
Apartment vacation rentals in Wailea
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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$22,994 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.
ValueFamilyGetting around

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!
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Updated 1st Floor Maui condo
A welcoming 1st floor, one bedroom 723 sq ft condo at Kihei Kai Nani complex across from beautiful Kamaole II beach, in Kihei. It is recently updated, fully furnished and equipped with full kitchen, Queen size bed and a crib for an infant and a twin air mattress (no sofa-bed). NOTE: The Kihei Kai Nani resort has been zoned as a Hotel / Business Resort since it was built in the 70's. It is not one of the resorts being targeted by current legislation to curb Short Term Rentals on Maui.
FamilyLocationHospitality

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.
FamilyLocationSleep quality

Remodeled, 40% off, steps from the beach, private
We give weekly discount on the top of 40% off price. South Kihei next to Wailea. Main floor, no any steps. Amazing location just steps from Kamaole 2 beach, restaurants , shops and breakfast places. Remodeled apartment. Big private lanai. Free car parking. Beautiful custom kitchen with cherry cabinets and granite tops. Washer/drier. New king bed with memory mattresses,queen sleeper in living room.A/C and TVs in each room Corner unit with extra windows.
ValueFamilyAccuracy

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
ValueFamilyAmenities

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!
ValueLocationParking

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
LocationFamilyBeach

OCEANFRONT, Prestigiously REMODELED Chic Condo**
An incredible beachfront location and boutique tranquility make this condo feel like your own luxury resort. Watch the waves tumble on shore as you sip your favorite cold beverage from your own private lanai facing the golden sands and turquoise waters of Kamaole I Beach. Lush garden areas, high ceilings, original artwork and a secluded feel make this unit the perfect getaway.
LocationValueBeach

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
LocationValueGrill

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.
ValueFamilyAccuracy

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.
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Popular amenities for Wailea apartment rentals
Weekly apartment rentals

Wailea Large Ocean View Condo
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Summer Special / King Bed - Closest to Ocean!
ValueLocationHot tub

Wailea Ocean View Escape
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Maui Kamaole in Kihei | Ocean View, Pool, Hot Tub
LocationFamilyAmenities

Beautiful Wailea-Perfect Getaway
FamilyValueBeach

Wailea Escape/Golf Views, Beaches & Family Comfort
FamilyValueDecor

Kihei Maui Getaway
LocationFamilyKitchen

Newly Remodeled-Quiet Location-Well Equipped-AC
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Private apartment rentals

Tropical Beachfront Paradise
ValueFamilyComfort

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

Stunning Sunsets & Ocean Views Every Day!
LocationOutdoor spacesView

Short Walk to Stunning Beaches!
LocationValueSleep quality

Oceanview Condo 174
LocationHospitalityBeach

Beachside studio w/ pool & hot tub access
ValueLocationCheck-in

Lowest rates in Wailea right now! Spacious 5-star
ValueLocationHot tub

Mavi Bay luxury ocean view condo
ValueFamilyPool
Apartment rentals with a hot tub

Newly Remodeled Ocean View Condo
FamilyValuePool

Stunning Luxury Oceanview Condo
ValueFamilyLaundry

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

Charming Studio steps to beach with washer/dryer
LocationFamilyParks

Premier Poolside Villa at Kihei Bay Vista (D202)
ValueLocationGetting around

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

Maui Banyan condo w/ BBQ grill and pool
FamilyLocationHospitality

Modern Maui Getaway
ValueLocationBeach
When is the best time to visit Wailea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$72,745 GYD | G$80,898 GYD | G$73,163 GYD | G$67,310 GYD | G$61,666 GYD | G$58,112 GYD | G$57,694 GYD | G$55,186 GYD | G$55,604 GYD | G$55,604 GYD | G$59,576 GYD | G$71,491 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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- Old Lahaina Luau
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- Kamaole Beach Park II
- Aston Mahana at Kaanapali
- Maui Ocean Center
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- PacWhale Eco-Adventures
- Hāmoa Beach
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