Pet-friendly vacation rentals in Wailea-Makena

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Top-rated pet-friendly home rentals in Wailea-Makena

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Guest favorite

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.

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

Villa in Kihei

4.93 out of 5 average rating, 292 reviews

•GREAT Rates & Vibes• PRIME Location & Parking•

We are a beautifully updated front corner unit in Kihei, Maui. This ground-floor villa offers convenient driveway parking right outside your door and dual private entrance. It’s situated across from the beach. (Cove) The villa features a master bedroom and a studio space, accommodating up to four guests comfortably. Inside, you’ll find modern amenities like air conditioning, a fully equipped kitchen, and a washer/dryer. The private rear deck is stocked with beach gear, perfect for enjoying Maui.

Top guest favorite

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.

Home in Wailea

4.98 out of 5 average rating, 113 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

An inviting bedroom features a spacious bed with a patterned blanket. Two framed paintings adorn the light blue walls, and a bedside lamp provides soft illumination. A doorway leads to a bright living area, with natural light visible from additional outdoor access.

Apartment in Wailuku

4.88 out of 5 average rating, 241 reviews

2B/2B Cottage/Cozy/Central/Private/Historic town

2B/2B cottage, in the heart of Maui, in historic Wailuku town... home of the famous Iao theater and minutes from Iao Valley National Park & the famed "Needle Mountain". Private, fully furnished, and equipped with all amenities needed for a comfortable short-term stay. Easy access to Beaches,Airport & all parts of the island within a 10–30 minute drive. It's great for business travelers doing business in Wailuku, Hikers, Bikers, & true Hawaiiana- seeking tourists. Check out Wailuku First Friday!

Top guest favorite

A sunlit swimming pool is framed by lush green grass, leading to a well-designed single-story home with a distinct round roof. The expansive landscape stretches in the background, providing a view of the ocean and distant mountains under a clear blue sky.

Home in Kula

4.92 out of 5 average rating, 343 reviews

Kula Jewel - Pool, Hot Tub & Awesome Views!

Pamela has been hosting two fully permitted listings for the last 11 years with over 1,000 five star reviews. BUT this one, Kula Jewel, burned to the ground in the Maui wildfires in 2023. We have recently completed building the NEW Jewel, and it is GORGEOUS! We just had our first guests stay, and this was their review: "Pamela’s place is extraordinary! The views are stunning! The design and decor are fabulous in every detail! I’ve stayed in many Air B&Bs; I give her place my highest rating!"

Superhost

A view of a sandy beach bordered by clear blue waters, dotted with beachgoers enjoying the sun. Lush green trees provide shade along the shoreline. In the background, resort buildings and palm trees are visible under a partly cloudy sky.

Condo in Kihei

4.84 out of 5 average rating, 116 reviews

Walk to Beach from Maui Banyan Retreat- AC & WIFI

Stay just 5 minutes from Kamaole Beach II in this cozy, stylish Maui condo! Perfect for 3 guests with 2 double beds, Kitchenette, AC, fast WiFi, and a TV. Enjoy your coffee on the private patio with a tropical garden view. . We’ve stocked beach towels, chairs, beach umbrella and a wagon to make your beach day as easy as possible. Steps from top restaurants and shopping. This is the ideal central location to explore, unwind, and enjoy island life. Feel free to reach out with any questions!

Top guest favorite

A modern living area features a comfortable sofa and a chair, with a flat-screen TV situated on a wooden media console. Large sliding glass doors provide access to a private lanai, with views of palm trees and the ocean in the background.

Condo in Kihei

4.98 out of 5 average rating, 56 reviews

Oceanfront renovated luxury-best location! SBR 404

Aloha! Welcome to Sugar Beach Resort, #404! This newly and luxuriously-renovated unit has all you need for your perfect Maui vacation: incredible ocean sunset views and just steps from crystal clear Sugar Beach. During whale season (Nov-April), you can see humpback whales from the condo! Want to explore Maui? The property is the most central on the island, just 15 minutes to the airport (OGG), Costco, Target, Whole Foods, and Walmart. 30 minutes lands you in Lahaina, Paia, or upcountry.

Superhost

An open living space features high wooden ceilings with ceiling fans. A pink sofa and two green armchairs are arranged on a soft carpet, facing a coffee table. Large windows and sliding doors provide access to an outdoor area, while a kitchen area is visible in the background.

Home in Haiku

4.88 out of 5 average rating, 201 reviews

Spacious Private 3 BR Home: A/C & Wifi

Hale Roselani is a 2,000 sq ft private home, situated on a quiet family oriented culdesac just below the Pauwela Cannery in Haiku. It is equipped with everything you'll need while you are here on your Hawaiian holiday. The open floor plan with large windows & doors opening up to the spacious lani offers an inviting space to spend time with family & friends. Our place is great for couples, ocean & outdoor enthusiast, & families looking for a quiet getaway on Maui's charming North Shore.

Guest favorite

A sandy path leads from lush greenery to a serene beach. Palm trees sway gently in the foreground, framing views of calm blue waters and distant islands under a clear sky with scattered clouds.

Condo in Kihei

4.96 out of 5 average rating, 27 reviews

*Rare Find* Quiet Ocean View Condo in Sunny Kihei

Experience beautiful ocean views, breathtaking sunsets, and Humpback whale activity (Nov-April) from the privacy of your own lanai. This perfectly located slice of paradise in south Kihei is only a few short blocks to Charley Young and famous Kamaole beaches. Walk to Kihei's premiere spots to sun, surf, snorkel, paddleboard, shop, and dine. Have your photo taken with the famous birds of Lahaina who relocated to the gourmet food cart area inside the beautiful South Maui Gardens.

Guest favorite

A spacious balcony features a simple dining table surrounded by two chairs, offering an unobstructed view of the ocean. Palm trees frame the scene, while a bottle and glass sit on the table, reflecting the bright blue sky above and the serene water below.

Apartment in Lahaina

4.97 out of 5 average rating, 65 reviews

Maui Full Oceanfront Paradise

Indulge in the ultimate Maui getaway at our full oceanfront condo. The cozy balcony beckons you to unwind and marvel at the mesmerizing sea life. Sip on your morning coffee, or relish a sunset cocktail while you watch the ocean's playful inhabitants. For those warm tropical nights, rest easy knowing that the condo is equipped with air conditioning to ensure a comfortable night's sleep. The fully stocked kitchen provides all the essentials for cooking up a delightful island feast.

Guest favorite

Condo in Wailuku

4.88 out of 5 average rating, 106 reviews

Oceanfront Views, Ma'alaea Bay, 2 bedroom/2 bath

This lovely condo RIGHT on the shoreline, overlooking the beautiful Ma'alaea bay, is stunning. The 180 degree views, sweet ocean breezes, and lullaby of the ocean will take your breath away and instantly rejuvenate you! We offer A/C, as well as ceiling fans, fully stocked kitchen, pool, W/D, a short walk to the restaurants, shops and boats of Ma'alaea harbor and long, empty beach. The whales play just outside your lanai all winter and the sea turtles are visible all year long.

Guest favorite

The cottage exterior presents a light green facade with a sloped roof, complemented by vibrant flowering shrubs. A private carport is visible beside the entrance, and a shaded seating area is provided under an umbrella on the porch. The scene is surrounded by lush greenery.

Cottage in Wailea

4.98 out of 5 average rating, 51 reviews

Maui Meadows Ocean View Cottage

Our 1 bedroom Ocean view cottage offers the maximum in privacy and convenience. Located in Sunny South Maui, just above the Wailea Resort, our cottage has everything you need to Maui Maui your Home. AC, WiFi, Fully equipped kitchen, covered carport and more... We are a Maui County permited B&B and our quoted price will include Hawaii State and Maui County taxes of 17.42%. Be sure to always confirm if your rental is permitted and if tax is included in the price quoted.