Cottage vacation rentals in Kihei

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Popular amenities for Kihei cottage rentals

Cottage rentals with a hot tub

Cottage in Haiku-Pauwela
5 out of 5 average rating, 10 reviews

Privacy, Luxury, Ocean View Cottage, HotTub, K-Bed

MaileRating, 5 stars4 months ago
we enjoyed our week long stay at Hank's place. the area is beautiful and there is a lot to do. Hank had a number of useful kitchen amenities and was very friendly and accommodating! thank you!
Superhost
Cottage in Haiku-Pauwela
4.82 out of 5 average rating, 204 reviews

Hawaiian DreamTemple- Tropical Oasis BBPH20120004

LisaRating, 5 stars1 week ago
Unique stay just outside of Makawao, perfect location for Muai's upcountry adventures. Staying here shaved at least 45 minutes of the drive to sunrise at Haleakala compared to staying at the resorts on the south side of Maui. Very unusual home, we thought it looked like a bamboo space ship. It would work well for small family or two couples who were good friends, plenty of room to spread out. Kitchen was very well stocked, be aware there is no dishwasher. Host was responsive and gracious. Would stay again if we are ever back in Maui.
Top guest favorite
Cottage in Makawao
4.99 out of 5 average rating, 196 reviews

Luxury Upcountry retreat with breathtaking views!

JamesRating, 5 stars3 weeks ago
We wish we could have stayed longer. David a Dawn put a lot of hard work into the space. The pool/hottub and sauna were very clean and enjoyable. The Jungalow itself felt very private and great sunset. Everything you could need is there for you kitchen, bathroom, fireplace, plenty of seating everywhere . The open air and big windows make you feel like you’re living outside. The porch and balcony were great for relaxing on. Plenty of parking and easy to get in and out. The property itself is gorgeous. Great flowers plants and trees, smelled great everywhere you went. Plenty of places to go from the property and they were very helpful in telling us the best spots to check out. Thanks for sharing your house with us Dave and Dawn!
Top guest favorite
Cottage in Maui
4.97 out of 5 average rating, 204 reviews

★Haleakala Cottage - PRIVATE HOT TUB, POOL ACCESS

CherylRating, 5 stars4 days ago
We really had a nice relaxing stay. The stars at night while in the hot tub made it so relaxing. The shower situation was a surprise but, I got over it quickly. The personal touches made it very romantic. The special treats were more than what I expected. Sharyn, your place was above and beyond my expectations and I wish I could have stayed one more day!

Private cottage rentals

Top guest favorite
Cottage in Paia
5 out of 5 average rating, 104 reviews

LunaHouse In The Heart of Paia

Sonny & MimiRating, 5 stars4 weeks ago
The property and location were amazing. However, what really made our vacation special was how thoughtful and considerate Jim was. It was a pleasure to chat with him, the amenities inside the home felt very purposeful and well thought out, and Jim paid special attention to the fact we were traveling with young children. I could not have asked for a better location or a better host. Our trip was fantastic and stress free because Jim was such a great host. I'm already trying to plan our next stay in Maui and will make every effort to book Jim's place again.
Cottage in Wailuku
4.62 out of 5 average rating, 207 reviews

Renovated Plantation Home; Walk into Wailuku Town!

YvetteRating, 5 stars2 months ago
Beautiful home- lots to walk to, and face it- you are in Maui! Very clean and bright inside, with perfect amenities. Great communication from Alexa. Maholo~
Guest favorite
Cottage in Makawao
4.94 out of 5 average rating, 626 reviews

Adorable Garden Gingerbread House

Rocky & KristieRating, 5 stars3 weeks ago
What an oasis! Lush, private, & peaceful. A favorite was picking fresh guava for breakfast! Eve was attentive but not over bearing, kind and hospitable. We really felt like we could explore and enjoy the entire grounds. And the sanctuary next door was simply beautiful and a quick walk away. You can even buy an “over the top” fresh exotic flower bouquet for $18!! We grilled out on the back patio and soaked it all in . We’d definitely recommend this get-away!
Cottage in Wailuku
4.62 out of 5 average rating, 126 reviews

Cute Plantation Cottage; Walk into Wailuku Town!

StephanieRating, 5 stars2 months ago
The cottage was immaculate! It was so nice to have access to laundry facilities. Perfect location, not far from Maalaea Harbor or other island activities. Just a warning for those who have not yet visited Hawaii, the chickens can be noisy, ear plugs are recommended :)

Luxury cottage rentals

Guest favorite
Cottage in Maui County
4.8 out of 5 average rating, 160 reviews

Honeymoon Haven: Ocean Vista & Bamboo Temple Bliss

NissimRating, 5 stars1 month ago
Maui Eco Retreat was nothing short of magical. The energy on the grounds was something I never expected—calming, vibrant, and deeply rejuvenating. From the moment we booked, the pre-arrival communication made us feel completely at ease, setting the tone for an unforgettable stay.We arrived at 10 PM and were greeted by William, who welcomed us with such warmth and enthusiasm. His passion for the retreat was evident, making us feel instantly at home. We stayed for four nights in the Bamboo Temple, a serene sanctuary with the most breathtaking ocean and sunrise views. Waking up at 6 AM was effortless when rewarded with the golden light streaming through the massive bay window—an experience in itself. Our mornings started with a quick 10-minute drive to grab coffee before returning to our beautifully equipped room to prepare breakfast. The retreat had everything we needed, including a fully equipt kitchen. After breakfast, I would head to the yoga studio for a 60-minute flow, followed by
Cottage in Lahaina
4.71 out of 5 average rating, 56 reviews

Pono Plantation Maui-3 Bedroom Cottage

AndresRating, 5 stars16 months ago
Katherine was very helpful with recommendations of activities! She followed up to see if we made it safely to her home. Katherine’s home had all the amenities and more, including beach chairs, boogie boards and more things to take to the beach. She also checked up on us to see if we needed anything. Thank you!
Cottage in Kihei
4.88 out of 5 average rating, 26 reviews

Remodeled 2BR | Deck | Washer/Dryer

AngelaRating, 5 stars7 months ago
I travel for work. The location was a little further North than I would have liked but it was so perfect that it made the extra traffic and driving worth the trade. " The kitchen, the coffee pot, the laundry facilities... It was just lovely.
Cottage in Kihei
4.96 out of 5 average rating, 25 reviews

Private 2 bedroom cottage with pool

AlmaRating, 5 stars14 months ago
My family enjoyed staying in the cottage while on vacation. It has everything you need. The pool was perfect. My 12 year old son used the pool every day. The cottage is close to the beach, too. Best vacation so far!
Guest favorite
Cottage in Maui County
4.78 out of 5 average rating, 73 reviews

Thai Hale: Eco Retreat with OCEAN VIEW & Waterfall

EllenRating, 5 stars1 month ago
Such a lovely and magical place to stay! So peaceful and quiet. William was the best. Extremely helpful and responsive! Will be back next year!
Superhost
Cottage in Haiku-Pauwela
4.97 out of 5 average rating, 62 reviews

Haiku Nani, County Licensed

SarahRating, 5 stars3 months ago
This home is stunning! The gardens around the home are more beautiful and peaceful than the photos and the house was absolutely perfect for two couples. The small towns of Haiku-Pauwela, Pa'ia, and Makawao are wonderful and have so much character. The management team, Margit and AJ, were incredibly helpful and kind. There was a big storm on the islands the day we were to depart - flight cancelled, power outages, flooding, etc. They welcomed us back to the house for 3 more nights (we couldn't get a flight out until then). Margit and her husband offered to come pick us up at the airport and bring us back to the house, brought lanterns and flashlights to the house since there was no power... all during a crazy storm! We felt so taken care of and they were so kind. AJ in the office helped out with the rebooking for the 3 nights... SO MUCH ALOHA, all around!! We would DEFINITELY come stay here again. Mahalo!!
Superhost
Cottage in Lahaina
4.62 out of 5 average rating, 87 reviews

Private Hawaiian Cottage Gem 3/2 🌺 Stellar Lanai

MaximeRating, 5 stars4 months ago
We LOVED our stay at Nic’s place in Kaanapali. The cottage was spacious and we really liked the lanai (roofed patio). Nic was super accomodating and helped us with any question we had. We were about a 10 minutes walk from a top beach, with turtles and white sand. We took advantage of the amenities in the small complex (prestine pool, shuffle board and parking). We were also very happy that they provided us with a park and play for the baby. Mahalo !

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