Apartment vacation rentals in Wailea, Wailea-Makena

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Top-rated apartment rentals in Wailea, Wailea-Makena

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Guest favorite

Apartment in Kihei

4.96 out of 5 average rating, 106 reviews

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).

Nov 16 – 23

G$142,355 GYD per night

Superhost

Apartment in Kihei

4.89 out of 5 average rating, 109 reviews

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.

Aug 6 – 13

G$83,118 GYD per night

Guest favorite

Apartment in Kula

4.91 out of 5 average rating, 949 reviews

Kula Treat - Upcountry Maui with Hot Tub!

Private, gracious apartment in desirable Upcountry Maui. Great home base for exploring, and a quiet country retreat for relaxing. Restaurants, food trucks and farmers’ markets nearby. Beaches, hiking and zipline within an easy drive. Perfectly located for Haleakalā Natʻl Park and day trips to Hana. A wonderful personal chef lives very close by. Dedicated to reducing single use plastics, we provide reusable water bottles for our guests! Fully permitted: BBMP 2015/0003 E komo mai! (Welcome)

Apr 16 – 23

G$32,776 GYD per night

Guest favorite

Apartment in Kihei

4.94 out of 5 average rating, 106 reviews

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.

Sep 10 – 17

G$105,764 GYD per night

Guest favorite

Apartment in Kihei

4.92 out of 5 average rating, 137 reviews

Beautiful Oceanfront Condo

Beautifully decorated, spacious penthouse apartment with views on three sides. Open lounge and kitchen with cable tv. Queen bedroom with brand new linens and all amenities including A/C and ceiling fans. Bathroom with 3 point rain shower. Ideal location in the heart of Kihei. Walk to beach, surf school, shops, bars or restaurants. Or just relax on the lanai and watch the sun set. (GET and TAC taxes inc). Please note that there may be construction in the building 1/12-3/18.

Oct 27 – Nov 3

G$72,339 GYD per night

Superhost

Apartment in Kihei

4.83 out of 5 average rating, 212 reviews

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!

Apr 15 – 22

G$31,715 GYD per night

Guest favorite

Apartment in Kihei

4.9 out of 5 average rating, 212 reviews

Cozy Central Kihei Condo

Aloha! My place and the surrounding Kihei area were unaffected by the recent fires. I would love to host you. Great Location, Great Views, Great Value! Centrally located and walking distance to beaches, restaurants, shopping and more! Kihei is known for its year round sun and amazing beaches. Make sure you get the most for your money by staying in a residential, well appointed and centrally located condo! This is a 3rd floor unit that requires the use of stairs.

Apr 19 – 26

G$42,670 GYD per night

Superhost

Apartment in Kihei

4.89 out of 5 average rating, 124 reviews

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.

Aug 12 – 19

G$155,800 GYD per night

Guest favorite

Apartment in Kihei

4.94 out of 5 average rating, 109 reviews

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.

Sep 28 – Oct 5

G$64,637 GYD per night

Superhost

Apartment in Kihei

4.83 out of 5 average rating, 472 reviews

Hawaiian Paradise Escape Across Street from Beach

We are centrally located on the island and directly across the street from several lovely beaches. Our unit is on the first floor of a two story complex. This studio is in a very quiet and peaceful location over looking the central courtyard just steps from the beach. Price includes tax. ** Hawaii Tax I.D. TA and GE posted in unit**.

Mar 27 – Apr 3

G$35,061 GYD per night

Guest favorite

Apartment in Kihei

4.93 out of 5 average rating, 242 reviews

Spring Special, One Bedroom! Closest to beach!

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!

Nov 22 – 29

G$55,510 GYD per night

Superhost

Apartment in Kihei

4.82 out of 5 average rating, 154 reviews

Maui Vista

Comfortable and quiet, away from traffic areas, located in the center of Kihei but in a nest of luxuriant tropical vegetation. Ocean view, across from the beautiful swimming beach of Charlie Young, at walking distance of the supermarket, the health food store and the Kihei triangle. Access to pool, BBQs, and tennis courts.

Aug 17 – 24

G$49,075 GYD per night