Villa holiday rentals in Hawaiian Islands

Lava Flow House Pool Ocean View Kehena Beach w A/C

This luxurious modernist masterpiece with swimming pool and ocean view, sits in a serene setting in the untouched area of the Puna Coast on the Big Island of Hawaii. If you love great design and style, fantastic tropical weather, rugged yet lush landscapes, blue ocean, and relaxation, then you will love this place for your next vacation. The unique combination is a stunning contrast of rugged landscape and sharp minimalist architecture. This is a shared family home with a Main house and Studio.

Private, two-bdrm treehouse, walk to surf/sand, AC

Come relax in this gorgeous, updated two-bedroom vacation home walking distance to Hideaways beach and Princeville Resort beach. This fully appointed home is tucked into one of Princeville's beautiful greenbelts and is perched high up on stilts to give it an authentic treehouse feel. Dine on your outdoor lanai while you take in views of the beautiful Namahana mountains and waterfalls. Fully stocked kitchen, beach toys and portable A/Cs in the bedrooms too! Come enjoy this perfect basecamp!

Luxury Beach Front Villa! Unbeatable value!

You will love this beach front property in the heart of Waikoloa. It is only a 2 minute walk to the pool and beach area from your lanai and 5 minutes to walk to the Kings Shoppes and the Queen's Market where you can find great shopping and fine dining. The beach in front of our property is very calm and sandy and the perfect place for a lazy day basking in the wonderful Hawaiian Sunshine while you take in all the beauty around you. Love the Sea Turtles but be careful to give them space!

Absolute Paradise, Near Kehena Beach, Ocean View

Absolute Paradise is close to Kehena black sand beach, Pohoiki Bay and Beach, farmers markets, restaurants, historic Pahoa town, Volcano National Park, and much more! Beautiful ocean views and from the pool area and bedrooms. You’ll love my place because of the 3 spacious bedrooms with 2 king beds and 2 queen beds, spacious and well supplied kitchen, the pool, huge hot tub, and ocean views! My place is good for groups of 1-8 friends, families, business travelers, and explorers.

Luxurious Two Bedroom near I’ao Valley w/ Haleakal

Enjoy Haleakalā views from this spacious 2BR villa at The Blue Door on Church Street, a restored 1930s plantation home in historic Wailuku. Featuring a King and Queen bed, full kitchen, spa-like bath with soaking tub, and a private deck. Walk to cafés, shops, and theaters, or take a short drive to ʻĪao Valley, beaches, and top Maui attractions. Includes modern comforts, air conditioning, parking, and an on-site infrared sauna for a relaxing retreat away from the crowds.

Kapalua Ridge 2012- Whale Watching Ocean Views

Special Offer! Stay 7 nights or more and enjoy one night FREE, or receive $100 off stays of 5 nights or fewer. Valid for stays now through September 30, 2025. Discount applied after booking confirmation. Upon entering this one bedroom/two bath Ridge Villa at The Kapalua® Resort, it is impossible not to be taken aback by the spectacular sweeping ocean views! *Please note that the Kapalua Resort and this property were not affected by the Lahaina fires.

Oceanfront Corner Villa w/ Air Conditioning

Unparalleled oceanfront views makes this Poipu Kapili condo a highly sought-after vacation rental. On the entry level, the open-floor concept creates the perfect space to serve as the main gathering with a large, completely equipped kitchen, dining area, and living room, all tastefully decorated with hand-selected original artwork to celebrate the many cultures of Hawaii through Asian and Hawaiian influence.

Jungle Bliss: Oceanfront Eco Villa On Fruit Farm

Experience life in a glass house on three lush, self-sustaining acres. This botanical garden-inspired eco-retreat features lotus ponds, butterfly habitats, and native Hawaiian fruit trees. Enjoy stargazing, bird songs, ocean breezes, and total tranquility. Minutes from Kehena Beach and hot springs—far from resorts, close to nature. Modern comforts meet wild beauty in this magical place.

Walk to Cove Beach Park from a Refined Villa

Prep meals in a chic kitchen with granite surfaces and white-washed hardwood floors. Dine at a live-edge table in a cozy corner nook amid nautical décor and modern touches. Unwind in a lounge chair on a sun-drenched patio before taking a swim.