
Places to stay near Wailea Beach
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Top-rated holiday rentals near Wailea Beach
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Romantic, Luxury Retreat w/Ocean View-Couples Only
Luxury accommodations in the heart of Wailea, Maui. Our condo has lovely ocean views, views of the lush tropical gardens and the pool. Sunset views from the lanai are stunning. Gourmet kitchen. 2 HD TVs, Bose sound system, AC, washer/dryer in unit, complimentary assigned parking. If our 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 Our condo is not suitable for children or infants.
4.99 out of 5 average rating, 199 reviews
Sweeping Panoramic Ocean Views - Private Ohana
Live like a local at the Ocean Blue Ohana - the private first floor of this amazing Hawaiian pole home on a half acre property in South Maui. As you enter the space, you will be drawn to the sweeping panoramic ocean views. You are sky-high, perched 500 feet above sea level, looking at the most glorious views of the neighboring islands, mountains, coastline, and Maui's amazing skyline. To top it off, you are 5 minutes from the Wailea Resorts and beautiful golden sand, crystal clear beaches.
4.99 out of 5 average rating, 143 reviews
Mana Kai 608: Oceanfront Remod- Modern Surf Vibe!
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, welcome to the beach! If you enjoy Wailea's 5 star resorts right down the beach, 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 PM in Maui, Tracy O'Reilly, to take amazing care of you!
4.99 out of 5 average rating, 232 reviews
Luxurious Wailea Ocean Vistas
Completely remodeled. Our new Wailea luxury condo is immaculate and offers direct ocean views. Airy, comfortable, and with stylish decor, every amenity a Maui visitor could hope for is provided. Guests will fall in love with Wailea's beautiful lushness while enjoying a charming well-designed hideaway. We have considered every detail to provide the most effortlessly luxurious stay possible. With beaches nearby and two pools onsite, this island paradise has everything and more.
4.98 out of 5 average rating, 108 reviews
MAUI BLISS! RARE Wailea 3-bedroom...sleeps 10!
This is the one you've been waiting for! Perfect for families, couples, or anyone who loves to spread out, this 1700 sq ft Grand Champions 3 bedroom has been painstakingly remodeled with luxury finishes throughout. Two kings, two pull-out queens, plus...bunk beds! Nestled in the most peaceful corner of the resort, boasting stunning ocean views from the lanai, and minutes away from Wailea beaches, restaurants, and shopping, this is truly what Maui vacation dreams are made of!
4.95 out of 5 average rating, 155 reviews
*Last Minute Deal*Luxurious*2b/2b OceanView Wailea
This ground floor 1071 square foot unit is situated just above the 11th fairway of the Wailea Blue Course. The living room and master bedroom have private lanais that step out to a relaxing open lawn with sweeping ocean views. Features include AC throughout the property, bamboo floors throughout, brand new tile in the master bathroom, granite counter tops, and cherry cabinets. Tastefully decorated this spacious condo truly has everything you will need!
4.89 out of 5 average rating, 148 reviews
Oceanfront Mana Kai Penthouse..Heaven meets Earth!
Wake up to breathtaking, panoramic north-to-south ocean views from the Mana Kai’s top-floor penthouse level, just steps from Keawakapu Beach—2.75 miles of Wailea’s longest sandy shoreline at your door. Snorkel, swim, paddleboard, body surf, or watch whales from your private 200 sq. ft. lanai. This spacious 2-bedroom, 2-bath oceanfront suite sleeps four, with two king beds and a beautifully updated private bathroom for each bedroom.
4.96 out of 5 average rating, 143 reviews
Grand Champions - King Bed - Close to Wailea Beach
We are located in the heart of Wailea at the Grand Champions Villas, close to Maui's best beaches and within walking distance to great restaurants, the Shops of Wailea and surrounded by Championship Golf Courses. Grand Champions is a serene 12-acre park-like resort next to the Wailea Tennis Club and Wailea Blue Golf Course. Have fun with the whole family at this stylish place.
4.88 out of 5 average rating, 138 reviews
Wailea Gem-Remodeled Ocean View
Beautiful, fully remodeled Wailea Jewel! Peaceful and private location with expansive ocean views. Our newly renovated, one bedroom, 2 bathroom condo has everything you need to enjoy your Maui getaway. Located a short drive from the airport and just minutes away from some of the best beaches and dining in Hawaii. You will truly feel like you're in paradise during your stay.
4.96 out of 5 average rating, 202 reviews
Ocean/Golf Course Views, Tropical Resort in Wailea
Breathe in and exhale slowly while gazing at the beautiful ocean, serene greenery and misty mountaintops. Make the most of a country-club setting by lounging on sun decks and swimming in heated pools. Retreat to an updated condo to unwind and fall asleep in a comfy bed. (This unit is suitable for a maximum of four (4) guests. Infants of any age are counted as guests.)
4.98 out of 5 average rating, 209 reviews
Sale! Gorgeous 3BR/2BA with Ocean & Sunset views
Experience the best of Wailea from this rare 3BR/2BA luxury villa, featuring breathtaking views of the Pacific Ocean, Wailea Blue Golf Course and majestic Haleakalā. Spacious enough for families or groups, this exceptional retreat offers all the comforts of home—just a short walk from world-famous beaches, luxury resorts, fine dining and premier shopping.
4.9 out of 5 average rating, 162 reviews
Maui Wailea Brand New Modern Spacious Condo
Beautifully designed, modern, and brand new vacation condo is situated on the Wailea Blue golf course and the Wailea tennis club. Walk to Shops at Wailea and 3 min drive to Keawakapu Beach. Brand new kitchen, spa like bathroom with walk in shower, in-unit laundry. Relax with friends and families at this peaceful place to stay. Book your vacation today : )
4.93 out of 5 average rating, 122 reviewsPopular amenities for holiday rentals near Wailea Beach
Condo rentals with Wi-Fi

Mana Kai Palms Oceanfront Condo: Keawakapu Beach
4.97 out of 5 average rating, 106 reviews
Wailea Ekolu Village 2/2 with stunning ocean view!
4.94 out of 5 average rating, 199 reviews
Ekahi Ocean Studio: Wailea Paradise by the Beach
4.96 out of 5 average rating, 149 reviews
*Fully Remodeled* Modern Island Style*
4.99 out of 5 average rating, 153 reviews
Luxury Vacationing Modern Condo Sept Specials
4.96 out of 5 average rating, 183 reviews
Coastal Dream Oceanfront Condo!
4.98 out of 5 average rating, 125 reviews
Spacious 3bd on Golf Course I Grand Champions 105
4.93 out of 5 average rating, 127 reviews
Very Comfortable Kamaole Sands Condo Sleeps 4
4.99 out of 5 average rating, 151 reviewsFamily-friendly house rentals

South Maui Guesthouse
4.97 out of 5 average rating, 317 reviews
Stunning ocean view Villa, Heated pool, Wailea
4.96 out of 5 average rating, 469 reviews
12 Minute Walk Kamaole Beach II-Quiet Private Easy
4.97 out of 5 average rating, 159 reviews
Condo in Kihei 2 BR - 2 bath Condo
4.88 out of 5 average rating, 119 reviews
Cajudoy's Hale - STKM 2O13-OO18/TA-081-709-8752-01
4.86 out of 5 average rating, 174 reviews
Modern Family Kihei Home by the Beach
4.84 out of 5 average rating, 115 reviews
Kihei Beach House, 1 Block to the Beach
4.91 out of 5 average rating, 105 reviews
Go for an Ocean Swim From a Fun Beach Villa
4.92 out of 5 average rating, 153 reviewsApartment rentals with air conditioning

Go Golfing from a Peaceful Apartment in a Beach Community
4.88 out of 5 average rating, 173 reviews
The Whale Watch 208-Oceanfront Kihei
4.88 out of 5 average rating, 139 reviews
Updated 1st Floor Maui condo
4.76 out of 5 average rating, 132 reviews
Charley's Hideaway (Oceanfront)
4.91 out of 5 average rating, 136 reviews
Ocean Front Vibes Maui
4.96 out of 5 average rating, 202 reviews
Maui Vista Walk To Kamaole Beach I
4.82 out of 5 average rating, 148 reviews
Ocean View, 1 minute walk to the beach 2BR/2BA
4.9 out of 5 average rating, 343 reviews
Next to Beach, Foods & Shops - Updated w/ View!
4.95 out of 5 average rating, 224 reviewsOther great holiday rentals near Wailea Beach

Beautiful Wailea Ekolu Townhouse-Perfect Get-Away
4.96 out of 5 average rating, 146 reviews
21A Grand Champions 1 Bed - Ulua & Mokapu beaches
4.94 out of 5 average rating, 98 reviews
Beautiful Wailea-Perfect Getaway
4.83 out of 5 average rating, 18 reviews
Elua 1310 Oceanfront -Family Managed-Remodeled9/25
5.0 out of 5 average rating, 24 reviews
Wailea Ekolu 1204 - Modern, Ocean View, Split AC !
5.0 out of 5 average rating, 6 reviews
Ho'olei #24-3-Beautifully Appointed Villa-AC
4.9 out of 5 average rating, 59 reviews
Luxe 2bed Wailea, 5-min walk to beach, ocean view,
5.0 out of 5 average rating, 87 reviews
Beach Front Wailea, Full Ocean View A/C, ELUA102
5.0 out of 5 average rating, 9 reviewsDestinations to explore
- Maui
- Kaanapali Beach
- Lahaina Beach
- Whalers Village
- Maui Vista Condominium
- Polo Beach
- Honolua Bay
- Kapalua Bay Beach
- Black Rock Beach
- Big Beach
- Black Sand Beach
- Haleakala National Park
- Old Lahaina Luau
- Ka'anapali Golf Courses
- KOA Resort
- Kihei Kai Nani
- Aston Mahana at Kaanapali
- Kamaole Beach Park II
- PacWhale Eco-Adventures
- Maui Ocean Center
- Maui Arts & Cultural Center
- Hāmoa Beach
- Kahana Beach
- Peahi





