Vacation rentals with a kayak in Kaanapali

5 out of 5 average rating, 36 reviews

A private lanai is seen with outdoor seating for two and a small table, offering stunning ocean views. Lush greenery is visible in the foreground, complemented by the vibrant blue water and distant islands under a partly cloudy sky.

Condo in Kihei

WBH D227 Aloha Lai2 – Unwind by the Oceanfront

This family-friendly remodeled beachfront, second floor 1-bedroom/1-bath air-conditioned Condo Suite comes with a comfortable king-size bed and living room couch that pulls out to a queen size sofa-sleeper allowing the unit to sleep up to 4 people. Just steps from the beach, the awe-inspiring multi-island views from the shore are unlike any other. You can enjoy this gorgeous view from your covered lanai. Gorgeous granite counter tops in the kitchen and bathroom along with new appliances and fixt

4.98 out of 5 average rating, 128 reviews

The bedroom features a plank headboard with a spacious bed dressed in soothing seafoam colors. Soft accent pillows adorn the bed, including one that reads 'aloha', while a bedside lamp provides gentle illumination.

Condo in Kihei

Tropical Kihei Resort | 3 Min Walk to Beach | A/C

NEW kitchen remodel, new floors & paint! Professionally CLEANED. Plush King size Sealy bed, all new kitchen and bathroom cabinets, stainless steel appliances, full size washer dryer, tile & LV floors throughout. Beautiful furniture, artwork throughout, granite countertops, high end linens, Queen sofa sleeper with 5" FOAM mattress. After the beach relax and enjoy sipping a beverage and lounging on your private lanai overlooking the tropical grounds. A/C units in BOTH the living area & bedroom.

Superhost

A serene beach scene is displayed, featuring soft golden sands meeting calm turquoise waters. Lush palm trees are positioned along the shore, with gentle waves lapping at the rocky edge. In the distance, majestic mountains are partially obscured by light clouds.

Home in Paia

4.88 out of 5 average rating, 48 reviews

Beach house for wind-sports in Pa’ia-North Shore

Fast wi-fi, private beach. A charming, Hawaiian beach house, built in 1952. Private beach steps away. A great spot for kite surfing, windsurfing, wing foiling, SUP, or swimming! We are just between Kanaha Beach Park and Camp One/Sprecks. The house has 3 bedrooms with 2 bathrooms all on ground level. This property is organic, free of pesticides & chemicals, with many local fruit trees and a spacious lawn complimenting a private Hawaiian spot by the water. A dream for water sports enthusiasts!

4.9 out of 5 average rating, 20 reviews

A private lanai extends from the condo, featuring outdoor seating with sleek, modern furniture. The ocean view is unobstructed, framed by swaying palm trees. The sandy beach, visible below, meets clear blue waters leading to distant islands under a bright sky.

Condo in Wailea

Makena Surf: Maui on the Beach

Welcome to Unit 303 in Building G at the Makena Surf Resort! NEW LISTING due to new ownership (Jan 24). The new owners have invested a great amount of money into replacing outdated linens and fixtures with high end items not reflected in photos. You will be staying on the third floor in a 2-bedroom, 2-bathroom condo with 1,038 SF of living space overlooking an incredible hidden snorkel & swim beach (Chang's). You simply cannot get closer, or have better access, to better beaches in Maui.

A small table and two chairs are positioned on a balcony overlooking the ocean. The clear blue water stretches to the horizon, with shadows of clouds reflecting on the surface. Lush greenery and palm trees frame the scene.

4.9 out of 5 average rating, 181 reviews

Book Your Maui Whale Watching Maui Escape!

Annie’s Surf Shack, an oceanfront escape 30 feet from the Pacific! A/C, stunning sunsets, fast Wi-Fi, free parking, and no resort fees. Relax on your lanai, walk to beaches, shops, and dining, or explore West Maui with ease. Short-term rentals are legal in Maui for the foreseeable future. Annie’s Surf Shack remains fully licensed, compliant, and ready to share the aloha. Super clean, ideally located. No check-ins on major holidays. To learn more about us, search for Annie’s Surf Shack Maui.

4.87 out of 5 average rating, 157 reviews

A spacious single-story home is surrounded by lush palm trees and vibrant tropical plants. The well-maintained lawn features a mix of greenery, with the house's exterior displaying a neutral tone under a bright blue sky.

Home in Kihei

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.

An outdoor dining area is displayed on a balcony, showcasing a table set for four. The picturesque beach and calm ocean waters extend in the background under a partly cloudy sky, enhancing the inviting atmosphere for al fresco dining.

4.94 out of 5 average rating, 104 reviews

Direct Beachfront A/C & on Sandy Swimmable Beach

Zoned "Hotel/Resort" so no need to worry about our zoning. 8th floor unit on a sandy swimmable beach with A/C. Perfect location for watching the beautiful sunsets, see our resident sea turtles and an excellent place for spotting whales during the whale migration season. Beach towels, boogie boards, 4 beach chairs, cooler and much more... Kiddie pool, family pool, pickle ball courts, tennis courts, 2 gyms. Washer/dryer inside the unit. Fully stocked kitchen. Pak n play & highchair.

4.96 out of 5 average rating, 202 reviews

A dining table set for four is positioned on the private lanai, surrounded by lush greenery. A bottle of wine sits center stage, accompanied by a plate of fresh fruit and pastries. Bright blue skies provide a serene backdrop.

Condo in Wailea

Top 5% Home with King Bed + Steps to Beach & Shops

Exquisitely remodeled top floor condo in one of the most desirable condo complexes in South Maui. Enjoy sunsets and peekaboo ocean views from your private lanai, walk to some of the finest beaches, shops & restaurants and lounge in the multiple pools & hot tubs on property with this perfect Hawaiian oasis! Everything (and we mean everything) is fully remodeled. From a peaceful island getaway to your next Hawaiian adventure, Makana Condo is ready for your enjoyment!

A spacious outdoor dining area features a glass-top table surrounded by comfortable chairs. The backdrop showcases vibrant palm trees and a sweeping view of the Pacific Ocean, creating a serene and inviting setting for enjoying meals or gatherings.

5 out of 5 average rating, 39 reviews

Papakea Penthouse K-401 2 Bed 2 Bath with A/C

We invite you to experience one of Papakea's finest top floor, end units K-401. (Fun Fact: Papakea means crest of the wave in Hawaiian) This 2 BD 2 BA penthouse unit underwent a complete renovation in 2022. The Papakea facility fee is $25 per day paid by the guest upon check in and a $50 incidental hold that would be released to their card when you check out. The tax is a 17.97% on your nightly room rate and is something the state of Hawaii requires us to collect.

5 out of 5 average rating, 11 reviews

A spacious lanai offers stunning ocean views, framed by lush greenery and the nearby resort. A dining table with plates is set up, inviting relaxation and enjoyment of the scenery. The clear blue sky and calm ocean enhance the tranquil atmosphere.

Condo in Kaanapali

Hokulani 712 at Honua Kai ~Ocean View XL-1 Bedroom

Welcome to your dream Maui vacation rental condo! Hokulani 712 at Honua Kai Resort offers the perfect retreat for those seeking a relaxing and luxurious getaway. This oversized one-bedroom condo sleeps 2 adults and boasts gorgeous ocean views from the large lanai! Located on the top floor (7th floor) of the south side of the Hokulani tower, this unit features a large 235 sq ft lanai with spectacular views of the ocean and the island of Lana'i in the background.

Superhost

An inviting entrance is framed by lush greenery, featuring a stone pathway that leads to a swimming pool area. Strong wood beams support a structure adorned with lamps, while vibrant palms and decorative rocks enhance the natural ambiance.

Place to stay in Wailuku

4.84 out of 5 average rating, 157 reviews

Stall #4 Safe place to sleep in your vehicle

Discover the perfect haven for budget travelers looking for a secure and comfortable place to rest! Our offering is ideal for those parking and sleeping in their cars or RV rentals, and it comes without the extra cost of a room. Enjoy the convenience of an outhouse and hot showers available during business hours, ensuring you feel refreshed and rejuvenated. Experience peace of mind with our fully fenced yard, designed for your privacy and security.

A sweeping view of the coastline showcases gently curved sandy beach bordered by lush palms. The turquoise water sparkles under a bright blue sky, while distant mountains are visible along the horizon, creating a serene oceanfront scene.