Holiday home rentals in Hawaii

Find and book unique holiday home rentals on Airbnb

Top-rated holiday home rentals in Hawaii

Guests agree: these holiday home rentals are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

Guest favourite

Holiday home in Princeville

4.94 out of 5 average rating, 119 reviews

Northshore Oceanfront: Top Floor/Corner-SealodgeD9

On the Northshore, and perched atop a dramatic bluff within Princeville community, is Sealodge D9... a real gem and rare hideaway. An oceanfront simple, clean top floor and a corner private unit. Enjoy direct and unobstructed views of the Kilauea Lighthouse, Moku'aeae Island, Anini Beach coastline and the largest reef in the Hawaiian islands. Exceptional ocean, mountain, coastline/mountain vistas from the living, dining, and bedroom windows, as well as from the lanai. Enjoy a romantic getaway.

25 Aug – 1 Sep

$576 SGD per night

Guest favourite

Holiday home in Pāhoa

4.86 out of 5 average rating, 116 reviews

Oceanfront Balinese Estate w/Hot tub@Kehena beach

Aloha! Unwind at this Authentic Balinese House located less than 150 ft. from Kehena clothing optional Black Sand Beach! Enjoy the stunning ocean views This Bali Home has unobstructed Oceanfront Views, home to Spinner dolphins and Humpback whales. Break away from the Hustle and Bustle of your routine and lose yourself in the serenity of Big Island and all it has to offer. Just minutes away from Pahoa, Hilo and Volcano National Park. Book you stay today, we cannot wait to Host you!

30 Jan – 6 Feb

$477 SGD per night

Superhost

Holiday home in Captain Cook

4.9 out of 5 average rating, 142 reviews

Pineapple Palace~OceanViews~Pool~ South Kona Coast

The Pineapple Palace is located on one acre in the quiet rural area of Milolii. The home is near City of Refuge, Punalu'u Bakery, South Point, Pu'uhonua O' Honaunau, The Coffee Belt, and is on the way to Volcanoes National Park. You’ll love my place because of the comfy beds, the high ceilings, the views, the Pool, the well stocked kitchen. My place is good for families with kids and big groups. 600 MBPS WIFI Hawaii GET & TA Tax of 17.9% Will be sent after booking TA185219891201, STVR-19-361671

20–27 Mar

$636 SGD per night

Guest favourite

Holiday home in North Shore

5.0 out of 5 average rating, 45 reviews

The Blue Mango - Perfect for 2

Aloha! Nestled among mango and avocado trees on a large 2-acre lot, this newly renovated container guesthouse offers the perfect space for 2. Everything you need, nothing you don’t. Equipped with 2 split A/C units, stay cool indoors and then enjoy the Oahu sunshine as you explore the iconic North Shore. We built this guesthouse for family & friends to stay - Oahu regulations allow for 30 rentals, or one tenant in a 30 day period - which is what we are doing. Message for availability & details.

4–11 Nov

$245 SGD per night

Guest favourite

Holiday home in Lihue

4.86 out of 5 average rating, 87 reviews

Amazing Views from this Oceanfront Home

Enjoy amazing views & soothing ocean sounds from this cliff side home by popular Kalapaki Beach. 2 bedrooms, both with AC plus great ocean & mountain views. Master with en suite has a king bed. 2nd bd has a queen. 2nd bath, washer & dryer in hallway off living room, which has amazing views as well. Fully stocked kitchen. Balcony lanai with table & chairs for outdoor dining. Free parking in this gated community. Nearby elevator takes you to the beach with restaurants and shops nearby.

2–9 Mar

$613 SGD per night

Guest favourite

Holiday home in Honolulu

5.0 out of 5 average rating, 35 reviews

BOHO Oceanfront Suite

Aloha welcome to the BOHO Luxury Suite! This ultimate getaway is one of the nicest suites in Waikiki! You know you have arrived in paradise with the breathtaking views & boho chic relaxing vibe. This elegant large 1BR feels like a 5-star hotel with all the added benefits of Airbnb. Ultimate beach kit, snorkeling gear, coffee station, balcony & royal bar are some of the perks of living the good life. Fall asleep to the sound of waves and wake up to a turquoise ocean vista. Paradise awaits!!!

22–29 Dec

$669 SGD per night

Guest favourite

Holiday home in Koloa

5.0 out of 5 average rating, 23 reviews

The Best Beachfront Hale on Kauai

The beautiful Kiahuna Plantation Resort only has 4 one-story beachfront hales. This is the nicest one. There is not a Four Seasons Resort on Kauai, so we decided to make our own. We believe our hale is the nicest beachfront condominium on Kauai. On the island of Kauai, an ocean view vacation is rare. But how about an ultra-rare experience? Here is your opportunity to stay in a fully equipped 650 sqft condominium that is located on the sand of Poipu Beach, arguably Poipu’s finest beach.

12–19 Oct

$1,036 SGD per night

Guest favourite

Holiday home in Kailua-Kona

4.96 out of 5 average rating, 57 reviews

Breathtaking Ocean Views with Refreshing AC

A perfect blend of relaxation and adventure, close to Kailua Kona. Welcome to Hale O Ulu (house of growth)! Located central to Kailua-kona, 5 minute drive into town and the ocean! Peek-a-boo ocean views, surrounded by tropical Hawaiian flora and greenery from every window. As Airbnb hosts, we are committed to providing an environment that supports inclusion and diversity regardless of race, age, religion, sexual orientation, or gender identity. We welcome everyone from all paths of life!

29 Sep – 6 Oct

$350 SGD per night

Guest favourite

Holiday home in Kapaʻa

4.9 out of 5 average rating, 82 reviews

Beautiful OCEANFRONT Kauai Condo with beach access

Aloha, and welcome, to our Wailua Bay view condo, located on the East shore of Kauai in Coconut coast town of Kapa'a. Spectacular panoramic ocean views of the expansive sandy beach of Wailua Bay awaits you. Our 740 sqft. fully equipped ground floor condo features a spacious one bedroom and one bath, a fully equipped kitchen, a washer and dryer, an outdoor swimming pool/ BBQ area, a comfortable living area that is centrally located to dining, shopping, and the Grand Canyon of the Pacific!

18–25 Apr

$311 SGD per night

Guest favourite

Holiday home in Kailua-Kona

4.91 out of 5 average rating, 68 reviews

Kanaloa at Kona Condo with Bay View

$30 USD.( ONE TIME RESORT FEE PAID By GUESTS ) Appreciate a modern, spacious and stylish experience at this one-bedroom, two-bath condo has a beautiful view overlooking He'eia Bay at Keauhou. The condo also has a Murphy Bed in the living room, providing additional sleeping opportunity for guests. Enjoy a peaceful afternoon out in the lanai, overlooking He'eia Bay without glare, as the unit faces south. $30 USD one time resort fee paid by guests !}

14–21 May

$266 SGD per night

Guest favourite

Holiday home in Pāhoa

4.98 out of 5 average rating, 535 reviews

Breathe in Beauty, Peace and Light

A place for solitude, rest and relaxation, from which to enjoy the wonders of Puna and the east side of the Big Island. Come experience the raw beauty of a lava eruption. The land has been transformed. Fissure 8 and the hardened lava flow is a 10- minute walk from our home. This is destruction & creation; We and the surrounding community of Puna have been transformed by this experience Our guests leave restored and in awe of the magic of this area.

18–25 Sep

$238 SGD per night

Guest favourite

Holiday home in Honokaa

4.82 out of 5 average rating, 305 reviews

Luana Ola Blue Cottage Ocean View

This studio cottage has a beautiful ocean view on one side and a tropical gulch on the other. A screened in porch allows you to enjoy the outdoors without being bothered by the mosquitoes. The cottage is perfect for a couple but sleeps 4. Handicap accessible. It has everything you need for a short or long term stay. Pack N Play & Umbroller available upon request.

6–13 Mar

$152 SGD per night