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.
Bay Villas Ocean View 1 Bedroom at The Kapalua Villas Maui, Full Kitchen
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...
Ocean View House near Sheraton Kona Resort & Spa
Fully remodeled 2-story house (one unit of a duplex) of 2215 sf 3 bed room 3 full bath room all in like-new conditions in a resort-like gated community with swim pool/spa/tennis court & lots of grass/trees. Stunning ocean view, watch sunset from every room. Very clean,...
Wyndham Waikiki Beach Walk|3BR/2BA King Balc Suite
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...
Kaanapali Beach Club Resort/Spa, Pool, Hot Tub!
Spacious, posh one-bedroom with king bed will be your home base at Kaanapali Beach Club. Your suites comes complete with an in-room refrigerator, oversized tub and separate shower in the bath. Kick back and take in a breathtaking sunrise or sunset from the privacy of...
Waialua Beachfront Getaway: Oceanview, Walk to Bch! w/Pool/Game room
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.This stunning property is now accepting...
Honua Kai Konea 230: Spacious Lanai, Mountain View, Beachfront Resort
The Stice Team are Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays.Welcome to Honua Kai Konea 230, a one-bedroom, one-bathroom retreat that sleeps up to four and offers one of the most expansive lanais of any one-bedroom suite at...
Waipouli Beach Resort Partial Ocean 2 BD 3 BA
Enjoy peaceful partial ocean views from this spacious two-bedroom condo. Perfect for families or groups, it offers a relaxing island setting with easy access to Kauai’s beaches, dining, and local attractions.Partial Ocean View 2 Bedroom 3 Bathroom• Kitchen features...
Kaanapali Alii | 475
Kaanapali Alii 475 is a luxurious vacation rental nestled in the heart of Maui's renowned Kaanapali beach community. This spacious condo offers calming views of the West Maui Mountains, where the sun rises each morning.The interior of this well-appointed condo features...
Newly Remodeled Penthouse w/ Stunning Ocean Views
Welcome to your own tropical retreat just a 2-minute walk from world-famous Kamaole Beach II. Wake up to breathtaking ocean views from your private lanai, spend your days snorkeling in crystal-clear waters, and unwind each evening with golden sunsets over the Pacific....
Maui Resort Rentals: Honua Kai Konea 644 – Extra Large 6th-Floor 1BR w/ Gorgeous Partial Ocean Views!
Maui Resort Rentals is proud to bring you this 1BR Oceanview Suite at the Honua Kai Resort, newly launched on 2/26/2025 to start taking reservations for check-ins on 4/1/2025!As one of Honua Kai's premier one-bedroom suites, Konea 644 boasts stunning views of the...
Beautifully appointed 2-bed, 1-bath condo in the heart of Kealakekua, Big Island of Hawaii.
Kona Coffee Villa – A Tropical Retreat in the Heart of the Coffee Belt, an ideal Location for Exploring North and South KonaEscape to paradise at Kona Coffee Villa, located in a cooler 1500 ft. elevation, minutes away from town, a charming 2-bedroom retreat nestled in...
1-bdrm 2-ba Ocean Front Villa Marriott Maui Ocean Club Resort Kaʻanapali Beach
This is a fixed timeshare reservation for a 1-bedroom, 2-bath ocean front villa at the world-class Marriott Maui Ocean Club located on Kaʻanapali Beach. Ocean front with full resort amenities!Reservation Dates: Check-In February 19, 2026 after 4pm & Check-Out February...
Fully renovated unit on the 14th Floor overlooking the surrounding Waikiki area!
1 Bedroom City View on the 14th Floor! Look no further, you've found PARADISE! This condo offers the comforts and conveniences of home. It is well maintained, reasonably priced and conveniently located in Waikiki. This updated condo has over 500 sq ft of living space...
Waialua Beachside Cottage: Lovely! Direct Beach Access
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.This stunning property is now accepting...
Modern Elegant Studio w oceanviews..Royal Gardens
Elegant Studio at Royal Gardens Hotel Waikiki.....unit on the 20th floor offering panoramic views of Waikiki from mountain to ocean!Kitchenette is a plus for light preparation of meals promoting you to eat in.....Efficient and comfortable accommodations.Wyndham owners...
Westin Ka'anapali Ocean Resort Villas - OCEAN VIEW 1 Bedroom Villa
Luxury 1-Bedroom Ocean View Villa at Westin Ka’anapali Ocean ResortAvailability:7 nights from August 31 to September 7, 20257 nights from April 5 to April 12, 2026Enjoy a relaxing getaway at this stunning oceanfront resort on Maui’s west side, located on North...
Makaha Beauty - Condo in Hawaii with Ocean Views
A beautiful apartment with mountain and ocean views that is perfect for those that want to get away from the hustle and the bustle of Waikiki. The area is full of greenery and even has friendly residential peacocks that you might see near the parking area.Makaha is...
Honua Kai Hokulani 305 Ocean View 2 Bedroom 2 Bath
- Exclusive on-site provider with the only homes meeting the prestigious AAA 4-Diamond designation- Perfectly located on the very sought-after inner courtyard overlooking the aquatic pools and breathtaking Pacific Ocean. - Spacious lanai (balcony) with outdoor dining...
OAHU HAWAII OCEANFRONT HOME with POOL and BEAUTIFUL SUNSETS, WEST SIDE of ISLAND
NOTE: FOR SHORTER STAY PLEASE BOOK FOR 30 NIGHTS SO WE CAN DISCUSS RATE ADJUSTMENTS. (ADJUSTMENT WILL BE DRASTICALLY MADE)NOTE: OWNER/HOST CAN NOT SEE GUESTS CONTACT INFO UNTIL BOOKING IS MADE.NOTE: REMEMBER ANY BOOKING IS 100% REFUNDABLE IN FULL 14 DAYS PRIOR TO YOUR...
New Listing! Peaceful island living with a view
Welcome to Kaanapali Shores Unit 733! This comfortable 1-bedroom, 1-bath condo is located on the 7th floor and can easily accommodate up to 4 guests. Stay cool with central air conditioning or step out onto your private lanai to enjoy the ocean breeze and relaxing views...
KBM Resorts | FREE CAR | Kapalua Golf Villa | Ocean view | 1-Bedroom Condo with Gourmet Kitchen! KGV-24T1
Luxury 1-bedroom, 2-story townhome in Kapalua with ocean views, Cal King bed, 2 lanais, full kitchen, 2 spa-style baths, and modern upgrades. Close to beaches, golf, and Maui's best sunsets.*Special Offer- Book any KBM rental home in Hawaii for 6 nights or more with an...
Kaanapali Alii | 481
Welcome to your perfect Maui retreat at this one-bedroom plus sleeping den residence in Kaanapali Alii, featuring partial ocean views that enhance your tropical experience. This spacious condo is designed for comfort and relaxation, accommodating up to four guests with...
Ocean View Beach Front Condo in Downtown Lahaina
Welcome to our home away from home in Downtown Lahaina! Wake up to the sounds of the ocean as you step out onto your lanai to take in the oceanfront views of West Maui. Enjoy all that Lahaina Shores Beach Resort offers- completely renovated since the fire 2 years ago...
Discovery Bay deluxe city view, near Ala Moana Shopping Center & the beach!
Welcome to your island escape in the sky! Located on the 24th floor of Discovery Bay, this beautifully renovated 1-bedroom, 1-bathroom condo offers 852 sq ft of comfortable living space and stunning views of Diamond Head, the city, and the lush mountains.Unit...
Magic Skies Koi Pond View Handicap Accessible Room
With double doors leading to a koi pond on the main level this koi pond themed room is quaint and comforting. The room is fully handicap accessible with 36" doors, has a king size bed, a sitting chair, bench, no steps, private bathroom with tiled walk-in shower with...
Waipouli Beach Resort E304 Ocean View 1 BD 2 BA
Wake up to sweeping ocean views from this beautiful one-bedroom condo, perfect for a relaxing getaway. Designed for two, it features a private lanai where you can soak in Kauai’s breathtaking coastline.Unit E304 Ocean View 1 Bedroom 2 Bathroom• Kitchen features...
Makolea#11: Steps from the Beach, Beautifully Appointed 2 bedroom condo
Island Living at Its Best – Remodeled 2BR/2BA Ground Floor Condo Steps from Kahaluu BeachWelcome to Unit #11 at Makolea Condominiums — your perfect Big Island getaway! This beautifully remodeled 2-bedroom, 2-bathroom ground-floor condo is tucked away in the heart of...
Ground Floor Maui Sunset B105 on the oceanfront in Kihei
Watch the life of Maui unfold from the morning till evening from your private 114 sq foot patio. Ground floor means easy access to tropical gardens and the ocean beyond. Quiet location features large private view deck and renovated interior. Doesn't get any better....
Marriott's Kauai Beach Club, 1 Bedroom/2 Bathroom, Free Wi-Fi
ACCOMMODATIONSOne king bed or 2 double beds, 1 wall bed (not a traditional bed)Two Full BathroomsGENERAL AMENITIESMaking your home-away-from-home comfortableAlarm clockIron/ironing boardPillows: FoamKITCHENETTE AMENITIES3/4 size refrigeratorDishwasherMicrowave (no oven...
Royal Kahana Maui 504 Ocean View Studio
- 5th floor condo with balcony on the north side of the building- Updated kitchen with granite counters and stainless steel appliances includes stove, oven, refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea-...
Ocean Front Pipeline Estate! Front row seat to the Pipeline Masters surf event!
Pipeline living at its best. A definite bucket list dream vacation destination. Facing directly at the famous Banzai Pipeline and Pipeline Backdoor, this home offers a unique spot to watch the most spectacular surfing waves in the world. This home offers all the...
Hale Maia at Kukui ula - Elegant Pool Retreat with Golf Views in Poipu
Summary:TA-101-738-2400-01Discover Hale Maia at Kukuiʻula, a stylish and spacious 5BR, 5.5BA home in Kauai’s most exclusive community. This modern retreat features panoramic fairway views, a private heated pool, and seamless indoor-outdoor living. With each bedroom...
LS 413 Breathtaking Beachfront Remodeled Studio
Lahaina Shores 413 NEW LISTING Experience Your Next Maui Oceanfront Escape in this Studio with Sweeping Views of the Pacific! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner...
2 Oceanview Luxury Suites+ pool and Jacuzzi
Stay with us at this 2 Suite luxury estate with a spectacular ocean view.The home is composed of 2 suites, each with 2 bedrooms each (4 total bedrooms in the rental)! There are 2 enormous gourmet Kitchens/2 Living Rooms/2 Dining Rooms, along with 2 laundry rooms! All...
Waipouli Beach Resort A106 Ocean Front 2BD 3 BA
Experience unmatched oceanfront living in this spacious two-bedroom condo. With sweeping views and direct beach access, it’s the perfect retreat for families or groups seeking a true Kauai paradise.Unit A106 Oceanfront 2 Bedroom 3 Bathroom• Extra-large floor plan...
3BR/2BA New Build | Pool | W/D | Garage | Park
Welcome to this brand-new home: a spacious 3-bed, 2-bath, 1600 sqft retreat perfect for guests seeking ample space and a peaceful, safe neighborhood. Enjoy an open-concept living area with vaulted ceilings, extending to a covered lanai. The modern kitchen boasts sleek...
Find Zen in a Peaceful Garden Stay w/ Pool & Complimentary Yoga
Endless adventure awaits in Kailua-Kona! Whether you're staying for a day or a week, our hotel puts you close to top attractions, local dining, and must-see spots like the Amy B.H. Greenwell Ethnobotanical Garden and Pu'uhonua o Hōnaunau National Historical Park....
Beachfront Condo in Kihei!
Kick back and relax in this calm, stylish space. This condo features an upgraded interior that provides a comfortable and enjoyable stay. It is ideally located for easy access to the airport and nearby attractions, perfect for exploring the area. The condo is...
KBM Resorts | FREE CAR | Papakea | 1-Bedroom Condo with Beach Access! PKD-104
Charming ground-floor Papakea condo with split A/C, modern kitchen, private lanai, resort pools, tennis, pickleball, and lush landscaping. Steps to beaches, dining, shopping-perfect Maui escape. PKD-104** Limited Time Special Offer: Reserve any KBM Resorts property in...
Waikiki: Walking Distance 30 Night Minimum
Waikiki: Walking Distance 30 Night MinimumPrime Waikīkī Condo – 2BR with Pool, Balcony & Remote-Work ComfortEscape to paradise at this modern 2-bedroom, 1-bath Waikīkī vacation rental which is the perfect getaway for travelers and remote workers alike. Located in...
Luxurious Oceanfront Suite Available Nov 20 - 27, Dec 22 - 29, Dec 29 - Jan 5
Cloaked in natural beauty, The Point at Poipu is a dream vacation destination on the southernmost tip of Kauai. The resort overlooks the polished sands of Shipwreck Beach and is secluded among lush landscape. After a day of exploring, return to the resort to relax with...
Gorgeous 1 Bdrm Waikiki Banyan Partial Ocean View T1
E Komo Mai! Welcome to your home-away-from home, in paradise! This beautiful suite has everything you need to make you feel at home.This gorgeous unit was just fully renovated and refurnished in August 2025! Partial ocean view, spacious 1 bedroom suite is located at the...
Ocean Front Condo, Modern & Bright
Location is key for our newly renovated 1 bedroom sunny South Kihei unit. Watch spectacular sunsets and whale watch from the comfort of your second story lanai. Experience island life at its best! Shopping, dining, surf lessons, and great beaches are all within walking...
Waikiki Paradise Awaits! Relax with Pool, Rooftop Views, 2 Blocks to Beach!
After a day of exploring or adventuring, go for a swim, watch the sunset from our rooftop, and relax in the jet spa or sauna. From the pool deck, you have stunning views of Waikiki Beach and the city. The price is for BOTH units.PLEASE NOTE:This listing is specifically...
Nihi Kai 201 Ocean Comfort
NIHI KAI 201 AT KOLOA KAI VACATION RENTALSOceanfront Comfort Just Steps from Poipu BeachWelcome to Nihi Kai 201, a beautifully appointed 2-bedroom, 2-bathroom condo offering stunning ocean views and a spacious two-level layout. Just 300 yards from Brennecke’s Beach...
Oceanview updated condo w/AC on a 6 mile stretch of sandy beach
Welcome to Nani Kai Hale 305. Enjoy an ocean view from your private lanai. Feel right at home in this updated condo with everything from split AC in both the living room and bedroom, sofa sleeper, fully equipped kitchen, beach gear, & essentials. This condo can...
Royal Kahana Maui 203 Garden View Studio
- 2nd floor condo with balcony- Updated kitchen with granite counters and stainless steel appliances includes stove, oven, refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Tiled entry, kitchen and bathroom;...
Royal Kahana Maui 1005 Ocean View Studio
- 10th floor condo with balcony on north side of building- Updated kitchen with granite counter – fridge, stove/oven, microwave, cookware, tableware- Bathroom with walk-in tile shower and granite vanity- 1 king bed and 1 twin sofa bed- 431 Square feet / 40 Square...
BMB 1204 Ideal Hawaiian 1-bedroom apartment steps to beach in Honolulu with Pool
Our Hawaiian getaway awaits! Experience the best of Waikiki in our centrally located 1 bedroom vacation rental! Bamboo 1204 is nestled on Kuhio Ave just block to Waikiki Beach! Embrace the comfort of a Queen Bed (in bedroom) & a Futon in living area, full kitchen, quiet...
Pele's Breath Jungalow Near Kilauea Volcano
Your cozy getaway awaits in Mountain View at this cozy bungalow. This charming retreat features 1 bedroom with a comfortable queen bed, a well-equipped bathroom with a bidet and shower, and convenient amenities like WiFi and on-site laundry. Nestled in a peaceful...