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.
Fairway Villas at Waikoloa Golf View 3 Bedroom
Golf View 3 Bedroom 3 Bath- 2 story condo located only on 1st floor- Kitchen features granite countertops, ceramic cooktop and oven, refrigerator, microwave, dishwasher, coffeemaker, toaster, rice cooker, blender, cookware and tableware- Balcony with Golf course views-...
Kiahuna Plantation Resort 150 Royal Garden 1 BD
- First floor end unit with lanai overlooking the twin bridges- Bright and airy contemporary tropical ambience- Tile throughout- Full kitchen with tile countertops and backsplash includes full size refrigerator, stovetop/oven, dishwasher, microwave, coffee maker,...
Oceanfront Condo in Kailua-Kona
Summary:Welcome to your dream island getaway at White Sands Village 117 in sunny Kailua-Kona. - Two private bedrooms and a queen size sleeper sofa comfortably sleep 5 guests. - Spacious living room with a smart TV and access to the lanai. - Fully equipped kitchen with...
Kon Tiki 234 Renovated King Studio
Welcome to Kon Tiki 234 - Your Renovated Studio Oasis in the Heart of WaikikiDiscover the essence of Waikiki living at Kon Tiki 234, a newly renovated studio nestled in the heart of 1950s Waikiki at 235 Liliuokalani Ave #234, Honolulu, HI 96815. This charming studio,...
Royal Kahana Maui 601 Partial Ocean View 2 Bedroom
- 6th floor condo with balcony- Vinyl plank flooring throughout- Fully equipped kitchen with– fridge, stove/oven, microwave, cookware, tableware- Tiled bathroom with walk-in tiled shower with grab bar- Master bedroom with 1 king bed- Guest bedroom with 2 twin beds- 1...
Oceanfront center studio, sleeps four, Westin Ka'anapali, 3/8-3/15/2025!
Aloha! This is a premium oceanfront center studio unit. This is an ideal family getaway and just in time for whale season. The units are very well equipped. The units have a king-sized Westin Heavenly bed and a sofa sleeper in the living room area. There is a...
Oceanfront 3BR Villa at Westin Nanea – Full Kitchen, Lanai, Sleeps 8
Plan your Maui getaway at The Westin Nanea, one of Kā‘anapali Beach’s premier resorts. This 3-bedroom villa sleeps up to 8 guests and features three king beds, a sofa bed, two full bathrooms, and a fully equipped kitchen. Relax on your private lanai with ocean or...
Royal Sea Cliff Kona 202 Ocean View 1 Bedroom
- 2nd floor condo located on West side of building close to elevators and parking- Sundeck and covered lanai are 154 sqft/14 sqm - Tile flooring throughout- Updated kitchen features stovetop, oven, refrigerator, microwave, dishwasher, coffeemaker, blender, cookware and...
Kona Sea Ridge#Y22: Beautiful Top Floor unit with Ocean Views in Gated area
.Oceanview Paradise | Top-Floor 2BR/2BA Kona Sea Ridge Condo | Kailua-Kona, HawaiiWelcome to your slice of paradise at Kona Sea Ridge! This top-floor, two-bedroom, two-bath condominium offers beautiful ocean views and the perfect blend of island comfort and modern...
Ocean view Waikiki suite! Free parking, full kitchen, pool, close to beach!
Waikiki Banyan #3508-T1 – 201 Ohua Ave.NEW TO OUR INVENTORY! Enjoy your perfect Hawaiian getaway in this fully-furnished 1-bedroom/1-bath ocean view suite in the heart of Waikiki! 533 square-feet of interior living space, plus a private lanai with gorgeous views of...
A Delightful Beach Loft with Panoramic Ocean View
Conveniently located just 12 minutes from the closest surf break, 9 miles from downtown Kona and 7 minutes from the airport, this delightfully chill guest loft is perfectly situated for exploring all the island has to offer!The bright, tasteful decor is a nod to a...
1 Bedroom Suite-Marriotts-Ko
Enjoy the glamour of this stylish, upscale place. Marriottu2019s Ko Olina Beach Club is situated on the spectacular Western shore of Oahu, where waterfalls and fountains welcome you as you enter the resort. The grounds truly exude the lush beauty of a tropical oasis -...
Honua Kai Hokulani 304 Ocean View 3 Bed 3 Bath
Hokulani 304 Ocean View 3 Bedroom 3 Bath- A modern oasis with gorgeous ocean views in a tranquil and quiet location- Spacious lanai (balcony) with outdoor dining for eight (8), lounge chairs, and glass railings for optimal views- Oversized accordion glass doors fully...
Konea 510 – Partial Oceanview, Family Friendly, AC, Pool, Swimming, Snorkeling!
Konea 510 is a comfortable and stylish one-bedroom, one-bathroom suite on the 5th floor, offering beautiful partial ocean views and sweeping sights of the West Maui Mountains. Perfect for couples or small families, this spacious suite gives you plenty of room to relax...
Waikiki Townhouse Paradise
A light bright airy condo with gorgeous views of Waikiki from the bedroom and the living room. Relax on the lanai and watch the sunset with a glass of wine. A small table allows for a quiet breakfast where you can sip Kona coffee and enjoy a croissant.The spaceYou'll...
Kapalua Ridge Villa 2414 Gold Ocean View 2 Bedroom
- 1st floor villa overlooking Kapalua Bay Golf Course’s 6th fairway- 19 stairs between parking and front door- Two interior stairs between front door and living room/kitchen/second bedroom- Tile entry, kitchen and bathrooms, carpet in living/ding room and both...
Maui Resort Rentals: Honua Kai - 5 Bedroom Groundfloor Resort Residence, Over 2800 Combined Sq. Ft., Massive Lawn Area, Steps to Pools/Beach/B.B.Q.s
This exceptional five-bedroom ground-floor offering combines three spacious neighboring suites to create the perfect gathering place for any large group or family. Each suite features a partially secluded, adjacent lawn area, effectively doubling your group's balcony...
Paradise Cove Maui Oceanfront Vacation Home with Pool
We invite you to unwind at Paradise Cove, an oceanfront property located in Napili on the stunningly beautiful West shore of Maui. You, your family, and friends are sure to be pleased with this 3 bedroom/3.5 bathroom home, complete with a resistance pool, hot tub, and a...
Brand New Upgraded- Ocean View Romantic Studio
This beautiful Island Colony studio on the 27th floor has stunning views of Diamond Head and ocean views! "Brand New Upgrades!"New floors, elegant cabinetry, new kitchen, new bath!Brand New mattresses!.The spacious lanai and it's views is the WOW factor!Enjoy this...
Enchanting Modern Wailea Vistas
Summary:Perched overlooking Wailea on southern Maui, this immaculate one-bedroom condo is a dreamy escape into open airy luxury. With incredible ocean views, and every amenity a Maui visitor could hope for, guests will fall in love with Wailea's beautiful lushness,...
Escape to Paradise! 2 City View Units, Pool, 3 Restaurants, Right on Beach!
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...
The Islands at Mauna Lani | A2
The three-bedroom Islands at Mauna Lani A2 has tremendous curb appeal. Enter a private gate and walk along the hand-laid brick pathway surrounded by blooming hibiscus, tropical greenery, and palm trees to the double-wide etched glass front doors. There is even an...
Hale 'Ae Kai – Balinese-Inspired Oceanfront Estate
Hale 'Ae Kai, is a world class Balinese-inspired estate on 15 acres above the infamous Secret Beach. With views from Bali Hai to the Kilauea Lighthouse, this luxury compound comprises 4 buildings connected by breezeways, surrounded by gardens and ponds. With an...
New Listing! Stunning 2bd condo with ocean views
Welcome to Polynesian Shores 211 – your perfect island getaway! This spacious second-floor condo has 2 bedrooms and 2 bathrooms, comfortably accommodating up to 6 guests. The primary bedroom boasts a cozy king bed and a private ensuite. The second bedroom features two...
Kapalua Golf Villas Gold Partial Ocean 1 Bedroom
Golf Villas Gold Partial Ocean View 1 Bedroom- Situated along Kapalua’s Bay Course fairway- Fully equipped kitchen includes stovetop/oven, microwave, refrigerator, coffeemaker, cookware, tableware- Bedroom with 1 king bed or 1 queen bed- Queen sofa bed in living area-...
Royal Kahana Maui 507 Ocean View 1 Bedroom
- 5th floor condo with balcony on the north side of the building- Updated open kitchen with granite counters includes stove, oven, refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Tiled entry into the kitchen...
Tropical Paradise Awaits: Marriott's Maui Ocean Club for Family Fun
Immerse yourself in Hawaiian luxury at Marriott’s Maui Ocean Club - Molokai, Maui, & Lanai Towers, a breathtaking resort on the golden shores of Ka’anapali Beach, where every moment feels like paradise.Spacious accommodations designed for families include one-,...
Oceanfront Living on the Gold Coast!
This stunning fully furnished two-bedroom, two-bath oceanfront condo offers a perfect blend of luxury and tranquility. With a very large, open, and spacious floor plan, the living areas flow seamlessly, providing ample room for relaxation and entertaining. This ocean...
2 Bedroom Garden View - Maui Banyan #T108AB
Maui Banyan T108AB: With a functional floor plan and connecting door make this the ideal two-bedroom/two-bathroom ground floor unit for a family getaway. Exotic patterns and warm color tones set the mood while oversized windows allow for natural light and serene garden...
🏖️2BD + Loft | Golf Course View | Concierge Included | vrKCV
vrKCV - Palm Villas at Mauna Lani H23, Professionally Managed by Kona Coast Vacations Golf and Sunset views with a short stroll to Mauna Lani Beach ClubEscape to Palm Villas H23, a beautifully updated 2-bedroom + loft, 2-bath condo tucked inside the exclusive Palm...
Marriott Waiohai. Ocean View 2 BR, 2 BA. Week #1 9/12-19/25. Week #2 9/19-26/25
Make yourself at home in this superb 2-bedroom Ocean front Poipu retreat. Sleeps 8 with a king bed, queen bed, and sofa bed, this cool resort offers a tremendous living room space with an additional sofa bed. Fully equipped kitchen. Guests can unwind in the...
Waiulu Estate 152B – Ocean View & Fully Renovated | Onsite Staff & Daily Housekeeping
Situated in the coveted Waiulu neighborhood lies this stunning 4 bedroom, 4.5 bathroom fully renovated estate villa home. Luxury finishes, museum quality art and a flexible floor plan combine with a prime ocean view location to deliver the highest level of resort living...
Hiki Moe Hale by Gather: Elegant 4BR Oasis w/ Pool & Hot Tub
Welcome to Hiki Moe Hale by GatherNestled in the exclusive Kukui'ula Subdivision on Kauai's breathtaking South Shore, Hiki Moe Hale by Gather is a luxurious 4-bedroom, 4.5-bathroom retreat offering the perfect blend of comfort, elegance, and resort-style living. Located...
Island Colony Ocean View Studio | Private Lanai
Fantastically located Waikiki studio with spacious lanai overlooking the ocean, Waikiki cityscape, and palm-tree dotted Ala Wai canal. As part of the luxurious Island Colony community, our guests indulge in the spacious sun deck, bbq area, fitness center, pool and hot...
Kapalua Golf Villas Ocean View 1 Bedroom
Golf Villas Ocean View 1 Bedroom- Situated along Kapalua’s Bay Course fairway- Fully equipped kitchen includes stovetop/oven, microwave, refrigerator, coffeemaker, cookware, tableware- Bedroom with 1 king bed or 1 queen bed- Queen sofa bed in living area- 1200-1500...
Noelani Kai: Upscale Princeville Getaway at Noelani Kai's Elegance & Comfort
Noelani Kai sets the scene for effortless North-Shore living in Princeville, Hawai‘i. Perched within the upscale Kaʻiulani enclave, this 1,738-sq-ft townhome pairs chic island décor with postcard views of the Pacific and Hanalei’s emerald mountains. With two...
Papakea G202: Serene and spacious with spectacular ocean views
Papakea G202: Serene and spacious with spectacular ocean views. This 2 bedroom, 2 bathroom condo is the perfect Hawaii retreat. Papakea Resort offers many on-site amenities including an activities desk, fitness center and spa, two pools and jet spas. The property has...
Sky Ala Moana #1701: Modern 2BR Condo w/ Ocean Views & Resort Amenities
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.Located in the brand-new Sky Ala Moana...
Royal Kahana Maui Oceanfront 1 Bedroom
Ocean Front 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...
Spacious 4BR Getaway with Ocean Views - Sleeps 12!
This listing is a combination of 2 separate units close to one another.Enjoy a peaceful Maui retreat across two beautifully upgraded villas at the prestigious Kapalua Golf Villas. Perfect for families or groups, these two side-by-side 2-bedroom, 2-bath units offer...
Wailea Grand Champions | 102
Welcome to Wailea Grand Champions 102, a luxurious 2-bedroom, 2-bathroom residence nestled between the fairways of one of Maui's most popular championship golf courses. This spacious second-floor unit, spanning over 1,400 square feet, offers a perfect blend of privacy...
312 Waikiki Grand Hotel · 312 Waikiki Grand Hotel
** Beach chairs are either provided or available upon request ** Only one block to Waikiki Beach. Great balcony for watching Diamond Head, the Ocean and Honolulu Zoo. Location, Location, Location! - Please Note: This unit is directly above Hula's Bar and Lei stand....
NEW 4 BR Ocean view home in Poipu
Welcome to Kukuiula Vacation Home 57, a breathtaking ocean-view retreat nestled in the coveted Kukuiula neighborhood of Poipu. This luxurious four-bedroom vacation rental embodies the spirit of island elegance, offering a seamless blend of modern comfort and tropical...
Modern Hidden Gem in Turtle Bay Resort - Kuilima Estates East
Welcome to this charming 1-bedroom condo nestled within a serene community, offering a perfect blend of comfort and recreation. With a spacious bedroom with a king size bed and a convenient pull-out couch, this condo comfortably accommodates up to 4 guests. The condo is...
❤️PiH❤️ Sun Cottage ★ Private Detached ★ Close to Pools & Fitness ★ Bikes
Brought to you by Paradise in Hawaii Luxury Homes.Sun Cottage is a wonderful 3 bedroom/3 bathroom detached home that offers everything that you would ever desire on your Big Island vacation in Mauna Lani. Sun Cottage is a single-story, free-standing home (no stairs and...
🏖️Saltwater Pool, Central AC & Sunset Vibes | Kona Living Done Right
vrKCV - Casa de Emdeko 114, Professionally Managed by Kona Coast Vacations AC, Pools & Sunset Toasts — Your Kona Escape AwaitsWelcome to Casa de Emdeko 114 — a beautifully updated ground-floor condo in one of Kona's most beloved oceanfront complexes. This...
Aqua Aloha Surf Waikiki #1600 Deluxe Penthouse Studio with Lanai
Aqua Aloha Surf Waikiki #1600 Deluxe Penthouse Studio with Lanai and Partial Ocean and City Views located just 2 Blocks to Waikiki Beach, (1) King bed, (1) Queen sofa sleeper, Sleeps 4, 385 St FtAqua Aloha Surf Waikiki brimming with island personality offers a range of...
OCEAN FRONT NEWEST UNITs FULL KITCHEN, Napili/Lahaina villas, 2 Bedroom Sleeps 8
********MARCH 29 - APTIL 5, 2025********THIS LISTING IS FOR THE NEWER TOWERS WITH FULL KITCHENS AND NOT LIKE MANY OTHER LISTINGS THAT SHOW THE NEW TOWERS ON THERE PICTURES AND THEN PUT YOU IN THE OLDER UNITS WITHOUT FULL KITCHENS. THE NEWEST UNITS ARE THE NAPILI OR...
Maui Resort Rentals: The Whaler - 2 Total Bedrooms, Gorgeous 5th Floor Ocean, Black Rock, and West Maui Mountain Views!
This tandem pairing combines two neighboring studio suites, each offering stunning ocean views from a fantastic 5th-floor vantage point. The interior courtyard-facing suite boasts breathtaking views of the blue Pacific that extend to Kaanapali's famous Black Rock and...
Maui Lahaina Resort 2 Bedroom Villa Sleeps 6
Set on twenty-six acres of lush, tropical land and infused with a variety of Hawaiian design elements, the resort blends a top-notch vacation experience with the authentic history and culture of Hawaii. Amenities include a 10,000 square foot lagoon-style pool with an...