
Apartment holiday rentals in Wailea
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Wailea
Guests agree: these apartments are highly rated for location, cleanliness and more.
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).

Breathtaking, FRONT ROW seat to the azure Pacific
Oceanfront and Comfort are found here in this tranquil, Full ocean view 555 sq ft unit located in the very popular Maalaea Banyans. This stunning, one bedroom/one bathroom condo features a number of upgrades and is perfectly located, allowing you to access all parts of the island! Just steps to the longest uninterrupted stretch of beach on Maui, it is a perfect place to watch the Hawaiian sea turtles, humpback whales (in winter months), and enjoy the views and natural surroundings in paradise.

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.

Sugar Beach Resort #532 - Maui HI
You will enjoy the incredible panoramic ocean views from your reclining patio chairs. Central air assures your comfort and an in-unit washer and dryer is convenient for an extended stay. Upgrades to this condo include tile flooring throughout, warm cherry finish solid wood cabinets, granite counter tops, stainless steel appliances and an open concept kitchen. A contemporary bathroom with curved glass blocks, custom shower, and a floating black granite sink. Dual flat screen TV’s/Blu-Ray.

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.

100 steps from the beach! Tranquil Seaside Oasis
Our cozy Kihei beachfront studio condo is the perfect home base for your Maui adventure. Featuring a comfortable California king bed, you'll feel right at home in our modern and stylish condo. Take advantage of the nearby beach access and spend your days soaking up the sun or trying out water sports. In the evenings, explore the local restaurants and nightlife, or relax on the lanai and enjoy the ocean breeze. Book your stay today and experience the ultimate Kihei vacation.

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!

Quiet Studio, Great location across from beach
My place is located in sunny Kihei and only 20 minutes from the airport. The studio is right across the street from Kalepolepo Beach and the Whale Sanctuary. The studio is centrally located in Maui near many beaches, restaurants, and shopping centers which is very convenient. The famous Ululani's shaved ice along with various fruit stands are only a few minutes away. You can whale watch, paddleboard, snorkel, sight see, and enjoy the most amazing sunsets in Maui!

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.
Popular amenities for Wailea apartment rentals
Weekly apartment rentals

Maui Kamaole ~ 1 Bedroom 2 Bath

Wailea Escape/Golf Views, Beaches & Family Comfort

Stylish Oceanfront Remodel 2/2

Modern Chic Kihei Villa • 3-Min Walk to Ocean

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

In the center of it all!

Pent house on the ocean

Honu Sunset Steps to the Beach!
Private apartment rentals

Closest to the beach!

Aloha Vibes: Oceanfront View, Beach & Food Trucks

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

Maui Calling! Oceanfront Condo with Amazing Views.

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

South Maui Escape
Apartment rentals with a hot tub

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

Hawaiian Paradise Escape Across Street from Beach

Family Friendly Loft Style Kihei Condo 2BD/2BA

Stunning Luxury Oceanview Condo

Winter Deals-Cute Kihei Studio Across the Beach

Kihei 525- A/C, Free Parking, and WiFi

Modern Maui Getaway

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 | $444 SGD | $449 SGD | $447 SGD | $351 SGD | $334 SGD | $363 SGD | $354 SGD | $339 SGD | $342 SGD | $352 SGD | $349 SGD | $434 SGD |
| 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 flat rentals in Wailea

Total holiday rentals
Explore 210 holiday rentals in Wailea

Nightly prices starting at
Wailea holiday rentals start at $141 SGD per night before taxes and fees

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

Family-friendly holiday rentals
110 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
200 properties feature pools

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wifi availability
210 of Wailea holiday rentals include wifi 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!
Destinations to explore
- Beach apartment rentals Wailea
- Rentals with a washing machine and dryer Wailea
- Family-friendly rentals Wailea
- Rentals with a kayak Wailea
- Townhouse rentals Wailea
- Rentals with a sauna Wailea
- Rentals with a patio Wailea
- Rentals with pools Wailea
- Apartment rentals Wailea
- House rentals Wailea
- Fitness-friendly rentals Wailea
- Villa rentals Wailea
- Beachfront rentals Wailea
- Rentals with outdoor seating Wailea
- Pet-friendly rentals Wailea
- Rentals with an EV charger Wailea
- Hotel rooms Wailea
- Luxury rentals Wailea
- Rentals with a hot tub Wailea
- Rentals with beach access Wailea
- Waterfront rentals Wailea
- Serviced apartment rentals Wailea
- Flat rentals Maui County
- Flat rentals Hawaii
- Flat rentals United States
- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Honolua Bay
- Sandy Beach
- Pahoa Beach
- Spreckelsville Beach
- Kapalua Bay Beach
- Olowalu Beach
- Manele Golf Course
- Maui Ocean Center
- Wailea Beach
- Hāmoa Beach
- Palauea Beach
- Puu Olai Beach
- Changs Beach
- Kaipukaihina
- Polo Beach
- Maui Golf & Sports Park
- Old Lahaina Luau
- Ka'anapali Golf Courses
- Kapua
- Wailau Valley
- Things to do Wailea
- Food and drink Wailea
- Nature and outdoors Wailea
- Sports activities Wailea
- Things to do Maui County
- Sports activities Maui County
- Art and culture Maui County
- Food and drink Maui County
- Nature and outdoors Maui County
- Things to do Hawaii
- Tours Hawaii
- Art and culture Hawaii
- Nature and outdoors Hawaii
- Entertainment Hawaii
- Wellness Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Food and drink Hawaii
- Things to do United States
- Sightseeing United States
- Wellness United States
- Tours United States
- Entertainment United States
- Food and drink United States
- Art and culture United States
- Nature and outdoors United States
- Sports activities United States






