
Apartment vacation rentals in Wailea
Find and book unique apartments on Airbnb
Quick stats about apartment rentals in Wailea

Total vacation rentals
Explore 250 vacation rentals in Wailea

Nightly prices starting at
Wailea vacation rentals start at G$23,014 GYD per night before taxes and fees

Verified guest reviews
Over 5,390 verified reviews to help you choose

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

Vacation rentals with a pool
240 properties feature pools

Rentals with dedicated workspaces
130 properties have a dedicated workspace

Wi-Fi availability
250 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.
ValueFamilyHot tub

Beautiful Studio Oasis Maui Banyan
G210A - This one-bedroom/one bath studio is conveniently located on the 2nd Floor near the front entrance of the popular Maui Banyan, close to the pool, hot tub, barbecues, elevator, front office, and within a short walking distance from Kamaole Beach II and its beautiful sunsets! Many restaurants within walking distance as well. This small unit includes a compact fridge, microwave, coffee maker, toaster and a wall-unit AC. We also provide beach chairs and towels. Maui awaits your arrival!
ValueLocationHospitality

*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.
FamilyValueQuiet

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.
FamilyValueQuiet

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
ValueFamilyOutdoor spaces

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!
FamilyLocationAmenities

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
ValueLocationBathroom

Maui Banyan 1bd steps to beach & restaurants
Stay steps from stunning Kamaole Beach! This 1-bedroom retreat features a king bed, sofa bed, central A/C, and a fully equipped kitchen for easy meals. Relax on your private patio after a day at the beach. Surrounded by cafés and restaurants, you’ll enjoy the perfect blend of comfort and convenience. Free parking included. IT'S A LEGAL VACATION RENTAL UNIT
ValueFamilyCheckout

Family Oceanview | Beach Walks + Sunsets
Make family memories in this top-floor ocean-view condo in Kihei. Enjoy beautiful Pacific views, ocean breezes, year-round sunsets, and seasonal whale watching from the private lanai. Recently updated for a comfortable stay, it’s just steps from the beach and an easy home base for swimming, exploring, and relaxing together after a day of Maui adventures.
LocationFamilyTV

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.
FamilyLocationSolo travel

Charley's Hideaway (Oceanfront)
Say Aloha to this 2 bedroom, attached beach bungalow built for family, friends and guests to relax and read, nap in the afternoon and play in the surf. Places like this have become a rarity in the islands, this charming, old Hawaiian house sits on a bluff overlooking the beach and predates a time before resorts and generic condo’s became the norm.
LocationValueKitchen

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.
LocationFamilySleep quality
Popular amenities for Wailea apartment rentals
Weekly apartment rentals

Maalaea Beachfront Resort
FamilyLocationGrill

Wailea Large Ocean View Condo
LocationValueGetting around

Summer Special / One Bedroom- Closest to beach!
LocationFamilyLong stay

Wailea Ocean View Escape
ValueFamilyComfort

Maui Kamaole in Kihei | Ocean View, Pool, Hot Tub
LocationFamilyCheck-in

Wailea Escape/Golf Views, Beaches & Family Comfort
ValueLocationAccuracy

Beautiful Wailea-Perfect Getaway
FamilyValueBathroom

Spacious 3BR/2BA Condo in Wailea
LocationFamilyBeach
Private apartment rentals

Luxe Wailea Getaway | Stunning Ocean Views
LocationWalkabilityDecor

Short Walk to Stunning Beaches!
ValueFamilyGrill

Stunning Sunsets & Ocean Views Every Day!
LocationViewBeach

Partial Ocean View King Condo at Maui Vista Kihei
ValueLocationAir conditioning

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

Maui New Modern Ocean View Condo, walk to beach!
FamilyLocationCheckout

Beachside studio w/ pool & hot tub access
ValueLocationSolo travel

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

Newly Remodeled Ocean View Condo
LocationFamilyLong stay

Stunning Luxury Oceanview Condo
LocationFamilyLong stay

Steps to Charley Young Beach • Remodeled• Pool •AC
FamilyLocationGrill

Pacific Shores-Ocean View Top Floor-A/C All Rooms
LocationValueHeating

Maui Banyan condo w/ BBQ grill and pool
LocationFamilyCleanliness

Serene Wailea retreat | Near beaches | A/C
LocationValueIndoor spaces

Maui Kihei One Bedroom - Steps from Ocean & Beach
FamilyLocationAccess

Modern Maui Getaway
LocationValueBathroom
When is the best time to visit Wailea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$72,807 GYD | G$80,966 GYD | G$73,225 GYD | G$67,367 GYD | G$61,718 GYD | G$58,162 GYD | G$57,743 GYD | G$55,233 GYD | G$55,651 GYD | G$55,651 GYD | G$59,626 GYD | G$71,552 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 |
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- Maui
- Kaanapali Beach
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- Maui Ocean Center
- Maui Arts & Cultural Center
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