House holiday rentals in Wailea

A refreshing swimming pool is surrounded by lounge chairs, set among tropical palm trees. The water's surface reflects the nearby buildings and sky, creating a serene atmosphere. The pool area is designed for relaxation and enjoyment.

4.97 out of 5 average rating, 62 reviews

Centrally located and steps to the beach!

Centrally-located ground floor condo, less than a 2 minute walk from the beach! Full kitchen with stainless steel appliances, 2 ROKU TVs, beach equipment, books, games, puzzles and more! Queen size memory foam mattress in the bedroom. Ceiling fans, a living room AC unit and an ocean breeze, help create a comfortable space! 25 minutes from the airport and walking distance to restaurants, shops and a grocery store! PLEASE NOTE-our guest limit is 2 guests MAX. Children/infants count as guests

A patio area features a light-colored chair and a round table, overlooking a grassy lawn that leads to the ocean. A tree with twisted branches is visible in the background, along with several upright, leafy plants. The inviting blue water of a pool can be seen beneath the sunlit sky.

4.88 out of 5 average rating, 16 reviews

Aloha Aku Honu2 Suite – Relax by the Sea in Tranqu

Tranquil Beachfront Estate w/ 5 Luxurious Private Full Suites & Exotic Fruit Grove. Full amenities. Our luxury Beachfront estate has 4 beachfront one-bedroom suites and a garden view two-bedroom Ohana. Each suite has a private entrance, separate living room, full kitchen and is like having your own condo at the beach in Maui. This special place is hidden behind a private, double gated entrance, lined with 700 ft of lighted coconut palms that lure you into the feeling of leaving the world behind.

A green landscape features tall palm trees swaying gently in the breeze. The backdrop includes rolling hills and a clear blue sky, contributing to a serene outdoor environment. Sunlight casts soft shadows on the grass, creating a peaceful setting.

5 out of 5 average rating, 9 reviews

Beautiful One bd Ocean AC,wifi,pool A102

Escape to your dream vacation destination with our completely remodeled 1 bedroom condo, nestled right on the breathtaking shores of Maui. Enjoy Maui’s dramatic sunsets from the lanai and in winter months watch for whales breaching offshore. The fully upgraded kitchen has beautiful granite countertops and new appliances to provide you with all the comforts of home. King bed & AC make this a wonderful pick. Pool area with hot tub, saunas & 5 gas grills. Tennis & pickleball courts. FREE parking

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

4.92 out of 5 average rating, 13 reviews

Romantic Oceanview Condo Steps to Beach

Escape to your perfect Hawaiian retreat in this charming one-bedroom Maui condo, just steps from the beach. Enjoy ocean views from the large corner lanai, a spacious living area with bamboo floors, comfortable couch, and large flat-screen TV with bluetooth soundbar. A modern kitchen and elegant master bathroom with a tile shower add to the luxury. The fully stocked amenity closet includes beach toys, chairs, snorkel gear, umbrellas, bocce balls, boogie boards, and a cooler for all your seaside a

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, 116 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, 17 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, 43 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.

4.85 out of 5 average rating, 164 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.

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, 152 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

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.

4.83 out of 5 average rating, 106 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!

4.96 out of 5 average rating, 441 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

Popular amenities for house rentals in Wailea

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A serene view showcases palm trees standing against a clear blue sky, overlooking the ocean. Lush greenery and colorful flowers are visible in the foreground, creating a vibrant contrast to the tranquil blue waters in the distance.

Wailea Ekahi 6E Island Time!

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.

4.69 out of 5 average rating, 32 reviews

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

A cozy outdoor patio is shown, featuring a round table surrounded by two modern chairs. The view includes well-maintained grassy fields and tall palm trees swaying gently in the breeze, with the ocean in the background under a clear blue sky.

Gorgeous Views! - Kihei Surfside #109

An aerial view captures the layout of the complex, featuring red-roofed buildings surrounded by lush greenery and palm trees. The turquoise pool glistens under the sun, with a nearby open lawn area. A scenic ocean view stretches into the horizon, enhancing the natural beauty of the location.

S. Kihei 2br/2ba - 650' to Ocean

A serene beach is presented, featuring soft golden sands and clear turquoise waters gently lapping at the shore. A distant island is visible on the horizon under a bright blue sky, enhancing the peaceful coastal scenery.

exquisite condo in KKN #174

Walk to the Beach, Balcony w/ View, Communal Pool

Sand +Surf! Brand New

Lush green lawns are framed by tall palm trees, leading to an unobstructed view of the ocean in the distance. A serene pond is visible among the greenery, enhancing the natural beauty of the landscape.

5 out of 5 average rating, 6 reviews

Kamaole Sands FRONT ROW OCEAN Unit 116

Weekly house rentals

A serene view features two carved wooden tiki figures positioned amidst a lush green lawn, leading towards a sparkling blue ocean in the background. Delicate orange flowers are visible in the foreground, adding a touch of color to the tranquil landscape.

5 out of 5 average rating, 18 reviews

Aloha Aku CoCoPalm2 Suite – Cozy Beachfront Escape

A private balcony features a wooden table surrounded by four chairs, with a serene view of lush greenery and palm trees. Bright sky and the distant buildings of the resort can be seen, suggesting a peaceful outdoor setting.

4.97 out of 5 average rating, 34 reviews

Stunning One Bd Partial ocean, AC, wifi,Pool C209

The beachfront estate is presented from a distance, showcasing its two-level structure surrounded by lush greenery. Large glass doors reveal the inviting spaces within, while a spacious lawn leads to the sandy beach. Solar panels are visible on the roof, emphasizing sustainability.

5 out of 5 average rating, 7 reviews

Aloha Aku Hula2 Suite – Beachfront Bliss

A spacious living area features a light green color palette and vaulted ceilings. Comfortable seating options include a sofa and two armchairs. The open kitchen, equipped with wooden cabinets and appliances, is visible in the background. Large windows provide views of the surrounding greenery.

5 out of 5 average rating, 5 reviews

Aloha Aku Ohana2 Suite – Relaxing Garden Views Awa

An outdoor lanai features a wooden table with two matching chairs, offering a view of manicured lawns and tennis courts. Lush greenery and palm trees frame the scene, while the ocean can be seen in the distance under a clear blue sky.

4.75 out of 5 average rating, 8 reviews

Remodeled One BD Ocean, AC,wifi, pool D202

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

A peaceful outdoor water feature is surrounded by lush palm plants in decorative pots. Water flows gently from stone elements into a serene pool, with a backdrop of green grass and distant mountains. The setting evokes a sense of tranquility and connection with nature.

4.93 out of 5 average rating, 27 reviews

Aloha Aku Honu Suite – Experience the Spirit of Al

A patio area features a round table with two chairs, decorated with a small potted orchid and a box of treats. Beyond the table, a lush green lawn stretches toward the ocean, with a striking weathered tree adding character to the peaceful view.

4.93 out of 5 average rating, 27 reviews

Aloha Aku Hula Suite – Find Peace by the Shore

Private house rentals

A covered private lanai features two lounge chairs positioned for relaxation, with a view of lush greenery leading to the ocean. Tropical plants and decorative pots enhance the serene atmosphere, while sunlight illuminates the space, inviting guests to unwind in a tranquil setting.

Aloha Aku Bamboo2 Suite – A Serene Sea Retreat

New place to stay

Elegant Wailea Getaway

A wide sandy beach is viewed under clear blue skies. Gentle waves lap at the shore, while beachgoers are seen enjoying the sun. Lush greenery borders the beach, and a few umbrellas provide shade. In the distance, low hills complete the serene coastal landscape.

Kihei maui getaway unit 2119

The image captures a serene view of a sandy beach bordered by lush green grass and palm trees. The calm ocean reflects the soft sky, with gentle waves lapping at the shore. A couple can be seen strolling along the water's edge.

Gorgeous Oceanfront Condo! - Sugar Beach #518

4.72 out of 5 average rating, 60 reviews

A charming plantation-style house is presented with a colorful turquoise exterior and a welcoming red front door. The facade features a simple staircase leading to the entrance, complemented by a well-maintained deck. Surrounding greenery enhances the home's inviting presence.

Home in Wailuku

Vineyard Village Maui Ohana 2BR/1 Bathroom

The exterior of a multi-level home is shown, featuring a blend of dark siding and a light roof. Surrounding residential structures and lush greenery are visible in the background, with a balance of outdoor spaces and patios incorporated into the design.

Home in Kahului

Brand New 1bed 1Ba w/ Amaze Deck

Home in Kahului

Kamaiki Circle Kahului Stay

A private lanai offers ocean views framed by palm trees, featuring a round table set with two chairs. A hanging chair provides additional seating, with a patterned rug enhancing the space. Sunlight brightens the area, inviting relaxation and enjoyment of the surroundings.