Pet-friendly vacation rentals in Wailea, Wailea-Makena

4.92 out of 5 average rating, 131 reviews

Home in Kihei

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

4.89 out of 5 average rating, 206 reviews

Beachside Bliss,Couples Retreat, New AC, May $139

Low/no fees Compare 5 nt = $1,180! You'll love it! New split AC offers a cool, peaceful sleep. Our 'studio only' complex is perfect for couples. Our private entry, corner unit is surrounded by tropical plantings, double lanai, full kitchen. 80 Steps to 14 mi of beach, sunsets, turtles. Super clean and comfortable. We are so proud of our 5☆ reviews. Guests love our quiet, central location. Resort fun, large pool, hot tub, bbq, tennis. Golf, pickleball close by 100% 30 day refund, no pets.

4.98 out of 5 average rating, 112 reviews

Home in Kihei

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

4.87 out of 5 average rating, 238 reviews

Apartment in Wailuku

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!

5 out of 5 average rating, 19 reviews

High-Floor Island Surf Condo | AC | Steps to Park

Welcome to our cozy condo in the Island Surf Building, Kihei, Hawaii. It is on the 5th floor of this 6-story building, perfect for couples visiting Maui, and conveniently located near key attractions. Right next door to South Maui Gardens, a gem in Kihei where you can enjoy coffee, movie nights, and some of the best food trucks on the island, and across the street from Kalama Park. ★ If you enjoy this listing, click the heart icon ❤ in the top-right corner to bookmark it for easy access!

Superhost

4.84 out of 5 average rating, 111 reviews

Resort Studio–Walk to Beach, Kitchenette, WiFi, AC

Stroll a lush garden path to Kamaole Beach II from this stylish Maui Banyan studio! Featuring 2 double beds, a modern bathroom, kitchenette, and private balcony with tropical views. We provide beach gear—boogie board, umbrella, chairs, cooler and a wagon to haul it all! Enjoy resort amenities—2 pools, 2 hot tubs, tennis, BBQs, and free parking. Walk to beaches, dining, and shops—everything for a perfect Maui getaway! We will be happy to answer any other questions, feel free to reach out!

4.98 out of 5 average rating, 55 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.

4.96 out of 5 average rating, 26 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.

Superhost

Apartment in Kihei

4.86 out of 5 average rating, 76 reviews

Kihei Bay Vista - #C204 - Maluhia Beach

A peaceful Maui gem just steps away from the ocean. 1 bedroom - 1 bathroom - & sofa sleeper condo located in South Maui. It has beautiful cathedral ceilings giving the condo a spacious feel. Tile flooring throughout, and a remodeled bathroom with granite counters and a walk in shower. The updated kitchen has granite counters as well. Large bedroom with a queen sized bed has a spacious walk in closet and vaulted ceilings. Video: https://vimeo.com/529663166?ref=em-share

4.98 out of 5 average rating, 51 reviews

Cottage in Kihei

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.

Superhost

Apartment in Kihei

4.84 out of 5 average rating, 68 reviews

Dreamy Ocean View-Beach Condo-Sleeps 8-Full AC

Love where you stay! Location, Location Location & Comfort! Right in the middle of all the action in Kihei, Maui. Walk to the Beach, Restaurants, Grocery and Shops. Directly across the street from World Class Beach Kamaole 1. Your Dream Hawaiian Vacation starts at our Comfortable Condo with a Fully Stocked Kitchen, complete with Comfortable beds, Quality Linens, Soft Beach & Bathroom Towels and Split System AC Enjoy the complimentary Welcome snacks upon arrival.