
Apartment holiday 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).

Charming Studio steps to beach with washer/dryer
Come and stay in my lovely studio condominium at the popular Maui Banyan Resort - affordable yet has all you could possibly need and more. This condo is in "G" building which is very close to the beach but not right on South Kihei road. There is a lovely tropical view with palm trees and Hawaiian flowers plus tasteful decor for an island-style experience. Unique to this Maui Banyan studio condo is a washer/dryer - it is the only studio in Maui Banyan that has one. Pool and BBQ in front of unit.

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.

Renovated 1BD/1BA | 3 min Walk to Beach | A/C
Come unwind in this 3rd floor completely remodeled 1BD/1BA condo with spacious lanai next to the world famous Charley Young/ Kamaole beaches. Gorgeous garden & partial ocean views! Bedroom has a Queen size bed, TV & its own AC. Open living room, with large screen TV & AC, has a comfortable couch that also turns into a full-size sleeper sofa. Kitchen is equipped with everything you need to cook & enjoy! All beach gear is included. The complex features a swimming pool, tennis courts & BBQ grills.

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.

Spring Special - One Bedroom- Closest to beach!
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!

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!

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.

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!

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.

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.
Popular amenities for Wailea apartment rentals
Weekly apartment rentals

Mavi Bay luxury ocean view condo

Remodeled 6th floor Oceanview condo, AC, beach

Mahana 1215 Penthouse

Maui Under The Stars/Kihei HI

Beautiful Wailea Condo on the Golf Course GC147

Modern Luxury Oceanview! Best views in complex!

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

Kihei Condo 3 min Walk to Beach
Private apartment rentals

Top-floor condo w/ lanai & hot tub

Family Friendly Loft Style Kihei Condo 2BD/2BA

Closest to the beach!

Maui Kamaole i210 Kihei Ocean View & Whales

Maui Bliss: Serenity & Views at Maui Kamaole

Serene Wailea retreat | Near beaches | A/C

New | Intro Pricing | Steps to Beach | KBC C109

Kihei Beach Retreat: Ocean Views and Sandy Feet!
Apartment rentals with a hot tub

Stunning Luxury Oceanview Condo

Let's Do Sunset On Maui! 1 Minute Walk to Beach

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

Sugar Beach Resort #532 - Maui HI

Magnificent Sunsets and Beachfront at Luana Kai

2-Bdrm Condo across from beach!

PRIMEwalkable! Ocean is steps, A/C, Parking+Snacks

180* Oceanfront View w/ AC! Remodel+2Pools+Clean
When is the best time to visit Wailea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £256 | £259 | £257 | £202 | £192 | £209 | £204 | £195 | £197 | £197 | £211 | £253 |
| 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 240 holiday rentals in Wailea

Nightly prices starting at
Wailea holiday rentals start at £104 per night before taxes and fees

Verified guest reviews
Over 5,280 verified reviews to help you choose

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

Holiday rentals with a pool
230 properties feature pools

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wifi availability
240 of Wailea holiday rentals include wifi 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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