
House vacation rentals in Wailea
Find and book unique houses on Airbnb
Quick stats about house rentals in Wailea

Total vacation rentals
Explore 50 vacation rentals in Wailea

Nightly prices starting at
Wailea vacation rentals start at ﺩ.ﺇ 257 per night before taxes and fees

Verified guest reviews
Over 1,970 verified reviews to help you choose

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

Vacation rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
50 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!
Top-rated house rentals in Wailea
Guests agree: these houses are highly rated for location, cleanliness, and more.

Aloha Aku Bamboo Suite – Discover Beachfront Seren
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. But is still centrally placed in Kihei nearly all of the amenities you might desire. BBKM 2013/0002

3B2B w/HotTub FamilyComfort HawaiianaCharm Central
True Hawaiiana charm, comfort, and convenience for your family vacation. Located in the heart of Maui, in historic Wailuku town, with easy access to all parts of the island for all your planned activities. Beaches within 10 minutes drive time in 3 directions and the beautiful West Maui mountains w/ Iao Valley National park behind. After a day of adventure come home to a restful time in the HOT TUB under the bright stars . Walk to boutiquey stores ,Coffee shops, First Friday party w/the locals

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 - solar powered 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. The master bedroom has huge ocean views.

Stunning One Bd Partial ocean, AC, wifi,Pool C209
C209 is a gorgeous 1 bedroom, 1 bathroom condo with a/c. There is a king size bed in the bedroom. The bathroom has a shower. It is the perfect combination of Hawaiian calmness and modern amenities. The living room combines a tropical decor with new electronics. The kitchen has state of the art new appliances and the island gives lots of room for preparing meals. Lovely pool area with hot tub, saunas & 5 bbq grills. Tennis & pickleball courts. FREE parking. NO elevators, stairs only

Cute Cottage-Large Outdoor Deck
Permit #STKM 2018/0006 Located on the south side of Maui in a quiet neighborhood close to the beach & the best shave ice, this intimate, one bedroom cottage with split AC system awaits! Whether you decide to dance to vintage vinyl, try a new recipe, or play the ukulele, this stylish indoor and outdoor space was thoughtfully designed to inspire you to be THERE & enjoy your time in paradise! For more pictures & tips, check out our blog at there maui dot com and our IG at @livetravelbe.there

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.

Ocean Views – AC – Minutes to Town and Beaches
Your Tranquil Maui Retreat STPH20150002 Paia Ko is a serene and charming 3-bedroom, 2.5-bath home featuring beautiful ocean views and central air conditioning. Nestled against an old sugar cane field, this lovely property offers peace and tranquility while being conveniently close to the vibrant town of Paia. Enjoy the convenience of a ten-minute walk to downtown Paia and its beautiful beaches Within just a two-minute stroll you can reach Island Fresh Cafe and Maui Yoga studio

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

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!

Walk-Out Kamaole Beach II | Sunset Lanai | Quiet
**NEW OWNER, SAME GREAT CONDO AND EXPERIENCE** Welcome to your serene Kihei oasis. Perfectly located between Kihei and Wailea, this stylish condo is walkable to beaches, sunsets, local eats, and the pool—yet tucked away on a quiet cul-de-sac with no street noise. Enjoy a bright, coastal space, fully stocked kitchen, beach gear, Roku, Bose speaker, and brand-new bedroom AC plus AC in the main living area. Relax, explore, repeat.

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

Villa Parthenope in Paia bnb #3 *****
Permit n. : BBPH (PHONE NUMBER HIDDEN) (for the permit nuber look at the pics) Prices are inclusive of taxes. Lovely and Romantic home with private bath in Paia, about 7/8 min. walking distance from the beaches and all the services in town.Private entrance. Kitchen corner with hot plates, coffee machine, mini oven, microwave,fridge, blender, and all that you need to cook at home. We DON’T accept kids to this property.
Popular amenities for Wailea house rentals
House rentals with a pool

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

Centrally located and steps to the beach!

Maalaea Kai 307 - Maui Prime Oceanfront

Kamaole Sands 3104-Bright, Clean, and Fresh!

A201a-The closest Maui Banyan studio to the beach

Kamaole Sands FRONT ROW OCEAN Unit 116

South Maui • Pool • Hot Tubs• Beach • Ocean View

Private home with Pool, Oceanview, Walk to Beach
Weekly house rentals

Paia Family Cottage

Paia Town Plantation Home

Hale Hookipa Kai House, County Licensed

Kahili Suite - Your Wailuku Escape

Vineyard Village Maui Ohana 2BR/1 Bathroom

Private cottage with hot-tub

Private Home in Kihei

Exclusive Beachfront Cottage, Ocean Views, WiFi/AC
Private house rentals

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

exquisite condo in KKN #174

3 Bedroom Private House Kihei /Wailea Maui

1Bedroom Condo, Steps from Kamaole Beach/Kihei, HI

Oceanfront Koa Lagoon Condo w/ Sunset Views

Keawakapu Beach Cottage

Brand New 2 Bed/ 1Bath Cottage

Stunning 1BR Oceanfront 5th-Floor | Washer/Dryer
When is the best time to visit Wailea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 1,976 | ﺩ.ﺇ 2,159 | ﺩ.ﺇ 1,877 | ﺩ.ﺇ 1,972 | ﺩ.ﺇ 1,774 | ﺩ.ﺇ 1,818 | ﺩ.ﺇ 1,818 | ﺩ.ﺇ 1,473 | ﺩ.ﺇ 1,476 | ﺩ.ﺇ 1,634 | ﺩ.ﺇ 1,634 | ﺩ.ﺇ 1,818 |
| Avg. temp | 16°C | 16°C | 16°C | 17°C | 18°C | 18°C | 19°C | 20°C | 19°C | 19°C | 18°C | 17°C |
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- Maui
- Kaanapali Beach
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- Whalers Village
- Wailea Beach
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- Big Beach
- Black Rock Beach
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- Ka'anapali Golf Courses
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- Kihei Kai Nani
- Kamaole Beach Park II
- Maui Ocean Center
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- KOA Resort
- Hāmoa Beach
- PacWhale Eco-Adventures
- Peahi
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