The 30 Best Holiday Rentals in Hawaii

Ranked 1 out of 2,879 in the Hawaii region, as well as being 1 of 22 for holiday rentals in Volcano.

• “Perfect, clean, cosy retreat in easy access to the Park to visit the crater. Ideal comfortable short stay.”
• “Incredible”
• “It was like being at home!”
• See more reviews of Volcano Teapot Cottage

Ranked 2 out of 2,879 in the Hawaii region, as well as being 1 of 56 for holiday rentals in Kapaa.

• “Little, magical paradise”
• “Stunning Location”
• “This could not have been a more enjoyable experience with absolutely incredible hosts”
• See more reviews of The Secret Garden Room

Ranked 3 out of 2,879 in the Hawaii region, as well as being 1 of 163 for holiday rentals in Kailua-Kona.

• “Great location at a very reasonable price, close to the beaches and other points of interest. They even had some beach”
• “We had a fabulous time. We did miss out on going in the saltwater pool due to high tides, so it was closed. Other than t”
• “The property is as described and was very clean.”
• See more reviews of ZERO FEES Aloha Lani Condo #A208 at Casa De Emdeko

Ranked 4 out of 2,879 in the Hawaii region, as well as being 1 of 2 for holiday rentals in Holualoa.

• “Very helpful landlords.”
• “Verry comfortable”
• “Great house best stay !”
• See more reviews of Hawaii Getaway

Ranked 5 out of 2,879 in the Hawaii region, as well as being 1 of 331 for holiday rentals in Honolulu.

• “Service and location was exceptional”
• “Had a great time and will definitely stay there again.”
• “Friendly staff.”
• See more reviews of Aston Waikiki Beach Tower

Ranked 6 out of 2,879 in the Hawaii region, as well as being 1 of 28 for holiday rentals in Wailuku.

• “A memorable stay!”
• “This place is different. We have tried the rest, and now found the best.”
• “Incredible views and incredible place to stay.”
• See more reviews of This place is different!! Award winning! Oceanfront, View View!

Ranked 7 out of 2,879 in the Hawaii region, as well as being 4 of 331 for holiday rentals in Honolulu.

• “Absolutely fantastic!!!”
• “The best condominium”
• “Amazing family vacay in beautiful Waikiki!”
• See more reviews of Amazing waikiki Beach condo 2Bed2Bath+free Parking

Ranked 8 out of 2,879 in the Hawaii region, as well as being 1 of 3 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 9 out of 2,879 in the Hawaii region, as well as being 2 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 10 out of 2,879 in the Hawaii region, as well as being 2 of 56 for holiday rentals in Kapaa.

• “Relaxing stay at an ideal location”
• “The room and location were excellent!”
• “A beautiful hideaway”
• See more reviews of Fern Grotto Inn

Ranked 11 out of 2,879 in the Hawaii region, as well as being 2 of 163 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 12 out of 2,879 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 13 out of 2,879 in the Hawaii region, as well as being 1 of 21 for holiday rentals in Hilo.

• “clean, super equipped”
• “Deco was great !”
• “A magical stay in Hilo.”
• See more reviews of NEW Paddler's Inn- 3BR Hilo Downtown

Ranked 14 out of 2,879 in the Hawaii region, as well as being 1 of 41 for holiday rentals in Waikoloa.

• “I love everything about this property!”
• “Very well designed resort (paradise, everything equipped...”
• “Beautiful unit in an amazing stunning area!”
• See more reviews of Coconut at Shores - Waikoloa Beach Resort

Ranked 15 out of 2,879 in the Hawaii region, as well as being 1 of 125 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 16 out of 2,879 in the Hawaii region, as well as being 2 of 2 for holiday rentals in Papa Bay Estates.

• “Beautiful place with a very nice sunset.”
• “It’s wonderful.”
• “A very different experience at a very good price and a great location.”
• See more reviews of Country Cottage in Papa Bay

Ranked 17 out of 2,879 in the Hawaii region, as well as being 3 of 25 for holiday rentals in Keaau.

• “Wonderful, amazing”
• “We enjoyed the beautiful yard/patio, tastefully decorated rooms and mini-kitchen amenities!”
• “A beautiful and tranquil paradise!”
• See more reviews of Hale O Malu at Kaloli Point

Ranked 18 out of 2,879 in the Hawaii region, as well as being 1 of 12 for holiday rentals in Pahoa.

• “Good experience!”
• “A great spot if you like "off the tourist path".”
• “Allen & Dianne’s place was wonderful!”
• See more reviews of Hale “Hā Hā”

Ranked 19 out of 2,879 in the Hawaii region, as well as being 4 of 67 for holiday rentals in Wailea.

• “Stunning - a must stay.”
• “Wonderful stay with super carrying hosts!”
• “Outstanding”
• See more reviews of Tiki Tiki - Gorgeous Boho Beach Hideaway!

Ranked 20 out of 2,879 in the Hawaii region, as well as being 2 of 12 for holiday rentals in Pahoa.

• “Just the perfect place”
• “Magical!”
• “Beautiful vibey bungalow, so well thought out and perfect...”
• See more reviews of Tropical Zen Bungalow

Ranked 21 out of 2,879 in the Hawaii region, as well as being 2 of 7 for holiday rentals in Mountain View.

• “Adorable mountain cottage with all the amenities you could want”
• “We loved the location and the outdoor terrace. It was very easy to access. With some small updates including kitchen ute”
• “Overall great place with few small caveats”
• See more reviews of Kuuipo Cottage

Ranked 22 out of 2,879 in the Hawaii region, as well as being 2 of 52 for holiday rentals in Koloa.

• “The only sad thing about our stay was that we had to leave!”
• “Wonderful property! Highly recommend.”
• “Beautiful Stay In Paradise”
• See more reviews of Hideaway Cove Poipu Beach

Ranked 23 out of 2,879 in the Hawaii region, as well as being 3 of 163 for holiday rentals in Kailua-Kona.

• “This was an excellent location right next to great...”
• “Location is EXCELLENT, one of the best snorkeling beaches...”
• “The availability of beach shoes to wear was so helpful and the fully stocked kitchen.”
• See more reviews of Beach Villas at Kahalu'u

Ranked 24 out of 2,879 in the Hawaii region, as well as being 3 of 52 for holiday rentals in Koloa.

• “Staff was amazing and a great location.”
• “Breathtaking views of the ocean with sound of waves heard...”
• “Would stay again!”
• See more reviews of Whalers Cove in Poipu

Ranked 25 out of 2,879 in the Hawaii region, as well as being 5 of 25 for holiday rentals in Keaau.

• “Keaau Place”
• “So convenient and I felt safe!”
• “The room was lovely.”
• See more reviews of Keaau Place

Ranked 26 out of 2,879 in the Hawaii region, as well as being 4 of 163 for holiday rentals in Kailua-Kona.

• “An awesome stay with the perfect host!”
• “Beautiful oasis”
• “Perfect Retreat”
• See more reviews of The Great Kona Escape

Ranked 27 out of 2,879 in the Hawaii region, as well as being 2 of 22 for holiday rentals in Volcano.

• “This is a lovely place to stay when visiting the Volcano area.”
• “Convenient to visit the volcano”
• “Great location to visit Volcanoes National Park”
• See more reviews of Fern Cottage Island Escape with Rainforest View!

Ranked 28 out of 2,879 in the Hawaii region, as well as being 2 of 21 for holiday rentals in Hilo.

• “Perfect stay for our needs.”
• “There was a fly problem - spent hours trying to kill 3 flies!”
• “Absolutely amazing property!”
• See more reviews of Somewhere over the Rainbow Loft with AC Hilo

Ranked 29 out of 2,879 in the Hawaii region, as well as being 5 of 163 for holiday rentals in Kailua-Kona.

• “A home away from home”
• “Just right.”
• “Clean, Good in location, Host is really kind and warm.”
• See more reviews of The big house - 30 days

Ranked 30 out of 2,879 in the Hawaii region, as well as being 6 of 163 for holiday rentals in Kailua-Kona.

• “Not bad but won’t go there again”
• “Good location, we could approach the beach just 3 minutes...”
• “Amazing place that I would stay at again.”
• See more reviews of Holualoa Gardens 101