
House holiday rentals in Wailea
Find and book unique houses on Airbnb
Top-rated house rentals in Wailea
Guests agree: these houses are highly rated for location, cleanliness and more.

Aloha Aku Honu2 Suite – Relax by the Sea in Tranqu
Tranquil Beachfront Estate w/ 5 Luxurious Private Full Suites & Exotic Fruit Grove. Full amenities. 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.

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.

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.

Hunter Hales Hoku cottage, Haiku, Maui
Hunter Hales "HOKU" is one of the two identical 810 sqft cottages on one half acre lot privately located just behind the Haiku Town center. Conveniently located at the start of the Road to Hana. Enjoy the quiet laid back life style of a classic Hawaii country town. You will feel so at home within the detailed cottage, equipped with everything one would possibly need while on vacation. This is local Maui vacationing at its best! TA-192-286-5152-01 STPH 20150004 TMK (2) 2-7-003:135

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

Private home with Pool, Oceanview, Walk to Beach
Welcome to the Cloud 9 Beach House. Relax with the whole family at this peaceful place to stay. Your support of a local business owner who lives on Maui is greatly appreciated. Enjoy a sweet family home a few minutes walk to beautiful white sand beach, Keawakapu. You can also lounge poolside in the lush tropical back yard or enjoy ocean views from the front patio. This legal permitted short term rental home is a perfect size for family vacation time. Permit STKM 2016/0009.

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!

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 house rentals in Wailea
House rentals with a pool

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

Stunning One Bd Partial ocean, AC, wifi,Pool C209

Centrally located and steps to the beach!

Maalaea Kai 307 - Maui Prime Oceanfront

Luxe 3BR Pualei Beach House Retreat

Walk-Out Kamaole Beach II | Sunset Lanai | Quiet

Puamana Retreat by Gather: Oceanfront Luxury

A201a-The closest Maui Banyan studio to the beach
Weekly house rentals

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

exquisite condo in KKN #174

Brand new! Surf -Jeep - Ocean

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

Oceanfront Koa Lagoon Condo w/ Sunset Views

Ocean +Jeep

Kamaole Sands 3104-Bright, Clean, and Fresh!

3/2 Ocean View 2300sf Vacation Home! AC
Private house rentals

Aloha Aku CoCoPalm Suite – Experience Tropical Bli

Chic Villa 2 | Modern Vibes by the Ocean

Hunter Hales KALA cottage Haiku Maui

Ocean Front Cottage, 30 steps to the beach!

PAIA HALE Walk to beach and town

1 Bedroom Villa with Ocean Views, Steps to Beach

Central 3 bed 1 bath Cottage

Brand New 2 Bed/ 1Bath Cottage
When is the best time to visit Wailea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £401 | £439 | £381 | £401 | £360 | £369 | £369 | £299 | £300 | £332 | £332 | £369 |
| 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 |
Quick stats about house rentals in Wailea

Total holiday rentals
Explore 50 holiday rentals in Wailea

Nightly prices starting at
Wailea holiday rentals start at £52 per night before taxes and fees

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

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
50 of Wailea holiday rentals include wifi 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!
Destinations to explore
- Fitness-friendly rentals Wailea
- Rentals with a hot tub Wailea
- Apartment rentals Wailea
- Rentals with beach access Wailea
- Beachfront rentals Wailea
- Luxury rentals Wailea
- Rentals with a sauna Wailea
- Serviced apartment rentals Wailea
- Flat rentals Wailea
- Beach apartment rentals Wailea
- Rentals with a washing machine and dryer Wailea
- Family-friendly rentals Wailea
- Hotel rooms Wailea
- Rentals with an EV charger Wailea
- Rentals with pools Wailea
- Rentals with a patio Wailea
- Townhouse rentals Wailea
- Waterfront rentals Wailea
- Rentals with outdoor seating Wailea
- Pet-friendly rentals Wailea
- Rentals with a kayak Wailea
- House rentals Maui County
- House rentals Hawaii
- House rentals United States
- Maui
- Kamaole Beach Park II
- Kaanapali Beach
- Lahaina Beach
- Wailea Beach
- Honolua Bay
- Polo Beach
- Kapalua Bay Beach
- Old Lahaina Luau
- Whalers Village
- Ka'anapali Golf Courses
- Maui Vista Condominium
- Big Beach
- Black Rock Beach
- Black Sand Beach
- Maui Ocean Center
- Kihei Kai Nani
- Hāmoa Beach
- Maui Arts & Cultural Center
- Peahi
- KOA Resort
- Haleakala National Park
- PacWhale Eco-Adventures
- Kahana Beach
- Things to do Wailea
- Art and culture Wailea
- Food and drink Wailea
- Sports activities Wailea
- Nature and outdoors Wailea
- Things to do Maui County
- Sports activities Maui County
- Art and culture Maui County
- Food and drink Maui County
- Nature and outdoors Maui County
- Tours Maui County
- Things to do Hawaii
- Tours Hawaii
- Art and culture Hawaii
- Food and drink Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Nature and outdoors Hawaii
- Wellness Hawaii
- Entertainment Hawaii
- Things to do United States
- Tours United States
- Sports activities United States
- Art and culture United States
- Wellness United States
- Nature and outdoors United States
- Food and drink United States
- Sightseeing United States
- Entertainment United States







