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.
Spacious home with charming views from lanai - walk to the beach
Hale Lani LeiOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This wonderful, four-bedroom home is the spot for your next vacation, featuring two king master suites and two lovely...
Little Slice of Paradise with a Garden View
Hawaii Tax ID: TA-010-944-1024-01TMK: 390200010004What a treat it is to dine on either one of your two lanais and watch the sun slip below the horizon! Did you see the green flash? Over a cool evening cocktail, lazily plan to walk across the street in the morning for a...
Kailua-Kona House w/ Balcony & Ocean Views!
Plan a trip to the beautiful island of Hawaii and stay at this elegant 3-bedroom, 2-bathroom vacation rental house in Kailua-Kona. The home boasts an open interior, a fully equipped kitchen, an outdoor shower for your convenience after days at the beach, and a large...
Cozy Beach front condo in Makaha
INCREDIBLE BEACH FRONT CONDO!NUC No: 90/TVU-0206One of the best accommodation bargains on Oahu!Makaha Cabanas are located on the best white sand beach on the sunny side of the island. You have a gorgeous 180 degree ocean view with turtle, dolphin and whale watching from...
Kauai Sunsets - Hanalei Bay Resorts 5304
Hanalei Bay Resort 5304: This beautiful studio room is located on the top floor with high open-beam ceilings. It is surrounded by tropical foliage and spectacular views of Hanalei Bay and Bali Hai. On your very own private lanai, you will capture the true Hawaiian Aloha...
Spacious Studio Located In Waikiki, Close To Beach!
Condo updated in December 2023 with new paint, renovated shower and all new furniture! Equipped with a new 50" SMART TV, you'll enjoy the comforts of home while appreciating the great views of the city below.KITCHEN- Refrigerator- Range/Oven- Microwave- Dinnerware,...
Oceanfront Paradise 128-1 Puamana!! You won't want to leave!!
This beautifully updated two-bedroom oceanfront home in Puamana remains a peaceful and inviting retreat, even in the wake of Lahaina’s devastating fires. While much of the surrounding community was impacted, this home stands strong—professionally cleaned from top to...
Loke Lani+Guest House by Destination Kauai - Luxury Home, Private Pool, A/C, Poipu Kai
E Komo Mai! Welcome to Loke Lani + Guest House 'Ohana!Enjoy a bright, tropical retreat designed for comfort and relaxation. The main house features 3 bedrooms and 2 bathrooms, including a primary suite with king bed, soaking tub, and a bonus baby room with crib. Cook in...
KRV 1521 Luxurious Kapalua Ridge Condo w Ocean Views
FREE daily activities included with your stay value up to $1035! Complimentary admission, every day of your stay*: Lu’au, Golf, Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W3)*One...
Penthouse Oceanfront Condo with AC and Fabulous Views #407
Walk into our beautiful condo, step out on the large lanai, enjoy the fabulous ocean view, and you know that you've reached your ultimate vacation destination. There is truly no reason to leave as you sit on the lanai, sipping your coffee or drinks and view the surfers...
❤️PiH❤️ BLUE LAGOON★Hilton Resort Pass★Heated Pool & Spa
Blue Lagoon Villa brought to you by Paradise in Hawaii Luxury HomesWelcome to the professionally decorated Blue Lagoon Villa, a part of our Hawaiian Luxury Collection. Blue Lagoon at KaMilo is a wonderful large single-level 4 bedroom home that includes three bedrooms in...
Farm Stay Cottage on Organic Farm
The farm stay cottage is an attractive, hand-crafted 500 square foot wooden guest house – completely self-contained and away from the main house. It overlooks our vegetable garden. It is landscaped with lush, tropical plantings to insure your privacy. Decorated in...
Kihei Kai Nani 238 - Garden View 1 Bedroom, Split AC, Steps to Kamaole II Beach!
Tucked away within the quiet rearward part of this tranquil, low-rise resort and nestled in the Maui tropical greenery that sways just off the lanai, Kihei Kai Nani 238 is an elegant second floor one-bedroom condo is less than a two-minute stroll from stunning Kamaole...
Partial Ocean View Waikiki Studio with AC, WiFi, Access to Pool & More!
Aloha from Waikiki! BUDGET-FRIENDLY condo but with great views! The Hawaiian Monarch is centrally located near the Hawaii Convention Center, Shopping at the World Famous Ala Moana Center, and exploring the beautiful beaches in the world! We are not a part of the hotel,...
Wilikeiki - a 1br/1ba cottage on the beach in Hanalei - with Wilikoki
TVNCU-1327 - TA# 168-954-4592-01 Wilikeiki is a one bedroom, one bath beach front cottage situated next to Wilikoki. The cottage includes a full kitchen, separate bedroom and bath, cozy reading corner, dining area, and lanai. There are beautiful ocean views from the...
Paradise in Maui - the Maui Kamaole Resort!
We offer affordable luxury in Kihei, Maui's premier condominium resort Maui Kamaole. This is a new, designer decorated, garden view condominium, completely furnished. The complex is low rise, and we are on the ground floor (garden and private lanai).The Maui Kamaole...
This Blue Sky Escapes Studio Beachside condo/Walkout to Hot tub, Pool and BBQs
My studio condo is located in the perfect location on the ground level walk out from the patio directly to the pool and BBQs for poolside dinning and right across the street to a beautiful white sand swimming beach Kamaole Beach II. It is one of the only studio units in...
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...
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!
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 shops and more! Accommodates up to 4 guests, including children and...
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...
Kalanikai 303 - 2 blocks from the Kailua Pier
Welcome to Kalanikai 303, a stunning ocean-view condo located in the heart of Kailua Kona. This beautifully upgraded unit offers a perfect blend of comfort and style, making it an ideal retreat for couples or solo travelers seeking a relaxing getaway.With one cozy...
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, & nearby beach. Perfect for Family getaways with stunning views & resort amenities.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii...
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, recently remodeled full bathroom with step-in shower, recently replaced queen Murphy fold-up bed,...
Dazzling Ocean Views!, Spring Deals, Spacious 🏝🌊, AC:Comfort & Luxury
Welcome to Hale Moana! As you enjoy the scenic and short drive Kona Vacation home you will start to unwind and relax, when you drive up the hill to your tropical oasis, you will know that you have made the right decision to rent our home!Safety of our guests is top...
'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
This lovely Pono Kai unit can be found on the Coconut Coast in Kapaa, Kauai. Offering guests a beachfront resort experience in a convenient location! This 1-bedroom, 1-bathroom Resort Condominium is located in the ideal Building H on the second floor. Featuring a cozy,...
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...
~Waikiki~ LOWEST RATES IN AREA ~ 1 Bedroom ~ Fully Furn ~ Blocks to Beach ~
We offer our Hale to you to enjoy the benefits of staying in one of the largest Apts. in our surrounding location, right in the Heart of Waikiki.Our large open floor plan is fabulous featuring a living/dining room combo. All 1 Bedroom apts. have a private lanai for your...
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...
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...
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...