Holiday rentals with a kayak near Maui

4.88 out of 5 average rating, 16 reviews

A patio area features a light-colored chair and a round table, overlooking a grassy lawn that leads to the ocean. A tree with twisted branches is visible in the background, along with several upright, leafy plants. The inviting blue water of a pool can be seen beneath the sunlit sky.

Home in Kihei

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.

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.

4.98 out of 5 average rating, 132 reviews

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.

The resort's pool area is surrounded by lush landscaping and palm trees, featuring a large, winding pool with a rock formation and a waterfall. Numerous lounge chairs are arranged around the pool, inviting relaxation under the clear blue sky.

4.98 out of 5 average rating, 49 reviews

1 Bedroom Scenic view-Hawaii's Ka'anapali Beach Cl

Comfort meets convenience at Ka‘anapali Beach Club, located on Maui’s western shore just minutes from downtown Lahaina. Relax in the pool, set among lush landscape and calming waterfalls, or sip your morning coffee at the on-site open-air café. With an on-site restaurant and convenience store, you’ll have everything you need to make the most of your Maui vacation. Enjoy either ocean or mountain views from your private balcony, and reconnect with your loved ones in the spacious accommodations.

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.

4.9 out of 5 average rating, 21 reviews

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.

Superhost

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

4.85 out of 5 average rating, 162 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.

A private lanai features an outdoor dining table with four chairs, overlooking a lush garden area and the ocean. Palm trees provide a tropical ambiance, while the beach is visible in the distance under a clear blue sky.

4.85 out of 5 average rating, 27 reviews

Luxury Oceanfront Mana Kai Resort Condo

Plan your ideal Hawaiian escape and book a stay at this 2-bedroom, 2-bath vacation rental located in Mana Kai Maui Resort. Nestled on the shores of Keawakapu Beach, this ocean-front condo provides luxury furnishings, panoramic ocean and pool views throughout it’s interior space, and everything you’ll need for an unforgettable getaway. Spend your days lounging by the pool, snorkeling in the crystal blue waters, teeing off at local golf courses, or perusing The Shops at Wailea!

A round glass-topped dining table is set on a private lanai, accompanied by comfortable wicker chairs. A bottle of wine and glasses are artfully arranged on a wooden tray, with sweeping ocean views extending towards distant islands under a bright sky.

4.96 out of 5 average rating, 126 reviews

Maui Beachfront Oceanfront Sands of Kahana withA/C

🌺 Ocean and Sandy Beachfront views at Sands of Kahana with ❄️Air Conditioning! 🏖️ 🌴 Escape to our Maui Ocean/Beachfront Resort with onsite dining. Enjoy spacious 2 bed 2 bath accommodations w/breathtaking views, stunning sunsets over Molokai & Lanai. Enjoy whale 🐋 and turtle 🐢 watching, surfing 🏄‍♂️, and strolls along the sandy beach. Unwind with tropical breezes and libations 🥂 at the onsite Captain Jack's Restaurant. Amenities 2 pools, 2 gyms, and Pickleball.

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.

4.96 out of 5 average rating, 206 reviews

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!

5 out of 5 average rating, 19 reviews

The spacious lanai hosts a comfortable seating area with a coffee table and decorative accents. A dining table is positioned nearby, complemented by an outdoor kitchen. Palm trees and manicured grounds are visible beyond, providing a backdrop of tropical greenery and the pool area.

Apartment in Kaanapali

Luana 14D~ Villa with Garage, BBQ & Pool Access

Welcome to Luana Garden Villa 14D, located on the upper floor of Enclave Three at the prestigious Honua Kai Resort in Kaanapali, Maui. This luxurious 3-bedroom, 3-bathroom villa offers 2,047 sq ft of living space and high-end amenities that provide both comfort and style. Relax and entertain on the oversized 521 sq ft lanai, complete with a private outdoor kitchen and stunning views overlooking the pool area. Designed to comfortably accommodate up to 8 guests.

A covered outdoor dining area features a glass-top table surrounded by six cushioned chairs, overlooking the ocean. Bright blue plates and a vase with an orchid are set on the table, with expansive sea and sky views visible through large sliding doors.