House vacation rentals in Wailea

A cozy outdoor deck is showcased, featuring two wicker chairs and a small table, inviting relaxation. The inviting turquoise door stands adjacent to a wall with the word 'Aloha' elegantly displayed. String lights add a warm touch above, surrounded by tropical greenery.

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

The exterior of a spacious home is framed by lush tropical plants and trees. A charming pathway leads to a welcoming front deck illuminated by soft lighting. Large sliding doors enhance visibility into the interior, where comfortable seating is visible in a cozy living space.

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

A spacious living area showcases natural wooden elements, with a light-colored bamboo sofa and matching chairs. Large glass doors frame a stunning seaside view, allowing soft light to illuminate the room. A ceiling fan provides ventilation, complementing the relaxed ambiance of the space.

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.

A spacious living area features a comfortable grey sofa and a wooden coffee table. A dining table with four chairs is positioned nearby. Bright artwork depicting tropical leaves adorns the wall. The open kitchen includes modern appliances, illuminated by soft overhead lighting.

4.98 out of 5 average rating, 42 reviews

Kihei Stay: 5 Min walk to Beach, Steps to Pool, AC

Welcome to our 1-bed, 2-bath condo just steps from the pool and ocean in South Kihei! Enjoy a spacious living area with a queen Murphy bed, full kitchen, desk, cozy bedroom with a king bed, and two full bathrooms. Lounge by the pool, BBQ, or take a 4 min walk to Kam III for a sunset, whale watching, boogie boarding, and snorkeling. Kam III has picnic tables, swings, and spots to hang a hammock. Several restaurants are walking distance. Experience the beauty of Kihei from this great location!

A spacious single-story home is surrounded by lush palm trees and vibrant tropical plants. The well-maintained lawn features a mix of greenery, with the house's exterior displaying a neutral tone under a bright blue sky.

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.

Two lounge chairs with bright green cushions are positioned next to a bubbling hot tub, surrounded by lush greenery and colorful plants. A green-and-white striped umbrella provides shade, enhancing the tranquil outdoor space.

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.

A bright living area is presented with large glass doors offering views of the ocean. A dining table made of wood is accompanied by light-colored chairs. A potted plant and a unique wood side table add natural elements, while pendant lights provide soft illumination.

4.6 out of 5 average rating, 25 reviews

Kihei 533- A/C, Free Parking, and WiFi

Welcome to Kihei 533 Ocean Front Condo! Experience paradise at this 2-bedroom, 2-bathroom oceanfront condo in Kihei, Hawaii. You will take the building elevator up to the 5th floor where the unit is located. This condo comfortably sleeps 6 guests! There is a beautiful private patio to enjoy the fresh breeze and stunning sunsets. Amenities: -Central air conditioning -Pool/Hot Tub access -Free Parking -Free WiFi -Smart TV -Beach Towels/Beach Chairs provided

The kitchen features light-colored cabinetry paired with granite countertops and stainless steel appliances. A large refrigerator and microwave are visible, along with an oven and stove. A central island with a wooden top provides additional workspace. Soft lighting enhances the functional layout.

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

A spacious living area showcases elegant tile flooring and large sliding glass doors that invite natural light. A comfortable sofa is paired with a glass coffee table, while a flat-screen TV is mounted on the wall. A private outdoor space is visible through the doors.

4.85 out of 5 average rating, 13 reviews

Maui Sunset A102 - Aloha Mai 2, Beachfront Resort

Explore paradise in this oceanfront resort's ground floor 1-bed/2-bath condo, beautifully updated with new furniture. Sleeps 5 with a king bed, queen sleeper, and twin Murphy bed. Family-friendly, full kitchen, AC, in-suite washer/dryer, free WIFI, parking, and flat-screen TV. Enjoy a private covered lanai, pool, tennis, and BBQs. Easy self-check-in, centrally located near shopping and restaurants, with a lovely beach right outside the complex.

The covered private lanai is depicted, featuring seating areas with outdoor couches and ceiling fans. A well-maintained lawn leads up to the entrance. Bright blue skies and soft clouds frame the space, creating a serene outdoor environment for relaxation.

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!

A welcoming living area features a comfortable sectional sofa beside a modern coffee table, with natural light filtering through large windows. An outdoor patio is visible, with an umbrella-shaded table and chairs overlooking lush tropical gardens and ocean views.

4.96 out of 5 average rating, 439 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

A charming guest house is presented with a wraparound deck, framed by palm trees and lush greenery. The exterior features light-colored siding and a sloped roof, with windows allowing natural light. A clear blue sky enhances the inviting setting of this private retreat.