
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).

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.

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.

Spring 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!

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!

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

*Last Minute Deal! Beautiful by TOP Swimming Beach
Nestled steps from stunning sunsets and moonrises, this 778 sq ft partial ocean view unit is an ideal island getaway. Revel in its bright ambiance and spacious kitchen. Unwind on the private lanai, overlooking the pool or savor views of waves and playful whales off Maui's coast. Perfectly situated across from Kam III beach, this family-friendly condo is your gateway to a memorable Maui experience.

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

Top-floor condo by Kamaole II w/ pool access

Serene Wailea retreat | Near beaches | A/C

Maui Under The Stars/Kihei HI

Beautiful Wailea Condo on the Golf Course GC147

Modern Luxury Oceanview! Best views in complex!

The Aloha Hale

Kihei Surfside 108 - Ground Floor - Oceanfront -AC

Kamaole Sands condo with ocean view. Split AC
Private apartment rentals

Closest to the beach!

Stylish Oceanfront Remodel 2/2

Modern Chic Kihei Villa • 3-Min Walk to Ocean

New | Intro Pricing | Steps to Beach | KBC C109

Oceanfront Ground Floor w/Stunning Sunset Views

Pent house on the ocean

2-Bdrm Condo across from beach!

Partial Ocean View King Condo at Maui Vista Kihei
Apartment rentals with a hot tub

Oceanview Remodl, Sleeps 8 @ Kam 2, Pool, HTub, 5 Star!

Family Friendly Loft Style Kihei Condo 2BD/2BA

Stunning Luxury Oceanview Condo

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

Charming Studio steps to beach with washer/dryer

Kihei Beach Retreat: Ocean Views and Sandy Feet!

Stylish ZenGarden Oasis/King Bed/Pool/across Beach

Pacific Shores-Ocean View Top Floor-A/C All Rooms
When is the best time to visit Wailea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £263 | £266 | £264 | £207 | £197 | £215 | £210 | £200 | £202 | £202 | £216 | £260 |
| 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 220 holiday rentals in Wailea

Nightly prices starting at
Wailea holiday rentals start at £106 per night before taxes and fees

Verified guest reviews
Over 4,910 verified reviews to help you choose

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

Holiday rentals with a pool
210 properties feature pools

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wifi availability
220 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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- Maui
- Kamaole Beach Park II
- Kaanapali Beach
- Lahaina Beach
- Honolua Bay
- Polo Beach
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