.

Luxury 3-bedroom, 3-bath, 2500 sq. ft. Penthouse Villa J205 at Wailea Beach Villas with ocean views, gourmet kitchen, and resort amenities.

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.

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.

Ground floor, remodeled condo with ocean views in Ekahi Village. Short walk to the beach. Fully stocked kitchen, washer/dryer, beach amenities.

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.

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.

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.

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.

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.

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.

Luxurious 3 bed, 3.5 bath townhome at Hoolei Wailea Beach with private elevator, ocean views, BBQ area, entertainment system, and resort amenities.

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.

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.

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.

Luxurious tropical retreat in Maui's Ekahi Village. Spectacular ocean and volcano views, privacy, short walk to Keawakapu Beach. Modern amenities.

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.

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.

Ground floor, fully furnished unit with beautiful views of the lush green lawn. Located in Wailea Ekahi, directly on the beach with easy access. Amenities include a family pool, shaded pavilion, and keyless access. Accommodates up to 4 guests with a king bed and twin Murphy bed.

Clean, open condo w/ ocean view & lanai in Wailea Ekolu. Close to beautiful beaches, golf courses, shopping, & dining. Perfect for a Maui retreat.

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.

Renovated, spacious condo in prestigious Wailea resort district. Quiet, corner unit close to the beach and pool with private garden and ocean views. Luxurious master bedroom, fully equipped kitchen, and entertainment system. Includes beach amenities.

Private fully equipped home on 1 acre at cul-de-sac; stunning ocean views; pool, spa, and beach gear; indoor/outdoor kitchens; AC, WiFi, parking.

Vacation rental condo in Wailea Ekahi Village, Maui. Ground floor unit with private tropical lawn area, 2 lanais, and patio. Sleeps 8, fully air-conditioned, with 3 pools, gym, BBQ grills, and beach access. Cleaning practices include non-toxic disinfectant and UV light wand.

Spacious 2BR/2BA ground floor condo in Wailea Ekolu with ocean views. Fully equipped kitchen, 2 pools, beach gear, A/C, WiFi, and golf discounts.

Luxurious, modern 2BR/2BA vacation rental at The Palms at Wailea. Recently renovated, with ocean views, a private lanai with BBQ, and family-friendly amenities. Free laundry, on-site concierge, and access to a hot tub and saltwater pool.

Luxurious and affordable vacation rental in Wailea, Maui with stunning views, modern finishes, and access to 5 beaches, golf courses, and shopping.

Spacious 1BR, 2-bath luxury condo in Wailea with panoramic ocean views. Includes fully-equipped kitchen, mini-split AC, and close to top golf, tennis, shopping, dining. Sleeps 2, beach gear included.

Ground floor, 1BR/1BA condo with reserved parking, tropical garden views, and easy access to pools, BBQs, golf, tennis, and shops at Wailea. Sleeps 4. . Noise from adjacent units possible.

Ocean view 1 bed/2 bath condo in upper Wailea Ekahi Village, sleeps 4 guests. Double lanai, outdoor dining, and chaise lounges. 4 pools, pickleball court, and BBQ stations. Fully stocked kitchen, washer/dryer, and outdoor equipment. 7 min walk to Keawakapu Beach.

Enjoy panoramic ocean views from this private 2-bed, 2-bath condo in Wailea Ekolu. Vaulted ceilings, 3 lanais, and resort amenities. Walk to beaches and restaurants.

Luxury ground floor condo at The Palms at Wailea, Maui. Split AC units, updated, fully stocked kitchen, beach gear, Weber gas BBQ, and pool access.

Oceanfront, 2nd floor corner unit with stunning garden view. Recently remodeled kitchen, equipped with modern amenities, and state-of-the-art AC units.

1BR/2BA ocean view condo in Wailea Ekahi Village. Direct access to Keawakapu Beach. 4 pools, AC, newly remodeled kitchen, memory-foam king bed.

Private & secluded Wailea Grand Champions Villas offer a renovated 2-bedroom ground-floor unit with en-suites, A/C, and a private lanai. Enjoy golf, tennis, spa, and beaches. Fully stocked kitchen.

1BR/1BA upper level condo, newly furnished, air conditioned, with lanai, WiFi, parking, and ocean views. Close to beaches, trails, and shopping.

Olu'olu is a newly remodeled, 2 bedroom, 2 bath condo in Wailea Ekolu. It has stunning views of the ocean and mountains, and is equipped with high-end amenities such as a Sonos Sound/TV entertainment system, a gourmet kitchen, and a 3 Zone, Split AC System.

Luxurious ocean-view, golf-front villa on 2nd fairway of Old Wailea Blue golf course. Fully equipped kitchen, spacious living area, and lanai. Two pools, two whirlpool spas, and BBQ facilities. Adjacent to Wailea Tennis facilities. Short walk to world-famous Wailea beaches.