
Apartment vacation rentals in Wailea
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Top-rated apartment rentals in Wailea
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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).

High-end, On Beach, View Balcony, with Pool & BBQ!
Free Parking. Building is right on the beach and under 3 min walk to small market and world famous Ululani's shave ice shop. This condo is on the second floor with balcony with ocean view! This World famous Sugar Beach is in the backyard w/ 10 miles of sand. Fully Remodeled with High End Finishings. TWO FULL BATH. One with Tub and One with Shower. KING ADJUSTABLE BED. Split System AC. One in Living Room and One in Bedroom. Super Quiet. TWO TV's. One in the Living Room and One in the Bedroom.

Grnd Floor Oceanfront Condo- Great View, A/C,Wi-Fi
The convenient location in Maalaea leaves you minutes away from beautiful beaches, restaurants, and all Maui destinations. An open layout consisting of 1 bedroom and 1 bath gives an expansive feel to this exquisite unit. Central A/C. Luxury upgrades include: travertine flooring, custom kitchen and bathroom cabinetry, granite counter-tops, new stainless appliances, stone flooring and stone/glass shower. Meticulously maintained grounds along with a refreshing swimming pool and grilling area.

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.

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!

Walk to Everything- Beach, Eat, Shop, Whale Watch!
Whale Season 2026 is here! Best location to see humpback whales day long! We are centrally located in Kihei Town, in the Maui Vista Condominiums building #3 (peaceful & quiet located on the 3rd floor) - one of the best locations in South Maui! Stay with us and you'll be within walking distance of all the best attractions in Kihei! ✅ Best Beaches ✅ Surfing ✅ Snorkeling ✅ Restaurants ✅ Nightlife ✅ Shopping You name it- we are close to EVERYTHING!

3 minutes walk to the beach 2BR/2BA Top floor
You'll love this stylish newly renovated condo. 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, the pool, the kitchen, 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 car park

1929 Restored 1BR Plantation Home | Walk to Town
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!

Best Location Across Best Beach! New AC throughout
This sunny second floor 621 square foot condo is located in the heart of Kihei. The complex (Kihei Kai Nani) boasts beautifully manicured tropical gardens, fruit trees, a large fresh water swimming pool, picnic tables, shuffleboard, an activity pavilion and several BBQs for our guests to use. Enjoy traditional Hawaiian decor, a private lanai and the warm Maui sunlight streaming through the many windows in this beautiful unit.

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.

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.
Popular amenities for Wailea apartment rentals
Weekly apartment rentals

Family Friendly Loft Style Kihei Condo 2BD/2BA

Stylish Oceanfront Remodel 2/2

Wailea 2BR | Walk to Beach | A/C | Family-Friendly

Bright studio by Kamaole II w/ ocean view

Beautiful Wailea Condo on the Golf Course GC147

*Newly Refurnished* Coastal Condo — Paia, Maui

Kihei Akahi Garden View Studio

Kamaole Sands condo with ocean view. Split AC
Private apartment rentals

Maui Kamaole i210 Kihei Ocean View & Whales

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

Kihei Condo 3 min Walk to Beach

Charming Studio steps to beach with washer/dryer

Your Perfect Kihei Vacation full of ALOHA

Partial Ocean View King Condo at Maui Vista Kihei

Ocean view stunning! Only 5 steps to the beach!

ELEGANTOcean+Sunset Retreat, A/C, Central, Parking
Apartment rentals with a hot tub

Hawaiian Paradise Escape Across Street from Beach

Quiet Studio, Great location across from beach

Whale Season Deals. Amazing Maui Oceanfront Condo.

In the center of it all!

Sugar Beach Resort #532 - Maui HI

Kihei Beach Retreat: Ocean Views and Sandy Feet!

Spring Special - King Bed - Closest to Ocean!

King Suite at Maui Banyan | Steps from the Beach
When is the best time to visit Wailea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$72,369 GYD | G$73,206 GYD | G$72,787 GYD | G$57,100 GYD | G$54,381 GYD | G$59,192 GYD | G$57,728 GYD | G$55,218 GYD | G$55,636 GYD | G$55,636 GYD | G$59,610 GYD | G$71,532 GYD |
| 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 220 vacation rentals in Wailea

Nightly prices starting at
Wailea vacation rentals start at G$29,282 GYD per night before taxes and fees

Verified guest reviews
Over 4,910 verified reviews to help you choose

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

Vacation rentals with a pool
210 properties feature pools

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wi-Fi availability
220 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!
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