Villa holiday rentals in Hawaii

Aloha Retreat

Perfect location close to every amenity of Kona and beautiful beaches. This spacious, upscale home sleeps 10 (6 beds) plus infants. Perfect for a large family or for 2 families traveling together. There are 5 separate areas for sleeping opening to a common courtyard. AC in all rooms. The house features a large fully equipped kitchen, laundry, botanical garden yard, private balcony, quiet areas, a fountain/pond, parking, etc. Sorry, not suited for loud groups or parties. Tax ID W6812062-01

Location · Family · Indoor spaces

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.

Value · Family · TV

Relaxing getaway at Golf Villas Mauna Lani Beach

Take your Big Island escape to the next level while staying at this 3-bed, 3 bath vacation rental villa at the Mauna Lani Resort. Greet your neighbors with a friendly shaka while sipping coffee on your Lanai or visit the Beach Club to paddleboard or snorkel along it’s perfectly sheltered white-sand beach. On the west coast of the island, you are within comfortable driving distance of the towering Mauna Kea and Mauna Loa as well as Hawaii Volcanoes National Park on the east side of the island.

Family · Location · Layout

Beachfront Kolea, Garden Level, BBQ on Lanai

Welcome to our fully furnished, 2 bed and 2 bath, 1270 square foot condominium. The perfect base camp for a family, up to 6 people max. Kolea Beach Club is steps away from the condo with ample amenities. It includes a large infinity pool facing the beach, a shallow sand bottom keiki pool with a waterfall, large jacuzzi with phenomenal beach views, covered loungers, bathrooms, towel service, a workout hale, and private access to the beach. Between Marriott and Hilton, walk to shops and food.

Location · Value · Cleanliness

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!

Location · Family · Barbecue

Oceanfront BeachHouse-Spectacular Views & Privacy

This beautiful beachfront Hawaiian style home commands a spectacular 220 degree view of the ocean from its large lanai where you can enjoy outdoor dining cool and ocean breezes. This is Hawaii at its best. We're on a small peninsula with our own secluded beach access to snorkeling, surfing, fishing, & paddle boarding. Explore the reef or paddle up the river toward Kong Mountain. This is the Hawaiian island experience that we all dream of. Come enjoy your own secluded piece of paradise.

Location · Value · View

Cottage in the Crater

Sea Garden (kīhāpai kai), is a designer renovated cottage, one of only 15 split-bungalows privately nestled inside the ancient Poipu Crater. The Crater is a garden of Eden, a true Shangri-la on 7.5 private acres, full of lush tropical flower and fruit trees, creating a canopy of privacy and unique Kauai stay experience. The quality and details of this unit are unmatched, providing a calming, comfortable interior in a setting only walking distance from a handful of Poipu's best beaches.

Value · Location · Quiet

3BR villa with A/C, pool & short walk to beach!

*Welcome to the Sandy Palms Villa in Poipu * 📢 Construction Notice Please be aware that our resort will be undergoing a resort-wide roof replacement project from November 2nd, 2026 through May 12, 2027. During this time, guests will experience noise and activity associated with construction during daytime hours. Additionally, the pool will be temporarily closed from November 2nd – December 18th, 2026 Our nightly rates have already been reduced to reflect the inconvenience.

Value · Family · Accuracy

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 from the pool area and bedrooms. You’ll love my place because of the 4 spacious bedrooms with 2 king beds and 2 queen beds, spacious and well supplied kitchen, the pool, huge hot tub, and ocean views! This home is good for groups of 1-8 friends, families, business travelers, and explorers.

Value · Location · TV

Ko Olina Oceanfront | Disney | Next Avail 09/28

Sept 28th and Oct 20th, are our next available dates in our upscale, homeowner-managed 2-bedroom, 2-bathroom villa at Beach Villas at Ko Olina, steps from Disney’s Aulani (not affiliated). Enjoy boutique hotel luxury with unobstructed ocean views from our two ocean facing lanais, relaxed beachy style, and easy walks to the beach bar, restaurants, shops, golf, marina, and luau. High-end Wolf/Sub-Zero, Sonos, LG OLED, and new Miele appliances elevate your stay.

Location · Family · Walkability

Studio Suite Ko Olina at MARRIOTT Beach Club

Feel free to message me a request to book and the times you are looking for. The least expensive option is the Mountain View Studio w/kitchenette that sleeps 4. Price is MORE THAN HALF the cost if you book direct with the hotel. Also includes free parking where hotel charges $45/day. The most beautiful resort and Guestroom in Ko Olina right on the beach in a picturesque lagoon. 30 minutes from the airport and Honolulu. * Free WiFi, Free self-parking.

Value · Location · Hot tub

Kaanapali Fairway Villa 3BR/3BA.

Welcome to this Kaanapali Golf course 3 bedroom 3 bath bed and breakfast. Permit number BBWMT 2021/0003-159 Halelo. This beautiful Mediterranean home is conveniently located on hole number 5 of the Kaanapali Golf Course with a private pool, swim up bar, and ocean view. Recently renovated with many added amenities and features, please see in description below.

Family · Location · Hospitality