Holiday rentals in Wailea-Makena

4.99 out of 5 average rating, 152 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.

4.99 out of 5 average rating, 160 reviews

Romantic, Luxury Retreat w/Ocean View-Couples Only

Luxury 1 bedroom 2 bath 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 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 Not suitable for children or infants.

4.99 out of 5 average rating, 112 reviews

Guest suite in Wailea

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.

4.95 out of 5 average rating, 133 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!

4.92 out of 5 average rating, 99 reviews

Luxury Condo w/wide Ocean View (Palms at Wailea)!

There is no better location than Wailea to experience your Maui vacation! This quiet and spacious condo has every amenity you could want to make your Maui vacation truly unforgettable. This condo is only a short walk to one of the best beaches (Keawakapu) on Maui and is also in close proximity to the Shops at Wailea. We spared no expenses in stocking this condo with everything you need to make your Maui experience memorable and luxurious.

4.98 out of 5 average rating, 125 reviews

130K Hawaiian Reno on Wailea Blue Golf *Ocean View

BRAND NEW 130K Renovation+BRAND NEW Hawaiian Styled Contemporary Decor. Located right on Wailea Blue Golf course in the Grand Champions at Wailea with incredible ocean views from the patio.We are perfectly located just down from Money Pod+up from The Shops of WaileaCheck out our other property #201 VRBO (2050379)+#1905 VRBO(1222713) in The Palms we are Super Host with 5 STAR reviews)!! BOOK UP TO 365 DAYS.

Superhost

4.81 out of 5 average rating, 145 reviews

Last Minute Deal! Wailea Condo Oceanfront Complex

Step into your own private tropical oasis in this fabulous Wailea condo! This adorable 792 square foot, ground floor unit is walking distance to one of the most incredible beaches on Maui with tantalizing turquoise blue waters of the Pacific! This lavish condo boasts an open and airy living space you will love with AC throughout. Relax on the remarkable lanais with a table with seating for four.

4.91 out of 5 average rating, 104 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.

4.96 out of 5 average rating, 168 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.

4.94 out of 5 average rating, 52 reviews

Gorgeous Condo in Wailea Ekahi Village!

Wailea Ekahi Village Resort is located on the world famous Keawakapu Beach. Low rise buildings built in clusters sprawl across 34 acres of colorful gardens, making it a very popular vacation choice for guests looking for a great location, abundant amenities and a relaxing Wailea resort vacation. Four accessible swimming pools ensure family-friendly visits!

4.97 out of 5 average rating, 163 reviews

Ocean/Golf Course Views, Tropical Resort in Wailea

Breathe in and exhale slowly while gazing at 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.)

5 out of 5 average rating, 7 reviews

Tropical Escape to Wailea with Stunning Oceanview

Experience the ultimate island getaway in this luxurious studio apartment in the heart of Wailea. Perfectly situated to offer breathtaking ocean views, this tropical haven combines elegance and comfort, making it an ideal escape for couples or solo travelers seeking tranquility and indulgence.

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Popular amenities for Wailea-Makena holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Wailea-Makena

5 out of 5 average rating, 7 reviews

Flat in Wailea

Prime Location, in the HEART of it ALL!

NollanRating, 5 stars3 weeks ago

Great value. Patricia was quick to respond and accommodated our last minute booking, as we had to cancel and change our BNB’s mid flight. Unit is very well stocked with everything you need to enjoy the beach and use in the kitchen. Thanks!

5 out of 5 average rating, 56 reviews

Ohe'o || Wailea Ekahi Unit 28B || Lowered Rates

JeanRating, 5 stars1 month ago

This condo worked well for us. We were traveling with family who had rented other units in this complex. We liked ours best, due to its updated/well-stocked kitchen, paper/toiletry supplies, two bathrooms, wide lanai, convenient parking, comfortable bed, generous square footage, and beach/snorkeling gear. We enjoyed the absolute quiet (this unit is away from the road), but found lots to do, especially in the excellent main pool area and on the relatively-wide beach, with easy snorkeling and walking options (Wailea luxury resorts to the left; natural beauty to the right). If you're looking for family-friendly green space and don't mind a longish walk to the main pool/beach, consider this property. If you have mobility issues that make walking difficult or need onsite restaurants, high-end furnishings and spa-like baths, you might not be happy here. We found it very comfortable. It was evident to us that Jazlyn has put a lot of thought into meeting her guests' needs. Highly recommend.

Superhost

5 out of 5 average rating, 7 reviews

Ground Floor, Garden View, Full a/c, Wifi, GC135

LukeRating, 5 stars5 months ago

Great location. Well outfitted for the stay with appropriate cooking utensils (though we didn’t use any) walkable to several restaurants and to the wailea mall. Good pool.

4.87 out of 5 average rating, 190 reviews

Ocean View Wailea Ekolu Condo #804

AmyRating, 5 stars3 weeks ago

Wonderful and convenient location. Loved the beautiful scenery, quietness and walk ability to so many restaurants, shops, etc… We had a lovely time and highly recommend Jeff’s condo.

4.97 out of 5 average rating, 36 reviews

Tropical Wailea Retreat

KimRating, 5 stars3 weeks ago

This condo was perfect for my stay in Wailea. Very clean , comfortable & all the amenities you need. Pool & parking are right across from the entrance. Unit was very quiet for sleeping and relaxing. Location is perfect for everything in Wailea. Karissa was great communicating all information, and even allowed me an early check-in knowing I had a red eye.

Superhost

5 out of 5 average rating, 6 reviews

Wailea Ekolu 1403 -1 Bed/2 Bath Vacation Condo

BryanRating, 5 stars5 months ago

We had an excellent stay at this 1 bd / 2ba condo. We stayed with our 3 month old baby, and the amenities made it easy. The condo is air conditioned, they have a pack and play bed, and the unit was very quiet. We really appreciated the opportunity to stay here and hope to be able to do it again. The host made a significant effort to welcome us and make it easy. We highly recommend.

4.97 out of 5 average rating, 36 reviews

Flat in Wailea

[summer promotion]Chic Tropical Getaway

LizRating, 5 stars3 weeks ago

Nicely appointed, well stocked with beach items. Comfy beds. Near beaches and restaurants. Outside Kanei but very close drive. Easy access to airport and West Maui and Haleakala. Responsive host.