The 30 Best Holiday Rentals in Hawaii

Ranked 1 out of 2,655 in the Hawaii region, as well as being 1 of 21 for holiday rentals in Volcano.

• “Peaceful stay with wonderful accommodations.”
• “It was a comfortable and pleasant stay and definitely one of the best places to visit volcano park.”
• “Wish we could have stayed longer!”
• See more reviews of Alii Kane Cottages with Loft

Ranked 2 out of 2,655 in the Hawaii region, as well as being 1 of 51 for holiday rentals in Kapaa.

• “Absolutely Wonderful Stay”
• “Great place”
• “Great host & accommodations”
• See more reviews of The Secret Garden Room

Ranked 3 out of 2,655 in the Hawaii region, as well as being 1 of 143 for holiday rentals in Kailua-Kona.

• “Excellent stay!”
• “Welcome package of fresh fruit pineapple 🍍 , avocado 🥑,...”
• “Great condo and host with beautiful ocean views and great pools”
• See more reviews of ZERO FEES Aloha Lani Condo #A208 at Casa De Emdeko

Ranked 4 out of 2,655 in the Hawaii region, as well as being 1 of 317 for holiday rentals in Honolulu.

• “Great place for vacationing.”
• “We did not want to leave”
• “The only hotel make us not wanted to go home”
• See more reviews of Aston Waikiki Beach Tower

Ranked 5 out of 2,655 in the Hawaii region, as well as being 1 of 2 for holiday rentals in Holualoa.

• “Great house best stay !”
• “This is a quiet place within reach of Kona. Very comfortable”
• “Excellent value for money and extremely comfortable”
• See more reviews of Hawaii Getaway

Ranked 6 out of 2,655 in the Hawaii region, as well as being 1 of 50 for holiday rentals in Lahaina.

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

Ranked 7 out of 2,655 in the Hawaii region, as well as being 2 of 24 for holiday rentals in Wailuku.

• “Condo exceeded our expectations.”
• “It really was different! And outstanding!”
• “A fantastic stay.”
• See more reviews of This place is different!! No Housekeeping Fees, Award winning! Oceanfront, View View!

Ranked 8 out of 2,655 in the Hawaii region, as well as being 1 of 124 for holiday rentals in Kihei.

• “Nice place to spend a couple of days in Maui”
• “THE PERFECT PLACE TO STAY AS YOUR MAUI BASE”
• “Great location, with a comfortable place to stay!”
• See more reviews of Nona Lani Cottages

Ranked 9 out of 2,655 in the Hawaii region, as well as being 1 of 6 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 10 out of 2,655 in the Hawaii region, as well as being 2 of 143 for holiday rentals in Kailua-Kona.

• “Location, comfort, and all the amenities you could need!”
• “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”
• See more reviews of Beach Villas Kahaluu on Kona Coast

Ranked 11 out of 2,655 in the Hawaii region, as well as being 2 of 51 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 12 out of 2,655 in the Hawaii region, as well as being 1 of 2 for holiday rentals in Kipu.

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

Ranked 13 out of 2,655 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 14 out of 2,655 in the Hawaii region, as well as being 1 of 16 for holiday rentals in Hilo.

• “Fabulous rainbow connection in Hilo Town”
• “Great decorations, had all the things we needed already...”
• “Very lovely place indeed. Highly recommended”
• See more reviews of Somewhere over the Rainbow Loft with AC Hilo

Ranked 15 out of 2,655 in the Hawaii region, as well as being 1 of 39 for holiday rentals in Waikoloa.

• “Beautiful unit in an amazing stunning area!”
• “Amazing”
• “Excellent location, super clean, spacious unit, and lots of nice extras- great value!!”
• See more reviews of Coconut at Shores - Waikoloa Beach Resort

Ranked 16 out of 2,655 in the Hawaii region, as well as being 2 of 6 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 17 out of 2,655 in the Hawaii region, as well as being 2 of 124 for holiday rentals in Kihei.

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

Ranked 18 out of 2,655 in the Hawaii region, as well as being 2 of 21 for holiday rentals in Volcano.

• “Convenient to visit the volcano”
• “Great location to visit Volcanoes National Park”
• “We would stay here again”
• See more reviews of Fern Cottage Island Escape with Rainforest View!

Ranked 19 out of 2,655 in the Hawaii region, as well as being 3 of 143 for holiday rentals in Kailua-Kona.

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

Ranked 20 out of 2,655 in the Hawaii region, as well as being 4 of 24 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 21 out of 2,655 in the Hawaii region, as well as being 2 of 47 for holiday rentals in Koloa.

• “Home away from home”
• “Really comfortable place to stay and enjoy beautiful Kauai!”
• “Very, very satisfied.”
• See more reviews of Hideaway Cove Poipu Beach

Ranked 22 out of 2,655 in the Hawaii region, as well as being 3 of 47 for holiday rentals in Koloa.

• “Breathtaking!”
• “The view was great”
• “Beautiful place to stay but you need to travel a short distance to Poipu Beach or others to swim.”
• See more reviews of Whalers Cove in Poipu

Ranked 23 out of 2,655 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 2,655 in the Hawaii region, as well as being 8 of 317 for holiday rentals in Honolulu.

• “Will be back for sure!”
• “Condo in Waikiki.”
• “The condo was amazing!”
• See more reviews of Amazing waikiki Beach condo 2Bed2Bath+free Parking

Ranked 25 out of 2,655 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 2,655 in the Hawaii region, as well as being 2 of 2 for holiday rentals in Papa Bay Estates.

• “Beautiful cabin in scenic environment”
• “A cosy little hut.”
• “100% recommendable! Great place!”
• See more reviews of Country Cottage in Papa Bay

Ranked 27 out of 2,655 in the Hawaii region, as well as being 4 of 143 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 28 out of 2,655 in the Hawaii region, as well as being 5 of 143 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 29 out of 2,655 in the Hawaii region, as well as being 4 of 63 for holiday rentals in Wailea.

• “Wonderful stay with super carrying hosts!”
• “Outstanding”
• “We are happy with this apartment, and definitely can recommend it.”
• See more reviews of Tiki Tiki - Gorgeous Boho Beach Hideaway!

Ranked 30 out of 2,655 in the Hawaii region, as well as being 3 of 124 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