Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
Kamaole Sands, Building 5, Inner Courtyard, King Bed
Building 5 - located in the back of the property, farthest from Kihei Rd. This upscale property is located in beautiful, sunny South Kihei directly across from the Kamaole III beach. The complex is set on 15 acres of lush tropical gardens including fountains and a...
Beautiful spacious 5 bedroom condo with AC in the heart of Poipu, walk to beach
Spacious condo in Regency complex of Poipu Kai resort. Next to walking path to beaches, dining, walk to shopping. Great for families, or couples who like to travel together. Two lanai areas to enjoy the ocean breezes and access to the pools at Poipu Kai. Also includes...
Panoramic View 11th Floor- Best Location!
Ocean view condo at The Whaler. Fantastic views One bedroom one bath. The condo is on the 11th floor in tower two, located one in from ocean front with fantastic ocean views. Fully equipped, fully furnished, air-conditioned, with full kitchen, and very clean! One of the...
Bright, Beautiful, Remodeled Island Sands 505 Condo
Hawaii Tax ID: TA210-586-8288-01TMK: 380140150061 Completely renovated beautiful oceanfront condo overlooking Maalaea Bay.From your private lanai, enjoy the spectacular ocean views with Kahoolawe and Molokini in the backdrop. Or relax by the oceanfront pool and bbq...
Wailea Beach Villas M311 Seaview Sanctuary Luxury Oceanview Condo
Features of our 2300 sq oceanview condo include: Two full master suites Second bedroom can have two twins or king sized bedA den that closes off completely to sleep up two additional guests (either twin or king sized bed)Private ElevatorWaterworks Bathrooms with large...
Affordable Luxury steps from the beach
Enjoy Affordable Luxury in Sunny Kihei, MauiThe deluxe one bedroom condo is located in a beautiful tropical setting at the Kihei Kai Nani complex in Kihei, Maui. Just steps from the beach and a pristine pool on property, the condo sleeps 2 guests comfortably. The...
Kailani #308, AC, Gorgeous Oceanfront, Top Floor, Sunrise, Moon Rise Views!
**AC out of order 9/29-10/19/25 special rate automatically applied** Kauai Kailani #308, Kapaa, Hawaii. Oceanfront Kauai vacation rental conveniently located on Kauai’s Royal Coconut Coast. This cute boutique condo is walking distance to shops, restaurants, coffe...
Maui Banyan Unit T-304: Family Size 3 Br Garden View Suite allows 8 guests
Conveniently located across the street from Kamaole Beach Park II, this large 3-bedroom, 3-bathroom S. Kihei vacation rental offers ample space for everyone in your entire family/group to allow for maximum comfort. The owners were very thoughtful of the furniture,...
Beautiful 2 Bedroom Condo
Hawaii STVR # 19-345636 Hawaii Tax ID: 067-120-7424-01We owned a timeshare on Hawaii for over 20 years and we purchased this condo in Waikoloa based on years of experience in 2010. Close to the finest beaches in Hawaii. Minutes from the best scuba diving in all the...
1 Mile from Kalapaki Beach, A/C 1 bedroom home
Malu Kauai is situated in a small neighborhood called Niumalu. Three miles from Lihue town core this 1 bed/1 bath detached home is centrally located, clean and well cared for by the Owners. Includes a full kitchen, a lanai with awning, an outdoor grill, washer/dryer...
Kaha Lani #109, Ocean View, Swimming Pool, Ground Floor, Free Wi-fi/Parking
Welcome to Kaha Lani Resort #109 - Your Oceanfront Retreat in Wailua, Kauai!Experience paradise at our beautiful oceanfront resort nestled on Kauai's Royal Coconut Coast. Perfectly situated between parks, a golf course, and the ocean, Kaha Lani Resort offers a serene...
White Sands Village #222 Across from Beach
Summary:Welcome to 222 White Sands Village! Ideally situated just steps from Magic Sands Beach and La‘aloa Beach Park, this 2-bedroom, 2-bath condo offers partial ocean views from both the spacious lanai and bedrooms. 5-night minimum stay required.The Space:Located...
2 Bedroom ocean front. 225. special 1 Month out.
Are you booking less than 30 days before arrival?!!ASK FOR THE LATE BOOKING SPECIAL $175.day rate/5 day stay,One day free with two week booking.Small complex away from the crowds 73 North Kihei road on a four mile beach that stretches past a bird sanctuary in the north...
Fantastic Wailea Ekahi Beachfront Condo 45F
Welcome to my sunny Wailea Paradise! This refreshed and tastefully decorated second-floor condo (Unit 45F) has fantastic ocean and garden views and is the perfect spot for a romantic getaway or family vacation. Keawakapu Beach is just a short walk away through...
WaikikiLux 509 Waikiki
Our side by side units are located right in the heart of Waikiki where almost everything you desire is within walking distance, great for families or business associates traveling together. Clean updated fully equipped units. Full kitchens, linens, bath/beach towels,...
Seascape: Oceanfront Studio with Panoramic Pacific Views – Relax and Embrace Ocean Bliss!
Welcome to Seascapes, a newly added second-floor oceanfront studio at Islander on the Beach. With sweeping panoramic views of the Pacific, this charming retreat invites you to relax, recharge, and experience the peaceful rhythms of life by the sea along Kauai's Royal...
Malia Makai - E - Egret - Beautiful Remodel, A/C, Ocean View
MALIA MAKAI E AT KOLOA KAI VACATION RENTALSEGRETYour Sleek Tropical Escape in PoipuWelcome to Malia Makai E – Egret, a stylish 2-bedroom, 1-bathroom cottage nestled in the heart of Poipu. With modern comforts, air conditioning, and an unbeatable location, this updated...
Hale Ani: Oceanfront Kauai Vacation Home - Steps Poipu Beach!
Located just footsteps from Poipu Beach and Brennecke Beach, this selection from our Kauai cottages offers its guests a spacious and relaxing place to settle in and enjoy island-style beach life. Hale Ani is a comfortable and charming Kauai vacation home with an...
Dragonfly Healing Farm
Cozy Ohana, located on a beautiful 5 acre working avocado farm. Picture perfect ocean views away from the hustle and bustle of Kona, but close enough to have a great day in town to return home to your quiet piece of paradise. Your 300 sq ft lanai has an unobstructed...
A Slice of Paradise in Oceanfront Condo (Island Sands)
Location, location, location! Wake up to diamonds sparkling on the ocean top. Spectacular top floor views of Makena, Molokini crater, and the Island of Kahoolawe. Whales in full view from our lanai during whale season, all while enjoying your morning coffee and fresh...
KBM Resorts | FREE CAR | Kaanapali Plantation Villa | Ocean view | 3-Bedroom Condo, Recently Remodeled! KPL-46
Remodeled 3-bedroom, 2.5-bath villa at Ka'anapali Plantation with garden lanai, high-end finishes, pool, tennis, and nearby beach. Perfect for Family getaways with stunning views and resort amenities.** Limited Time Special Offer: Reserve any KBM Resorts property in...
Maui Resort Rentals: Honua Kai Konea 737 - Stunning 7th Floor Ocean View Studio!
Boasting one of the absolute best vantage points of any studio on offer at Honua Kai, this outstanding ocean-view suite will impress from the moment you enter. From its optimal orientation toward the ocean to its ideal 7th-floor vantage point, your group will enjoy...
Easy Big Island Living! Ocean-Front Pool, Tranquil Lanai, Lava Rock Grill.
Wonderful condo located in an ocean-front property just minutes from downtown Kona. The condo features tile floors, fully remodeled kitchen, a brand new split-system AC, remodeled full bathroom with step-in shower, recently replaced queen Murphy fold-up bed, plenty of...
'Palekaiko' our Hawaiian Paradise! Beautiful Golf & Mountain Views
The unit DOES NOT have Air Conditioning. The unit is an end unit bordering Waikoloa Drive, so there is road noise especially during busy commute times. We are definitely not a 5 star resort, value for the money is what we offer. Please review all customer reviews for...
Resort Living on the Coconut Coast
***DISCLOSURE 9/25/25: The pool and spa are closed for renovations. Tile work, deck repairs, and for the fence and gates to be replaced. The North side gate will remain open for guests to check out games, towels, and for use of the restrooms and sauna. Renovations are...
Noelani #306 is Maui Living At Its Finest
This property is hotel zoned, and not being affected by the recent proposed legislation.Welcome to Napili Point B35 nestled in the heart of Napili. This exquisite one-bedroom, one-full bath retreat offers the perfect blend of comfort, convenience, and breathtaking ocean...
Puu Poa #414 - stunning ocean bluff views
Puu Poa #414. TA#185-902-5408-01 TMK # 4-5-4-12-11-56 - At Puu Poa PointThe best unit in the entire complex. Recently renovated from top to bottom, this comfortable two bedroom, two bath condominium located on the edge of the Princeville Bluff. Wide open ocean views....
Mokuleia Beach House - Your Escape on the Beach!
Aloha! Welcome to the - Mokuleia Beach House - on the North Shore of Oahu, Hawaii. The Mokuleia Beach House is a family owned beach house situated in a private section of Mokuleia. Approximately 30 minutes from Honolulu and Honolulu International Airport, and only ten...
Malia Makai - G - Starfish - A/C - Beautiful Views of the Poipu Coastline
MALIA MAKAI G AT KOLOA KAI VACATION RENTALSSTARFISHYour Tropical Oasis in PoipuWelcome to Malia Makai G – Starfish, a charming 2-bedroom, 1-bathroom cottage offering the perfect retreat for your Kauai adventure. Located in Poipu, this modern and inviting rental is...
Beautiful 2 Bedroom Hukilau Beach Apt.
30 days minimum. This newly remodeled rental is located in Laie on Laie Bay on the famous Hukilau Beach. From the second-story front door landing you have a view of the warm waters of the Pacific Ocean. Your view from the bedroom balcony looks out on the Laie Hawaii LDS...
Unwind and Immerse Yourself in Stunning Ocean Views with AC- Kihei Surfside #305
Kihei Surfside #305 – Stunning Ocean Views with Comfortable Island Living and Split ACWake up to the sound of ocean waves and breathtaking panoramic views at Kihei Surfside #305. Located on the third floor of this iconic South Maui property, this 1-bedroom,...
Shipwreck Beach Cottage ...Stand Alone Unit ..Walk to the beach and GRAND HYATT
Shipwreck Beach Cottage is a PREMIER condo at Poipu Sands is a STAND ALONE unit, with NO NEIGHBORS above or on any side. It just underwent a COMPLETE MAKEOVER with new furniture, floor coverings, paint, and accessories. This one will WOW anyone who chooses to spend...
Spacious 2-Bedroom + Loft @ the Kona Coast Resort
Please note, effective Jan 1st. 2026, Hawaii`s Transient Accommodations Tax will increase from 10.25% to 11% for all stays with an arrival in 2026 forward. We may need to collect the tax difference to secure and finalize your booking. We will contact you to confirm the...
Steps from a Sandy Beach_ Maui Banyan Resort!
This lovely 1 bedroom with sofa sleeper in the living room and 2 bathrooms AIR CONDITIONED condo has an extra large lanai for extra comfort with views of the ocean. Its nicely appointed, and fully equipped with the conveniences you have at home! Its a favorite for many...
KGV 19T6 Last Minute Special at 2BD Kapalua Villa w Panoramic Ocean Views
Kapalua Golf Villas 19T6 Beautifully Updated 2Bedroom Kapalua Villa with Panoramic Ocean Views, Island Views, Central AC, Year Round Pools, and Close to Beaches, Restaurants, Shops FREE daily activities included with your stay value up to $1035! Complimentary admission,...
IS 210 OceanFront Condo w Expansive Ocean Views Pool AC
Island Sands 210 1Bedroom Condo Tranquil Oceanfront Getaway for Relaxation and Enjoyment FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your stay*: Whale Watching (seasonal), Sunset Dinner Cruise, Molokini Snorkel...
The Sandy Feet Retreat - Oceanfront top-floor corner unit on Kauai Coconut Coast
This gorgeous oceanfront, two bedroom, two bath condo at Lae Nani in Kapaa is the perfect place to relax and enjoy yourself with friends and family. Private, top floor corner unit (no one above you), featuring high ceilings, a fully equipped kitchen remodeled with...
Kona Isle E23 DIRECT OCEAN FRONT, REMODELED, 2nd floor, Gorgeous 1/1
Welcome to your beach paradise! This stunning oceanfront vacation rental offers breathtaking views of the sparkling blue waters right from your doorstep. With a Newly beautifully remodeled kitchen completed in May 2024 that is sure to impress. The kitchen features sleek...
Kuono at Volcano .
Set out on an adventure and return to a retreat of peace and relaxation just five minutes from Volcano National Park. Open the red front door to Kūono at Volcano to find 14 foot floor to ceiling windows connecting you to the outdoors. Nestled in a forest of beautiful...
Prime location in Kihei, walk to shops and dining
Discover the ultimate island retreat at Kamaole Beach Royale 302, a 2-bedroom, 2-bathroom oasis perfectly located just steps from the beach and Kihei's vibrant shopping and dining scene. This spacious condo comfortably accommodates up to 6 guests, making it ideal for...
Paradise Under the Plumeria Tree
Picture yourself in paradise. Our beautiful, clean, beach style rental is situated under a plumeria tree and is available for your relaxing stay in Kailua. We have taken great care in the design and high quality furnishings of our rental. We live on premises and are...
Royal Palm, Dec open dates, free HS-WIFI, Parking, Walk to Magics & Kahalu'u
Welcome to the Royal Palm Suite at Palm Hale, an inviting open-air unit in the vibrant area of Kona.This charming suite offers free high-speed Wi-Fi, a comfortable queen bed, cable TV, a fridge, a kitchenette with light cooking supplies, and a full bathroom with a tub...
Ma'alaea Surf, Unit E6 2 Bedroom Beachfront Condo. AC, Wifi, Kitchen, Pool
Ma'alaea Surf, Unit E6 - WHAT A VIEW! Sunsets on the patio (lanai)…. Stunning views of the ocean and the West Maui Mountains…This 2-bedroom 2 bath second floor condo sleeps 4 on comfortable Cal King beds and is on a property built in the unique Hawaiian tradition....
Ocean Views & Privacy! Best Value! Modern Ekolu Remodeled Home
Please email or call today!“Paradise Found” RECENT TESTIMONIALMy husband and I spent 10 WONDERFUL days in this unit at Ekolu Village for our honeymoon! We LOVED our condo and felt it was a very good deal! The community was very quiet...As the sun rose on our first...
Beautiful Mediterranean Architecture 4 BR Home in Poipu
Welcome to our South Shore Respite "Best Value" Retreat in sunny Poipu. Beautiful Mediterranean architecture home located inside the luxurious Kiahuna Golf Village community! Prime location- only 1 mile from famous Poipu Beach, 12 minute walk to shopping and...
1 Bedroom Condo w/Epic Ocean View - Kaha Lani 319
Castle Kaha Lani Resort #319 - Stand out over the Pacific in this 739 sq. ft. one bedroom oceanfront corner unit with convenient touches and island decor. Start the day off with Kauai’s beautiful sunrise before heading out on your Kauai adventure. The vaulted ceilings...
*Island Sands 512* Maui Spacious Prime Oceanfront! SPLIT A/C! Amazing Views.
New split system a/c cooling living room and both bedrooms! This 5th story unit offers gorgeous views of the ocean, Haleakala and peaceful Maalaea Bay that you can enjoy on your large, shady, private lanai which is accessible from the living room and master bedroom. The...
Napili Point C22 Experience the beauty of West Maui from your own private lanai at Napili Point
Napili Point C22 Spectacular Direct Napili Oceanfront Views, Watch Turtles and Whales from your LanaiFREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel...
Beautiful, Extensively Upgraded Oceanfront Condo In Kihei
Beautiful extensively upgraded 2-bedroom/2-bathroom unit (sleeps 5). Beachfront with ocean views in a great location in the building! The master bedroom has a king bed with full ocean views. The guest bedroom has a queen and twin bed. There is a split (A/C) System with...