House holiday rentals in Kihei

4.92 out of 5 average rating, 131 reviews

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

4.98 out of 5 average rating, 112 reviews

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

Superhost

4.87 out of 5 average rating, 39 reviews

Cottage Keawakapu Beach

A restored cottage just a short walk from Maui's Keawakapu Beach, the best sandy swim beach. We offer a local experience for visitors who want privacy and space adjacent to Wailea Resort amenities including restaurants, golf, spas, shopping and a 3-mile-loop beach walking path. Walking distance to public transportation. We invite you to enjoy our corner of paradise where sunshine meets the sand and surf, and where you are sure to create lifetime memories. MMC-1 STKM 2015/0005 TAT #037857689601

Superhost

Home in Wailuku

4.78 out of 5 average rating, 65 reviews

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

5 out of 5 average rating, 9 reviews

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 custom 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 recently. The master bedroom has huge ocean views.

4.92 out of 5 average rating, 337 reviews

Home in Kula

Kula Jewel - Pool, Hot Tub & Awesome Views!

Pamela has been hosting two fully permitted listings for the last 11 years with over 1,000 five star reviews. BUT this one, Kula Jewel, burned to the ground in the Maui wildfires in 2023. We have recently completed building the NEW Jewel, and it is GORGEOUS! We just had our first guests stay, and this was their review: "Pamela’s place is extraordinary! The views are stunning! The design and decor are fabulous in every detail! I’ve stayed in many Air B&Bs; I give her place my highest rating!"

5 out of 5 average rating, 9 reviews

Home in Lahaina

3BR/3BA Pualei Beach House

Have funWelcome to The Pualei Beach house! This brand new, gorgeous, luxury townhome is located inside the beautifully gated 30+ oceanfront acres of Puamana on the famous Front St Lahaina, Maui. The Pualei Beach House is a private 3-bedroom townhome with 2.5 bathrooms and a heated outdoor shower! This IS a completely BRAND NEW unit with split system AC in all living spaces, luxury vinyl flooring throughout and deluxe, high-end en-suite bathrooms for both master bedrooms! @pualeibeachhouse

4.89 out of 5 average rating, 148 reviews

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.

4.88 out of 5 average rating, 8 reviews

CLOUD 9 BEACH HOUSE - pool, walk to beach, legal

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. Welcome to the Cloud 9 Beach House - 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.

4.97 out of 5 average rating, 151 reviews

12 Minute Walk to Kam Beach II-Quiet Private Easy

This 1 bedroom/1 bath suite is a self contained, attached apartment (ohana or ADU) with private entry. Off street parking is 10 seconds from your door. A 12 minute walk to beautiful Kamaole Beach II, as shown in the photos. Ideal 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

4.98 out of 5 average rating, 97 reviews

Home in Haiku-Pauwela

Pineapple Cottage Haiku Maui Lic#BBPH2015/0011

Pineapple Cottage: Discover the real Maui. Lic#BBPHt2015/0011SUP2. Plantation cottage on 2.5 acres with fruit trees and flowers. 5-Star Rating, loved by our guests. Ocean views, stream, private but close to everything. Wood floors, granite countertops, impeccable finish touches. Flatscreen TV, cable, with Wi-Fi. Shops and beaches close by. Very private, peaceful; reviews speak for themselves. .1725 % State Tax due upon arrival. TAT#061-240-1152-01 TMK 2-2-7-35-5