
Pet-friendly vacation rentals in Wailea
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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

Sugar Beach Bliss - Best Oceanfront Vacay Ever!
At Sugar Beach Resort, guests will enjoy our NEWLY renovated condo (Summer 2023) fully appointed for a perfect vacay! The Space -YOU'RE ON THE SAND -Lounges Oceanside -Beautiful Ocean and Haleakala views -Sparkling Pool & Jacuzzi -BBQs -Spacious Lanai -Gourmet Equipped Kitchen -King Bed in Master -Queen Sleeper in Living Room -Quiet Central Air -Secure WIFI Internet -New 65" Smart TV in LR -New 36" Smart TV in Bdrm -Full Size Washer/Dryer -Beach Chairs/umbrella/cooler -Pool/Beach Towels

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.

Oceanfront renovated luxury-best location! SBR 404
Aloha! Welcome to Sugar Beach Resort, #404! This beautifully renovated condo is fully equipped for a fabulous Maui vacation, just steps from the soft sand of Sugar Beach, Maui’s 5-mile paradise. Sip your morning coffee with sweeping ocean views and watch humpback whales (Nov–Apr) right from your lanai. Centrally located for effortless exploring—15 mins to OGG, Costco & Whole Foods; 30 mins to Lahaina, Paia & Upcountry—so you spend less time driving, more time in paradise.

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 18.72%. Be sure to always confirm if your rental is permitted and if tax is included in the price quoted.

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

Mermaid Bungalow, cozy and ready for action.

3B2B w/HotTub FamilyComfort HawaiianaCharm Central

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

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

Violet Abode
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

THE NEST - Cozy, Quiet - Blocks to Beaches

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

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

Sugar Beach Bliss - Best Oceanfront Vacay Ever!
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 G$23,005 GYD 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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- Pet-friendly rentals Wailea
- Pet-friendly rentals Maui County
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- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Honolua Bay
- Sandy Beach
- Pahoa Beach
- Spreckelsville Beach
- Kapalua Bay Beach
- Olowalu Beach
- Manele Golf Course
- Maui Ocean Center
- Wailea Beach
- Hāmoa Beach
- Palauea Beach
- Puu Olai Beach
- Kaipukaihina
- Changs Beach
- Polo Beach
- Maui Golf & Sports Park
- Kapua
- Old Lahaina Luau
- Ka'anapali Golf Courses
- Wailau Valley




