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.
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...
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...
Kapalua Bay Villas | 2 Free Rental Cars | KBM Resorts | Whale Watching | 2 Units, 3 Bedrooms | KBV ML-1598
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
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...
Kaanapali Alii 2116
Welcome to Kaanapali Alii 2116, a luxury vacation rental nestled in the heart of Lahaina, Maui. This deluxe two-bedroom, two-bathroom condominium offers a serene escape with breathtaking views of the West Maui Mountains and lush greenery. Ideal for a family-friendly...
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
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
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...
Maui Resort Rentals: Marriott's Maui Ocean Club Studio Oceanview Suite
Newly Renovated Studio Mountain/Garden View Suite at Marriott's Maui Ocean Club. Marriott’s Maui Ocean Club is a full-service resort with everything needed for a fabulous stress-free vacation. Amenities include mid-week clean-up service, pool towel service, exercise...
Maui Resort Rentals: The Whaler 1257 - 12th Floor 1BR Penthouse w/ Stunning Ocean and Mountain Views!
Maui Resort Rentals is proud to present this stunning 1BR oceanview penthouse at the iconic Whaler resort on Kaanapali Beach. Newly launched on November 3rd, 2025 this penthouse is now open for reservations with availability beginning on February 13th, 2026!Suite 1257...
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...
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...
The Lodge at Kukui‘ula - Bungalow 9
Nestled in the exclusive Kukui'ula resort on Kaua'i's stunning south shore, this luxurious one-bedroom bungalow offers an unparalleled Hawaiian retreat. Bungalow 9 seamlessly blends indoor and outdoor living, capturing the essence of island life in a sophisticated...
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...
NEW! KBM Resorts: Kapalua Ridge Villas KRV-2314 Sweeping Ocean, Golf/Mountain Views, w/Rental Car
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
One Bedroom Ocean View Kaanapali Shores 645
Located in Kaanapali Shores, large one bedroom with a king size bed, queen size sleeper sofa in the living room, fully equipped kitchen with appliances, dining table with seating for four, workspace with desk, and WIFI. The condo features central AC along with an...
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’𝐬 Beach Fun Waiohai Club Resort + Amenities
𝐕𝐢𝐬𝐢𝐭 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 to enjoy 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 on this elegant, 𝐬𝐩𝐚𝐜𝐢𝐨𝐮𝐬 𝟐-𝐁𝐞𝐝𝐫𝐨𝐨𝐦 𝐕𝐢𝐥𝐥𝐚 at one of Poʻipū...
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...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢’𝐬 Gorgeous KoOlina Beachfront Resort + Amenities. 2BR
𝐕𝐢𝐬𝐢𝐭 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 to enjoy 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 on this elegant, 𝐬𝐩𝐚𝐜𝐢𝐨𝐮𝐬 𝟐-𝐁𝐞𝐝𝐫𝐨𝐨𝐦 𝐕𝐢𝐥𝐥𝐚 at one of...
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...
Beautiful 2-bedroom resort in Lahaina
The Westin Nanea Ocean Villas, Ka'anapali is located between North Ka’anapali Beach and the mountains of West Maui.Westin Nanea offers furnished villas featuring flat-screen TVs, fully equipped kitchens and washer/dryer.Guests can enjoy a meal at the on-site...
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...
WE 1605 Wailea Hillside Condo w/ Lanai, AC & Golf Views Near Beaches
Wailea Ekolu 1605 Experience Wailea Maui from this Hillside Retreat on the Golf Course, Minutes from Beaches, Dining and ShoppingWelcome to your Maui Retreat: A beautifully updated 2-bedroom, 2-bath condo nestled in the lush tropical slopes of Wailea. From the inviting...
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...
Waikiki 1BR at Grand Islander – Full Kitchen, Beach & Resort Fun at Hilton Villa
Indulge in island elegance at this spacious one-bedroom suite at The Grand Islander, a Hilton Grand Vacations Club, located in the heart of Waikiki at the gateway of the expansive Hilton Hawaiian Village Waikiki Beach Resort. The suite features a full kitchen with...
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...
Kapalua Bay Villas | 2 Free Rental Cars | KBM Resorts | Whale Watching | 2 Units, 4 Bedrooms | KBV ML-1601
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
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...
Ocean Front House. 3100 SF, 4 bd/4bath. Huge Lani. Marine life galore. Sunsets.
Unwind in Waimea at this adorable house. With 4 beds, 4 bathrooms featuring a bidet and shower, guests can freshen up after a day of exploring. Plus, there's a loft with 2 twin beds for extra comfort. Literally steps to the ocean. Snorkeling, Scuba Diving. Turtles,...
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...