
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 $187 NZD 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, Wifi 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).
FamilyLocationHospitality

Wailea Large Ocean View Condo
Enjoy the comfort and cleanliness of your own space. Located in the heart of Wailea, Grand Champions Villas is next to a golf course, tennis courts, a short walk from the Shops of Wailea, restaurants and a 5 minute drive to Wailea Beach. Open floor plan living area which opens to a covered lanai area for outdoor entertaining and dining with lush tropical, ocean views and stunning sunsets. Why stay in a crowded hotel when you can relax in the safety of your own large condo. Long stay discounts.
ValueLocationAccess

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!
FamilyLocationTV

OCEANFRONT Luxury Condo *180° SWEEPING Ocean Views
*Please note, The MAXIMUM OCCUPANCY of this 2-bedroom unit is 6 people at all times. This includes adults, children, infants, and overnight guests. Between the white sand beaches of Kamaole I and II, lies the oasis that is the Royal Mauian. This ground floor, oceanfront, luxury 806 square foot unit opens up onto your very own private patio and grassy lawn. Complete with lounge chairs and outdoor seating, just steps from the turquoise waters of the Pacific Ocean, your paradise awaits.
LocationValueComfort

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.
ValueFamilyCheckout

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.
ValueFamilyDecor

Summer Special / One Bedroom- Closest to beach!
We're happy to assure you that our condo in South Maui is fully compliant and properly zoned for short-term rentals. Book with confidence! As Maui residents, my wife and I can truly say there is no better place to live or vacation than Maui Banyan.. We bought our condo with a long-term goal in mind.. retirement later but fun now. We ask that if you choose to stay with us that the rental agreement that will be sent to you is respected and followed. Welcome to paradise!
LocationValueWalkability

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!
LocationFamilyGetting around

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
FamilyLocationNearby

Family Oceanview | Beach, Pool, Hot Tub, AC
Experience island living in our top-floor ocean-view condo in Kihei. Wake to ocean breezes and panoramic views. Recently updated with stylish touches, it offers comfort and charm for all. Enjoy whale watching in season and year round sunsets from the private lanai. Just steps from the beach, it's a serene escape—perfect for couples, friends, or families seeking a memorable Maui getaway.
ValueFamilySleep quality

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
ValueLocationOutdoor spaces

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.
ValueFamilyHot tub
Popular amenities for Wailea apartment rentals
Weekly apartment rentals

Tropical Beachfront Paradise
LocationFamilyIndoor spaces

Wailea Escape/Golf Views, Beaches & Family Comfort
LocationFamilyAir conditioning

Ocean View, 1 minute walk to the beach 2BR/2BA
LocationFamilyHot tub

Wailea Ocean View Escape
FamilyValueCheckout

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

Stunning Sunsets & Ocean Views Every Day!
LocationKitchenDecor

Amazing location! Chic Maui Getaway (ground floor)
LocationFamilyDecor

Wailea Ekahi Ocean View Unit | Walk to Beach | AC
LocationFamilyNearby
Private apartment rentals

Mavi Bay luxury ocean view condo
ValueFamilyAccuracy

Top-floor condo w/ pool, lanai & beach access
LocationFamilyKitchen

Modern Chic Kihei Villa • 3-Min Walk to Ocean
ValueLocationHospitality

Kihei Maui Getaway
LocationFamilyDecor

Stunning,Two Bd,Grd Fl,AC,wifi, pool, hot tub B108
FamilyValueSleep quality

Beautiful Wailea Condo on the Golf Course GC147
LocationDecorLaundry

Oceanview Condo 174
LocationWalkabilityAir conditioning

Spacious 3BR/2BA Condo in Wailea
LocationFamilyAmenities
Apartment rentals with a hot tub

Sugar Beach! Direct Ocean Front! Best Views! #620
LocationFamilyOutdoor spaces

Serene Wailea retreat | Near beaches | A/C
FamilyValueTV

Let's Do Sunset On Maui! 1 Minute Walk to Beach
LocationFamilyBreakfast

Maui Banyan condo w/ BBQ grill and pool
FamilyLocationAmenities

Kihei 525-OceanView, 5 min drive to stores/food
FamilyLocationHiking

Steps to Charley Young Beach • Remodeled• Pool •AC
ValueLocationIndoor spaces

Charming Studio steps to beach with washer/dryer
FamilyLocationSleep quality

Maui Kihei One Bedroom - Steps from Ocean & Beach
FamilyLocationComfort
When is the best time to visit Wailea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $591 NZD | $657 NZD | $595 NZD | $547 NZD | $501 NZD | $472 NZD | $469 NZD | $448 NZD | $452 NZD | $452 NZD | $484 NZD | $581 NZD |
| 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
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- Maui
- Kaanapali Beach
- Lahaina Beach
- Polo Beach
- Wailea Beach
- Maui Vista Condominium
- Kapalua Bay Beach
- Honolua Bay
- Big Beach
- Black Rock Beach
- Haleakala National Park
- Black Sand Beach
- Kihei Kai Nani
- Kamaole Beach Park II
- Maui Arts & Cultural Center
- Maui Ocean Center
- PacWhale Eco-Adventures
- Hāmoa Beach
- Aston Mahana at Kaanapali
- Kahana Beach
- Whalers Village
- Peahi
- Maui Tropical Plantation
- Kamaole Beach Park III
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