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Beachfront vacation rentals in Wailea-Makena

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Top-rated beachfront rentals in Wailea-Makena

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

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Condo in Wailuku

4.79 out of 5 average rating, 402 reviews

Romantic Beachfront Getaway

Your beachfront escape awaits... This is the perfect spot for your romantic getaway! Right on the beach, you'll enjoy days in the sun, romantic meals dining on the private garden lanai with views of the azure Pacific and nights falling asleep in the luxurious canopy bed listening to the ocean waves lapping at the shore. Just 30 steps to the white sand beach and warm Pacific from both the private garden lania and front door! This truly is a magical spot. Newly remodeled and updated with all the amenities (everything is brand new). You'll enjoy luxury accommodations at a fraction of what you would pay elsewhere. Maalaea Bay is perfectly located and central to the entire island so it's easy to get out and explore... Watch the sunrise from high atop the clouds at the 10,000 ft. summit of Haleakala Volcano (about 45 minutes to the summit). Shop the luxury stores of Wailea (about 20 minutes away). If it is snorkeling, fishing or whale watching that interests you, just walk 5 minutes to Maalaea Harbor and jump on one the many different boat tours leaving throughout the day. Craving a little nightlife? Lahaina is only about a 20 minute drive away. I hope you can come and stay to enjoy what I believe to be one of the best spots in Maui. See you soon !

Condo in Kihei

4.93 out of 5 average rating, 118 reviews

Ocean view, Fully remodeled, 50 steps to beach

Welcome to gateway to heaven on earth. Our place is one of the closest properties to the beach, and not just any beach. One of the best beaches in Maui - Charly Young. With ocean views either from the unit or just walking 2 mins to the water, this 750sqft 2 bed/2bath condo will undoubtedly going to be the perfect place for an unforgettable vacation. This lovely unit is fully remodeled A to Z, brand new kitchen, bedrooms, bathrooms, appliances, furniture and more. Pool and BBQ area also available

Condo in Kihei

4.83 out of 5 average rating, 111 reviews

Direct Oceanfront on Maui's Finest Sugar Beach!

Sitting directly on Maui's beautiful Sugar Beach, this FULLY RENOVATED property is perfect for your private getaway enjoying the ocean breeze and nightly unobstructed sunset views. Each day walk the sand-friendly beach for miles and miles! There's no better place to spend your dream vacation other than here! This 769 square foot property is an oversize one bedroom with a king bed and two full bathrooms to make your stay even more comfortable. Enjoy the fully remodeled kitchen and bathrooms too!

Condo in Kihei

4.89 out of 5 average rating, 124 reviews

Incomparable Maui Sunset condo, includes all taxes

This Renovated, beach themed condo in the Oceanside Maui Sunset is shaded from the afternoon sun on the B side. Our rate includes the 19% state tax! 2 full bathrooms, a new 75" TV, stove, dwasher quartz counters and new thick futon mattresses. The view from the lanai is over the resort's beautiful grounds (with largest private pool in Kihei) to the ocean. Good architecture and concrete construction keep units in this well managed complex private and safe. High speed internet (196Mbps).

Condo in Lahaina

4.88 out of 5 average rating, 134 reviews

Deep Discounts! Gorgeous Corner Unit! Oceanfront!

Maui Open! THE "KALEIALOHA" #304 Corner Unit! One side all windows! Open living area and new kitchen and bathroom. Sandy beach access. Near shopping, restaurants and all beach activities. Eclectic neighborhood with walking and jogging paths. Fully equipped including Washer/dryer. Centrally located between Kaanapali and Kapalua. Near Shopping, restaurants and all beach activities. Free Nightly Sunsets! See turtles swimming and feeding off the protected outer reef. You will not be disappointed!

Condo in Kihei

4.94 out of 5 average rating, 144 reviews

Bamboo Forest Getaway- Oceanfront, View & Pool!

🌅Walk from our condo straight to the beach! 🏖️ Great location- stay close to Maui's most popular attractions! Stores & restaurants < 1 mile away! Our top-floor, bamboo-themed condo is renovated and OCEANFRONT! Watch the sunset from our balcony! We have AC in every room, laundry, and a large kitchen. Elevator accessible! Walking distance to PICKLE BALL courts! Award-winning grounds, plus a POOL and HOT TUB! Parking for 2+ cars. ❤️ We provide more than the average host- ask us about it!

Condo in Kihei

4.88 out of 5 average rating, 145 reviews

*** Beautiful Oceanfront Maui Condo ***

🌴☀️🌴 TOURISM WELCOME! We are a fully legal Short Term Vacation Rental (STVR) condo and have been Superhosts on Airbnb for 10+ years. While Lahaina town is closed, the rest of the island (including areas of West Maui) is open, and visitors are welcome. Respectful tourism is highly encouraged. Please feel free to book any open dates on our calendar and Mahalo for helping to support Maui. 🌴☀️🌴 Come explore Maui from our beautiful centrally located Oceanfront Condo right on Sugar Beach!

Condo in Kihei

4.87 out of 5 average rating, 369 reviews

Can be 2 Units! Modern On Beach Ocean View Balcony

You get BOTH units. Free Parking. World famous Sugar Beach is in the backyard w/ 10 miles of sand. Fully Remodeled. This single property works like two connecting hotel rooms. It can split into TWO units simply by locking the bedroom door. One unit would be a hotel room with bath. The other unit would be a hotel room with bath + kitchen. The property has TWO entrance doors, TWO FULL BATH with Tubs, TWO KING BEDS, TWO AC's, and TWO TV's. The The property also has free parking!

Condo in Wailuku

4.9 out of 5 average rating, 189 reviews

Rare Beachfront Ground floor Oceanview from Lanai!

Enjoy a Romantic yet affordable Direct BeachFront, Ground floor condo with a partial ocean view from the Lanai. NOT ACROSS THE STREET FROM THE OCEAN! Located on gorgeous Sugar Beach, Maalaea- the LONGEST WALKING BEACH on the entire island. Humpback Whales (Nov-April) and turtles are often seen in the waters. On a a quiet, non-through road, this is like your own little neighborhood paradise! GE-210-827-7760-01 TA-210-827-7760-01 General Excise/Transient Tax

Condo in Maalaea

4.96 out of 5 average rating, 118 reviews

Spectacular Oceanfront views!

Fantastic Direct Oceanfront Views! Recently remodeled throughout! 1 bed, 1 bath, beachfront condo, Free Wi-Fi You Can Not Get Closer to the Ocean on Maui! This romantic getaway is quiet & private yet central to everything. Watching the turtles graze on the rocks right in front of the unit is amazing. When the whales are in the bay, you have a perfect view from the lanai. Sleeps 2.

Condo in Kihei

4.82 out of 5 average rating, 169 reviews

Spectacular Direct Ocean Front location!

Spectacular oceanfront location only steps away from the beach! This stunning space provides everything a Maui vacation should offer. Positioned right on the water, this quaint condo offers direct ocean views and access along with a dreamy sight of the West Maui mountains. Wake up in paradise to the sound of the ocean waves crashing right outside your door!

Condo in Kihei

4.85 out of 5 average rating, 102 reviews

Ocean View Penthouse, Steps to World Class Beach

Stay in our remodeled Maui home, across from famous Charley Young Beach. Enjoy ocean views from the lanai, living room, and kitchen. One of the largest units in the complex, it offers the best ocean and pool views and a private location. Watch the sunset and whales from the lanai. Amenities include A/C, free WiFi, and an elevator.

Vacation rentals for every style

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Houses

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Villas

Luxurious estates for the ultimate escape

Apartments

Convenient locations with everyday essentials

Popular amenities for Wailea-Makena beachfront rentals

Free parking on premises

Air conditioning

Beachfront home rentals with a pool

Condo in Lahaina

5 out of 5 average rating, 3 reviews

Resort Stay Entire 1Bdr Villa Kaanapali Beachfront

Condo in Lahaina

4.98 out of 5 average rating, 171 reviews

Kaanapali Shores - SUPER CLEAN! OceanView 1bd/1ba

Condo in Lahaina

4.75 out of 5 average rating, 8 reviews

OCEAN Front! Walk to the Beach! Private & Gated!

Condo in Kihei

4.86 out of 5 average rating, 56 reviews

Paradise Found: Poolside Comfort & Ocean Just Step

Condo in Kihei

4.83 out of 5 average rating, 124 reviews

"Life is a beach "Kauhale Makai 614 Oceanview

Condo in Wailuku

4.88 out of 5 average rating, 102 reviews

Oceanfront Condo with Pool and Jacuzzi

Rental unit in Kihei

4.75 out of 5 average rating, 59 reviews

Koa Resort 1F 4 Bedrm,3ba 1800sf townhome

Condo in Kihei

4.95 out of 5 average rating, 136 reviews

Maui Kihei Studio - Gem Steps from Beach & Ocean

Beachfront home rentals with a hot tub

Condo in Kihei

4.95 out of 5 average rating, 127 reviews

☼ Stylish & Bright 2bd Oceanfront Condo | 5★ Views

Condo in Kihei

4.89 out of 5 average rating, 127 reviews

Spectacular Beachside 2BR+2BA at Maui Kamaole

Condo in Kihei

4.97 out of 5 average rating, 208 reviews

Oceanfront Penthouse Vistas

Condo in Lahaina

4.94 out of 5 average rating, 89 reviews

OCEAN FRONT Condo at Napili Bay, Near Kapalua!

Condo in Lahaina

4.93 out of 5 average rating, 107 reviews

MauiKai 405 - Oceanfront Bliss!!

Condo in Wailuku

4.94 out of 5 average rating, 31 reviews

Beautiful Ocean Front View! 3Bedroom| Pool/HotTub!

Condo in Kihei

4.71 out of 5 average rating, 69 reviews

Out Standing Value Surrounded by Palm Trees New AC

Condo in Kihei

4.65 out of 5 average rating, 54 reviews

Maui’s sunrise. Price Includes Taxes.

Pet-friendly beachfront home rentals

Rental unit in Wailuku

4.97 out of 5 average rating, 33 reviews

2 bd Maui Retreat - 5 miles of beach

Condo in Lahaina

4.88 out of 5 average rating, 125 reviews

Beautiful Views~

Rental unit in Lahaina

5 out of 5 average rating, 4 reviews

Maui Westin Kaanapali Ocean Resort Studio

Condo in Kihei

4.62 out of 5 average rating, 21 reviews

VillaKayaBeachPoolGolfSurfServiceDogsOK-KiheiAkahi

Townhouse in Lahaina

4.2 out of 5 average rating, 5 reviews

Puamana 80-4 Superior Garden View

Condo in Kihei, Maui

5 out of 5 average rating, 4 reviews

Breathtaking Location-Sugar Beach #129

Condo in Kihei

4.75 out of 5 average rating, 63 reviews

Authentic Ocean Views Two Bedroom Top Floor Condo

Quick stats about beachfront rentals in Wailea-Makena

Total rentals
170 properties
Nightly prices starting at
$130 before taxes and fees
Total number of reviews
6.8K reviews
Family-friendly rentals
100 properties are a good fit for families
Rentals with a pool
160 properties have a pool
Rentals with dedicated workspaces
90 properties have a dedicated workspace

Destinations to explore