House vacation rentals in Wailea, Wailea-Makena

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Top-rated house rentals in Wailea, Wailea-Makena

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Guest favorite

Home in Kihei

4.96 out of 5 average rating, 409 reviews

Stunning ocean view, heated pool at home by Wailea

Last minute bookings 5 days before arrival, and week long stays are 10% off. Ocean, sunset views, unique home reminiscent of a Victorian villa with heated private pool for guests in the villa, tropical gardens. Home renovated and maintained by designer. Cal King in main, second has twin beds. Pac n play and high chair are available. Open plan living with dining and relaxing on the lanai. Keawakapu beach, Wailea shops and restaurants 5 minutes drive. Your private view retreat. #BBMK 2016/0003

Guest favorite

Home in Kihei

4.92 out of 5 average rating, 131 reviews

Enjoy paradise living at the THERE Maui House!

Permit #STKM 2018/0006 Located on the south side of Maui in a quiet neighborhood close to the beach & the best shave ice, this cozy, two bedroom house with newly added split AC system awaits! Whether you decide to dance to Don Ho on vinyl, try a new recipe, or play the ukulele, this space was thoughtfully designed to inspire you to be THERE & enjoy your time in paradise! For more pictures & tips, check out the THERE Maui House on our blog at there maui dot com and on IG at @livetravelbe.there

Guest favorite

Home in Kihei

4.98 out of 5 average rating, 105 reviews

Mana Hale Vacation Rental

This private home is nestled in a beautiful garden just 1 mile from the ocean. The house is spacious with 2 bedrooms & 2 full bathrooms. Front and back decks offer ample opportunity for lounging with a good book, grilling, visiting with friends and family or even just a romantic getaway. The house is close to cafe's, shopping, restaurants and many of the idyllic maui beaches. Perfect for retreat, fun and healing in paradise. STKM 2018/0002 HITax # GE-087-066-3168-01 HI TAT # TA-087-066-3168-01

Guest favorite

Home in Kihei

4.88 out of 5 average rating, 142 reviews

Cajudoy's Hale - STKM 2O13-OO18/TA-081-709-8752-01

WONDERFUL! Three bedroom hale (home) in the Central Kihei area of Maui. Wood floors, lots of space, kitchen fully stocked, BBQ and so much more. Great for kids, elderly, and young at heart. This house is your home away from home. We have all of the necessary items for a home. If we do not have something please let us know and we will try our best to accommodated. Walking distance to the beach, shopping, park, public transportation, etc... You will not find a better place in Kihei.

Guest favorite

Home in Kihei

4.97 out of 5 average rating, 142 reviews

12 Minute Walk to Kam Beach II-Quiet Private Easy

This 1 bedroom/1 bath suite is a self contained, attached apartment (ohana or ADU) with private entry. Off street parking is 10 seconds from your door. A 12 minute walk to beautiful Kamaole Beach II, as shown in the photos. Ideal Location, Quiet and Private. I am a SUPERHOST, see the 4.97 reviews and comments. INSTANT BOOK for a great stay. All fees and taxes are listed & collected when you book. There are no surprise or additional costs. Permit #BBKM 2O19/OOO2

Guest favorite

Home in Kihei

4.92 out of 5 average rating, 93 reviews

Maui Meadows Retreat B&B-3 BR-Ocean Views-AC-Pool

Book with confidence, this gorgeous, newly remodeled, 3 bedroom, 2 bathroom home that has beautiful ocean views, a stunning backyard with a pool, hot tub, and tropical landscaping. THIS PROPERTY IS A PERMITTED BED & BREAKFAST (Permit #: BBKM20160005) LOCATED IN MAUI MEADOWS, AND IS MANAGED BY THE OWNER DAVID LAND. The house is in a great location in South Maui, close to beaches, restaurants, and the 5 star resorts of Wailea.

Guest favorite

Home in Paia

4.89 out of 5 average rating, 160 reviews

Villa Parthenope in Paia bnb #3 *****

Permit n. : BBPH (PHONE NUMBER HIDDEN) (for the permit nuber look at the pics) Prices are inclusive of taxes. Lovely and Romantic home with private bath in Paia, about 7/8 min. walking distance from the beaches and all the services in town.Private entrance. Kitchen corner with hot plates, coffee machine, mini oven, microwave,fridge, blender, and all that you need to cook at home. We DON’T accept kids to this property.

Superhost

Home in Kihei

4.91 out of 5 average rating, 68 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.

Guest favorite

Home in Kihei

4.96 out of 5 average rating, 228 reviews

South Maui Guesthouse

This air conditioned very exclusive, private 2-bedroom Guest House is surrounded with lush gardens on a ½ acre property, off the street located in an upscale very private neighborhood (Maui Meadows, above Wailea), yet minutes from the best beaches Maui has to offer. A real Hawaiiian retreat, where you wake up to the sound of birds, not traffic. Permit Number BBKM2018/xxx3 GETxxxxxxxx2801

Guest favorite

Home in Kihei

4.97 out of 5 average rating, 101 reviews

Family-Friendly House-Close to Beach, Dining,Shops

OUR GUESTS ARE SAYING... "Stocked better than any other Airbnb" "Beautiful, spotlessly clean home in perfect location!" "Owners clearly go to great lengths to accommodate our every need" "So comfortable for our family of 8, from the beds to all the seating" "The outdoor space is amazing" "Wow, they have thought of everything. Pack light, they have it." "Ridiculously responsive hosts"

Guest favorite

Home in Paia

4.91 out of 5 average rating, 193 reviews

Paia cottage walk to town and beach

My cottage sits on a flag lot, gated and fenced, shared with my 1 bedroom cottage. Parking is next to the cottage . There is a nice outdoor area with table and chairs and a barbecue. (Please note, I only advertise or book this condo through Vacation rental sites. If someone has approached you to book this directly, it is a scam.)

Guest favorite

Home in Wailea-Makena

4.99 out of 5 average rating, 82 reviews

WOW! Stunning Ocean Views, Large Deck &Luxury Beds

The Kauhale Breeze provides absolutely stunning ocean and West Maui views, an updated modern interior, outdoor shower, ultra comfortable bamboo bedding, local artisan soaps and shampoos, and a fridge packed with our very own healthy local dessert product, SoReal bars.