The 30 Best Holiday Rentals in Hawaii

Ranked 1 out of 2,609 in the Hawaii region, as well as being 1 of 21 for holiday rentals in Volcano.

• “The stay was wonderful, comfortable, and fun.”
• “The host responded to my inquiry in a real time manner.”
• “Great location, well maintained and a great host”
• See more reviews of Alii Kane Cottages with Loft

Ranked 2 out of 2,609 in the Hawaii region, as well as being 1 of 49 for holiday rentals in Kapaa.

• “Great place”
• “Great host & accommodations”
• “Cosiest room on our entire stay on the vacation.”
• See more reviews of The Secret Garden Room

Ranked 3 out of 2,609 in the Hawaii region, as well as being 1 of 305 for holiday rentals in Honolulu.

• “Pool was closed”
• “It was alright.”
• “The staff for the valet parking was extremely helpful very...”
• See more reviews of Aston Waikiki Beach Tower

Ranked 4 out of 2,609 in the Hawaii region, as well as being 1 of 2 for holiday rentals in Holualoa.

• “This is a quiet place within reach of Kona. Very comfortable”
• “Excellent value for money and extremely comfortable”
• “Best option in Big Island”
• See more reviews of Hawaii Getaway

Ranked 5 out of 2,609 in the Hawaii region, as well as being 1 of 52 for holiday rentals in Lahaina.

• “Perfect will definitely return”
• “I would definitely come her again, but I discovered later that there were better rates available.”
• “Relaxing and beautiful”
• See more reviews of Hale Napili

Ranked 6 out of 2,609 in the Hawaii region, as well as being 1 of 114 for holiday rentals in Kihei.

• “THE PERFECT PLACE TO STAY AS YOUR MAUI BASE”
• “Great location, with a comfortable place to stay!”
• “Noni's cottages did not disappoint as we were looking for a quiet few days to wrap up our vacation.”
• See more reviews of Nona Lani Cottages

Ranked 7 out of 2,609 in the Hawaii region, as well as being 1 of 7 for holiday rentals in Mountain View.

• “Great value and lovely home.”
• “Nice host that provided everything we could ask for, very...”
• “The place is lovely and spacious for at least 4 people to...”
• See more reviews of Aloha Big Island Paradise

Ranked 8 out of 2,609 in the Hawaii region, as well as being 1 of 12 for holiday rentals in Pahoa.

• “A great spot if you like "off the tourist path".”
• “Allen & Dianne’s place was wonderful!”
• “I loved the kindness and availability of the owners to...”
• See more reviews of Hale “Hā Hā”

Ranked 9 out of 2,609 in the Hawaii region, as well as being 1 of 2 for holiday rentals in Kipu.

• “Enjoyed Kauai”
• “Great location and furnishings, with a small privacy problem.”
• “Fantastic!”
• See more reviews of Pili Mai

Ranked 10 out of 2,609 in the Hawaii region, as well as being 2 of 49 for holiday rentals in Kapaa.

• “A beautiful hideaway”
• “Chocolates and beverages and flowers .”
• “The Ohana house was beautiful, comfortable and safe for my family.”
• See more reviews of Fern Grotto Inn

Ranked 11 out of 2,609 in the Hawaii region, as well as being 1 of 16 for holiday rentals in Hilo.

• “Very lovely place indeed. Highly recommended”
• “Great place to stay in Hilo!”
• “A great place to stay with family. Close to downtown and the beach.”
• See more reviews of Somewhere over the Rainbow Loft with AC Hilo

Ranked 12 out of 2,609 in the Hawaii region, as well as being 1 of 138 for holiday rentals in Kailua-Kona.

• “Close to Kahalu'u Beach park.”
• “Good view and well-equipped. Beach park across the street was very rocky & hard to get into the wate”
• “Great family villa in great location.”
• See more reviews of Beach Villas Kahaluu on Kona Coast

Ranked 13 out of 2,609 in the Hawaii region, as well as being 2 of 21 for holiday rentals in Volcano.

• “Great location to visit Volcanoes National Park”
• “We would stay here again”
• “Amazing and definitely want to come back”
• See more reviews of Fern Cottage Island Escape with Rainforest View!

Ranked 14 out of 2,609 in the Hawaii region, as well as being 2 of 114 for holiday rentals in Kihei.

• “Good location with plenty to do”
• “Bright, breezy and close to the ocean. Just a perfect location for a Maui getaway.”
• “Quiet Beach Condo”
• See more reviews of Kauhale Makai Condo on the Beach

Ranked 15 out of 2,609 in the Hawaii region, as well as being 2 of 23 for holiday rentals in Wailuku.

• “A fantastic stay.”
• “The stay was outstanding. We are considering a return trip next year.”
• “Ideal location and accommodations for a small family or couple.”
• See more reviews of This place is different!! No Housekeeping Fees, Award winning! Oceanfront, View View!

Ranked 16 out of 2,609 in the Hawaii region, as well as being 2 of 46 for holiday rentals in Koloa.

• “Relaxed. Amazed. Perfect”
• “Great location but upkeep was lacking.”
• “It was peaceful and relaxing. Loved it”
• See more reviews of Whalers Cove in Poipu

Ranked 17 out of 2,609 in the Hawaii region, as well as being 2 of 138 for holiday rentals in Kailua-Kona.

• “Clean, Good in location, Host is really kind and warm.”
• “Would return in a heartbeat.”
• “Big house is lovely & location is good”
• See more reviews of The big house - 30 days

Ranked 18 out of 2,609 in the Hawaii region, as well as being 3 of 46 for holiday rentals in Koloa.

• “Very, very satisfied.”
• “Really nice, clean, good location”
• “Was great for a short stay.”
• See more reviews of Hideaway Cove Poipu Beach

Ranked 19 out of 2,609 in the Hawaii region, as well as being 2 of 7 for holiday rentals in Mountain View.

• “Good option near the volcano. Would rate 10/10 if the fire alarm had not prevent my family from sleeping”
• “See you next visit to Hilo!”
• “Awesome 1 night booking.”
• See more reviews of Kuuipo Cottage

Ranked 20 out of 2,609 in the Hawaii region, as well as being 1 of 39 for holiday rentals in Waikoloa.

• “Amazing”
• “Excellent location, super clean, spacious unit, and lots of nice extras- great value!!”
• “Two weeks of heaven on the Big Island relaxing and enjoying all that Hawai'i has to offer.”
• See more reviews of Coconut at Shores - Waikoloa Beach Resort

Ranked 21 out of 2,609 in the Hawaii region, as well as being 4 of 22 for holiday rentals in Keaau.

• “relaxing”
• “The accommodations were wonderful.”
• “We enjoyed our stay. The room was clean and comfortable. We would recommend it to our friends.”
• See more reviews of Keaau Place

Ranked 22 out of 2,609 in the Hawaii region, as well as being 3 of 138 for holiday rentals in Kailua-Kona.

• “Enjoyed big island”
• “Easy to get to everywhere I wanted to go, had a great time.”
• “Homey Island Feel”
• See more reviews of Holualoa Gardens 101

Ranked 23 out of 2,609 in the Hawaii region, as well as being 3 of 21 for holiday rentals in Volcano.

• “Loved the property and could sense the love and care that went into it.”
• “Very cute clean 2 bedroom cabin.”
• “Perfect cozy stay on the doorstep of Volcanoes National Park”
• See more reviews of Hale Sweet Hale as seen on HGTV

Ranked 24 out of 2,609 in the Hawaii region, as well as being 4 of 138 for holiday rentals in Kailua-Kona.

• “Perfect Retreat”
• “Wonderful property and hospitality”
• “Amazing experience. Very relaxing”
• See more reviews of The Great Kona Escape

Ranked 25 out of 2,609 in the Hawaii region, as well as being 2 of 12 for holiday rentals in Pahoa.

• “Feeling like a local, rest within a Hawaiian vibe”
• “Cozy bungalow with a beautiful atmosphere”
• “Great stay at a peaceful olace”
• See more reviews of Tropical Zen Bungalow

Ranked 26 out of 2,609 in the Hawaii region, as well as being 3 of 49 for holiday rentals in Kapaa.

• “Home away from Home! Such a pleasant stay with convenient restaurants, beaches, groceries around.”
• “Good location”
• “Quite relaxed sea view, exceptional garden setting”
• See more reviews of Islander on the Beach Unit 244

Ranked 27 out of 2,609 in the Hawaii region, as well as being 3 of 114 for holiday rentals in Kihei.

• “A great value for a place right on the beach.”
• “beautiful location”
• “Cozy, everything you need right by the beach!”
• See more reviews of Nani Kai Hale

Ranked 28 out of 2,609 in the Hawaii region, as well as being 4 of 114 for holiday rentals in Kihei.

• “Comfortable and homely, loved the laundry room”
• “Great location, plenty of amenities, Good value”
• “Relaxed”
• See more reviews of Maui Tranquility II

Ranked 29 out of 2,609 in the Hawaii region, as well as being 5 of 114 for holiday rentals in Kihei.

• “Perfect accomodation in South Maui for enyoing the many things the island has to offer.”
• “A lovely condo to explore Maui; a home-away-from-home”
• “We had a wonderful time and this condo + Jerome and Yvonne really made the trip.”
• See more reviews of Perfect for families and couples - Maui Sunset A-203

Ranked 30 out of 2,609 in the Hawaii region, as well as being 5 of 138 for holiday rentals in Kailua-Kona.

• “The availability of beach shoes to wear was so helpful and the fully stocked kitchen.”
• “This is a conveniently-located space across the road from a nice little beach, but a car is needed.”
• “Would definitely recommend.”
• See more reviews of Beach Villas at Kahalu'u