Maui Vacation Rentals

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1,823 condos

Ocean, beach, mountain view Double queen beds Jenny's Pineapple Cottage

Honolulu apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 32 minutes

Match: Climbing frame Linen provided Staffed property Horse riding

All filters match

Price per night from

$263

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Celebrate Christmas and New Year’s in Maui!

Ka'anapali villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

3 of 4 match: Climbing frame, Horse riding, Linen provided, Staffed property

3 of 4 filters match

Price per night from

$802

Renovated Kona Mansion infinity pool & ocean views

Kailua-Kona villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 13

3 of 4 match: Climbing frame, Horse riding, Linen provided, Staffed property

3 of 4 filters match

Price per night from

$3,434

Hilo Private Luxury Suite

Hilo studio

  • Studio
  • 1 bathroom
  • sleeps 4

3 of 4 match: Climbing frame, Horse riding, Linen provided, Staffed property

3 of 4 filters match

Price per night from

$206

3 of 4 match: Climbing frame, Horse riding, Linen provided, Staffed property

3 of 4 filters match

Price per night from

$244

Maui oceanfront with Lanai and Molokai island view and spectacular sunsets

Napili-Honokowai studio

  • Studio
  • 1 bathroom
  • sleeps 2

3 of 4 match: Climbing frame, Horse riding, Linen provided, Staffed property

3 of 4 filters match

Price per night from

$228

3 of 4 match: Climbing frame, Horse riding, Linen provided, Staffed property

3 of 4 filters match

Price per night from

$492

Sunshine & Rainbows 402 Valley Isle Resort

Napili-Honokowai apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Climbing frame, Horse riding, Linen provided, Staffed property

3 of 4 filters match

Price per night from

$269

PENTHOUSE WOW! OCEANFRONT, Hear The Waves, Balcony ,AC. Pool

Napili-Honokowai penthouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Climbing frame, Horse riding, Linen provided, Staffed property

3 of 4 filters match

Price per night from

$258

Luxury Beachfront with Breathtaking views & AC

Hauula condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

3 of 4 match: Climbing frame, Horse riding, Linen provided, Staffed property

3 of 4 filters match

Price per night from

$377

Beach Front Hawaiian Princess Corner Unit Condo

Waianae condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Climbing frame, Horse riding, Linen provided, Staffed property

3 of 4 filters match

Price per night from

$304

Condo at Magic Sands: Brand New Rental, Top Floor, Ocean Views and Quiet

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Climbing frame, Horse riding, Linen provided, Staffed property

3 of 4 filters match

Price per night from

$274

Stunning Corner Unit 3BD OCEAN VILLA w/Ocean Views From All Rooms!

Kawela Bay villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 38 minutes

3 of 4 match: Climbing frame, Horse riding, Linen provided, Staffed property

3 of 4 filters match

Price per night from

$1,272

PEGGY'S PLACE AT KONA REEF HAWAII

Kailua-Kona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Climbing frame, Horse riding, Linen provided, Staffed property

3 of 4 filters match

Price per night from

$172

Whaler on Kaanapali Studio Ground Floor Condo

Ka'anapali apartment

  • 1 bathroom
  • sleeps 4

“Home away from home.” My third time staying at the condo. Love the location right next to the Whaler's Shops, great value and the beautiful beach just a few steps away from your balcony. Every time I call Larry to make my reservations he is very courteous and helpful. Always a great vacation!!!

3 of 4 match: Climbing frame, Horse riding, Linen provided, Staffed property

3 of 4 filters match

Price per night from

$269

Maui Budget Luxury: 3bd/2ba Modern Beachfront w/Central Air

Kapalua condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 45 minutes

3 of 4 match: Climbing frame, Horse riding, Linen provided, Staffed property

3 of 4 filters match

Price per night from

$1,031

Maui ocean front paradise with miles of beach at Menehune Shores

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Climbing frame, Horse riding, Linen provided, Staffed property

3 of 4 filters match

Price per night from

$275

Christmas 3Bdrm Beachfront Nanea Westin Kaanapali

Ka'anapali villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

3 of 4 match: Climbing frame, Horse riding, Linen provided, Staffed property

3 of 4 filters match

Price per night from

$4,580

THE WHALER ON KAANAPALI BEACH LUXURIOUS OCEAN VIEW CORNER UNIT

Ka'anapali condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Climbing frame, Horse riding, Linen provided, Staffed property

3 of 4 filters match

Price per night from

$796

Maui Rendezvous Wailea Ekahi 33A Luxury Resort, Beach-3 min walk, Remodeled

Wailea apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

“Relaxing and Beautiful Getaway” My husband and I stayed at 33a in Ekahi for a week long vacation. The condo and surroundings exceeded all of our expectations. It is very tastefully decorated, extremely clean with all the amenities needed for a relaxing getaway. The grounds, pool area and beach are wonderful. The lanai is a serene retreat. We ate all of our breakfasts and lunches out there and then dined on fantastic food for dinner from the many choices of restaurants. The keyless entry and parking were very convenient. We will return next summer with our children.

3 of 4 match: Climbing frame, Horse riding, Linen provided, Staffed property

3 of 4 filters match

Price per night from

$430

3 of 4 match: Climbing frame, Horse riding, Linen provided, Staffed property

3 of 4 filters match

Price per night from

$523

OCEAN VIEW STUDIO AT BEACH FRONT RESORT

Ka'anapali hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Climbing frame, Horse riding, Linen provided, Staffed property

3 of 4 filters match

Price per night from

$1,030

2 of 4 match: Horse riding, Climbing frame, Linen provided, Staffed property

2 of 4 filters match

Price per night from

$75

Leilani Magikal Gardens Bed & Breakfast

Pahoa house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 4 match: Horse riding, Climbing frame, Linen provided, Staffed property

2 of 4 filters match

Price per night from

$155

BEACH FRONT RESORT TOP FLOOR STUDIO

Ka'anapali hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Climbing frame, Horse riding, Linen provided, Staffed property

3 of 4 filters match

Price per night from

$1,030

2 of 4 match: Horse riding, Climbing frame, Linen provided, Staffed property

2 of 4 filters match

Price per night from

$687

Cottage on the Beach, Romantic, Oahu North Shore Mokuleia (Licensed!)

Waialua cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“The sound of the waves, right outside your door, are like a lull” We had a "rough time" getting here (mechanical problems with the plane, canceled flight, etc.) but the cottage soothed our tired souls! We found the drum of the waves to be the best lullaby and the fresh air and abundant sunshine to renew our spirits. We appreciated the personal art on the walls and the large open space. For folks who enjoy cooking with local produce, the well stocked kitchen, the large number of pots/pans/utensils, and the full sized refrigerator are perfect. There was plenty of hot water in the shower (and good water pressure!), the furniture was comfortable (brought back memories of beach houses from our childhood), and the large counter surface in the "dressing room" was perfect for all of our "stuff". We used the outdoor patio table for several breakfasts and dinners, watched a neighbor vacationer fish from the sea wall, and took daily walks on the nearly deserted beach. There were many informative books in the cottage along with maps, Dvds, etc. We used the guide books but were too busy enjoying Oahu to need any other form of entertainment! Although we have traveled extensively in the past few years, this was our first trip to Hawaii. We have already recommended the cottage to family and friends - thank you, Peter, for sharing your wonderful home.

2 of 4 match: Horse riding, Staffed property, Climbing frame, Linen provided

2 of 4 filters match

Price per night from

$338

Club Wyndham Mauna Loa Village

Kailua-Kona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Linen provided, Climbing frame, Horse riding, Staffed property

2 of 4 filters match

Price per night from

$298

Waikiki Beach Resort

Honolulu house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 1 hour 7 minutes

2 of 4 match: Linen provided, Climbing frame, Horse riding, Staffed property

2 of 4 filters match

Price per night from

$3,434

Jenny's Pineapple Cottage. Deluxe Ocean view ,central AC,parking bathtub

Honolulu apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 2 hours 32 minutes

2 of 4 match: Horse riding, Staffed property, Climbing frame, Linen provided

2 of 4 filters match

Price per night from

$228

Honomu Inn Gate way to Akaka Falls, Big Island 11 miles from Hilo

Honomu hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 4 match: Horse riding, Climbing frame, Linen provided, Staffed property

2 of 4 filters match

Price per night from

$172

Private Nine-Bedroom Luxury Estate with Pool and 20-Acre Arboretum

Haiku house

  • 9 bedrooms
  • 11 bathrooms
  • sleeps 20

2 of 4 match: Horse riding, Climbing frame, Linen provided, Staffed property

2 of 4 filters match

Price per night from

$7,557

Christmas in Maui!

Ka'anapali condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 4 match: Horse riding, Climbing frame, Linen provided, Staffed property

2 of 4 filters match

Price per night from

$296

Beautiful Cottage Home in the Sunbelt, Located on the Big Island

Keaau b&b

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 28 minutes

2 of 4 match: Horse riding, Climbing frame, Linen provided, Staffed property

2 of 4 filters match

Price per night from

$344

Kona Islander Inn in the middle of ocean front Kona town.

Kailua-Kona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 4 match: Horse riding, Climbing frame, Linen provided, Staffed property

2 of 4 filters match

Price per night from

$182

Renovated Studio Steps from the Beach & Pool - A/C

Wailea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 4 match: Horse riding, Climbing frame, Linen provided, Staffed property

2 of 4 filters match

Price per night from

$228

Responds fast! avg. 1 hour 47 minutes

2 of 4 match: Horse riding, Climbing frame, Linen provided, Staffed property

2 of 4 filters match

Price per night from

$745

Hilo HAWAII~PRIVATE COTTAGE in GATED BOTANICAL GARDEN with KOI POND

Hilo cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 4 match: Horse riding, Climbing frame, Linen provided, Staffed property

2 of 4 filters match

Price per night from

$178

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