Apartment holiday rentals in Wailea

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Top-rated apartment rentals in Wailea

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Top guest favourite
A spacious living area features a large sectional sofa adorned with various throw pillows. A wooden coffee table sits in front of the sofa, while built-in shelves display decorative items and a flat-screen TV is positioned for easy viewing.
Flat in Wailea
4.88 out of 5 average rating, 162 reviews

Go Golfing from a Peaceful Apartment in a Beach Community

-Unit #903 -Beautiful Garden Views -Ground Floor Convenience -Air conditioning throught unit...3 zones -Huge Lanai With It's Own Weber Gas BBQ -2 Lounge Chairs -Quiet Location -All New Appliances -Brand New Full Sized Washer And Dryer -Luxury King Bed In The Master Bedroom -2 Twin Beds In The Second Bedroom can Also be Converted into a King Sized Bed -Free WIFI Internet -Free Local And Long Distance Phone Calls Within US And Canada -Pullout Sleeper Sofa -Fully Equipped Kitchen With BBQ Platters And Utensils -Flat Screen TV In The Living Room -Pac N Play and Booster Seat for young ones -Keawakapu Beach just a short walk away -Tommy Bahama Beach Chairs -Boogie Boards -Beach Umbrella -Beach Coolers -Pool / Beach Towels -Large Pool Area -Hot Tubs The entire condo and grounds are yours to enjoy. Wonderful pool and spa just a 2 minute walk from the unit. My On-Island Representative is available when needed. She lives in Kiehi and is handles several units for me. You will receive her phone number and email address upon booking the unit. Rest assured someone is on call should you need help. The apartment is in the beach community of Wailea. If golf, shopping, and relaxing are the most strenuous activities on the list, this is the place. Wailea has one of Maui’s best beaches, championship golf courses, top spas, and world-class shops. One dedicated parking spot just outside the front door to your condo. Multiple first come first serve parking spaces 40 feet away from this spot. We provide beach gear (chairs, umbrella, boogie boards, cooler) and baby gear (booster seat, pack n play).

Top guest favourite
A modern living area showcases a comfortable gray sofa with decorative pillows, complemented by a round coffee table. A vibrant piece of wall art featuring a whale hangs above the sofa. Two table lamps with blue bases provide soft lighting, enhancing the serene ambiance.
Flat in Kihei
4.99 out of 5 average rating, 74 reviews

Kihei Maui Getaway

1 minute walk to beautiful Kamaole 1 Beach, as well as numerous restaurants and bars. New renovation with all new everything! King bed and queen sofa bed are memory foam. Corner unit: upcountry and peek-a-boo ocean views. All the kitchen and bathroom amenities provided, including beach towels, chairs and umbrellas. Beautiful art by local artist Sherri Reeves, from Makawao. Quiet, well-maintained condo complex with large jacuzzi, swimming pool, sauna and pickle ball court. Free parking.

Top guest favourite
Flat in Wailea
4.98 out of 5 average rating, 49 reviews

Wailea Ocean View Escape

Wailea, Ekahi- Ocean views, ocean front pool, lush gardens, let your next vacation be the perfect reset! Walk to the beach in 5 minutes directly through the oceanfront complex. Brand new Air Conditioning throughout unit! Oceanfront pool pavilion equipped with BBQs and kitchen make for the perfect family time. Gym, pickleball, gorgeous amenities await you! Quiet Unit in building 33 offers a spacious primary bedroom and two full bathrooms. Pull out sofa in living room is perfect for children.

Top guest favourite
A modern kitchen features sleek cabinetry and stainless steel appliances, including a refrigerator and microwave. A light grey tile backsplash complements the white marble countertop, which hosts a built-in stove. Natural light enters through a small window, enhancing the airy space.
Flat in Kihei
4.93 out of 5 average rating, 106 reviews

High-end, On Beach, View Balcony, with Pool & BBQ!

Free Parking. Building is right on the beach and under 3 min walk to small market and world famous Ululani's shave ice shop. This condo is on the second floor with balcony with ocean view! This World famous Sugar Beach is in the backyard w/ 10 miles of sand. Fully Remodeled with High End Finishings. TWO FULL BATH. One with Tub and One with Shower. KING ADJUSTABLE BED. Split System AC. One in Living Room and One in Bedroom. Super Quiet. TWO TV's. One in the Living Room and One in the Bedroom.

Top guest favourite
The kitchen area features warm wooden cabinetry and sleek granite countertops, accented by pendant lighting. A spacious island with two high stools invites casual dining. Stainless steel appliances are visible, and the open layout allows for a seamless flow into the adjoining living area.
Flat in Wailuku
4.95 out of 5 average rating, 100 reviews

Grnd Floor Oceanfront Condo- Great View, A/C,Wi-Fi

The convenient location in Maalaea leaves you minutes away from beautiful beaches, restaurants, and all Maui destinations. An open layout consisting of 1 bedroom and 1 bath gives an expansive feel to this exquisite unit. Central A/C. Luxury upgrades include: travertine flooring, custom kitchen and bathroom cabinetry, granite counter-tops, new stainless appliances, stone flooring and stone/glass shower. Meticulously maintained grounds along with a refreshing swimming pool and grilling area.

Top guest favourite
A serene landscape view features tropical greenery and palm trees leading to the ocean. Sun umbrellas are visible along the shore, providing shade, while calm blue waters stretch into the distance. Lush foliage surrounds the area, enhancing the tranquil outdoor environment.
Flat in Wailea
4.96 out of 5 average rating, 142 reviews

Wailea Couples Retreat, 300 FT To Keawakapu Beach

Ekahi Ocean Studio is perfectly located in the lower village of Wailea Ekahi (ground floor), a lush-landscaped paradise, just steps from the oceanfront pool and to world-renowned Keawakapu beach. This studio is perfect for couples seeking a peaceful, romantic retreat. You can spend your days lounging at the beach or oceanfront pool, running along the nearby beachfront pathway, exploring nearby Wailea restaurants and resorts or enjoying our cook's kitchen and your private Lanai.

Top guest favourite
A bright living area features a comfortable sofa and armchairs, complemented by a coffee table. Large windows offer stunning ocean views, while a dining table and chairs are positioned nearby. A TV sits on a wooden unit, and vibrant artwork adorns the wall.
Flat in Kihei
4.93 out of 5 average rating, 147 reviews

Maui Oceanfront Penthouse at Nani Kai Hale (609)

Bask in the breathtaking ocean views from our Maui penthouse! Centrally located, our beautifully remodeled suite offers full beachfront, ocean and pool access. The master bedroom features an incredibly comfortable California king bed with an en suite bathroom and stone walk-in shower. There is also a king size cozy sleeper sofa in the living room which has direct access to the second full bathroom. The modern kitchen is fully equipped with everything you need!

Superhost
A coastal scene features rocky shoreline transitioning into gentle waves. Lush greenery and palm trees are visible along the land, contrasting with the blue ocean. The horizon reflects warm light, suggesting a serene atmosphere at sunset. The natural landscape provides a tranquil environment.
Flat in Kihei
4.83 out of 5 average rating, 268 reviews

Quiet Studio, Great location across from beach

My place is located in sunny Kihei and only 20 minutes from the airport. The studio is right across the street from Kalepolepo Beach and the Whale Sanctuary. The studio is centrally located in Maui near many beaches, restaurants, and shopping centers which is very convenient. The famous Ululani's shaved ice along with various fruit stands are only a few minutes away. You can whale watch, paddleboard, snorkel, sight see, and enjoy the most amazing sunsets in Maui!

Guest favourite
An oceanfront view is captured from the lanai, showcasing gentle waves lapping at a sandy beach below. Lush palm trees line the shore, swaying in the breeze under a bright blue sky with scattered clouds.
Flat in Kihei
4.92 out of 5 average rating, 144 reviews

Ocean Front With Ocean View! AC, King Bed, 2 Bath!

E Komo Mai to our remodeled oceanfront unit with stunning ocean view at the Nani Kai Hale. Feel the ocean breeze, listen to the waves, and watch the whales and sunsets from our tranquil, oceanfront condo. From our comfortable lanai seating you have view of the Islands of Molokini, Kahoolawe and Haleakala while enjoying your morning coffee, evening cocktail, or anytime meal. Walk along the beach and experience beautiful sunsets framed by swaying coconut palms.

Top guest favourite
A cozy living area features a sofa and coffee table, illuminated by natural light through large sliding glass doors. An outdoor seating area overlooks a tropical garden, with BBQ grills available nearby. A view of the community pool and palm trees adds to the relaxing atmosphere.
Flat in Kihei
4.98 out of 5 average rating, 103 reviews

Walk to Everything- Beach, Eat, Shop, Whale Watch!

Whale Season 2026 is here! Best location to see humpback whales day long! We are centrally located in Kihei Town, in the Maui Vista Condominiums building #3 (peaceful & quiet located on the 3rd floor) - one of the best locations in South Maui! Stay with us and you'll be within walking distance of all the best attractions in Kihei! ✅ Best Beaches ✅ Surfing ✅ Snorkeling ✅ Restaurants ✅ Nightlife ✅ Shopping You name it- we are close to EVERYTHING!

Guest favourite
A serene coastal scene features a palm tree beside gently lapping waves. Inset images showcase a modern kitchen with stainless steel appliances, a pool area, and a beach view, illustrating the condo's amenities and nearby recreational options.
Flat in Kihei
4.86 out of 5 average rating, 321 reviews

3 minutes walk to the beach 2BR/2BA Top floor

You'll love this stylish newly renovated condo. Enjoy easy walks to everything you desire for the perfect Maui vacation. This truly is the best holiday location on the island. You'll love the neighborhood, the shopping, the beaches, the pool, the kitchen, sunsets, restaurants, cafes, bars, turtles & whales! You'll be staying directly opposite the famous Charley Young beach! In the cutest little beach town on island. Complementary car park

Guest favourite
A bright, open living area features modern furnishings including a spacious sofa and lounge chairs. Large sliding glass doors provide views of the garden and ocean, while a ceiling fan enhances airflow. A round coffee table sits on a woven rug, complementing the hardwood floors.
Flat in Wailea
4.94 out of 5 average rating, 100 reviews

A.R.A Retreats: Garden Oasis

Nicknamed “Garden Oasis” for its beautiful little garden walk out off the Lanai onto a beautiful field. While it also has a amazing view of the pacific ocean the beautiful private walkout really set the tone for a relaxing and private oasis. Wailea Ekolu Village is a three-minute drive or 18 minute walk to the beautiful golden sands of Wailea Beach. The Shops at Wailea, Monkeypod Kitchen and so much more just a short walk away!

Popular amenities for Wailea apartment rentals

When is the best time to visit Wailea?

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Avg. price$437 SGD$442 SGD$440 SGD$345 SGD$329 SGD$358 SGD$349 SGD$334 SGD$336 SGD$336 SGD$360 SGD$432 SGD
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Quick stats about flat rentals in Wailea

  • Total holiday rentals

    Explore 220 holiday rentals in Wailea

  • Nightly prices starting at

    Wailea holiday rentals start at $177 SGD per night before taxes and fees

  • Verified guest reviews

    Over 4,910 verified reviews to help you choose

  • Family-friendly holiday rentals

    120 properties offer extra space & child-friendly amenities

  • Holiday rentals with a pool

    210 properties feature pools

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wifi availability

    220 of Wailea holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Wailea rentals

  • 4.9 Average rating

    Wailea stays are highly rated by guests – averaging 4.9 out of 5!

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