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.
Westin Nanea Ocean Villas Resort & Spa, Hot Tub!
A state of relaxation and repose - firsthand at The Westin Nanea Ocean Villas! Set on twenty-six acres of lush, tropical land and infused with a variety of Hawaiian design elements, The Westin Nanea Ocean Villas blends a top-notch vacation experience with the authentic...
Alii Park Place#N-202: Gorgeous Remodeled Top Floor 3 Bedroom unit with AC
Alii Park Place is one of the premier developments on Alii Drive. Tinguely Development group created this complex wanting to offer true quality living. It's clearly apparent this reigns supreme as you walk into the space. Unit#N-202 is beautifully furnished, and offers...
Private Napili Nest Near Beach
Tucked away, yet within minutes of Napili Bay, Kapalua resorts, golf, hiking and restaurants, Napili Nest is a private, remodeled and well-appointed end-unit studio with an A/C, a balcony, peek-a-boo ocean/garden view and thoughtful guest amenities. Located in a quiet,...
*Free Parking!* Palms at Waikīkī Hotel
This elegantly remodeled unit is located in the heart of Waikiki. Just steps away from world-famous Waikiki Beach, this condotel is across from the Hilton Hawaiian Village, Fort DeRussy Parkl and short walk to the Ala Moana Shopping Center. Restaurants, grocery stores,...
Newly remodeled 2bd condo with ocean breeze
Mahina Surf 205 is sure to impress! Stunning tropical hues greet you the moment you walk in. New and modern furnishings, Maui-inspired designs, and artwork throughout the condo transport you to the perfect beachy abode where you can instantly unwind and enjoy the beauty...
Colony Surf Hideaway: 2BR Beachfront Condo w/ Views & Tub
Welcome to Colony Surf Hideaway, an upscale beachfront retreat perched along Honolulu’s prestigious Waikiki Gold Coast with uninterrupted views of Diamond Head and the shimmering Pacific. This newly updated 2-bedroom, 2-bathroom sanctuary blends refined island style,...
Honua Kai | 2 Free Rental Cars | KBM Resorts | Close To Beach | 2 Units, 5 Bedrooms | HK ML-1643
** 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...
Wailea Ekahi Village 52D - 1 Bedroom Garden View Condo
Wailea Ekahi 52 is a luxurious vacation rental property located in the heart of the idyllic Wailea resort community on the southern shores of Maui. This spacious, one-bedroom, one-bathroom condominium offers guests a serene and indulgent island getaway, with all the...
Wailea Elua Village 706 - 2 Bedroom Ocean View Condo
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...
Makaha Valley Oasis 1-Bedroom | By The Ocean
Indulge in a peaceful island escape with panoramic views of Makaha's lush and quiet valley and ocean views minutes from the nearest beach park. From frequent rainbows to wild peacocks roaming the grounds to dolphins, whales and turtles dotting Oahu's west side beaches,...
Aqua Aloha Surf Waikiki 1201 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki #1201 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Full/double bed, (1) Twin bed + (1) Queen sofa sleeper, sleeps 4, 360 Sq ft.Aqua Aloha Surf Waikiki offers a range of accommodations that are...
Luxury family villa 5bd - Ocean Views - Center of North Shore
Luxury North Shore Villa – 3 Bedroom with 5 bed | 5 Bath | Ocean Views | Sauna | Welcome to your dream getaway on the iconic North Shore! This brand-new luxury villa offers the perfect blend of indoor-outdoor island living with stunning panoramic ocean views and just...
Royal Sea Cliff Kona 303 Garden View 1BD 1BA
Surrounded by tropical greenery, this charming one-bedroom condo offers a peaceful island retreat. Perfect for couples or solo travelers, it features all the comforts of home on the beautiful Kona coast. Unit 303 Garden View 1 Bedroom 1 Bath• Ground floor condo...
Queen Bed | Outrigger Waikiki | Shopping & Dining in Central Waikiki! Gym, Pool!
Aloha, and welcome to your tropical playground on Waikiki Beach!This listing is for a room within a hotel.✦ Your room is 234 sq. ft, equipped with complimentary toiletries, high definition 55-inch TV, available with Standard cable, and Premium cable.✦ Cleaning services...
Making The Best Memories Along The Way! Outdoor Pool, Oceanfront Property!
This listing is for a room within a hotel.✦ Your room is 270 sq. ft, equipped with complimentary toiletries, high definition 32-inch TV, available with Standard cable.✦ Cleaning services availability and frequency vary by stayThere are a few additional details to know...
Fairways Villas at Waikoloa E4 Golf View 2 Bedroom
This spacious condo overlooking the fairways offers a peaceful island escape. Perfect for families or couples traveling together, it combines comfort, space, and easy access to beaches and golf. Unit E4 Golf View 2 Bedroom 2 BathFairway Villas is located at 69-200...
KBM Resorts | FREE CAR | Hale Honu At Montage Kapalua Bay, Sleeps 10! 3-Bedroom Condo with Daily Housekeeping, Spa!
** 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...
Discovery Bay 1 Bedroom Deluxe Ocean View, Near the Beach!
Experience island living with comfort and style in this 37th-floor ocean-view condo at Discovery Bay! This inviting 1-bedroom unit features a queen bed, sleek vinyl flooring, refreshed furnishings, and a modern design perfect for a relaxing getaway or extended...
Picturesque views of the ocean and Diamond Head
Mesmerizing panoramic views of Diamond Head, the blue Pacific Ocean, the moon and stars! This spacious corner condo is as close as you can get to the sand without being on the beach. Step back in time for this rare opportunity to stay for a while in the home of a...
Oceanfront Luxury Island Escape on Hapuna Beach at Mauna Kea
Luxury oceanfront Hapuna Beach Residence A25 on Hawaii's Big Island hosts 8 guests. Unobstructed panoramic ocean views blend indoor-outdoor living with floor-to-ceiling sliding window walls, making you feel immersed in the stunning Hapuna Beach landscape the moment you...
New Listing! Chic, Cozy, and so Kaanapali
Kaanapali Shores 736 is a charming Studio condo with central air conditioning, comfortably accommodating up to 4 guests. Perched on the seventh floor, this unit features an open-concept design, creating a peaceful island retreat. After a day of adventure, relax on the...
Premium One Bedroom One Bath Ocean View - The Whaler 1119
The Whaler Resort is perfectly located directly on Kaanapali Beach, just steps from soft sand and sparkling waters, offering one of Maui’s premier resort settings.Relax by the oceanfront pool and hot tub or swim in the clear blue Pacific. Enjoy the convenience of...
Kaanapali Alii | 192
Kaanapali Alii 1922 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean View________________________________________Welcome to Kaanapali Alii 192, a stunning one-bedroom ocean-view condo with a fully enclosed den that comfortably serves as a second bedroom. This elegant retreat...
Westin Ka'anapali--Spacious Studio with full kitchen-- full resort access
On beach with outdoor pool, near Whalers VillageGuests of this beach resort will appreciate convenient onsite amenities such as a hot tub and a fitness center. Air-conditioned accommodations at this resort offer safes and coffee/tea makers. Rooms open to balconies....
New Listing: Spacious 1BD with Mountain and Ocean Views
Lahaina Shores 302, 1-BD Suite — Enjoy Ocean and Mountain ViewsDiscover your perfect Maui escape at Lahaina Shores Unit 302! Your Maui adventure begins with breathtaking mountain and ocean views and the tranquility of dual private lanais. This inviting corner condo...
Kukui'ula Bungalow 1B
Situated on a private walk up cul-de-sac within walking distance from The Club at Kukui'ula, Bungalow 1B allows guests to experience golf-view one-bedroom tropical living. This 1,275 sq. ft. bungalow opens into a high-ceilinged kitchen and living area with couch and...
Christmas in Hawaii!!! 2 BR & 2 BA Ocean View in Ko Olina on the island of Oahu
Marriott Ko Olina Beach Club is surrounded by clear blue waters and a picturesque lagoon. Just steps from the ocean on the island of Oahu. Soak up the sun by one of our three outdoor pools, work out in our state-o-the-art fitness center. During your stay enjoy...
Mauna Lani Point C303
The privileged third floor location of Mauna Lani Point C303 provides you with the most elevated and dramatic views on property. Once you open the front door to this vacation rental you will be greeted with the ocean and golf course views. Make your way out onto the...
Kaanapali Alii 472
Kaanapali Alii 4721 Bedroom | 2 Bathrooms | Sleeps 4 | Ocean View________________________________________Welcome to Kaanapali Alii 472, a gorgeous one-bedroom ocean view condo at Maui’s exclusive Kaanapali Alii Resort. This freshly remodeled residence offers a direct...
A Luxury Vacation Home: KGV 12V3
Welcome to your dream vacation rental! Kapalua Golf Villa 12 V3, is nestled in the beautiful area of Kapalua, offering guests a truly stunning view of the lush green fairways of the golf course and the sparkling blue waters of the Hawaiian ocean beyond.This top floor...
Bright 3-bedroom tropical house in Waimanalo Beach Lots
Welcome to our tropical home, a bright and breezy retreat just one block from Oahu's most beautiful beach: four miles of soft sand and gentle waves await you! From the house and patio, you’ll enjoy breathtaking sunset views over the Ko’olau mountains. From the sandy...
Aulani, Disney Vacation Club Villas - 1 Bedroom Villa - Standard View
1 Bedroom Villa • King Bed + Queen Sleeper Sofa + Twin Pull-Down Bed • Sleeps 5 Experience the spirit and stories of Hawaiʻi at Aulani, A Disney Resort & Spa, a full-service oceanfront resort located in Ko Olina, Oʻahu. Designed to celebrate Hawaiian culture and...
Wailea Beach Villas PH404 - 2 Bedroom Ocean View Penthouse
Wailea Beach Villas Penthouse 404 is a stunning two-bedroom plus den, two-bathroom ocean view residence offering over 1,978 sq. ft. of elegant indoor-outdoor living. Situated on the fourth floor, this penthouse enjoys sweeping views of the Pacific Ocean, Kaho\'olawe and...
Fabulous Renovated Honolulu Loft with A/C
Summary:*** Disclaimer: All rooms are renovated in a similar fashion. Furniture style may vary in pictures and in the unit. Functionality are all the same. Queen size bed in bedroom, sofa bed in the living room. Enjoy a stylish experience at this centrally-located...
Spacious 5 bdrm Home steps from Hukilau Beach, AC, Ocean Views, 30-day
This home has a casual Island feel but with updated features. It was fully renovated 8 years ago and within the last 2 months we have given it a mini makeover. We love how spacious and private it feels and also its location right across the street from one of the best...
Royal Sea Cliff Kona 314 Oceanfront 2 Bedroom 2 Ba
Set along the Kona coast, this two-bedroom oceanfront condo offers an unbeatable location and panoramic ocean views. Just minutes from town, it’s the perfect blend of comfort and coastal beauty. Unit 314 Oceanfront 2 Bedroom 2 Bath• 3rd floor condo on the north side of...
Marriott's KoOlina Beach Club Resort. Amenities Included. 1-Bedroom Condo
𝐕𝐢𝐬𝐢𝐭 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 to enjoy 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 on this elegant, 𝐬𝐩𝐚𝐜𝐢𝐨𝐮𝐬 𝟏-𝐁𝐞𝐝𝐫𝐨𝐨𝐦 𝐕𝐢𝐥𝐥𝐚 at one of Oʻahu’s most exclusive 𝐁𝐞𝐚𝐜𝐡𝐟𝐫𝐨𝐧𝐭 𝐑𝐞𝐬𝐨𝐫𝐭𝐬 — 𝐌𝐚𝐫𝐫𝐢𝐨𝐭𝐭’𝐬 𝐊𝐨 𝐎𝐥𝐢𝐧𝐚 𝐁𝐞𝐚𝐜𝐡 𝐂𝐥𝐮𝐛.Unlock 𝐌𝐞𝐢𝐥𝐢 𝐌𝐞𝐦𝐛𝐞𝐫-𝐎𝐧𝐥𝐲 𝐑𝐚𝐭𝐞𝐬 & 𝐔𝐩𝐠𝐫𝐚𝐝𝐞𝐬:𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 ($500–$1000 𝐎𝐅𝐅 𝐬𝐞𝐥𝐞𝐜𝐭...
10th Fl Waikiki Shore Studio | Beach front | AC
Studio unit with gorgeous ocean views of Waikiki Beach. This stylish oceanfront studio puts you steps from the sand, Fort DeRussy Park, and some of Waikiki’s best shopping, dining, and nightlife.The SpaceWake up to panoramic views of the Pacific Ocean and Oahu’s Ewa...
Honua Kai | 3 Free Rental Cars | KBM Resorts | Grand Suite | 3 Units, 9 Bedrooms | HK ML-1418
** 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...
Waiulu Villa 125B – Spacious Golf View | Onsite Staff & Daily Housekeeping
This spacious 3 bedroom, 3.5 bath single-level upper corner floor villa sleeps up to 6 and is centrally located in one of Hualalai Resort’s most popular neighborhoods on Waiulu Street. Located just 5 minutes from the Resort’s pools and restaurants, Waiulu Villas also...
3 bedroom 3 bath townhome in enchanting Mauna Lani Golf Villas
Escape to a tranquil retreat at this 3-bedroom townhome in the Mauna Lani Beach Resort. With 1 king bed and 3 queen beds, guests can unwind in comfort. The property features 3 bathrooms with amenities like 3 seperate living room spaces and built in lanai grilling ....
Waikiki great view on 34th floor 1BR corner unit & Large terrace! New flooring!
Nestled in Honolulu, this 1-bedroom, 1-bathroom condo brings it all within your reach. Fans of nature and the outdoors will love being 11 minutes by foot from Waikiki Beach and 14 minutes from Kuhio Beach. International Market Place is an easy 7-minute walk away and...
Couple's Escape! Modern Oceanfront Room | Outdoor Pool Access + Fireplace
This listing is for a room within a hotel.✦ Your room is 588 sq. ft, equipped with complimentary toiletries, high definition 32-inch TV, available with Standard cable.✦ Cleaning services availability and frequency vary by stayThere are a few additional details to know...
Regency at Poipu Kai 123 By Parrish Kauai - Short walk to Beach
The Regency at Poipu Kai offers some of Kauai’s most refined condo accommodations on the South Shore. Fully air-conditioned and beautifully furnished, each villa features stylish interiors and modern amenities—delivering relaxed island living just minutes from Poipu...
Perfect hidden gem hidden away in oahu in a town called ewa Beach
Imagine a beach front home to yours and yours only perfect for Those want to be hitting away and i've your own private area and Free of unwanted attention and publicity with Send between your toes Light cool breeze.The sounds of waves crashing on the shore as it soothes...
Seaside Surf Spot Oceanfront 1-bedroom in Ma'alaea with AC
The Seaside Surf spot is on the water's edge in Ma'alaea Bay, Maui, Hawaii at Ma'alaea Kai. "Freight Trains" Surf spot is just outside your door. With beautiful, unobstructed views of Haleakala looming over Ma'alaea Bay from the lanai and Molokini and the harbor from...
Coconut Plantation 1192-2 by Gather w/ Pools, Lanai & Walk to Beach
Welcome to Coconut Plantation 1192-2 by Gather, a charming two-bedroom, two-bath villa in the gated Coconut Plantation community at Ko Olina Resort. This tranquil retreat blends classic island architecture with modern comfort—perfect for a month of relaxed Hawaiian...
Elevate Your Hawaiian Getaway at Lagoon Tower by Hilton – 2 Bd. Ocean View
Nestled within the stunning Hilton Hawaiian Village® Waikiki Beach Resort, the Lagoon Tower delivers a vibrant vacation experience that’s both luxurious and family-friendly. With breathtaking ocean views, spacious accommodations, and endless activities, this is the...
Experience Your Perfect Maui Getaway at Condo #3-408: Ocean Views & Amenities!
#3-408 has everything you will need for the best Maui stay! This updated condo feels like your home away from home with all cooking gadgets and service needs supplied along with crisp, clean linens and towels and even beach chairs to take across the street to Charlie...
Wailea Ekahi Village 54B - 1 Bedroom Garden View Condo
Wailea Ekahi 54B is a luxurious one-bedroom two-bathroom vacation rental offering an exceptional blend of comfort and elegance, set within the stunning Wailea Ekahi Village. This inviting ground floor condo boasts a prime location with direct access to lush, tropical...