Apartment holiday rentals in Wailea-Makena

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Top-rated apartment rentals in Wailea-Makena

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Guest favourite

Apartment in Kihei

4.88 out of 5 average rating, 106 reviews

100KContemporaryHawaiian Reno in Wailea-Beach/Golf

Stunning 100K Recent Reno+New Decor for a Hawaiian Beach Vibe. Wailea is one of the most sought after resort addresses on Maui.Here you can relax in the luxury of the beautiful grounds+refreshing swimming pool+spa. World Class Golf+Shopping. Ground flr condo with private wrap around lanai. King Master Bed with a contemporary private bath,2 Uber deluxe pull out Queen bed couches.Short stroll to Keawakapu Beach from condo where you can snorkel or take long tropical beach walks.BOOK UP TO 365 DAYS

22–29 Mar

$471 SGD per night

Guest favourite

Apartment in Kihei

4.95 out of 5 average rating, 111 reviews

Spacious Unit in Aston Maui Hill w/ Netflix&more

Welcome to Aston Maui Hill Resort in the heart of Kihei right next to Wailea. We offer you the entire place with kitchen ,two bathrooms, one bedroom ,a living room with a queen bed. Again this is not a shared place anymore. You’ll have the entire place Its a real garden style resort close to beaches and restaurants. We started as a shared unit however we are renting it out the entire place now that we are retiring and traveling. We always value our guests recommendations to improved. Mahalo

21–28 Apr

$402 SGD per night

Guest favourite

Apartment in Kihei

4.95 out of 5 average rating, 129 reviews

Modern Condo. Just 3 Min Walk to Toes in the Sand

Welcome to Pacific Pearl, nestled in South Coastal Kihei Maui. Positioned directly opposite the renowned Kamaole Beach Park II, this condominium offers easy access to restaurants and shops, and is just a short drive from Wailea. It's an ideal spot for spending quality time with family and friends. Dive into a plethora of activities including swimming, snorkeling, paddle boarding, sailing, fishing, golfing, scuba diving, and immersing yourself in the natural splendor of Maui's tropical landscape.

2–9 Sep

$373 SGD per night

Guest favourite

Apartment in Wailea-Makena

4.94 out of 5 average rating, 235 reviews

A.R.A Retreats: The Molokini

FULLY Renovated Summer 2023! Nicknamed “Molokini” this condo has stunning ocean view front and center of Molokini, you can witness multiple humpbacks jumping and playing during whale season from the comfort of your own private lanai. This condo is located in Wailea Ekolu in the well-known luxury resort community of Wailea. It offers a beautiful space for you to unwind after you spend all day taking in the sunshine around the island. Sit and enjoy your coffee whilst taking in our amazing views

24 Nov – 1 Dec

$804 SGD per night

Superhost

Apartment in Kihei

4.91 out of 5 average rating, 211 reviews

Gorgeous Getaway on the Beach

A freshly updated, fully-furnished condo situated across the street from the beach and nestled in a welcoming and quiet complex. Enjoy a beautiful space complete with a king-sized bed, renovated kitchen, a new sleeper sofa and a quiet lanai. With modern design and minimal decor, this space is perfect for you to unwind and relax. Complete with an in-unit washer and drier, this will be your home on the island and your oasis to rest. Steps away from food, drinks, a pool and the beach! Come stay!

27 Apr – 4 May

$417 SGD per night

Guest favourite

Apartment in Kihei

5.0 out of 5 average rating, 137 reviews

Sugar Beach Resort Beach / Ocean Front Unit 426

SPECTACULAR OCEAN AND SUNSET VIEWS, including outer islands from the living room and lanai. You'll enjoy drinks in the evening watching the incredible sunsets. The condo has been totally redecorated and upgraded. The kitchen and bathroom are newly remodeled with maple cabinets and elegant granite counter tops. There is a very comfortable king size bed, a well-stocked kitchen, central AC, bamboo floors throughout, and a washer / dryer. The Condo is owned and maintained by Maui residents.

13–20 Mar

$665 SGD per night

Guest favourite

Apartment in Kihei

4.94 out of 5 average rating, 198 reviews

Mana Kai Maui - Oceanfront Condo in Kihei

Located on the shores of beautiful Keawakapu Beach lies your next island paradise vacation. The Mana Kai Maui resort straddles the communities of Kihei and Wailea offering the beauty and privacy of Wailea beaches with the value of Kihei. This Maui beachfront condo offers stunning ocean views from a private lanai and is just steps to the beach, with access to a swimming pool, restaurant, general store and beach equipment rental. With 2 bedrooms and 2 baths, it sleeps four people comfortably.

26 Aug – 2 Sep

$783 SGD per night

Guest favourite

Apartment in Kihei

4.99 out of 5 average rating, 131 reviews

Luxury condo • 180° Ocean Views • Steps to Beach

Enjoy panoramic ocean, mountain, beach & sunset views year round at Hale Meli (short for "Hale Mahina Meli" or “Honeymoon House” in Hawaiian), a top floor condo with exquisite designer interiors and high-end amenities. Ideally located in Kihei, the condo is right across the street from one of the best beaches on Maui and is walking distance to restaurants, shops and grocery stores. It is also your perfect home base for exploring the rest of Maui, being centrally located on the island.

23 Feb – 2 Mar

$1,173 SGD per night

Guest favourite

Apartment in Kihei

4.99 out of 5 average rating, 145 reviews

Mana Kai 608: Oceanfront Remod- Modern Surf Vibe!

Mana Kai 608 is a remodeled oceanfront 2b/2b condo DIRECTLY on Keawakapu beach! This location is ideal, on the border of Wailea and Kihei. We have designed our remodel with a modern surf vibe in mind, we are excited to share it with you! If you enjoy Wailea's 5-star resorts but crave a kitchen, less fees, better views, or don't want to cross the street to get to the beach come stay with us! We have hired the best Property Manager in Maui, Tracy O'Reilly to take care of our guests.

2–9 Sep

$1,086 SGD per night

Guest favourite

Apartment in Kihei

4.99 out of 5 average rating, 130 reviews

Maui Dream Place at Maui Kamaole G-209, Ocean View

Maui Dream Place is our vacation home rental property in Maui, Hawaii. This two story condo has plenty of space for your family, plus hotel-style amenities which include access to two swimming pools, hot tubs and tennis courts. In our opinion, our condo has the best views of the sunset in Kihei. Our condo is located at Maui Kamaole, a luscious and vibrant Hawaiian vacation rental community set on a hilltop on the south end of Kihei located only 25 minutes away from Kahului Airport.

9–16 Dec

$782 SGD per night

Guest favourite

Apartment in Kihei

4.99 out of 5 average rating, 114 reviews

Romantic, Luxury Maui Getaway with Ocean View

This is a luxury 1 bedroom 2 bathroom condo which has been fully renovated. Our condo has lovely ocean views as well as views of the lush tropical gardens and the pool. It has a fully stocked gourmet kitchen with high end appliances, assorted spices, coffee and tea. Sunset views from the lanai are stunning. If our Wailea Palms condo is not available during the days of your travel, please check availability at our other Wailea Palms condo at https://www.airbnb.com/rooms/1728525

3–10 Aug

$548 SGD per night

Guest favourite

Apartment in Wailea

4.93 out of 5 average rating, 144 reviews

Stunning ocean view! 2/2 in the heart of Wailea

Beautiful, spacious, modern 2/2 condo located in the heart of the Wailea Resort area with gorgeous, far-reaching ocean and island views, and surrounded by brilliant, lush, flowery grounds. Super-close to dining, golf, shopping, and only a short stroll to award-winning Wailea and Ulua beaches! Please note that this condo is in the Wailea Resort area, and does not infringe upon nor remove housing from the local neighborhoods of Maui.

9–16 Oct

$712 SGD per night