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

Total vacation rentals
Explore 240 vacation rentals in Wailea

Nightly prices starting at
Wailea vacation rentals start at ﺩ.ﺇ 514 per night before taxes and fees

Verified guest reviews
Over 5,280 verified reviews to help you choose

Family-friendly vacation rentals
130 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
230 properties feature pools

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wi-Fi availability
240 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.

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.

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.

Spring 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!

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!

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.

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

The Blue Door on Church Street | Vintage 1BR Villa
Experience authentic Maui at The Blue Door on Church Street, a renovated 1930s plantation home in historic Wailuku. This one-bedroom villa features a King-sized Nectar bed, memory foam sleeper sofa, spa-like bath, and a fully equipped bar area. Enjoy the on-site infrared sauna and walk to cafés, restaurants, and shops. Centrally located near ʻĪao Valley, beaches, and top Maui attractions—your perfect base for adventure and relaxation.

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!

Steps to Charley Young Beach • Remodeled• Pool •AC
Wake up and stroll across to Charley Young Beach - calm waters, sea turtles & iconic Maui sunsets. Fully remodeled 3rd-floor 1BR/1BA in South Kihei with garden & partial ocean views. Queen bedroom w/ AC + Smart TV; living room w/ AC, Smart TV & queen-size sleeper sofa. Fully stocked kitchen, spacious lanai & beach gear. Resort pool, tennis courts & BBQs. Prime walkable location steps to beaches, dining, and Wailea nearby.

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

*Last Minute Deal! Beautiful by TOP Swimming Beach
Nestled steps from stunning sunsets and moonrises, this 778 sq ft partial ocean view unit is an ideal island getaway. Revel in its bright ambiance and spacious kitchen. Unwind on the private lanai, overlooking the pool or savor views of waves and playful whales off Maui's coast. Perfectly situated across from Kam III beach, this family-friendly condo is your gateway to a memorable Maui experience.

2BR Oceanview | Beach, Pool, Hot Tub, AC, Sleeps 5
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.
Popular amenities for Wailea apartment rentals
Weekly apartment rentals

Tropical Beachfront Paradise

Wailea Escape/Golf Views, Beaches & Family Comfort

Updated 1st Floor Maui condo

Oceanview Condo 174

Wailea Ocean View Escape

Wailea Ekahi Ocean View Studio!

Spacious 3BR/2BA Condo in Wailea

Ocean View w/AC - Wailea Elua 306
Private apartment rentals

Modern Chic Kihei Villa • 3-Min Walk to Ocean

Kihei Maui Getaway

Beautiful Wailea Condo on the Golf Course GC147

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

Oceanfront Dream 2Bed/2Bath-Mana Kai Maui Resort

Kihei Surfside 108 - Ground Floor - Oceanfront -AC

Maui Kihei One Bedroom - Steps from Ocean & Beach

Newly Remodeled-Quiet Location
Apartment rentals with a hot tub

Family Friendly Loft Style Kihei Condo 2BD/2BA

Quiet Studio, Great location across from beach

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

Ocean View Condo: Cozy & Fun at The Shores of Maui

Kamaole Beach condo w/ heated pool and spa

Sugar Beach Resort #532 - Maui HI

Charming Studio steps to beach with washer/dryer

Your Perfect Kihei Vacation full of ALOHA
When is the best time to visit Wailea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 1,278 | ﺩ.ﺇ 1,421 | ﺩ.ﺇ 1,285 | ﺩ.ﺇ 1,003 | ﺩ.ﺇ 955 | ﺩ.ﺇ 1,039 | ﺩ.ﺇ 1,014 | ﺩ.ﺇ 970 | ﺩ.ﺇ 977 | ﺩ.ﺇ 977 | ﺩ.ﺇ 1,047 | ﺩ.ﺇ 1,256 |
| 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 |
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