Cottage holiday rentals in Wailea, Wailea-Makena

5 out of 5 average rating, 54 reviews

Cottage in Kihei

Beautiful Beach Cottage: lush garden paradise

A private, clean & beautifully renovated 2 bdrm cottage w its own garden just off the ocean (Kalama Park) in Kihei & walking dist to beaches, tennis courts, snorkeling, supermarket, movies, restaurants, skate park, surfing, kiting, windsurfing, library & more. Enjoy an independent cottage & outdoor space of your own in a local, oceanfront neighborhood with a quiet and private charm. One of a small # of legal short term Maui rental cottages: BBMK2019:003 TA/GE Tax ID Number: TA/GE-013-759-6928-01

4.8 out of 5 average rating, 40 reviews

Cottage in Lahaina

ICC 24 OCEAN VIEW Quiet Cozy Cottage

OCEAN VIEW top of the property adjacent to the 12th fairway of the Royal Kaanapali golf course. This Maui Cottage with 2 beautiful swimming pools is a mere 5 minute walk from the local favorite "Airport beach", featuring world-class snorkeling and miles of pristine white sand beach's. There is a beachfront boardwalk and paths for walking, exercising in both directions accessing shopping (Whalers Village) and restaurants. ITS A PERFECT PLACE FOR ANYONE WANTING TO GET AWAY WEEKLY DISCOUNT

5 out of 5 average rating, 20 reviews

Cottage in Wailuku

Romantic and Private Cottage and Gazebo for two!

Romantic, Private, a Sanctuary, beautifully decorated, local charm and sleeping to the sounds of Wailuku River are a few things our guests say about our Inn. An American Whirlpool hottub is our newest feature amenity along with the air conditioning, washer/dryer, full kitchen and a large shower in your private bathroom. A king Size bed, Wifi, barbeque grill, television, fans beach towels are standard amenities. The detached Gazebo is perfect for reading, meditating, or just doing nothing!

4.96 out of 5 average rating, 47 reviews

Cottage in Lahaina

CLASSIC HAWAIIAN COTTAGE

This cottage is located in a beautiful, quiet associated neighborhood(quiet time 9pm-8am). It is within walking distance of some of the island’s best beaches Maui has to offer! Whaler’s Village Shopping Center, golfing and fine cuisine are a short cab ride or walking distance from the cottage! The 5 minute walk to watch the sunset on the beach is well worth it. In fact, some do this every single night. Are you tired of astronomical taxes and resort fees? They are all included in our rate.

4.74 out of 5 average rating, 23 reviews

Cottage in Paia

Walk to small beach, charming cottage

STPH2013/0010 A charming vacation rental cottage in Paia / Kuau on Maui’s well-loved North Shore. 15 minutes from Kahului airport and centrally located to many Maui attractions, such as the sunrise from Haleakala or driving the beautiful winding road to Hana. We are very close to the trendy, historic town of Paia, with restaurants, galleries, boutiques and more. The cottage is a stroll away from the Kuau Store deli and the #1 rated beachfront restaurant on Maui, Mama’s Fish House.

4.98 out of 5 average rating, 51 reviews

Cottage in Kihei

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.

4.95 out of 5 average rating, 363 reviews

Cottage in Kula

Oceanview Cottage away from heat! w/ County Permit

Closest to the very top 2 Maui attractions (Hana and Haleakala) and away from 100 degree heat & traffic & noises & yet still close to everything! Private Cottage on 2acres of orchard on Haleakala, 1 mile from Kula Lodge, w/ endless pano Bi-Coastal View (Double Ocean View that no other islands have) & night city view! Stunning sunset & starry nights. Approved by Maui County w/ short term rental. The permit #s are listed in the license section.

4.83 out of 5 average rating, 87 reviews

Cottage in Kihei

Romantic Suite | Tropical Escape | BBQ & Hot Tub

• Perfect for couples—Queen bed and romantic ambiance • Outdoor hot tub, BBQ, and tropical vibes • Prime location in Kihei—just minutes from restaurants, bars, coffee shops, and groceries • Quick access to top spots: 15 mins to Wailea, 1 hr to Haleakalā, 2 hrs to Hana Sleep on Maui Cottage: 1 Bed Honeymoon Jacuzzi Penthouse • Backyard amenities shared with our Sleep on Maui House. Contact us to discuss rates and options for groups up to 8!

4.82 out of 5 average rating, 205 reviews

Cottage in Haiku-Pauwela

Hawaiian DreamTemple- Tropical Oasis BBPH20120004

Welcome to your "Hawaiian Dream Temple" [PERMIT- BBPH2012-0004] [TMK (2) 2-7-029: 015-0000] Our tropical bamboo 2 bedroom - 1 bathroom temple is a private house that invites you to true Maui. We are in a quiet area in upcountry, Haiku away from the hotels. You can experience the little sanctuary and hidden paradise that still exists, close to Hana and Haleakala crater. It is surrounded by tall trees, tropical flowers and lush vegetation.

4.96 out of 5 average rating, 92 reviews

Cottage in Lahaina

Charming Kaanapali cottage with ocean view

A charming "Old Hawaii" bungalow on lush landscaped tropical grounds, only a ten minute walk from Kaanapali Beach, the best beach in West Maui. Close to numerous restaurants and shops in the Kaanapali area. But so beguiling is the view of Lanai and Molokai islands as you drink your morning coffee, so inspiring the sunsets as you sip your cocktail in the late afternoon--you may never leave the lanai!

4.98 out of 5 average rating, 88 reviews

Cottage in Haiku-Pauwela

Leilani's "Leimomi" Cottage - County Licensed

Maui County License: STPH2013/0020 (taxes are included in rate) The home is part of the county licensed Leilani vacation rental property. The cottage is about 650 square feet with open beam ceiling and lots of windows and sliding doors with ocean views. Other amenities are a king size bed, full kitchen, outside covered sitting area with Jacuzzi , BBQ and lawn chairs.