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Beachfront holiday rentals in Wailea

Find and book unique beachfront homes on Airbnb

Top-rated beachfront rentals in Wailea

Guests agree: these beachfront homes are highly rated for location, cleanliness and more.

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Guest favourite
A modern kitchen features granite countertops with a spacious island and seating for three. Cabinets with wooden finishes are stocked with decor pieces. Stainless steel appliances, including a refrigerator and oven, complement the light and airy atmosphere enhanced by ocean-themed wall art and surfboards.
Apartment in Kihei
4.9 out of 5 average rating, 139 reviews

Spectacular Beachside 2BR+2BA at Maui Kamaole

For those guests that have been previously reviewed, we are excited to share our remodeled beachside vacation home in Maui Kamaole, known for its lush tropical landscaping, private low-rise condos, and peaceful hillside setting, walking distance to the beach. The large 2 bed 2 bath condo has an expanded garden view lanai and is very private and quiet with wonderful tropical breezes flowing throughout the unit. The condo is upgraded with granite counter tops, new flooring and gorgeous bathrooms.

Guest favourite
Two lounge chairs are positioned on a sun-drenched patio, overlooking a vibrant garden. In the background, a majestic tree provides shade, while distant mountains and the ocean create a serene backdrop under a clear blue sky.
Apartment in Kihei
4.98 out of 5 average rating, 173 reviews

Ocean view and beach by Wailea

Infants and children welcome! Ocean views, beach across the street. Large lanai. Indoor and outdoor dining. Large bedroom, king bed, ensuite, east facing second lanai off bedroom. Guest bathroom living room. Double height single air mattress, pac n play, high chair. Comfortable and quiet split system A/C. Toys, beach wagon, umbrellas, beach chairs, boogie boards, beach towels provided. Close to shops and restaurants. Tennis courts and two pools in complex. Reserved parking by front door.

Guest favourite
An open living area includes a dining table with four chairs, a well-equipped kitchen with stainless steel appliances, and a comfortable seating area with a wicker chair. Large sliding glass doors provide views of the patio and nearby greenery, allowing natural light to fill the space.
Apartment in Kihei
4.85 out of 5 average rating, 156 reviews

Large 2 Bedroom 2 Bath Ground Unit Maui Parkshore

Maui Parkshore 114 is located in front of globally-acclaimed beautiful Kamaole Beach Parks. Here you can have fun outdoors, or enjoy and create memorable fun indoors in a very comfortable and home-like setting. New site management keeps the Aloha spirit. Being a ground unit is part of the convenience-- no elevators to ride, stairs to climb, long hallways or long hikes from the beach, or from the car with groceries or after a long day of fun. Maui Parkshore 114 creates that uplifting experience.

Top guest favourite
Apartment in Wailea
4.99 out of 5 average rating, 125 reviews

Beachfront Oceanview Wailea Ekahi 16B Studio W/AC

Wailea Ekahi is a luxurious resort fronting onto beautiful Keawakapu Beach with acres of tropical grounds and 4 pools. Unit 16B is a mid property, renovated ground floor ocean view studio unit (500 sq feet) with a King sized bed, walk in shower and full kitchen. Enjoy your morning coffee and meals from the peaceful, shaded lanai which opens onto the lush greenspace and gardens while enjoying ocean views. A short walk to the beach, pools, luxury shopping, highend dining and golf courses.

Top guest favourite
A vibrant rainbow arcs over a tranquil ocean, with gentle waves lapping at a sandy beach. The water reflects shades of blue and turquoise, while soft white foam from the waves meets the shore, creating a serene coastline scene.
Apartment in Kihei
4.96 out of 5 average rating, 294 reviews

Beauty & the Beach: Remodel+Ocean Vws! A+ Location

Welcome to Beauty & the Beach ~ Now Open: April-June🤙😎 Beauty & the Beach is hosted by Tracy O’Reilly, a licensed realtor with Airbnb since 2009, earning SUPERHOST status 46+ consecutive times with a proven track record of 1000s of 5-star reviews. OCEAN VIEW, Remodeled, A+ Location, Steps2Beach, Cold AC, directly next door to food truck oasis, Heated Pool w/BBQ Grills!! ~ If your dates aren't available or if you’re traveling with a group, contact Tracy on Airbnb as she manages 16 units

Top guest favourite
An outdoor dining area features a glass table and white chairs, situated on a balcony with a view of the ocean. Palm trees frame the scene, and distant mountains can be seen across the water, creating a serene coastal atmosphere.
Apartment in Kihei
4.92 out of 5 average rating, 135 reviews

Full Ocean- Full Sunsets- Beaches at Royal Mauiian

Hawaii License: T-174-283-2640 Full ocean & beach front - all year sunsets. Royal Mauiian - Highly sought location in S. Kihei. Nicely done 1 BR - 1 BTH Nicely furnished, very streamlined open feel. Walk to restaurants, steps to Kam 1 beach, close to shops & activities. Rent a paddleboard, buy Hawaiian memorabilia, or shop at Harvest Moons - close by. Split Air in Bedroom & Living Area. Fully equipped kitchen. In Unit Laundry GET & TAT tax total of 18.5% included in final price.

Top guest favourite
A bright living area offers ocean views through expansive sliding glass doors. Comfortable chairs are positioned towards the balcony, where coastal scenery includes palm trees swaying in the breeze. Neutral decor is accented with beach-themed cushions, and a TV set is present on a stylish console.
Apartment in Kihei
4.99 out of 5 average rating, 216 reviews

Mana Kai 608: Spring Break now OPEN! Oceanfront

Mana Kai 608 is a remodeled oceanfront condo DIRECTLY ON Keawakapu beach! Mana Kai is a hotel zoned resort in the ideal location, on the border of Wailea and Kihei! Our condo is designed with a modern surf feel 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, stay with us! We have the best Property Mgr. in Maui, Tracy O'Reilly to take amazing care of you!.

Top guest favourite
A bright living area features sliding glass doors that open to a private lanai with ocean views. Comfortable seating options include a cozy sofa and armchair, complemented by a round coffee table and decorative pillows. Natural light fills the space, creating a welcoming ambiance.
Apartment in Kihei
4.96 out of 5 average rating, 160 reviews

Stunning Ocean Views

Welcome to our slice of paradise in Maui and enjoy breathtaking 180° ocean views . Located just steps from the sandy Kamaole 1 Beach and a short stroll from vibrant restaurants and bars, our chic coastal-modern condo is the perfect spot for a beach getaway. Condo features all the amenities you need for a comfortable stay, including A/C in all rooms, a luxurious king bed, high-speed internet, fully equipped kitchen and a private lanai to watch sunsets. Your Maui adventure starts here

Top guest favourite
A light-filled living room features a designer sectional sofa and a wooden coffee table. Floor-to-ceiling glass doors offer unobstructed views of the ocean and balcony. A modern TV is positioned on a wooden console, enhancing the contemporary aesthetic of the space.
Apartment in Kihei
4.99 out of 5 average rating, 255 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.

Top guest favourite
Apartment in Kihei
5 out of 5 average rating, 185 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 have maple cabinets and elegant granite counter tops. There is a comfortable king size bed, a well-stocked kitchen, central AC, with all new bamboo floors throughout, and a new washer / dryer. The Condo is owned and maintained by Maui residents.

Top guest favourite
A serene landscape view features tropical greenery and palm trees leading to the ocean. Sun umbrellas are visible along the shore, providing shade, while calm blue waters stretch into the distance. Lush foliage surrounds the area, enhancing the tranquil outdoor environment.
Flat in Wailea
4.96 out of 5 average rating, 142 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.

Guest favourite
A sparkling saltwater pool is surrounded by palm trees, providing a serene setting with views of Keawakapu Beach. Guests can be seen enjoying the pool area, while beachgoers relax along the shoreline in the background, with vibrant blue ocean and sky complementing the scene.
Apartment in Kihei
4.92 out of 5 average rating, 249 reviews

Beachfront 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, general store and beach equipment rental. With 2 bedrooms and 2 baths, it sleeps four people comfortably.

Popular amenities for beachfront rentals in Wailea

When is the best time to visit Wailea?

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Avg. price$496 SGD$510 SGD$498 SGD$457 SGD$389 SGD$427 SGD$397 SGD$411 SGD$400 SGD$431 SGD$507 SGD$620 SGD
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Quick stats about beachfront rentals in Wailea

  • Total holiday rentals

    Explore 230 holiday rentals in Wailea

  • Nightly prices starting at

    Wailea holiday rentals start at $229 SGD per night before taxes and fees

  • Verified guest reviews

    Over 7,870 verified reviews to help you choose

  • Family-friendly holiday rentals

    140 properties offer extra space & child-friendly amenities

  • Holiday rentals with a pool

    230 properties feature pools

  • Rentals with dedicated workspaces

    180 properties have a dedicated workspace

  • Wifi availability

    230 of Wailea holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Wailea rentals

  • 4.8 Average rating

    Wailea stays are highly rated by guests – averaging 4.8 out of 5!

Destinations to explore

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