
Apartment holiday rentals in Wailea
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Quick stats about apartment rentals in Wailea

Total holiday rentals
Explore 250 holiday rentals in Wailea

Nightly prices starting at
Wailea holiday rentals start at $153 AUD per night before taxes and fees

Verified guest reviews
Over 5,390 verified reviews to help you choose

Family-friendly holiday rentals
140 properties offer extra space and kid-friendly amenities

Holiday rentals with a pool
240 properties feature pools

Rentals with dedicated workspaces
130 properties have a dedicated workspace

Wi-Fi availability
250 of Wailea holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Wailea rentals

4.9 Average rating
Wailea stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated apartment rentals in Wailea
Guests agree: These apartments are highly rated for location, cleanliness and more.
Private Top-Floor Apartment with Mountain and Ocean Views
Many units in the Palms only have air conditioning in the master bedroom. We substantially upgraded the unit (new floors, cabinets, appliances), and while we were at it we installed AC throughout the unit. -Unit #906 -Beautiful Views -End Unit on Second Floor Provides Awesome Privacy -Air conditioning throughout unit...3 zones -Private 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. If golf, shopping, and being pampered is the aim, then Wailea is ideal. Walk to Keawakapu, one of Maui’s best beaches, play at 3 championship courses at Wailea Golf Club, and choose from 3 top spas. For an ocean adventure, rent an outrigger canoe. 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).
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Beautiful Studio Oasis Maui Banyan
G210A - This one-bedroom/one bath studio is conveniently located on the 2nd Floor near the front entrance of the popular Maui Banyan, close to the pool, hot tub, barbecues, elevator, front office, and within a short walking distance from Kamaole Beach II and its beautiful sunsets! Many restaurants within walking distance as well. This small unit includes a compact fridge, microwave, coffee maker, toaster and a wall-unit AC. We also provide beach chairs and towels. Maui awaits your arrival!
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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.
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Updated 1st Floor Maui condo
A welcoming 1st floor, one bedroom 723 sq ft condo at Kihei Kai Nani complex across from beautiful Kamaole II beach, in Kihei. It is recently updated, fully furnished and equipped with full kitchen, Queen size bed and a crib for an infant and a twin air mattress (no sofa-bed). NOTE: The Kihei Kai Nani resort has been zoned as a Hotel / Business Resort since it was built in the 70's. It is not one of the resorts being targeted by current legislation to curb Short Term Rentals on Maui.
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Luxurious Wailea Ocean Vistas
Completely remodeled. Our new Wailea luxury condo is immaculate and offers direct ocean views. Airy, comfortable, and with stylish decor, every amenity a Maui visitor could hope for is provided. Guests will fall in love with Wailea's beautiful lushness while enjoying a charming well-designed hideaway. We have considered every detail to provide the most effortlessly luxurious stay possible. With beaches nearby and two pools onsite, this island paradise has everything and more.
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Ocean View, 1 minute walk to the beach 2BR/2BA
You'll love this stylish newly renovated condo with stunning ocean view. 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, 3 pools, 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 parking
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Ocean Front Vibes Maui
Wake up to panoramic ocean views and end your day with sunsets from your private lanai in this top-floor corner condo at Haleakala Shores. Just steps to Kamaole Beach Park III with easy elevator access. Beautifully remodeled in 2020, fully stocked, and walkable to dining, shops & snorkeling. Light road noise possible. See more videos & details on social at oceanfrontvibesmaui Maui's airport code is OGG
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OCEANFRONT, Prestigiously REMODELED Chic Condo**
An incredible beachfront location and boutique tranquility make this condo feel like your own luxury resort. Watch the waves tumble on shore as you sip your favorite cold beverage from your own private lanai facing the golden sands and turquoise waters of Kamaole I Beach. Lush garden areas, high ceilings, original artwork and a secluded feel make this unit the perfect getaway.
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Maui Banyan 1bd steps to beach & restaurants
Stay steps from stunning Kamaole Beach! This 1-bedroom retreat features a king bed, sofa bed, central A/C, and a fully equipped kitchen for easy meals. Relax on your private patio after a day at the beach. Surrounded by cafés and restaurants, you’ll enjoy the perfect blend of comfort and convenience. Free parking included. IT'S A LEGAL VACATION RENTAL UNIT
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Charley's Hideaway (Oceanfront)
Say Aloha to this 2 bedroom, attached beach bungalow built for family, friends and guests to relax and read, nap in the afternoon and play in the surf. Places like this have become a rarity in the islands, this charming, old Hawaiian house sits on a bluff overlooking the beach and predates a time before resorts and generic condo’s became the norm.
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Grand Champions - Ocean & Golf View, King Bed, A/C
We are located in the heart of Wailea at the Grand Champions Villas, close to Maui's best beaches and within walking distance to great restaurants, the Shops of Wailea and surrounded by Championship Golf Courses. Grand Champions is a serene 12-acre park-like resort next to the Wailea Tennis Club and Wailea Blue Golf Course.
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Next to Beach, Foods & Shops - Updated w/ View!
Centrally located in south Downtown Kihei. The place is literally next to the world famous Kameole Beach, next to many restaurants, next to bakery, next to ice cream shop, next to bar, next to small market. Literally walk to everything. Your family will be close to everything when you stay at this centrally-located place.
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Popular amenities for Wailea apartment rentals
Weekly apartment rentals

Maui Kamaole in Kihei | Ocean View, Pool, Hot Tub
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Wailea Escape/Golf Views, Beaches & Family Comfort
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Beautiful Wailea-Perfect Getaway
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Kihei Maui Getaway
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Spacious 3BR/2BA Condo in Wailea
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Newly Remodeled-Quiet Location-Well Equipped-AC
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Spacious Renovated 4bd - Koa Resort 2A
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Luxe Wailea Getaway | Stunning Ocean Views
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Private apartment rentals

Newly Remodeled Ocean View Condo
LocationFamilyHiking

Modern Chic Kihei Villa • 3-Min Walk to Ocean
LocationFamilySleep quality

Stunning Sunsets & Ocean Views Every Day!
LocationHospitalityCleanliness

Kihei Condo 3 min Walk to Beach
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Lowest rates in Wailea right now! Spacious 5-star
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Stunning,Two Bd,Grd Fl,AC,wifi, pool, hot tub B108
LocationFamilyAir conditioning

Maui Banyan condo w/ BBQ grill and pool
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Luxury, Modern Oceanview | Pool, Hot Tub | Whales
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Apartment rentals with a hot tub

Wailea Large Ocean View Condo
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Steps to Charley Young Beach • Remodeled• Pool •AC
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Summer Special / King Bed - Closest to Ocean!
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Stunning Luxury Oceanview Condo
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Charming Studio steps to beach with washer/dryer
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Premier Poolside Villa at Kihei Bay Vista (D202)
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Pacific Shores-Ocean View Top Floor-A/C All Rooms
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South Maui Escape
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When is the best time to visit Wailea?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $485 AUD | $540 AUD | $488 AUD | $449 AUD | $411 AUD | $388 AUD | $385 AUD | $368 AUD | $371 AUD | $371 AUD | $397 AUD | $477 AUD |
| Avg. temp | 16°C | 16°C | 16°C | 17°C | 18°C | 18°C | 19°C | 20°C | 19°C | 19°C | 18°C | 17°C |
Destinations to explore
- Rentals with a hot tub Wailea
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- Maui
- Kaanapali Beach
- Lahaina Beach
- Whalers Village
- Wailea Beach
- Maui Vista Condominium
- Polo Beach
- Honolua Bay
- Kapalua Bay Beach
- Big Beach
- Black Sand Beach
- Black Rock Beach
- Haleakala National Park
- Old Lahaina Luau
- Ka'anapali Golf Courses
- Kihei Kai Nani
- KOA Resort
- Kamaole Beach Park II
- Aston Mahana at Kaanapali
- Maui Ocean Center
- Maui Arts & Cultural Center
- PacWhale Eco-Adventures
- Hāmoa Beach
- Kahana Beach
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