
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).

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.

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!

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 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

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.

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
Popular amenities for Wailea apartment rentals
Weekly apartment rentals

Closest to the beach!

Stylish Oceanfront Remodel 2/2

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

King Studio, Pool, Split AC, Across Kamaole Beach!

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

Your Perfect Kihei Vacation full of ALOHA

Partial Ocean View King Condo at Maui Vista Kihei

OCEAN FRONT modern 2BR 2BA, king bed, beach, pool!
Private apartment rentals

Modern Chic Kihei Villa • 3-Min Walk to Ocean

Aloha Vibes: Oceanfront View, Beach & Food Trucks

Maui Calling! Oceanfront Condo with Amazing Views.

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

Remodeled, Prime Oceanfront, Private corner condo

Modern Maui Getaway

Kihei Beach Retreat: Ocean Views and Sandy Feet!

Modern Kihei Hideaway/Zen Garden/Beach/KingBed
Apartment rentals with a hot tub

Oceanview Remodl, Sleeps8@Kam 2,Pool,HTub, 5 Star!

Hawaiian Paradise Escape Across Street from Beach

Quiet Studio, Great location across from beach

Maui Modern Beautiful, Chic Beach Retreat-sleep 6

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

In the center of it all!

Sugar Beach Resort #532 - Maui HI

Charming Studio steps to beach with washer/dryer
When is the best time to visit Wailea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$72,385 GYD | G$73,222 GYD | G$72,803 GYD | G$57,113 GYD | G$54,393 GYD | G$59,205 GYD | G$57,741 GYD | G$55,230 GYD | G$55,649 GYD | G$57,322 GYD | G$56,904 GYD | G$70,711 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 210 vacation rentals in Wailea

Nightly prices starting at
Wailea vacation rentals start at G$23,013 GYD 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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