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.
Palms at Wailea Ocean View Villas 1 Bedroom 2 Bath
Ocean View 1 Bedroom 2 Bath Villa- Kitchen includes stovetop, oven, microwave, refrigerator, dishwasher, coffeemaker, toaster, cookware and tableware- Spacious private deck- 2 bathrooms with shower/tub combo and 1 shower- 1 king bed or 1 queen bed- Queen sofa bed- 1022...
Suite By the Sea - a bright and sparkling Apartment
Welcome to our new private studio apartment, where comfort and convenience await you. This hidden gem boasts a well-equipped kitchenette, perfect for preparing your favorite meals. Nestled just a short stroll away from the breathtaking Kailua Beach, you'll find yourself...
Luxury 3-Bedroom Oceanfront Villa in Kailua-Kona - Hualālai Resort
Welcome to Hillside Villas, your serene escape nestled in the heart of paradise. Experience the perfect blend of luxury and tranquility in our beautifully appointed villas, where breathtaking views and world-class amenities await. Whether you're here to unwind, explore,...
Wyndham Waikiki Beach Walk|Two 2BR/2BA Suites
Summary:This tropical escape boasts an impressive 7.7 acres of on-site fun. The family-friendly resort is only a block from popular Waikiki Beach and serves up a game room, children’s activities, and an outdoor pool.We understand the importance of an ocean view for...
WAIKIKI SUNSET IN FRONT OF GARDEN OASIS
Discover the beauty of Waikiki from this superb 1-bedroom garden condo. This welcoming space offers guests a large private lanai, fitness center, WiFi, A/C, communal barbeque area and pool on rec deck, two blocks from beach, bus stop @ corner, 24/7 security, on-site...
2 Bedroom Condo-Princeville, Kauai-Family Friendly!
Perched above the sparkling waters of Hanalei Bay, this resort offers families a front-row seat to some of Princeville’s most awe-inspiring natural beauty—from the dramatic Na Pali Cliffs and iconic Bali Hai Mountain to cascading waterfalls, golden beaches, and palm...
Huge 2-bedroom condo just 5 minutes walk to Ka'anapali beach
Welcome to this charming condo in Lahaina. This phenomenal property features 2 bedrooms - one with a king bed and the other with a 2 x twin beds. With 2 ensuited bathrooms, the master equipped with a bathtub and shower, guests will feel right at home. The additional...
Kiahuna Plantation Resort 66 Partial Ocean 2BD 2BA
- Fully renovated, two story condo with beds and baths downstairs and living areas upstairs looking across the grounds to the ocean- Walk-up, no elevators- Carpet in living and dining areas with tile throughout the rest of the unit- Full kitchen with granite countertops...
Oceanfront Top Floor Molokai Condo! Lush East End Location!
Located on the lush, east end of Molokai. It doesn't get any more oceanfront than this! You won't be able to tear yourself away from the views on the private balcony- just feet from the ocean! Imagine slow mornings sipping coffee and watching whales and turtles. Imagine...
Royal Kahana Maui 707 Ocean View 1 Bedroom
- 7th floor condo with balcony- Vinyl plank flooring throughout- Updated kitchen with– fridge, stove/oven, microwave, cookware, tableware- Updated bathroom with shower tub combo- 1 king bed and 1 queen sofa bed- 777 sqft/72 sqm- Maximum 4 persons including children...
Kaanapali Maui Eldorado G104 Garden View Studio
- 1st floor studio condo with lanai- Updated open kitchen layout with granite counters, stainless appliances, cookware and tableware- Luxury plank and tile flooring- 1 king bed- Queen sofa sleeper- Bathroom with walk-in-shower- Lanai dining - 660-880 square feet / 61-82...
Maui Lahaina Resort 2 Bedroom Sleeps 6
This beach front property is centrally located in the heart of Ka'anapali. Enjoy your morning coffee on the lanai You'll also love cooking in the well-appointed kitchen, so eating out every night isn't a must! Take a dip in either 4 outdoor swimming pools that are on...
Maui Banyan F-103 Stunning 2 Bedroom Condo With AC
**Please note: This is a ground floor unit, although there are stairs down from the parking lot and another set of stairs down to the ground floor hallway. Everything in the unit has been upgraded! Floors, newly built walk-in showers in both bathrooms, new bathroom...
Oceanfront 2 bdm villa on 11th floor Lahaina Towers March 4-11, 2023
Oceanfront 2 bdm villa on 11th floor feels like a penthouse.Available week of Saturday, March 4-11, 2023 only.A tropical paradise awaits you at Marriott's Maui Ocean Club - Lahaina Towers. Boasting an unparalleled location on Lahaina, Maui's world-famous Ka'anapali...
Luxury 2bd/2ba ocean view at Hyatt Resort
****PLEASE READ BEFORE SEND REQUEST TO OWNER***** 2025 available weeks8/16-8/238/23-8/30The same unit is priced $1700 in Hyatt website for the same weekLuxury fully furnished, 2 bedroom 2 bathroom oceanfront unit in top tier Hyatt Residence Club located inside world...
Regency Waikiki City View 2 Bedroom
Ideally situated in Waikiki, this spacious two-bedroom condo offers all the comforts of home. Perfect for families or couples, it provides plenty of room to relax and unwind. • Kitchen includes ceramic stove top, microwave, dishwasher, refrigerator, coffeemaker,...
Kapalua Golf Villa 27T7 - 1BD Stunning Views
* NEW PROMO: Stay 5 or more nights from August 1st - October 25, get 1 FREE! Indulge in the serenity and sophistication of Kapalua Golf Villa 27T7, a beautifully appointed 1-bedroom, 1.5-bathroom retreat ideally located along the pristine fairways of the renowned...
Wyndham Kona Hawaiian - 2 BR Condo. Pools, Hot Tubs, Near Beach and Kona Village
Kailua-Kona is waiting for you at this spacious 2-bedroom condo. Inside, guests will find a king bed and a queen bed, perfect for a good night's sleep. With amenities like WiFi, AC, pools and a fitness room, you'll have everything you need for a comfortable stay just...
3BR 2.5 BA Panoramic Ocean Views Oasis Na Hale A3
Escape to paradise with this picturesque vacation rental located in the esteemed Na Hale O Keauhou community in Kailua Kona, Hawaii. This tranquil and polished space offers one of the best ocean views in the complex, allowing you to immerse yourself in the beauty of the...
Renovated 1BR at Maui Banyan - Pool, Hot Tub, A/C
** 10% of profits go to the Hawaii Community Foundation to support the people affected by the wildfires. Mahalo! **Experience all that Maui has to offer from our newly remodeled condo: ✓ Right across the street from Kamaole Beach II✓ King bed + blackout curtains✓...
Coconut Plantation 1074-4: Upscale 3BR Beach House—Walk to Lagoons & Golf Course
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.As of 07/14/2025Scheduled Maintenance Notice...
Honua Kai Konea 107 Ocean View 2 Bedroom 2 Bath
Konea 107 Ocean View 2 Bedroom 2 Bath- Exclusive on-site provider with the only homes that meet the prestigious AAA 4-Diamond designation- Private spacious lanai opens up to a lush Garden landscaped courtyard with convenient access to the pools- Over 1,300 sq. ft. of...
Maui Resort Rentals: Honua Kai – Incredible 6 Bedroom Oceanfront Gem, Over 4200 combined Sq. Ft. w/ Built-in Viking B.B.Q.!
This 6BR offering combines one of the finest 3BR oceanfront residences at Honua Kai, with a neighboring 3BR oceanview residence to create an epic gathering space, perfectly suited to larger groups and families. Each residence boasts stunning ocean views, abundant living...
Tranquil Beachfront Duplex-type Private House!
The property is located BEACHFRONT. A duplex-type private house and a beach!120 linear feet of beachfront property. Experience the best Hawaii has to offer, living in Paradise, only 5 miles from famous North Shore beaches, PCC, Turtle Bay Resort, Sunset Beach, Pipeline,...
Wailea Elua Village | 706
Welcome to your dream vacation retreat in Wailea! As you step inside the newly renovated Wailea Elua 706, you'll immediately be captivated by the spacious and thoughtfully designed interior. The open concept living area is flooded with natural light, creating a warm and...
2 BEDROOM @ Marriott's Maui Ocean Club
Conveniently set in the Kaanapali Beach Resort district of Lahaina, Marriott's Maui Ocean Club - Lahaina & Napili Towers is located a 8-minute walk from Kaanapali Beach, half a mile from Hanakaoo Beach Park and a 18-minute walk from Alii Kahekili Beach. The property is...
KPL 18 Kaanapali 2BD w Sweeping Ocean Views Pool AC
FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1)*One ticket per...
We are OPEN welcome back 536 GORGEOUS Studio Partial Ocean views from lanai
Welcome to Kaanapali Shores #536Located in beautiful and fabulous Kaanapali Shores, a AAA, triple diamond rated resort, on world famous Kaanapali Beach. The condo has a king size bed and a double sofa sleeper, central air conditioning, a fully equipped kitchen, an LED...
Wailea Ekahi Village | 3D
Discover your perfect island escape at Wailea Ekahi 3D, a beautifully appointed second-floor studio. Tucked away in the lush, tropical setting of Wailea Ekahi Village, this charming 600-square-foot condo offers garden serenity with elevated views and a glimpse of the...
Tantalus Glass House by Gather Modern Honolulu Retreat
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Perched high above Honolulu, Tantalus Glass...
Luxury Hawaii Getaway Close to the Beach & Ocean!
Discover the very best of the Big Island from the comfort & convenience of this upgraded private retreat! Perfectly situated near Hilo just minutes from Haena Beach, experience the majesty of Kilauea in Volcanoes Park, stunning black sand beaches or the fresh flavors of...
Kailua Shores Estate: Expansive Home with Pool, Spa, AC, Tennis Court, Basketball & Pickleball!
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Welcome to Kailua Shores Estate by Gather, one...
Golf Villas Gold Partial Ocean View 1 Bedroom at The Kapalua Villas Maui
Nestled in lush gardens and beside pristine beaches, our secluded sanctuaries offer tranquility. Enjoy world-class golf, snorkeling, award-winning spa treatments, and farm-to-table dining. Experience luxury in our fully-equipped villas, with stunning sunsets from your...
Marriott's Maui Ocean Club: Ocean Front - 2 Bedroom - Lahaina, Napili Villas
Enjoy a peaceful stay at this marvelous 2-bedroom condo in Lahaina. With 2 king beds and 2 sofa beds, guests can relax in comfort. The condo features a jetted bathtub, heating, WiFi, and more. Book now and enjoy everything this charming condo has to offer. Upon arrival,...
3 Min Walk to Beach. 2 King Beds. Centrally Located
Steps from Lipoa Beach and walkable to shops, dining, and coffee, this bright, spacious condo is perfect for families, couples or small groups. Enjoy 2 king beds, a queen sofa bed, vaulted ceilings, A/C, pool, hot tub, BBQ area, beach gear, and free parking.Condo is...
Beach Getaway! Relax on Waikiki Beach, 3 Amazing Units, Restaurant
Looking for a beachfront getaway in Waikiki? Look no further than this convenient property! Just minutes from the most popular attractions, the excitement of Waikiki is all around you! And with comfortable amenities and authentic Hawaiian hospitality, you'll have...
Puka Pa 8 – 4BR Hualalai Estate with Ocean Views, Pool & Golf Carts
This thoughtfully designed 4-bedroom, 4.5 bath home is the ultimate in modern design and construction and just 6 minutes to resort amenities. All four designer-appointed bedrooms are under one roof and ample outdoor space invites activities such as cooking, TV...
Peaceful oceanfront getaway
Summary:Relax with the whole family at this peaceful home. Our newly renovated oceanfront property is the perfect island getaway. With ocean and mountain views from your doorstep yet just minutes from the best local food and famous attractions you will enjoy the perfect...
Maui Ka’anapali Villas #273: One bedroom ocean vie
Maui Ka’anapali Villas #273: One bedroom ocean view on N. Kaanapali Beach with Pool and Beach Access. Maximum occupancy: 2Bright, open and spacious one bedroom loft condo with ocean views. The lanai is perfect for relaxing and enjoying the cool trade winds. The bright...
Cabin in Kealakekua with kitchen
Enjoy indoor/outdoor living Hawaii style! The Bamboo Cabin offers a cozy room that opens onto a private veranda with its own kitchen. Your senses will delight at all the beauty which surrounds you. Take a nap in the hammock or catch some rays on your lawn. Explore the...
Paradise Beach Estate: 6BR Oceanfront Villa w/ Pool, Spa & Views
Wake up to the sound of surf and the shimmer of the Pacific at Paradise Beach Estate, a six-bedroom, five-and-a-half-bath beachfront sanctuary in Honolulu’s coveted Diamond Head enclave. With 4,705 square feet of airy interiors, resort-style outdoor living, and...
Brand New Remodel, July 2016! Luxury Getaway With Stunning Ocean Views At the Ilikai Hotel
1 Bedroom Deluxe Yacht Harbor View on the 14th Floor!Enjoy stunning sunsets from your private lanai. This beautifully renovated condo has just finished renovations (with brand new stainless steel appliances and high-end finishing throughout the condo) & it desirable by...
One-Bedroom Premium Villa at the Westin Nanea, with Private Balcony
Welcome to this charming villa in Lahaina. This fantastic property features a cozy bedroom and a lovely living room with a sofa bed for extra guests. With amenities like a washing machine, WiFi, and a fitness room, your stay here will be nothing short of enjoyable....
H2-Seaview-6BR/3BTH-OceanView-Sleeps 12
Aloha! Welcome and relax with the whole family at this peaceful Kona Islander home. Enjoy a nice cup of Kona coffee, while looking out to the beautiful view of the ocean by day and sleeping to the sound of nature by night. Immerse yourself in nature and get the perfect...
1 bedroom ocean view condo on Kaanapali beachfront -- Recently renovated!
This 5th floor condominium (elevator bank nearby) offers ocean views from the master bedroom, living/dining room, and lanai, this spacious 1 bedroom unit offers you the opportunity to fully enjoy the spectacular Kaanapali Shores ocean front resort. The unit offers a...
On The Beach! Kahana Sunset C2 Stunning 2BR/2BA Beautifully updated Condo w/AC
Escape to this beautifully updated 2-bedroom townhome just north of Lahaina in Kahana. This inviting townhome features a primary suite with king bed and updated ensuite bathroom with shower. The guest room also has a queen bed (with an extra futon in the closet you can...
Raintree Kona Reef, Hawaii Timeshare Rental
This is a highly rated resort on Kona, the Big Island in Hawaii. Kona Reef is an oceanfront resort with a private beach and is rated 8.4 by Bookings.com and 8.6 by Expedia, because of its beautiful ocean setting and surroundings . It is just a short walk to the historic...
Beachfront Oasis- Walking Distance to Everything in S. Kihei!
November Special! Walk to everything in S. Maui!Kihei was unaffected by fires and everything is open! We have a special discount for November due to last minute cancellations!!Our condo is 45 minutes away from the disaster zone and is completely unaffected by the...
Marriott's Kaua‘i Beach Club | Three Studio Villas
Summary:Discover paradise at Marriott's Kauai Beach Club, nestled on the stunning Kalapaki Beach. Enjoy breathtaking ocean views from your villa, perfect for a relaxing getaway. This resort offers access to a beautiful beach, swimming pool, and various amenities....
Kapalua Bay Villa 19G4 Gold Oceanfront 1 Bedroom
- Villa closest to Oneloa Beach- One level condo with 19 stairs between parking and front door- Tile flooring throughout- Updated white kitchen with granite counters includes stovetop/oven, microwave, and refrigerator with ice maker, coffeemaker, cookware, tableware-...