Vacation rentals with a kayak in Wailea

Oceanfront Dream 2Bed/2Bath-Mana Kai Maui Resort

Incredible location on Keawakapu Beach, the condo views beach & outer islands & has serene villa-like aesthetic with efficient design combining function and comfort! Enjoy dining on the private lanai or in the well-equipped kitchen w/island! Fine finishes, towels, linens, tasteful furnishings and decor make this the perfect choice! King Bed suite is OPEN to living space. WiFi. Smart tv. FREE Parking, Lounges, BBQs, pool, deli+store, fitness gym office, activity desk, 4 beach chairs+bch towels.

Location · Outdoor spaces · Comfort

Aloha Aku Bamboo Suite – Discover Beachfront Seren

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. But is still centrally placed in Kihei nearly all of the amenities you might desire. BBKM 2013/0002

Value · Outdoor spaces · Getting around

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.

Outdoor spaces · Value · Grill

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!

Location · Indoor spaces · Air conditioning

Endless Ocean Views - 1bd/2 bath

Experience island living at its finest in this beautiful 1-bedroom, 2-bathroom condo located in the heart of Wailea/Kihei, Hawaii. This serene retreat offers breathtaking ocean views and a peaceful atmosphere, perfect for unwinding after a day of exploring. Just a short stroll from world-renowned beaches and minutes from top-rated shopping, dining, and entertainment, the location couldn’t be more ideal. This well-appointed space is designed for comfort and relaxation.

Outdoor spaces · Location · Accuracy

Tropical Retreat • King • Beach • Pool/Hot Tub

Newly remodeled Maui retreat with a plush king bed, designer finishes, and a fully updated kitchen with stainless steel appliances. Bright, open layout with AC and a queen sleeper for added space. Step onto your private lanai overlooking lush tropical gardens, or unwind at the resort’s heated saltwater pool and jacuzzi. Professionally cleaned and thoughtfully stocked - perfect for relaxing, easy island living just moments from the beach.

Location · Outdoor spaces · Parking

Beautiful Ground Floor Condo-Wailea Elua #807

Wailea Elua #807 is a beautifully appointed ground-floor 1-bedroom, 1-bath condo ideal for couples. Enjoy a king bed, fully equipped kitchen with wine fridge, central air conditioner, washer and dryer, and private lanai for outdoor dining. Beach gear included. Located in a gated beachfront community with pools, spa, and direct access to Ulua Beach and the Wailea Beach Path.

Outdoor spaces · Location · Comfort

King Bed + Pools | Steps to Kamaole Beach

Wake up to ocean breezes and unwind with Maui sunsets from your private top-floor lanai. Just steps from Kamaole Beach Park II, this beautifully remodeled retreat features peekaboo ocean views, a plush king bed, resort-style pools and hot tubs, complimentary beach gear, and a prime South Kihei location within walking distance of beaches, dining, and shopping.

Value · Outdoor spaces · Decor

Last Minute Deal! Oceanview! 2 Bed 2 Bath LOFT!

Centrally located in the heart of South Kihei, this stunning fourth floor 818 square foot 'loft style' condo with spiral staircase boasts a gorgeous ocean view from the lanai and a very spacious floor plan! The resort like amenities are the one of the finest in all of Kihei!

Outdoor spaces · Value · Indoor spaces

Oceanfront Kealia 403 Stunning Ocean Views 4th Flr

Beachfront Kealia #403 is a stunningly gorgeous condo with out of this world ocean views. The materials, finishes and furniture in this one bedroom, one bath unit are quality all the way. The fully equipped kitchen is especially striking!

Outdoor spaces · Location · Indoor spaces

Wailea Ekahi 48C ~ 1 Bedroom 2 Bath Wailea Condo!

Wailea Ekahi - Upper Village - 1 bedroom, 2 bath in a quiet garden view setting! Stroll thru the well manicured grounds to the oceanfront pool next to gorgeous "Keawakapu" Beach- one of the top beaches in the world.

Value · Location · Condition

Ocean View Condo in the Heart of Kihei!

Ocean view condo, a cozy bedroom with a comfortable bed and ample storage space for your belongings. The living area is furnished with comfortable seating, a flat-screen TV, and a dining table.

Location · Hospitality · Laundry