Apartment vacation rentals in Wailea

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Quick stats about apartment rentals in Wailea

  • Total vacation rentals

    Explore 250 vacation rentals in Wailea

  • Nightly prices starting at

    Wailea vacation rentals start at G$23,002 GYD per night before taxes and fees

  • Verified guest reviews

    Over 5,390 verified reviews to help you choose

  • Family-friendly vacation rentals

    140 properties offer extra space & kid-friendly amenities

  • Vacation rentals with a pool

    240 properties feature pools

  • Rentals with dedicated workspaces

    130 properties have a dedicated workspace

  • Wi-Fi availability

    250 of Wailea vacation 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.

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Top guest favorite
A balcony view showcases the vibrant sunset over the ocean, framed by palm trees and manicured lawns. A small round table with two chairs is situated on the balcony, offering a serene space to enjoy the scenery.
Apartment in Kihei
4.9 out of 5 average rating, 248 reviews

Newly Remodeled Ocean View Condo

Hello and welcome to this newly refurbished and redesigned one-bedroom condominium, providing all the conveniences of home in the stunning paradise of Maui. This fully renovated condo, completed in 2021, includes a bathroom with an elegantly tiled walk-in shower and brand-new furnishings, brand new kitchen with appliances and everything you need to cook fine meals. The displayed price covers all taxes, cleaning, and resort fees—no additional charges will be added at the conclusion of your stay.

Superhost
An inviting private balcony features comfortable seating, including a round, woven chair and rattan seats with cushions. A telescope is positioned for views of the ocean and adjacent landscaped garden, showcasing palm trees swaying in the breeze and a glimpse of the heated pool.
Apartment in Kihei
4.88 out of 5 average rating, 139 reviews

The Whale Watch 208-Oceanfront Kihei

HOTEL ZONED, NOT affected by new Hawai’i legislation banning 1/2 of Maui’s Airbnbs Next to Pacific Whale Sanctuary, this newly renovated 2bed, 2bath is a modern oceanfront oasis. On the 2nd floor, overlooking a heated pool with sweeping ocean, sunset, and mountain views. Steps away to a protected ancient Hawaiian beach perfect for snorkeling, viewing sea turtles and whales shopping, dining and sightseeing just moments away. Sip cocktails or grill out on the rooftop deck with 360* views of Maui.

Top guest favorite
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.
Apartment in Wailea
4.88 out of 5 average rating, 173 reviews

Go Golfing from a Peaceful Apartment in a Beach Community

Unit #903 – Key Features Garden views, ground floor A/C (3 zones) Lanai seating Quiet Updated appliances; washer/dryer Primary: king bed Second: twins (convert to king) Sleeper sofa Kitchen TV, Wi-Fi Free U.S./Canada calls Amenities Beach chairs, umbrella, boards, cooler, towels Baby gear: Pack ’n Play Pool, hot tubs Location Wailea—near beaches, golf, shops, dining. Keawakapu Beach is a short walk. Guest Support On-island contact after booking. Parking Dedicated space + guest parking.

Guest favorite
Apartment in Kihei
4.85 out of 5 average rating, 140 reviews

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!

Top guest favorite
Apartment in Kihei
4.76 out of 5 average rating, 131 reviews

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.

Guest favorite
A spacious living area featuring high vaulted ceilings and large windows offering ocean views. Comfortable seating arrangements include an oversized sofa and stylish armchairs. A dining table accommodates four, complemented by a decorative feature wall. Natural light enhances the airy atmosphere throughout the room.
Apartment in Wailea
4.98 out of 5 average rating, 108 reviews

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.

Top guest favorite
A covered private lanai features a comfortable seating arrangement with a coffee table, while natural light enhances the space. Sunset views are visible through palm trees, providing a serene backdrop. The entrance to the indoor living area is seen through glass doors.
Apartment in Wailea
4.96 out of 5 average rating, 201 reviews

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

Superhost
Apartment in Kihei
4.85 out of 5 average rating, 168 reviews

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.

Guest favorite
Tall palm trees frame a view of a serene coastline at dusk, where gentle waves meet the shore. The scene includes a hammock suspended between two trees, and soft pastel hues illuminate the sky, transitioning from light blue to warm pink. A green lawn completes the tranquil atmosphere.
Apartment in Kihei
4.91 out of 5 average rating, 135 reviews

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.

Guest favorite
A private Lanai is furnished with a round glass table and four comfortable chairs, overlooking lush green lawns and distant blue mountains. The serene outdoor space invites relaxation, enhanced by a warm tropical breeze and clear blue skies.
Apartment in Wailea
4.92 out of 5 average rating, 133 reviews

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.

Guest favorite
An open living area features a modern kitchen with stainless steel appliances and a light countertop. A comfortable gray sectional sofa is arranged around a small coffee table on a patterned rug. Shelving displays decor, and a large mirror reflects the space, enhancing brightness.
Apartment in Kihei
4.95 out of 5 average rating, 223 reviews

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.

Guest favorite
Apartment in Wailea
4.84 out of 5 average rating, 186 reviews

Hawaiian-style 1 BR Condo - steps from the beach!

This beautifully decorated Hawaiian-style, first floor, one bedroom condo is the perfect place for you to stay during your vacation in Kihei, Hawaii. Located inside the Hale Kamaole resort and just across the street from Kamaole Beach Park III, this condo has the ideal location!

Popular amenities for Wailea apartment rentals

When is the best time to visit Wailea?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$72,769 GYDG$80,924 GYDG$73,187 GYDG$67,332 GYDG$61,686 GYDG$58,131 GYDG$57,713 GYDG$55,204 GYDG$55,622 GYDG$55,622 GYDG$59,595 GYDG$71,514 GYD
Avg. temp16°C16°C16°C17°C18°C18°C19°C20°C19°C19°C18°C17°C

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