
Apartment vacation rentals in Wailea
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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 -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).

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.

*Last Minute Deal * Fully Remodeled, Luxury Condo
This is an exclusive, elegant, fully remodeled 650 sq ft condo in a fantastic location. Pools, hot tubs, tennis courts, BBQ /picnic areas, and beautiful Hawaiian greenery dot the grounds of this sought after complex. Sip a Mai Tai on your private lanai and admire the foliage below. Sink into your comfortable bed and marvel at the palm trees peeking through your windows. Appreciate the hardwood floors, tiled shower, and custom Hawaiian touches of this luxury unit. The perfect vacation awaits.

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.

Fall Special! - King Bed - Closest to Ocean!
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 View Loft -Own Private Hot Tub
Private outdoor entrance to your own space. No need to interact w/others. Like your own home. Secluded romantic couples retreat above Wailea 3-5 mins to Maui's best beaches/restaurants/shops/resorts. Bright open loft plan. 200˚rare ocean views. Large loft overlooks multiple islands/coast lights/star gazing. Secluded + sexy. Tropical private garden w/own hot tub. Full bath inside. Immaculate.Original art, clean contemporary design, due west exposure.

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

Location! Tropical King Suite: Steps to Beach
@KarasMauiCondo is a unique space, your barefoot sanctuary the moment you walk through the doors, in South Shore Maui. Welcome to the redefinition of hospitality and rustic splendor. Karas Condo’s close proximity to activities, shops, beaches, dining experiences provides walk ability and convenience. Closet is packed with all the necessities to get outside, explore, and find your Aloha. 🌺 Mahalos for your interest 🤍

Cozy Central Kihei Condo
Aloha I would love to host you at my cozy place in Kihei! Great Location, Great Views, Great Value! Centrally located and walking distance to beaches, restaurants, shopping and more! Kihei is known for its year round sun and amazing beaches. Make sure you get the most for your money by staying in a residential, well appointed and centrally located condo! This is a 3rd floor unit that requires the use of stairs.

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

Kamaole Sands 7-207-Stunning Remodel-Large Lanai
This 1 bedroom, 2 bathroom condo was just completely remodeled with beautiful modern finishes. The condo is located in Building 7 at Kamaole Sands and has a large lanai. PMI Maui manages many units in South Maui. Please let us know if you are interested in any of our units and we will send you the Airbnb link to view all of our listings and reviews.
Popular amenities for Wailea apartment rentals
Weekly apartment rentals

Mavi Bay luxury ocean view condo

Closest to the beach!

Wailea Escape/Golf Views, Beaches & Family Comfort

Modern Luxury Oceanview! Whales, Beach, Pool, AC!

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

Kihei Surfside 108 - Ground Floor - Oceanfront -AC

Charming Studio steps to beach with washer/dryer

Your Perfect Kihei Vacation full of ALOHA
Private apartment rentals

Stylish Oceanfront Remodel 2/2

Winter Deals-Cute Kihei Studio Across the Beach

Oceanfront Kihei Maui Studio

Maui Parkshore 303: Beachfront Apartment with View

In the center of it all!

Renovated 1BD/1BA | 3 min Walk to Beach | A/C

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

OCEAN FRONT modern 2BR 2BA, king bed, beach, pool!
Apartment rentals with a hot tub

Hawaiian Paradise Escape Across Street from Beach

Maui Kamaole i210 Kihei Ocean View & Whales

Stunning Luxury Oceanview Condo

Quiet Studio, Great location across from beach

Maui Banyan studio w/ ocean view & pool

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

Sugar Beach Resort #532 - Maui HI

Oceanfront penthouse with amazing views at Kauhale
When is the best time to visit Wailea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ1,271 | ﺩ.ﺇ1,285 | ﺩ.ﺇ1,278 | ﺩ.ﺇ1,003 | ﺩ.ﺇ955 | ﺩ.ﺇ1,039 | ﺩ.ﺇ1,014 | ﺩ.ﺇ970 | ﺩ.ﺇ977 | ﺩ.ﺇ1,006 | ﺩ.ﺇ999 | ﺩ.ﺇ1,241 |
| 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 |
Quick stats about apartment rentals in Wailea

Total vacation rentals
Explore 210 vacation rentals in Wailea

Nightly prices starting at
Wailea vacation rentals start at ﺩ.ﺇ404 per night before taxes and fees

Verified guest reviews
Over 4,870 verified reviews to help you choose

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

Vacation rentals with a pool
200 properties feature pools

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wi-Fi availability
210 of Wailea vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Wailea rentals

4.8 Average rating
Wailea stays are highly rated by guests—averaging 4.8 out of 5!
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