
Pet-friendly vacation rentals in Wailea
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Wailea
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

*Rare Find* Quiet Ocean View Condo in Sunny Kihei
🌺 Aloha! Maui Welcomes You! 🌺 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 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. Take your photo with the famous birds of Lahaina who relocated near the gourmet food carts in the beautiful South Maui Garden.

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

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

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!

Oceanview, Banana Bread, Hot Tub & Sauna near OGG
Serene, Beachy decor. Awaken to Sunrise over Haleakala & North Shore, listen to surf and local birds, and watch the ocean and harbor action- Surfers, Kiters, Sailboarders, Kanaha beach from the secluded back yard. Relax in the hot tub and sauna. Very Central, but you’ll want a car or Uber to get to most places- Wailuku town is 1 mile. Hosts live on-site for needed assistance, otherwise allow guests to enjoy their peace and solitude during the evenings after the day's adventures. FAST Internet

Maui Sunset Oasis- Top Unit w/AC
A stunning oceanfront sunset condo in Kihei! This updated top unit 2-bdr, 2-bath with AC offers stunning sunsets from manicured grounds. Step onto the private lanai to unwind and enjoy panoramic ocean views! Take a dip in the pool or stroll to two beautiful beaches. Groceries, coffee shops, and restaurants are a short walk away. Inside, enjoy recent updates, air-conditioned bedrooms, and a fully equipped kitchen. Experience unforgettable sunsets, pristine beaches, and the best of Kihei, Maui.

High-Floor Island Surf | AC | Walk to Beach
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!

Steps from Beach • Park at YOUR Private Back Door
Ground-floor, bottom corner unit across from Cove Beach — close to beach sunset, surf, food trucks and local stores. The only unit with a tandem parking stall right next to your wall and back deck entrance. Step out of your car, walk straight in to your smart lock security door on your own back deck. Fully upgraded with fast Wi-Fi, two AC units, new appliances and a lava rock shower with hot/strong pressure. Sleeps 4 with a master + studio, beach gear, well-stocked kitchen and fresh linens.

Paradise! Ground Floor 1BR AC Kamaole lll beach
Kihei-Recently renovated condo., 1 br (very comfortable king size bed) & flat screen TV, 1 ba, living room w/Q sofa bed, lg flat screen TV, wireless modem & high speed internet. Ceiling fans in bedroom & living room. New A/C in bedroom. Fully equiped kitchen loaded w utensils, pots & pans, coffee maker, toaster, microwave & blender. This Gem Condo is all one level. Steps away from the lower pool, bbq, tennis/pickleball courts & of course the beach. I’m available by phone or text anytime.

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.

Luxury condo, 20 steps from beach/pool/hot tub-103
Aloha, and welcome to Sugar Beach Resort, #103! This fully renovated (2023) unit has everything you need: a high-end kitchen, ground floor access, and just steps from crystal clear Sugar Beach. Did I mention a heated pool, jacuzzi, and dry sauna? 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.

A New Piece of Paradise in Kihei # BBKM20150003
A clean, sanitized, and comfortable place at a great price. The pool is right outside your front door. Located in North Kihei, just off the highway, 10-minute walk to the beach, 15-minute walk to Safeway and a 20-minute drive to the airport. We are just a couple of short blocks from most of Maui's best beaches, restaurants and nightclubs. This is a beautiful place for a great price. Come stay with us! TA-009-635-8400-1, GE-009-635-8400-1
Popular amenities for Wailea pet-friendly home rentals
Pet-friendly house rentals

Gingerbread House-Paia/North Shore Beaches

*WOW! Home with Large Deck & Stunning Ocean Views!

Paia Comfort One bedroom North Shore beach house

40% off monthly stay! 4 Bed Family Home (Kihei)

Kuau Beachy Family Cottage Maui

Mermaid Bungalow

3B2B w/HotTub FamilyComfort HawaiianaCharm Central

Beautiful Kihei Getaway
Pet-friendly home rentals with a pool

Amazing Oceanfront Apartment

Condo w/ Private Lanai, Ocean View & On-Site Pool!

2BR Comfortable Condo with private lanai

Steps to Beach & Ocean Views by Bijou Getaways

Beautiful Top Floor Oceanfront Condo with A/C!

Adorable Romantic Studio

2BR dog friendly condo with furnished lanai, W/D

Beach Across The Street! 2 Bedrooms!
Private, pet-friendly home rentals

Ocean View-FULL AC-BEACH Kihei Maui

Mana Hale Vacation Rental

Maui Meadows Ocean View Cottage

Oceanview, Banana Bread, Hot Tub & Sauna near OGG

Beautiful Wailea Ekolu Townhouse-Perfect Get-Away

Resort Studio 2 Beds- Steps to Beach/Shops/Dining

Luxury condo, 20 steps from beach/pool/hot tub-103

2B/2B Cottage/Cozy/Central/Private/Historic town
Quick stats about vacation rentals that are pet-friendly in Wailea

Total vacation rentals
Explore 20 vacation rentals in Wailea

Nightly prices starting at
Wailea vacation rentals start at ﺩ.ﺇ404 per night before taxes and fees

Verified guest reviews
Over 450 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Wailea vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Wailea rentals

4.9 Average rating
Wailea stays are highly rated by guests—averaging 4.9 out of 5!
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