House holiday rentals in Wailea

Find and book unique houses on Airbnb

Top-rated house rentals in Wailea

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

0 of 0 items showing

1 of 3 pages

Superhost

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

Top guest favourite

Home in Kihei

4.98 out of 5 average rating, 114 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

Top guest favourite

Home in Kihei

5 out of 5 average rating, 14 reviews

Beautiful Beachfront Townhouse !

OUR MAUI BEACH HOUSE... This is the perfect place for a family vacation and retreat!! And it is right on the beach! Many of our guests enjoy staying right on our property or on our beach -- no need to leave. A very large two bedroom, three bath custom redwood townhouse we built in 1977 as a family retreat, with a fully-equipped kitchen and laundry. This is a comfortable beach house and we have done remodeling, refurnishing and updating recently. The master bedroom has huge ocean views.

Guest favourite

Home in Kihei

4.87 out of 5 average rating, 155 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.

Superhost

Home in Kihei

4.82 out of 5 average rating, 11 reviews

CLOUD 9 BEACH HOUSE, Maui Family Owned and Managed

Relax with the whole family at this peaceful place to stay. Your support of a local business owner who lives on Maui is greatly appreciated. Welcome to the Cloud 9 Beach House - a sweet family home a few minutes walk to beautiful white sand beach, Keawakapu. You can also lounge poolside in the lush tropical back yard or enjoy ocean views from the front patio. This legal permitted short term rental home is a perfect size for family vacation time. Permit STKM 2016/0009.

Top guest favourite

Home in Kihei

4.97 out of 5 average rating, 151 reviews

12 Minute Walk Kamaole Beach II-Quiet Private Easy

This 1 bedroom/1 bath suite is a self contained, attached ohana (ADU) with private entry. Off street parking is 10 seconds from your door. Located a 12 minute walk straight down to Kamaole Beach II. Convenient 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

Superhost

Home in Kihei

4.82 out of 5 average rating, 102 reviews

Modern Family Kihei Home by the Beach

Aloha! Welcome to one of the best located homes on the island! Located just under half a mile (or 5 minute walk) from the beach, surfing, park, restaurants, shops and stores. Our modern property offers complete relaxation for the perfect Maui vacation. Our home offers kid friendly amenities, A/C in ALL ROOMS, an espresso machine and Vitamix. Our calendar is always up to date. Please inquire with any questions, we will respond within 1 hour!

Top guest favourite

Home in Kihei

4.93 out of 5 average rating, 101 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 favourite

Home in Kihei

4.96 out of 5 average rating, 437 reviews

Stunning ocean view, heated pool at home by Wailea

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 favourite

Home in Paia

4.89 out of 5 average rating, 163 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.

Top guest favourite

Home in Kihei

4.97 out of 5 average rating, 262 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

Top guest favourite

Home in Kihei

4.98 out of 5 average rating, 121 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"