
Holiday rentals in Makena Bay
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Top-rated holiday rentals in Makena Bay
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Beach Front Luxury in Makena
Only steps away from the beach, our newly remodeled 1600 sq/ft condo is tucked away in the coveted South Maui oceanfront resort of Makena Surf. Enjoy the exceptional view of islands Lanai, Molokini & Kahoolawe from our comfortable lanai. Dining, shopping & golfing are just minutes away. The condo is loaded with premium & luxury features. Two bedrooms, two bathrooms, and a gourmet kitchen. The resort has two pool, tennis courts and private beach access. Perfect for a family of 4 or 5 persons.
4.96 out of 5 average rating, 55 reviews
Coastal Dream Oceanfront Condo!
Take a moment to unwind and appreciate the stunning views from the patio, where you can spot whales from Nov-April and catch a glimpse of surfers riding the "Freight Train" during mid-summer. Venture out for a leisurely walk to Maalaea Harbor Shops and the Maui Ocean Center, or explore with a drive to Lahaina (West), Hana (East), or Wailea (South tip). Enjoy delightful amenities including Heated Pool, Oceanfront BBQ station, and Lounge area on the lawn. Designated parking right out front.
4.98 out of 5 average rating, 126 reviews
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, 144 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, 233 reviews
A.R.A Retreats: Big Blue Pacific
Nicknamed “Big Blue Pacific” for its absolutely stunning view of the Pacific Ocean from the living room, kitchen and master bedroom. Our vacation rental condo is located in Wailea Ekolu, the well-known luxury resort community of Wailea. It offers a relaxing 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 and when the sun goes down, watch your favorite shows on on our smart tvs!
4.96 out of 5 average rating, 185 reviews
Very Comfortable Kamaole Sands Condo Sleeps 4
Very comfortable end unit 1 bedroom condo 2 bathrooms (818 sq ft) with views of the pool, partial ocean view, remodeled kitchen and bathrooms, recently painted, new flooring in living room and conveniently located to everything you need, unit is airy and bright with extra windows. The kitchen is well stocked with all the essentials and cooking utensils. A 5 mins walk to the beach and 10-15 mins leisurely stroll to nearby shops and stores. I take my own photos for my unit.
4.99 out of 5 average rating, 151 reviews
Exceptional Ocean View - King Bed - Ocean Front!
Makena Surf G205 - E Komo Mai to our completely renovated two bedroom ocean-view unit artfully designed with you in mind! This luxurious unit, tucked away in the coveted South Maui oceanfront property of the Makena Surf, is only steps away from the beach. So let the beauty of what makes Maui the most popular destination vacation surround and embrace your spirit until it speaks your very name: Sweet Dreams! Discounted rates because of construction noise in the G building.
4.96 out of 5 average rating, 54 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
Whales and sunsets, front row seats every day!
Charming three-bedroom home offers a private, "local" experience in one of Maui's rare oceanfront neighborhoods. Our charming and cozy home is complete with all you need and will make your transition from daily life into a vacation as seamless as possible. GE and TA taxes will be added after booking. Cleaning fee of $575. Amy Russell, reservations manager, and Jordan McEntire, property manager.
4.94 out of 5 average rating, 113 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, 208 reviews
FULLY REMODELED*LUXURY*OCEANFRONT*Beaches*Sunset!
*The MAXIMUM OCCUPANCY of this 1-bedroom unit is 4 people at all times. This includes adults, children, infants, and overnight guests. Between the white sand beaches of Kamaole I and II, lies the oasis that is the Royal Mauian. This fourth floor, oceanfront, luxury 610 square foot unit opens up onto your very own private lanai with FULL ocean views.
4.97 out of 5 average rating, 133 reviewsPopular amenities for Makena Bay holiday rentals
Other great holiday rentals in Makena Bay

Elua 1310 Oceanfront -Family Managed-Remodeled9/25
5.0 out of 5 average rating, 24 reviews
Ocean Front Cottage, 30 steps to the beach!
4.88 out of 5 average rating, 25 reviews
Aloha Moon - The Honeymoon Hideaway
4.94 out of 5 average rating, 68 reviews
Mana Kai Resort, Luxury 2bd/2bath Beachfront # 511
5.0 out of 5 average rating, 61 reviews
Maui Kamaole in Kihei | Ocean View, Pool, Hot Tub
4.89 out of 5 average rating, 19 reviews
Rare Dual-Suite Wailea Ekahi Condo | Sleeps 6
5.0 out of 5 average rating, 4 reviews
Wailea Ocean View Escape
4.98 out of 5 average rating, 63 reviews
Beautiful Beachfront Townhouse !
4.85 out of 5 average rating, 26 reviewsDestinations to explore
- Maui
- Kaanapali Beach
- Lahaina Beach
- Whalers Village
- Maui Vista Condominium
- Polo Beach
- Wailea Beach
- Honolua Bay
- Kapalua Bay Beach
- Black Rock Beach
- Black Sand Beach
- Big Beach
- KOA Resort
- Haleakala National Park
- Old Lahaina Luau
- Ka'anapali Golf Courses
- Kihei Kai Nani
- Aston Mahana at Kaanapali
- Kamaole Beach Park II
- PacWhale Eco-Adventures
- Maui Arts & Cultural Center
- Maui Ocean Center
- Hāmoa Beach
- Kahana Beach





