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.
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...
Remodeled 1 bedroom coastal stunner, AC, ocean & island views, resort amenities
Welcome to Royal Kahana 808. This beautifully remodeled coastal style 8th floor condo boasts expansive ocean and surrounding island views from multiple rooms. This condo can accommodate 4 people with its 1 bedroom and sofa sleeper. Stay cool year round with central AC...
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...
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...
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
Stay in the heart of Waikiki at this 2BR, 1BA condo with a private balcony. Relax by the pool, grill in the shared BBQ area, or walk to 5 nearby beaches and Ala Moana Center. The condo features a Smart TV, A/C, WiFi, and a fully equipped kitchen. Bedrooms include a...
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...
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...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 Beach Fun at Waiohai Club +Resort Amenities. 2-Bedroom
Welcome to 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢! Reserve your Luxury Beachfront Escape at Poʻipū Beach.Check out 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 for 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 An additional savings...
Kaulu Villa 111A – Just Updated! | Onsite Staff & Daily Housekeeping
Kaulu Villa 111A – Just Updated! | Onsite Staff & Daily HousekeepingThis desirable corner 3 bedroom, 3 bath split-level townhouse style villa offers gorgeous views of the Pacific Ocean, Haleakala on Maui Island, Jack Nicklaus Golf Course from both upper and lower...
Waialua Beachfront Estate – Tranquil North Shore Getaway with Ohana Charm
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...
New Listing! 3 bed AC POOL GYM IN SUNNY POIPU
Welcome to Pili Mai 8A, a stylish 3-bedroom condo in Kauai’s exclusive Pili Mai resort. Overlooking the lush landscape and Kiahuna Golf Course, this single-level retreat is just minutes from Poipu Beach, shopping, and dining. Designed with classic plantation-style...
Fabulous condo with 2 lanais, pools, hot tubs, tennis & gym - near beach
Waikoloa Colony Villas 1004Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to your own piece of paradise at this stunning two-story villa located in the prestigious Waikoloa...
Deluxe oceanfront studio with A/C
Noelani 217 is a tastefully decorated studio condo that offers all the luxuries and comforts of home. The studio features A/C, a fully equipped kitchen with plenty of counter space, a comfortable queen bed, and a walk-in shower. There is a shared laundry facility...
2x Oceanfront Two Doubles Room at Park Shore Waikiki
Luxury rooms, exquisite services, the stunning sunset and sunrise view, the mesmeric view of the ocean, and the beautiful sound of rushing waves, are the gifts of relaxation that this premium beach-side hotel gives you. Whatever your reason for stopping by this...
Napili Ridge condo in a great location with patio, pool & grill access
Napili Ridge C3Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to Paradise at this Serene Maui BungalowTucked away near the end of a quiet street, this peaceful ground-floor...
Tranquil Deluxe City View Studio w/AC and WiFi - Waikīkī Grand #518
Castle at Waikīkī Grand #518 - This Deluxe City View Studio w/Kitchenette is a 363-square foot, on the 5th floor, and offers guests a peaceful retreat after exploration. Suited for solo travelers, active couples, or a small family, it includes all the comforts you...
Charming apartment in delightful Koloa with fitness room, AC, WiFi
This amazing apartment in Koloa is a hidden gem waiting to be discovered by guests.Charming, newly updated condo with AC, just steps from the ocean. Blending historic Hawaiian plantation style with modern comforts, this serene retreat is perfect for families,...
Luxury Private Villa - 180° Sunset Views - 3 Acres
Enjoy the best sunset views on the island from the pool, hot tub, or lanai. Located in the highly coveted Makalei Estates and standing on 3.11 acres of botanical bounty and gardens, this home has everything you could possibly desire: privacy, peacefulness, and luxury.A...
Two Oceanfront Stay with Infinity Pool | Ideal For Family Getaway
Discover Waikiki’s charms from our doorstep—steps to Kuhio Beach and Diamond Head. Explore local cuisine, shopping, and vibrant nightlife all within reach.This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.✦ Each...
Royal Kahana Maui Ocean View 1 Bedroom
Ocean View 1 Bedroom- Open kitchen layout includes dishwasher, stove, oven, refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Bedroom with 1 king bed or 1 queen bed- Single sofa bed in living area- 777 square...
Waikiki Surfer's Paradise! Classy Studio w/Parking
Waikiki surfer's paradise on the 22nd floor of the Marine Surf. This unit is fully equipped with what you need to relax after a day of surfing, sightseeing or beach fun. The west facing lanai boasts partial ocean, city and mountain views. On Friday nights enjoy the...
Luxury Townhouse Suite at Ko Olina lagoon beach this is The Coconut
The Coconut Plantation is a highly desirable resort community in Ko Olina. The closer proximity to the lagoon beaches and not to mention Country Store and eateries!This Executive style townhouse is a rare ground floor unit. Fully upgraded interior with newly appointed...
Waipouli Beach Resort Oceanfront Royal 2 BD 3 BA
Soak in unobstructed ocean views from this upscale two-bedroom condo perched right on the water. With thoughtful touches throughout, it’s perfect for travelers looking for a touch of luxury in paradise.Oceanfront Royal 2 Bedroom 3 Bathroom• Kitchen features granite...
Comfort and Relaxation! Charming 2 Bedroom with 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...
NEWLY LISTED: Secluded Tree House Hideaway 2-bedroom duplex in Honolulu!
Secluded Hideaway in the Woods - Private, Peaceful DuplexDescription:Welcome to your Tree House, a magical retreat nestled in the lush forests of Oahu, Hawaii. This newly renovated unique home offers a secluded escape into nature with all the modern comforts you...